Milton Real Estate

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

$1,300,000
3 Beds ⋅ 3 Baths ⋅ 73579718 MLS
***OPEN HOUSE SUNDAY SEPTEMBER 20TH 12:00PM - 2:00PM*** Exceptional space, flexibility and outdoor living await at 17 Hallen Avenue. Set on an expansive 40,000-square-foot lot, this sprawling Milton ranch offers 3,658 SF of total living area, an in-ground swimming pool, attached 2-car garage and driveway parking for up to 6 additional vehicles.The 1,941 SF main level features all 3 bedrooms and 2 full bathrooms, providing the convenience of primarily one-level living. The main level offers 8 rooms, including a spacious living room, dining room, eat-in kitchen, enclosed sunroom and a versatile bonus room with multiple access points, including direct access to the garage. Two fireplaces, central air, a main-level laundry area and generous storage add to the home’s functionality.The finished 1,717 SF lower level provides exceptional additional living space with 4 rooms, including a second eat-in kitchen, a large entertainment room and two additional bonus rooms, plus a second laundry area and additional crawl-space storage. The lower level also offers direct backyard access and interior access to the main level. With its second kitchen, full bathroom, laundry facilities and flexible layout, this level offers excellent potential for an in-law or multigenerational living arrangement, or possible ADU conversion, subject to applicable zoning, permitting and approvals.Additional storage is available in the spacious attic storage area and large outdoor shed. Outside, the expansive grounds and in-ground swimming pool create an outstanding setting for entertaining, recreation and summer enjoyment.Ideally situated in Milton, the property combines suburban space with exceptional proximity to Boston—approximately 10 miles from Downtown Boston—while remaining close to Milton Academy, Wollaston Golf Club, East Milton Square, Novara, Abby Park and many of Milton’s local amenities. Nature lovers and outdoor enthusiasts will appreciate nearby Blue Hills Reservation, offering hiking, year-round recreation and seasonal skiing.17 Hallen Avenue offers a rare combination of 12 rooms, two kitchens, two laundry areas, flexible multigenerational living space, abundant parking, generous storage, a pool and a substantial lot—all with convenient access to Boston.

17 Hallen Ave, Milton

Listing courtesy of Listing Agent: Lindsey & Associates Realty Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.
$1,295,000
5 Beds ⋅ 3 Baths ⋅ 73579278 MLS
Cunningham Park location! This spacious colonial home has loads of living space in a quiet neighborhood, just minutes to Cunningham & Collicot Schools, East Milton Square and all that Milton has to offer. On the first floor, you'll find an updated kitchen with a large granite island, a formal living room, open concept dining area and a comfy family room, a half bath and a home office/additional bedroom. The sunny family room walks out to the back patio with steps to the inground swimming pool. Back inside, on the second floor, you'll find four bedrooms, including a primary suite with an ensuite bathroom as well as the family full bath room. The partially finished basement offers an option for a play room or den, laundry, additional storage and access to the one car garage. Plus, 27 Glendale Road has central AC! The Cunningham Park location is the hub for a variety of year round activities including a playground, swimming & swim lessons, soccer, softball and baseball games, the community garden, meetings and bowling at Cunningham Hall, plus a new street hockey court. Milton is located close to Boston's major medical area as well as within 10 miles to Logan Airport. Near by you'll find many commuting options, this home is close to Routes 3, 24, 93 & 128 as well as the Redline Trolley and T Stations.

27 Glendale Road, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.
$1,425,000
2 Beds ⋅ 2 Baths ⋅ 73578983 MLS
Welcome to 36 Central, Unit 15! This is a rare opportunity to purchase one of the largest and most beautiful sun-filled units located at 36 Central. Located on the top floor, this spacious unit features an open floor plan with two bedrooms, two full baths, French doors leading to the den/home office, marble kitchen and baths, stainless appliances, wood floors, detailed moldings and custom built-ins, large primary en suite with walk-in closet, French doors opening to two balconies and a gas fireplace. Ideally located and minutes from downtown Boston, you will walk to shops, restaurants, a walking trail along the Neponset River, Turner's Pond, schools and the T. This is one you won't want to miss! Showing may begin immediately.

