Milton, MA Homes for Sale

Overview of Real Estate in Milton, MA

Milton, MA is a desirable suburb located just south of Boston, known for its historic charm and strong sense of community. The real estate market in Milton offers a mix of architectural styles, from majestic historic homes to modern condos. Home prices in Milton tend to be higher than the national average, reflecting the town's popularity and proximity to Boston.

Luxury Properties in Milton

For luxury homebuyers, Milton has an array of high-end properties with features such as gourmet kitchens, expansive gardens, and stunning views. These homes often come with a premium price tag, but offer the convenience of easy access to Boston while enjoying a more serene suburban setting.

Family-Friendly Neighborhoods

Milton is known for its top-rated schools and safe, family-friendly neighborhoods. Many young families are drawn to Milton for its strong sense of community and numerous parks and recreational facilities. The town has a charming downtown area with local businesses, making it a great place to raise a family.

Investment Opportunities in Milton

Real estate investors may find opportunities in Milton due to its strong rental market and high demand for housing. With its proximity to Boston and reputation as a desirable suburb, properties in Milton have the potential for high appreciation. Whether looking to buy rental properties or fix-and-flip homes, Milton offers a range of investment opportunities.

Future Outlook for Real Estate in Milton

As the Boston area continues to grow and attract new residents, the real estate market in Milton is expected to remain strong. The town's historic charm, excellent schools, and proximity to the city make it an attractive place to live for many. With a range of housing options and a strong sense of community, Milton is poised to remain a desirable suburb for years to come.

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Newest Milton, MA Homes for Sale

$739,900

3 Beds ⋅ 2 Baths ⋅ 73557060 MLS

Some houses announce themselves at the curb. This one waits until you are inside. A mudroom entry opens to a wide first floor where dark stained beams cross the ceiling and hardwood runs unbroken beneath a bay of windows. The kitchen carries navy shaker cabinetry, quartz counters, a farmhouse sink beneath a triple window, gas cooking, and marble tile run the full height of the wall. The full bath is finished in hand set stone chevron mosaic with a built in niche. A half bath and first floor laundry sit on the living level. Three bedrooms above, drawn without waste. Sliders open to a new paver patio, stone fire pit, fresh sod, and full privacy fencing. Milton side of the Boston line, minutes to the Mattapan trolley and Route 93. Property sold as is. Sale contingent upon seller securing suitable housing, which is actively being identified.

15 Churchill St, Milton

Listing courtesy of Listing Agent: Tayla Andre from Listing Office: Thumbprint Realty, LLC.

$2,800

2 Beds ⋅ 1 Baths ⋅ 73556849 MLS

Come see this beautiful Milton first floor unit with 2 bedrooms and 1 full bath. The main level includes hardwood floors throughout, two mini splits for air conditioning (living room and kitchen), an updated kitchen with granite countertops, two bedrooms, a living room, dining room, renovated full bath, pantry, gas heat, and a fenced in backyard. Laundry in the basement for the tenant's private use (not shared with another unit) are included. The unit also comes with one garaged parking space to keep your car out of the snow in those New England winters. The unit is available starting September 1st, 2026 for a 12 month lease. The unit is lead paint compliant. Applicants must have strong credit, verifiable income/employment, be non-smoking, and have favorable references. Application is available online.

8-8A Kahler Ave Unit 1, Milton

Listing courtesy of Listing Agent: Richard Baker Jr. from Listing Office: eXp Realty LLC - Corporate Office.

$1,125,000

3 Beds ⋅ 2 Baths ⋅ 73556667 MLS

Welcome to 48 Marilyn Road, a charming 1940 Colonial-style home in the highly sought-after Columbine neighborhood. This sun-drenched three-bedroom, one-and-a-half-bath residence features freshly refinished hardwood floors throughout, an updated half bath, and excellent storage. The inviting living room serves as the heart of the home, showcasing custom built-ins and a beautiful fireplace that creates a warm, cozy gathering space. A walk-up attic and expansive basement provide exciting possibilities for future use. The finished basement adds over 400 square feet of living space, featuring a family room with a fireplace and wet bar that provides a comfortable space to gather, entertain and unwind. Bring your imagination! Outside, the private backyard provides a peaceful retreat, perfect for relaxing or entertaining, while the one-car garage offers convenient parking and additional storage. Blending timeless character with thoughtful updates, this exceptional home is ready to welcome its next owners.

48 Marilyn Rd, Milton

Listing courtesy of Listing Agent: Daniel Tully from Listing Office: Symphony Properties.

$3,200

2 Beds ⋅ 1 Baths ⋅ 73556649 MLS

Available September 1st, this gorgeous first floor apartment offers two bedrooms, one bathroom and a spacious flexible lay out. Parking for two cars, tandem, in the driveway, which is located on Hawthorn Road. This home is located in a fantastic neighborhood and offers outdoor space, a private patio and is walking distance to parks and public transportation. Laundry and storage on site. First month and security deposit due at signing. No pets. No Smoking. Application process is online and requires credit check, background check and income verification.

