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461 Centre St, Milton
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 73446934 MLS
This classic brick front colonial set in popular Cunningham Park neighborhood is one not to be missed....Welcome to your dream home! Nestled on a beautifully maintained, oversized lot, this stunning 3-bedroom, 2.5-bath residence offers the perfect blend of privacy, space, and convenience. Located just minutes from downtown Boston, you’ll enjoy easy access to all Great things Milton. Step inside to discover a thoughtfully designed layout featuring a spacious living area, a modern kitchen with premium finishes, and sunlit rooms that create a warm and inviting atmosphere. The primary suite boasts an en-suite bath and generous closet space, while two additional bedrooms provide flexibility for family, guests, or a home office. Outside, the expansive yard is ideal for entertaining, gardening, or simply relaxing in your own private oasis. Whether you're hosting casual dinners or enjoying quiet evenings under the stars, 461 Centre Street offers it all!

461 Centre St, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
47 Standish Rd, Milton
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 73504843 MLS
On a picturesque tree-lined street in the treasured Columbines neighborhood a classic Garrison Colonial is ideally situated with nearness to Glover and Pierce schools, Milton Academy, Turner's Pond, parks and playing fields, and the Central and Milton Village restaurants and shops. This handsome home greets you with a timeless layout of light-filled elegant living and dining rooms with bay windows and built-ins, a chef's kitchen with double ovens and paneled appliances, and a sun room ready for work, play, or leisure. Three generously sized bedrooms are anchored by a gracious landing, and a walk-up attic lends itself to convenient storage. A finished lower level with full sized windows and a second fireplace provides the extra living space missing in other homes you've seen. Central AC keeps you comfortable indoors and the expansive deck is perfect for entertaining and enjoying meals throughout spring, summer, and fall. It's the quintessential Milton home in the most admired setting!

47 Standish Rd, Milton

Listing courtesy of Listing Agent: Lauren Greeley from Listing Office: Coldwell Banker Realty - Milton.
424 Brook Road, Milton
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 73480095 MLS
Nestled on .32-acre lot in prime Milton location, this stunning 4-bedroom Colonial perfectly blends classic New England charm with expansive living across 4 finished floors. True pride of ownership shines through extensive recent improvements. The main level features a bright and airy flow, seamlessly connecting a sleek modern kitchen to a formal dining room and a spacious family room, highlighted by an exquisite fireplace and wood mantel, that leads to the recently converted home office. The upper levels offer 4 well-appointed bedrooms and 3 updated full bathrooms, including a primary ensuite, plus a versatile 2nd floor bonus room. A finished basement with half bath provides the perfect flex space for a gym or play area. The oversized, fenced-in backyard with adjoining patio is a defining feature of the home, providing sprawling and tranquil privacy. Complete with a detached garage and steps to Glover, Pierce and Goddard Schools, Turner’s Pond and Kelly Park.

424 Brook Road, Milton

Listing courtesy of Listing Agent: Joshua Drawas from Listing Office: Compass.
37 Sassamon Ave, Milton
$1,385,000
5 Beds ⋅ 5 Baths ⋅ 73533982 MLS
Set in one of Milton's most desirable neighborhoods, this thoughtfully designed home offers exceptional space, flexibility, and upscale finishes throughout. At its heart is a high-end chef's kitchen featuring premium appliances, custom cabinetry, and generous gathering space for everyday living and entertaining. A rare first-floor primary suite provides ideal accommodations for guests, multigenerational living, or single-level convenience, while the second floor features four additional bedrooms including a luxurious primary suite. The finished lower level with half bath adds approximately 500 square feet of versatile living space perfect for a media room, playroom, gym, or home office. Enjoy private outdoor space ideal for relaxing or entertaining, along with convenient access to the scenic walking and hiking trails of the Blue Hills Reservation. Meticulously maintained and built just 10 years ago, this home combines comfort, functionality, and timeless appeal.