36 Central Ave Unit 15, Milton

Listing courtesy of Listing Agent: Meredith Hall from Listing Office: Coldwell Banker Realty - Milton.
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 73578489 MLS
Welcome home to this young Colonial, thoughtfully designed for today's lifestyle with soaring ceilings, abundant natural light, and an effortless open-concept floor plan. The heart of the home is the stunning kitchen and family room combination, creating the perfect space for everyday living and entertaining alike. Sun-splashed rooms throughout offer warmth and comfort, while generous living spaces provide room to gather, relax, and grow. Set on a large, private, fenced-in lot, this property offers a rare sense of seclusion and tranquility, creating your own backyard retreat. Ideally located just moments from Milton's top-rated schools, scenic parks and walking trails, local shops, restaurants, and convenient commuter routes, this exceptional home combines modern comfort with an unbeatable location.

578 Randolph Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
$1,249,000
4 Beds ⋅ 2 Baths ⋅ 73578361 MLS
Welcome to 10 Hazel Street, a beautifully updated 4-bedroom home tucked away on one of Milton’s quintessential side streets, offering the perfect blend of classic New England character and modern comfort. At the heart of the home is a brand-new kitchen featuring custom white cabinetry, quartz countertops, a stylish tile backsplash, Bosch range, Thermador drawer microwave, Summit beverage refrigerator, and generous workspace for everyday living and entertaining. The kitchen flows naturally into the home’s inviting living spaces, where high ceilings, hardwood floors, crown moldings, and abundant natural light preserve the warmth and character of the original home. The flexible floor plan includes four bedrooms and two full baths, with plumbing already in place for a potential third full bath. The primary suite features a walk-in closet and adjoining office, creating an ideal work-from-home space or an opportunity to add an additional bath. The finished lower level provides even more versatility for a family room, playroom, gym, or additional home office. Outside, the fenced and beautifully landscaped backyard feels like a private retreat, complete with a spacious patio, mature plantings, irrigation, and plenty of room to entertain or unwind. A substantial carriage house provides exceptional storage and adds to the property’s classic charm. Additional features include central air conditioning, tankless systems, heated bathroom flooring, and thoughtful updates throughout. Ideally situated close to Cunningham Park, neighborhood schools, and the shops and restaurants of East Milton Square, 10 Hazel Street delivers character, location, and modern updates in one of Milton’s most convenient neighborhood settings.

10 Hazel Street, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.
$1,195,000
5 Beds ⋅ 2 Baths ⋅ 73578075 MLS
A hidden gem in the Columbines, 19 Gaskins Road is set among mature trees and flowering woodland perennials on a private road. This gracious 5 bedroom Crosby-built home on 9500+ s.f. lot is not your typical center entrance colonial. From the stately columns at the front and side porches, to the triple windows in the living and dining rooms, to the graceful ‘Good Morning’ staircase and striking architectural details, this handsome home exudes character and charm. The large entrance hall opens to a flowing floor plan ideal for entertaining, with a light-filled, fireplaced living room and small library with a second fireplace. The kitchen is open to the generous dining area, and both kitchen and dining room access the porch. The second floor boasts four large corner bedrooms with sizeable closets, plus a bonus extra bedroom or home office. The enormous attic contains an oversized cedar closet and ample room for expansion. Downstairs, the walk-out basement is partially finished and offers potential for a wine cellar or greenhouse. Screened by shade trees in the warmer months, the backyard is large enough for games or a future patio and outdoor kitchen, while the deep, covered side porch provides for sheltered al fresco dining. Within walking distance of Turner’s Pond, schools, trolley, bike path, and Lower Mills shops and dining, this is the Columbines house you’ve been waiting for.

