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112 Brush Hill Rd, Milton
$1,180,000
8 Beds ⋅ 5 Baths ⋅ 73586409 MLS
Tenants have lease until End of Nov. Discover this beautifully updated 2-family home in one of Milton’s most desirable locations! This spacious three-story property is perfect for both investors and owner-occupants. The first floor has been fully renovated, showcasing a modern kitchen with stainless steel appliances, quartz countertops, and a bright open layout. The second unit extends across two levels, with generous bedrooms, ample storage, and a third-floor bonus retreat featuring a wet bar—ideal for entertaining or creating a private suite. Location highlights: set on Brush Hill Rd, the home offers quick access to I-93, making commutes to Boston and Cambridge effortless. Enjoy proximity to Blue Hills Reservation for outdoor recreation, top-rated Milton schools, local shops, and restaurants. With strong rental potential, versatile living options, and a prime location, this updated multi-family is a rare find in Milton. Move right in and start enjoying everything this home.

112 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Angela Cui from Listing Office: Keller Williams Realty.
440 Central Ave Unit 2, Milton
$899,000
4 Beds ⋅ 2 Baths ⋅ 73585762 MLS
Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

440 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
440 Central Ave Unit 2, Milton
$899,000
4 Beds ⋅ 2 Baths ⋅ 73585759 MLS
Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

440 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
60 Sassamon Ave, Milton
$999,000
5 Beds ⋅ 3 Baths ⋅ 73585240 MLS
As you enter 60 Sassamon Avenue, you'll be welcomed by high ceilings, a fireplaced living room, newly refinished hardwood floors and three levels of living space. The current owners have completed numerous updates over the past five years, including a new furnace, new water heater, replacement windows and a refreshed kitchen featuring stainless steel appliances, new countertops and new flooring. With five bedrooms, two full baths and one-half bath, this charming Colonial offers ample space and flexibility for today's lifestyle. The expansive family room is sure to become a favorite gathering place, featuring new flooring, a vaulted ceiling with skylights, and direct access to the back deck and backyard. The first floor also includes a formal dining room, a versatile bedroom that could serve as a home office or playroom, a full bath with a shower, a convenient laundry room as well as a powder room. The second floor offers two bedrooms, an additional room ideal for a nursery or home office, and a full bath. Located on second floor there’s a balcony off the small room offering a wonderful view and often beautiful sunsets. On the third floor, there are two newly carpeted bedrooms, providing private and comfortable living space. Set on an oversized lot, the property also features a private side entrance leading to the finished lower level, ideal for a home gym, office, media room, or playroom. The basement is also accessible from the kitchen. The generous side yard provides exceptional outdoor space for recreation, gardening, or entertaining while offering potential opportunities for future expansion. Connected to the garage, built in 2011, there's a heated "bonus room", providing valuable flex space for hobbies, work, recreation, or a private retreat. Above the garage, you'll find abundant storage space, providing room for seasonal items, equipment & household belongings. Nestled at the base of the Blue Hills Reservation, this highly sought-after neighborhood is known for its generous lot sizes, strong sense of community & homes that have been thoughtfully expanded and improved over the years. Conveniently located near Routes 128/I-95 and 24, the property offers an easy commute to Boston and points south, while University Station while University Station & Route 128 Amtrak station are less than eight miles away. If you're hoping to be settled into your new home by the holiday season, come by and fall in love with 60 Sassamon Avenue. You'll be glad you did!

60 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.
88 Wharf Street Unit 402, Milton
$839,000
1 Beds ⋅ 2 Baths ⋅ 73584836 MLS ⋅ ['Milton Landing'] BLDG.
Welcome to your sanctuary in the sky. This rare waterfront 1-bedroom + den, 2 full bath residence offers breathtaking views of the Neponset River Estuary from nearly every room. Enjoy ever-changing skies and serene water views from the Juliette balcony, spacious living area, and tranquil primary suite. The generous chef-friendly kitchen and cheerful interior are perfectly designed for everyday living and entertaining. The versatile den with French doors is ideal as an office, reading room, or guest space. Thoughtfully designed with abundant closet space, a fully functional pantry, and exceptional storage throughout. Luxury amenities include concierge service, fitness center, club room, beautiful outdoor patio, and one outdoor parking space. Madre Osteria is a favorite gathering place just downstairs, while walking and biking trails, coffee shops, yoga, and Pilates studios are just moments away. Waterfront living, stunning views, and effortless convenience come together in this exceptional home.

