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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.
32 Pleasant St, Milton
$1,205,000
4 Beds ⋅ 3 Baths ⋅ 73425112 MLS
Welcome to 32 Pleasant Street and Welcome Home! Set in the popular Cunningham Park neighborhood, #32 packs a punch for value, condition and location! With room to roam and spaces for all, you will want to call this one home! From the gracious entry hall and intimate niches to the expansive familyroom and updated kitchen with center island, vaulted ceilings and storage space galore; 32 Pleasant St will check all your needs: four bedrooms, a spacious primary suite, central air and large, private entertaining size enclosed yard! All within minutes to public transportation, shopping in the Square, and all Great things Milton! Come see for yourself, you won't want to leave!

32 Pleasant St, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
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.
200 Robbins St., Milton
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 73454605 MLS
Welcome to this beautifully updated 4-bedroom, 3-bath tri-level Cape in one of Milton’s most desirable western suburbs. Enjoy easy access to I-93, the commuter rail, Blue Hills and a quick commute to Boston! The main floor offers a bright open-concept layout ideal for entertaining, featuring a sun-filled living and dining area, soaring ceilings and charming exposed wood beams. The modern kitchen includes granite countertops, stainless steel appliances, and gas cooking. This level also features three comfortable bedrooms and a full bath. Upstairs boasts a spacious primary suite with ample closet space, a beautiful bathroom and a versatile great room ideal for an office or playroom. The finished lower level offers a full bath, laundry area, and direct access to the two-car garage. Owner-owned solar panels provide subsidized electricity & about $225/month in income. Don't miss this perfect blend of modern comfort, efficiency, and timeless charm in one of Milton's most convenient locations

200 Robbins St., Milton

Listing courtesy of Listing Agent: Evis Mason from Listing Office: Boston Connect Real Estate.
651 Canton Ave, Milton
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 73451546 MLS
Welcome to 651 Canton Avenue, an exquisite Colonial home spanning 2,325 square feet of refined living space. This sun-filled residence boasts 3 bedrooms and 2 full and 2 half baths, including a luxurious primary suite bath. The heart of the home features an open-concept design, highlighted by a gas fireplace in the living room and hardwood floors throughout. The gourmet kitchen is adorned with quartz countertops and backsplash, and modern fixtures. Enjoy seamless indoor-outdoor living with a paver patio, pergola, and fenced backyard. Additional amenities include laundry on the second floor, central air conditioning, gas heat, and off-street parking. Immerse yourself in tranquility within this sought after location giving easy access to Milton schools and sports fields and centrally located in the heart of Milton. A true must see!!

651 Canton Ave, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.
71 Cabot St, Milton
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 73443589 MLS
Opportunity to live in the Cary/Cabot Hill Neighborhood - one of Milton's most coveted neighborhoods. Mid Century ground level home with four levels of living space offering a versatile floor plan. Enter the front door and find a large living room with wood burning fireplace, eat in kitchen which overlooks the spacious dining room with built in storage, sun filled home office with custom build bookcase. Enter through the side door and drop off all the hockey equipment in the mudroom and shut the door! Oversized family room is perfect for movie nights while the lower level offers additional living space for all the sports memorabilia. Additionally you have a workshop with plenty of room for bicycles and outdoor toys and endless amounts of storage throughout the house. Cabot Street is walking distance to East Milton Square, shops, restaurants, post office, schools, churches and the expressway to Boston or the Cape. Chance to make this long time lovingly maintained home your own!

71 Cabot St, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.
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.
635 Adams St, Milton
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 73537540 MLS
Welcome to this conveniently situated property in East Milton Square. This neighborhood offers the perfect blend of suburban charm and urban accessibility; this home is located just steps away from local shops, restaurants, cafes, grocery stores, and other everyday conveniences.The property features a spacious and private backyard, providing open space for outdoor entertaining. There is also ample parking in the rear of the property.This 4 bedroom, 2 full and one half bath, and a finished basement is found in the heart of East Milton. This home is ready to be your next chapter - schedule a viewing today!

