Cary Hill Real Estate, Homes, Condos for Sale in Milton, MA

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 ⋅ NEW 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 ⋅ NEW 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 ⋅ NEW 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 ⋅ NEW 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

$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

$2,995,000

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

$939,900

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73559960 MLS ⋅ 1,738 SqFt.

Refreshed and Reimagined center-entrance Colonial in desirable Milton, offering three bedrooms, two full baths, and two half baths. This thoughtfully updated home features a spacious primary ensuite and a sun-filled bonus sunroom—ideal for a home office, reading nook, or relaxation space. The refined open-concept kitchen blends beauty and function with quartz countertops, a pot filler, and a custom island with microwave drawer, offering seamless flow for entertaining. Additional attic space and an open basement provide exceptional potential for future expansion, ADU (Additional Dwelling Unit) just open space for personal customization. A two-car garage with additional parking completes the package. Ideally located near trolley access, the Red Line, Blue Hills Reservation, and the Neponset River Trail, this home delivers the perfect blend of elegance, comfort, and commuter convenience.

80 Blue Hills Parkway, 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

$700,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73557060 MLS ⋅ 1,124 SqFt.

Some homes announce themselves from the curb. This one saves the reveal for inside.Step through the mudroom into a wide, warm first floor where dark-stained beams cross the ceiling, hardwood floors run beneath a bay of windows, and thoughtful craftsmanship gives the home its character. At the center, a striking navy shaker kitchen pairs quartz countertops with a farmhouse sink beneath a triple window, gas cooking, and marble tile carried dramatically to the ceiling.The full bath is finished with hand-set stone chevron mosaic and a built-in niche. A separate half bath and first-floor laundry keep everyday life where it belongs on the living level. Upstairs, three bedrooms are laid out simply and efficiently, without wasted space.Outside, sliders open to a newly finished paver patio, stone fire pit, fresh sod, and a level yard wrapped in full privacy fencing. Four-car parking adds another layer of practicality. Minutes from the Mattapan trolley and Route 93, this is a home where strong design and real-life function meet.

15 Churchill St, Milton

$725,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73554434 MLS ⋅ 1,159 SqFt.

Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). This unit come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 42, Milton

$880,000

3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73554096 MLS ⋅ 1,877 SqFt.

***Multiple Offers - Deadline is Monday at 12pm***Offered for the first time in 47 years, this well-loved home presents a rare opportunity to reimagine a classic property in one of Milton's most desirable neighborhoods. Filled with retro charm and endless potential, this 3-bedroom, 1.5-bath home offers the perfect canvas to create a sophisticated, one-of-a-kind residence. The custom kitchen features granite countertops, stainless steel appliances, gas cooking, and quality cabinetry, while hardwood floors run throughout much of the home. An impressive family room addition showcases vaulted ceilings with exposed beams, expansive windows, and a cozy wood stove, creating a warm gathering space filled with natural light. The finished lower level includes new luxury vinyl plank flooring, a half bath, and a large storage area with a cedar closet offering potential for future expansion. Outside, enjoy a beautifully landscaped half-acre lot with mature plantings and a 2-car garage. Don't miss your chance to experience the perfect blend of style and comfort that is 27 Trout Brook Avenue! Ideally located within striking distance to Milton High School, the Blue Hills Reservation, and major highways. This home isn't just a place to live; it's a place to love!

27 Trout Brook Ave, Milton

$3,295,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73553103 MLS ⋅ 5,700 SqFt.

Welcome to 16 Longmeadow Road, a custom-built masterpiece showcasing exceptional architectural detail at every turn. A dramatic two-story foyer with grand staircase and soaring ceilings sets the tone for this five-bedroom, four-and-a-half-bath residence in the highly sought-after Indian Cliffs Estates. The luxurious primary suite spans 500 square feet and features a spa-inspired ensuite with whirlpool tub, steam shower, and dual walk-in closets. The gourmet eat-in kitchen is a chef's dream, with a center island featuring a gas stove, dual sinks, and French doors flooded with natural light—flowing seamlessly into the formal dining room and sophisticated lounge complete with fireplace and wet bar, creating an entertainer's paradise. An additional living room with 11-foot tray ceiling, fireplace, and custom media cabinetry offers the perfect retreat. The home features a guest suite with separate entrance—ideal for an au pair, multi-generational living, or a private office sanctuary. Throughout, five walk-in closets, multiple linen closets, and a cedar closet provide unparalleled storage. The three-car garage and expansive rear patio with private well irrigation complete this exceptional property. Situated on nearly one acre and just 300 yards from Wollaston Golf Club, this residence offers both privacy and prestige.