88 Wharf Street Unit 402, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.
21-A High St Unit 1, Milton
$699,000
2 Beds ⋅ 2 Baths ⋅ 73584695 MLS
Welcome home to this beautifully appointed 2-bedroom, 2-bathroom condo offering convenience, and an unbeatable location. The open and inviting layout features central air, in-unit laundry, and deeded garage parking, along with private outdoor space perfect for entertaining. Just steps from popular neighborhood hot spots like Steel & Rye, Two Pence Market, fitness and Pilates studios. Enjoy easy access to the Neponset Greenway Trail and the Red Line T stop, making commuting and exploring the city a breeze. A wonderful opportunity to enjoy modern condo living in one of the area's most sought-after neighborhoods. Don't forget your own storage unit!

21-A High St Unit 1, Milton

Listing courtesy of Listing Agent: Kerry D'Ambroise from Listing Office: Columbus and Over Group, LLC.
19 Edward Avenue, Milton
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 73584614 MLS
Welcome to 19 Edward Avenue, a beautifully updated home nestled in one of Milton’s most cherished neighborhoods. Tucked away on one of the town's most secluded streets, this special location offers a wonderful sense of community where neighbors become friends, locals gather for impromptu lemonade stands, and walks to Cunningham Park are part of everyday life. Just moments from vibrant East Milton Square, you'll enjoy easy access to local favorites, dining, shopping, and recreation. Inside, a welcoming foyer leads to a spacious living room with a wood-burning fireplace, an inviting four-season sunroom with vaulted ceiling and slate flooring, an open, sun-filled kitchen and dining area perfect for everyday living and entertaining, both with direct access to the tranquil backyard. Upstairs are 3 generous bedrooms and 2 full baths, including a coveted primary suite. Thoughtfully updated throughout with timeless finishes, this home is move-in ready. Outside, the private backyard oasis features a beautifully maintained yard and patio, creating the perfect setting to relax, entertain, and enjoy all this exceptional home and neighborhood has to offer.

19 Edward Avenue, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.
454 Eliot St, Milton
$779,000
2 Beds ⋅ 2 Baths ⋅ 73584152 MLS
Shelter. Home. They are not always the same thing. But here, what’s necessary and what’s intimate are built into one floor living on a sizable lot at the gateway of the Columbine/Cliff neighborhood. This mid-century ranch has never asked for more than it needed. Two bedrooms, 1.5 baths, 1,200 square feet arranged with the kind of clarity that comes from a floor plan actually lived in. Every room in its right place. A walk-up attic is storage today. It could be more, if someone decides it should be. A screened porch looks out over a private yard and 13,000 sf lot where green space and solitude go hand in hand. Garden or structure to your heart’s content or just admire with a good book being the primary focus. Recent roof and central air have you off to a great start. For the downsizer or small household, it's complete as it stands. For the next owner with ambition and a dream, it's an invitation. Either way, the shelter is already here, and a home is what you will imagine and create.

454 Eliot St, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
23 Christopher Drive, Milton
$975,000
4 Beds ⋅ 2 Baths ⋅ 73583997 MLS
For the discerning buyer with vision, a spacious 9-room home in desirable East Milton awaits. Set on a residential side street, this well-loved property features 4–5 bedrooms, two full bathrooms, a two-car garage, and a level, fenced backyard on nearly a quarter-acre. The house lives considerably larger than you might expect, with generously proportioned rooms and abundant space at every turn. The main level features a huge front-to-back living room with a center fireplace, a kitchen brimming with possibility, a separate dining room with a built-in hutch, and a bright sunroom with an adjoining deck. The expansive, fenced 9,500+sf backyard provides ample room for gardening, sports, entertaining, or simply enjoying the outdoors. An office on this level offers flexibility and could serve as a fifth bedroom if desired, while a full bathroom adds convenience. Upstairs, you’ll find four exceptionally large corner bedrooms with excellent closet space, along with a second full bathroom. All hardwood floors throughout the home have just been refinished, and much of the interior has been freshly painted. Additional features include a large, wide-open unfinished basement with tall ceilings, along with an attached two-car garage. Situated minutes from the restaurants and shops of East Milton Square, Cunningham Park, top schools, and major commuting routes, this is your chance to make a property with character and an enviable location truly your own.

