Milton, MA 4 Bedroom Homes for Sale

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Newest Milton, MA 4 Bedroom Homes for Sale

$1,379,000

4 Beds ⋅ 3 Baths ⋅ 73591215 MLS

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

4 Hawthorn Rd, Milton

Listing courtesy of Listing Agent: Frederick Hartford from Listing Office: Keller Williams Realty Boston South West.

$979,000

4 Beds ⋅ 2 Baths ⋅ 73591193 MLS

Single-family treasure in Milton’s highly coveted Columbine neighborhood! Set on a quiet street, this charming 1922 Colonial seamlessly pairs timeless period character with everyday functionality. A light-filled front porch welcomes you into an oversized foyer and a living room featuring original beamed, coffered ceilings and classic architectural details. The main level offers comfortable living spaces, a bright formal dining room ideal for hosting, an eat-in kitchen, and a convenient half bath. Upstairs, four generous bedrooms and a full bath provide ample room for family and guests. Tremendous expansion potential awaits in the full basement and walk-up attic—ready for a future home office, playroom, media room, or guest suite. Outside, enjoy a private yard perfect for play, gardening, and relaxing. Unbeatable location steps from Kelly Field, Shields Park, Turner’s Pond, Glover School, Milton Academy, and Milton Village, plus quick Boston access via the nearby Trolley Line.

48 Hawthorn Rd, Milton

Listing courtesy of Listing Agent: James Kopecky from Listing Office: Red Tree Real Estate.

$739,900

4 Beds ⋅ 2 Baths ⋅ 73589512 MLS

This is more than just a residence, this distinguished single-family colonial invites you into a warm, tight-knit community where neighbors look out for one another year-round. Perfectly blending classic charm with everyday functionality, this home is freshly painted ready for its next chapter. The main level features an inviting layout centered around a spacious living room, formal dining room, and an updated kitchen complete with granite countertops, a center island, and a striking designer backsplash. Upstairs, you will find 4-bedrooms and a full bathroom. A standout feature of this property is its exceptional versatility and privacy, highlighted by three-way side-to-side access and the rare convenience of stepping directly into the basement right off the driveway. The finished lower level offers a wonderful private retreat without ever having to leave home. Additional highlights include a fully fenced backyard, an attached garage, and an unbeatable location just moments from the playground, commuter train station, and top-rated schools.

45 Decker St, Milton

Listing courtesy of Listing Agent: Richard C. Maurice from Listing Office: Diamond Realty Professionals.

$4,500

4 Beds ⋅ 2 Baths ⋅ 73588548 MLS

GROUP SHOWING ON SUNDAY, 10/18 from 11:00AM-12:30PM. Introducing 35 Reedsdale Rd. - A thoughtfully updated & lovingly maintained single family home for rent in sought-after Milton... Built in 1928 & extensively renovated over the years, this quintessential colonial offers the perfect blend of modern amenities & original details w/ 3-4 bedrooms, 1.5 bathrooms, & over 2,000 square feet of living space. The main level features a sun-drenched 3 season room, an oversized living room w/ a wood-burning F/P & surround sound, a formal dining room, a tastefully remodeled kitchen, as well as a powder room. The 2nd level boasts 4 bedrooms, all w/ hardwood flooring, cable, & high-speed internet, as well as an updated full bath. The finished lower level offers additional work/play space w/ a family room, bonus room, storage, & a convenient laundry area. The rear yard features a garden area, patio, & a RARE 2 car garage w/ an attached shed. Mins. to highways, schools, shopping & dining, parks, & more. Schedule your tour today!

35 Reedsdale Road Unit 35, Milton

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.

$899,000

4 Beds ⋅ 2 Baths ⋅ 73585759 MLS

Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

440 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$975,000

4 Beds ⋅ 2 Baths ⋅ 73583997 MLS

For the discerning buyer with vision, a spacious 9-room home in desirable East Milton awaits. Set on a residential side street, this well-loved property features 4–5 bedrooms, two full bathrooms, a two-car garage, and a level, fenced backyard on nearly a quarter-acre. The house lives considerably larger than you might expect, with generously proportioned rooms and abundant space at every turn. The main level features a huge front-to-back living room with a center fireplace, a kitchen brimming with possibility, a separate dining room with a built-in hutch, and a bright 4-season sunroom with an adjoining deck. The expansive, fenced 9,500+sf backyard provides ample room for gardening, sports, entertaining, or simply enjoying the outdoors. An office on this level offers flexibility and could serve as a fifth bedroom if desired, while a full bathroom adds convenience. Upstairs, you’ll find four exceptionally large corner bedrooms with excellent closet space, along with a second full bathroom. All hardwood floors throughout the home have just been refinished, and much of the interior has been freshly painted. Additional features include a large, wide-open unfinished basement, along with an attached two-car garage. Situated minutes from the restaurants and shops of East Milton Square, Cunningham Park, top schools, and major commuting routes, this is your chance to make a property with character and an enviable location truly your own.

