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5 Farmer Rd Unit 5, Milton
$699,000
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73583847 MLS ⋅ 1,539 SqFt.
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
68 Smith Rd, Milton
$1,850,000
4 Baths ⋅ ACTIVE Status ⋅ 73583711 MLS ⋅ 7,713 SqFt.
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
68 Smith Rd, Milton
$1,850,000
ACTIVE Status ⋅ 73583504 MLS
Rare redevelopment opportunity on the Milton/Hyde Park line. 68 Smith Rd offers approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan. The property is located in Milton’s Residence A zoning district and offers a substantial site with an existing circa-1900 structure, creating a unique opportunity for a builder, developer, investor or end user to explore renovation, redevelopment or a new vision for the property. With its desirable Milton location, generous land area and proximity to both Milton and Boston, the site offers a compelling setting for future development subject to applicable zoning, permitting and municipal approvals. The property is being offered AS-IS. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield or permitted use. Existing conditions plan and additional property information are available through MLS documents. Buyers and their representatives are responsible for independently verifying all information, zoning, utilities, lot configuration and intended use.

68 Smith Rd, Milton
11 Austin St, Milton
$829,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73582555 MLS ⋅ 1,460 SqFt.
Motivated Seller! Ask about rate buy down! 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
68 Avalon Rd, Milton
$1,249,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73581867 MLS ⋅ 2,079 SqFt.
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
901 Randolph Ave, Milton
$1,895,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73581598 MLS ⋅ 4,772 SqFt.
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
47 Washington St, Milton
$1,422,000
5 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73581557 MLS ⋅ 2,670 SqFt.
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
59 Blue Hill Terrace St, Milton
$775,000
4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73581314 MLS ⋅ 1,564 SqFt.
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
37 Mingo St, Milton
$1,015,000
2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73581153 MLS ⋅ 1,064 SqFt.
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
17 Hallen Ave, Milton
$1,300,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73579718 MLS ⋅ 3,658 SqFt.
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
27 Glendale Road, Milton
$999,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73579278 MLS ⋅ 2,462 SqFt.
Motivated seller - don't miss out! This is the best opportunity in Milton. 27 Glendale Road has an updated kitchen, with large island, stainless steel appliances & an open concept dining area.Close to Milton Schools & Cunningham Park.Plus, a spacious primary suite with large close and glass enclosed shower stall. Also, this home has Central AC, 5 bedrooms, a partially finished basement and a one car garage. Lastly, this home has an in ground pool!Ready for new owners!!

27 Glendale Road, Milton
36 Central Ave Unit 15, Milton
$1,425,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73578983 MLS ⋅ 1,800 SqFt.
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
578 Randolph Ave, Milton
$1,395,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578489 MLS ⋅ 2,310 SqFt.
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
10 Hazel Street, Milton
$1,249,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578361 MLS ⋅ 2,273 SqFt.
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
19 Gaskins Road, Milton
$1,275,000
5 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73578075 MLS ⋅ 2,184 SqFt.
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
631 Blue Hill Ave, Milton
$899,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73577397 MLS ⋅ 2,517 SqFt.
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
61 Belcher Cir, Milton
$949,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73577111 MLS ⋅ 2,155 SqFt.
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
29 Laurel Rd, Milton
$1,275,000
8 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73575852 MLS ⋅ 3,802 SqFt.
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
65 Sassamon Ave, Milton
$759,000
2 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73575577 MLS ⋅ 1,124 SqFt.
REDUCED to sell! Must see! Move into 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. Spacious living area, private yard, drive way and one-car garage located under plus 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. Desirable top school district. 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. Move in ready!

