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Grand 7.5 acre Estate in ideal Milton location. 341 Highland Street is tucked away at the end of a long, private approach and opens up to impressive grounds and a stately brick Colonial with circular driveway. The secluded 7.5 acres has a flowing combination of lawn, gardens & woodlands, including walking trails. The 6-Bedroom, 3.5-bath home starts with a grand entry foyer with ornate woodwork & a layout made for entertaining. A stunning combination of French- & pocket-doors for separation link the formal living and dining space with the Chef's kitchen that has radiant heated floors, countertop range, wall oven & banquet-style table made for gathering with family & friends. Storage is a standout, w/built-ins in nearly every room & flexible rooms on both first & second floors that work as an office or bedroom. Window bench seats in living room & primary suite are the spots to curl up with coffee & a book. Primary bedroom has en-suite bath & huge walk in changing room with plenty of windows. Heated sunroom brings in light year-round, two staircases add flexibility & a whimsical dollhouse room on the third floor is a bonus. Updates include 212 new Andersen Permashield windows, 200-amp electrical, a newer furnace & many more modernizations. Generous laundry room. Outside, a stone patio, play area, hot tub & fire pit invite fun for every season. A majestic dogwood anchors the gardens & trails that wind through the property creating the feel of a private mini Blue Hills trek. Over 1500 SF of unfinished basement offers room to finish. Concept plans for an in ground pool have been drawn up by a landscape design firm. Developers - there is potential to divide land into separate lots - subject to zoning and town approvals. Buyers to conduct their own due diligence.

6 Beds ⋅ 4 Baths ⋅ 73589772 MLS

Grand 7.5 acre Estate in ideal Milton location. 341 Highland Street is tucked away at the end of a long, private approach and opens up to impressive grounds and a stately brick Colonial with circular driveway. The secluded 7.5 acres has a flowing combination of lawn, gardens & woodlands, including walking trails. The 6-Bedroom, 3.5-bath home starts with a grand entry foyer with ornate woodwork & a layout made for entertaining. A stunning combination of French- & pocket-doors for separation link the formal living and dining space with the Chef's kitchen that has radiant heated floors, countertop range, wall oven & banquet-style table made for gathering with family & friends. Storage is a standout, w/built-ins in nearly every room & flexible rooms on both first & second floors that work as an office or bedroom. Window bench seats in living room & primary suite are the spots to curl up with coffee & a book. Primary bedroom has en-suite bath & huge walk in changing room with plenty of windows. Heated sunroom brings in light year-round, two staircases add flexibility & a whimsical dollhouse room on the third floor is a bonus. Updates include 212 new Andersen Permashield windows, 200-amp electrical, a newer furnace & many more modernizations. Generous laundry room. Outside, a stone patio, play area, hot tub & fire pit invite fun for every season. A majestic dogwood anchors the gardens & trails that wind through the property creating the feel of a private mini Blue Hills trek. Over 1500 SF of unfinished basement offers room to finish. Concept plans for an in ground pool have been drawn up by a landscape design firm. Developers - there is potential to divide land into separate lots - subject to zoning and town approvals. Buyers to conduct their own due diligence.

341 Highland St, Milton

Listing courtesy of Listing Agent: Vineburgh / DiMella Team from Listing Office: Charlesgate Realty Group, llc.

$1,000,000

Rarely available unit at The Residences at Brook Hill. This newer, penthouse unit with elevator building and garage parking features everything to call home. Upon entry you are graced w/ a view of the natural beauty that surrounds this best location in Milton with foliage views & the relaxing sound of the babbling Pine Tree Brook below as it meanders to the nearby Neponset River. This gorgeous home features an open floor plan, granite kitchen w/huge island & pantry, gas cooking, dining area overlooking the living room w/gas fireplace & direct access to a very large, serene, private covered deck. Primary bedroom w/custom closets, en-suite w/soaking tub & walk in shower. Second bedroom is also large. Second Full Bath. In unit laundry; hardwood flooring and plenty of storage. Best location in the heart of this village w/excellent dining, cafes, gyms, salons & shopping just outside. Incredible nature trail and direct access to the MBTA trolley. Private showings only beginning on Wed 10/14.

2 Beds ⋅ 2 Baths ⋅ 73589650 MLS ⋅ ['Residences At Brook Hill'] BLDG.

Rarely available unit at The Residences at Brook Hill. This newer, penthouse unit with elevator building and garage parking features everything to call home. Upon entry you are graced w/ a view of the natural beauty that surrounds this best location in Milton with foliage views & the relaxing sound of the babbling Pine Tree Brook below as it meanders to the nearby Neponset River. This gorgeous home features an open floor plan, granite kitchen w/huge island & pantry, gas cooking, dining area overlooking the living room w/gas fireplace & direct access to a very large, serene, private covered deck. Primary bedroom w/custom closets, en-suite w/soaking tub & walk in shower. Second bedroom is also large. Second Full Bath. In unit laundry; hardwood flooring and plenty of storage. Best location in the heart of this village w/excellent dining, cafes, gyms, salons & shopping just outside. Incredible nature trail and direct access to the MBTA trolley. Private showings only beginning on Wed 10/14.

36 Central Ave Unit 16, Milton

Listing courtesy of Listing Agent: Julie Gross from Listing Office: Coldwell Banker Realty - Westwood.

$739,900

This is more than just a residence, this distinguished single-family colonial invites you into a warm, tight-knit community where neighbors look out for one another year-round. Perfectly blending classic charm with everyday functionality, this home is freshly painted ready for its next chapter. The main level features an inviting layout centered around a spacious living room, formal dining room, and an updated kitchen complete with granite countertops, a center island, and a striking designer backsplash. Upstairs, you will find 4-bedrooms and a full bathroom. A standout feature of this property is its exceptional versatility and privacy, highlighted by three-way side-to-side access and the rare convenience of stepping directly into the basement right off the driveway. The finished lower level offers a wonderful private retreat without ever having to leave home. Additional highlights include a fully fenced backyard, an attached garage, and an unbeatable location just moments from the playground, commuter train station, and top-rated schools.

4 Beds ⋅ 2 Baths ⋅ 73589512 MLS

This is more than just a residence, this distinguished single-family colonial invites you into a warm, tight-knit community where neighbors look out for one another year-round. Perfectly blending classic charm with everyday functionality, this home is freshly painted ready for its next chapter. The main level features an inviting layout centered around a spacious living room, formal dining room, and an updated kitchen complete with granite countertops, a center island, and a striking designer backsplash. Upstairs, you will find 4-bedrooms and a full bathroom. A standout feature of this property is its exceptional versatility and privacy, highlighted by three-way side-to-side access and the rare convenience of stepping directly into the basement right off the driveway. The finished lower level offers a wonderful private retreat without ever having to leave home. Additional highlights include a fully fenced backyard, an attached garage, and an unbeatable location just moments from the playground, commuter train station, and top-rated schools.

45 Decker St, Milton

Listing courtesy of Listing Agent: Richard C. Maurice from Listing Office: Diamond Realty Professionals.

