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45 Franklin St, Milton
$1,150,000
4 Beds ⋅ 4 Baths ⋅ CONTINGENT Status ⋅ 73596660 MLS ⋅ 2,523 SqFt.
OPEN HOUSES CANCELLED. OFFER ACCEPTED! Welcome Home! Ideally situated just steps from vibrant East Milton Square, this well-maintained Colonial, built in 2000, offers 8 rooms, 4 bedrooms, 2 full baths, and 2 half baths with approximately 2,543 sq. ft. of living space on three levels. The inviting first floor features an open floor plan highlighted by a fireplaced family room, perfect for everyday living and entertaining. The finished lower level offers exceptional versatility with two heated bonus rooms currently used as a gym and media/playroom, plus a half bath and ample storage. Enjoy easy access to popular restaurants including Abby Park, Novara, and Julianne's, along with shopping, neighborhood amenities, commuter routes, and nearby Andrews Field with its ballfields, playground, and tennis courts. Don't miss this opportunity to own a spacious home in one of Milton's most sought-after locations.

45 Franklin St, Milton
1262 Randolph Ave, Milton
$1,499,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73596003 MLS ⋅ 3,288 SqFt.
Home for the holidays! Set back from Randolph Avenue on 1.66 acres near Blue Hills Reservation, this beautifully renovated Colonial offers four bedrooms, four newly renovated full baths, and inviting spaces for everyday living and holiday entertaining. The open main level features hardwood floors and a redesigned kitchen with quartz countertops, LG Studio appliances, a center island, and a coffee/bar area. Upstairs, the primary suite offers a fireplace and spacious bath with a double vanity and oversized tiled shower. Second-floor laundry adds convenience. With 3,288 finished sq. ft., including 851 sq. ft. in the finished lower level, there’s flexible space for recreation, guests, or a home office, plus a wet bar and full bath. Enjoy a composite deck, patio, fenced yard, and attached two-car garage with EV charging. Extensive updates include the roof, heat pump mini-splits, water heater, plumbing, and electrical. A peaceful setting near trails, shopping, and major routes.

1262 Randolph Ave, Milton
44 Ridgewood Rd, Milton
$2,890,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73593368 MLS ⋅ 6,768 SqFt.
A life without compromise awaits at 44 Ridgewood Rd in Milton, where exceptional new construction pairs architectural presence with thoughtful everyday ease. A grand kitchen, butler’s pantry, and dedicated dining room set the stage for memorable entertaining, while the dramatic living room impresses with soaring ceilings, expansive windows, and a commanding fireplace. A first-floor office/bedroom with ensuite bath adapts to changing needs. A mudroom off the two-car garage and designer powder room complete the main level. The luxurious primary suite offers two separate closets and an expansive, spa-inspired bath; every secondary bedroom features its own ensuite. With 9-foot ceilings, the finished lower level offers generous entertainment spaces, a wet bar, gym, sauna, full bath, and flexible office/guest space. An expansive deck overlooks the private backyard. From milestone celebrations to quiet mornings, this distinctive Milton home makes room for every part of life.

44 Ridgewood Rd, Milton
4 Hawthorn Rd, Milton
$1,379,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73591215 MLS ⋅ 2,552 SqFt.
Welcome to 4 Hawthorn Road, a distinguished Colonial nestled in Milton's sought-after Columbine neighborhood, where timeless New England charm meets exceptional modern living. Offering approximately 2,552 square feet of above-grade living space across three beautifully appointed levels, this four-bedroom, 2.5-bath home has been extensively improved with comfort, quality, and versatility in mind. The inviting main level showcases hardwood floors, a sun-filled living room with an electric fireplace, an elegant formal dining room, and a charming sunroom. The updated kitchen features granite countertops, a center island, upgraded cabinetry, stainless steel appliances, and generous storage, creating a welcoming space for everyday living and entertaining. The crown jewel of the home is the remarkable third-floor primary ensuite, completed in 2024. Designed as a private retreat, this expansive space features a comfortable sitting area, a sleek electric fireplace, a beautifully appointed bathroom with double vanity and tiled shower, convenient in-suite laundry, and enhanced insulation and soundproofing. Three additional bedrooms and a versatile study offer flexibility for family, guests, or a home office. Thoughtful improvements include upgraded electrical and plumbing, 200-amp electrical service, heat pumps and mini-splits, enhanced insulation, and a 14kW natural gas standby generator. Outside, a detached garage, fenced yard, patio, welcoming porch, and deck with newly installed mahogany deck boards provide inviting spaces to relax and entertain. Rich in architectural character and enhanced by substantial modern upgrades, 4 Hawthorn Road offers an exceptional opportunity to enjoy the charm of a classic Colonial with the comfort and convenience of today's lifestyle in one of Milton's most desirable neighborhoods.