65 Sassamon Ave, Milton
1200 Brook Road, Milton
$870,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73574978 MLS ⋅ 1,760 SqFt.
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
84 Blue Hills Parkway, Milton
$949,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73574898 MLS ⋅ 3,328 SqFt.
Ask About Rate Buy-Down Incentives on this Property!! 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. Open House This Sat, Oct 31 11:00 - 12:30

84 Blue Hills Parkway, Milton
197 Blue Hills Pkwy, Milton
$1,200,000
7 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73574773 MLS ⋅ 2,860 SqFt.
View By appointment 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 right 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 space,kiddy play-rooms, maybe take up a hobby — or expand the 1st Floor unit into the massive sq footage on the lower level. A giant 1st & ground 2-floor owner’s suite come to mind. (Bonus 3/4 bath & laundry hookup -- already there) Build yourself some wealth. Units 2 and 3 are occupied, so you can live on the first floor, keep the rental income from top 2 apartments, while you figure out what to do with all that space, work on your timeline. Hard to find this much flexibility in Milton this close to the Reservation, highway, schools and public transportation. Units 2 and 3 are market rate tenant occupied. Bespoke showings need a minimum 24-hour notice to accommodate the children's nap schedules. Come through this Saturday, or schedule a private tour. Many possibilities.

197 Blue Hills Pkwy, Milton
80 Pleasant St. Unit 2, Milton
$715,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73574274 MLS ⋅ 1,806 SqFt.
OPEN HOUSE CANCELLED, OFFER ACCEPTED. You thought you needed a single-family home in Milton—until this condo hit the market. Offering 1,800+ sq ft of living space across two levels, 3+ bedrooms, 2 full baths, 3 off-street parking spaces and multiple outdoor spaces, this move-in-ready home delivers the space and everyday functionality of a house at an unbeatable price point. The main level features two generously sized bedrooms, a full bath and a separate office/flex space ideal for working from home, hobbies or a playroom. The kitchen is appointed with granite countertops and stainless steel appliances, while in-unit laundry and central air add everyday convenience. Upstairs, the oversized primary suite creates a private retreat of its own, complete with an en suite bath and multiple spacious walk-in closets. The bedroom also features a spacious sitting area that can be used as a home gym, 2nd home office, or rec room. Ample storage throughout is another standout. The home features 2 private decks and access to a shared backyard on a corner lot. The location offers the best of Milton in multiple directions: enjoy the shops, restaurants and conveniences of East Milton Square, recreation at Cunningham Park, and miles of hiking, biking and running trails at the Blue Hills Reservation. With easy highway access and Boston just 10 miles away.

80 Pleasant St. Unit 2, Milton
22 Windsor Rd, Milton
$2,015,000
4 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73573740 MLS ⋅ 4,013 SqFt.
Located in Milton’s desirable Columbine neighborhood, this fully renovated four-bedroom Dutch Colonial offers exceptional design and incredible indoor-outdoor living. The magazine-worthy interior features a classic New England-style kitchen with soapstone countertops and Wolf and Sub-Zero appliances. A spacious breakfast nook with French doors to the backyard and formal dining room with patio access create an ideal setting for entertaining. The home offers two full and three half baths, plus finished attic and lower-level spaces. The showstopping garage doubles as an inviting lounge with a gas fireplace, wet bar and half bath while retaining its garage functionality. Complete with central air, gas heat and a backyard designed for gathering. Close to Kelly Field, Turner’s Pond, Glover School and Milton Academy, and minutes to the Trolley Line for convenient access to Boston. This is the one-of-a-kind Milton dream home you’ve been waiting for—completely finished and truly move-in ready.

22 Windsor Rd, Milton
1375 Brush Hill Rd, Milton
$2,149,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573816 MLS ⋅ 3,804 SqFt.
Welcome to a spacious four-bedroom Colonial offering privacy, luxury, and exceptional flexibility in a beautiful setting close to Boston. Featuring TWO primary suites, including a newly constructed first-floor primary with private deck access, walk-in closet, and spa-like bath with dual vanities, soaking tub, and accessible shower. The renovated chef’s kitchen showcases Sub-Zero, Wolf, and Thermador appliances, quartz countertops, and a large island. Enjoy the flexibility of one-floor living with first-floor laundry, dining room, family room, and home office. Upstairs offers a second primary suite with custom walk-in closet and luxurious ensuite, two additional bedrooms, and additional full bath. Outside, entertain on the large composite deck and screened room overlooking the private yard. Additional features include a two-car garage with EV charger, finished basement, walk-up attic, and proximity to Blue Hills Reservation and Mary Wakefield Arboretum. A rare Milton-area opportunity combining space, privacy, luxury, and convenience.