37 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Robin Shea from Listing Office: Principal Real Estate Partners.
210 Robbins St, Milton
$1,376,000
4 Beds ⋅ 4 Baths ⋅ 73501963 MLS
Welcome to this beautifully maintained and thoughtfully updated home, offering the perfect blend of comfort, style and convenience. Sun-filled interior features gleaming hardwood floors throughout, striking wrought iron staircase and a front to back fireplaced living room, ideal for both entertaining and everyday living. Formal dining room with custom built-ins and a beautfiully renovated kitchen with french door to a spacious deck create a seamless indoor-outdoor flow. Inviting family room offers additional space to relax and unwind. Mudroom with direct access to a heated two-car garage adds convenience. Second level includes a gracious primary suite with primary bath, a spacious second bedroom and an oversized third bedroom with cathedral ceilings and abundant storage. Third floor offers a versatile bedroom and bonus space, perfect for guests, office or playroom. Finished lower level with full bath completes four levels of living. Classic elegance and modern updates.

210 Robbins St, Milton

Listing courtesy of Listing Agent: Kathleen Huntington from Listing Office: Coldwell Banker Realty - Milton.
1185 Brook Rd, Milton
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 73482265 MLS
Clean. Crisp. Complete. Every inch of this Milton home has been thoughtfully renovated by the current owners. Inside, character, craftsmanship and condition take center stage. Curved archways, crown molding, and oversized windows fill the home with charm and natural light. The spacious kitchen offers abundant storage and generous counter space ideal for the home chef. Three large bedrooms and full bath featuring both a stand up shower and a soaking tub plus a walk up attic. The lower level mudroom keeps daily clutter neatly tucked away while providing flexible living space with a home gym and hang out space. Located in the ever popular Cunningham Park neighborhood which offers,walking trails,outdoor skating and community pool surrounded by playgrounds and green space. Prefer a little buzz? East Milton Square with dining,coffee shops, and neighborhood boutiques less than a half mile away. If you are toying with leaving the city, this one will give you the perfect balance. Stop By!

1185 Brook Rd, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
1386 Canton Ave, Milton
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 73389741 MLS
Discover the potential of 1386 Canton Ave in Milton. Set on an expansive 1.74 acre lot, this prime Milton parcel offers endless opportunities for those looking to build their dream home or update the current single-family home. Ideally positioned adjacent to the historic Eustis Estate and the breathtaking Blue Hills Reservation, renowned for its extensive hiking trails. Imagine designing your dream home with immediate access to nature's wonders, providing the perfect backdrop for outdoor activities and tranquil living. A harmonious blend of privacy and convenience - this picturesque setting provides a rare chance to create something special in one of the most desirable communities, just minutes from Boston. Whether you're a builder, developer or future homeowner, this is your canvas—bring your vision to life at 1386 Canton Ave.

1386 Canton Ave, Milton

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
23 Woodmere Drive Unit 23, Milton
$1,370,000
3 Beds ⋅ 3 Baths ⋅ 73508336 MLS ⋅ ['Woodmere Condominiums'] BLDG.
Set on beautifully manicured grounds, this rarely offered Adams end-unit townhome blends luxury with ease of living. A welcoming front porch opens to soaring 22-foot ceilings and sun filled open spaces. The gourmet kitchen features quartz island and countertops, custom cabinetry, and Jenn Air appliances, flowing seamlessly into the formal dining room with a tray ceiling and an inviting living room with a gas fireplace and private deck access. The first-floor primary suite offers a walk-in closet and spa-inspired marble bathroom. A flexible den/office, first-floor laundry, and mud room add practicality, while an attached two-car garage provides convenience. Upstairs, two spacious bedrooms, a loft, nook, family room and full bath offer versatile living spaces. Meticulously designed, this home combines elegance, function and comfort in a highly desirable location with thoughtful details and an ideal layout.

23 Woodmere Drive Unit 23, Milton

Listing courtesy of Listing Agent: Barry Cohen from Listing Office: Coldwell Banker Realty - Newton.
11 Rockwell Ave, Milton
$1,370,000
5 Beds ⋅ 3 Baths ⋅ 73441610 MLS
Welcome to 11 Rockwell Avenue – A fabulous location within the walking distance to East Miton Square. Located on a beautiful side street this very young home offers 5 bedrooms with 3.5 baths. As you enter the property you are greeted with a wonderful covered front porch where you can watch the kids riding their bikes or greet neighbor’s as they go about their day. Inside you are treated to a delightful open floor plan 1st floor with hardwood floors throughout a thoughtfully designed kitchen with large center island which makes for a great space for entertaining friends or just relaxing at home. 1st floor also offers the 5th bedroom which could become a great home office if needed. The 2nd floor offers you 4 considerable bedrooms featuring a great primary suite with a walk in closet and custom tiled shower. Home also offers a great sized backyard with an aircraft carrier sized deck for all of your outside needs. Come see this home soon before this marvelous home is gone.

