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

1262 Randolph Ave, Milton
4 Hawthorn Rd, Milton
$1,379,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73591215 MLS ⋅ 2,552 SqFt.
Welcome to 4 Hawthorn Road, a distinguished Colonial nestled in Milton's sought-after Columbine neighborhood, where timeless New England charm meets exceptional modern living. Offering approximately 2,552 square feet of above-grade living space across three beautifully appointed levels, this four-bedroom, 2.5-bath home has been extensively improved with comfort, quality, and versatility in mind. The inviting main level showcases hardwood floors, a sun-filled living room with an electric fireplace, an elegant formal dining room, and a charming sunroom. The updated kitchen features granite countertops, a center island, upgraded cabinetry, stainless steel appliances, and generous storage, creating a welcoming space for everyday living and entertaining. The crown jewel of the home is the remarkable third-floor primary ensuite, completed in 2024. Designed as a private retreat, this expansive space features a comfortable sitting area, a sleek electric fireplace, a beautifully appointed bathroom with double vanity and tiled shower, convenient in-suite laundry, and enhanced insulation and soundproofing. Three additional bedrooms and a versatile study offer flexibility for family, guests, or a home office. Thoughtful improvements include upgraded electrical and plumbing, 200-amp electrical service, heat pumps and mini-splits, enhanced insulation, and a 14kW natural gas standby generator. Outside, a detached garage, fenced yard, patio, welcoming porch, and deck with newly installed mahogany deck boards provide inviting spaces to relax and entertain. Rich in architectural character and enhanced by substantial modern upgrades, 4 Hawthorn Road offers an exceptional opportunity to enjoy the charm of a classic Colonial with the comfort and convenience of today's lifestyle in one of Milton's most desirable neighborhoods.

4 Hawthorn Rd, Milton
48 Hawthorn Rd, Milton
$979,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73591193 MLS ⋅ 1,768 SqFt.
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
45 Decker St, Milton
$739,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589512 MLS ⋅ 1,392 SqFt.
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
440 Central Ave Unit 2, Milton
$899,000
4 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73585759 MLS ⋅ 2,043 SqFt.
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
23 Christopher Drive, Milton
$975,000
4 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73583997 MLS ⋅ 1,896 SqFt.
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
68 Avalon Rd, Milton
$1,249,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73581867 MLS ⋅ 2,079 SqFt.
Nestled in the highly coveted Columbine neighborhood, this picture-perfect home is overflowing with charm, character, and timeless detail. Perched high on the lot and surrounded by mature trees, it enjoys a wonderful treehouse-like setting, where nature fills every window and creates a peaceful sense of retreat.Lovingly maintained and thoughtfully renovated over the years, the home beautifully blends its original character with the comforts of modern living. Sunlight pours into the inviting rooms, highlighting the warm architectural details and creating spaces that feel both elegant and welcoming. Whether gathering with friends or enjoying a quiet evening at home, every room has a special warmth and personality. The enchanting backyard feels as though it was borrowed from Beacon Hill, offering a private oasis with charming landscaping and intimate outdoor spaces perfect for entertaining, gardening, or simply unwinding at the end of the day. Central air adds modern convenience, while the home's tasteful updates ensure it is move-in ready without sacrificing its soul. A rare opportunity to own a truly special home in one of the area's most beloved neighborhoods, this Columbine gem offers the perfect combination of charm, comfort, and character in a setting that feels worlds away, yet remains close to everything.

68 Avalon Rd, Milton
901 Randolph Ave, Milton
$1,895,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73581598 MLS ⋅ 4,772 SqFt.
Come take a fresh look at 901 Randolph Ave. At its new price, this beautifully updated Milton home offers an exceptional combination of space, lifestyle and value. Inside, you’ll find a truly move-in-ready home with a beautifully updated kitchen featuring a 12-foot island, quartz countertops, Thermador appliances and an open floor plan. All three full baths have been fully renovated. Outside, extensive improvements include new windows, siding, garage doors and roof. But what truly sets this property apart is what awaits out back: more than an acre of land, a gorgeous deck, in-ground pool, built-in outdoor kitchen and a spectacular setting overlooking the 12th hole of Wollaston. Whether entertaining a crowd, spending summer afternoons by the pool or simply enjoying the view, this is a backyard designed to be enjoyed. With 4,772 SF and nothing left to do, this home offers an opportunity that deserves another look. The main-road location is balanced by a remarkably private backyard retreat, where the pool, outdoor kitchen and sweeping views of Wollaston create something truly special.

901 Randolph Ave, Milton
578 Randolph Ave, Milton
$1,395,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578489 MLS ⋅ 2,310 SqFt.
Welcome home to this young Colonial, thoughtfully designed for today's lifestyle with soaring ceilings, abundant natural light, and an effortless open-concept floor plan. The heart of the home is the stunning kitchen and family room combination, creating the perfect space for everyday living and entertaining alike. Sun-splashed rooms throughout offer warmth and comfort, while generous living spaces provide room to gather, relax, and grow. Set on a large, private, fenced-in lot, this property offers a rare sense of seclusion and tranquility, creating your own backyard retreat. Ideally located just moments from Milton's top-rated schools, scenic parks and walking trails, local shops, restaurants, and convenient commuter routes, this exceptional home combines modern comfort with an unbeatable location.

