Milton Real Estate

Welcome to Milton, Massachusetts—a charming town nestled in Norfolk County, where history meets modern living. Just a stone's throw from Boston, Milton offers a unique blend of suburban tranquility and urban convenience, making it an ideal place to call home.

Milton is renowned for its picturesque landscapes and rich historical heritage. With its tree-lined streets, beautiful parks, and an abundance of green spaces, residents enjoy a serene environment that is perfect for outdoor activities. The town is home to the stunning Blue Hills Reservation, which boasts miles of hiking trails, scenic views, and opportunities for skiing in the winter months. Whether you’re looking to hike, bike, or simply enjoy a leisurely stroll, Milton has it all.

Education is a cornerstone of this community, with highly-rated schools that prioritize student success and foster a love for learning. Families are drawn to Milton not only for its educational opportunities but also for its strong sense of community. The town hosts various events throughout the year, allowing residents to connect and celebrate the vibrant culture that Milton has to offer.

Dining and shopping options abound, from quaint local eateries to popular retail hubs, ensuring that everything you need is just a short drive away. The town's proximity to Boston provides easy access to the city’s rich array of cultural attractions, entertainment, and career opportunities.

In Milton, you’ll find a welcoming community, a beautiful environment, and a lifestyle that perfectly balances the best of both worlds. Discover your dream home in this delightful town today!

Newest Listings in Milton

$3,249,000

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

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

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

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

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

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

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

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

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

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

4 Beds ⋅ 2 Baths ⋅ 73585759 MLS

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

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.

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