19 Gaskins Road, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.
$899,000
3 Beds ⋅ 3 Baths ⋅ 73577397 MLS
Privately sited on a beautiful one-acre parcel, this substantial home commands attention with its impressive scale, high ceilings, and spacious layout. Sun-filled rooms and expansive living areas create an inviting atmosphere while offering tremendous flexibility for today's lifestyle needs. Whether you're seeking space to grow, entertain, or customize to your personal vision, this property presents an extraordinary opportunity to unlock its full potential. A rare chance to own a home with incredible bones, exceptional privacy, and endless possibilities. Property is currently VA financed and potentially can transfer rate to VA financed buyer. Buyer and buyer agent to do all due diligence in this matter.

631 Blue Hill Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
$1,025,000
4 Beds ⋅ 2 Baths ⋅ 73577111 MLS
There's a particular kind of quiet that settles over a Victorian like this one, built in 1902 and still wearing its history proudly. Step onto the wrap around front porch and through a front door that has welcomed families for well over a century. This is a house that knows what it is. Inside, the bones tell the story, quarter sawn oak trim, a grand front staircase with a hand turned newel post and a good morning staircase leading to the second floor, French doors with their original beveled glass and wide plank oak floors that still glow. Three full levels of living offer four large corner bedrooms flooded with light from multiple exposures. This is your chance to start with a clean slate and design the chef's kitchen you've been dreaming about, choose your favorite Benjamin Moore colors or make a statement with Thibaut wallpaper in the front hall. The craftsmanship is already here. The vision is yours to add. Outside, the property sits on nearly a quarter acre and backs directly to Andrews Park, with tennis courts, playground, baseball fields and green space right out your back door. Mature trees wrap the lot and it's hard to believe you're this close to the cityscape. Add in the benefit of top ranked Milton Public Schools, with Milton High School consistently recognized among the best in Massachusetts. Pair that with proximity to the North Quincy Red Line station, the expressway and the shops and restaurants of East Milton Square, making this one of Milton's most connected and most desired addresses. This is a house built to be lived in for another hundred years. The only question is what you'll bring to it!

61 Belcher Cir, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
$1,325,000
8 Beds ⋅ 4 Baths ⋅ 73575852 MLS
Renovated two family in desirable Milton location, close to schools parks and an array of commute options. 29 Laurel Road is an unmatched opportunity for the savvy end user buyer or investor. Live multi-generational and owner occupy, off-set your mortgage payment with a tenant or hold as an investment opportunity with a promising return. Both units are turnkey, freshly painted and floors refinished. Modern living is easy with the open flow of the renovated quartz and stainless kitchens that blend seamlessly into the main living areas. Versatility in beds and baths abounds in Unit 1, with 3 spacious bedrooms and 1 full bath on the main level and a bonus 4th bedroom in the lower level with it's own full bath, kitchenette and sitting area- perfect for an extended stay guest or ADU potential. Unit 2 spans two floors and has 4 bedrooms, including an upper level sunny master suite with additional ensuite full bath. A separate home office in Unit 2 makes work from home a breeze. Outdoors you'll find a level yard, separate rear porches and a spacious 2 car garage. Separately metered utilities, central air, gas heat, a renovated laundry area and exclusive storage closets make it easy to just move in and maximize your investment on Day 1. Walkable to Kelly Field, schools and easily accessible to multiple public transit options. Make a visit to 29 Laurel and see for yourself the possibilities!

