Refine Search
Sort by
$1,300,000
4 Beds 2 Baths SOLD Status 73417845 MLS 2,200 SqFt.
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

$950,000
5 Beds 2 Baths SOLD Status 73416152 MLS 2,630 SqFt.
Welcome to 418 Pleasant Street in Milton, a two-family gem that's as charming as it is versatile! This delightful duplex offers a perfect opportunity for both investors and those seeking a cozy home. The first unit features 2 bedrooms and 1 bath, while the second unit boasts 3 bedrooms plus 3 bonus rooms and 1 bath. With a total of 2,630 square feet, there's plenty of space to stretch out.Situated with easy access to Milton Marketplace, Starbucks, Cunningham Park, and more, you'll never be short of things to do or places to explore. Whether you're drawn to the investment potential or looking to make it your own, this charming abode has something for everyone! Get ready to turn the key and start your next adventure.

418 Pleasant St, Milton

$1,300,000
5 Beds 4 Baths SOLD Status 73414145 MLS 4,048 SqFt.
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

$759,000
2 Beds 2 Baths SOLD Status 73412257 MLS 1,102 SqFt.
Hendries at Central Station is a newly built 38-unit condominium complex situated in the historic and vibrant Lower Mills neighborhood of Milton, MA. This top floor unit faces the courtyard and features sleek interiors with Bosch stainless steel appliances, quartz countertops, Pella windows, stylish modern flooring, in-unit stackable washer and dryer, and private balconies.Enjoy soaring ceilings and an open-concept layout, perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and a luxurious en-suite bath with a glass-enclosed shower. A well-sized second bedroom offers generous closet space. Additional highlights include one deeded garage parking space and an unbeatable location. Just steps from the Central Station trolley stop and the Neponset River Greenway, you’ll have access to 8 miles of scenic trails leading to Pope John Paul II Park. Launch a kayak, hop on a bike, or explore the many nearby shops and restaurants in Lower Mills.

131 Eliot St Unit 407, Milton

$645,000
2 Beds 2 Baths SOLD Status 73411213 MLS 1,660 SqFt.
New Price Adjustment !!! 669,000*** Open House Sat & Sunday 10/11,10/12, 12-2pm *** BEST VALUE ON MARKET 1,660+- SQUARE FEET *** BEAUTIFUL NEW CONDOMINIUM CONVERSION 2024/2025... TWO LEVELS LIVING SPACE *** FINISHED LOWER LEVEL....HUGE OPEN SPACE FOR...RECREATIONAL AREA....HOME OFFICE ETC..OR POTENTIAL FOR 3RD BEDROOM.*** OPEN FLOOR PLAN *** TOP NOTCH STAINLESS STEEL APPLIANCES *** QUARTZ WATERFALL COUNTERTOPS *** SHAKER STYLE CABINETRY *** 2 FULL BATHROOMS **** 2 EXCLUSIVE OFF STREET PARKING & PLENTY OF ADDITIOANL OFF STREET PARKING*** OUT DOOR PATIO TO RELAX AND ENJOY *** PRIVATE OVERSIZED PORCH *** AMAZING SUNFILLED NATURAL SUNLIGHT *** CENTRAL AIR *** LOW CONDO FEE*** EVERY ATTENTION TO DETAIL BY DEVELOPER WELL PLANNED ***

172-174 Blue Hill Ave Unit 174, Milton

$2,375,000
5 Beds 5 Baths SOLD Status 73410628 MLS 4,244 SqFt.
Exceptional, fully-renovated, stately brick colonial on a quiet lane in the sought-after Columbine/Cliff neighborhood. This meticulously maintained residence spans over 4,000 SF, seamlessly blending modern luxury with timeless elegance and craftsmanship. The well-appointed kitchen is equipped with high-end appliances, custom cabinetry, and a peninsula island. The upper levels include five generously sized bedrooms, each providing comfort and privacy, including a primary suite with an en-suite bathroom and walk-in closet. The finished basement provides flexible space, including a gym, recreation room, and a full bath. And wait until you see the almost half-acre serene lot with an outdoor kitchen, spa, pool and custom patio. Make your way to the two-car carriage house with endless possibilities in the loft area. Come take a look, you won't want to leave!