$625,000

You'll love this spacious Milton condo with 2,000+ square feet across two levels and a garage plus three additional parking spots. The main level is full of original character. Coffered ceilings, bay windows, and gleaming hardwood floors set the tone in the living room, which flows into a sunny dining area. The kitchen is the heart of it all, with a large center island, granite counters, a gas range, stainless appliances, and recessed lighting. A main-level bedroom with a walk-in closet sits near a full bath. There's also a den that opens to a private front balcony overlooking the trees, plus a home office and a bright laundry room with walls of windows and a back deck. Head upstairs and the space really opens up. The primary suite is over 300 square feet with vaulted ceilings, recessed lights, a mini-split, and two walk-in closets. The primary bath has a double vanity, a soaking tub, and a separate shower. A second bedroom rounds out the upper level. Three bedrooms, two full baths, an office, and a den give you room to work from home, host guests, or just spread out. All this in a classic shingle-style home on historic Brush Hill Road, with easy access to the Blue Hills, Legacy Place, Route 138, I-93 and I-95 and the T. Come see it in person, You'll be glad you did...

3 Beds ⋅ 2 Baths ⋅ 73589069 MLS

You'll love this spacious Milton condo with 2,000+ square feet across two levels and a garage plus three additional parking spots. The main level is full of original character. Coffered ceilings, bay windows, and gleaming hardwood floors set the tone in the living room, which flows into a sunny dining area. The kitchen is the heart of it all, with a large center island, granite counters, a gas range, stainless appliances, and recessed lighting. A main-level bedroom with a walk-in closet sits near a full bath. There's also a den that opens to a private front balcony overlooking the trees, plus a home office and a bright laundry room with walls of windows and a back deck. Head upstairs and the space really opens up. The primary suite is over 300 square feet with vaulted ceilings, recessed lights, a mini-split, and two walk-in closets. The primary bath has a double vanity, a soaking tub, and a separate shower. A second bedroom rounds out the upper level. Three bedrooms, two full baths, an office, and a den give you room to work from home, host guests, or just spread out. All this in a classic shingle-style home on historic Brush Hill Road, with easy access to the Blue Hills, Legacy Place, Route 138, I-93 and I-95 and the T. Come see it in person, You'll be glad you did...

162 Brush Hill Rd Unit 2, Milton

Listing courtesy of Listing Agent: Rayna Shelton-Wynn from Listing Office: MIG.

$799,000

Sophisticated Living, Effortless Lifestyle! Welcome to Hendries at Central Station, where modern luxury meets carefree condominium living in the heart of Milton's historic Lower Mills neighborhood. Built in 2021, this beautifully appointed 2-bedroom, 2-bath residence offers 1,190 square feet of thoughtfully designed, single-level living in an intimate 38-residence elevator building. The sun-filled, open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday comfort and effortless entertaining. Enjoy quartz countertops, premium Bosch stainless steel appliances, and beautiful Pella windows throughout. The spacious primary suite features a walk-in closet and private bath, while the second bedroom offers wonderful flexibility for guests or a home office. Two private decks extend your living space outdoors, perfect for morning coffee or evening relaxation. Additional highlights include in-unit laundry, central air, gas heat, and the rare convenience of TWO garage parking spaces. Just moments from neighborhood cafés, restaurants, the Neponset River Greenway, and the Central Avenue trolley, this exceptional residence offers the ultimate lock-and-leave lifestyle. All the comforts you love, without the upkeep you don't.

2 Beds ⋅ 2 Baths ⋅ 73588959 MLS

Sophisticated Living, Effortless Lifestyle! Welcome to Hendries at Central Station, where modern luxury meets carefree condominium living in the heart of Milton's historic Lower Mills neighborhood. Built in 2021, this beautifully appointed 2-bedroom, 2-bath residence offers 1,190 square feet of thoughtfully designed, single-level living in an intimate 38-residence elevator building. The sun-filled, open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday comfort and effortless entertaining. Enjoy quartz countertops, premium Bosch stainless steel appliances, and beautiful Pella windows throughout. The spacious primary suite features a walk-in closet and private bath, while the second bedroom offers wonderful flexibility for guests or a home office. Two private decks extend your living space outdoors, perfect for morning coffee or evening relaxation. Additional highlights include in-unit laundry, central air, gas heat, and the rare convenience of TWO garage parking spaces. Just moments from neighborhood cafés, restaurants, the Neponset River Greenway, and the Central Avenue trolley, this exceptional residence offers the ultimate lock-and-leave lifestyle. All the comforts you love, without the upkeep you don't.

131 Eliot St Unit 204, Milton

Listing courtesy of Listing Agent: Chris Remmes from Listing Office: Remmes & Co..

$769,000

Welcome to Milton! Opportunities like this don’t come around often. Lovingly maintained and thoughtfully updated, this beautiful 3-bedroom, 1.5-bath home is truly move-in ready and offers the perfect blend of original character, modern updates, and everyday comfort. Pride of ownership is evident throughout, with meticulous attention to detail—from the full restoration of the original brass and glass door hardware to the refinished original wood floors, finished in a beautiful natural satin sheen. The updated kitchen is both stylish and functional, featuring cherry cabinetry with updated modern fronts and hardware, granite countertops, newer designer GE Café appliances, newer porcelain tile flooring, and a charming greenhouse window that brings in an abundance of natural light. The home has been thoughtfully improved over the years, including a new metal roof on the main house in 2018 and an asphalt roof on the garage in 2021. The newer heating system was converted from oil to gas in 2024, and the water heater was replaced in 2017. Designer light fixtures, smooth-finish ceilings, and new recessed lighting in the living room add a refined touch throughout. Elfa closet systems provide smart and efficient storage in the bedrooms, and a newer washer adds to the convenience. A standout feature is the oversized two-car garage, offering privacy and flexibility beyond parking—with space for a workshop, studio, gym, storage, or potentially additional living space or an accessory dwelling, subject to zoning and permitting. The spacious bedrooms feature oversized walk-in closets, while the main level offers a convenient half bath. Outside, the modified farmer’s porch—with board-and-batten siding and a tongue-and-groove ceiling—creates a welcoming spot for morning coffee or relaxing at the end of the day. A generous deck provides plenty of room for summer entertaining, while the fenced rear yard offers space to enjoy the outdoors. On cooler evenings, gather around the working wood-burning fireplace and enjoy the warmth and character that make this house feel like home. Set in a desirable Milton neighborhood convenient to commuter rail, shopping, dining, and everyday amenities, this is the kind of home where you can move in, unpack, and simply enjoy. Beautifully maintained, thoughtfully updated, and ready for its next chapter—just in time for the holidays.

