Milton Real Estate

Welcome to Milton, Massachusetts – a hidden gem nestled in Norfolk County, where charming suburban living meets rich history and vibrant community spirit. Just a stone's throw from downtown Boston, Milton boasts a unique blend of picturesque landscapes, top-notch educational institutions, and a welcoming atmosphere that makes it an ideal place to call home.

As you stroll through Milton, you'll be captivated by its beautiful tree-lined streets and stunning historic homes that reflect the town's rich heritage. With a population of around 27,000 residents, Milton offers a close-knit community feel while providing easy access to the bustling city life of Boston. Outdoor enthusiasts will adore the numerous parks and recreational areas, including the expansive Blue Hills Reservation, perfect for hiking, biking, and enjoying nature.

Milton is renowned for its exceptional school system, consistently ranking among the top in the state. Families are drawn to the area for its commitment to education, with several private and public schools offering excellent academic programs. The town also features a vibrant arts scene, with local galleries and cultural events that engage residents of all ages.

Dining and shopping options abound in Milton, with a variety of quaint cafes, restaurants, and boutique shops that cater to every taste. Whether you’re savoring a meal at a local eatery or exploring the community's seasonal farmers' market, there's always something delightful to discover.

With its perfect mix of suburban tranquility and urban convenience, Milton, MA, is a place where you can truly thrive. Come explore this beautiful town and find your dream home in a community that feels just right!

Newest Listings in Milton

$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.

$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.

$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.

$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.

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