76 Cliff Rd, Milton

$837,500
4 Beds 3 Baths SOLD Status 73409896 MLS 1,845 SqFt.
This well-maintained classic colonial in highly desirable Milton offers 4 generous bedrooms, PLUS bonus office, 1 full bath and 2 half baths, hardwood floors throughout with timeless character and many updates to windows, kitchen, baths, includes stainless steel kitchen appliances, Navien tankless hot water system (2021), and a brand-new roof (2025). The eat-in kitchen features a large island is adjacent to a cozy screened in porch and leads to a formal dining room and open-concept living room with fireplace and built-ins. Finished basement with ceramic tile includes a den with a 2nd fireplace, a heavy-duty laundry room, access to a double car garage and fenced in back yard. This home has more, a walk-up attic and. ADT security system included. Enjoy easy access to top private schools and direct access to Boston medical facilities, universities, entertainment and more. Don't miss this rare opportunity for suburban living with city access!

96 Brook Rd, Milton

$955,000
3 Beds 3 Baths SOLD Status 73408312 MLS 1,757 SqFt.
If convenience and walkability to coffee shops, restaurants and parks are top on your list then 67 Howe is a must see! Located walking distance to East Milton Square, Andrews Park and Crane Field/Belcher Cir this side entrance colonial is centrally located in one of Milton's most loved neighborhoods. Inside you'll be greeted by a neutral palette, dark hardwoods and a spacious flow that includes a fireplaced living room, accommodating dining room, kitchen with upgraded cabinetry and surfaces, and first floor home office. A sizable landing grounds the second floor with 3 bedrooms, and a finished third level with additional full bath offers 4th bedroom or guest room possibilities. A fully fenced yard and expansion opportunities with the basement offer more versatile spaces. Add a top notch public school system and quick access to the highway and public transportation to the long list of pluses. Make a visit to Howe Street before your weekend summer plans!

67 Howe St, Milton

$500,000
2 Beds 1 Baths SOLD Status 73407510 MLS 1,046 SqFt.
Enjoy the perfect blend of suburban charm and city convenience in this two-level unit located just minutes from the MBTA, Turner’s Pond, Shields Park, and the Neponset River bike path. Walk to local favorite restaurants like El Barrio and Steel & Rye. Set in a classic Greek Revival, this sun-filled condo features original molding, refinished wood floors, and updated appliances including a 2025 stove and 2024 refrigerator. The kitchen and bathroom offer an opportunity for updates. Includes surrounding yard space and a single-car garage with electricity—great for storage, a workshop, or potential studio. The spacious attic (approx. 800 SF) has two rooms, partial finish work, its own entrance, and electric—ideal for a future primary suite or ADU. A rare chance to own in a peaceful, well-connected neighborhood with growing amenities.

55 Maple St Unit B, Milton

$835,000
3 Beds 2 Baths SOLD Status 73407183 MLS 1,314 SqFt.
Discover the beauty of this recently renovated 3-bedroom, 2 -bathroom picturesque home nestled in the desirable Cunningham Park neighborhood of Milton. With open concept living space, this cozy abode boasts a smartly renovated kitchen equipped with sleek granite countertops and a cheerful breakfast nook—perfect for casual dining. Step outside to your own backyard oasis, ideal for relaxation and entertainment. The lower level features a finished family room with ample storage and washer/dryer. This community boasts a multitude of amenities including the Cunningham Park pool and green space, close access to Milton Marketplace, restaurants, shops, schools and convenient highway access. Don’t miss out on this adorable home in a GREAT location!

40 Lyman Rd, Milton

$660,000
2 Beds 2 Baths SOLD Status 73406153 MLS 1,048 SqFt.
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking is available for an additional cost.

485 Blue Hills Parkway Unit 50, Milton

$800,000
4 Beds 2 Baths SOLD Status 73405846 MLS 1,826 SqFt.
A Rare Opportunity in Beautiful Milton! Nestled on a generous 1.66-acre lot, this charming Cape-style home offers the perfect blend of privacy, potential, and prime location. Set back from the road this 4-bedroom, 1.5-bath residence is a hidden gem waiting to be transformed into your dream home. Step inside to find a warm and inviting layout featuring a spacious living room with natural light, a functional eat-in kitchen leading into a 4 season sunroom, and a flexible floor plan ideal for everyday living or entertaining. The first floor includes a bedroom and half bath, while 3 additional bedrooms and a full bath are located upstairs, offering plenty of space. With a fully finished basement there’s room to grow and make it your own. Located in one of Milton’s most desirable areas, this home offers easy access to top-rated schools, commuter routes, downtown Boston and more! Don't miss your chance to own a piece of Milton's charm! OPEN HOUSE SATURDAY 7/19 FROM 12-2PM!