3 Beds ⋅ 2 Baths ⋅ 73588158 MLS

Welcome to Milton! Opportunities like this don’t come around often. Lovingly maintained and thoughtfully updated, this beautiful 3-bedroom, 1.5-bath home is truly move-in ready and offers the perfect blend of original character, modern updates, and everyday comfort. Pride of ownership is evident throughout, with meticulous attention to detail—from the full restoration of the original brass and glass door hardware to the refinished original wood floors, finished in a beautiful natural satin sheen. The updated kitchen is both stylish and functional, featuring cherry cabinetry with updated modern fronts and hardware, granite countertops, newer designer GE Café appliances, newer porcelain tile flooring, and a charming greenhouse window that brings in an abundance of natural light. The home has been thoughtfully improved over the years, including a new metal roof on the main house in 2018 and an asphalt roof on the garage in 2021. The newer heating system was converted from oil to gas in 2024, and the water heater was replaced in 2017. Designer light fixtures, smooth-finish ceilings, and new recessed lighting in the living room add a refined touch throughout. Elfa closet systems provide smart and efficient storage in the bedrooms, and a newer washer adds to the convenience. A standout feature is the oversized two-car garage, offering privacy and flexibility beyond parking—with space for a workshop, studio, gym, storage, or potentially additional living space or an accessory dwelling, subject to zoning and permitting. The spacious bedrooms feature oversized walk-in closets, while the main level offers a convenient half bath. Outside, the modified farmer’s porch—with board-and-batten siding and a tongue-and-groove ceiling—creates a welcoming spot for morning coffee or relaxing at the end of the day. A generous deck provides plenty of room for summer entertaining, while the fenced rear yard offers space to enjoy the outdoors. On cooler evenings, gather around the working wood-burning fireplace and enjoy the warmth and character that make this house feel like home. Set in a desirable Milton neighborhood convenient to commuter rail, shopping, dining, and everyday amenities, this is the kind of home where you can move in, unpack, and simply enjoy. Beautifully maintained, thoughtfully updated, and ready for its next chapter—just in time for the holidays.

53 Aberdeen Rd, Milton

Listing courtesy of Listing Agent: Bill Lau from Listing Office: Windsor Real Estate LLC.

$749,000

SUNDAY OPEN HOUSE CANCELLED! Classic charm meets an exceptional Milton location in this beautifully maintained 1903 farmhouse. Set on a picturesque 6000sqft lot, this inviting 3 bedroom, 1 bath home blends timeless character with the ease of everyday living. A welcoming front porch creates an idyllic setting for morning coffee and relaxing afternoons, while private outdoor spaces are perfect for entertaining friends and add to the home's appeal. Inside are warm, comfortable living spaces filled with natural light and thoughtful updates. The stylish kitchen provides a functional heart of the home, while 3 well-proportioned bedrooms offer flexibility for family, guests, or a home office. The home's classic architectural details and handsome exterior create the kind of curb appeal that is increasingly difficult to find. The location is truly special- just moments from Shields Park, with convenient access to the trolley for an easy connection to Boston. Enjoy the best of Milton's vibrant neighborhood amenities with popular restaurants, cafes and shops all within walking distance. A wonderful opportunity to own a distinctive piece of Milton's history in one of it's most desirable and convenient neighborhoods.

3 Beds ⋅ 1 Baths ⋅ 73587170 MLS

SUNDAY OPEN HOUSE CANCELLED! Classic charm meets an exceptional Milton location in this beautifully maintained 1903 farmhouse. Set on a picturesque 6000sqft lot, this inviting 3 bedroom, 1 bath home blends timeless character with the ease of everyday living. A welcoming front porch creates an idyllic setting for morning coffee and relaxing afternoons, while private outdoor spaces are perfect for entertaining friends and add to the home's appeal. Inside are warm, comfortable living spaces filled with natural light and thoughtful updates. The stylish kitchen provides a functional heart of the home, while 3 well-proportioned bedrooms offer flexibility for family, guests, or a home office. The home's classic architectural details and handsome exterior create the kind of curb appeal that is increasingly difficult to find. The location is truly special- just moments from Shields Park, with convenient access to the trolley for an easy connection to Boston. Enjoy the best of Milton's vibrant neighborhood amenities with popular restaurants, cafes and shops all within walking distance. A wonderful opportunity to own a distinctive piece of Milton's history in one of it's most desirable and convenient neighborhoods.

12 Capen St, Milton

Listing courtesy of Listing Agent: Lauren Greeley from Listing Office: Coldwell Banker Realty - Milton.

$889,000

Fall in love with this beautifully renovated Cape, where sun-splashed rooms and open, airy living spaces create the perfect blend of comfort and style. Every detail of this magnificent renovation has been thoughtfully designed, offering modern updates while maintaining timeless charm. Step outside to enjoy the private Beacon Hill-style patio, an ideal setting for relaxing, entertaining, or enjoying your morning coffee. The home's bright interiors flow seamlessly from room to room, creating an inviting atmosphere filled with natural light. Conveniently located near the outstanding recreational opportunities of Blue Hills Reservation, Pope's Pond, and the exciting new Peverly Park, this home offers endless options for outdoor enjoyment and family fun. With a stellar location, a truly exceptional renovation, and incredible value, this is a rare opportunity you won't want to miss!

3 Beds ⋅ 2 Baths ⋅ 73587033 MLS

Fall in love with this beautifully renovated Cape, where sun-splashed rooms and open, airy living spaces create the perfect blend of comfort and style. Every detail of this magnificent renovation has been thoughtfully designed, offering modern updates while maintaining timeless charm. Step outside to enjoy the private Beacon Hill-style patio, an ideal setting for relaxing, entertaining, or enjoying your morning coffee. The home's bright interiors flow seamlessly from room to room, creating an inviting atmosphere filled with natural light. Conveniently located near the outstanding recreational opportunities of Blue Hills Reservation, Pope's Pond, and the exciting new Peverly Park, this home offers endless options for outdoor enjoyment and family fun. With a stellar location, a truly exceptional renovation, and incredible value, this is a rare opportunity you won't want to miss!

88 Decker St, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$1,180,000

Tenants have lease until End of Nov. Discover this beautifully updated 2-family home in one of Milton’s most desirable locations! This spacious three-story property is perfect for both investors and owner-occupants. The first floor has been fully renovated, showcasing a modern kitchen with stainless steel appliances, quartz countertops, and a bright open layout. The second unit extends across two levels, with generous bedrooms, ample storage, and a third-floor bonus retreat featuring a wet bar—ideal for entertaining or creating a private suite. Location highlights: set on Brush Hill Rd, the home offers quick access to I-93, making commutes to Boston and Cambridge effortless. Enjoy proximity to Blue Hills Reservation for outdoor recreation, top-rated Milton schools, local shops, and restaurants. With strong rental potential, versatile living options, and a prime location, this updated multi-family is a rare find in Milton. Move right in and start enjoying everything this home.

8 Beds ⋅ 5 Baths ⋅ 73586409 MLS

Tenants have lease until End of Nov. Discover this beautifully updated 2-family home in one of Milton’s most desirable locations! This spacious three-story property is perfect for both investors and owner-occupants. The first floor has been fully renovated, showcasing a modern kitchen with stainless steel appliances, quartz countertops, and a bright open layout. The second unit extends across two levels, with generous bedrooms, ample storage, and a third-floor bonus retreat featuring a wet bar—ideal for entertaining or creating a private suite. Location highlights: set on Brush Hill Rd, the home offers quick access to I-93, making commutes to Boston and Cambridge effortless. Enjoy proximity to Blue Hills Reservation for outdoor recreation, top-rated Milton schools, local shops, and restaurants. With strong rental potential, versatile living options, and a prime location, this updated multi-family is a rare find in Milton. Move right in and start enjoying everything this home.

112 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Angela Cui from Listing Office: Keller Williams Realty.