578 Randolph Ave, Milton
10 Hazel Street, Milton
$1,249,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578361 MLS ⋅ 2,273 SqFt.
Welcome to 10 Hazel Street, a beautifully updated 4-bedroom home tucked away on one of Milton’s quintessential side streets, offering the perfect blend of classic New England character and modern comfort. At the heart of the home is a brand-new kitchen featuring custom white cabinetry, quartz countertops, a stylish tile backsplash, Bosch range, Thermador drawer microwave, Summit beverage refrigerator, and generous workspace for everyday living and entertaining. The kitchen flows naturally into the home’s inviting living spaces, where high ceilings, hardwood floors, crown moldings, and abundant natural light preserve the warmth and character of the original home. The flexible floor plan includes four bedrooms and two full baths, with plumbing already in place for a potential third full bath. The primary suite features a walk-in closet and adjoining office, creating an ideal work-from-home space or an opportunity to add an additional bath. The finished lower level provides even more versatility for a family room, playroom, gym, or additional home office. Outside, the fenced and beautifully landscaped backyard feels like a private retreat, complete with a spacious patio, mature plantings, irrigation, and plenty of room to entertain or unwind. A substantial carriage house provides exceptional storage and adds to the property’s classic charm. Additional features include central air conditioning, tankless systems, heated bathroom flooring, and thoughtful updates throughout. Ideally situated close to Cunningham Park, neighborhood schools, and the shops and restaurants of East Milton Square, 10 Hazel Street delivers character, location, and modern updates in one of Milton’s most convenient neighborhood settings.

10 Hazel Street, Milton
61 Belcher Cir, Milton
$949,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73577111 MLS ⋅ 2,155 SqFt.
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
84 Blue Hills Parkway, Milton
$949,900
4 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73574898 MLS ⋅ 3,328 SqFt.
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. Open House This Sat, Oct 31 11:00 - 12:30

84 Blue Hills Parkway, Milton
1375 Brush Hill Rd, Milton
$2,149,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573816 MLS ⋅ 3,804 SqFt.
Welcome to a spacious four-bedroom Colonial offering privacy, luxury, and exceptional flexibility in a beautiful setting close to Boston. Featuring TWO primary suites, including a newly constructed first-floor primary with private deck access, walk-in closet, and spa-like bath with dual vanities, soaking tub, and accessible shower. The renovated chef’s kitchen showcases Sub-Zero, Wolf, and Thermador appliances, quartz countertops, and a large island. Enjoy the flexibility of one-floor living with first-floor laundry, dining room, family room, and home office. Upstairs offers a second primary suite with custom walk-in closet and luxurious ensuite, two additional bedrooms, and additional full bath. Outside, entertain on the large composite deck and screened room overlooking the private yard. Additional features include a two-car garage with EV charger, finished basement, walk-up attic, and proximity to Blue Hills Reservation and Mary Wakefield Arboretum. A rare Milton-area opportunity combining space, privacy, luxury, and convenience.

1375 Brush Hill Rd, Milton
88 Elm St, Milton
$1,145,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73570461 MLS ⋅ 3,275 SqFt.
Welcome to 88 Elm Street, a spacious and inviting 4-bedroom, 2.5-bath home offering over 3,000 square feet of living space in Milton’s desirable Elmiver Park neighborhood. With generous room sizes, two fireplaces, hardwood floors and a flexible floor plan, this home offers plenty of space to gather, entertain, and make your own. At the heart of the home is a large, well-appointed kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and plenty of space for meal prep and casual dining. A dining room just off the kitchen provides a dedicated space for meals and entertaining, while the spacious family room with custom built-ins provides a comfortable place to gather and unwind. In addition to the four upstairs bedrooms, there is a wonderful bonus living space, offering endless possibilities. Create an au pair suite, in-law setup, private guest space, home office, hobby room, or simply make it your own. The spacious finished lower level adds even more room to spread out, complete with its own fireplace and half bath. Whether used as a family room, playroom, home gym, media room, or entertaining space, this space has plenty of possibilities to fit your needs. Outside, a large deck and paver patio overlook the expansive, fully fenced-in yard, creating an inviting setting for outdoor dining, entertaining, gardening, pets, or simply relaxing at home. A rear garage provides plenty of additional storage for bikes, tools, lawn equipment, and more. Set in a welcoming Milton neighborhood, 88 Elm Street is just 0.2 miles from Milton High School and close to nearby walking trails, Milton Center and everyday conveniences. With generous living space inside and out, flexible options for extended family or guests, and a location that puts so much of Milton within easy reach, this home has so much to offer.

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

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

106 Edge Hill Rd, Milton
146-148 Warren Ave, Milton
$949,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT 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
135 Milton Street, Milton
$2,725,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73519240 MLS ⋅ 3,149 SqFt.
A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef’s kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

135 Milton Street, Milton

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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