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$825,000
3 Beds 2 Baths 73449842 MLS
Improved price point! Rare opportunity, for a family seeking more space or an investor ready to add value. Tucked on a quiet cul-de-sac just outside desirable East Milton Square, you’ll enjoy boutique restaurants, local shops, & the perfect blend of suburban charm and city convenience. The mature, tree-lined street & the additional strip of land across from the home, enhance privacy on this quarter-acre lot. Inside, a flexible floor plan offers room to grow & instant equity potential. The 1st floor features kitchen, fireplaced living room, formal dining room, bedroom / home office option, and ¾ bath. Upstairs boasts a front-to-back primary, two additional bedrooms, and a full bath. The lower level, with its high ceilings & a second formal brick fireplace, offers excellent potential for expanded living space. Easy access to the Southeast Expressway & MBTA for commuting. Bring your vision, contractor, & creativity to release full potential on this exceptional purchase!

60 Pond St, Milton

Listing courtesy of Listing Agent: Stonehurst RE Group from Listing Office: Keller Williams Realty Evolution.

$3,450
3 Beds 2 Baths 73413365 MLS
Beautifully Renovated 3-Bedroom Apartment in Milton's Brush Hill District!This completely renovated 2nd-floor apartment offers the perfect blend of modern comfort and convenience with new central air & heating system. Featuring 3 bedrooms and 2 full baths, this light-filled unit boasts laminate flooring, recessed lighting in the kitchen and living room, and a sleek kitchen with quartz countertops, updated cabinetry, stainless steel appliances, and a center island with seating for two. Each bedroom offers generous closet space, while the primary suite includes a walk-in closet and private full bath. Step outside to your own covered deck—ideal for unwinding after a long day or enjoying time with friends. Situated in the desirable Brush Hill District, you're just minutes from Boston, under 2 miles to local schools, and close to the MBTA Commuter Rail, Blue Hills Reservation, Pope’s Pond, and Route 93.Don’t miss this opportunity—schedule your tour today!

60 Brook Rd Unit 2, Milton

Listing courtesy of Listing Agent: Kevin Struzziero from Listing Office: Lamacchia Realty, Inc..

$1,062,000
3 Beds 4 Baths 73453694 MLS
Welcome to 333 Eliot Street, a beautifully updated 3-bedroom, 3.5 bath colonial nestled in one of Milton’s top locations, the Columbine neighborhood. This home perfectly blends classic charm with modern luxury, featuring spacious living areas, elegant finishes, and thoughtful updates throughout. The light-filled main level offers an inviting living room with a cozy fireplace, a renovated eat-in kitchen, an updated half bath, and a flexible office space with custom cabinetry. A convenient mudroom with abundant storage and laundry completes the first floor. Upstairs, you’ll find three generous bedrooms, including a serene primary suite with a spa-inspired bath and large walk-in closet. The finished lower level adds even more versatility—ideal for a home gym, guest suite, or additional living area. Located just a short walk to the trolley, parks, shops, and dining, this home offers the perfect combination of comfort, convenience, & community charm.

333 Eliot St, Milton

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

$810,000
3 Beds 2 Baths 73432201 MLS
Set back from Brook Road with a circular drive, this classic center-entrance Colonial offers timeless charm and unbeatable convenience. Located in Milton—renowned for its top-rated schools and ideal position between vibrant Boston and the scenic Blue Hills Reservation—this home puts everything within reach: East Milton Square, Lower Mills, schools, town hall, library, and hospital. Inside, you'll find three spacious bedrooms, a living room, dining room, kitchen, one and a half baths, and a large mudroom off the side entrance—perfect for New England living. The shady backyard and garage add comfort and functionality, while the partially finished basement offers room to grow and personalize.

795 Brook Road, Milton

Listing courtesy of Listing Agent: Ellen Mak from Listing Office: Coldwell Banker Realty - 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.