$899,000

Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

4 Beds ⋅ 2 Baths ⋅ 73585762 MLS

Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

440 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$899,000

Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

4 Beds ⋅ 2 Baths ⋅ 73585759 MLS

Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

440 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$999,000

As you enter 60 Sassamon Avenue, you'll be welcomed by high ceilings, a fireplaced living room, newly refinished hardwood floors and three levels of living space. The current owners have completed numerous updates over the past five years, including a new furnace, new water heater, replacement windows and a refreshed kitchen featuring stainless steel appliances, new countertops and new flooring. With five bedrooms, two full baths and one-half bath, this charming Colonial offers ample space and flexibility for today's lifestyle. The expansive family room is sure to become a favorite gathering place, featuring new flooring, a vaulted ceiling with skylights, and direct access to the back deck and backyard. The first floor also includes a formal dining room, a versatile bedroom that could serve as a home office or playroom, a full bath with a shower, a convenient laundry room as well as a powder room. The second floor offers two bedrooms, an additional room ideal for a nursery or home office, and a full bath. Located on second floor there’s a balcony off the small room offering a wonderful view and often beautiful sunsets. On the third floor, there are two newly carpeted bedrooms, providing private and comfortable living space. Set on an oversized lot, the property also features a private side entrance leading to the finished lower level, ideal for a home gym, office, media room, or playroom. The basement is also accessible from the kitchen. The generous side yard provides exceptional outdoor space for recreation, gardening, or entertaining while offering potential opportunities for future expansion. Connected to the garage, built in 2011, there's a heated "bonus room", providing valuable flex space for hobbies, work, recreation, or a private retreat. Above the garage, you'll find abundant storage space, providing room for seasonal items, equipment & household belongings. Nestled at the base of the Blue Hills Reservation, this highly sought-after neighborhood is known for its generous lot sizes, strong sense of community & homes that have been thoughtfully expanded and improved over the years. Conveniently located near Routes 128/I-95 and 24, the property offers an easy commute to Boston and points south, while University Station while University Station & Route 128 Amtrak station are less than eight miles away. If you're hoping to be settled into your new home by the holiday season, come by and fall in love with 60 Sassamon Avenue. You'll be glad you did!

5 Beds ⋅ 3 Baths ⋅ 73585240 MLS

As you enter 60 Sassamon Avenue, you'll be welcomed by high ceilings, a fireplaced living room, newly refinished hardwood floors and three levels of living space. The current owners have completed numerous updates over the past five years, including a new furnace, new water heater, replacement windows and a refreshed kitchen featuring stainless steel appliances, new countertops and new flooring. With five bedrooms, two full baths and one-half bath, this charming Colonial offers ample space and flexibility for today's lifestyle. The expansive family room is sure to become a favorite gathering place, featuring new flooring, a vaulted ceiling with skylights, and direct access to the back deck and backyard. The first floor also includes a formal dining room, a versatile bedroom that could serve as a home office or playroom, a full bath with a shower, a convenient laundry room as well as a powder room. The second floor offers two bedrooms, an additional room ideal for a nursery or home office, and a full bath. Located on second floor there’s a balcony off the small room offering a wonderful view and often beautiful sunsets. On the third floor, there are two newly carpeted bedrooms, providing private and comfortable living space. Set on an oversized lot, the property also features a private side entrance leading to the finished lower level, ideal for a home gym, office, media room, or playroom. The basement is also accessible from the kitchen. The generous side yard provides exceptional outdoor space for recreation, gardening, or entertaining while offering potential opportunities for future expansion. Connected to the garage, built in 2011, there's a heated "bonus room", providing valuable flex space for hobbies, work, recreation, or a private retreat. Above the garage, you'll find abundant storage space, providing room for seasonal items, equipment & household belongings. Nestled at the base of the Blue Hills Reservation, this highly sought-after neighborhood is known for its generous lot sizes, strong sense of community & homes that have been thoughtfully expanded and improved over the years. Conveniently located near Routes 128/I-95 and 24, the property offers an easy commute to Boston and points south, while University Station while University Station & Route 128 Amtrak station are less than eight miles away. If you're hoping to be settled into your new home by the holiday season, come by and fall in love with 60 Sassamon Avenue. You'll be glad you did!

60 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.

$839,000

Welcome to your sanctuary in the sky. This rare waterfront 1-bedroom + den, 2 full bath residence offers breathtaking views of the Neponset River Estuary from nearly every room. Enjoy ever-changing skies and serene water views from the Juliette balcony, spacious living area, and tranquil primary suite. The generous chef-friendly kitchen and cheerful interior are perfectly designed for everyday living and entertaining. The versatile den with French doors is ideal as an office, reading room, or guest space. Thoughtfully designed with abundant closet space, a fully functional pantry, and exceptional storage throughout. Luxury amenities include concierge service, fitness center, club room, beautiful outdoor patio, and one outdoor parking space. Madre Osteria is a favorite gathering place just downstairs, while walking and biking trails, coffee shops, yoga, and Pilates studios are just moments away. Waterfront living, stunning views, and effortless convenience come together in this exceptional home.

1 Beds ⋅ 2 Baths ⋅ 73584836 MLS ⋅ ['Milton Landing'] BLDG.

Welcome to your sanctuary in the sky. This rare waterfront 1-bedroom + den, 2 full bath residence offers breathtaking views of the Neponset River Estuary from nearly every room. Enjoy ever-changing skies and serene water views from the Juliette balcony, spacious living area, and tranquil primary suite. The generous chef-friendly kitchen and cheerful interior are perfectly designed for everyday living and entertaining. The versatile den with French doors is ideal as an office, reading room, or guest space. Thoughtfully designed with abundant closet space, a fully functional pantry, and exceptional storage throughout. Luxury amenities include concierge service, fitness center, club room, beautiful outdoor patio, and one outdoor parking space. Madre Osteria is a favorite gathering place just downstairs, while walking and biking trails, coffee shops, yoga, and Pilates studios are just moments away. Waterfront living, stunning views, and effortless convenience come together in this exceptional home.

88 Wharf Street Unit 402, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$699,000

Welcome home to this beautifully appointed 2-bedroom, 2-bathroom condo offering convenience, and an unbeatable location. The open and inviting layout features central air, in-unit laundry, and deeded garage parking, along with private outdoor space perfect for entertaining. Just steps from popular neighborhood hot spots like Steel & Rye, Two Pence Market, fitness and Pilates studios. Enjoy easy access to the Neponset Greenway Trail and the Red Line T stop, making commuting and exploring the city a breeze. A wonderful opportunity to enjoy modern condo living in one of the area's most sought-after neighborhoods. Don't forget your own storage unit!

2 Beds ⋅ 2 Baths ⋅ 73584695 MLS

Welcome home to this beautifully appointed 2-bedroom, 2-bathroom condo offering convenience, and an unbeatable location. The open and inviting layout features central air, in-unit laundry, and deeded garage parking, along with private outdoor space perfect for entertaining. Just steps from popular neighborhood hot spots like Steel & Rye, Two Pence Market, fitness and Pilates studios. Enjoy easy access to the Neponset Greenway Trail and the Red Line T stop, making commuting and exploring the city a breeze. A wonderful opportunity to enjoy modern condo living in one of the area's most sought-after neighborhoods. Don't forget your own storage unit!

21-A High St Unit 1, Milton

Listing courtesy of Listing Agent: Kerry D'Ambroise from Listing Office: Columbus and Over Group, LLC.

