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$859,000
4 Beds 2 Baths 73454577 MLS
Continue to show! Discover your next home in Milton's Desirable Neighborhood! This 4-bedroom Colonial is situated in a quiet street with direct access to the Blue Hills Reservation and just moments from the prestigious Wollaston Golf Club. This home offers ample room of comfortable living space, featuring a warm and inviting living room, eat-in kitchen, dining room, half bath and a 4-season porch on the first floor. Second floor hosts four bedrooms with good size closets, full bath, and a spacious walk-up attic waiting to be finished. The property also boasts a partially finished basement with a wood-burning fireplace that can be used as a family room, home office, or gym. Great leveled spacious back yard for entertainment! With its convenient location, excellent school district, walking distance to bus stop, quick access to expressways, close to hiking trails, skiing, this home offers the perfect blend of suburban charm and city accessibility. Don't miss out!

73 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Olivia Tjie from Listing Office: Redfin Corp..

$1,785,000
4 Beds 3 Baths 73443760 MLS
Step into timeless elegance at the Vose Whiting Homestead — a distinguished Colonial built in 1796, gracefully set on 1.43 acres of manicured gardens and open meadow. This stately residence features four bedrooms, three full baths, five fireplaces, and a classic center chimney, offering warmth and character throughout.Lovingly restored and thoughtfully modernized by its current owners since 2008, the home seamlessly blends 18th-century craftsmanship with 21st-century convenience. Updates include central air conditioning and a discreet solar panel system tucked behind the garage — all subtly integrated to preserve the home's historic integrity.In 2009, a substantial two-story addition was added to the rear of the home, expanding the living space while maintaining architectural harmony. The result is a spacious, light-filled retreat perfect for both intimate gatherings and grand entertaining.

407 Highland St, Milton

Listing courtesy of Listing Agent: Susan Lewis-Grant from Listing Office: Coldwell Banker Realty - Milton.

$2,000
1 Beds 1 Baths 73465885 MLS
Available now! Sun soaked 1-Bedroom in prime Milton location. This spacious and well-maintained private unit features beautiful hardwood flooring throughout, creating a clean and cohesive aesthetic. The living room is a bright and airy space, defined by its soaring vaulted ceiling and striking wood wall, further enhanced by floor-to-ceiling windows that invite natural light to illuminate the space. The kitchen, designed with both style and functionality in mind, features beautiful stone countertops that offer a luxurious and durable surface for culinary endeavors. With easy access to the highway and the shops of East Milton, this desirable home won’t be available for long. Schedule your showing today.

306 Edge Hill Road Unit R, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.

$783,000
3 Beds 2 Baths 73459484 MLS
OFFER DEADLINE Monday 12/8 at 5. Move right into this picture perfect renovated ranch with 2 full levels of living space and attached garage. You can spend the rest of the winter curled up in front of the wood burning fireplace because everything has already been done for you. The open floor plan is perfect for entertaining; timeless granite/stainless kitchen, 3 spacious bedrooms, sunroom, family room, bonus room, with full baths on each level; the separate laundry room and closets galore will help you stay organized. The smart use of space extends outside...perennials line the fully fenced in backyard with 2 decks to enjoy. Ask Agent about recent updates including the brand new boiler! Close to highways, transportation, downtown Boston and the Blue Hill Reservation. Beautiful!

675 Randolph Avenue, Milton

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

$1,200,000
3 Beds 4 Baths 73451546 MLS
Welcome to 651 Canton Avenue, an exquisite Colonial home spanning 2,325 square feet of refined living space. This sun-filled residence boasts 3 bedrooms and 2 full and 2 half baths, including a luxurious primary suite bath. The heart of the home features an open-concept design, highlighted by a gas fireplace in the living room and hardwood floors throughout. The gourmet kitchen is adorned with quartz countertops and backsplash, and modern fixtures. Enjoy seamless indoor-outdoor living with a paver patio, pergola, and fenced backyard. Additional amenities include laundry on the second floor, central air conditioning, gas heat, and off-street parking. Immerse yourself in tranquility within this sought after location giving easy access to Milton schools and sports fields and centrally located in the heart of Milton. A true must see!!

651 Canton Ave, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.

$4,250
4 Beds 2 Baths 73434343 MLS
These newly-renovated second and third floors of a two-family house are walking distance to Andrews playground and East Milton Square shops and restaurants. Also close to bus stops, MBTA Red Line stations, and I-93. It features hardwood floors throughout, brightly-lit new bathrooms and kitchen, in-unit washer and dryer, and mini-split AC. Two parking spots, considerable storage space, and a large yard are also included. The original charm of the house is maintained with pocket doors in the living room and built-in dining room china and hallway storage cabinets. The third floor, with its bedrooms and full bath, could also be used for an office, workout space, craft rooms or teen space. Ideal location between Boston, Quincy, and the Blue Hills. Good credit and references are required. Lease term is at-will.