$950,000
4 Beds 2 Baths 73386069 MLS
Unlock the potential of this Milton two-family home! Situated on a corner lot along a stately, center island street, this property offers classic charm and outstanding opportunity. Each unit features six spacious rooms, including two bedrooms, separate living and dining rooms, and heated sunrooms. The walk-up attic offers two additional rooms with windows, closets, and radiators—perfect for expanding the second-floor unit. Additional highlights include a brand-new roof and detached two-car garage. Enjoy the conveniences of city living with easy access to the T, highways, and local amenities—while still savoring the quieter, suburban lifestyle that Milton is known for. Delivered vacant. First open Sunday 6/8 12pm to 2pm. Here’s your chance!

1 Chilton Park, Milton

Listing courtesy of Listing Agent: Al Styles from Listing Office: Keller Williams Realty.

$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.

$799,000
2 Beds 2 Baths 73444760 MLS
Experience luxury living in this stunning penthouse corner residence with 2 garage parking spaces at Hendries at Central Station, a newly built 38-unit bldg in Milton’s historic Lower Mills. This bright and sunny home features 2 bedrooms and 2 full baths, blending modern design with everyday comfort. Enjoy 9-foot ceilings, oversized windows and an open floor plan ideal for both relaxing and entertaining. The chef’s kitchen features upgraded lighting and hardware, Bosch appliances, quartz countertops, and custom cabinetry that combine elegance with functionality. The primary suite features a private balcony, walk in closet and spa-like bath with double vanity and glass-enclosed shower. The generous second bedroom provides flexible space for guests or a home office with access to a full bath with tub. Additional highlights include in-unit laundry and two deeded garage parking spots. Perfectly situated near shops, restaurants, and the Neponset River Greenway just minutes from Boston

131 Eliot St Unit 312, Milton

Listing courtesy of Listing Agent: Suzanne Troyer from Listing Office: Compass.

$1,495,000
2 Beds 3 Baths 73435597 MLS
Wolcott Woods, Milton's award winning premier 55+ Community abutting the Blue Hills Reservation is offering two new residences for sale. Set on a 47-acre site with approximately 28+/- acres of open space, the Wolcott Mansion, steeped in history, offers a step back in time with classic upgraded finishes. 61 Wolcott Woods Lane is a beautifully appointed two bedroom home with a loft study and 2.5 baths. Uniquely defined by an open spacious layout, flooded with natural light and accented with an original fireplace. The adjacent kitchen includes Wolf and Subzero appliances, quartz counters, tile backsplash and under cabinet lighting. A bright large dining area and a separate fireplaced family/living room with paned glass sliders opening onto a large brick patio overlooks a private backyard. Wolcott Woods is just ten miles to Boston and has a designated trailhead to the Blue Hill Reservation trails for recreation.

61 Wolcott Woods Lane Unit 61, Milton

Listing courtesy of Listing Agent: Greta Gustafson from Listing Office: LandVest, Inc..

$1,200,000
3 Beds 2 Baths 73443589 MLS
Opportunity to live in the Cary/Cabot Hill Neighborhood - one of Milton's most coveted neighborhoods. Mid Century ground level home with four levels of living space offering a versatile floor plan. Enter the front door and find a large living room with wood burning fireplace, eat in kitchen which overlooks the spacious dining room with built in storage, sun filled home office with custom build bookcase. Enter through the side door and drop off all the hockey equipment in the mudroom and shut the door! Oversized family room is perfect for movie nights while the lower level offers additional living space for all the sports memorabilia. Additionally you have a workshop with plenty of room for bicycles and outdoor toys and endless amounts of storage throughout the house. Cabot Street is walking distance to East Milton Square, shops, restaurants, post office, schools, churches and the expressway to Boston or the Cape. Chance to make this long time lovingly maintained home your own!

71 Cabot St, Milton

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

$5,000
3 Beds 3 Baths 73455450 MLS
Steps from Andrews Park, this expanded cape is ready to be your new home in 2026. This home offers three bedrooms, plus a finished room in the basement that could be used as an office or guest suite, three full bathrooms, and plenty of living space. There is a dedicated dining room, along with a formal living room, family room and a finished basement. The backyard is fully fenced and perfect for entertaining with a deck and patio. The home offers a one car garage and a Tesla charger. Central air too! Pets are being considered on a case by case basis. Available January 1, 2026. Application process will include credit check, background check, and income verification for all adults.

142 Franklin Street, Milton

Listing courtesy of Listing Agent: Dory Noll from Listing Office: Coldwell Banker Realty - Milton.

