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$1,325,000
8 Beds ⋅ 4 Baths ⋅ NEW Status ⋅ 73575852 MLS ⋅ 3,802 SqFt.
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
$779,000
2 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73575577 MLS ⋅ 1,124 SqFt.
Welcome to this charming modern ranch-style home offering comfortable single-level living in a desirable Milton location. This well-maintained home features 2 bedrooms, 2 full bathrooms, newer furnace, newer water heater, refinished hardwood floors throughout, newer windows, central heat and air conditioning, and a bright, inviting interior. Functional floor plan includes spacious living areas. One-car garage located under, and additional storage. The expansive unfinished basement flexible space, presenting excellent expansion potential for future living areas, recreation space, a home office, fitness area, or workshop. Attractive curb appeal and a comfortable layout make this property truly stand out. Conveniently situated with easy highway access and close to local amenities, this home offers a wonderful opportunity to personalize and enjoy for years to come. Access to I-93, public transportation, Wollaston Golf course and the Blue Hills Reservation for year-round adventure.

65 Sassamon Ave, Milton
$895,000
3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73574978 MLS ⋅ 1,760 SqFt.
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
$725,000
3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73574911 MLS ⋅ 1,806 SqFt.
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 2nd and 3rd floor CONDO is move-in-ready and delivers the space and everyday functionality of a single family home 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
$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
$849,000
3 Beds ⋅ 1 Baths ⋅ NEW Status ⋅ 73574820 MLS ⋅ 1,402 SqFt.
This is the One! Welcome to 133 Gulliver St - An inviting 3-bedroom, 1,402 sq ft home in one of Milton’s most desirable neighborhoods. Set on a quiet street in the heart of Milton Center - walk to schools and parks. Comfortable main level includes a front to back fireplaced living room, formal dining room with chair rail and crown molding and a large family room that overlooks the spacious level fenced yard. Utilities include: 200 Amp electric, Efficient Gas heating and Hot water with tons of basement storage. Classic Milton Character in an ideal and walkable location. This one won't last!

133 Gulliver St, Milton
$1,200,000
7 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73574773 MLS ⋅ 2,860 SqFt.
Open this weekend — Saturday, September 12, 12:00–2:00 p.m. and Sunday, September 13, 1:00–3:00 p.m. A rare three-family on Blue Hills Parkway, in the Milton Public Schools district, between the Neponset bike path and the Blue Hills Reservation. Mattapan Station, local buses, and the highway are a short hop; Tucker School is next door, Churchill’s is down the parkway, and trails and neighborhood parks are out the door. Three units: two 3-bedrooms and one 1-bedroom. The first floor is vacant and opens to a large lower level — a natural owner’s suite with room for extra bedrooms and a bath. Units 2 and 3 are occupied, so you can live on one floor and keep income on the others. Hard to find this much flexibility in Milton, this close to the reservation and the T. Come through Saturday or Sunday and see it for yourself.

197 Blue Hills Pkwy, Milton
$725,000
3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73574274 MLS ⋅ 1,806 SqFt.
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
$1,795,000
4 Beds ⋅ 5 Baths ⋅ NEW 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 ⋅ NEW 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
$4,495,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE 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
$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
$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
$1,050,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73568972 MLS ⋅ 1,946 SqFt.
61 Elm Street is move-in ready and ideally located in Milton’s desirable "Elmiver Park" neighborhood, with Milton High School just two streets over! This bright, beautifully maintained home has been exceptionally well cared for, and it shows. Freshly painted with newly refinished hardwood floors, newer windows, and thoughtful updates throughout, there’s truly nothing to do but move in. The open-concept first floor features a fireplaced living room, dining area with a built-in china cabinet, an updated kitchen with stainless steel appliances, and a convenient half bath. Step outside to a private backyard with a brick patio—perfect for relaxing, entertaining, or outdoor dining. An irrigation system makes it easy to keep both the front and back yards looking their best. Upstairs, you’ll find three bedrooms, a full bath, and a spacious landing. The finished lower level provides valuable additional space with a large playroom or family room, laundry area, and a bathroom with shower. A new 2025 Navien combination boiler and water heater is located in a clean, well-maintained mechanical space.The location is hard to beat. Milton High School is just two streets over, while Pierce Middle School, Milton Academy, Milton Public Library, Town Hall, and BID Milton Hospital are within a mile of this home. Public transportation is also easily accessible, including bus service and the Red Line trolley, with convenient access to Routes 128/95, 24, and 3. With Boston less than 8 miles away and Logan Airport within 13 miles, 61 Elm Street offers the best of both worlds—a welcoming Milton neighborhood with exceptional access to Boston. Beautifully maintained, updated, move-in ready, and close to everything—61 Elm Street is ready to welcome its next owner.