23 Christopher Drive, Milton

Listing courtesy of Listing Agent: Donna Charpentier from Listing Office: William Raveis R.E. & Home Services.
37 Century Ln, Milton
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 73583909 MLS
The Set Is Ready. A home provides the set for all the theater of our lives. The quiet mornings. The long dinners. The friends. The solitude. The ordinary days that turn out to matter most. This one has been carefully staged for all of it. The kitchen is well-designed, light and bright. Slants of light move across it through the day, and the work of the room feels easy. Beyond, the dining area opens to a stone terrace and a yard that is truly private. In warm months the doors stay open, and the living extends outside. A furry friend is safe and happy with the fully fenced space. A home office overlooks the backyard … work with a view of something green and inspiring. Three bedrooms offer rest and room to grow. Both baths are updated and just what you would have picked. Every good stage needs a wing. The mudroom is it: a place to leave boots, bags, and the day's weather before the next scene begins. Much of the best work here is behind the scenes. Updated roof, plumbing, electrical, HVAC, recessed lighting, hot water heater. The structure has been attended to, so the life inside can carry on. Outside the neighborhood does the rest. Cunningham Park is close by, with its fields, pool, and paths. East Milton's shops and restaurants are a short trip away where the Square has become, quietly, the new cool. There are many houses. 37 Century Lane is one of one. A place to settle in, and to create where you belong. The set is built. The lights are up. The rest of the story is yours to write. This must be the place.

37 Century Ln, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
5 Farmer Rd Unit 5, Milton
$699,000
2 Beds ⋅ 2 Baths ⋅ 73583847 MLS ⋅ ['Quisset Brook'] BLDG.
Tucked into the beautiful Blue Hills, this contemporary two-bedroom, two-bath condo offers the ease of one-level living along with your own private outdoor space. Set within a popular and well-established condominium community, this home provides a peaceful setting that feels connected to nature while offering all the comforts of condo living.A desirable community since it was first built, this is a wonderful opportunity to enjoy easy living in a beautiful Blue Hills setting. Convenient to all great things Milton.

5 Farmer Rd Unit 5, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
68 Smith Rd, Milton
$1,850,000
4 Baths ⋅ 73583711 MLS
Exceptional land, restoration, and redevelopment opportunity on the Milton/Hyde Park line. Situated on approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan, 68 Smith Rd features a substantial circa-1900 Colonial-style structure containing approximately 7,713 square feet per public record. Previously utilized as a school/institutional facility, the existing structure is not presently configured as a conventional residence, creating a unique opportunity for a buyer, builder, developer, or investor to explore restoration, renovation, or redevelopment of the site. The property offers substantial land area in a desirable Milton location with convenient access to Boston and surrounding communities. Property is being offered AS-IS. Existing structure is subject to a municipal order; buyer to independently verify current status. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield, permitted use or feasibility of conversion to residential use. Existing conditions plan and additional property information are available through MLS documents. Buyer and buyer’s representatives are responsible for independently verifying zoning, utilities, lot configuration, living area, intended use, and all required municipal approvals.

68 Smith Rd, Milton

Listing courtesy of Listing Agent: Zachary Dieujuste from Listing Office: Lifestyle Realty Group LLC.
93 Audubon Rd, Milton
$574,999
2 Beds ⋅ 2 Baths ⋅ 73583064 MLS
***OPEN HOUSE Wednesday, Oct 7th 12-1pm!*** Attention investors & contractors! This 2 bedroom, 1 bath Cape offers 1,594 sq. ft. of living space and an opportunity to create a beautiful home in one of Milton's most desirable communities. Conveniently located near local shops, restaurants, parks, Blue Hills Reservation, top-rated schools and major commuter routes with easy access to Boston. Here is your chance to build equity and customize a home in a sought-after location. Property being sold as is. **Showings only available at Open House!

93 Audubon Rd, Milton

Listing courtesy of Listing Agent: Catherine Walsh from Listing Office: Coldwell Banker Realty - Easton.
11 Austin St, Milton
$859,999
3 Beds ⋅ 2 Baths ⋅ 73582555 MLS
Discover a piece of Milton's heritage at 11 Austin St, a charming single-family residence built in 1910, offering 1460 square feet of thoughtfully designed living space. This property presents a unique opportunity to embrace a lifestyle characterized by classic charm and modern convenience. The home features three and half comfortable bedrooms, providing ample private space for relaxation, rejuvenation and a potential office space. With one full bathroom and an additional half bathroom, the property offers practical amenities for daily living. Experience the enduring appeal of a home designed for comfortable living, perfectly situated on a 3115 square foot lot, and close to the highway, nearby shopping, public transportation and more. Schedule your private viewing and envision the possibilities at this remarkable Milton address. The TV and soundbar is included in sale unless otherwise communicated.