11 Rockwell Ave, Milton

Listing courtesy of Listing Agent: James Mulvey from Listing Office: Bird Dog Real Estate, LLC.
18 Taff Road, Milton
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 73518281 MLS
Cary Hill Area is home for this custom oversized Colonial newly built in 2000. This eight room home features a well-designed open and airy floor plan which is perfect for large gatherings. The kitchen is equipped with new stainless appliances and leads to a spacious family room with a gas fireplace. The first floor includes a dining room and formal living room with French doors. The sunny deck overlooks a nice backyard and two car garage.The second level offers three+ bedrooms, one of which, is the primary bedroom with it's own bath.The fourth room offers the flexibility to be an office, nursery, or a laundry room. The spacious attic has good ceiling height with great potential for two extra bedrooms and a bathroom.The basement of this home also offers expansion possibilities with an expansive space and headroom for a potential in-law or an ADU.The Cary Hill area is proximate to East Milton Square with its shops and restaurants, Milton Academy, and major highways to downtown Boston.

18 Taff Road, Milton

Listing courtesy of Listing Agent: Paul Hurley from Listing Office: Coldwell Banker Realty - Milton.
18 Fairfax Rd, Milton
$1,335,000
6 Beds ⋅ 4 Baths ⋅ 73485898 MLS
Discover a rare multifamily opportunity in one of Milton’s most sought-after neighborhoods. Perfectly positioned within striking distance to public transportation, boutique shopping, and Milton’s chic dining scene, this expansive property blends convenience, character, and investment potential.Featuring two separate addresses and newer systems throughout, this stately home offers exceptional flexibility for owner-occupants, multigenerational living, or strong rental income. Each unit lives remarkably large, with generous room sizes, high ceilings, and thoughtful layouts that maximize comfort and functionality.A standout amenity is the oversized three-car garage, a true luxury in this location, providing ample storage, parking, or potential workshop space.Whether you’re looking to expand your portfolio or secure a spacious home with income potential, this impressive multifamily delivers!

18 Fairfax Rd, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
214 Brook Rd, Milton
$1,335,000
7 Beds ⋅ 3 Baths ⋅ 73452463 MLS
Stately & sprawling two family in highly desirable Milton location abutting the Columbines. 214 Brook Road offers an unmatched opportunity for the savvy buyer. Live multi-generational and owner occupy, off-set you mortgage payment with a tenant or hold as an investment opportunity with a promising return. Both units are in excellent condition, freshly painted and floors re-finished. High ceilings, classic woodwork, updated full baths and kitchens w/white cabinetry, granite/stainless appliances and in-unit laundry. The fireplaced living room blends seamlessly into the dining room and kitchen, offering an open flow. Three generous bedrooms are buffered from the main living area by a spacious hallway. The upper unit spans two floors and has 4 bedrooms, a vaulted ceiling primary with ensuite full bath and custom walk-in closet. Central air & gas heat. Walkable to all the pluses of the neighborhood- schools, Kelly Field, Shields Park, MBTA trolley stops and restaurants. Don't miss this one!

214 Brook Rd, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
312 Edge Hill Rd, Milton
$1,325,000
6 Beds ⋅ 3 Baths ⋅ 73461573 MLS
This Big, Bold and Beautiful Duplex conveniently located in Popular Cunningham Park will NOT disappoint. With room to roam and space for all, each unit offers similar layouts with glistening hardwood floors, freshly painted walls and updated kitchen and baths! These units live like single families with over 1300 sq ft per unit with full separate basements and utilities. All set on expansive lot for play, garden area and simply relaxing! Within minutes to all the hustle and bustle of the vibrant "Square" with chic restaurants, boutique shops and all Great things Milton with parks, schools so much more! Here is your chance!

