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30 Magnolia Rd, Milton
$1,890,000
5 Beds ⋅ 3 Baths ⋅ 73508119 MLS
Step back in time with this stunning 12 room Victorian masterpiece-a perfect blend of timeless elegance and modern comfort. This turn-key home features three levels of living with 5 spacious bedrooms and 3 bathrooms, offering room for everyone. From the moment you enter, you'll be captivated by the incredible solid woodwork, ornate architectural details and period charm that define every space. High ceilings, intricate trim and large windows bathe the home in natural light, while modern updates-thoughtfully integrated throughout-ensure effortless living. Whether your're entertaining guests on the stately covered porch or enjoying quiet evenings by the fireplace, this Victorian gem delivers both grandeur and warmth in equal measure. With its meticulous preservation and complete updates, this home is truly a one-of-a-kind treasure ready for you to move right in and enjoy. See attached list of improvements which includes central air, solar panels, hardscaping and boiler.

30 Magnolia Rd, Milton

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

72 Columbine Rd, Milton
$1,835,000
4 Beds ⋅ 3 Baths ⋅ 73465623 MLS
Set in the heart of Milton’s beloved Columbines neighborhood, 72 Columbine Rd is the kind of home where life naturally unfolds, and memories are made. This inviting 4-bedroom, 2.5-bath residence offers a warm, functional layout with a classic living room, dining room, and a finished basement. Outside, a private backyard and patio create the perfect setting for summer dinners and weekend gatherings. What truly sets this home apart is its location. Kids gather and walk to Glover School, neighborhood favorites like Steel & Rye, Shields Park, and Kelly Field. The Columbines is cherished for its sense of community—kids riding bikes after school, neighbors gathering on front steps, festive Halloweens, and family walks that become daily rituals. It’s a neighborhood where friendships grow alongside families and traditions are passed from one season to the next. This is more than a house—it’s a place to experience childhood, celebrate holidays, and create memories that last a lifetime.

72 Columbine Rd, Milton

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

6 Brewster Road, Milton
$1,815,000
5 Beds ⋅ 5 Baths ⋅ 73476915 MLS
Set on a prominent corner lot in Milton, this turnkey residence blends classic Garrison architecture with elevated modern design. Renovated in 2020, it features Hardie Board siding, a new roof, underground electrical service, updated plumbing, and a Navien on-demand water heater. The kitchen is crafted for both everyday living and entertaining, offering quartz countertops, a gas cooktop, double ovens, and custom cabinetry. Each bedroom enjoys direct bath access, including a luxurious primary suite with heated marble floors, dual vanities, an oversized shower, two walk-in closets, and a private roof deck. A top-level family or game room adds flexibility, while the finished lower level includes a wet bar and full bath ideal for media, guests, or fitness. Three-zone gas HVAC, composite decking, an outdoor gas line for grilling, a lofted garage with mudroom access, and mature arborvitae privacy create a home you will truly love.

6 Brewster Road, Milton

Listing courtesy of Listing Agent: Kevin Struzziero from Listing Office: Lamacchia Realty, Inc..

407 Highland St, Milton
$1,785,000
4 Beds ⋅ 3 Baths ⋅ 73443760 MLS
Step into timeless elegance at the Vose Whiting Homestead — a distinguished Colonial built in 1796, gracefully set on 1.43 acres of manicured gardens and open meadow. This stately residence features four bedrooms, three full baths, five fireplaces, and a classic center chimney, offering warmth and character throughout.Lovingly restored and thoughtfully modernized by its current owners since 2008, the home seamlessly blends 18th-century craftsmanship with 21st-century convenience. Updates include central air conditioning and a discreet solar panel system tucked behind the garage — all subtly integrated to preserve the home's historic integrity.In 2009, a substantial two-story addition was added to the rear of the home, expanding the living space while maintaining architectural harmony. The result is a spacious, light-filled retreat perfect for both intimate gatherings and grand entertaining.

407 Highland St, Milton

Listing courtesy of Listing Agent: Susan Lewis-Grant from Listing Office: Coldwell Banker Realty - Milton.

34 Brush Hill Ln, Milton
$1,750,000
5 Beds ⋅ 6 Baths ⋅ 73506486 MLS
Versatility is the name of the game! Set on a private lane on one of Milton's most spectacular lots with lush garden views from every window. This tastefully renovated home started off as a small 2 bedroom house built in 1905. Previous owners thoughtfully added on over time resulting in this expansive Colonial. What sets this house apart is it's 1,036 sqft townhouse style ADU which so seamlessly integrates it feels like a natural extension of the home. A few of the additional home features include high ceilings, custom built ins, 3 working fireplaces, central air, updated windows, walk up attic, one car attached garage and separate 3 bay garage. Set just 8 miles south of Boston, with the commuter rail minutes away and Back Bay less than 15 minutes by train, you get the feel of a private country retreat without sacrificing a minute of city access. Stop by one of our open houses, we'd love to introduce you to this exceptional home and the welcoming community that surrounds it!