$1,395,000

Welcome to 19 Edward Avenue, a beautifully updated home nestled in one of Milton’s most cherished neighborhoods. Tucked away on one of the town's most secluded streets, this special location offers a wonderful sense of community where neighbors become friends, locals gather for impromptu lemonade stands, and walks to Cunningham Park are part of everyday life. Just moments from vibrant East Milton Square, you'll enjoy easy access to local favorites, dining, shopping, and recreation. Inside, a welcoming foyer leads to a spacious living room with a wood-burning fireplace, an inviting four-season sunroom with vaulted ceiling and slate flooring, an open, sun-filled kitchen and dining area perfect for everyday living and entertaining, both with direct access to the tranquil backyard. Upstairs are 3 generous bedrooms and 2 full baths, including a coveted primary suite. Thoughtfully updated throughout with timeless finishes, this home is move-in ready. Outside, the private backyard oasis features a beautifully maintained yard and patio, creating the perfect setting to relax, entertain, and enjoy all this exceptional home and neighborhood has to offer.

3 Beds ⋅ 3 Baths ⋅ 73584614 MLS

Welcome to 19 Edward Avenue, a beautifully updated home nestled in one of Milton’s most cherished neighborhoods. Tucked away on one of the town's most secluded streets, this special location offers a wonderful sense of community where neighbors become friends, locals gather for impromptu lemonade stands, and walks to Cunningham Park are part of everyday life. Just moments from vibrant East Milton Square, you'll enjoy easy access to local favorites, dining, shopping, and recreation. Inside, a welcoming foyer leads to a spacious living room with a wood-burning fireplace, an inviting four-season sunroom with vaulted ceiling and slate flooring, an open, sun-filled kitchen and dining area perfect for everyday living and entertaining, both with direct access to the tranquil backyard. Upstairs are 3 generous bedrooms and 2 full baths, including a coveted primary suite. Thoughtfully updated throughout with timeless finishes, this home is move-in ready. Outside, the private backyard oasis features a beautifully maintained yard and patio, creating the perfect setting to relax, entertain, and enjoy all this exceptional home and neighborhood has to offer.

19 Edward Avenue, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$779,000

Shelter. Home. They are not always the same thing. But here, what’s necessary and what’s intimate are built into one floor living on a sizable lot at the gateway of the Columbine/Cliff neighborhood. This mid-century ranch has never asked for more than it needed. Two bedrooms, 1.5 baths, 1,200 square feet arranged with the kind of clarity that comes from a floor plan actually lived in. Every room in its right place. A walk-up attic is storage today. It could be more, if someone decides it should be. A screened porch looks out over a private yard and 13,000 sf lot where green space and solitude go hand in hand. Garden or structure to your heart’s content or just admire with a good book being the primary focus. Recent roof and central air have you off to a great start. For the downsizer or small household, it's complete as it stands. For the next owner with ambition and a dream, it's an invitation. Either way, the shelter is already here, and a home is what you will imagine and create.

2 Beds ⋅ 2 Baths ⋅ 73584152 MLS

Shelter. Home. They are not always the same thing. But here, what’s necessary and what’s intimate are built into one floor living on a sizable lot at the gateway of the Columbine/Cliff neighborhood. This mid-century ranch has never asked for more than it needed. Two bedrooms, 1.5 baths, 1,200 square feet arranged with the kind of clarity that comes from a floor plan actually lived in. Every room in its right place. A walk-up attic is storage today. It could be more, if someone decides it should be. A screened porch looks out over a private yard and 13,000 sf lot where green space and solitude go hand in hand. Garden or structure to your heart’s content or just admire with a good book being the primary focus. Recent roof and central air have you off to a great start. For the downsizer or small household, it's complete as it stands. For the next owner with ambition and a dream, it's an invitation. Either way, the shelter is already here, and a home is what you will imagine and create.

454 Eliot St, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

$975,000

For the discerning buyer with vision, a spacious 9-room home in desirable East Milton awaits. Set on a residential side street, this well-loved property features 4–5 bedrooms, two full bathrooms, a two-car garage, and a level, fenced backyard on nearly a quarter-acre. The house lives considerably larger than you might expect, with generously proportioned rooms and abundant space at every turn. The main level features a huge front-to-back living room with a center fireplace, a kitchen brimming with possibility, a separate dining room with a built-in hutch, and a bright 4-season sunroom with an adjoining deck. The expansive, fenced 9,500+sf backyard provides ample room for gardening, sports, entertaining, or simply enjoying the outdoors. An office on this level offers flexibility and could serve as a fifth bedroom if desired, while a full bathroom adds convenience. Upstairs, you’ll find four exceptionally large corner bedrooms with excellent closet space, along with a second full bathroom. All hardwood floors throughout the home have just been refinished, and much of the interior has been freshly painted. Additional features include a large, wide-open unfinished basement, along with an attached two-car garage. Situated minutes from the restaurants and shops of East Milton Square, Cunningham Park, top schools, and major commuting routes, this is your chance to make a property with character and an enviable location truly your own.

4 Beds ⋅ 2 Baths ⋅ 73583997 MLS

For the discerning buyer with vision, a spacious 9-room home in desirable East Milton awaits. Set on a residential side street, this well-loved property features 4–5 bedrooms, two full bathrooms, a two-car garage, and a level, fenced backyard on nearly a quarter-acre. The house lives considerably larger than you might expect, with generously proportioned rooms and abundant space at every turn. The main level features a huge front-to-back living room with a center fireplace, a kitchen brimming with possibility, a separate dining room with a built-in hutch, and a bright 4-season sunroom with an adjoining deck. The expansive, fenced 9,500+sf backyard provides ample room for gardening, sports, entertaining, or simply enjoying the outdoors. An office on this level offers flexibility and could serve as a fifth bedroom if desired, while a full bathroom adds convenience. Upstairs, you’ll find four exceptionally large corner bedrooms with excellent closet space, along with a second full bathroom. All hardwood floors throughout the home have just been refinished, and much of the interior has been freshly painted. Additional features include a large, wide-open unfinished basement, along with an attached two-car garage. Situated minutes from the restaurants and shops of East Milton Square, Cunningham Park, top schools, and major commuting routes, this is your chance to make a property with character and an enviable location truly your own.

23 Christopher Drive, Milton

Listing courtesy of Listing Agent: Donna Charpentier from Listing Office: William Raveis R.E. & Home Services.

$1,295,000

The Set Is Ready. A home provides the set for all the theater of our lives. The quiet mornings. The long dinners. The friends. The solitude. The ordinary days that turn out to matter most. This one has been carefully staged for all of it. The kitchen is well-designed, light and bright. Slants of light move across it through the day, and the work of the room feels easy. Beyond, the dining area opens to a stone terrace and a yard that is truly private. In warm months the doors stay open, and the living extends outside. A furry friend is safe and happy with the fully fenced space. A home office overlooks the backyard … work with a view of something green and inspiring. Three bedrooms offer rest and room to grow. Both baths are updated and just what you would have picked. Every good stage needs a wing. The mudroom is it: a place to leave boots, bags, and the day's weather before the next scene begins. Much of the best work here is behind the scenes. Updated roof, plumbing, electrical, HVAC, recessed lighting, hot water heater. The structure has been attended to, so the life inside can carry on. Outside the neighborhood does the rest. Cunningham Park is close by, with its fields, pool, and paths. East Milton's shops and restaurants are a short trip away where the Square has become, quietly, the new cool. There are many houses. 37 Century Lane is one of one. A place to settle in, and to create where you belong. The set is built. The lights are up. The rest of the story is yours to write. This must be the place.

