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403-405 Reedsdale Rd, Milton
$1,525,000
6 Beds ⋅ 8 Baths ⋅ 73510632 MLS
Milton — Rare Opportunity! This beautifully renovated (2016) duplex offers 10 rooms, 6 bedrooms, 4full baths & 2 half baths. The main level features a spacious kitchen with stainless steel appliances, granite countertops, and an open-concept living and dining area, along with convenient first-floor laundry. The second floor includes two bedrooms and two full baths, while the third-floor bedroom offers a private retreat complete with a walk-in closet. Enjoy a generous yard perfect for outdoor entertaining. The unfinished basement provides ample storage and potential for future expansion. Ideally located with easy highway access and close proximity to Milton Academy and local public schools. Set in the heart of Milton, this home is just moments from Blue Hills Reservation scenic trails, Cunningham Park ballfields and pool, and the shops and dining of East Milton Square, including Abby Park, Novara, The Fruit Center Marketplace, The Cue & Nutshell.

403-405 Reedsdale Rd, Milton

Listing courtesy of Listing Agent: Paul Rege from Listing Office: Kelley & Rege Properties, Inc..

111-113 Pleasant St, Milton
$1,500,000
6 Beds ⋅ 6 Baths ⋅ 73394297 MLS
Nestled in the heart of Milton, this pristine multi-family home offers 3 spacious bedrms & 2.5 bths in each unit creating an ideal layout for families or investors alike. The 1st fl. boasts a welcoming open-concept design, seamlessly connecting the living & dining areas, a stylish kitchen w/ granite countertops & stainless-steel appliances, & convenient laundry access. On the 2nd floor, you'll find 2 well-appointed bedrooms & 2 full bths, while the 3rd bdrm enjoys privacy on the 3rd floor. The LL presents an unfinished basement w/ exciting potential for expansion, offering endless possibilities. Updated from top to bottom in 2016, every unit showcases beautiful hardwood floors, central air, and an abundance of natural light, 2 car garage & parking. Beyond the home’s exceptional features, the location is unbeatable—Easy highway access, just minutes from Cunningham Park, houses of worship, public schools, & East Milton Square, where vibrant shops & restaurants await.

111-113 Pleasant St, Milton

Listing courtesy of Listing Agent: Paul Rege from Listing Office: Kelley & Rege Properties, Inc..

256 Robbins St, Milton
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 73512717 MLS
Pretty but make it practical. 256 Robbins Street delivers. Your 5-bedrm, 2.5-bath colonial is well-proportioned, well-lit, and well-dressed—no asterisks required. A renovated kitchen earns every compliment with Wolf, Thermador, Bosch appliances, a generous island, and walk-in pantry. The family room with cathedral, beamed ceiling makes a real impression — a gas fireplace and natural light do the rest. The entry hall welcomes you properly with space for bags, jackets, hugs and kisses. All 2nd-floor bedrooms offer recessed lighting, well-lit closets and flexibility. A stone terrace is already your best feature with room to lounge and be everyone's favorite destination. The upgrades list is recent: windows, siding, electrical, HVAC, appliances, painting, more. This home has been maintained with a level of care that speaks volumes. Commuter rail access puts Boston within easy reach. 256 Robbins Street is the kind of home you stop making excuses to find. It's here. It's ready. So are you.

256 Robbins St, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

187 Hinckley Rd, Milton
$1,480,000
4 Beds ⋅ 4 Baths ⋅ 73552355 MLS
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

Listing courtesy of Listing Agent: Brian Gagnon from Listing Office: Coldwell Banker Realty - Boston.