4 Hawthorn Rd, Milton
341 Highland St, Milton
$3,249,000
6 Beds ⋅ 4 Baths ⋅ CONTINGENT Status ⋅ 73589772 MLS ⋅ 6,074 SqFt.
Grand 7.5 acre Estate in ideal Milton location. 341 Highland Street is tucked away at the end of a long, private approach and opens up to impressive grounds and a stately brick Colonial with circular driveway. The secluded 7.5 acres has a flowing combination of lawn, gardens & woodlands, including walking trails. The 6-Bedroom, 3.5-bath home starts with a grand entry foyer with ornate woodwork & a layout made for entertaining. A stunning combination of French- & pocket-doors for separation link the formal living and dining space with the Chef's kitchen that has radiant heated floors, countertop range, wall oven & banquet-style table made for gathering with family & friends. Storage is a standout, w/built-ins in nearly every room & flexible rooms on both first & second floors that work as an office or bedroom. Window bench seats in living room & primary suite are the spots to curl up with coffee & a book. Primary bedroom has en-suite bath & huge walk in changing room with plenty of windows. Heated sunroom brings in light year-round, two staircases add flexibility & a whimsical dollhouse room on the third floor is a bonus. Updates include 212 new Andersen Permashield windows, 200-amp electrical, a newer furnace & many more modernizations. Generous laundry room. Outside, a stone patio, play area, hot tub & fire pit invite fun for every season. A majestic dogwood anchors the gardens & trails that wind through the property creating the feel of a private mini Blue Hills trek. Over 1500 SF of unfinished basement offers room to finish. Concept plans for an in ground pool have been drawn up by a landscape design firm. Developers - there is potential to divide land into separate lots - subject to zoning and town approvals. Buyers to conduct their own due diligence.

341 Highland St, Milton
36 Central Ave Unit 16, Milton
$1,000,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589650 MLS ⋅ 1,423 SqFt.
Rarely available unit at The Residences at Brook Hill. This newer, penthouse unit with elevator building and garage parking features everything to call home. Upon entry you are graced w/ a view of the natural beauty that surrounds this best location in Milton with foliage views & the relaxing sound of the babbling Pine Tree Brook below as it meanders to the nearby Neponset River. This gorgeous home features an open floor plan, granite kitchen w/huge island & pantry, gas cooking, dining area overlooking the living room w/gas fireplace & direct access to a very large, serene, private covered deck. Primary bedroom w/custom closets, en-suite w/soaking tub & walk in shower. Second bedroom is also large. Second Full Bath. In unit laundry; hardwood flooring and plenty of storage. Best location in the heart of this village w/excellent dining, cafes, gyms, salons & shopping just outside. Incredible nature trail and direct access to the MBTA trolley. Private showings only beginning on Wed 10/14.

36 Central Ave Unit 16, Milton
32 Centre St, Milton
$1,150,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73588638 MLS ⋅ 2,014 SqFt.
Welcome to this centrally located, beautifully renovated Colonial, ideally situated within a short walking distance of the Milton Public Library and Milton Academy.The first floor features a bright, open-concept layout with a spacious kitchen boasting an oversized center island, a dining area with a sliding door leading to the exterior composite deck, a convenient half bathroom, and a welcoming living room with a charming brick fireplace.The second floor offers three comfortable bedrooms and two full bathrooms, including a private en-suite bathroom in the primary bedroom.The finished walk-out basement provides versatile additional living space, with one area ideal for a home gym or game room and another perfect for entertaining, relaxing, or family activities.Outside, enjoy the large composite deck overlooking the beautiful yard—an ideal setting for outdoor dining, gatherings, or simply relaxing.This beautifully renovated home offers a wonderful combination of location, modern updates, versatile living space, and outdoor enjoyment. This is a must-see!

32 Centre St, Milton
112 Brush Hill Rd, Milton
$1,150,000
8 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73586409 MLS ⋅ 2,785 SqFt.
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
19 Edward Avenue, Milton
$1,395,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584614 MLS ⋅ 2,307 SqFt.
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
37 Century Ln, Milton
$1,295,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73583909 MLS ⋅ 2,069 SqFt.
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
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
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
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
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
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
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
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
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 304, Milton
$1,225,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73568782 MLS ⋅ 1,266 SqFt.
At The Granite, Residence 304 offers thoughtfully designed single-level living with an open kitchen, dining and living area that flows naturally to a private balcony—an inviting place to enjoy morning coffee and the sunrise. Five-inch white oak flooring runs throughout the main living spaces, while the kitchen features Metropolitan cabinetry, Acadia quartz with a waterfall edge, and a Thermador appliance package. The primary suite includes a private bath with a double vanity, Kohler fixtures, polished tile and a softly illuminated mirror, while a second bedroom and full bath provide comfortable space for guests, family or a home office. Custom Closet Factory interiors add thoughtful storage throughout. Everyday convenience is built in with triple-glazed windows, Mitsubishi heating and cooling, deeded parking and additional storage. 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 private outdoor space and everyday convenience right outside your door.