23 Christopher Drive, Milton

Listing courtesy of Listing Agent: Donna Charpentier from Listing Office: William Raveis R.E. & Home Services.

$3,950

4 Beds ⋅ 1 Baths ⋅ 73583572 MLS

Spacious and bright second-floor 4-bedroom TOWNHOUSE, 1-bath apartment offering a formal dining room, bright living room, hardwood floors throughout and tile floors, in-unit laundry, and a kitchen with refrigerator, stove, and microwave. Back deck and yard for outdoor space, plus two off-street parking spots. Tenant is responsible for electricity and oil heat. No pets, no smoking. Available now. Minimum one year lease. Tenant is responsible for electricity, gas heat, internet/cable and snow removal. Landlord is responsible for water, sewer and landscaping. NO PETS NO SMOKING.

6 Verndale Rd Unit 2, Milton

Listing courtesy of Listing Agent: Yolanda Nazario from Listing Office: Remax Revolution.

$1,249,000

4 Beds ⋅ 3 Baths ⋅ 73581867 MLS

Nestled in the highly coveted Columbine neighborhood, this picture-perfect home is overflowing with charm, character, and timeless detail. Perched high on the lot and surrounded by mature trees, it enjoys a wonderful treehouse-like setting, where nature fills every window and creates a peaceful sense of retreat.Lovingly maintained and thoughtfully renovated over the years, the home beautifully blends its original character with the comforts of modern living. Sunlight pours into the inviting rooms, highlighting the warm architectural details and creating spaces that feel both elegant and welcoming. Whether gathering with friends or enjoying a quiet evening at home, every room has a special warmth and personality. The enchanting backyard feels as though it was borrowed from Beacon Hill, offering a private oasis with charming landscaping and intimate outdoor spaces perfect for entertaining, gardening, or simply unwinding at the end of the day. Central air adds modern convenience, while the home's tasteful updates ensure it is move-in ready without sacrificing its soul. A rare opportunity to own a truly special home in one of the area's most beloved neighborhoods, this Columbine gem offers the perfect combination of charm, comfort, and character in a setting that feels worlds away, yet remains close to everything.

68 Avalon Rd, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$1,895,000

4 Beds ⋅ 3 Baths ⋅ 73581598 MLS

Come take a fresh look at 901 Randolph Ave. At its new price, this beautifully updated Milton home offers an exceptional combination of space, lifestyle and value. Inside, you’ll find a truly move-in-ready home with a beautifully updated kitchen featuring a 12-foot island, quartz countertops, Thermador appliances and an open floor plan. All three full baths have been fully renovated. Outside, extensive improvements include new windows, siding, garage doors and roof. But what truly sets this property apart is what awaits out back: more than an acre of land, a gorgeous deck, in-ground pool, built-in outdoor kitchen and a spectacular setting overlooking the 12th hole of Wollaston. Whether entertaining a crowd, spending summer afternoons by the pool or simply enjoying the view, this is a backyard designed to be enjoyed. With 4,772 SF and nothing left to do, this home offers an opportunity that deserves another look. The main-road location is balanced by a remarkably private backyard retreat, where the pool, outdoor kitchen and sweeping views of Wollaston create something truly special.

901 Randolph Ave, Milton

Listing courtesy of Listing Agent: Beth Rooney from Listing Office: eXp Realty LLC - Corporate Office.