3 Beds ⋅ 2 Baths ⋅ 73583909 MLS

The Set Is Ready. A home provides the set for all the theater of our lives. The quiet mornings. The long dinners. The friends. The solitude. The ordinary days that turn out to matter most. This one has been carefully staged for all of it. The kitchen is well-designed, light and bright. Slants of light move across it through the day, and the work of the room feels easy. Beyond, the dining area opens to a stone terrace and a yard that is truly private. In warm months the doors stay open, and the living extends outside. A furry friend is safe and happy with the fully fenced space. A home office overlooks the backyard … work with a view of something green and inspiring. Three bedrooms offer rest and room to grow. Both baths are updated and just what you would have picked. Every good stage needs a wing. The mudroom is it: a place to leave boots, bags, and the day's weather before the next scene begins. Much of the best work here is behind the scenes. Updated roof, plumbing, electrical, HVAC, recessed lighting, hot water heater. The structure has been attended to, so the life inside can carry on. Outside the neighborhood does the rest. Cunningham Park is close by, with its fields, pool, and paths. East Milton's shops and restaurants are a short trip away where the Square has become, quietly, the new cool. There are many houses. 37 Century Lane is one of one. A place to settle in, and to create where you belong. The set is built. The lights are up. The rest of the story is yours to write. This must be the place.

37 Century Ln, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

$699,000

Tucked into the beautiful Blue Hills, this contemporary two-bedroom, two-bath condo offers the ease of one-level living along with your own private outdoor space. Set within a popular and well-established condominium community, this home provides a peaceful setting that feels connected to nature while offering all the comforts of condo living.A desirable community since it was first built, this is a wonderful opportunity to enjoy easy living in a beautiful Blue Hills setting. Convenient to all great things Milton.

2 Beds ⋅ 2 Baths ⋅ 73583847 MLS ⋅ ['Quisset Brook'] BLDG.

Tucked into the beautiful Blue Hills, this contemporary two-bedroom, two-bath condo offers the ease of one-level living along with your own private outdoor space. Set within a popular and well-established condominium community, this home provides a peaceful setting that feels connected to nature while offering all the comforts of condo living.A desirable community since it was first built, this is a wonderful opportunity to enjoy easy living in a beautiful Blue Hills setting. Convenient to all great things Milton.

5 Farmer Rd Unit 5, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$1,850,000

Exceptional land, restoration, and redevelopment opportunity on the Milton/Hyde Park line. Situated on approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan, 68 Smith Rd features a substantial circa-1900 Colonial-style structure containing approximately 7,713 square feet per public record. Previously utilized as a school/institutional facility, the existing structure is not presently configured as a conventional residence, creating a unique opportunity for a buyer, builder, developer, or investor to explore restoration, renovation, or redevelopment of the site. The property offers substantial land area in a desirable Milton location with convenient access to Boston and surrounding communities. Property is being offered AS-IS. Existing structure is subject to a municipal order; buyer to independently verify current status. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield, permitted use or feasibility of conversion to residential use. Existing conditions plan and additional property information are available through MLS documents. Buyer and buyer’s representatives are responsible for independently verifying zoning, utilities, lot configuration, living area, intended use, and all required municipal approvals.

4 Baths ⋅ 73583711 MLS

Exceptional land, restoration, and redevelopment opportunity on the Milton/Hyde Park line. Situated on approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan, 68 Smith Rd features a substantial circa-1900 Colonial-style structure containing approximately 7,713 square feet per public record. Previously utilized as a school/institutional facility, the existing structure is not presently configured as a conventional residence, creating a unique opportunity for a buyer, builder, developer, or investor to explore restoration, renovation, or redevelopment of the site. The property offers substantial land area in a desirable Milton location with convenient access to Boston and surrounding communities. Property is being offered AS-IS. Existing structure is subject to a municipal order; buyer to independently verify current status. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield, permitted use or feasibility of conversion to residential use. Existing conditions plan and additional property information are available through MLS documents. Buyer and buyer’s representatives are responsible for independently verifying zoning, utilities, lot configuration, living area, intended use, and all required municipal approvals.

68 Smith Rd, Milton

Listing courtesy of Listing Agent: Zachary Dieujuste from Listing Office: Lifestyle Realty Group LLC.

$1,850,000

Rare redevelopment opportunity on the Milton/Hyde Park line. 68 Smith Rd offers approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan. The property is located in Milton’s Residence A zoning district and offers a substantial site with an existing circa-1900 structure, creating a unique opportunity for a builder, developer, investor or end user to explore renovation, redevelopment or a new vision for the property. With its desirable Milton location, generous land area and proximity to both Milton and Boston, the site offers a compelling setting for future development subject to applicable zoning, permitting and municipal approvals. The property is being offered AS-IS. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield or permitted use. Existing conditions plan and additional property information are available through MLS documents. Buyers and their representatives are responsible for independently verifying all information, zoning, utilities, lot configuration and intended use.

73583504 MLS

Rare redevelopment opportunity on the Milton/Hyde Park line. 68 Smith Rd offers approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan. The property is located in Milton’s Residence A zoning district and offers a substantial site with an existing circa-1900 structure, creating a unique opportunity for a builder, developer, investor or end user to explore renovation, redevelopment or a new vision for the property. With its desirable Milton location, generous land area and proximity to both Milton and Boston, the site offers a compelling setting for future development subject to applicable zoning, permitting and municipal approvals. The property is being offered AS-IS. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield or permitted use. Existing conditions plan and additional property information are available through MLS documents. Buyers and their representatives are responsible for independently verifying all information, zoning, utilities, lot configuration and intended use.

68 Smith Rd, Milton

Listing courtesy of Listing Agent: Zachary Dieujuste from Listing Office: Lifestyle Realty Group LLC.

$574,999

***OPEN HOUSE Wednesday, Oct 7th 12-1pm!*** Attention investors & contractors! This 2 bedroom, 1 bath Cape offers 1,594 sq. ft. of living space and an opportunity to create a beautiful home in one of Milton's most desirable communities. Conveniently located near local shops, restaurants, parks, Blue Hills Reservation, top-rated schools and major commuter routes with easy access to Boston. Here is your chance to build equity and customize a home in a sought-after location. Property being sold as is. **Showings only available at Open House!

2 Beds ⋅ 2 Baths ⋅ 73583064 MLS

***OPEN HOUSE Wednesday, Oct 7th 12-1pm!*** Attention investors & contractors! This 2 bedroom, 1 bath Cape offers 1,594 sq. ft. of living space and an opportunity to create a beautiful home in one of Milton's most desirable communities. Conveniently located near local shops, restaurants, parks, Blue Hills Reservation, top-rated schools and major commuter routes with easy access to Boston. Here is your chance to build equity and customize a home in a sought-after location. Property being sold as is. **Showings only available at Open House!

93 Audubon Rd, Milton

Listing courtesy of Listing Agent: Catherine Walsh from Listing Office: Coldwell Banker Realty - Easton.

