Refine Search
Map
Sort by
65 Sassamon Ave, Milton
$759,000
2 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73575577 MLS ⋅ 1,124 SqFt.
REDUCED to sell! Must see! Move into 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. Spacious living area, private yard, drive way and one-car garage located under plus 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. Desirable top school district. 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. Move in ready!

65 Sassamon Ave, Milton
84 Blue Hills Parkway, Milton
$949,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE 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
197 Blue Hills Pkwy, Milton
$1,200,000
7 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73574773 MLS ⋅ 2,860 SqFt.
View By appointment anytime. Rare three-family on Blue Hills Parkway in the Milton Public Schools district, between the Neponset bike path and Blue Hills Reservation. Tucker School is right next door; Churchill’s is down the parkway; Mattapan Station, local buses, and highway access are a short hop. Trails and neighborhood parks are out the front door.Three units: first-floor 2-bedroom (currently configured as a 3-bedroom); second-floor 3-bedroom; and a third floor 1-bedroom. The first-floor unit is vacant and opens to a large lower level. Use the lower level as office space,kiddy play-rooms, maybe take up a hobby — or expand the 1st Floor unit into the massive sq footage on the lower level. A giant 1st & ground 2-floor owner’s suite come to mind. (Bonus 3/4 bath & laundry hookup -- already there) Build yourself some wealth. Units 2 and 3 are occupied, so you can live on the first floor, keep the rental income from top 2 apartments, while you figure out what to do with all that space, work on your timeline. Hard to find this much flexibility in Milton this close to the Reservation, highway, schools and public transportation. Units 2 and 3 are market rate tenant occupied. Bespoke showings need a minimum 24-hour notice to accommodate the children's nap schedules. Come through this Saturday, or schedule a private tour. Many possibilities.

197 Blue Hills Pkwy, 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
355 Brush Hill Road, Milton
$1,185,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73566740 MLS ⋅ 3,182 SqFt.
Situated in Milton’s Brush Hill Estate area, this 9-room, mid-century 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 kitchen with S/S appliances and recessed lights, a 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 door 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 hallway bath, 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 gunite swimming pool in need of 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
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
37 Nahanton Ave, Milton
$799,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73563860 MLS ⋅ 1,248 SqFt.
Classic Colonial charm meets everyday comfort at 37 Nahanton Avenue. This inviting 3-bedroom, 1.5-bath home features sun-filled rooms, beautiful hardwood floors, and central air. The welcoming living room opens to a charming screened-in porch overlooking the backyard—a peaceful spot for morning coffee or unwinding at the end of the day. Outdoors, there’s room to garden, entertain, or simply relax.Conveniently located near Milton’s schools, parks, shopping, and dining, with easy access to major routes and Boston, this home offers both neighborhood charm and accessibility. Enjoy its character today while adding your own style over time. Discover the possibilities and make this Milton Colonial your own.

37 Nahanton Ave, 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
15 Churchill St, Milton
$699,999
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
1632 Canton Ave, Milton
$4,800,000
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
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
52 Meagher Ave, Milton
$635,000
3 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73544814 MLS ⋅ 1,123 SqFt.
Welcome to 52 Meagher Ave Milton. This charming colonial property offers convenience and comfort featuring three bedrooms and one bathroom and half , this home is ideal for families, first-time buyers, or anyone seeking a beautiful home.

52 Meagher Ave, Milton
20 Rowe Street, Milton
$975,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73543043 MLS ⋅ 1,628 SqFt.
Pride of ownership abounds in this lovingly maintained center entrance colonial home featuring nine rooms with three bedrooms and 1 and 1/2 baths. The welcoming foyer leads you to the fireplaced living room and sunny den as well as the formal dining room with two corner hutches and the fully applianced kitchen with the granite countertop and wood cabinets. The beautiful three season room off the kitchen leads to a sunny deck overlooking the back yard and one car garage.Conveniently located near the shops and restaurants of East Milton Square with easy access to the highway for trips into Boston or down to the Cape.Time to make this move in ready home yours for a long time

20 Rowe Street, Milton
55 Parkwood Drive, Milton
$5,995,000
7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 73519804 MLS ⋅ 9,320 SqFt.
Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

55 Parkwood Drive, 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
1632 Canton Ave, Milton
$3,200,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73511555 MLS ⋅ 4,310 SqFt.
Set off a lovely cul-de-sac, surrounded by woodland and sky, this restored Greek Revival offers grace, modern sustainability, and space for you and yours. 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 quiet workhorse. A glass-walled garden room with fireplace and woodland views offers needed stillness. A bluestone terrace flows to the private trailhead into the Blue Hills Reservation: 7,000 acres for hiking or exploration. Modern systems — geothermal heating/cooling, solar array, and EV charger — reflect a commitment to sustainability. On 2+ acres of natural beauty, find privacy and peace without sacrifice: the commuter rail, Rts 128/95, Logan Airport within easy reach. Access to Milton's public and the area’s prestigious independent schools makes the address practical and inspiring. This is where sophistication and sanctuary meet.

1632 Canton Ave, Milton
650 Canton Ave, Milton
$3,950,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73506861 MLS ⋅ 8,764 SqFt.
Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life’s most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

650 Canton Ave, Milton
7 Parkway Cres, Milton
$649,900
3 Beds ⋅ 1 Baths ⋅ EXTENDED Status ⋅ 73469207 MLS ⋅ 1,560 SqFt.
Opportunity knocks in one of Milton’s most desirable neighborhoods! This classic home at 7 Parkway Crescent offers incredible potential for buyers looking to renovate, customize, and build equity. Set on a spacious lot in a quiet, established area, the property features a flexible floor plan with generous room sizes, hardwood floors, and plenty of natural light. Conveniently located near schools, parks, shopping, and major routes, this property combines a prime location with tremendous upside potential. Don’t miss this rare chance to invest in Milton. The occupant of this house has a life estate.

7 Parkway Cres, Milton
46 Century Lane, Milton
$799,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73048556 MLS ⋅ 1,487 SqFt.
Coveted Cunningham Park neighborhood, a rare offering! Classic center entrance straight front colonial with an oversized attached 2 car garage. Stunning details such as custom fluted woodworking, hardwood floors throughout, lovely fireplace, picture window looking out to large, open, leveled private backyard with shed. Three generously sized bedrooms, two with dressing rooms. Staircase to large attic. New upgrades include fresh paint throughout, brand new driveway, some electrical, professional landscaping, partially finished addition with new windows and door to backyard, and custom crystal lighting. Sunday open house from 11:30-1:30pm!

46 Century Lane, 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.

How much is your home worth?

Get instant property value now!