29 Washington Unit 2, Milton

Listing courtesy of Listing Agent: Jean Lang from Listing Office: Coldwell Banker Realty - 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.

$929,000
3 Beds 2 Baths 73444091 MLS
Welcome to this oversized Crosby Colonial offering 3+ bedrooms, 1.5 baths, and endless potential in one of Milton’s most sought-after neighborhoods! Featuring beautiful hardwood floors throughout and generous room sizes, this classic home is filled with warmth and character. The expansive attic and partially above-grade basement provide excellent opportunities to create additional living space or a home office. The location couldn’t be better — just sidewalks away from Milton Academy, Glover Elementary, Pierce Middle School, Turners Pond, the Milton Public Library, and Beth Israel Deaconess Hospital–Milton. With quick access to both Routes 93 and 95, this home combines convenience, charm, and opportunity. Ready for its next chapter — and ready to be yours!

390 Central Ave, Milton

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

$580,000
2 Beds 1 Baths 73459125 MLS
Welcome to this charming and beautifully maintained 2-bedroom condominium, ideally located in one of Milton’s most sought-after neighborhoods. This home offers a fantastic opportunity for buyers seeking comfort, convenience, and modern updates. The inviting living room features a cozy fireplace, creating a warm setting for both relaxation and entertaining. Elegant crown molding adds a refined touch and elevates the room’s character. The updated kitchen is equipped with granite countertops, stainless steel appliances, and a brand-new stove and microwave—perfect for everyday cooking or hosting guests. Step outside to enjoy fresh air on either of your two private decks, offering great spaces for morning coffee or unwinding after a long day. Additional highlights include a newly renovated bathroom and a fresh coat of paint throughout, ensuring a truly move-in-ready experience. Don’t miss your chance to see this wonderful home—reach out today to schedule a showing. This one won’t last!

438 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.

$837,500
4 Beds 3 Baths 73409896 MLS
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

Listing courtesy of Listing Agent: Vanessa House from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$715,000
4 Beds 2 Baths 73429351 MLS
This home is ideally located in a sought-after Milton neighborhood, just a short walk to schools, parks, and playgrounds. A great opportunity for those looking to settle in a convenient and welcoming community. The first floor features a family room that opens to a deck overlooking a flat, fully usable backyard—perfect for outdoor activities and gatherings. A spacious kitchen with maple cabinets, along with a living room and dining room accented by hardwood floors, complete the main level. Upstairs, you’ll find three bedrooms, all with hardwood floors, as well as a generous hall closet for added storage. The property offers two full bathrooms, including a handicapped-accessible bath on the first floor. A lift attached to the back deck ensures full accessibility to the main level. With solid features and a prime location, this home is ready for your updates and personal touches. A great opportunity to create the Milton home you’ve been waiting for!

70 Warren Ave, Milton

Listing courtesy of Listing Agent: Karen Fallon from Listing Office: John J. Canney.

$2,575,000
5 Beds 4 Baths 73458908 MLS
Leave your worries at the door and follow your bliss—20 Herrick Drive is that rare home where every day feels lighter and brighter. Set on one of Milton’s premier cul-de-sacs and embraced by conservation land, the acre lot offers privacy that is increasingly hard to find. Lofty spaces elevate the experience while generous windows and glass doors draw in the sun’s warmth and light. A home office supports modern requirements. The expansive family room is designed to gather comfortably. Flexible options for a guest suite or live-in arrangement. A renovated primary bath offers everyday comfort. The inground pool and bluestone terrace promise long summer afternoons with plenty of lawn for play, gardening, or peace. An oversized garage, newer windows and modern HVAC are all here. With the trolley, restaurants, Glover School, Milton Academy and Turner’s Pond close at hand, convenience becomes part of the lifestyle. If you’ve been waiting for a home that simply feels right—this is your moment.

20 Herrick Dr, Milton

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

$740,000
3 Beds 2 Baths 73456255 MLS
Welcome to your home nestled in East Milton! This charming single-family home is perfect for those seeking a blend of comfort and convenience. Inside this lovely 3-bedroom, 2-bath home, you'll find a spacious living room that connects to the dining area, creating an ideal space for entertaining guests. The kitchen opens to a cozy family room, a perfect spot for relaxation, with views of the fenced-in backyard. Upstairs, the comfortable bedrooms await, offering a private retreat and a full bath. The backyard is an oasis of its own with an in-ground pool, promising endless fun and relaxation during warm days. Large pull down attic. Located on a cul-de-sac street, this home is near East Milton Square's lively atmosphere and beautiful Wollaston Beach, and within easy reach of Boston. It features significant updates, including a new roof, siding, solar panels, insulation, and mini-splits. Offer due Monday 11/24/26 at 6:00 PM.

