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$999,900
4 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73574898 MLS ⋅ 3,328 SqFt.
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
$1,795,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE 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
$2,149,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE 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
$1,899,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73573617 MLS ⋅ 4,772 SqFt.
Where in Milton can you find a single-family home offering this much space, land, and lifestyle at this price? This exceptional property checks all the boxes. Set alongside the private golf course at Wollaston Country Club, this home offers over 4,000+ sq. ft. of living space, 4+ rooms, and over an acre of land. The open-concept kitchen flows seamlessly into the private backyard, complete with an in-ground pool perfect for entertaining and enjoying the outdoors. Turnkey and move-in ready, all that’s left to do is bring your belongings and make this spacious Milton home your own.

901 Randolph Ave, Milton
$1,595,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73573253 MLS ⋅ 3,288 SqFt.
Completely and tastefully renovated from top to bottom, this stunning Colonial is set back from the main road on a private lot near the scenic Blue Hills Reservation. Offering 4 bedrooms, 4 full baths, and a beautifully finished lower level with a wet bar, full bath, and in-law potential, this turnkey home blends timeless charm with modern luxury. The open-concept main level features a designer kitchen with quartz countertops, farmhouse sink, LG Studio appliances, center island, coffee/bar area, and spacious living and dining areas. The luxurious primary suite offers a fireplace and oversized tiled shower, and double vanity. Major updates include a new 30-year roof, radon mitigation system, heat pump mini-splits, ERV, new indirect water heater, updated plumbing and electrical, EV charger, hardwood floors, redesigned kitchen and baths, second-floor laundry, new fencing, landscaping, and more. One-year American Home Shield home warranty included.

1262 Randolph Ave, Milton
$1,095,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE 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
$1,195,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE 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. Showings begin at Commuter Open House Wednesday Sept. 2nd.

88 Elm St, Milton
$950,000
4 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73568671 MLS ⋅ 1,641 SqFt.
Conveniently located in Milton, this light-filled 4-bed, 2-bath, 1,641 sq ft ranch offers a peaceful retreat with clean modern lines and effortless access to nature, transportation, and everyday conveniences. Within about a 5-minute drive of the train station with direct service to Boston, multiple nature spots, the hospital, and Curry College, the location makes both city access and outdoor escape wonderfully easy. Inside, natural light dances across beautifully sanded and urethaned hardwood floors,illuminating a freshly painted interior and inviting living spaces. The kitchen pairs warm cherrywood cabinetry with granite countertops and stainless steel appliances, while updated bathrooms bring contemporary polish. The primary bedroom features soaring ceilings. Recent improvements include a new Pella living room window, a new exterior door and sash, a new water heater, a radon mitigation system, repaired roof and siding, repaired walls and pantry shelving, and freshly painted closets. The basement has been completely remodeled with new flooring and waterproofing, complemented by exterior waterproofing and grading to direct water away from the foundation. The front porch has also been completely repaired and restored. Outside, the inviting patio opens to green backyard space and a handy shed, creating a lovely place to linger. Fresh, polished, and thoughtfully renewed from top to bottom, this welcoming Milton home is ready for you. Come view today!

45 Adanac Rd, Milton
$1,099,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73565687 MLS ⋅ 2,100 SqFt.
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
$750,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73562044 MLS ⋅ 1,416 SqFt.
Charming and full of character, this beautifully maintained yellow bungalow offers the perfect blend of timeless appeal and everyday comfort. Featuring 4 bedrooms and 2 full baths, the home includes two bedrooms and a full bath on the main level, making it an excellent option for those seeking first-floor living. Hardwood floors, abundant natural light, and a warm wood-burning fireplace create an inviting atmosphere throughout.Upstairs, you’ll find two additional bedrooms with exceptional storage space, while the partially finished lower level offers a second full bath, laundry area, and flexible space for a family room, home office, or guest accommodations.Outside, mature landscaping surrounds the property, creating a private and picturesque setting. A side ramp provides easy accessibility, and the home is equipped with efficient natural gas heat. Located in one of Milton’s most desirable neighborhoods, this home is ready for its next owners to add their personal touches and make it their own.