$1,470,000
4 Beds 2 Baths 73449126 MLS
Welcome to this picturesque, sun-filled colonial on one of Miltons most sought after streets. This charming and well appointed 4 bedroom home features gleaming hardwood floors throughout making it truly a must see. The heart of this colonial residence is the newly renovated open concept kitchen, a culinary haven designed for both functionality and aesthetic appeal. Imagine preparing meals on your generously sized and gorgeous stone island, with shaker style cabinets providing ample storage, with adjacent kitchen bar and breakfast nook for all to gather. Generous layout boasts four sun lit bedrooms along with walk in closet and full bath upstairs. The living room offers a warm and inviting space, featuring a fireplace that promises cozy evenings and custom built-ins offer additional storage. Home also features large fenced in backyard and spacious deck. Centrally located in Milton, you’ll experience easy access to all highways, schools, and amenities.

19 Lantern Ln, Milton

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

$650,000
2 Beds 2 Baths 73437644 MLS ['Ice House'] BLDG.
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 38, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: Coldwell Banker Realty - Duxbury.

$1,120,000
3 Beds 2 Baths 73425852 MLS
Welcome to 1111 Brook Road in Milton! This updated home features a bright fireplaced living room, custom mudroom, and dining room that flows into a modern kitchen with white cabinetry, center island, upgraded appliances, vented hood, and new hardware. Upstairs offers a vaulted primary with exposed brick, two additional bedrooms, renovated bath, and laundry. The finished lower level with new vinyl flooring and surround sound adds flexible space for work, play, or fitness, with walkout access to a private backyard, patio, and refreshed landscaping. Recent upgrades include a new water heater and thoughtful improvements throughout. All in a walkable location near Milton Village, schools, parks, public transit, and easy access to Route 93.

1111 Brook Rd, Milton

Listing courtesy of Listing Agent: The Charles King Group from Listing Office: Real Broker MA, LLC.

$935,000
3 Beds 2 Baths 73443695 MLS
Some homes you see right away—and others you discover. 723 Blue Hill Ave is a hidden gem surrounded by nature, where privacy isn’t just a perk, it’s a promise. Inside, the potential is endless. Move right in or imagine the upgrades that will make it truly yours—this home is the perfect canvas. The versatile layout features three spacious bedrooms, two full baths, a large living room, a separate family room, a dining room open to the kitchen, and an office for those working from home. Central air and an attached two-car garage with direct access are the icing on the cake. The best part? The views. Nearly two acres of land invite you to explore, create, and make your own private world while enjoying the changing seasons in the most beautiful ways. If you’ve been searching for a home that’s peaceful, private, and full of possibilities, 723 Blue Hill Ave is the one!

723 Blue Hill Ave, Milton

Listing courtesy of Listing Agent: Foster/ Harrington Team from Listing Office: Coldwell Banker Realty - Milton.

$845,000
1 Beds 2 Baths 73431231 MLS ['Residences At Milton Landing'] BLDG.
The Residences at Milton Landing pairs unmatched convenience with a riverfront location at the edge of the Neponset River estuary. Come discover this expansive 1,460-square-foot one-bedroom plus den, where a full renovation showcases thoughtful, sophisticated design, amplified by natural light from premium southwest-facing windows. Highlights include a bespoke open-concept kitchen, two updated full baths, built-ins, and well-appointed closets. The versatile den functions as a home office or guest space. Practical comforts add to the appeal, especially garage parking, concierge service, elevator access, a fitness center, and a community room. For dining, Madre—just downstairs—offers fresh bites and river views, a luxury within easy reach. At your doorstep, enjoy trolley service into Boston, vibrant restaurants, and recreational opportunities along the Neponset River Greenway trail. More than a home, this residence offers a lifestyle—comfortable, stylish, and effortlessly elevated.