542 Eliot St Unit 1, Milton

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

$3,000

2 Beds ⋅ 1 Baths ⋅ 73556648 MLS

Available now, this cozy first floor apartment offers two bedrooms, one bathroom and a flexible lay out. Parking for two cars, tandem, in the driveway. This home is located in a fantastic neighborhood and offers outdoor space for relaxing, a patio for grilling and dining, and is walking distance to parks and public transportation. Laundry and storage on site. First month and security deposit due at signing. Cats and small pets considered. No Smoking. Application process is online and requires credit check, background check and income verification.

181 Churchills Lane Unit 1, Milton

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

$2,000

1 Beds ⋅ 1 Baths ⋅ 73555949 MLS

Welcome to 26 Houston Avenue in Milton! This charming 1-bedroom rental offers a comfortable and efficient layout, perfect for those seeking a cozy place to call home. The apartment features a bright living area, a well-appointed galley kitchen with ample cabinet space, and a bedroom with generous closet storage. Conveniently located near local shops, public transportation, and major commuting routes, this rental provides easy access to everything Milton and the surrounding communities have to offer. Enjoy comfortable living in a desirable neighborhood with all the conveniences close by.

26 Houston Ave Unit 3, Milton

Listing courtesy of Listing Agent: Connor Withington from Listing Office: Kelly Group Properties.

$2,900

2 Beds ⋅ 1 Baths ⋅ 73554941 MLS

****SHOWN BY GROUP SHOWINGS ONLY ON SATURDAY 8/1 12:00 - 1:00 **Lovely 2+ bed/1 bath apartment in fantastic location! Beautifully updated throughout with spacious rooms, high ceilings, hardwood floors and tons of natural light. Cheerful living room, huge open kitchen and dining room with tons of cabinet space and built-ins, mud room, 2 large bedrooms plus a smaller room perfect for home office. Enclosed heated porch provides a second bonus room for an additional office, workout space or tv room. Sunny deck off front perfect for relaxing. Small common yard, 1 garage space, shared driveway parking. Garage space is a little bit smaller and might not be able to accommodate extremely large SUV's. Dedicated full size washer and dryer in basement, plus extra storage. Sorry, no pets. Applicants must have a strong credit score of 720 or above, proof of continuous employment and solid references. Credit check and screening is conducted through a 3rd party service a fee applies. ****IF INQUIRING THROUGH A WEBSITE WILL RESPOND TO ANY SPECIFIC QUESTIONS ONLY. SHOWN BY GROUP SHOWINGS ONLY, NEXT AVAILABLE IS SATURDAY 8/1 12:00 - 1:00 REGRETTABLY, DUE TO TENANTS SCHEDULE THERE ARE NO INDIVIDUAL SHOWINGS AVAILABLE AT THIS TIME. Property must be seen prior to submitting an application. Photos shown here are from a prior resident.

3-3A Warren Ave Unit 2, Milton

Listing courtesy of Listing Agent: Jim Cotter from Listing Office: William Raveis R.E. & Home Services.

$3,150

3 Beds ⋅ 1 Baths ⋅ 73554848 MLS

Available 6/1! This bright and airy 2nd-floor unit offers three spacious bedrooms, a fully renovated bathroom, and brand-new flooring throughout. The inviting living room with a fireplace, formal dining room, and charming front porch provides both comfort and character. Located in a fantastic neighborhood within walking distance to the Mattapan T Station — enjoy easy access to everything!

89-91 Thacher St Unit 2, Milton

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

$725,000

2 Beds ⋅ 2 Baths ⋅ 73554434 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). This unit come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 42, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$3,500,000

5 Beds ⋅ 5 Baths ⋅ 73553103 MLS

Welcome to 16 Longmeadow Road, a custom-built masterpiece showcasing exceptional architectural detail at every turn. A dramatic two-story foyer with grand staircase and soaring ceilings sets the tone for this five-bedroom, four-and-a-half-bath residence in the highly sought-after Indian Cliffs Estates. The luxurious primary suite spans 500 square feet and features a spa-inspired ensuite with whirlpool tub, steam shower, and dual walk-in closets. The gourmet eat-in kitchen is a chef's dream, with a center island featuring a gas stove, dual sinks, and French doors flooded with natural light—flowing seamlessly into the formal dining room and sophisticated lounge complete with fireplace and wet bar, creating an entertainer's paradise. An additional living room with 11-foot tray ceiling, fireplace, and custom media cabinetry offers the perfect retreat. The home features a guest suite with separate entrance—ideal for an au pair, multi-generational living, or a private office sanctuary. Throughout, five walk-in closets, multiple linen closets, and a cedar closet provide unparalleled storage. The three-car garage and expansive rear patio with private well irrigation complete this exceptional property. Situated on nearly one acre and just 300 yards from Wollaston Golf Club, this residence offers both privacy and prestige.

16 Longmeadow Rd, Milton

Listing courtesy of Listing Agent: Emily Edwards from Listing Office: Gibson Sotheby's International Realty.