20 Fairbanks Rd, Milton
$995,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73559489 MLS ⋅ 1,688 SqFt.
Get ready to feel right at home at 128 Pleasant Street! Set on a charming corner lot in a convenient Milton location, this bright and welcoming home brings together classic character, easy living, and the kind of everyday comfort buyers love. Step inside and you’re greeted by sun-filled rooms, well-maintained hardwood floors, and a warm, natural flow that makes the home feel instantly inviting. The open dining area leads right into a bright kitchen with recessed lighting and new stainless steel appliances, creating the perfect setup for weeknight dinners, weekend hosting, and everything in between. With four bedrooms, ductless mini-split A/C, comfortable living space, and a three-season porch that adds the perfect spot for morning coffee or a quiet evening unwind, there’s room here to spread out and enjoy. Out back, a wood deck overlooks the yard and garden space, offering just the right setting for grilling, relaxing, and making the most of the seasons. Bright, charming, well cared for, and wonderfully convenient — 128 Pleasant Street is the kind of Milton home that feels good from the moment you walk in. Come see for yourself!

128 Pleasant St, Milton
$999,999
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73552983 MLS ⋅ 1,799 SqFt.
Welcome to this inviting Colonial, ideally located in one of East Milton’s most desirable neighborhoods. With hardwood floors throughout the main and second floor staircase and hall, it awaits your personal touch. Enjoy the convenience of being just moments from local schools, directly across from Cunningham Park, and close to major highways, making commuting a breeze. You’ll also appreciate the nearby restaurants, shops, and amenities that make East Milton such a sought-after place.

106 Edge Hill Rd, Milton
$749,900
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73550682 MLS ⋅ 1,492 SqFt.
OFFER ACCEPTED - Open House Cancelled. his classic colonial with tons of character and opportunity sits right outside of Cunningham Park. This 4 bedroom with 1.5 baths offers a traditional layout with hardwood floors throughout most of the home. The 1st floor offers a nice fireplaced living room with a double set of French doors. One set of doors lead into the formal dinning room with built in cabinet. An eat in kitchen with plenty work and storage space. 1st floor also offers the 4th bedroom or home office. Upstairs features 3 bedrooms with hardwood floors and a full bath. Basement has a great tiled floor family room for extra living space if needed. Home in need of updating but well worth the effort in this fabulous neighborhood within easy walking distance of Cunningham Park. Make your appointment today before this incredible opportunity is gone.

29 Lawrence Rd, Milton
$1,185,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73550414 MLS ⋅ 1,907 SqFt.
Nestled on one of Milton’s most picturesque streets, this classic center-entrance Colonial offers the perfect blend of timeless charm, exceptional space, and an unbeatable location. Just a short stroll to Glover Elementary School, the Milton Public Library, and all the amenities that make Milton such a special place to consider home, this property delivers both convenience and community. Lovingly maintained by its original owner, this four-bedroom home reflects pride of ownership throughout. Generous living spaces include a rarely available first-floor family room, providing the flexibility and comfort today’s buyers seek. The well-designed floor plan offers plenty of room for everyday living and entertaining, while the two-car garage adds valuable convenience. A wonderful opportunity to own a cherished home in one of Milton’s most sought-after neighborhoods, where classic Colonial architecture, an outstanding location, and years of meticulous care come together beautifully.

40 Cape Cod Ln, Milton
$949,000
4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73547798 MLS ⋅ 1,593 SqFt.
Big opportunity, hard-to-beat location, and endless possibilities at 146-148 Warren Ave. Set on a fun, tucked-away dead-end street near Kelly Field, this side-by-side two-family offers the space, flexibility, and neighborhood feel that so many buyers are looking for. Live in one unit and rent the other, bring extended or multi-generational family together while still enjoying separation, or add a strong Milton property to your portfolio. Each side feels more like its own home, offering privacy, functionality, a day-to-day living. The location is a major win, with Kelly Field, tennis courts, playgrounds, open fields, Pierce Middle School, and Glover School all nearby. Outside, a spacious backyard with a shared deck and separate parking for each unit adds even more appeal. Ready to rent, easy to own, and full of long-term upside, this is a two-family that makes sense today and for years to come!