34 Brush Hill Ln, Milton

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

285 Brush Hill Rd, Milton
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 73540395 MLS
A true architectural statement, this custom contemporary blends iconic Mid-Century Modern design with refined European sensibility. Perfectly situated on a private acre, it’s a masterclass in light, volume, and timeless style. Dramatic angled beam ceilings and expansive walls of glass frame the sky and landscape, creating a seamless connection between indoors and out. Thoughtful renovations honor the home's original architectural integrity while introducing a fresh, sophisticated aesthetic. A chef's kitchen opens to dining room, designed for everyday living and elegant entertaining. The primary suite is a private sanctuary featuring custom Italian wardrobe systems and a spa-inspired bath. A media room, beautifully renovated baths, four to six flexible bedrooms provide versatility & potential for an au pair or guest suite. A covered patio overlooks terraced yard. Direct proximity to Longwood Medical area, Milton Academy, Fairmont commuter T station. It's a property that stands alone.

285 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Sandra Keller from Listing Office: Coldwell Banker Realty - Milton.

53 Wolcott Woods Lane Unit 53, Milton
$1,675,000
3 Beds ⋅ 4 Baths ⋅ 73418229 MLS ⋅ ['Wolcott Woods'] BLDG.
This classic shingle-style three bedroom, three and a half bath town-home has wonderful natural light, great space, and relaxing views. The open floor plan provides a welcoming space for entertaining and ease of living. First floor highlights include fireplaced living room, well-appointed kitchen with a generous island, dining area, private primary suite, den/office, half bath, and laundry room. The two en-suite bedrooms and loft on the second floor are perfect for guests or a separate space to just relax. Two car attached garage, plantation shutters, spacious closets, high ceilings, pantry, and attic are just a few of the special features. A welcoming front porch and a relaxing back deck. The lower level provides the option to finish for additional living area. Set on 47-acres, Wolcott Woods, an Award-Winning 55+ community, abuts the Blue Hills Reservation. Easy access to shopping, restaurants, highways, universities and more.

53 Wolcott Woods Lane Unit 53, Milton

Listing courtesy of Listing Agent: Theresa Donovan from Listing Office: Coldwell Banker Realty - Milton.

67 Frothingham St, Milton
$1,650,000
5 Beds ⋅ 3 Baths ⋅ 73491050 MLS
Timeless elegance welcomes you the moment you reach the inviting front porch of 67 Frothingham Street. This beautifully maintained home is a blend of classic charm and modern comfort. Inside, you’ll find a gracious foyer, a charming staircase, rich hardwood floors, central air conditioning & an abundance of natural light. The main level is ideal for everyday living & entertaining, with a formal dining room with pocket doors, the kitchen, half bath, laundry area & mudroom. The private backyard patio is ideal for relaxing or hosting friends. On the 2nd floor you'll find four bedrooms & a full bath. The 3rd floor primary suite offers a full bath with a double vanity & ample closet space. Set in a welcoming neighborhood, this home is close to Milton Academy, Turner’s Pond & Milton’s highly regarded public schools. Variety of commuting options available. Don't miss out on the opportunity to own a move-in ready home that truly has it all: space, character & an unbeatable location!

67 Frothingham St, Milton

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

333 Brush Hill Rd, Milton
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73488741 MLS
Exquisitely crafted and newly built, this stunning single-family home is located in the prestigious gated community of The Mansions at Brush Hill—an association offering breathtaking grounds, privacy, security gates, tennis-pickle-basketball court and full landscape maintenance. Designed for modern living, it features an open-concept layout with soaring ceilings and abundant natural light. The gourmet kitchen offers quartz countertops, an oversized island, custom cabinetry, stainless-steel appliances, and a double oven, flowing into a bright dining and sitting area. The living room features built-ins, a fireplace, and deck access. A first-floor office adds flexibility. Upstairs includes a luxurious primary suite with spa-like bath and walk-in closet, additional bedrooms, and laundry. The finished lower level offers a spacious family room with backyard access and entry to the two-car garage. Minutes to Boston, train, and highways.

333 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.

88 Patricia Dr, Milton
$1,645,000
4 Beds ⋅ 3 Baths ⋅ 73485572 MLS
Welcome to 88 Patricia Dr...this is the home you've been waiting for! Located on a quiet cul de sac in always coveted Cunningham Estates, this custom built, one owner home has potential too great to minimize in just one paragraph. Some updating needed but you’ll love the versatile layout and has all the features you've been looking for: eat-in kitchen with center island, formal dining room, fireplaced front to back living room, gleaming hardwoods, 4 generous sized bedrooms, 2.5 baths, central air, and 2 car garage under. This location is a commuters dream too, just 7 miles to downtown Boston and only minutes to the highway. Properties like this rarely come up for sale. Schedule private tour today or stop by the Open House Sunday March 15th 1-3pm.