750 Blue Hill Ave, Milton

$1,249,000
4 Beds 3 Baths SOLD Status 73405064 MLS 2,635 SqFt.
If you’ve been craving a little extra breathing room without giving up the comfort of a neighborhood setting, this is the one. From the moment you step inside, you’ll notice how this home lives large starting with a kitchen that opens up to an oversized family room. A small but mighty mudroom keeps the chaos contained while a front to back living room offers flexibility for everyday living or entertaining. Upstairs, four generous bedrooms include a dreamy primary suite with a designer bath and thoughtful storage at every turn. The versatile lower-level bonus room offers great options for guests, teens, a home gym, or playroom. Outside, enjoy the fenced in yard with lush hydrangeas, newer play structure and a patio with a perfect view of it all. A two-car garage, walk-up attic, newer roof, vinyl shingle siding, replacement windows and mini-splits for cooling make for easy living. Minutes to the Commuter Rail, Milton Academy, Blue Hills Reservation and only 8 miles south of Boston!

36 Park St, Milton

$710,000
3 Beds 2 Baths SOLD Status 73404982 MLS 1,534 SqFt.
The best bargain in Milton! Located on a desirable corner lot in one of the area’s most sought-after towns, this 3 bed, 1.5 bath home offers comfort, character & incredible potential. The spacious & welcoming front-to-back living room provides a great layout for everyday living & entertaining. Enjoy morning coffee or evening relaxation on the inviting front porch. All 3 bedrooms feature hardwood flooring, with additional hardwood hidden beneath the carpets on the first floor—just waiting to be uncovered & restored. Features include updated windows that enhance energy efficiency & aesthetics, a brick front exterior & a classic white picket fence that adds curb appeal. Close to top-rated elementary, middle & high schools, this home is perfectly positioned in a quiet, picturesque neighborhood. The house is move-in ready but also ideal for buyers looking to make updates and add their personal touch, making this a great opportunity to customize and add value in an unbeatable location.

86 Dyer Ave, Milton

$1,325,000
4 Beds 3 Baths SOLD Status 73404370 MLS 2,606 SqFt.
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

$2,680,000
5 Beds 7 Baths SOLD Status 73404230 MLS 8,000 SqFt.
OFFER ACCEPTED. OPEN HOUSES CANCELLED. Don’t miss the opportunity to own unparalleled space and privacy at an incredible value at 50 Brush Hill Lane. Set on a private 1.82-acre lot, this estate blends timeless elegance with modern design, featuring cedar shingles, stone accents, and a sweeping driveway. Reimagined by renowned architectural firm Goody & Clancy, the mid-century modern addition complements the original 1940s colonial. With over 8,000 sq feet of living space, the layout offers flexibility for privacy, guests, and even multi-generational needs. Highlights include a newly renovated chef’s kitchen, full catering kitchen, laundry zones on two levels, a historic library, dual offices, home gym and a spacious great room that opens to a travertine patio with sprawling views. The show stopping indoor Sport Court adds unmatched recreational and entertaining space. With its expansive footprint and exceptional amenities, this home offers extraordinary value in today's market!

50 Brush Hill Lane, Milton

$975,000
3 Beds 3 Baths SOLD Status 73403115 MLS 2,020 SqFt.
An opportunity has arrived! This "almost" new Colonial has had a total redo. Situated on a corner lot, the home has a first-floor open concept, perfect for entertaining. The space features a large living room, an office, a half bathroom, a dining area, and a fabulous kitchen. The kitchen features custom white cabinets, quartz countertops, stainless steel appliances (including a gas stove), and a substantial island. The second floor is a sweet primary bedroom, complete with an en-suite bathroom and a massive walk-in closet. There are two additional guest bedrooms and a gorgeous guest hallway bathroom. The basement has one finished family room and a laundry area. The home is heated by two gas furnaces and two air conditioning condensers. Off the dining area is an expansive deck that overlooks a level backyard that has recently been sodded. There is a detached one-car garage with an electric door opener. New roof, new siding, new electrical systems, new plumbing, new baths. Do not miss!

65 Essex Road, Milton

$1,220,000
3 Beds 3 Baths SOLD Status 73400747 MLS 1,818 SqFt.
East Milton Gem! A perfect blend of classic charm and modern elegance awaits in this beautiful home. Step into the four-season foyer wrapped in windows, and you’ll be drawn into an impressive open floor plan that’s sure to captivate. This Pottery Barn-inspired home features a warm, fireplaced living room flowing seamlessly into a stylish kitchen with grey cabinetry, granite countertops, stainless steel appliances, and an island perfect for entertaining. The dining area opens to a fenced backyard with a newly installed paver patio and pergola ideal for summer gatherings. The first floor also includes a laundry room and half bath. Exceptional details shine with crown moldings, gleaming hardwood floors, light fixtures, and stylish bathrooms. Energy-efficient heating, central A/C with smart thermostats, attic and basement storage, maintenance-free siding, new front stairs, driveway, and oversized shed. Just steps from East Milton Square, shops, dining, and 8 miles to Boston. DON'T MISS IT!