146-148 Warren Ave, Milton
$1,895,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73538357 MLS ⋅ 4,398 SqFt.
Tucked away in Milton’s coveted Emerson Woods neighborhood, this beautifully maintained contemporary home offers exceptional space, flexibility & timeless design. Soaring ceilings, oversized windows, crown molding & a wood-burning fireplace create a bright, welcoming great room ideal for everyday living & entertaining. The chef’s kitchen features stone countertops, shaker cabinetry, a large center island, double ovens, a breakfast nook & dining area. A versatile first-floor suite with private entrance & full bath is perfect for guests, an au pair, or a primary bedroom option. Upstairs, the skylit primary suite is joined by two additional bedrooms, a loft & another full bath. The finished lower level offers flexibility for a gym, office, guest suite, or 5th bedroom. Enjoy outdoor living on the wraparound composite deck & brick patio, all in a peaceful setting close to top schools, local amenities, the Blue Hills Reservation & Milton Academy. Extensively renovated between 2012-2014.

375 Atherton Street, Milton
$1,199,999
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73538210 MLS ⋅ 3,194 SqFt.
Blending timeless character with modern versatility, this charming Milton home showcases beautiful original dark woodwork and a classic fireplace mantel. The spacious eat-in kitchen offers abundant cabinetry and a large butler’s pantry for exceptional storage and prep space. A first-floor den provides the option of a fifth bedroom, ideal for guests, a home office, or multigenerational living. The expansive third floor offers endless possibilities as a family room or office, featuring four skylights, exposed beams, ceiling fans, wall-to-wall carpeting, and built-in bookcases, with space to create two rooms if desired. Outside, the fully fenced backyard provides a private setting for entertaining, pets, and outdoor enjoyment. Set on a quiet dead-end street with convenient access to public transportation, downtown Boston, dining, bike trails, and recreational amenities.

14 Brookside Park, Milton
$1,395,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73531855 MLS ⋅ 2,575 SqFt.
Welcome to 45 Foster Lane, a beautifully maintained four-bedroom home at the end of a coveted cul-de-sac in one of Milton's most desirable neighborhoods, just moments from East Milton Square. The bright and inviting floor plan features granite countertops, stainless steel appliances, gas cooking, hardwood floors, central air, and abundant natural light. The home offers four spacious bedrooms and three full baths, including a private primary suite with walk-in closet and en-suite bath. Outside, enjoy a resort-style backyard highlighted by a PermaCrete saltwater vinyl liner pool built by Easton Pool & Spa in 2020 and first enjoyed in 2021. Complete with an electric heater and expansive stamped concrete patio, the space is ideal for entertaining. A detached cabana with finished living space and a full bath adds exceptional flexibility for guests and poolside gatherings, creating a true private retreat.

45 Foster Lane, Milton
$987,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73519606 MLS ⋅ 2,232 SqFt.
This spacious 9-room home on Hillside Street offers 4 bedrooms in one of Milton's most coveted settings, nestled at the edge of the Blue Hills Reservation. With miles of trails, open space, and stunning natural scenery right outside your door, the location is truly special. The generous layout gives buyers real flexibility to update and personalize, with good bones and a highly desirable address to build from. The property includes a pool currently in need of repair, presenting a great opportunity to create a standout outdoor space on your own terms. Milton is known for its excellent schools, beautiful neighborhoods, and easy access to Boston, and Hillside Road delivers all of it. For a buyer with vision and an eye for value, this is a rare chance to put your stamp on a property where nature and neighborhood come together beautifully.

1066 Hillside St, 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
$3,049,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73504839 MLS ⋅ 6,790 SqFt.
To those who resist being a foregone conclusion — consider this the on-ramp. The move to the suburbs is often framed as a trade: more space, less edge. At 995 Brush Hill Road, that bargain was never struck. This 6,790-square-foot mid-century residence carries its cool quietly — without announcement, without apology. The kitchen sets the tone with top tier appliances, a resort-scale fireplace, generous pantry and walls of glass dissolving the line between inside and out. Ceilings rise with intention, leaving room for light, art, and good times. Outdoors a generous deck hugs the landscape as though it was always meant to be. And for those whose other collection has horsepower, a new 6-car garage arrives as the final, considered gesture—designed for the discerning, built for the serious. There is room here for collections of every kind. This house doesn't ask what you'll do with the space. It assumes you already know. Mid-century bones. Modern sensibility. Milton, at its most compelling.

995 Brush Hill Rd, Milton

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