61 Elm Street, 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
$1,100,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73568901 MLS ⋅ 2,000 SqFt.
Charming English Colonial in the Academy area offers nine rooms and two and one half baths. This beautiful home combines the craftmanship of yesteryear with the up to date modern amenities creating an elegant and comfortable living space. The first floor consists of a fireplaced living room, formal dining room, open concept kitchen with a skylight and a sun splashed family room. There is an additional room currently being used as an office. The second level features three rooms and a full bath and the third floor boasts of a spacious bedroom with an abundance of closet space. The basement offers a cozy space with a fireplace or a room for gym equipment with a full bath. There are two sliders on the first floor leading to a sunny deck overlooking a nicely landscaped back yard.Property is equipped with home security cameras.

785 Brook Road, 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
$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
$699,000
3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73567961 MLS ⋅ 1,350 SqFt.
Welcome to this classic three-bedroom, one-and-a-half-bath Colonial in one of Milton’s desirable neighborhoods. Lovingly maintained by the same owner for over 40 years, this home offers hardwood floors throughout most living areas and bedrooms, newer windows, blown-in wall insulation, 200-amp electrical service, and a gas heating system installed in May 2022. The inviting living room features a fireplace, while the formal dining room showcases a beautiful built-in china cabinet. An enclosed three-season porch provides additional space to relax and enjoy the changing seasons. Set on a .19-acre lot, the property offers a spacious backyard abutting conservation land, providing added privacy. Additional features include a generously sized shed, gutters with leaf filters, and a roof replaced primarily with 50-year shingles in 2005, with a portion repaired in 2017. A wonderful opportunity to make this well-maintained home your own! Conveniently located near public transportation, major routes, and highway access, making commuting to Boston easy.

66 Ferncroft Rd, Milton
$765,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73567467 MLS ⋅ 2,784 SqFt.
Nestled on 5 wooded acres, this distinctive property combines a beautiful 2+ bedroom main home, a newly built two story ADU, and outdoor space designed for making memories! You will find plenty of flexibility for rental income, multigenerational living, or private guest quarters. The new rental-ready ADU reflects impressive quality! An enclosed second floor porch overlooks a stunning heated saltwater pool, while a lower-level patio comes wired for a future hot tub. Inside, you'll find a beautiful kitchen with granite counters, electric fireplace, efficient heating and cooling, and a roomy bedroom with an oversized walk in closet. Buyers looking for extra income will value the turnkey appeal.The main house welcomes you with a large, open eat in kitchen centered on a generous island, with granite counters and rich hardwood floors. New sliders in the primary bedroom open onto an expansive deck ideal for morning coffee or evening sunsets. Freshly renovated tile bathroom.All new exterior doors and new heating and cooling units to add to better heating efficiency. Oversized detached garage built in 2024.Downstairs, the walkout basement includes a 12x12 finished room with its own heat zone, perfect as an office, gym, or guest space, plus plenty of storage or room to expand.Outside, the brand new heated saltwater gunite pool becomes the natural gathering spot, framed by a newly installed concrete paved patio. Surrounded by peaceful woods and jaw dropping sunset views. Deeded access to Northeast Pond sits just down the road, for boating, swimming, kayaking, fishing, etc. Milton Town Beach is minutes away for an easy beach day. With strong earning potential and undeniable appeal, this property is both a smart investment and a private paradise. Come see the possibilities before someone else does!

162 Bolan Road, Milton
$1,225,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73566740 MLS ⋅ 3,182 SqFt.
Situated in Milton’s Brush Hill Estate area, this 9-room, mid-century split-entry 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 chef's kitchen, a formal 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 doors 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 main hallway bathroom, 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 swimming pool that needs 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
$800,000
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73565892 MLS ⋅ 1,574 SqFt.
Encompassing 1,574 square feet, this fully renovated Tudor in the heart of Milton Center is the rare property that lets you trade shared walls and shared parking for a front door, a yard, and a garage of your own, without taking on more house than you need — all just minutes from Boston. Step inside to a vaulted, beamed living room anchored by a fireplace — architectural character with hand-hewn beams and a curved wood balcony overlook found in few homes this size. French doors lead to an informal den, ready as-is for daily living or easily converted into a third bedroom. The kitchen is the true heart of the home, built for real cooking and entertaining. A professional six-burner gas range sits beneath a custom stainless hood, framed by a herringbone tile accent and flanked by glass-front display cabinets. Stainless double wall ovens and a panel-front refrigerator round out the appliance suite. Granite counters wrap the room and extend to a peninsula with seating — the natural gathering spot for morning coffee or watching dinner come together. A wall of windows over farmhouse-style pendant lighting floods the space with light and overlooks the private yard, while a walk-through pass to the dining room keeps the main level connected for entertaining. That formal dining room carries the home's character forward, with chair-rail wainscoting, a built-in corner china cabinet, and a candelabra chandelier setting the scene for dinner parties and holiday gatherings. Two bedrooms and one full, one half bath keep the footprint efficient and easy to maintain, including a primary retreat with bright windows and modern track lighting tucked under the eaves. Downstairs, a finished lower level holds a distinctive home office with built-in storage, ideal for remote work or overflow guests. Outside is where this home earns its keep for anyone leaving apartment or condo living behind: a fenced, private yard with patio and garden — entirely your own, no shared courtyard, no neighbors overhead. A one-car detached garage plus additional off-street parking means real storage and real convenience. Convenient to Milton Center shops, restaurants, local bus service, and the MBTA Mattapan Line with connections to the Red Line at Ashmont — the privacy and character of a single-family home, sized and priced for someone ready to make that move.