11 Austin St, Milton

Listing courtesy of Listing Agent: Stephen Gousby from Listing Office: Gousby Realty Group LLC.
68 Avalon Rd, Milton
$1,249,000
4 Beds ⋅ 3 Baths ⋅ 73581867 MLS
Nestled in the highly coveted Columbine neighborhood, this picture-perfect home is overflowing with charm, character, and timeless detail. Perched high on the lot and surrounded by mature trees, it enjoys a wonderful treehouse-like setting, where nature fills every window and creates a peaceful sense of retreat.Lovingly maintained and thoughtfully renovated over the years, the home beautifully blends its original character with the comforts of modern living. Sunlight pours into the inviting rooms, highlighting the warm architectural details and creating spaces that feel both elegant and welcoming. Whether gathering with friends or enjoying a quiet evening at home, every room has a special warmth and personality. The enchanting backyard feels as though it was borrowed from Beacon Hill, offering a private oasis with charming landscaping and intimate outdoor spaces perfect for entertaining, gardening, or simply unwinding at the end of the day. Central air adds modern convenience, while the home's tasteful updates ensure it is move-in ready without sacrificing its soul. A rare opportunity to own a truly special home in one of the area's most beloved neighborhoods, this Columbine gem offers the perfect combination of charm, comfort, and character in a setting that feels worlds away, yet remains close to everything.

68 Avalon Rd, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
901 Randolph Ave, Milton
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 73581598 MLS
Come take a fresh look at 901 Randolph Ave. At its new price, this beautifully updated Milton home offers an exceptional combination of space, lifestyle and value. Inside, you’ll find a truly move-in-ready home with a beautifully updated kitchen featuring a 12-foot island, quartz countertops, Thermador appliances and an open floor plan. All three full baths have been fully renovated. Outside, extensive improvements include new windows, siding, garage doors and roof. But what truly sets this property apart is what awaits out back: more than an acre of land, a gorgeous deck, in-ground pool, built-in outdoor kitchen and a spectacular setting overlooking the 12th hole of Wollaston. Whether entertaining a crowd, spending summer afternoons by the pool or simply enjoying the view, this is a backyard designed to be enjoyed. With 4,772 SF and nothing left to do, this home offers an opportunity that deserves another look. The main-road location is balanced by a remarkably private backyard retreat, where the pool, outdoor kitchen and sweeping views of Wollaston create something truly special.

901 Randolph Ave, Milton

Listing courtesy of Listing Agent: Beth Rooney from Listing Office: eXp Realty LLC - Corporate Office.
47 Washington St, Milton
$1,395,000
5 Beds ⋅ 2 Baths ⋅ 73581557 MLS
Lovingly restored and beautifully maintained, this stunning Victorian seamlessly blends timeless architectural character with modern comfort. Soaring ceilings, gracious proportions, and abundant natural light create an open and airy feel throughout, while carefully preserved period details add warmth, charm, and a sense of history at every turn. Offering three substantial floors of living space, the home provides exceptional flexibility for today's lifestyle, with inviting gathering spaces, comfortable private retreats, and room to grow, work, and entertain. The thoughtful layout flows effortlessly from room to room, creating an atmosphere that is both elegant and welcoming. Step outside to an entertaining-sized yard, perfect for summer barbecues, outdoor celebrations, gardening, or simply relaxing with family and friends. An oversized two-car garage adds convenience and ample storage, a rare and valuable feature. Ideally situated just a short stroll from boutique shops, popular restaurants, cafés, and everyday conveniences, this special home offers the perfect blend of historic beauty and walkable living. Rich in character, beautifully restored, and ideally located, this Victorian is a rare opportunity to enjoy the charm of a bygone era with all the comforts of today.

47 Washington St, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
59 Blue Hill Terrace St, Milton
$749,000
4 Beds ⋅ 2 Baths ⋅ 73581314 MLS
There comes a time when an opportunity presents itself that is simply too good to pass up and we are serving this one up on a silver platter! Step through the welcoming front entryway of this classic side entrance Colonial and you'll feel it right away, high ceilings, bright natural light and an easy circular flow from room to room. French doors open to the cozy fireplaced living room which connects to the dining room and an updated kitchen ready for weeknight dinners and weekend hosting. A versatile bonus room on the first floor is big enough to use as a home office, guest bedroom, den or playroom. Four generous bedrooms and two full baths give you plenty of room to grow. Freshly painted inside and out there's no project list here, so your biggest decision this fall is what candy you'll hand out on Halloween! The private backyard is made for crisp fall nights around the fire pit, fetch with Fido or that future swing set. This location gives you the best of both worlds, just minutes to the Milton trolley/Red Line/Commuter Rail for an easy ride into Boston paired with the trails of the Blue Hills right in your backyard for weekend hikes. Come see it before someone else does!