88 Wharf St Unit 511, Milton

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

$755,000
4 Beds 3 Baths 73427764 MLS
NEW roof, NEW siding, NEW windows and gutters, NEW hot water tank plus a NEW walkway and front stairs leaving you free to design your DREAM kitchen or simply enjoy the mid century modern look. This charming gem offers 3 levels of versatile living space, giving you the flexibility and privacy for two home offices, overnight guests, and more. The welcoming foyer provides breathing room when guests arrive, while the graceful double French doors, wood burning fireplace, gleaming hardwood floors, and inviting screened in porch add timeless character. If you’re considering leaving the cityscape, you’ll find comfort in the lush master gardens and serene greenery. For buyers who value quality and consistency, this home is a must-see. All this, just 8 miles south of Boston, close to public transportation, top-rated schools and the scenic Neponset River paths. Curious about Milton? Stop by and discover why it has been recognized by Money Magazine as one of the "Best Places To Live."

55 Concord Ave, Milton

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

$2,850,000
5 Beds 4 Baths 73342706 MLS
Quintessential New England Home in one of the most desirable neighborhoods in Milton. This 5 bedroom, 3 full bath and 1 half bathroom is an entertainers dream with a beautifully appointed chef's kitchen with Wolf and Sub-Zero appliances, . This beautifully appointed home has abundant natural light, soaring ceilings with multiple entertainment areas throughout the home. This idyllic home is set on almost 3 private acres. Continue your entertaining on the very generous deck or retreat to your extensive backyard patio with a built in gas fireplace. This home is just minutes from the world renowned Milton Academy, fine dining and less than 30 minutes to downtown Boston or Providence.

80 Brierbrook, Milton

Listing courtesy of Listing Agent: Stephen Kraunelis from Listing Office: Gibson Sotheby's International Realty.

$909,900
3 Beds 2 Baths 73444003 MLS
Welcome to 87 Thatcher Street — a rare turnkey home that makes living in Milton both attainable and effortless. Perfectly perched on a sunny corner lot, this well-cared-for home blends timeless charm with modern updates throughout. The open-concept first floor connects the renovated kitchen, dining area, and living room into a natural gathering space that feels both comfortable and bright. Everyday living has never felt so good. The stylish first-floor mudroom makes coming and going effortless, while the second-floor laundry adds ease to daily routines. Upstairs offers a beautifully renovated bathroom, three inviting bedrooms, and a sunlit office. Plus a walk-up attic and basement for all of your storage needs. A young boiler and numerous updates ensure peace of mind. Enjoy a fenced-in yard and a neighborhood known for its welcoming spirit and lively Halloween tradition. Blending modern comfort, classic charm, and true move-in readiness, 87 Thatcher delivers the best of Milton!

87 Thacher St, Milton

Listing courtesy of Listing Agent: The Ali Joyce Team from Listing Office: William Raveis R.E. & Home Services.

$835,000
3 Beds 2 Baths 73407183 MLS
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

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

$850,000
2 Beds 2 Baths 73443857 MLS ['Quisset Brook'] BLDG.
OFFERS DUE 10/ 20 AT NOON Welcome to 16 Preacher Road — a rare chance to own a standalone-style condo offering the privacy of a single-family home with the ease of one-level living. Fully renovated and move-in ready, this nearly 1,400 sq ft home is perfect for those seeking a simpler lifestyle without giving up comfort or style.The single-story layout is ideal for downsizers, empty nesters, or anyone wanting to avoid stairs. With no shared living walls (only the garage is attached), enjoy exceptional privacy — a rare find in condo living.Inside, the bright open floor plan features generous living and dining areas, a modern kitchen with updated finishes, two spacious bedrooms, and two renovated baths — all on one easy level.Nestled near the base of the Blue Hills on a quiet, tree-lined street in a desirable Milton neighborhood, this home offers the feel of a private, standalone residence with the benefits of low-maintenance condo living — all with a country feel just minutes from Boston

16 Preacher Rd Unit 16, Milton

Listing courtesy of Listing Agent: Robin Hanley from Listing Office: Robin Hanley.

$1,500,000
5 Beds 4 Baths 73444863 MLS
Discover the perfect blend of space and location in this wonderful, versatile split-entry home in the sought-after Cunningham Park neighborhood. The expansive main level is an entertainer's dream, featuring a gracious living room with a fireplace, a formal dining room, and an updated kitchen complete with an island and eating area. The home boasts an incredible five bedrooms, including two en-suites. The spacious primary suite is a true retreat, offering a steam shower and a generous walk-in closet. The flexible, walk-out lower level provides excellent in-law potential, featuring a playroom, exercise room, full bath, and laundry. Car enthusiasts will love the four-car heated garage (including one tandem space). Nestled on a beautifully manicured half-acre lot, the property includes a lovely deck overlooking the grounds. The location is truly unbeatable—just a short walk to Cunningham Park, elementary schools, and the shops and dining of East Milton Square. Welcome to your new home!