165 Thacher, 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
$2,195,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73565411 MLS ⋅ 4,227 SqFt.
This is the Milton Hill home you have been waiting for! Character abounds and the gardens are stunning. The layout flexes with whatever stage of life walks through it. The first floor is anchored by fireplaces. There is a gas fireplace in each of the living spaces and a wood burning fireplace in the dining room, so the main level has four different places to gather and each one has a reason to sit down. Ceilings are high, windows are tall, and the original detail is still here. The kitchen is ready for its next chapter, and the footprint is the gift. There is genuine room to work with, enough for the island, the second sink, and the double ovens without borrowing an inch from anywhere else. Six bedrooms and four baths across three levels give every generation a floor of its own, whether that means a guest suite, a home office with a door that closes, a playroom, or all three. Wood floors run under the second floor carpeting. The primary has its own bath. The rest of the baths are all in working order and ready to take whatever finishes you have in mind. The systems have been handled. The home has been converted to gas, and mini splits run throughout, so every level stays comfortable through a July afternoon and a January night without a single window unit. Then there is the yard, and it is the moment. Water spills over a waterfall into the pool, the flower gardens frame it, and the stone tower of St. Michael's Church rises just beyond the property line. It reads like a courtyard in Europe and it sits on one of Milton's most recognizable streets. The equipment behind it is all new, with a new filter system, a new heater, and new pumps, so the season starts when you say it does and runs as long as you want it to. The gardens have been planted and tended for years, the kind of maturity you cannot buy new. They climb the stone terraces behind the pool with steps winding up through the beds. A deck off the back steps down to the terrace and the pool patio, and a walkout below sits a few steps from the water with a full fifth bathroom right there, so nobody tracks through the house in a wet suit. Pines and cedars close the property in on all sides. Outdoor living here is not a patio and a grill. It is a destination. Minutes to Milton Village, the Trolley to the Red Line, Milton Academy, Cunningham Park, the Blue Hills, and downtown Boston.

105 Randolph Ave, Milton
$1,100,000
7 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73564495 MLS ⋅ 3,500 SqFt.
*****RARE OPPORTUNITY TO OWN A TWO FAMILY IN MILTON***** [Unit 1]: New kitchen, new bath, gleaming hardwood floors, recessed lighting [Unit 2]: New kitchen, 2 new baths, loft space, hardwood floors, recessed lighting This home is centrally located in Milton on the Boston line. Easy access to public transportation and major roadways. Close proximity to Neponset River Reservation, Blue Hills, and nearby parks/trails. Lower Mills, Milton Village offer access to amenities such as restaurants, shops, and cafes.

168 Brook, Milton
$839,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73563860 MLS ⋅ 1,248 SqFt.
Welcome to 37 Nahanton Avenue, a charming Colonial offering an exciting opportunity to own in sought-after Milton. Filled with natural light, this 3-bedroom, 1.5-bath home features beautiful hardwood floors, central air, newer heating system and a warm, inviting living room that leads to a charming screened in porch and overlooks tranquil back yard. The comfortable floor plan offers wonderful potential to update, personalize, and create a home that truly reflects your style. Outside, the property offers space to relax, garden, entertain, or enjoy summer gatherings. Set in an established residential neighborhood, this home provides the perfect balance of suburban living and convenience, with easy access to Milton’s schools, parks, shopping, dining, major routes, and Boston.Whether you're a first-time buyer, downsizer, or simply looking for a home you can make your own, 37 Nahanton Avenue is an opportunity not to be missed. Bring your vision and discover the possibilities this Milton gem has to offer!

37 Nahanton Ave, Milton
$799,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73562524 MLS ⋅ 1,378 SqFt.
Classic three bedroom, one and one half bath Colonial, well maintained and move in ready. Clean, crisp and inviting this charming home offers comfortable living spaces, timeless character and a warm and welcoming feel. Freshly painted interior and exterior and newly refinished floors. A lovely back porch leads to a large fenced in backyard-perfect for entertaining, gardening or enjoying outdoor activities. An attached one car garage provides added convenience while the basement offers excellent potential to be fully finished for additional living space, a home office, gym or recreation room.

204 Thacher St, Milton

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