312 Edge Hill Rd, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
11 Standish Rd, Milton
$1,325,000
4 Beds ⋅ 3 Baths ⋅ 73404370 MLS
Just as the air turns crisp and September routines settle in, this Columbine colonial arrives to remind you that fashion-forward and brilliantly designed living never goes out of season. Designer lighting is the right amount of bling to cap off any room; smart home interfaces take it to the next level for perfecting mood and maximum convenience. A generously-sized living room creates a welcoming vibe. An updated kitchen has island seating, newer appliances. The family room allows for sinking right in at the end of a busy day. 3 renovated bathrooms are perfectly appointed. But smart and wallet-wise are the other half of this equation. Owned solar panels paired with insulation, high efficiency heat pumps and EV station translate to super low energy costs. Professional landscaping includes a fenced backyard for pets and people. Updated electrical, roof and windows too! Close to schools, parks, public transportation; come appreciate this leafy and lovely location.

11 Standish Rd, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
44 Quarry Lane, Milton
$1,310,000
5 Beds ⋅ 3 Baths ⋅ 73550347 MLS
Peacefully tucked away at the end of a quiet dead end street in East Milton, this 5 bedroom home offers a rare combination of privacy and space. With both a living room and a family room on the first floor, there is plenty of space for everyday living or room to entertain. The eat in kitchen overlooks the backyard and flows seamlessly to the dining room. Upstairs, the expansive primary suite is a true retreat, featuring a gas fireplace, cozy sitting area, his and her closets and a private ensuite bath. Step out to the attached deck - an ideal spot to enjoy the tranquill surroundings. Four additional bedrooms provide ample space for family and guests. Each bedroom has generous sized closets and can easily fit queen size beds. The spacious heated basement presents an excellent opportunity for future finishing, perhaps a rec room or home gym! The attached 2 car garage is large enough to accommodate 2 SUV's + storage. Walking trail at the end of street leads to golf course.

44 Quarry Lane, Milton

Listing courtesy of Listing Agent: Kathy McDevitt from Listing Office: Kelley & Rege Properties, Inc..
10 Lawndale Rd, Milton
$1,305,000
3 Beds ⋅ 2 Baths ⋅ 73440908 MLS
Call the Movers! Prime Cunningham Park Locale and Updated! The current owners have already done the major renovations, so you can simply move right in and start enjoying all this spectacular location has to offer. If you’re tired of the tight, boxy Colonials, you’ll love the sense of space here. Each room offers just a little more breathing room than the typical homes you’ve seen. A flexible first-floor office or playroom, a second-floor nursery and a finished lower level make it easy to adapt the home to your lifestyle. The two car garage fits both cars with ease, while the level backyard is perfect for parties, firepit nights, or just unwinding at the end of the day. Collicot elementary school, Cunningham Park, East Milton restaurants and more are all a stone's throw away plus easy access to 93/95, public transportation, major hospitals, Logan airport and Milton Academy. If you have been patiently waiting for the right house, Congratulations, here it is! Showings begin Thursday.

10 Lawndale Rd, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
39 Park St, Milton
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 73513892 MLS
Renewed and expanded in 2016 and thoughtfully updated since, this Milton home blends classic charm with modern convenience- simply unpack and enjoy. The sun-filled main level features high ceilings, a spacious living room with wood-burning fireplace, updated kitchen with island seating and stainless appliances, and an inviting dining area with corner built-in. From here, step outside to the sizable deck and level backyard which make everyday living and entertaining easy. A dedicated first-floor office adds everyday functionality, while the bright sunroom provides the perfect flex space. Upstairs offers three well-proportioned bedrooms with ample closet space and central air. The lower level provides excellent potential with good ceiling height and flexible usable space ready to be finished. Recent notable updates include installation of central AC, recessed lighting, custom kitchen built-in, and fresh paint throughout most of the home- making this a true turn-key opportunity.

39 Park St, Milton

Listing courtesy of Listing Agent: Abigail Marjollet from Listing Office: Ceres Real Estate.
14 Woodmere Dr Unit 14, Milton
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 73431792 MLS ⋅ ['Woodmere Condominium'] BLDG.
Enjoy maintenance free living at its BEST, just minutes from Boston! Experience a single-family lifestyle in the country setting of Milton within this stunning townhouse community. Built by one of Boston's premier builders, 14 Woodmere Dr was built on a beautiful Brush Hill Estate while maintaining & restoring one of the Estates to modern living standards. This home is the Bancroft style with expansive windows throughout the first level, 22ft soaring ceilings in the Great Room, a well appointed chef’s kitchen with many upgrades, large island & is a delight for entertaining. The 1st floor Primary Suite is enhanced with a tray ceiling, walk-in closets and luxurious primary bath. Upstairs features a loft, 2 bedrooms, full bath & large storage room. Buyer can put their personal style on the tremendous unfinished lower-level space. Embrace the perfect combination of luxury, convenience, and modern design at 14 Woodmere Drive. This home is a true gem awaiting its new owner.