$859,999

Discover a piece of Milton's heritage at 11 Austin St, a charming single-family residence built in 1910, offering 1460 square feet of thoughtfully designed living space. This property presents a unique opportunity to embrace a lifestyle characterized by classic charm and modern convenience. The home features three and half comfortable bedrooms, providing ample private space for relaxation, rejuvenation and a potential office space. With one full bathroom and an additional half bathroom, the property offers practical amenities for daily living. Experience the enduring appeal of a home designed for comfortable living, perfectly situated on a 3115 square foot lot, and close to the highway, nearby shopping, public transportation and more. Schedule your private viewing and envision the possibilities at this remarkable Milton address. The TV and soundbar is included in sale unless otherwise communicated.

3 Beds ⋅ 2 Baths ⋅ 73582555 MLS

Discover a piece of Milton's heritage at 11 Austin St, a charming single-family residence built in 1910, offering 1460 square feet of thoughtfully designed living space. This property presents a unique opportunity to embrace a lifestyle characterized by classic charm and modern convenience. The home features three and half comfortable bedrooms, providing ample private space for relaxation, rejuvenation and a potential office space. With one full bathroom and an additional half bathroom, the property offers practical amenities for daily living. Experience the enduring appeal of a home designed for comfortable living, perfectly situated on a 3115 square foot lot, and close to the highway, nearby shopping, public transportation and more. Schedule your private viewing and envision the possibilities at this remarkable Milton address. The TV and soundbar is included in sale unless otherwise communicated.

11 Austin St, Milton

Listing courtesy of Listing Agent: Stephen Gousby from Listing Office: Gousby Realty Group LLC.

$1,249,000

Nestled in the highly coveted Columbine neighborhood, this picture-perfect home is overflowing with charm, character, and timeless detail. Perched high on the lot and surrounded by mature trees, it enjoys a wonderful treehouse-like setting, where nature fills every window and creates a peaceful sense of retreat.Lovingly maintained and thoughtfully renovated over the years, the home beautifully blends its original character with the comforts of modern living. Sunlight pours into the inviting rooms, highlighting the warm architectural details and creating spaces that feel both elegant and welcoming. Whether gathering with friends or enjoying a quiet evening at home, every room has a special warmth and personality. The enchanting backyard feels as though it was borrowed from Beacon Hill, offering a private oasis with charming landscaping and intimate outdoor spaces perfect for entertaining, gardening, or simply unwinding at the end of the day. Central air adds modern convenience, while the home's tasteful updates ensure it is move-in ready without sacrificing its soul. A rare opportunity to own a truly special home in one of the area's most beloved neighborhoods, this Columbine gem offers the perfect combination of charm, comfort, and character in a setting that feels worlds away, yet remains close to everything.

4 Beds ⋅ 3 Baths ⋅ 73581867 MLS

Nestled in the highly coveted Columbine neighborhood, this picture-perfect home is overflowing with charm, character, and timeless detail. Perched high on the lot and surrounded by mature trees, it enjoys a wonderful treehouse-like setting, where nature fills every window and creates a peaceful sense of retreat.Lovingly maintained and thoughtfully renovated over the years, the home beautifully blends its original character with the comforts of modern living. Sunlight pours into the inviting rooms, highlighting the warm architectural details and creating spaces that feel both elegant and welcoming. Whether gathering with friends or enjoying a quiet evening at home, every room has a special warmth and personality. The enchanting backyard feels as though it was borrowed from Beacon Hill, offering a private oasis with charming landscaping and intimate outdoor spaces perfect for entertaining, gardening, or simply unwinding at the end of the day. Central air adds modern convenience, while the home's tasteful updates ensure it is move-in ready without sacrificing its soul. A rare opportunity to own a truly special home in one of the area's most beloved neighborhoods, this Columbine gem offers the perfect combination of charm, comfort, and character in a setting that feels worlds away, yet remains close to everything.

68 Avalon Rd, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$1,895,000

Come take a fresh look at 901 Randolph Ave. At its new price, this beautifully updated Milton home offers an exceptional combination of space, lifestyle and value. Inside, you’ll find a truly move-in-ready home with a beautifully updated kitchen featuring a 12-foot island, quartz countertops, Thermador appliances and an open floor plan. All three full baths have been fully renovated. Outside, extensive improvements include new windows, siding, garage doors and roof. But what truly sets this property apart is what awaits out back: more than an acre of land, a gorgeous deck, in-ground pool, built-in outdoor kitchen and a spectacular setting overlooking the 12th hole of Wollaston. Whether entertaining a crowd, spending summer afternoons by the pool or simply enjoying the view, this is a backyard designed to be enjoyed. With 4,772 SF and nothing left to do, this home offers an opportunity that deserves another look. The main-road location is balanced by a remarkably private backyard retreat, where the pool, outdoor kitchen and sweeping views of Wollaston create something truly special.

4 Beds ⋅ 3 Baths ⋅ 73581598 MLS

Come take a fresh look at 901 Randolph Ave. At its new price, this beautifully updated Milton home offers an exceptional combination of space, lifestyle and value. Inside, you’ll find a truly move-in-ready home with a beautifully updated kitchen featuring a 12-foot island, quartz countertops, Thermador appliances and an open floor plan. All three full baths have been fully renovated. Outside, extensive improvements include new windows, siding, garage doors and roof. But what truly sets this property apart is what awaits out back: more than an acre of land, a gorgeous deck, in-ground pool, built-in outdoor kitchen and a spectacular setting overlooking the 12th hole of Wollaston. Whether entertaining a crowd, spending summer afternoons by the pool or simply enjoying the view, this is a backyard designed to be enjoyed. With 4,772 SF and nothing left to do, this home offers an opportunity that deserves another look. The main-road location is balanced by a remarkably private backyard retreat, where the pool, outdoor kitchen and sweeping views of Wollaston create something truly special.

901 Randolph Ave, Milton

Listing courtesy of Listing Agent: Beth Rooney from Listing Office: eXp Realty LLC - Corporate Office.

$1,195,000

Motivated seller - don't miss out! This is the best opportunity in Milton. 27 Glendale Road has an updated kitchen, with large island, stainless steel appliances & an open concept dining area.Close to Milton Schools & Cunningham Park.Plus, a spacious primary suite with large close and glass enclosed shower stall. Also, this home has Central AC, 5 bedrooms, a partially finished basement and a one car garage. Lastly, this home has an in ground pool!Ready for new owners!!

5 Beds ⋅ 3 Baths ⋅ 73579278 MLS

Motivated seller - don't miss out! This is the best opportunity in Milton. 27 Glendale Road has an updated kitchen, with large island, stainless steel appliances & an open concept dining area.Close to Milton Schools & Cunningham Park.Plus, a spacious primary suite with large close and glass enclosed shower stall. Also, this home has Central AC, 5 bedrooms, a partially finished basement and a one car garage. Lastly, this home has an in ground pool!Ready for new owners!!

27 Glendale Road, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.

$1,425,000

Welcome to 36 Central, Unit 15! This is a rare opportunity to purchase one of the largest and most beautiful sun-filled units located at 36 Central. Located on the top floor, this spacious unit features an open floor plan with two bedrooms, two full baths, French doors leading to the den/home office, marble kitchen and baths, stainless appliances, wood floors, detailed moldings and custom built-ins, large primary en suite with walk-in closet, French doors opening to two balconies and a gas fireplace. Ideally located and minutes from downtown Boston, you will walk to shops, restaurants, a walking trail along the Neponset River, Turner's Pond, schools and the T. This is one you won't want to miss! Showing may begin immediately.