635 Adams St, Milton

Listing courtesy of Listing Agent: Connor Withington from Listing Office: Kelly Group Properties.
40 Cape Cod Ln, Milton
$1,140,000
4 Beds ⋅ 3 Baths ⋅ 73550414 MLS
Nestled on one of Milton’s most picturesque streets, this classic center-entrance Colonial offers the perfect blend of timeless charm, exceptional space, and an unbeatable location. Just a short stroll to Glover Elementary School, the Milton Public Library, and all the amenities that make Milton such a special place to consider home, this property delivers both convenience and community. Lovingly maintained by its original owner, this four-bedroom home reflects pride of ownership throughout. Generous living spaces include a rarely available first-floor family room, providing the flexibility and comfort today’s buyers seek. The well-designed floor plan offers plenty of room for everyday living and entertaining, while the two-car garage adds valuable convenience. A wonderful opportunity to own a cherished home in one of Milton’s most sought-after neighborhoods, where classic Colonial architecture, an outstanding location, and years of meticulous care come together beautifully.

40 Cape Cod Ln, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
25 Sheldon Street, Milton
$1,138,000
3 Beds ⋅ 3 Baths ⋅ 73505436 MLS
Convenience, comfort, and character - this thoughtfully updated East Milton Square home blends modern design with timeless charm. A bright and sunny flexible first floor is anchored by a stunning new kitchen featuring high-end appliances, custom built-ins, and abundant natural light. Plenty of space to gather with family and friends in the dining room, unwind by the fireplace and enjoy the architectural details of the formal living room. A spacious family room with built-in Murphy bed offers versatile bonus living space with access to the yard. Upstairs are two well-appointed bedrooms and a full bath with soaking tub and laundry. Retreat to the third floor, where a large primary suite features an updated full bathroom and ample closet area. Generous fenced in yard is perfect for play, gardening, or entertaining, all just moments from schools, shops, dining, and easy access to Boston.

25 Sheldon Street, Milton

Listing courtesy of Listing Agent: Jessie Younker from Listing Office: Corcoran Property Advisors.
79 Hilltop St, Milton
$1,130,000
3 Beds ⋅ 3 Baths ⋅ 73536896 MLS
Some homes ask you to choose. This one doesn't. Set on a private half-acre corner lot, this three-bedroom, three-bath Milton home is move-in ready and freshly painted throughout. Hardwood floors run the length of the main level. The living and dining areas open to one another, anchored by a sunroom and a bright kitchen with granite counters and stainless steel appliances. A finished lower level with a full bath offers room to spread out. Guests. A place to gather. A home office that stays separate when it needs to. Separation without distance. Two fireplaces. An oversized two-car garage. Central air-conditioning. The everyday details are handled. A fully fenced yard with a stone patio, pond, and retractable awning. Quiet when you want it. Ready when you don't. Minutes from Milton Academy, the Blue Hills, Wollaston Golf Club, Houghton's Pond, and Route 93. Space, comfort, and room to grow are yours for the taking.

79 Hilltop St, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
29 Woodmere Dr Unit 29, Milton
$1,125,000
2 Beds ⋅ 2 Baths ⋅ 73519579 MLS ⋅ ['Woodmere Condominium'] BLDG.
Some homes are built. This one was considered. Every detail. A grand entry that sets the tone — warm, unhurried, quietly assured—with a welcome that signals something better is ahead. 2 bedrooms and 2 full baths. A dedicated home office because some things shouldn't be a compromise. A designer kitchen anchored by a considerable island and top appliances — the kind of space that makes cooking feel like a choice, not a chore. A laundry room that brings organization to daily life. A gas fireplace that earns its place in the room. A private deck for summer evenings and the slow art of the grill. An oversized two-car garage designed for cars that dare to dream bigger. New construction quality without the wait. Mature landscaping softens the edges and grounds the space in something that feels like home. Clean lines. Fresh finishes. No compromises. Lock and leave or settle in and stay. Either way, this is living at its most effortless.