$949,000

4 Beds ⋅ 2 Baths ⋅ 73577111 MLS

There's a particular kind of quiet that settles over a Victorian like this one, built in 1902 and still wearing its history proudly. Step onto the wrap around front porch and through a front door that has welcomed families for well over a century. This is a house that knows what it is. Inside, the bones tell the story, quarter sawn oak trim, a grand front staircase with a hand turned newel post and a good morning staircase leading to the second floor, French doors with their original beveled glass and wide plank oak floors that still glow. Three full levels of living offer four large corner bedrooms flooded with light from multiple exposures. This is your chance to start with a clean slate and design the chef's kitchen you've been dreaming about, choose your favorite Benjamin Moore colors or make a statement with Thibaut wallpaper in the front hall. The craftsmanship is already here. The vision is yours to add. Outside, the property sits on nearly a quarter acre and backs directly to Andrews Park, with tennis courts, playground, baseball fields and green space right out your back door. Mature trees wrap the lot and it's hard to believe you're this close to the cityscape. Add in the benefit of top ranked Milton Public Schools, with Milton High School consistently recognized among the best in Massachusetts. Pair that with proximity to the North Quincy Red Line station, the expressway and the shops and restaurants of East Milton Square, making this one of Milton's most connected and most desired addresses. This is a house built to be lived in for another hundred years. The only question is what you'll bring to it!

61 Belcher Cir, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$999,890

4 Beds ⋅ 3 Baths ⋅ 73574898 MLS

Ask About Rate Buy-Down Incentives on this Property!! Beautifully Renovated 5 Bedroom Colonial - Where Classic Charm Meets Modern Elegance. Step into timeless sophistication in this tastefully updated home. Newly redesigned to blend traditional character with contemporary luxury. Sun-drenched interiors showcase a grand foyer, coffered ceilings, & gleaming hardwood floors. Brand-new kitchen features granite counters, stainless steel appliances, and ample space for entertaining. Upstairs offers 5-6 generously sized bedrooms with room for everyone, a home office, or adjoining nursery. Luxurious primary suite includes a private bath with expansive closet space. Enjoy formal dining, a dedicated sitting room, and 3 spacious levels of living plus an additional fully finished basement ideal for a media room, play room, or home gym. Renovated Inside & Out ...Completely Turn-Key! Prime Milton location with top-rated schools, a quick drive to downtown Boston, and steps to public transportation.

84 Blue Hills Parkway, Milton

Listing courtesy of Listing Agent: Tatiana Diaz from Listing Office: William Raveis R.E. & Home Services.

$9,800

4 Beds ⋅ 5 Baths ⋅ 73574835 MLS

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

375 Atherton Street, Milton

Listing courtesy of Listing Agent: David Green from Listing Office: Coldwell Banker Realty - Boston.

$4,500

4 Beds ⋅ 2 Baths ⋅ 73574203 MLS

Spacious 4/5 bedroom in Milton's much sought after Columbine neighborhood. Hardwood floors throughout. Private entrance leads up to an expansive living area. The main floor has a large living room, sun room (office), dining room, 2 bedrooms, kitchen and bathroom.Washer/dryer in unit. There is an outside porch off the second floor. The 3rd floor has 2 bedrooms, a bathroom, and a laundry room that could be converted to a bedroom. Basement has lots of space for storage. 2 car garage and driveway for parking and/or additional storage. Pets negotiable. No smoking. Good credit and references a must.

18 Fairfax Unit 2, Milton

Listing courtesy of Listing Agent: Martin Loughnane from Listing Office: The Johnson Group.

$4,500

4 Beds ⋅ 1 Baths ⋅ 73565743 MLS

Charming 4-Bedroom Top-Floor Unit at 31 Belvoir RdSpacious top-floor unit offering 4 bedrooms and 1 full bath — plenty of room to spread out. The open-concept kitchen features a breakfast bar and stainless steel appliances, perfect for everyday living and entertaining. The bathroom has been newly renovated, and the unit offers in-unit laundry plus plenty of extra storage. Enjoy the convenience of 2 off-street parking spots, all in a top-rated school district with easy access to local amenities. Bright, well-maintained, and move-in ready — schedule a showing today!

29 Belvoir Rd Unit 29, Milton

Listing courtesy of Listing Agent: Carlos Ramirez from Listing Office: Keller Williams Realty Boston Northwest.

$1,050,000

4 Beds ⋅ 2 Baths ⋅ 73565687 MLS

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

45 Wendell Park, Milton

Listing courtesy of Listing Agent: Bridget Conroy from Listing Office: Coldwell Banker Realty - Milton.

$995,000

4 Beds ⋅ 2 Baths ⋅ 73559489 MLS

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

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$999,999

4 Beds ⋅ 2 Baths ⋅ 73552983 MLS

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

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$2,725,000

4 Beds ⋅ 3 Baths ⋅ 73519240 MLS

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

135 Milton Street, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

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Milton, MA 4 Bedroom Homes for Sale

Newest Milton, MA 4 Bedroom Homes for Sale

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