13 Cantwell Rd, Milton
$1,475,000
4 Beds ⋅ 3 Baths ⋅ 73508478 MLS
Want to live on a quiet cul-de-sac and still be 6 miles from downtown Boston? Welcome to 13 Cantwell Road in Milton's Columbine neighborhood. This home delivers space, style, and character that's increasingly hard to find. A welcoming entrance and graceful staircase set the stage from the moment you arrive. Hardwood floors and timeless charm carry throughout. The main level offers a living room, den, dining area, and kitchen bathed in natural light through large, elegant windows. Four bedrooms and 2.5 baths offer room for everyone to spread out. The primary suite features soaring ceilings, an en suite bath, dedicated laundry, and multiple closets. A partially finished basement adds flexible space for a home office, gym, or playroom. The Milton Trolley is within walking distance, connecting you to the Red Line and the city with ease. Shields Park, the Neponset River Trail and Turners Pond are all a short walk away. This is Milton living at its finest.

13 Cantwell Rd, Milton

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

47 Standish Rd, Milton
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 73504843 MLS
On a picturesque tree-lined street in the treasured Columbines neighborhood a classic Garrison Colonial is ideally situated with nearness to Glover and Pierce schools, Milton Academy, Turner's Pond, parks and playing fields, and the Central and Milton Village restaurants and shops. This handsome home greets you with a timeless layout of light-filled elegant living and dining rooms with bay windows and built-ins, a chef's kitchen with double ovens and paneled appliances, and a sun room ready for work, play, or leisure. Three generously sized bedrooms are anchored by a gracious landing, and a walk-up attic lends itself to convenient storage. A finished lower level with full sized windows and a second fireplace provides the extra living space missing in other homes you've seen. Central AC keeps you comfortable indoors and the expansive deck is perfect for entertaining and enjoying meals throughout spring, summer, and fall. It's the quintessential Milton home in the most admired setting!

47 Standish Rd, Milton

Listing courtesy of Listing Agent: Lauren Greeley from Listing Office: Coldwell Banker Realty - Milton.

424 Brook Road, Milton
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 73480095 MLS
Nestled on .32-acre lot in prime Milton location, this stunning 4-bedroom Colonial perfectly blends classic New England charm with expansive living across 4 finished floors. True pride of ownership shines through extensive recent improvements. The main level features a bright and airy flow, seamlessly connecting a sleek modern kitchen to a formal dining room and a spacious family room, highlighted by an exquisite fireplace and wood mantel, that leads to the recently converted home office. The upper levels offer 4 well-appointed bedrooms and 3 updated full bathrooms, including a primary ensuite, plus a versatile 2nd floor bonus room. A finished basement with half bath provides the perfect flex space for a gym or play area. The oversized, fenced-in backyard with adjoining patio is a defining feature of the home, providing sprawling and tranquil privacy. Complete with a detached garage and steps to Glover, Pierce and Goddard Schools, Turner’s Pond and Kelly Park.

424 Brook Road, Milton

Listing courtesy of Listing Agent: Joshua Drawas from Listing Office: Compass.

37 Sassamon Ave, Milton
$1,385,000
5 Beds ⋅ 5 Baths ⋅ 73533982 MLS
Set in one of Milton's most desirable neighborhoods, this thoughtfully designed home offers exceptional space, flexibility, and upscale finishes throughout. At its heart is a high-end chef's kitchen featuring premium appliances, custom cabinetry, and generous gathering space for everyday living and entertaining. A rare first-floor primary suite provides ideal accommodations for guests, multigenerational living, or single-level convenience, while the second floor features four additional bedrooms including a luxurious primary suite. The finished lower level with half bath adds approximately 500 square feet of versatile living space perfect for a media room, playroom, gym, or home office. Enjoy private outdoor space ideal for relaxing or entertaining, along with convenient access to the scenic walking and hiking trails of the Blue Hills Reservation. Meticulously maintained and built just 10 years ago, this home combines comfort, functionality, and timeless appeal.

37 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Robin Shea from Listing Office: Principal Real Estate Partners.