29 Laurel Rd, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
$779,000
2 Beds ⋅ 2 Baths ⋅ 73575577 MLS
Welcome to this charming modern ranch-style home offering comfortable single-level living in a desirable Milton location. This well-maintained home features 2 bedrooms, 2 full bathrooms, newer furnace, newer water heater, refinished hardwood floors throughout, newer windows, central heat and air conditioning, and a bright, inviting interior. Functional floor plan includes spacious living areas. One-car garage located under, and additional storage. The expansive unfinished basement flexible space, presenting excellent expansion potential for future living areas, recreation space, a home office, fitness area, or workshop. Attractive curb appeal and a comfortable layout make this property truly stand out. Conveniently situated with easy highway access and close to local amenities, this home offers a wonderful opportunity to personalize and enjoy for years to come. Access to I-93, public transportation, Wollaston Golf course and the Blue Hills Reservation for year-round adventure.

65 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Olivia Tjie from Listing Office: Redfin Corp..
$895,000
3 Beds ⋅ 2 Baths ⋅ 73574978 MLS
Set in a convenient Milton location, this classic English Colonial combines timeless character with significant recent improvements. The seller has invested significantly in the property with a NEW ROOF, NEW HEATING AND HOT WATER SYSTEMS, NEW FENCE, NEW DRIVEWAY, gas fireplace and newly updated appliances, allowing the next owner to focus on making the home their own. Step inside to a bright, inviting eat in kitchen featuring a breakfast bar and peninsula, plenty of room for a dining table or can also be used as flexible space for homework nook, a home office or whatever your lifestyle calls for. Direct access from the kitchen leads to the back deck, driveway and a fenced yard, making the outdoor space an easy extension of everyday living. From the kitchen, the floor plan flows naturally into the formal dining room and spacious living room, where a gas fireplace creates a warm focal point. Hardwood floors, crown molding and wainscoting add the timeless details that give this home its character. A convenient half bath completes the first floor. Upstairs are three well-proportioned bedrooms and a full bath. Continue to the finished third floor for valuable bonus space that can adapt as your needs change, whether used as a home office, playroom, gym, creative space or guest retreat. The basement offers high ceilings, newer washer and dryer, excellent storage and direct access to the garage. AND THEN THERE IS THE LOCATION! For buyers who love the conveniences of city living but are ready for more space, this part of Milton offers a great balance. East Milton Square and neighborhood favorites are just minutes away, with coffee shops, restaurants, fitness options and everyday conveniences close at hand. The Fruit Center Marketplace is a local favorite for everything from everyday groceries to quality meats, seafood, prepared foods, wine and specialty items, while nearby Julianne's, Novara and Abby Park add plenty of options for dining close to home. Cunningham Park provides acres of green space and recreation nearby, while easy access to I 93 makes commuting into Boston, heading to the South Shore or getting out of town especially convenient. With its classic Colonial character, inviting living space, garage and substantial recent improvements already completed, 1200 Brook Road is ready for its new owners. Come see why this Milton home may be the one you’ve been waiting for. Easy to show!

1200 Brook Road, Milton

Listing courtesy of Listing Agent: The Residential Group from Listing Office: Coldwell Banker Realty - Brookline.
$999,900
4 Beds ⋅ 3 Baths ⋅ 73574898 MLS
Beautifully Renovated 5 Bedroom Colonial - Where Classic Charm Meets Modern Elegance. Step into timeless sophistication in this tastefully updated home. Newly redesigned to blend traditional character with contemporary luxury. Sun-drenched interiors showcase a grand foyer, coffered ceilings, & gleaming hardwood floors. Brand-new kitchen features granite counters, stainless steel appliances, and ample space for entertaining. Upstairs offers 5-6 generously sized bedrooms with room for everyone, a home office, or adjoining nursery. Luxurious primary suite includes a private bath with expansive closet space. Enjoy formal dining, a dedicated sitting room, and 3 spacious levels of living plus an additional fully finished basement ideal for a media room, play room, or home gym. Renovated Inside & Out ...Completely Turn-Key! Prime Milton location with top-rated schools, a quick drive to downtown Boston, and steps to public transportation.

84 Blue Hills Parkway, Milton

Listing courtesy of Listing Agent: Tatiana Diaz from Listing Office: William Raveis R.E. & Home Services.
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