29 Woodmere Dr Unit 29, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
57 Columbine Rd, Milton
$1,125,000
4 Beds ⋅ 2 Baths ⋅ 73470145 MLS
The books, the art, the music have been carefully packed away. What remains is the essence of a home defined by proportion, light, and setting—a coveted Columbine 4-bedroom home is ready for thoughtful renewal. This property invites imagination, offering an opportunity to shape what comes next. The living room enjoys a clear view to the neighborhood beyond—an ever-changing tableau of daily life that reinforces a sense of connection without sacrificing privacy. The kitchen opens to a heated sunroom, both capturing gentle morning light. A generously scaled first-floor bedroom introduces flexibility for one-level living. Three additional bedrooms surprise with substantial closet space, while the lower level offers additional square footage suited for gathering. Ideally located near Glover School, Milton Academy, the trolley, and Steel & Rye, this home is rooted in community, rich in potential. For those with vision and an appreciation for enduring neighborhoods, the next act begins here.

57 Columbine Rd, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
18 Eaton St., Milton
$1,125,000
3 Beds ⋅ 1 Baths ⋅ 73461216 MLS
Welcome to 18 Eaton St., a true diamond in the rough with endless potential. While this house is perfectly livable now, it could definitely use some freshening up. Featuring a great layout, 3 bedrooms, 1 bath, detached two car garage situated on a large flat lot. Take this opportunity to add your finishing touches and make it your own! The home is being sold "as is".

18 Eaton St., Milton

Listing courtesy of Listing Agent: John Shea from Listing Office: Duhallow Real Estate.
14 Brookside Park, Milton
$1,120,000
4 Beds ⋅ 2 Baths ⋅ 73538210 MLS
Blending timeless character with modern versatility, this charming Milton home showcases beautiful original dark woodwork and a classic fireplace mantel. The spacious eat-in kitchen offers abundant cabinetry and a large butler’s pantry for exceptional storage and prep space. A first-floor den provides the option of a fifth bedroom, ideal for guests, a home office, or multigenerational living. The expansive third floor offers endless possibilities as a family room or office, featuring four skylights, exposed beams, ceiling fans, wall-to-wall carpeting, and built-in bookcases, with space to create two rooms if desired. Outside, the fully fenced backyard provides a private setting for entertaining, pets, and outdoor enjoyment. Set on a quiet dead-end street with convenient access to public transportation, downtown Boston, dining, bike trails, and recreational amenities.

14 Brookside Park, Milton

Listing courtesy of Listing Agent: Richard Fish from Listing Office: Conway - Hingham.
1111 Brook Rd, Milton
$1,120,000
3 Beds ⋅ 2 Baths ⋅ 73425852 MLS
Welcome to 1111 Brook Road in Milton! This updated home features a bright fireplaced living room, custom mudroom, and dining room that flows into a modern kitchen with white cabinetry, center island, upgraded appliances, vented hood, and new hardware. Upstairs offers a vaulted primary with exposed brick, two additional bedrooms, renovated bath, and laundry. The finished lower level with new vinyl flooring and surround sound adds flexible space for work, play, or fitness, with walkout access to a private backyard, patio, and refreshed landscaping. Recent upgrades include a new water heater and thoughtful improvements throughout. All in a walkable location near Milton Village, schools, parks, public transit, and easy access to Route 93.

1111 Brook Rd, Milton

Listing courtesy of Listing Agent: The Charles King Group from Listing Office: Real Broker MA, LLC.
397 Adams St., Milton
$1,115,000
3 Beds ⋅ 2 Baths ⋅ 73464648 MLS
Beautifully renovated home in the highly sought-after East Milton neighborhood! This turnkey property has been thoughtfully updated throughout, featuring new hardwood floors, 3 Bedrooms (w/ potential to add a 4th bedroom) new bathrooms, and a modern kitchen with brand-new cabinetry, quartz countertops, and stainless-steel appliances. A new roof and updated HVAC systems provide comfort and efficiency year-round. The spacious main living area flows seamlessly to a walk-out deck and patio, ideal for outdoor dining and entertaining. Additional features include a one-car garage, driveway parking for three vehicles, and a lawn irrigation system to keep the grounds looking pristine. Home was thoroughly insulated by Mass Save in 2025. Located just minutes from East Milton Square, local shops, restaurants, and commuter routes, this move-in-ready home offers the perfect combination of modern updates, classic charm, and everyday convenience.