14 Woodmere Dr Unit 14, Milton

Listing courtesy of Listing Agent: The Denman Group from Listing Office: Compass.
290 Central Ave, Milton
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 73429173 MLS
Spacious contemporary colonial home with pond views in the backyard, and within close proximity to Turner's Pond & walking trails, Schools, bus stop, T-station, hospital, and Milton Village. This modern home offers an open living concept with 4 large bedrooms, 3.5 modernized bathrooms, and hardwood flooring thruout. Family room with a brick fireplace, cathedral ceiling, and sliders leading to the exterior deck. Beautiful chef's kitchen with Jenn-Air stainless steel appliances, granite countertop, kitchen island, tiled flooring & backsplash. Formal dining room with wet bar that's great for entertaining. With 2 oversized primary bedrooms offering full bathrooms & walk-in-closets, you'll have to decide if you wish to sleep in the 1st floor or the 2nd floor. Beautiful full bathroom in the upstairs master bedroom with a soaking tub, private shower, double vanity, and radiant floor heating. Much potential in the walk-out basement for increased living space, and there's a 2-car garage.

290 Central Ave, Milton

Listing courtesy of Listing Agent: Christine Do from Listing Office: Keller Williams Realty.
338 Thacher St, Milton
$1,300,000
4 Beds ⋅ 2 Baths ⋅ 73417845 MLS
Stunning Property! Gorgeous 4-BR Home + HUGE TWO LEVEL GARAGE located in one of Milton’s hottest areas! The stylish front sunroom sets the tone for this superbly updated home. Featuring Gleaming hardwood floors, freshly painted interior, recessed lighting, and modern interior doors throughout. The sunlit fireplace living room offers cozy charm. The showstopping NEW sky-lit kitchen features quartz counters, granite island, sleek cabinetry, and brand new stainless-steel appliances, flowing seamlessly into the dining room with custom built-ins and a spacious family room—perfect for entertaining. First-floor full BA and flexible office/bedroom space. Upstairs offers 3 BRS and an updated full bath. Enjoy the new composite deck and stone firepit in the private fenced in yard. shed, and irrigation system. Walk to schools and library. Minutes to Boston. +/-1,300 sq ft, 2-LEVEL GARAGE is ideal for equipment storage with a studio/office, living or potential, already built, ADU/In-Law.

338 Thacher St, Milton

Listing courtesy of Listing Agent: Janice Bosworth-Dunphy from Listing Office: Coldwell Banker Realty - Milton.
161 Sassamon Ave, Milton
$1,300,000
5 Beds ⋅ 4 Baths ⋅ 73414145 MLS
With over 4,000 sq. ft. of living space set on an 11, 286 sq. ft. lot this 5 bed, 3.5 bath historic home offers unmatched size and value. While Milton's average sale is at $512.00 per sq. ft. this home at $372.00 per square foot is priced to sell. Enjoy multiple 1st floor living areas, a kitchen with custom cabinets, a separate office area and expansive decks. The private primary suite features its own staircase, a walk-in closet, soaring ceilings, a deck and a unique primary bath. A top floor suite with kitchenette is ideal for guests or an au pair. There are garages for 3 cars and an attached building for storage and potential work space. The quiet cul-de-sac with its direct access to the Blue Hills Reservation and its bike and hiking trails provide comfort, privacy and peace of mind.

161 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Thomas O'Neill Jr. from Listing Office: The Firm.
15 Fairfax Road, Milton
$1,295,000
6 Beds ⋅ 2 Baths ⋅ 73449360 MLS
With single-family prices soaring, this big, beautiful, charming two-family home is the smart way to buy into the town. Each unit boasts three bedrooms, living rooms with fireplaces, dining rooms with built-in hutches, hardwood floors, and natural wood moldings. The first floor is owner-occupied, and the second floor is vacant, making it ideal for immediate rental income. Key features include: Separate utilities: Each unit has its own gas boiler and 100-amp electrical panel (with circuit breakers). Expansion potential: Unfinished attic space and a large, unfinished walk-out basement with a French drain.Outdoor amenities: Two porches (one for each unit), a two-car garage, a nice shed, and a fenced yard. The second unit even has a bonus room, perfect for an office! Enjoy a great neighborhood—walk to the trolley, shops, and parks. Milton is known for its excellent schools, easy access to Boston, and the beauty of the Blue Hill Reservation. Invest wisely in this terrific two-family!