2 Beds ⋅ 2 Baths ⋅ 73578983 MLS

Welcome to 36 Central, Unit 15! This is a rare opportunity to purchase one of the largest and most beautiful sun-filled units located at 36 Central. Located on the top floor, this spacious unit features an open floor plan with two bedrooms, two full baths, French doors leading to the den/home office, marble kitchen and baths, stainless appliances, wood floors, detailed moldings and custom built-ins, large primary en suite with walk-in closet, French doors opening to two balconies and a gas fireplace. Ideally located and minutes from downtown Boston, you will walk to shops, restaurants, a walking trail along the Neponset River, Turner's Pond, schools and the T. This is one you won't want to miss! Showing may begin immediately.

36 Central Ave Unit 15, Milton

Listing courtesy of Listing Agent: Meredith Hall from Listing Office: Coldwell Banker Realty - Milton.

$899,000

Privately sited on a beautiful one-acre parcel, this substantial home commands attention with its impressive scale, high ceilings, and spacious layout. Sun-filled rooms and expansive living areas create an inviting atmosphere while offering tremendous flexibility for today's lifestyle needs. Whether you're seeking space to grow, entertain, or customize to your personal vision, this property presents an extraordinary opportunity to unlock its full potential. A rare chance to own a home with incredible bones, exceptional privacy, and endless possibilities. Property is currently VA financed and potentially can transfer rate to VA financed buyer. Buyer and buyer agent to do all due diligence in this matter.

3 Beds ⋅ 3 Baths ⋅ 73577397 MLS

Privately sited on a beautiful one-acre parcel, this substantial home commands attention with its impressive scale, high ceilings, and spacious layout. Sun-filled rooms and expansive living areas create an inviting atmosphere while offering tremendous flexibility for today's lifestyle needs. Whether you're seeking space to grow, entertain, or customize to your personal vision, this property presents an extraordinary opportunity to unlock its full potential. A rare chance to own a home with incredible bones, exceptional privacy, and endless possibilities. Property is currently VA financed and potentially can transfer rate to VA financed buyer. Buyer and buyer agent to do all due diligence in this matter.

631 Blue Hill Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$1,025,000

There's a particular kind of quiet that settles over a Victorian like this one, built in 1902 and still wearing its history proudly. Step onto the wrap around front porch and through a front door that has welcomed families for well over a century. This is a house that knows what it is. Inside, the bones tell the story, quarter sawn oak trim, a grand front staircase with a hand turned newel post and a good morning staircase leading to the second floor, French doors with their original beveled glass and wide plank oak floors that still glow. Three full levels of living offer four large corner bedrooms flooded with light from multiple exposures. This is your chance to start with a clean slate and design the chef's kitchen you've been dreaming about, choose your favorite Benjamin Moore colors or make a statement with Thibaut wallpaper in the front hall. The craftsmanship is already here. The vision is yours to add. Outside, the property sits on nearly a quarter acre and backs directly to Andrews Park, with tennis courts, playground, baseball fields and green space right out your back door. Mature trees wrap the lot and it's hard to believe you're this close to the cityscape. Add in the benefit of top ranked Milton Public Schools, with Milton High School consistently recognized among the best in Massachusetts. Pair that with proximity to the North Quincy Red Line station, the expressway and the shops and restaurants of East Milton Square, making this one of Milton's most connected and most desired addresses. This is a house built to be lived in for another hundred years. The only question is what you'll bring to it!

4 Beds ⋅ 2 Baths ⋅ 73577111 MLS

There's a particular kind of quiet that settles over a Victorian like this one, built in 1902 and still wearing its history proudly. Step onto the wrap around front porch and through a front door that has welcomed families for well over a century. This is a house that knows what it is. Inside, the bones tell the story, quarter sawn oak trim, a grand front staircase with a hand turned newel post and a good morning staircase leading to the second floor, French doors with their original beveled glass and wide plank oak floors that still glow. Three full levels of living offer four large corner bedrooms flooded with light from multiple exposures. This is your chance to start with a clean slate and design the chef's kitchen you've been dreaming about, choose your favorite Benjamin Moore colors or make a statement with Thibaut wallpaper in the front hall. The craftsmanship is already here. The vision is yours to add. Outside, the property sits on nearly a quarter acre and backs directly to Andrews Park, with tennis courts, playground, baseball fields and green space right out your back door. Mature trees wrap the lot and it's hard to believe you're this close to the cityscape. Add in the benefit of top ranked Milton Public Schools, with Milton High School consistently recognized among the best in Massachusetts. Pair that with proximity to the North Quincy Red Line station, the expressway and the shops and restaurants of East Milton Square, making this one of Milton's most connected and most desired addresses. This is a house built to be lived in for another hundred years. The only question is what you'll bring to it!

61 Belcher Cir, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$1,275,000

NEW PRICE! Renovated two family in desirable Milton location, close to schools parks and an array of commute options. 29 Laurel Road is an unmatched opportunity for the savvy end user buyer or investor. Live multi-generational and owner occupy, off-set your mortgage payment with a tenant or hold as an investment opportunity with a promising return. Both units are turnkey, freshly painted and floors refinished. Modern living is easy with the open flow of the renovated quartz and stainless kitchens that blend seamlessly into the main living areas. Versatility in beds and baths abounds in Unit 1, with 3 spacious bedrooms and 1 full bath on the main level and a bonus 4th bedroom in the lower level with it's own full bath, kitchenette and sitting area- perfect for an extended stay guest or ADU potential. Unit 2 spans two floors and has 4 bedrooms, including an upper level sunny master suite with additional ensuite full bath. A separate home office in Unit 2 makes work from home a breeze. Outdoors you'll find a level yard, separate rear porches and a spacious 2 car garage. Separately metered utilities, central air, gas heat, a renovated laundry area and exclusive storage closets make it easy to just move in and maximize your investment on Day 1. Walkable to Kelly Field, schools and easily accessible to multiple public transit options. Make a visit to 29 Laurel and see for yourself the possibilities!

8 Beds ⋅ 4 Baths ⋅ 73575852 MLS

NEW PRICE! Renovated two family in desirable Milton location, close to schools parks and an array of commute options. 29 Laurel Road is an unmatched opportunity for the savvy end user buyer or investor. Live multi-generational and owner occupy, off-set your mortgage payment with a tenant or hold as an investment opportunity with a promising return. Both units are turnkey, freshly painted and floors refinished. Modern living is easy with the open flow of the renovated quartz and stainless kitchens that blend seamlessly into the main living areas. Versatility in beds and baths abounds in Unit 1, with 3 spacious bedrooms and 1 full bath on the main level and a bonus 4th bedroom in the lower level with it's own full bath, kitchenette and sitting area- perfect for an extended stay guest or ADU potential. Unit 2 spans two floors and has 4 bedrooms, including an upper level sunny master suite with additional ensuite full bath. A separate home office in Unit 2 makes work from home a breeze. Outdoors you'll find a level yard, separate rear porches and a spacious 2 car garage. Separately metered utilities, central air, gas heat, a renovated laundry area and exclusive storage closets make it easy to just move in and maximize your investment on Day 1. Walkable to Kelly Field, schools and easily accessible to multiple public transit options. Make a visit to 29 Laurel and see for yourself the possibilities!

29 Laurel Rd, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.