210 Robbins St, Milton
$1,376,000
4 Beds ⋅ 4 Baths ⋅ 73501963 MLS
Welcome to this beautifully maintained and thoughtfully updated home, offering the perfect blend of comfort, style and convenience. Sun-filled interior features gleaming hardwood floors throughout, striking wrought iron staircase and a front to back fireplaced living room, ideal for both entertaining and everyday living. Formal dining room with custom built-ins and a beautfiully renovated kitchen with french door to a spacious deck create a seamless indoor-outdoor flow. Inviting family room offers additional space to relax and unwind. Mudroom with direct access to a heated two-car garage adds convenience. Second level includes a gracious primary suite with primary bath, a spacious second bedroom and an oversized third bedroom with cathedral ceilings and abundant storage. Third floor offers a versatile bedroom and bonus space, perfect for guests, office or playroom. Finished lower level with full bath completes four levels of living. Classic elegance and modern updates.

210 Robbins St, Milton

Listing courtesy of Listing Agent: Kathleen Huntington from Listing Office: Coldwell Banker Realty - Milton.

1185 Brook Rd, Milton
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 73482265 MLS
Clean. Crisp. Complete. Every inch of this Milton home has been thoughtfully renovated by the current owners. Inside, character, craftsmanship and condition take center stage. Curved archways, crown molding, and oversized windows fill the home with charm and natural light. The spacious kitchen offers abundant storage and generous counter space ideal for the home chef. Three large bedrooms and full bath featuring both a stand up shower and a soaking tub plus a walk up attic. The lower level mudroom keeps daily clutter neatly tucked away while providing flexible living space with a home gym and hang out space. Located in the ever popular Cunningham Park neighborhood which offers,walking trails,outdoor skating and community pool surrounded by playgrounds and green space. Prefer a little buzz? East Milton Square with dining,coffee shops, and neighborhood boutiques less than a half mile away. If you are toying with leaving the city, this one will give you the perfect balance. Stop By!

1185 Brook Rd, Milton

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

23 Woodmere Drive Unit 23, Milton
$1,370,000
3 Beds ⋅ 3 Baths ⋅ 73508336 MLS ⋅ ['Woodmere Condominiums'] BLDG.
Set on beautifully manicured grounds, this rarely offered Adams end-unit townhome blends luxury with ease of living. A welcoming front porch opens to soaring 22-foot ceilings and sun filled open spaces. The gourmet kitchen features quartz island and countertops, custom cabinetry, and Jenn Air appliances, flowing seamlessly into the formal dining room with a tray ceiling and an inviting living room with a gas fireplace and private deck access. The first-floor primary suite offers a walk-in closet and spa-inspired marble bathroom. A flexible den/office, first-floor laundry, and mud room add practicality, while an attached two-car garage provides convenience. Upstairs, two spacious bedrooms, a loft, nook, family room and full bath offer versatile living spaces. Meticulously designed, this home combines elegance, function and comfort in a highly desirable location with thoughtful details and an ideal layout.

23 Woodmere Drive Unit 23, Milton

Listing courtesy of Listing Agent: Barry Cohen from Listing Office: Coldwell Banker Realty - Newton.

18 Taff Road, Milton
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 73518281 MLS
Cary Hill Area is home for this custom oversized Colonial newly built in 2000. This eight room home features a well-designed open and airy floor plan which is perfect for large gatherings. The kitchen is equipped with new stainless appliances and leads to a spacious family room with a gas fireplace. The first floor includes a dining room and formal living room with French doors. The sunny deck overlooks a nice backyard and two car garage.The second level offers three+ bedrooms, one of which, is the primary bedroom with it's own bath.The fourth room offers the flexibility to be an office, nursery, or a laundry room. The spacious attic has good ceiling height with great potential for two extra bedrooms and a bathroom.The basement of this home also offers expansion possibilities with an expansive space and headroom for a potential in-law or an ADU.The Cary Hill area is proximate to East Milton Square with its shops and restaurants, Milton Academy, and major highways to downtown Boston.