15 Fairfax Road, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.
3 Windsor Rd, Milton
$1,280,000
4 Beds ⋅ 2 Baths ⋅ 73537459 MLS
Curb appeal that stops you in your tracks. This classic 1929 Colonial sits proudly on a corner lot in Milton's coveted Columbines neighborhood, where tree lined streets and lush colorful gardens and flowers greet you before you even reach the front door. Step inside and the light does the talking, sun filled rooms all day long, with gleaming hardwood floors carrying that warmth from room to room. Every space here is a generous size with high ceilings and endless character. This easy, livable layout that gives you room to spread out, entertain, and comfortably live. If you know Milton, then you know how special this location is, it's the whole package. Located across the street from Kelly Field and Playground an 11 acre park. Plus you are minutes to Turner's Pond, Glover school and an easy stroll to the Trolley Line, ideal for those commuting into the city. If you are looking for updated, neighborhood plus amenities, I am here to tell you, you can have it all!

3 Windsor Rd, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
10 Brookside Park, Milton
$1,280,000
4 Beds ⋅ 3 Baths ⋅ 73487920 MLS
Some homes are simply built to stay, firmly grounded, beautifully proportioned, and designed to serve their owners for years to come. 10 Brookside Park welcomes its next steward, someone ready to settle into this vibrant Milton Hill neighborhood. The inviting front porch is perfect for morning coffee and evening conversations. Inside, high ceilings and abundant natural light create a sense of warmth and ease. The spacious kitchen anchored by a generous picture window is a favorite gathering place, offering lush views and ready for the furry companion in your entourage. A dedicated home office and 4 bedrooms provide flexibility. The 3rd floor primary suite offers a walk-in closet, full bath, and privacy. Updated HVAC, wiring, windows, car charger. Can’t wait for 400 tulip bulbs to pop this spring! Ideally situated near the trolley, Steel & Rye, Glover School, and the bike trail, this location supports a lifestyle defined by convenience and community. Built to stay. Built to be loved.

10 Brookside Park, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
8 Clifton Road, Milton
$1,275,000
4 Beds ⋅ 2 Baths ⋅ 73546064 MLS
Offering exceptional curb appeal in Milton's Hospital Hill neighborhood, this colonial blends timeless charm with comfortable living space. Gleaming hardwood floors flow throughout the home. The first floor offers a front-to-back living room with fireplace, a bright sunroom, a formal dining room with a built-in china cabinet, an eat-in kitchen & a half bath. Upstairs, you'll find four corner bedrooms, a full bath and a walk-up attic for storage/expansion options. The partially finished basement provides additional living space, ideal for a playroom, home office or gym. The backyard is perfect for entertaining family & friends, featuring a patio and play structure. Well maintained & updated, the current owners have replaced the roof (2018), water heater (2023) and gas furnace (2024). Ideally located minutes from Milton Academy, Milton Hospital, Turner's Pond & Milton's highly regarded public schools and a convenient location for commuting to Boston. Don't miss out on this great home!

8 Clifton Road, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.
220 Beacon St, Milton
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 73497760 MLS
You found it! The trifecta: plenty of space indoors and outdoors; proximity to all amenities; and a fabulous neighborhood. Boasting plenty of character as it's a rejuvenated carriage house with a bright, sun filled 2 story addition delivering a generous first floor 400 sqft family/dining room combo with wood burning stove while the 2nd floor primary en suite offers a private escape. The lower level adds two additional rooms, a full bath and abundant storage giving everyone the space they need. But it's the setting that truly sets it apart. Tucked behind a canopy of mature trees with a pool, hot tub, and patio, this lot offers the kind of breathing room that's nearly impossible to find this close to everything. From your backyard kids can sled in the winter and swim in the summer. All of this within a mile to the Commuter Rail, restaurants, Neponset Bike Trail and more. Some homes are just that house, a yard full of kids and a setting so private you forget you're this close to it all!