16 Longmeadow Rd, Milton

$999,999

4 Beds ⋅ 2 Baths ⋅ PRICE CHANGED 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

$4,500,000

7 Beds ⋅ 8 Baths ⋅ UNDER AGREEMENT Status ⋅ 73552866 MLS ⋅ 6,404 SqFt.

A rare opportunity to own one of Milton Hill's most distinguished homes. Set on nearly an acre just moments from Milton Village, this beautifully updated residence offers the space & versatility desired by the buyers of today. Designed to evolve with every stage of family life, the property features a 6 BR main home plus a newly completed 1 BR ADU, offering exceptional flexibility for extended family, guests, an au pair, private office or multigenerational living. Inside, generous gathering spaces, a chef's kitchen w/La Cornue range, formal & casual living areas, home office options & a finished 3rd floor provide room for families to grow, gather & entertain. Outside, enjoy a heated pool, pergola, wraparound deck & expansive fenced grounds designed for everything from childhood adventures to summer celebrations. Rich architectural detail blends seamlessly w/thoughtfully modern, yet classic updates. Minutes to Milton Academy, Milton Village, parks, restaurants & an easy commute.

75 Canton Ave, Milton

$1,480,000

4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73552355 MLS ⋅ 2,621 SqFt.

Nestled in the heart of Milton's coveted Columbines neighborhood, 187 Hinckley Rd. offers the perfect blend of timeless charm, generous living space, and an unbeatable location. This 4-bedroom, 3.5-bath home features a warm, functional floor plan, spacious living areas, a partially finished lower level, and an unfinished walk-up attic offering exceptional expansion potential. Step outside to a private backyard ideal for entertaining, relaxing, and making lifelong memories. Just moments away, enjoy the convenience of walking to Glover Elementary, Pierce Middle School, Turner's Pond, Steel & Rye, and the trolley for easy access to Boston. The Columbines is celebrated for its tree-lined streets, welcoming neighbors, children playing outside, and traditions that make this one of Milton's most beloved communities. A rare opportunity to put down roots in a neighborhood you'll be proud to call home.

187 Hinckley Rd, Milton

$4,995,000

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

$725,000

4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73550997 MLS ⋅ 1,434 SqFt.

This home has been cared for by the same family for many years and shows great pride in ownership. The site offers fenced in rear yard and large, detached newly rebuilt 2 car garage ; see firm remarks !!. Interior contains traditional layout with first floor lavatory, refinished original hardwood flooring, fireplace located in the living room,some built-ins . Four bedrooms and full bathroom are located in upper floor. This home has lots to offer ,all within walking distance to local parks,schools and MBTA transportation.

274 Blue Hills Pkwy, Milton

$915,000

4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73550789 MLS ⋅ 1,460 SqFt.

Nestled on a quiet dead-end street in the sought-after Cunningham Park neighborhood, this charming bungalow offers the perfect blend of comfort, value, and space. From the moment you arrive, you'll appreciate the peaceful setting and welcoming curb appeal.Inside, the home features surprisingly spacious living areas filled with warmth and character, creating an inviting atmosphere for everyday living and entertaining. The thoughtful layout maximizes every square foot, offering comfortable rooms and plenty of flexibility to fit your lifestyle.Step outside and discover one of the property's standout features—a deep, expansive backyard with endless potential for gardening, play, outdoor gatherings, or simply relaxing in your own private retreat. The generous open space surrounding the home provides a rare sense of privacy and room to breathe.Whether you're a first-time buyer, downsizing, or looking for an affordable opportunity in a desirable neighborhood, this delightful bungalow the one!

22 Bradford Rd, Milton

$2,650,000

4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73550784 MLS ⋅ 4,643 SqFt.

Welcome to 191 Adams Street, a fully reimagined sprawling Ranch offering effortless first-floor living, stylish updates, and spaces made for entertaining. Every room has been thoughtfully redone, creating a bright, open floor plan that feels inviting from the moment you walk in. The stunning kitchen features new appliances, a generous workspace, and a seamless connection to the living and dining rooms, where scenic views of Hutchinson Field and the Boston skyline steal the show. The finished lower level adds incredible flexibility with a bedroom, full bath, office, and multiple living areas ideal for guests, extended family, a gym, or media room. Step outside to an expansive patio and huge backyard perfect for cookouts, yard games, and summer nights. An attached garage, easy highway access, nearby restaurants, shopping, and the bike path complete this move-in-ready gem! PRIVATE SHOWINGS ONLY!

191 Adams St, 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

$1,249,000

5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73550347 MLS ⋅ 2,369 SqFt.

Peacefully tucked away at the end of a quiet dead end street in East Milton, this 5 bedroom home offers a rare combination of privacy and space. With both a living room and a family room on the first floor, there is plenty of space for everyday living or room to entertain. The eat in kitchen overlooks the backyard and flows seamlessly to the dining room. Upstairs, the expansive primary suite is a true retreat, featuring a gas fireplace, cozy sitting area, his and her closets and a private ensuite bath. Step out to the attached deck - an ideal spot to enjoy the tranquill surroundings. Four additional bedrooms provide ample space for family and guests. Each bedroom has generous sized closets and can easily fit queen size beds. The spacious heated basement presents an excellent opportunity for future finishing, perhaps a rec room or home gym! The attached 2 car garage is large enough to accommodate 2 SUV's + storage. Walking trail at the end of street leads to golf course.

44 Quarry Lane, 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

$745,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73547281 MLS ⋅ 1,193 SqFt.

Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). This unit come with a designated storage space, and 1 underground parking space.

485 Blue Hills Parkway Unit 44, Milton

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