$1,100,000

4 Beds ⋅ 2 Baths ⋅ 73552983 MLS

Welcome to this inviting Colonial, ideally located in one of East Milton’s most desirable neighborhoods. With hardwood floors throughout the main and second floor staircase and hall, it awaits your personal touch. Enjoy the convenience of being just moments from local schools, directly across from Cunningham Park, and close to major highways, making commuting a breeze. You’ll also appreciate the nearby restaurants, shops, and amenities that make East Milton such a sought-after place.

106 Edge Hill Rd, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$4,500,000

7 Beds ⋅ 8 Baths ⋅ 73552866 MLS

A rare opportunity to own one of Milton Hill's most distinguished homes. Set on nearly an acre just moments from Milton Village, this beautifully updated residence offers the space & versatility desired by the buyers of today. Designed to evolve with every stage of family life, the property features a 6 BR main home plus a newly completed 1 BR ADU, offering exceptional flexibility for extended family, guests, an au pair, private office or multigenerational living. Inside, generous gathering spaces, a chef's kitchen w/La Cornue range, formal & casual living areas, home office options & a finished 3rd floor provide room for families to grow, gather & entertain. Outside, enjoy a heated pool, pergola, wraparound deck & expansive fenced grounds designed for everything from childhood adventures to summer celebrations. Rich architectural detail blends seamlessly w/thoughtfully modern, yet classic updates. Minutes to Milton Academy, Milton Village, parks, restaurants & an easy commute.

75 Canton Ave, Milton

Listing courtesy of Listing Agent: Sarah Glovsky from Listing Office: The Charles Realty.

$1,675,000

4 Beds ⋅ 4 Baths ⋅ 73552638 MLS

Completely and tastefully renovated from top to bottom, this stunning Colonial is set back from the main road on a private lot near the scenic Blue Hills Reservation. Offering 4 bedrooms, 4 full baths, and a beautifully finished lower level with a wet bar, full bath, and in-law potential, this turnkey home blends timeless charm with modern luxury. The open-concept main level features a designer kitchen with quartz countertops, farmhouse sink, LG Studio appliances, center island, coffee/bar area, and spacious living and dining areas. The luxurious primary suite offers a fireplace and oversized tiled shower, and double vanity. Major updates include a new 30-year roof, radon mitigation system, heat pump mini-splits, ERV, new indirect water heater, updated plumbing and electrical, EV charger, hardwood floors, redesigned kitchen and baths, second-floor laundry, new fencing, landscaping, and more. One-year American Home Shield home warranty included

1262 Randolph Ave, Milton

Listing courtesy of Listing Agent: Danny Zheng from Listing Office: Keller Williams Realty.

$1,499,900

4 Beds ⋅ 4 Baths ⋅ 73552355 MLS

Nestled in the heart of Milton's coveted Columbines neighborhood, 187 Hinckley Rd. offers the perfect blend of timeless charm, generous living space, and an unbeatable location. This 4-bedroom, 3.5-bath home features a warm, functional floor plan, spacious living areas, a partially finished lower level, and an unfinished walk-up attic offering exceptional expansion potential. Step outside to a private backyard ideal for entertaining, relaxing, and making lifelong memories. Just moments away, enjoy the convenience of walking to Glover Elementary, Pierce Middle School, Turner's Pond, Steel & Rye, and the trolley for easy access to Boston. The Columbines is celebrated for its tree-lined streets, welcoming neighbors, children playing outside, and traditions that make this one of Milton's most beloved communities. A rare opportunity to put down roots in a neighborhood you'll be proud to call home.

187 Hinckley Rd, Milton

Listing courtesy of Listing Agent: Brian Gagnon from Listing Office: Coldwell Banker Realty - Boston.

$4,995,000

5 Beds ⋅ 5 Baths ⋅ 73551180 MLS

Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed. A glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

1632 Canton Ave, Milton

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

$739,900

4 Beds ⋅ 2 Baths ⋅ 73550997 MLS

This home has been cared for by the same family for many years and shows great pride in ownership. The site offers fenced in rear yard and large, detached newly rebuilt 2 car garage ; see firm remarks !!. Interior contains traditional layout with first floor lavatory, refinished original hardwood flooring, fireplace located in the living room,some built-ins . Four bedrooms and full bathroom are located in upper floor. This home has lots to offer ,all within walking distance to local parks,schools and MBTA transportation.

274 Blue Hills Pkwy, Milton

Listing courtesy of Listing Agent: Christopher Shea from Listing Office: Christopher Shea.

$875,000

4 Beds ⋅ 2 Baths ⋅ 73550789 MLS

Nestled on a quiet dead-end street in the sought-after Cunningham Park neighborhood, this charming bungalow offers the perfect blend of comfort, value, and space. From the moment you arrive, you'll appreciate the peaceful setting and welcoming curb appeal.Inside, the home features surprisingly spacious living areas filled with warmth and character, creating an inviting atmosphere for everyday living and entertaining. The thoughtful layout maximizes every square foot, offering comfortable rooms and plenty of flexibility to fit your lifestyle.Step outside and discover one of the property's standout features—a deep, expansive backyard with endless potential for gardening, play, outdoor gatherings, or simply relaxing in your own private retreat. The generous open space surrounding the home provides a rare sense of privacy and room to breathe.Whether you're a first-time buyer, downsizing, or looking for an affordable opportunity in a desirable neighborhood, this delightful bungalow the one!