18 Taff Road, Milton

Listing courtesy of Listing Agent: Paul Hurley from Listing Office: Coldwell Banker Realty - Milton.

18 Fairfax Rd, Milton
$1,335,000
6 Beds ⋅ 4 Baths ⋅ 73485898 MLS
Discover a rare multifamily opportunity in one of Milton’s most sought-after neighborhoods. Perfectly positioned within striking distance to public transportation, boutique shopping, and Milton’s chic dining scene, this expansive property blends convenience, character, and investment potential.Featuring two separate addresses and newer systems throughout, this stately home offers exceptional flexibility for owner-occupants, multigenerational living, or strong rental income. Each unit lives remarkably large, with generous room sizes, high ceilings, and thoughtful layouts that maximize comfort and functionality.A standout amenity is the oversized three-car garage, a true luxury in this location, providing ample storage, parking, or potential workshop space.Whether you’re looking to expand your portfolio or secure a spacious home with income potential, this impressive multifamily delivers!

18 Fairfax Rd, Milton

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

44 Quarry Lane, Milton
$1,310,000
5 Beds ⋅ 3 Baths ⋅ 73550347 MLS
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

Listing courtesy of Listing Agent: Kathy McDevitt from Listing Office: Kelley & Rege Properties, Inc..

39 Park St, Milton
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 73513892 MLS
Renewed and expanded in 2016 and thoughtfully updated since, this Milton home blends classic charm with modern convenience- simply unpack and enjoy. The sun-filled main level features high ceilings, a spacious living room with wood-burning fireplace, updated kitchen with island seating and stainless appliances, and an inviting dining area with corner built-in. From here, step outside to the sizable deck and level backyard which make everyday living and entertaining easy. A dedicated first-floor office adds everyday functionality, while the bright sunroom provides the perfect flex space. Upstairs offers three well-proportioned bedrooms with ample closet space and central air. The lower level provides excellent potential with good ceiling height and flexible usable space ready to be finished. Recent notable updates include installation of central AC, recessed lighting, custom kitchen built-in, and fresh paint throughout most of the home- making this a true turn-key opportunity.

39 Park St, Milton

Listing courtesy of Listing Agent: Abigail Marjollet from Listing Office: Ceres Real Estate.

161 Sassamon Ave, Milton
$1,300,000
5 Beds ⋅ 4 Baths ⋅ 73414145 MLS
With over 4,000 sq. ft. of living space set on an 11, 286 sq. ft. lot this 5 bed, 3.5 bath historic home offers unmatched size and value. While Milton's average sale is at $512.00 per sq. ft. this home at $372.00 per square foot is priced to sell. Enjoy multiple 1st floor living areas, a kitchen with custom cabinets, a separate office area and expansive decks. The private primary suite features its own staircase, a walk-in closet, soaring ceilings, a deck and a unique primary bath. A top floor suite with kitchenette is ideal for guests or an au pair. There are garages for 3 cars and an attached building for storage and potential work space. The quiet cul-de-sac with its direct access to the Blue Hills Reservation and its bike and hiking trails provide comfort, privacy and peace of mind.

161 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Thomas O'Neill Jr. from Listing Office: The Firm.

3 Windsor Rd, Milton
$1,280,000
4 Beds ⋅ 2 Baths ⋅ 73537459 MLS
Curb appeal that stops you in your tracks. This classic 1929 Colonial sits proudly on a corner lot in Milton's coveted Columbines neighborhood, where tree lined streets and lush colorful gardens and flowers greet you before you even reach the front door. Step inside and the light does the talking, sun filled rooms all day long, with gleaming hardwood floors carrying that warmth from room to room. Every space here is a generous size with high ceilings and endless character. This easy, livable layout that gives you room to spread out, entertain, and comfortably live. If you know Milton, then you know how special this location is, it's the whole package. Located across the street from Kelly Field and Playground an 11 acre park. Plus you are minutes to Turner's Pond, Glover school and an easy stroll to the Trolley Line, ideal for those commuting into the city. If you are looking for updated, neighborhood plus amenities, I am here to tell you, you can have it all!