397 Adams St., Milton

Listing courtesy of Listing Agent: Christopher Chadzynski from Listing Office: Northeast Realty + Co..
67 Maple St, Milton
$1,106,700
4 Beds ⋅ 2 Baths ⋅ 73519982 MLS
Introducing this one-of-a-kind Milton Village Victorian, a home that greets you with warmth, character, and timeless charm. This solid 4-bedroom, 2-bath home offers exceptional space in one of Milton’s most popular neighborhoods, notice all the details, including slate roof. They don’t build home like this anymore! A covered front porch welcomes you into a beautiful entryway, setting the tone for the gorgeous period details throughout. The open first-floor layout features a spacious living room and dining room area, high ceilings, and abundant natural light, blending classic architectural detail with everyday comfort. A spacious unique finished third floor offers endless possibilities, including a potential primary suite, while the partially finished walk-out lower level office space adds even more flexibility. Ideally located just a short stroll to Steel & Rye, Lower Mills, and the MBTA trolley connection, this is a rare opportunity on a truly fabulous street.

67 Maple St, Milton

Listing courtesy of Listing Agent: Janice Bosworth-Dunphy from Listing Office: Coldwell Banker Realty - Milton.
15 California Ave, Milton
$1,100,000
6 Beds ⋅ 3 Baths ⋅ 73389333 MLS
East Milton Location! This spacious home consists of 6 bedrooms and 2 and a half baths. Fireplace living room with bow window, hardwood floors throughout. Large open kitchen with granite countertops and an island that fits 4 stools. Dining area flows into family room and out to fenced in yard, patio and 3-season porch. Oversized shed for storage in side yard. First floor laundry room. Primary bedroom has private bath and walk-in closet. 3rd floor attic not included in square footage would be a great space for an in-home office. 2-zoned central AC, 2 gas heating systems. 2 car oversized attached garage, ample parking. Close to East Milton square, schools, restaurants and expressway.

15 California Ave, Milton

Listing courtesy of Listing Agent: Robert Mcauliffe from Listing Office: Duhallow Real Estate.
751 Brook Road, Milton
$1,090,000
3 Beds ⋅ 3 Baths ⋅ 73430467 MLS
Charming Cape built in 1954 with 2,311 sq. ft. of living space plus 420 sq. ft. finished basement on a 24,707 sq. ft. lot. Features 3 bedrooms including a second-floor bedroom with bonus nanny’s room, 2 full and 1 half baths, living room with fireplace, dining room, and first-floor office/study. Hardwood floors throughout. Updated heating system (forced hot water by oil) and updated water heater. Lower-level finished room with second fireplace offers great flex space. Two-car garage plus driveway for 4–5 cars. Large open backyard abuts Mary Lane playground. Excellent location just ¼ mile from Milton Academy.

751 Brook Road, Milton

Listing courtesy of Listing Agent: Alan Davidson from Listing Office: NEST Seekers MA LLC.
40 Lafayette St, Milton
$1,083,500
4 Beds ⋅ 3 Baths ⋅ 73419799 MLS
This stunning, gut renovated home offers 4 bedrooms, 3 full bathrooms, and approximately 1,700 sq ft of beautifully designed living space. The open-concept first floor is perfect for entertaining, featuring a stylish kitchen with island seating, an arched coffee/dry bar, and adjacent dining area. A mudroom with coat closet, walk-in pantry, and a versatile office or sitting room with French doors add function and charm. A spacious first-floor bedroom and nearby full bath make an ideal guest suite or family room. Upstairs, the primary suite boasts 9' ceilings, dual closets, a built-in bookcase, and en-suite bath. Two additional bedrooms and a third full bath complete the upper level. Enjoy a private backyard patio and ample off-street parking—this home is truly a must-see! All new electric, plumbing, HVAC, windows, roof, vinyl siding, hardwood floors, kitchen, bathrooms, etc!