48 Patricia Drive, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.

$1,675,000
3 Beds 4 Baths 73418229 MLS ['Wolcott Woods'] BLDG.
This classic shingle-style three bedroom, three and a half bath town-home has wonderful natural light, great space, and relaxing views. The open floor plan provides a welcoming space for entertaining and ease of living. First floor highlights include fireplaced living room, well-appointed kitchen with a generous island, dining area, private primary suite, den/office, half bath, and laundry room. The two en-suite bedrooms and loft on the second floor are perfect for guests or a separate space to just relax. Two car attached garage, plantation shutters, spacious closets, high ceilings, pantry, and attic are just a few of the special features. A welcoming front porch and a relaxing back deck. The lower level provides the option to finish for additional living area. Set on 47-acres, Wolcott Woods, an Award-Winning 55+ community, abuts the Blue Hills Reservation. Easy access to shopping, restaurants, highways, universities and more.

53 Wolcott Woods Lane Unit 53, Milton

Listing courtesy of Listing Agent: Theresa Donovan from Listing Office: Coldwell Banker Realty - Milton.

$1,455,000
3 Beds 3 Baths 73447538 MLS
Welcome to one of Milton's most coveted settings! Perched high on a knoll in the highly desirable Cabot/Cary Hill section of town, this charming Cape-style home is a must-see. The main floor is designed for seamless living and entertaining, featuring a spacious living room anchored by a cozy fireplace, a formal dining area, a generously sized kitchen, and an expansive, sun-filled family room. The first floor also offers the primary bedroom, an additional room perfect for an office or fourth bedroom, and a full bathroom. Convenience is key with an unheated sunroom providing access between the home's side entrance and the two-car garage. The second floor hosts two more well-appointed bedrooms, a large cedar closet for excellent storage, and a second full bathroom. The finished basement is a fantastic bonus space, offering a comfortable playroom complete with its own fireplace and a third full bathroom. Located just 7 miles from downtown Boston and Logan International Airport. Do not miss

140 Cabot Street, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.

$1,495,000
2 Beds 3 Baths 73435595 MLS
Wolcott Woods, Milton's award winning premier 55+ Community abutting the Blue Hills Reservation is offering two new residences for sale. Set on a 47-acre site with approximately 28+/- acres of open space, the Wolcott Mansion, steeped in history, offers a step back in time with classic upgraded finishes. 59 Wolcott Woods Lane is a beautifully appointed two bedroom home with a loft study and 2.5 baths. Uniquely defined by an open spacious layout, flooded with natural light and accented with an original oversized fireplace. The adjacent kitchen includes Wolf and Subzero appliances, quartz counters, tile backsplash and under cabinet lighting. A bright large mudroom with separate laundry, a walk-in pantry and paned glass sliders opening onto a large brick patio overlooks a private backyard. Wolcott Woods is just ten miles to Boston and has a designated trailhead to the Blue Hill Reservation trails for recreation.

59 Wolcott Woods Lane Unit 59, Milton

Listing courtesy of Listing Agent: Greta Gustafson from Listing Office: LandVest, Inc..

$1,205,000
4 Beds 3 Baths 73425112 MLS
Welcome to 32 Pleasant Street and Welcome Home! Set in the popular Cunningham Park neighborhood, #32 packs a punch for value, condition and location! With room to roam and spaces for all, you will want to call this one home! From the gracious entry hall and intimate niches to the expansive familyroom and updated kitchen with center island, vaulted ceilings and storage space galore; 32 Pleasant St will check all your needs: four bedrooms, a spacious primary suite, central air and large, private entertaining size enclosed yard! All within minutes to public transportation, shopping in the Square, and all Great things Milton! Come see for yourself, you won't want to leave!

32 Pleasant St, Milton

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

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