3 Windsor Rd, Milton

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

10 Brookside Park, Milton
$1,280,000
4 Beds ⋅ 3 Baths ⋅ 73487920 MLS
Some homes are simply built to stay, firmly grounded, beautifully proportioned, and designed to serve their owners for years to come. 10 Brookside Park welcomes its next steward, someone ready to settle into this vibrant Milton Hill neighborhood. The inviting front porch is perfect for morning coffee and evening conversations. Inside, high ceilings and abundant natural light create a sense of warmth and ease. The spacious kitchen anchored by a generous picture window is a favorite gathering place, offering lush views and ready for the furry companion in your entourage. A dedicated home office and 4 bedrooms provide flexibility. The 3rd floor primary suite offers a walk-in closet, full bath, and privacy. Updated HVAC, wiring, windows, car charger. Can’t wait for 400 tulip bulbs to pop this spring! Ideally situated near the trolley, Steel & Rye, Glover School, and the bike trail, this location supports a lifestyle defined by convenience and community. Built to stay. Built to be loved.

10 Brookside Park, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

8 Clifton Road, Milton
$1,275,000
4 Beds ⋅ 2 Baths ⋅ 73546064 MLS
Offering exceptional curb appeal in Milton's Hospital Hill neighborhood, this colonial blends timeless charm with comfortable living space. Gleaming hardwood floors flow throughout the home. The first floor offers a front-to-back living room with fireplace, a bright sunroom, a formal dining room with a built-in china cabinet, an eat-in kitchen & a half bath. Upstairs, you'll find four corner bedrooms, a full bath and a walk-up attic for storage/expansion options. The partially finished basement provides additional living space, ideal for a playroom, home office or gym. The backyard is perfect for entertaining family & friends, featuring a patio and play structure. Well maintained & updated, the current owners have replaced the roof (2018), water heater (2023) and gas furnace (2024). Ideally located minutes from Milton Academy, Milton Hospital, Turner's Pond & Milton's highly regarded public schools and a convenient location for commuting to Boston. Don't miss out on this great home!

8 Clifton Road, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.

220 Beacon St, Milton
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 73497760 MLS
You found it! The trifecta: plenty of space indoors and outdoors; proximity to all amenities; and a fabulous neighborhood. Boasting plenty of character as it's a rejuvenated carriage house with a bright, sun filled 2 story addition delivering a generous first floor 400 sqft family/dining room combo with wood burning stove while the 2nd floor primary en suite offers a private escape. The lower level adds two additional rooms, a full bath and abundant storage giving everyone the space they need. But it's the setting that truly sets it apart. Tucked behind a canopy of mature trees with a pool, hot tub, and patio, this lot offers the kind of breathing room that's nearly impossible to find this close to everything. From your backyard kids can sled in the winter and swim in the summer. All of this within a mile to the Commuter Rail, restaurants, Neponset Bike Trail and more. Some homes are just that house, a yard full of kids and a setting so private you forget you're this close to it all!

220 Beacon St, Milton

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

29-31 Belvoir Rd, Milton
$1,261,000
7 Beds ⋅ 2 Baths ⋅ 73480719 MLS
Imagine a life where your home provides both sanctuary and security. Nestled in a leafy, sought-after pocket of Milton, 29-31 Belvoir Road is more than a two-family—it’s a gateway to the lifestyle you’ve worked for. Savor quiet mornings on your classic porch, surrounded by the charm of a neighborhood known for its deep roots and top-rated schools. Inside, sunlight dances across gleaming hardwoods and original built-ins, preserving the soul of a true New England residence. Unit #2 offers a grand, multi-level layout that feels like a private single-family retreat, while the spacious Unit #1 provides the significant rental income to anchor your future. Whether you are seeking a premier zip code or a legacy asset, this Philadelphia-style gem offers the rare gift of elegance and financial freedom in one. Just minutes to the Trolley/Red Line, your commute ends where your peaceful life begins.