40 Lafayette St, Milton

Listing courtesy of Listing Agent: Kyle Pernock from Listing Office: Keller Williams Elite.
55 Christopher Dr, Milton
$1,075,000
4 Beds ⋅ 2 Baths ⋅ 73441670 MLS
***OPEN HOUSE CANCELLED*** ACCEPTED OFFER. This 9 room Colonial sits in a quiet neighborhood. Inside you are greeted by a large living room with a fireplace, perfect for entertaining. Off of the living room is a formal dining room and a large kitchen with updated cabinets. There is an adjacent den, and a sun filled family room that leads to a deck and a nice fenced in backyard. Upstairs, there is a large primary bedroom. Three other bedrooms round out the upstairs along with a full bath. Hardwood floors on the main & second floor. Two zoned central air. Attached is a two car garage. Recent updates include refinished hardwood floors on the main and second level, and oriental hallway rugs (2021). Overhead microwave (2021) New side steps (2023) and newly repointed and patched masonry steps and a new front walkway (2025) Full unfinished basement that has a hookup for a portable gas generator. Easy access to 93 N & S.,Cunningham pond. Listing agent related to the seller

55 Christopher Dr, Milton

Listing courtesy of Listing Agent: Ted Coleman from Listing Office: Beacon Rock Realty Services.
3 Horton Pl, Milton
$1,070,000
3 Beds ⋅ 2 Baths ⋅ 73472446 MLS
Welcome to 3 Horton Place in Milton, a classic Colonial full of warmth, character, and opportunity. This 3-bedroom, 2-bath home offers a timeless layout with hardwood floors throughout much of the home. The main level features inviting living and dining spaces filled with natural light, perfect for everyday living and entertaining. Large kitchen offers ample cabinet space and a functional layout with room to update and make your own. Upstairs, you will find three generously sized bedrooms and bathroom. Original details and charming touches throughout reflect the home’s classic Colonial appeal, while the solid floor plan presents a wonderful opportunity for updates over time. Enclosed porch overlooks a sizable fenced-in backyard. Located on a quiet side street in a desirable Milton neighborhood, this home offers close proximity to schools, parks, shops, and convenient access to major routes.

3 Horton Pl, Milton

Listing courtesy of Listing Agent: Eddie Mulkerrins from Listing Office: Keller Williams Realty.
333 Eliot St, Milton
$1,062,000
3 Beds ⋅ 4 Baths ⋅ 73453694 MLS
Welcome to 333 Eliot Street, a beautifully updated 3-bedroom, 3.5 bath colonial nestled in one of Milton’s top locations, the Columbine neighborhood. This home perfectly blends classic charm with modern luxury, featuring spacious living areas, elegant finishes, and thoughtful updates throughout. The light-filled main level offers an inviting living room with a cozy fireplace, a renovated eat-in kitchen, an updated half bath, and a flexible office space with custom cabinetry. A convenient mudroom with abundant storage and laundry completes the first floor. Upstairs, you’ll find three generous bedrooms, including a serene primary suite with a spa-inspired bath and large walk-in closet. The finished lower level adds even more versatility—ideal for a home gym, guest suite, or additional living area. Located just a short walk to the trolley, parks, shops, and dining, this home offers the perfect combination of comfort, convenience, & community charm.

333 Eliot St, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.
10 Magnolia Rd, Milton
$1,055,000
3 Beds ⋅ 2 Baths ⋅ 73518081 MLS
Nested on a tree-lined street in a sought after neighborhood, this much loved classic center-entrance Colonial blends timeless charm with wonderful living space. A front-to-back fireplaced living room and formal dining room with built-ins offer warmth and character, while the spacious kitchen opens to an attached den perfect for everyday living. The second floor features three comfortable bedrooms and a full bath, with bonus space and a potential fourth bedroom on the third floor. The unfinished lower level offers endless possibilities for future expansion, storage or recreation space. Freshly painted interior, gleaming hardwood floors, and sun-filled rooms throughout make 10 Magnolia a truly special place to call home.

10 Magnolia Rd, Milton

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

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