22 Bradford Rd, Milton

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

$2,750,000

4 Beds ⋅ 3 Baths ⋅ 73550784 MLS

Welcome to 191 Adams Street, a fully reimagined sprawling Ranch offering effortless first-floor living, stylish updates, and spaces made for entertaining. Every room has been thoughtfully redone, creating a bright, open floor plan that feels inviting from the moment you walk in. The stunning kitchen features new appliances, a generous workspace, and a seamless connection to the living and dining rooms, where scenic views of Hutchinson Field and the Boston skyline steal the show. The finished lower level adds incredible flexibility with a bedroom, full bath, office, and multiple living areas ideal for guests, extended family, a gym, or media room. Step outside to an expansive patio and huge backyard perfect for cookouts, yard games, and summer nights. An attached garage, easy highway access, nearby restaurants, shopping, and the bike path complete this move-in-ready gem! PRIVATE SHOWINGS ONLY!

191 Adams St, Milton

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

$749,900

4 Beds ⋅ 2 Baths ⋅ 73550682 MLS

Welcome to 29 Lawrence Road – 1st time on the market in over 50 years. This classic colonial with tons of character and opportunity sits right outside of Cunningham Park. This 4 bedroom with 1.5 baths offers a traditional layout with hardwood floors throughout most of the home. The 1st floor offers a nice fireplaced living room with a double set of French doors. One set of doors lead into the formal dinning room with built in cabinet. An eat in kitchen with plenty work and storage space. 1st floor also offers the 4th bedroom or home office. Upstairs features 3 bedrooms with hardwood floors and a full bath. Basement has a great tiled floor family room for extra living space if needed. Home in need of updating but well worth the effort in this fabulous neighborhood within easy walking distance of Cunningham Park. Make your appointment today before this incredible opportunity is gone.

29 Lawrence Rd, Milton

Listing courtesy of Listing Agent: James Mulvey from Listing Office: Bird Dog Real Estate, LLC.

$1,185,000

4 Beds ⋅ 3 Baths ⋅ 73550414 MLS

Nestled on one of Milton’s most picturesque streets, this classic center-entrance Colonial offers the perfect blend of timeless charm, exceptional space, and an unbeatable location. Just a short stroll to Glover Elementary School, the Milton Public Library, and all the amenities that make Milton such a special place to consider home, this property delivers both convenience and community. Lovingly maintained by its original owner, this four-bedroom home reflects pride of ownership throughout. Generous living spaces include a rarely available first-floor family room, providing the flexibility and comfort today’s buyers seek. The well-designed floor plan offers plenty of room for everyday living and entertaining, while the two-car garage adds valuable convenience. A wonderful opportunity to own a cherished home in one of Milton’s most sought-after neighborhoods, where classic Colonial architecture, an outstanding location, and years of meticulous care come together beautifully.

40 Cape Cod Ln, Milton

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

$2,200

1 Beds ⋅ 1 Baths ⋅ 73550225 MLS

Live in the heart of Milton just minutes to the commuter rail, Milton Farmers Market, and trendy cafes and restaurants like Steel & Rye, Lower Mills Tavern, and Yellow Door Taqueria. This well-maintained professionally managed building offers a spacious 1st-floor one-bedroom with hardwood floors, updated kitchen and bath, and A/C. 1 off street parking space included. Convenient on-site laundry.

36 Eliot St Unit 2, Milton

Listing courtesy of Listing Agent: Phillip MacArthur from Listing Office: Windrift Real Estate, LLC.

$2,300

1 Beds ⋅ 1 Baths ⋅ 73549259 MLS

Upstairs unit of a Milton two-family, available 8/1. This one bedroom unit features a finished walk up attic space with enough room for a home office or lounge space. Hardwood floors in the main living area, laundry in the basement, and a private roof deck ideal for morning coffee or entertaining. Ample on-street parking with no permit required. Set in one of Milton's most desirable neighborhoods near parks, schools, and major highways, with Boston just minutes away. Strong credit and references required.

58 Parkway Crescent Unit 2, Milton

Listing courtesy of Listing Agent: Chris Roche from Listing Office: Conway - West Roxbury.

$949,000

4 Beds ⋅ 3 Baths ⋅ 73547798 MLS

Big opportunity, hard-to-beat location, and endless possibilities at 146-148 Warren Ave. Set on a fun, tucked-away dead-end street near Kelly Field, this side-by-side two-family offers the space, flexibility, and neighborhood feel that so many buyers are looking for. Live in one unit and rent the other, bring extended or multi-generational family together while still enjoying separation, or add a strong Milton property to your portfolio. Each side feels more like its own home, offering privacy, functionality, a day-to-day living. The location is a major win, with Kelly Field, tennis courts, playgrounds, open fields, Pierce Middle School, and Glover School all nearby. Outside, a spacious backyard with a shared deck and separate parking for each unit adds even more appeal. Ready to rent, easy to own, and full of long-term upside, this is a two-family that makes sense today and for years to come!