8 Howe St, Milton

$1,265,000
4 Beds 3 Baths SOLD Status 73397097 MLS 2,675 SqFt.
Located in one of the most sought after neighborhoods in Milton, this incredible property offers the charm and pride of ownership you have been looking for! This completely updated home immediately welcomes you to an open living room/family concept with close proximity to kitchen, first floor bedroom, home office potential and central AC throughout. The elegant primary bedroom also provides gracious closet space. This property also offers a beautifully landscaped, fully fenced back yard, in walking distance to numerous amenities such as Collicot and Cunningham Schools, Cunningham Park, East Milton Square shops, highway access to Boston, Logan Airport and Milton Academy! Showing begin Friday,6/27 and Open Houses Saturday 6/28 11-1pm and Sunday 6/29 11-1Pm. You won't want to miss this opportunity!Please submit all offers by Noon on Monday, 6/30.

34 Gerald Rd, Milton

$1,500,000
6 Beds 6 Baths SOLD Status 73394297 MLS 3,213 SqFt.
Nestled in the heart of Milton, this pristine multi-family home offers 3 spacious bedrms & 2.5 bths in each unit creating an ideal layout for families or investors alike. The 1st fl. boasts a welcoming open-concept design, seamlessly connecting the living & dining areas, a stylish kitchen w/ granite countertops & stainless-steel appliances, & convenient laundry access. On the 2nd floor, you'll find 2 well-appointed bedrooms & 2 full bths, while the 3rd bdrm enjoys privacy on the 3rd floor. The LL presents an unfinished basement w/ exciting potential for expansion, offering endless possibilities. Updated from top to bottom in 2016, every unit showcases beautiful hardwood floors, central air, and an abundance of natural light, 2 car garage & parking. Beyond the home’s exceptional features, the location is unbeatable—Easy highway access, just minutes from Cunningham Park, houses of worship, public schools, & East Milton Square, where vibrant shops & restaurants await.

111-113 Pleasant St, Milton

$882,000
6 Beds 3 Baths SOLD Status 73394254 MLS 2,735 SqFt.
Don’t miss this rare chance to upgrade a spacious 2-family home in highly desirable Milton. Perfect for savvy investors/contractors! This property needs TLC but offers endless potential for value-added improvements. Each unit offers generous layouts with strong rental or resale potential. Unit 1 includes a large living/dining room combo, eat-in kitchen, gutted bathroom ready for your renovation vision, a primary bedroom with half bath and walk-in closet, plus two additional bedrooms. Unit 2 features sun-filled living and dining areas, an eat-in kitchen with pantry, full bath, three good-sized bedrooms, and a walk-up attic with a large bonus room—ideal for additional bedroom, office, or flex space. The property also includes a high-ceiling basement with plumbing for an extra bathroom, plenty of storage, a two-car garage, and plenty of off-street parking. Conveniently located near schools, parks, shopping, highway access, and just minutes to Boston. Bring your vision!

127-129 Blue Hills Pkwy, Milton

$754,000
3 Beds 2 Baths SOLD Status 73393744 MLS 1,784 SqFt.
ALL OFFERS DUE TODAY 6/24 BY 2PM Nestled in the heart of one of Milton's most sought-after neighborhoods, you will find that this home seamlessly combines timeless charm with unparalleled convenience. Situated just moments from East Milton Square, you'll find yourself within easy reach of vibrant shopping destinations, delightful dining experiences, and swift highway access for effortless commuting. This neighborhood is a sanctuary for outdoor enthusiasts and a wide range of buyers. Cunningham Park, a local treasure, offers year-round recreation, from serene nature trails and a welcoming dog park to the joy of ice skating in the winter months. With schools and parks just a short trip away, the area strikes the ideal balance between relaxation and active living.Don't let this opportunity pass you by. Embrace the chance to call this desirable property your new home—a harmonious blend of comfort, modern convenience, and an unbeatable location that truly caters to every lifestyle!

349 Pleasant Street, Milton

$675,000
2 Beds 2 Baths SOLD Status 73393565 MLS 1,047 SqFt.
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking is available for an additional cost.

485 Blue Hills Parkway Unit 46, Milton

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.