440 Granite Ave Unit 304, Milton
355 Brush Hill Road, Milton
$1,185,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73566740 MLS ⋅ 3,182 SqFt.
Situated in Milton’s Brush Hill Estate area, this 9-room, mid-century home on nearly an acre offers 3182 square feet of living space and a wonderful opportunity to add your personal touches. The property includes a two-car garage and several well-maintained updates over the years, including an addition and a renovated finished lower level, all adding to its appeal. On the main level, the home features a semi-open living room with a fireplace, a well-appointed kitchen with S/S appliances and recessed lights, a dining room with built-ins, and a sunroom/den with a wall of windows. There’s also a breakfast area with a skylight and sliding door leading to a small deck for your convenience and easy maintenance. Three bedrooms, each with ample closet space, including a primary en-suite bedroom and a hallway bath, complete the main level. The finished lower level features a spacious family room with a second fireplace, a separate office with custom cabinetry, a laundry room, a mud room/pantry with an extra refrigerator and upright freezer, and direct access to the garage. The utility/mechanical room houses all the home's systems, including five heating zones and central air conditioning for year-round comfort. The expansive grounds include a patio area, an in-ground gunite swimming pool in need of some repairs, and three sheds providing extra storage for gardening tools and outdoor furniture. Move in now and make your desired alterations over time. Do not miss this unique opportunity. Enjoy easy access to the commuter rail, downtown Boston, Longwood Medical Area, the Neponset Bike Path, Blue Hills, Milton Academy, and more.

355 Brush Hill Road, Milton
45 Wendell Park, Milton
$1,050,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73565687 MLS ⋅ 1,900 SqFt.
Floors refinished this week! Come take a look. Only the second owners have ever called this house home, and that kind of stewardship is impossible to fake. It shows in every room. Warm floors, generous light, and rich original woodwork greet you at the door and carry through the main level. The kitchen was updated a decade ago with choices that were timeless then and still feel current now, the mark of an owner who renovated for the long haul rather than the trend. Out front, a welcoming porch looks across the street to the park, the kind of spot where mornings slow down and neighbors stop to talk. Out back, a patio sits level with both the house and the yard, an easy flow from kitchen to grill to pool. The pool itself was renovated three years ago, with a dedicated changing room right off the deck. Four well proportioned bedrooms anchor the sleeping level, while the finished attic adds flexible space above and two dedicated offices mean working from home never means working from the dining table.

45 Wendell Park, Milton
33 Harbor View Park, Milton
$2,750,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73560323 MLS ⋅ 5,300 SqFt.
Welcome to your brand new construction home in the beautiful town of Milton. Thoughtfully designed with over 5,300 square feet of refined living space, this custom built residence offers 5 bedrooms, 4 full baths, 2 half baths & an attached 2 car garage w/ extra storage. Entering through the arched front doorway you are greeted by an extensive open layout w/ high ceilings, natural light, a spacious dining room, and an oversized chef's kitchen featuring: taj mahal quartz counters, Thermador panelized appliances, a custom built venetian plaster vent hood, Mouser custom cabinetry & a massive pantry w/ a custom built door for easy loading direct from the garage. The 1st floor continues w/ a large living room area including a venetian plaster electric fireplace, custom built-ins, an extra office or 1st floor bedroom flex space. The second level features a stunning primary suite bedroom w/ a parquet ipe private deck & a spa-inspired en-suite bath w/ a large wet-room shower and tub. Three guest bedrooms all include walk in closets and hardwood flooring. A dedicated laundry room and two more full baths complete the 2nd floor. The finished lower level offers flexible space for a media room, playroom, home gym area, wellness center, and/or an extra bedroom w/ a full bath. The exterior includes a fully landscaped yard, composite privacy fence, a massive Ipe deck, and irrigation. A 1 year builder warranty is included as well. Come see this custom designed home built by one of the best custom home builders in the area!

33 Harbor View Park, Milton
1632 Canton Ave, Milton
$4,800,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73551180 MLS ⋅ 4,310 SqFt.
Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed. A glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

1632 Canton Ave, Milton
55 Parkwood Drive, Milton
$5,995,000
7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 73519804 MLS ⋅ 9,320 SqFt.
Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

55 Parkwood Drive, Milton
135 Milton Street, Milton
$2,725,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73519240 MLS ⋅ 3,149 SqFt.
A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef’s kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

135 Milton Street, Milton

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