146-148 Warren Ave, Milton

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

$745,000

2 Beds ⋅ 2 Baths ⋅ 73547281 MLS ⋅ ['Ice House'] BLDG.

485 Blue Hills Parkway Unit 44, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$1,225,000

4 Beds ⋅ 3 Baths ⋅ 73546456 MLS

The home you've been waiting for! This classic Milton Colonial in the desirable Elmiver neighborhood offers exceptional space and flexibility for today's lifestyle, including multi-generational living. The spacious kitchen opens to a formal dining room and large family room with sliders to a generous deck overlooking a private backyard with a beautiful patio—perfect for entertaining. Featuring 4 bedrooms, 2 full baths, two fireplaces, and a finished lower level with a half bath and flexible bonus room ideal for an au pair, home office, guest, or in-law space. A thoughtful addition includes a second full bath, second-floor laundry, and office/flex space. Conveniently located near top-rated Milton schools, parks, Boston, and major highways, this home offers comfort, versatility, and an unbeatable community.

88 Elm St, Milton

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

$1,195,000

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.

$660,000

3 Beds ⋅ 2 Baths ⋅ 73544814 MLS

Welcome to 52 Meagher Ave Milton. This charming colonial property offers convenience and comfort featuring three bedrooms and one bathroom and half , this home is ideal for families, first-time buyers, or anyone seeking a beautiful home ** Open House Saturday 12 to 2pm **

52 Meagher Ave, Milton

Listing courtesy of Listing Agent: Pedro Garcia from Listing Office: Garcia Realty, LLC.

$1,299,000

5 Beds ⋅ 3 Baths ⋅ 73539896 MLS

Welcome home to this exceptional 5-bedroom, 3-bath residence that seamlessly blends timeless 1925 character with modern luxury of a 2015 substantial addition. Offering just under 3,000 square feet of living space, the home features a stunning kitchen with quartz countertops and new appliances. Beautifully done baths, radiant heat, air conditioning throughout, a spacious mudroom, versatile sunroom/home office, and convenient second-floor laundry enhance everyday living. House is now empty and move in ready. Bonus room in basement offers additional flexible living space. A substantial addition completed in 2014 creates the perfect balance of old-world charm and contemporary convenience. Ideally located within walking distance of East Milton Square's popular restaurants, cafés, and shops, near Andrews Park, and just minutes from Quincy Center Commuter Rai

24 Victory Avenue, Milton

Listing courtesy of Listing Agent: Jennifer Fortin from Listing Office: Frakes Realty.

$995,000

3 Beds ⋅ 2 Baths ⋅ 73543043 MLS

Pride of ownership abounds in this lovingly maintained center entrance colonial home featuring nine rooms with three bedrooms and 1 and 1/2 baths. The welcoming foyer leads you to the fireplaced living room and sunny den as well as the formal dining room with two corner hutches and the fully applianced kitchen with the granite countertop and wood cabinets. The beautiful three season room off the kitchen leads to a sunny deck overlooking the back yard and one car garage.Conveniently located near the shops and restaurants of East Milton Square with easy access to the highway for trips into Boston or down to the Cape.Time to make this move in ready home yours for a long time

20 Rowe Street, Milton

Listing courtesy of Listing Agent: Paul Hurley from Listing Office: Coldwell Banker Realty - Milton.

$3,200

3 Beds ⋅ 1 Baths ⋅ 73541252 MLS

A remarkable opportunity to be in this first floor spacious 3 bed 1 bath unit. Complete with a vestibule and bonus sun room. Newer updates including stainless steel appliances and tiled bathroom. Shared yard space so if you have a dog, subject to landlords approval they will have space. Lots of green space in the neighborhood and a half of a mile from the Mattapan Station. On street parking and no laundry on site.

16 West Street Unit 1, Milton

Listing courtesy of Listing Agent: Jacob McBride from Listing Office: Donahue Real Estate Co..

$899,900

3 Beds ⋅ 2 Baths ⋅ 73541229 MLS

Here’s your chance to be in your new home before the end of summer! Step inside this charming English Colonial and fall in love! The heart of the home is the bright eat-in kitchen, featuring a breakfast bar/peninsula, space for a table, a homework or dining nook + direct access to the back deck, driveway & fenced yard. From the kitchen, the floor plan flows seamlessly into the formal dining room and living room, showcasing a gas fireplace & timeless details including crown molding, wainscoting & hardwood floors. A convenient 1/2 bath completes the first floor. Upstairs are 3 spacious bedrooms, a full bath & a finished 3rd floor offering flexible space for an office, playroom, gym or guest retreat. Large basement w/high ceilings, new W&D & direct access to the garage. Restaurants & coffee shops in East Milton Square are minutes away + easy access to I-93 for a quick commute into Boston or all points South. Significant updates include a NEW ROOF, FENCE, HEATING & HOT WATER SYSTEMS.