220 Beacon St, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
104 Gulliver St, Milton
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 73470282 MLS
A rare opportunity to own in one of Milton’s most coveted neighborhoods. Set within a sought-after neighborhood known for its strong sense of community, this beautifully updated center-entrance Colonial offers the perfect balance of sophistication and warmth. When you enter you are greeted with charm and space! The home features a gracious living room with working fireplace, a renovated open-concept kitchen and dining area ideal for entertaining, a dedicated home office, three well-appointed bedrooms, and a finished lower-level family or fitness room with walk-out access. Outdoors, the backyard delivers the quintessential Milton lifestyle—generous green space paired with direct access to the Milton fields and nearby trails, offering a front-row seat to local sports and recreation. Ideally situated near top-rated public schools, the Milton Library, Milton Centre, and Milton Academy, this move-in-ready residence is an exceptional opportunity to enjoy refined living in a premier location.

104 Gulliver St, Milton

Listing courtesy of Listing Agent: Katie Norton from Listing Office: William Raveis R.E. & Home Services.
29-31 Belvoir Rd, Milton
$1,261,000
7 Beds ⋅ 2 Baths ⋅ 73480719 MLS
Imagine a life where your home provides both sanctuary and security. Nestled in a leafy, sought-after pocket of Milton, 29-31 Belvoir Road is more than a two-family—it’s a gateway to the lifestyle you’ve worked for. Savor quiet mornings on your classic porch, surrounded by the charm of a neighborhood known for its deep roots and top-rated schools. Inside, sunlight dances across gleaming hardwoods and original built-ins, preserving the soul of a true New England residence. Unit #2 offers a grand, multi-level layout that feels like a private single-family retreat, while the spacious Unit #1 provides the significant rental income to anchor your future. Whether you are seeking a premier zip code or a legacy asset, this Philadelphia-style gem offers the rare gift of elegance and financial freedom in one. Just minutes to the Trolley/Red Line, your commute ends where your peaceful life begins.

29-31 Belvoir Rd, Milton

Listing courtesy of Listing Agent: Jeff Grand from Listing Office: Centre Realty Group.
22 Wildwood Road, Milton
$1,235,000
3 Beds ⋅ 2 Baths ⋅ 73434859 MLS
Put away the punch list because at 22 Wildwood, everything is NEW. Rarely does a fully reimagined, down-to-the-studs renovation hit the market in this price range. Outside, find a new roof, windows, siding, driveway, retaining wall, a charming screened porch, and composite deck. Step inside to a thoughtful layout with fresh walls, floors, doors, and trim framing a timeless design. The kitchen is the showpiece, featuring refined finishes alongside functional extras like a beverage station and pantry. A full bath plus a bonus room provide flexibility for a home office/guest space. Downstairs, the story of practicality continues: a spacious family room, laundry room, and a mudroom that connects to the garage. Upstairs, 3 well-proportioned bedrooms share a sleek bath. With 2025 systems, including plumbing, wiring, HVAC, and insulation, peace of mind is a sure thing. Turn the key, settle in, and enjoy the holidays in your new home--designed and built to last as long as your memories here.

22 Wildwood Road, Milton

Listing courtesy of Listing Agent: Erin Feeney from Listing Office: Ceres Real Estate.
589 Brush Hill Road, Milton
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 73446828 MLS
.Spacious four bedroom, three and a half bath California ranch home set far back on the lot that is just under a full acre in Milton's Brush Hill Historic District. The Living room has a soaring vaulted ceiling with custom picture window and a huge fireplace. There is a formal dining room with great built ins and an eat in kitchen. All four bedrooms are spacious with the smallest still able to fit a queen bed. The main bedroom is very large with high ceilings, bay window, soaking spa tub, big walk-in tiled shower huge double vanity and walk in closet. The basement is finished with a second fireplace and half bath. There is so much versatile outdoor space, The foyer is a beautiful screened in porch, there is a large deck off the kitchen that leads to a gravel patio then the expansive back yard. There is a detached two car garage and four additional outdoor parking spots. 2,300 sq ft finished basement needs flooring ( was removed in mold remediation)

589 Brush Hill Road, Milton

Listing courtesy of Listing Agent: Kristen Day from Listing Office: RE/MAX Realty Plus.

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