1375 Brush Hill Rd, Milton
24 Brae Burn Rd, Milton
$1,200,000
4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73573212 MLS ⋅ 2,205 SqFt.
It's one of those magical streets...Brae Burn Road. In the the heart of East Milton but tucked away from it all. It's the kind of neighborhood where kids free range play, neighbors are known and a sense of community just happens. Light and bright, the tasteful modern decor of this inviting home allows you to settle in without too much heavy lifting. The fireplaced living room is front to back and transitions to a screened porch perfect for those early fall evenings. The updated quartz kitchen has ample white cabinetry and a sizeable island for seating and prep. The square dining room accommodates family & friends, and a china cabinet awaits your favorite things. The elusive 4th bedroom is HERE, and two updated full baths make the ready hour less hurried. The lower level offers a spacious family room for movie night, and a separate playroom space can maintain it's purpose or transition to a home office. Newer gas boiler, central air, great outdoor space including a fully fenced yard with play space, and composite deck add to the list of pluses. Walkable to Cunningham/Collicot schools, Cunningham Park and the restaurants, coffee shops and retail of East Milton Square. A truly special home in a location you've been longing for!

24 Brae Burn Rd, Milton
688 Brush Hill Road, Milton
$4,400,000
5 Beds ⋅ 8 Baths ⋅ SOLD Status ⋅ 73573141 MLS ⋅ 7,477 SqFt.
A striking new construction residence at Brush Hill, thoughtfully designed with timeless architecture, elevated finishes, and today’s most sought-after amenities. The exterior makes an immediate impression with custom-colored LP Smart Siding, CertainTeed architectural shingles, partial brick façades, and elegant brick and bluestone entryways. Marvin windows and doors enhance both aesthetics and energy efficiency while filling the home with natural light. Outdoor living is seamlessly integrated with a built-in grill and outdoor Sonos speakers, ideal for entertaining.Inside, the home blends sophistication and comfort across every level. Six-inch engineered hardwood floors flow throughout, complemented by custom moldings, built-ins, and both gas and wood-burning fireplaces. The chef’s kitchen serves as the heart of the home, featuring a custom-designed kitchen and hood, Sub-Zero and Wolf appliance package, a 48” column refrigerator/freezer combination, 48” Wolf induction range, Cove dishwasher, and quartz countertops.A fully appointed butler’s pantry adds exceptional functionality with an additional oven, microwave, water bottle dispenser, Miele coffee system, and Thermador wine refrigerator—perfect for entertaining and everyday convenience.Designed with wellness and recreation in mind, the home includes three bathrooms with heated floors, a private sauna with red light therapy, a dedicated gym, and a finished basement bar. An optional TrackMan golf simulator offers a unique and elevated recreational experience.Additional features include a whole-house Sonos sound system, prewired alarm and camera system, and full-house water filtration—delivering comfort, security, and peace of mind. This exceptional new construction at Brush Hill offers a rare combination of luxury, lifestyle, and thoughtful design.