1200 Brook Road, Milton

Listing courtesy of Listing Agent: The Residential Group from Listing Office: Coldwell Banker Realty - Brookline.

$3,500

2 Beds ⋅ 2 Baths ⋅ 73541103 MLS

Welcoome to this maintained rental home in one of the Milton residential neighborhoods 18 Fairfax Road offers the blend of comfort, convenience and suburb charm. This unit features generous living are and office space filled with natural light, well-proportioned bedrooms, and functional layout.

18 Fairfax Rd Unit 1, Milton

Listing courtesy of Listing Agent: Karolina Brotschi from Listing Office: Kelly Group Properties.

$3,500

3 Beds ⋅ 2 Baths ⋅ 73540244 MLS

This is a spacious and well-maintained 3-bedroom, 2 full bath rental in a convenient Milton neighborhood. This apartment offers a functional layout with generously sized bedrooms, two full bathrooms, and abundant natural light throughout. 2 off street parking spots are included, as well as in unit washer and dryer. Located right around the corner from Mattapan station and is a short distance from many shops and restaurants.Reach out to the listing agent or team members if you have any questions.

50 Curtis Rd Unit 2, Milton

Listing courtesy of Listing Agent: Connor Withington from Listing Office: Kelly Group Properties.

$4,000

3 Beds ⋅ 2 Baths ⋅ 73540000 MLS

Presented for lease, the residential property at 50 Sassamon Ave in Milton, MA, a distinguished 1950s residence offering 1240 square feet of meticulously designed living space, embodies refined living within a serene setting. This single-story residence encompasses three well-appointed bedrooms, providing ample private accommodations. Complementing the living quarters are two full bathrooms, thoughtfully integrated to serve both residents and guests with convenience and space. Further enhancing the property's appeal is a single-car garage, offering secure parking and additional storage options. The expansive 10,916-square-foot lot provides a generous outdoor environment. We invite you to explore the sophisticated lifestyle opportunities presented by this exceptional Milton rental property.

50 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Gail D. Nocera from Listing Office: Coldwell Banker Realty - Milton.

$1,895,000

4 Beds ⋅ 5 Baths ⋅ 73538357 MLS

Tucked away in Milton’s coveted Emerson Woods neighborhood, this beautifully maintained contemporary home offers exceptional space, flexibility & timeless design. Soaring ceilings, oversized windows, crown molding & a wood-burning fireplace create a bright, welcoming great room ideal for everyday living & entertaining. The chef’s kitchen features stone countertops, shaker cabinetry, a large center island, double ovens, a breakfast nook & dining area. A versatile first-floor suite with private entrance & full bath is perfect for guests, an au pair, or a primary bedroom option. Upstairs, the skylit primary suite is joined by two additional bedrooms, a loft & another full bath. The finished lower level offers flexibility for a gym, office, guest suite, or 5th bedroom. Enjoy outdoor living on the wraparound composite deck & brick patio, all in a peaceful setting close to top schools, local amenities, the Blue Hills Reservation & Milton Academy. Extensively renovated between 2012-2014.

375 Atherton Street, Milton

Listing courtesy of Listing Agent: David Green from Listing Office: Coldwell Banker Realty - Boston.

$1,300,000

4 Beds ⋅ 2 Baths ⋅ 73536730 MLS

Rarely does an opportunity arise on this coveted cul-de-sac one block from East Milton Square. This meticulously maintained Colonial offers exceptional living space with a spacious living room just off the kitchen, featuring cathedral ceiling with an abundance of natural light. Hardwood, marble, and tile flooring add timeless elegance throughout. The finished lower level provides versatile bonus space ideal for a media room, fitness area, home office, or playroom. Outdoor living is equally inviting, with a large brick patio overlooking the beautifully maintained grounds—perfect for relaxing, and hosting gatherings. Additional highlights include central air, heated two-car garage, and an irrigation system for effortless landscape maintenance. Offering potential for a first-floor primary suite and/or in-law accommodations, this home provides flexibility to meet a variety of lifestyle needs. Enjoy convenient access to Milton Square, local shops, restaurants, and public transportation.

17 Duggan Ln, Milton

Listing courtesy of Listing Agent: Brendan Henry from Listing Office: Redfin Corp..

$1,395,000

4 Beds ⋅ 4 Baths ⋅ 73531855 MLS

Welcome to 45 Foster Lane, a beautifully maintained four-bedroom home at the end of a coveted cul-de-sac in one of Milton's most desirable neighborhoods, just moments from East Milton Square. The bright and inviting floor plan features granite countertops, stainless steel appliances, gas cooking, hardwood floors, central air, and abundant natural light. The home offers four spacious bedrooms and three full baths, including a private primary suite with walk-in closet and en-suite bath. Outside, enjoy a resort-style backyard highlighted by a PermaCrete saltwater vinyl liner pool built by Easton Pool & Spa in 2020 and first enjoyed in 2021. Complete with an electric heater and expansive stamped concrete patio, the space is ideal for entertaining. A detached cabana with finished living space and a full bath adds exceptional flexibility for guests and poolside gatherings, creating a true private retreat.