51 Denmark Ave, Milton

Listing courtesy of Listing Agent: Chris Kostopoulos Group from Listing Office: Keller Williams Realty.

$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.

$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.

$1,083,500
4 Beds 3 Baths 73419799 MLS
This stunning, gut renovated home offers 4 bedrooms, 3 full bathrooms, and approximately 1,700 sq ft of beautifully designed living space. The open-concept first floor is perfect for entertaining, featuring a stylish kitchen with island seating, an arched coffee/dry bar, and adjacent dining area. A mudroom with coat closet, walk-in pantry, and a versatile office or sitting room with French doors add function and charm. A spacious first-floor bedroom and nearby full bath make an ideal guest suite or family room. Upstairs, the primary suite boasts 9' ceilings, dual closets, a built-in bookcase, and en-suite bath. Two additional bedrooms and a third full bath complete the upper level. Enjoy a private backyard patio and ample off-street parking—this home is truly a must-see! All new electric, plumbing, HVAC, windows, roof, vinyl siding, hardwood floors, kitchen, bathrooms, etc!

40 Lafayette St, Milton

Listing courtesy of Listing Agent: Kyle Pernock from Listing Office: Keller Williams Elite.

$1,005,000
4 Beds 2 Baths 73461678 MLS
Don’t Miss This Exceptional, Updated 4-Bedroom Home in Highly Desirable East Milton Square! Tucked away on a quiet dead-end street and just moments from top-rated schools, the beach, golf, and public transportation. This move-in-ready home features a Stunning Renovated Kitchen & Dining Room with Quartz countertops, Stainless Appliances and Direct Vent Hood (2022)! Rich Dark Refinished Hardwood Floors throughout! Beautifully Enhanced Living Room w/ Custom Built-ins & Fireplace Surround (2024). Large Primary Bedroom with Double Closets! Lower level offers a Family Room w/ Fireplace & New Laundry room (2024)! Recent Upgrades include Recessed Lighting and New Windows (2017), Central Air (2018), Stylish 1st-floor Bath (2019), 2nd-fl bath (2024), Refurbished Back Deck and New Slider (2020), and Stone Front Walk-way (2020). With quick access to the highway and all the amenities East Milton has to offer, this beautifully maintained home delivers comfort, convenience & modern living!

26 Berlin Ave, Milton

Listing courtesy of Listing Agent: Jill Cohen from Listing Office: Redfin Corp..

$755,000
2 Beds 2 Baths 73434837 MLS ['The Hendries Building Condominium'] BLDG.
Welcome to this stunning corner unit at Hendries at Central Station, a newly built 38-unit condo community in Milton’s historic Lower Mills. This exceptional home offers river views, high ceilings, and an open-concept layout perfect for entertaining. The kitchen features Bosch stainless steel appliances, quartz countertops, and Pella windows, plus a full-size washer and dryer. The primary suite includes a walk-in closet and glass-enclosed bath, while the second bedroom provides ample storage. Enjoy your private balcony overlooking the Neponset River and one deeded garage parking space. Steps to the Central Station trolley, Steel & Rye bakery and restaurant, and the Neponset Greenway Trail—offering 8 miles of scenic paths ideal for biking, kayaking, or an easy city commute.

131 Eliot Unit 305, Milton

Listing courtesy of Listing Agent: Ken Sazama from Listing Office: Real Broker MA, LLC.

$900,000
3 Beds 2 Baths 73454642 MLS
Charming Classic Colonial w 3 bedrooms and 1½ baths, located in one of Milton’s most desirable neighborhoods. Bursting w potential, this home is ready for the right buyer to make it their own. Gleaming hardwood floors throughout, new heating system and hot water heater. Spacious living room w wood-burning fireplace that opens to a sunroom overlooking the backyard. The bright & inviting dining room boasts beautiful wainscoting and custom built-in cabinets. Upstairs, you’ll find 3 generously sized bedrooms & a full bath, along w a walk-up staircase leading to a large unfinished attic, offering endless possibilities for expansion or storage. The full basement includes a washer & dryer, plus a bulkhead for exterior access. A detached 2 car garage & ample off-street parking complete this fantastic property. Located just around the corner from Milton High School & minutes from Milton Academy. Don’t miss the opportunity to create your dream home in this sought-after neighborhood. A must see!

54 Elm St, Milton

Listing courtesy of Listing Agent: Sarah Lapsley from Listing Office: Greer Real Estate, LLC.