29-31 Belvoir Rd, Milton

Listing courtesy of Listing Agent: Jeff Grand from Listing Office: Centre Realty Group.

40 Dean Rd, Milton
$1,220,000
4 Beds ⋅ 3 Baths ⋅ 73484709 MLS
Lights. Camera. Take Action! At 40 Dean Road this Cunningham Park classic meets opportunity. A gracious living room and a fireplaced family room offer spaces for entertaining and everyday comfort. The eat-in kitchen with generous footprint and natural light is perfectly functional today and ready for a thoughtful refresh. A powder room earns top marks, and a dedicated pantry ensures organization. The deck is poised for morning coffee and summer evenings. The lush yard offers privacy and a peaceful setting. The 4 bedrooms have excellent closet space, complemented by 2 full baths. The heated lower level delivers the flexible square footage today’s lifestyle demands, whether for recreation, fitness, or office space. Notable updates include exterior doors, hot water heater, insulation, entry, siding, chimney liner, more—offering peace of mind and a strong foundation for what comes next. Just moments to Milton Academy and Cunningham Park, this home is ready to be someone’s perfect match.

40 Dean Rd, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

24 Brae Burn Rd, Milton
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 73573212 MLS
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

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

73 Washington Street, Milton
$1,200,000
6 Beds ⋅ 3 Baths ⋅ 73532297 MLS
Great location! This classic Garrison Colonial sits on a desirable corner lot and features a cozy fireplace living room, hardwood floors, and an eat-in kitchen. The main level also offers a deck, formal dining room, and a flexible first-floor bedroom or home office. Upstairs you will find four generously sized bedrooms and a tiled full bath. Additional highlights include a partially finished basement, updated windows, central A/C, and a fenced, private yard. An attached two-car garage is topped by a full in-law apartment with its own kitchen/living room, hardwood floors, two bedrooms, and a full bath. All this just a short walk to Andrews Park and conveniently close to East Milton Square, restaurants, and highway access.

73 Washington Street, Milton

Listing courtesy of Listing Agent: Robert Mcauliffe from Listing Office: Duhallow Real Estate.

24 School St, Milton
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 73522159 MLS
OFFER DEADLINE WEDNESDAY 3:00 PM. Discover the perfect blend of comfort, character & lifestyle in one of Milton’s most desirable neighborhoods! This warm & welcoming 4-bedroom, 3.5-bath Colonial is thoughtfully maintained & move-in ready, offering generous living space, a flexible layout & nicely landscaped grounds ideal for entertaining & everyday living. Enjoy a spacious front-to-back fireplaced living room w/ built-ins, kitchen w/ breakfast bar open to the dining room & a large family room leading to a spacious deck overlooking the fenced backyard bordered by mature trees & a brook beyond the rear property line. The front-to-back primary suite features a ¾ en-suite bath w/ washer/dryer, while the walk-out lower level offers additional flexible space & future potential. Walking distance to trails, parks & conservation land, yet minutes to restaurants, schools, shopping, commuter routes & Boston. Central A/C, 1-car garage plus 2 additional spaces. 1 year AHS Home Warranty included.

24 School St, Milton

Listing courtesy of Listing Agent: Cheryl Waitt from Listing Office: Homes of New Hampshire Realty, LLC.