45 Foster Lane, Milton

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

$699,000

4 Beds ⋅ 2 Baths ⋅ 73531370 MLS

Nothing to do but move right into this beautiful home featuring 4 spacious bedrooms and 1.5 baths. Gleaming hardwood floors run throughout the house, complemented by a gorgeous kitchen with stainless steel appliances, granite countertops, and a generously sized island. The open floor plan seamlessly connects the kitchen, dining room, and living room, creating the perfect space for entertaining and everyday living. All bedrooms are located on the second floor along with a full bathroom. The finished basement offers a large family room, plenty of storage closets for additional living space. The property also includes a one-car garage and a driveway that accommodates two cars. Conveniently located within walking distance to the elementary, middle, and high school.

45 Decker St, Milton

Listing courtesy of Listing Agent: Dee Rodrigues from Listing Office: Model Living RE.

$1,699,900

6 Beds ⋅ 5 Baths ⋅ 73529479 MLS

One of Milton's most desirable neighborhoods. Extensively updated in 2023, this property underwent a comprehensive gut renovation, including all-new plumbing, electrical systems, heating system, roof and numerous high-quality improvements throughout, offering the perfect blend of modern efficiency and timeless charm.The spacious kitchen and living areas provide excellent functionality for both everyday living and entertaining. The walk-out basement, offering tremendous potential for a future Accessory Dwelling Unit (ADU), in-law suite, guest quarters, home office, or additional income-producing space, subject to local approvals. The direct exterior access creates endless possibilities for multi-generational living or investment opportunities. Located near top-rated schools, parks, shopping, restaurants, and major commuter routes.

52 Ridgewood Rd, Milton

Listing courtesy of Listing Agent: Rebecca Huang from Listing Office: William Raveis R.E. & Home Services.

$12,500

6 Beds ⋅ 5 Baths ⋅ 73528929 MLS

Meticulously remodeled, fully-furnished family home available to rent in an A+ Milton Hill location. The first floor offers a large kitchen with a 10' island and professional appliances that satisfy the most discerning chef. Off the kitchen is a formal dining room that flows into a formal living room with grand piano. From there, choose to unwind with family in the large sunroom with a 6' round table, enjoy a movie on the home theater system, read a book in the den or get some work done in the private office. The second floor offers 4 bedrooms, one of which is used as an office, and 3 full bathrooms. 2 bedrooms are ensuite. The true primary suite has a dressing room with floor to ceiling built-ins, a primary bath with steam shower and standalone tub. The third floor is great expansion space with 2 extra bedrooms and 1 full bathroom. 3 car garage w/EV charger. Located within short walking distance to Milton Academy, Glover School, T stop, shops and restaurants.

150 School Street, Milton

Listing courtesy of Listing Agent: Eric Knight from Listing Office: Coldwell Banker Realty - Milton.

$14,500,000

5 Beds ⋅ 8 Baths ⋅ 73527740 MLS

Introducing the Alexander Forbes Mansion, a magnificent estate set on 6 beautiful acres in the historic and highly desirable Scott’s Woods district of Milton. This exceptional home showcases every modern amenity and has been meticulously renovated inside and out to the highest standards. The main level features a grand foyer, striking staircase, dramatic floor-to-ceiling windows and doors, formal living and dining rooms, an open kitchen and family room, solarium, home office, and a mudroom with access to the 3-car garage. On the 2nd floor, 5 bedroom suites include the luxurious primary suite with a spa-like bath and separate dressing rooms. The impeccably landscaped grounds offer a private utopia, featuring a heated in-ground pool, multiple patios and seating areas, garden area, grill, fire pit, tennis court, and a carriage house. Located at the foot of the Blue Hills, this outstanding home is minutes from top schools including Milton Academy and just eight miles from downtown Boston.

610 Harland Street, Milton

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$2,600

2 Beds ⋅ 1 Baths ⋅ 73526399 MLS

Welcome to this spacious and inviting 2+ bedroom apartment located in the heart of Milton. Situated on the first floor, this unit boasts a bright and sunny foyer that leads into a large living room and dining area, perfect for entertaining or relaxing. The eat-in kitchen, complete with a pantry, offers ample space for all your culinary needs. There are two generously sized bedrooms, with one featuring a versatile bonus room—ideal for a home office, nursery, or extra closet space. Additional features include off-street parking, a back deck for outdoor enjoyment, and laundry in the basement. Don't miss this opportunity to live in a prime Milton location with everything you need right at your doorstep: Middle School and short stroll to Milton High, town library, Kelly Field and all that Milton has to offer! First and security due at signing.

10 Breck St Unit 1, Milton

Listing courtesy of Listing Agent: Natalie Stancato from Listing Office: Seaport Realty Group.