59 Blue Hill Terrace St, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
37 Mingo St, Milton
$899,000
2 Beds ⋅ 1 Baths ⋅ 73581153 MLS
Located in one of Milton's most desirable neighborhoods, the possibilities are endless with this cape style ranch on a level .48 acre lot. Just move in and take your time to design your dream expansion, or downsizers who aren't ready for condo living this is your chance! Dripping with charm, and meticulously maintained, you'll be enchanted by the cozy one level layout. A fireplaced living room with substantial built-ins is the heart of the home. Sip your morning coffee on the four season porch, a sunny sanctuary overlooking the expansive back yard. A cheery white cabinetry kitchen is both functional and inviting. Two spacious bedrooms including a serene master are nicely positioned. Stay within the footprint and double your square footage by finishing the wide open basement. A walkup attic also offers opportunity for storage or your vision. Centrally located, minutes to Route 128/95, I-93, hiking and recreation at the Blue Hills, the commuter rail, and Milton's brand new playground at Peverly Park. Make a visit to 37 Mingo and start dreaming how to make it your own.

37 Mingo St, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
17 Hallen Ave, Milton
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 73579718 MLS
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.
27 Glendale Road, Milton
$1,195,000
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.
36 Central Ave Unit 15, Milton
$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.
631 Blue Hill Ave, 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.
61 Belcher Cir, 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.
29 Laurel Rd, Milton
$1,275,000
8 Beds ⋅ 4 Baths ⋅ 73575852 MLS
NEW PRICE! 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.
65 Sassamon Ave, Milton
$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..
1200 Brook Road, Milton
$875,000
3 Beds ⋅ 2 Baths ⋅ 73574978 MLS
PRICE IMPROVEMENT! EXCELLENT VALUE AND THE BIG TICKET ITEMS ARE COMPLETE! 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.
84 Blue Hills Parkway, Milton
$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.
133 Gulliver St, Milton
$829,000
3 Beds ⋅ 1 Baths ⋅ 73574820 MLS
This is the One! Welcome to 133 Gulliver St - An inviting 3-bedroom, 1,402 sq ft home in one of Milton’s most desirable neighborhoods. Set on a quiet street in the heart of Milton Center - walk to schools and parks. Comfortable main level includes a front to back fireplaced living room, formal dining room with chair rail and crown molding and a large family room that overlooks the spacious level fenced yard. Utilities include: 200 Amp electric, Efficient Gas heating and Hot water with tons of basement storage. Classic Milton Character in an ideal and walkable location. This one won't last!

133 Gulliver St, Milton

Listing courtesy of Listing Agent: Mikel Defrancesco from Listing Office: William Raveis R.E. & Home Services.
197 Blue Hills Pkwy, Milton
$1,200,000
7 Beds ⋅ 3 Baths ⋅ 73574773 MLS
Weekend open houses: Saturday, October 3, 2:00–3:30 p.m., and Sunday, October 4, 2:00 - 3:30 p.m. Private tours available anytime.Rare three-family on Blue Hills Parkway in the Milton Public Schools district, between the Neponset bike path and Blue Hills Reservation. Tucker School is next door; Churchill’s is down the parkway; Mattapan Station, local buses, and highway access are a short hop. Trails and neighborhood parks are out the front door.Three units: first-floor 2-bedroom (currently configured as a 3-bedroom); second-floor 3-bedroom; and a third floor 1-bedroom. The first-floor unit is vacant and opens to a large lower level. Use the lower level as office, workshop, or storage—or expand into an owner’s suite. A 3/4 bath & laundry hookup -- already in place. Keep as-is for activity/office space, or a rec room. Units 2 and 3 are occupied, so you can live on the first floor, keep the rental income from 2 apartments, and permit the lower-level work on your timeline.Hard to find this much flexibility in Milton this close to the Reservation and the T.Units 2 and 3 require a minimum 24-hour notice to show. Come through Saturday or Sunday, or schedule a private tour.

197 Blue Hills Pkwy, Milton

Listing courtesy of Listing Agent: Rogerio Rodriguez from Listing Office: Gibson Sotheby's International Realty.

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