59 Amor Rd, Milton
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 73519567 MLS
Welcome to 59 Amor Rd, a beautifully updated 4-bedroom, 3-full-bath single-family home set on a flat, buildable acre in a quiet Milton neighborhood. With exceptional curb appeal, a circular driveway, new fencing, irrigation, and a spacious backyard with deck and patio, this property offers move-in comfort and rare long-term potential. Fully renovated in 2017, the home features an updated kitchen/living area, heat pump water heater, central air, insulation, gleaming hardwood floors, and an 8-year-old roof. The bathrooms have been beautifully renovated with modern finishes, including an en suite primary with a heated towel rack. A spacious addition expands the main living area, while the walkout lower level offers a 4th bedroom or office with direct access to the backyard and garage—ideal for guests, work-from-home, or potential in-law use. Complete with a 2-car garage, EV charger, generous storage, and cedar closet, this property is not to be missed.

59 Amor Rd, Milton

Listing courtesy of Listing Agent: Kaileen Sanner from Listing Office: Charlesgate Realty Group, llc.

52 Hurlcroft Rd, Milton
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 73492427 MLS
Nestled in the highly sought-after Cary Hill neighborhood, this Colonial offers sun-filled spaces, timeless architectural detail, and a desirable open floor plan. Designed for comfortable everyday living and effortless entertaining, the home features a front to back living room with a fireplace, and a formal dining room. The eat-in kitchen appointed with granite countertops and newer appliances, leads to a stunning vaulted family room with skylights, fireplace, and custom built-ins overlooking the private back yard and patio---creating the perfect gathering space. The second level features a primary suite with a walk-in closet and full bath along with 2 additional bedrooms and family bath. An oversized flex space offers endless possibilities for a home office, playroom, or guest area. Additional highlights include a garage, walk-up attic, full basement, providing excellent storage and expansion potential. Ideally located minutes from E. Milton Square shops and quick access to Boston.

52 Hurlcroft Rd, Milton

Listing courtesy of Listing Agent: Rosemary Sullivan from Listing Office: Conway - Hingham.

484 Brook Rd, Milton
$1,177,500
3 Beds ⋅ 2 Baths ⋅ 73488707 MLS
484 Brook Road, a pretty Crosby-built brick-front colonial, known for its timeless design, steel beam construction & thoughtful utility. Set on a generous 10,000+ square foot lot, this 3 bed/1.5 bath home offers a perfect blend of sophistication, space & exciting expansion possibility. A gracious main level layout is complemented by a large upper-level bonus space, ideal for a home office or expanded living. A walk-out lower level provides flexible space & connects to an attached garage with a convenient portal mudroom-ideal for New England living. Set alongside scenic conservation land and Turner's Pond Walking Loop, enjoy your own private outdoor retreat-an exclusive piece of prime real estate. Ideally located near Glover Elementary & Pierce Middle Schools,this home is set in the heart of iconic Milton and its charming shops; restaurants and timeless appeal. Many improvements & impeccably maintained this one is something special. Windows & roof (2024) Heating (2020).

484 Brook Rd, Milton

Listing courtesy of Listing Agent: Jennifer Gates from Listing Office: Allison James Estates & Homes of MA, LLC.

434 Brook Rd, Milton
$1,170,000
4 Beds ⋅ 2 Baths ⋅ 73505927 MLS
Welcome to 434 Brook Road, a beautifully preserved storybook home in the heart of Milton, lovingly cared for by only three owners. This 4-bedroom, 2-bath residence offers timeless character and charm, complemented by many recent updates, including fresh interior paint. The large kitchen features high-end stone flooring, stainless steel appliances, stone countertops, and opens seamlessly into the dining area, perfect for everyday living and entertaining. Spacious living areas showcase hardwood floors throughout, while the bright sunroom adds valuable additional living space. Upstairs, four generously sized bedrooms offer comfort and flexibility. The finished third-floor attic provides ideal bonus space for a home office, playroom, or guest area. Outside, enjoy beautifully maintained landscaping and a large private outdoor patio, perfect for entertaining or relaxing. A rare opportunity in one of Milton’s most desirable neighborhoods.

434 Brook Rd, Milton

Listing courtesy of Listing Agent: The Rogers Nosal Group from Listing Office: Coldwell Banker Realty - Westwood.

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