$1,200,000

4 Beds ⋅ 2 Baths ⋅ 73519606 MLS

This spacious 9-room home on Hillside Street offers 4 bedrooms in one of Milton's most coveted settings, nestled at the edge of the Blue Hills Reservation. With miles of trails, open space, and stunning natural scenery right outside your door, the location is truly special. The generous layout gives buyers real flexibility to update and personalize, with good bones and a highly desirable address to build from. The property includes a pool currently in need of repair, presenting a great opportunity to create a standout outdoor space on your own terms. Milton is known for its excellent schools, beautiful neighborhoods, and easy access to Boston, and Hillside Road delivers all of it. For a buyer with vision and an eye for value, this is a rare chance to put your stamp on a property where nature and neighborhood come together beautifully.

1066 Hillside St, Milton

Listing courtesy of Listing Agent: Bridget Conroy from Listing Office: Coldwell Banker Realty - Milton.

$2,725,000

4 Beds ⋅ 3 Baths ⋅ 73519240 MLS

A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef’s kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

135 Milton Street, Milton

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

$3,500

2 Beds ⋅ 1 Baths ⋅ 73518474 MLS

Come take a look at this gorgeous fully furnished rental in a convenient Milton location. RARE OPPORTUNITY. Updated kitchen and bath, private laundry and outdoor space along with a spacious deck area. Nice open layout with a formal dining area and both living and family room. Two nice size bedrooms and full bathroom located beyond the double french doors for added privacy. AVAILABLE 9/1.

328 Blue Hill Ave Unit SF, Milton

Listing courtesy of Listing Agent: Brandon Murphy from Listing Office: Burns Realty & Investments LLC.

$740,000

3 Beds ⋅ 2 Baths ⋅ 73515348 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.

485 Blue Hills Parkway Unit 39, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$875,000

3 Beds ⋅ 2 Baths ⋅ 73513200 MLS

Step into this charming and meticulously maintained Cape, nestled in the desirable Cunningham Park neighborhood of Milton. Cherished by a single owner, the home still carries the warmth and character of its era. Serving as a practical entry point, a spacious mudroom with easy interior and exterior access boasts wood paneling and is the perfect space for keeping everyday essentials organized. An inviting, screened-in back porch overlooking a sizable, fenced in back yard with shed is the ideal spot for a quiet retreat. First floor offers cozy and comfortable living while the one-car garage adds convenience. Find three generous sized bedrooms and full bath upstairs. Lower level features a versatile finished basement with fireplace, laundry room, and abundant storage. Bonus workspace includes a built-in workbench, perfect for projects, tools, or crafting. This home combines suburban tranquility with easy access to everything Greater Boston has to offer.

15 Rose St, Milton

Listing courtesy of Listing Agent: Tom Wehr from Listing Office: Compass.

$3,400,000

5 Beds ⋅ 5 Baths ⋅ 73511555 MLS

Set off a lovely cul-de-sac, surrounded by woodland and sky, this restored Greek Revival offers grace, modern sustainability, and space for you and yours. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed: a quiet workhorse. A glass-walled garden room with fireplace and woodland views offers needed stillness. A bluestone terrace flows to the private trailhead into the Blue Hills Reservation: 7,000 acres for hiking or exploration. Modern systems — geothermal heating/cooling, solar array, and EV charger — reflect a commitment to sustainability. On 2+ acres of natural beauty, find privacy and peace without sacrifice: the commuter rail, Rts 128/95, Logan Airport within easy reach. Access to Milton's public and the area’s prestigious independent schools makes the address practical and inspiring. This is where sophistication and sanctuary meet.

1632 Canton Ave, Milton

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

$1,995,000

8 Beds ⋅ 5 Baths ⋅ 73509983 MLS

Welcome to 147 Canton Avenue, a home where historical significance, rich character, and grand proportions come together. From the moment you step into the expansive foyer with its soaring 10-foot ceilings, you can feel the warmth and history of a home that has been deeply loved. Designed for effortless living and entertaining, the main level boasts a stately front-to-back living room with a cozy fireplace, a dedicated office with custom built-ins, a generous formal dining room, and a kitchen that flows seamlessly into an adjoining family room. A practical laundry room, a half bath, and a deep walk-in foyer closet complete this floor. With eight bedrooms and three finished baths spread across the upper levels, there is no shortage of space: Situated on a sprawling, half-acre level lot, the outdoor oasis features a private patio and a relaxing hot tub. The home is equipped with efficient gas heating and an updated 200-amp electrical panel. The Milton Hill location is unbeatable!

147 Canton Avenue, Milton

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

$3,895,000

5 Beds ⋅ 7 Baths ⋅ 73508385 MLS

This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family room with cathedral ceilings and a floor-to-ceiling stone fireplace anchors the home, complemented by a wet bar and direct access to the indoor heated pool and hot tub. An elegant foyer with a curved staircase leads to five well-appointed bedrooms. The expansive lower level offers multiple flex spaces, including a home gym, recreation rooms, and a private theater. Designed for both everyday living and memorable entertaining, this home delivers a rare blend of space, privacy, and resort-style amenities.

90 Countryside Ln, Milton

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

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