688 Brush Hill Road, Milton
88 Elm St, Milton
$1,145,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73570461 MLS ⋅ 3,275 SqFt.
Welcome to 88 Elm Street, a spacious and inviting 4-bedroom, 2.5-bath home offering over 3,000 square feet of living space in Milton’s desirable Elmiver Park neighborhood. With generous room sizes, two fireplaces, hardwood floors and a flexible floor plan, this home offers plenty of space to gather, entertain, and make your own. At the heart of the home is a large, well-appointed kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and plenty of space for meal prep and casual dining. A dining room just off the kitchen provides a dedicated space for meals and entertaining, while the spacious family room with custom built-ins provides a comfortable place to gather and unwind. In addition to the four upstairs bedrooms, there is a wonderful bonus living space, offering endless possibilities. Create an au pair suite, in-law setup, private guest space, home office, hobby room, or simply make it your own. The spacious finished lower level adds even more room to spread out, complete with its own fireplace and half bath. Whether used as a family room, playroom, home gym, media room, or entertaining space, this space has plenty of possibilities to fit your needs. Outside, a large deck and paver patio overlook the expansive, fully fenced-in yard, creating an inviting setting for outdoor dining, entertaining, gardening, pets, or simply relaxing at home. A rear garage provides plenty of additional storage for bikes, tools, lawn equipment, and more. Set in a welcoming Milton neighborhood, 88 Elm Street is just 0.2 miles from Milton High School and close to nearby walking trails, Milton Center and everyday conveniences. With generous living space inside and out, flexible options for extended family or guests, and a location that puts so much of Milton within easy reach, this home has so much to offer.

88 Elm St, Milton
540 Harland St, Milton
$11,900,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73570207 MLS ⋅ 10,000 SqFt.
Privately gated and exquisitely appointed, 540 Harland Street presents a rare opportunity to own an extraordinary equestrian estate set on approximately 8 acres within the Blue Hills Reservation. Surrounded by protected natural beauty and offering direct riding access to approximately 7,000 acres of preserved landscape, this exceptional property combines complete privacy, sophisticated living, and an unparalleled connection to the outdoors—yet remains conveniently close to Boston.The approximately 8,250-square-foot main residence is designed for grand-scale living and effortless entertaining, featuring five bedrooms, five full baths, and two half baths, complemented by soaring 10-foot ceilings throughout. The spectacular chef’s kitchen is outfitted with premium Wolf appliances, while a dedicated home gym and state-of-the-art home theater elevate the everyday experience. An in-home elevator provides seamless access throughout the residence.Outdoor living is equally impressive, with a 350-square-foot patio and a fully equipped Wolf outdoor kitchen, creating an exceptional setting for entertaining, dining, and enjoying the surrounding landscape.The estate’s remarkable carriage house adds an extraordinary layer of versatility, offering an 8–16+ car garage and approximately 1,750 square feet of guest living space above. Ideal for car enthusiasts, collectors, guests, or extended family, this separate structure provides an exceptional combination of utility and luxury.At the heart of the property’s equestrian amenities is an approximately 2,000-square-foot state-of-the-art multi-stall equestrian center, thoughtfully complemented by an adjacent exercise pen. The direct access to miles of protected Blue Hills terrain allows riders to leave the property on horseback and immediately experience one of the region’s most spectacular natural settings.This is far more than a luxury residence—it is a private equestrian compound and lifestyle estate, offering an extraordinary level of scale, privacy, amenities, and access to protected land rarely found in Greater Boston. A truly distinctive retreat where refined living and the freedom of the countryside exist in perfect harmony.

540 Harland St, Milton
440 Granite Ave Unit 205, Milton
$949,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73568919 MLS ⋅ 1,076 SqFt.
At The Granite, this thoughtfully designed single level residence offers the comfort of a spacious home with the ease of condominium living. An open kitchen, dining and living area creates a bright, welcoming space for everyday living and entertaining, with large windows and warm white oak flooring throughout. The primary suite features a private full bath, while a second bedroom and additional full bath provide comfortable space for guests, family or a home office. Everyday convenience is built in, with elevator access, a laundry room and deeded garage parking. Enhanced sound-reducing construction helps create a quieter, more comfortable home, while high-efficiency heating and cooling provide year-round comfort. Set in the heart of East Milton, just a short walk from many of Milton’s favorite restaurants, shops and neighborhood destinations, The Granite offers a low-maintenance lifestyle with everyday convenience right outside your door.

440 Granite Ave Unit 205, Milton

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