$1,075,000
4 Beds 2 Baths 73441670 MLS
***OPEN HOUSE CANCELLED*** ACCEPTED OFFER. This 9 room Colonial sits in a quiet neighborhood. Inside you are greeted by a large living room with a fireplace, perfect for entertaining. Off of the living room is a formal dining room and a large kitchen with updated cabinets. There is an adjacent den, and a sun filled family room that leads to a deck and a nice fenced in backyard. Upstairs, there is a large primary bedroom. Three other bedrooms round out the upstairs along with a full bath. Hardwood floors on the main & second floor. Two zoned central air. Attached is a two car garage. Recent updates include refinished hardwood floors on the main and second level, and oriental hallway rugs (2021). Overhead microwave (2021) New side steps (2023) and newly repointed and patched masonry steps and a new front walkway (2025) Full unfinished basement that has a hookup for a portable gas generator. Easy access to 93 N & S.,Cunningham pond. Listing agent related to the seller

55 Christopher Dr, Milton

Listing courtesy of Listing Agent: Ted Coleman from Listing Office: Beacon Rock Realty Services.

$2,050,000
5 Beds 3 Baths 73451463 MLS
Rarely does a home so admired come to market! Timeless character and thoughtful updates of this story book home shine through its detailed woodwork, cozy nooks and connected layout. The flow of the open kitchen, dining, and family room create a perfect setting for gatherings big and small. Upstairs, a spacious landing, updated baths, and central air provide comfort and convenience, while the serene primary suite offers a calming retreat at day’s end. An attached two car garage and adjacent loft, convenient mudroom, and a lower level rec room provide flexibility and great storage space to simplify daily life. A charming front porch swing and backyard patio invite morning coffee and evening conversation. A quiet path that leads directly to Shields Park will bring a smile in every season. The home is just steps to schools, Turner’s Pond, coffee shops, restaurants and public transportation. Don't let the opportunity to live in this home in one of Milton's finest neighborhoods pass you by!

32 Columbine Rd, Milton

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

$884,000
2 Beds 2 Baths 73439426 MLS ['Hendries At Central Station'] BLDG.
Hendries at Central Station is a newly built 38-unit condo in Milton’s historic Lower Mills. This top-floor center unit overlooks the courtyard and offers 1,355 sq. ft. of living space with 9-ft ceilings, 2 bedrooms, and 2 full baths. The kitchen features Bosch stainless steel appliances and quartz countertops. Enjoy a dining area with custom built-ins and a wine cooler, plus a spacious living room with custom cabinetry opening to a balcony. The primary suite includes a walk-in closet with custom shelving and a glass enclosed shower. The second bedroom has ample closet space. Includes stackable washer/dryer, 2 deeded parking spots, and 2 storage lockers. Steps from the Neponset River bike trail that offers miles of trails and close to public transit with easy access to Boston. Nearby dining includes Steele & Rye, The Bowery, and Lower Mills Tavern.

131 Eliot St Unit 408, Milton

Listing courtesy of Listing Agent: Paul Rege from Listing Office: Kelley & Rege Properties, Inc..

$3,500
4 Beds 3 Baths 73450187 MLS
Available for move-in NOW! Don't miss this exceptionally convenient 4-bed, 2.5-bath apartment located on the second floor. You'll be just minutes from the Red Line T-station, major highways, and the beautiful Blue Hills Reservation. The unit features a bright and spacious living room with gleaming hardwood floors throughout. All four good-sized bedrooms have been freshly painted and include ample closet space. Enjoy the updated, eat-in kitchen, complete with a brand-new range and refrigerator. A wonderful four-season porch is located right off the kitchen for year-round use. Laundry hook-ups are available in the basement, and parking is included. This opportunity won't last! Book your tour today.

112 Brush Hill Rd Unit 2, Milton

Listing courtesy of Listing Agent: Jie Lian from Listing Office: Keller Williams Realty.

$835,380
3 Beds 3 Baths 73445015 MLS
Welcome to a stunning 3-bedroom, 2.5-bathroom townhouse at 400 Adams St Unit B, nestled in the lively East Milton, MA neighborhood. Rebuilt from the ground up, this home merges sleek modernity with historic charm. Gleaming hardwood floors, lofty ceilings, and state-of-the-art appliances create a sophisticated ambiance, while the primary suite’s exposed wooden beams add rustic elegance. In-unit laundry and ample basement storage enhance functionality in a smartly designed layout. East Milton’s vibrant community places you steps from delightful eateries like Novara Restaurant, boutique shops, and toprated Milton Academy. With I-93 nearby, Boston is a quick commute, blending urban access with suburban tranquility. Enjoy nature at Cunningham Park or the scenic Blue Hills, ideal for hiking or relaxation. This prime location offers a dynamic yet serene lifestyle, perfect for families or professionals seeking a modern retreat in a connected, walkable neighborhood. Don’t miss this E

400 Adams Unit B, Milton

Listing courtesy of Listing Agent: Richard Knox from Listing Office: RF Boston Realty Group.

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