88 Patricia Dr, Milton

Listing courtesy of Listing Agent: Joseph P. Clancy Jr. from Listing Office: Tullish & Clancy.

60 Marilyn Rd, Milton
$1,635,000
3 Beds ⋅ 3 Baths ⋅ 73519195 MLS
Tucked into Milton’s sought-after Columbine neighborhood, this beautifully-built Colonial has the kind of character & warmth that’s hard to replicate. Thoughtfully designed & carefully maintained from the very beginning, it’s a home that feels both impressive & genuinely welcoming. The fireplaced living room feels elegant without trying too hard, French doors open to a family room lined with windows that overlook the gracious backyard. The dining room is perfectly scaled for holidays, celebrations, or a spontaneous dinner with friends. The chef's kitchen, anchored by a sunny breakfast nook, is the kind of space people naturally gather in. Oversized windows fill the home with natural light throughout the day. Upstairs, an airy open landing connects three generous bedrooms, including a front-to-back primary suite with a walk-in closet & private bath that was just completely renovated. Fully fenced-in/landscaped back yard with a large patio is the cherry on top of this extraordinary home.

60 Marilyn Rd, Milton

Listing courtesy of Listing Agent: Arianna Brown from Listing Office: Compass.

207 Pleasant Street, Milton
$1,600,000
4 Beds ⋅ 2 Baths ⋅ 73484306 MLS
Prominently positioned on Pleasant Street, this custom 1927 home is rich in character and timeless architectural detail while offering wonderful opportunities for personalization. The home blends the charm of yesterday with a thoughtful addition featuring a spacious dining area and family room with a dramatic floor-to-ceiling fieldstone fireplace and striking beamed ceiling—creating a warm and inviting gathering space. Hardwood floors run throughout the home, complemented by classic yesteryear detailing that reflects the craftsmanship of the era. An expansive deck overlooks the beautiful 1.80-acre property, complete with walking trails and natural surroundings ideal for outdoor enjoyment. A barn offers space for one-car parking, storage, or workshop potential. Perfectly located for commuters and convenient to area amenities, this distinctive Milton property presents a rare opportunity to restore, customize, and create your dream home in a sought-after setting.

207 Pleasant Street, Milton

Listing courtesy of Listing Agent: DeWolfe Group from Listing Office: Gibson Sotheby's International Realty.

405 Blue Hill Avenue, Milton
$1,580,000
5 Beds ⋅ 3 Baths ⋅ 73459704 MLS
Refined, fully renovated 4,300 sq ft residence offering timeless design, elevated finishes, and immediate move-in readiness. The open floor plan is anchored by a beautifully crafted kitchen with Thermador appliances and an oversized quartz island, seamlessly connecting living and dining spaces ideal for both everyday living and elegant entertaining.The thoughtfully designed layout offers 5 bedrooms & 3 baths, including a desirable first-floor bedroom ideal for guests, au pair, or home office. The serene primary suite features a spa-inspired bath and walk-in closet, complemented by three additional generously sized bedrooms and a versatile third-floor bonus room for media, fitness, or guest use. Additional highlights include a mudroom, laundry area, attached 2-car garage with direct entry, private backyard with patio, and all new systems, incl. an energy-efficient heat pump with EV-charger ready capability.

405 Blue Hill Avenue, Milton

Listing courtesy of Listing Agent: Gary Morton from Listing Office: Real Estate Professionals.

88 Wharf Street Unit 604, Milton
$1,575,000
2 Beds ⋅ 2 Baths ⋅ 73517093 MLS ⋅ ['Milton Landing'] BLDG.
Perched at the pinnacle of luxury, this exceptional 2-bedroom, 2-bath penthouse offers an elevated lifestyle with two garage parking spaces and a truly rare private rooftop terrace showcasing sweeping views of the Neponset River Estuary and ever-changing, painted sky vistas. Inside, light-filled living spaces invite effortless entertaining and quiet relaxation, while the sprawling primary en-suite provides a serene retreat with generous proportions and comfort. A concierge building enhances daily living with a fitness center, library, and on-site restaurant, offering everyday convenience with a boutique-hotel feel. Outside your door, miles of walking and bike trails await, with the Milton Yacht Club nearby for weekends on the water. Just minutes to the Trolley and easy access to downtown Boston, with Milton Village and Milton Academy just outside your door. This is more than a home, it’s your elevated escape. Truly Milton living at it's finest.

88 Wharf Street Unit 604, Milton

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

30 Ridge Rd, Milton
$1,570,000
4 Beds ⋅ 3 Baths ⋅ 73490615 MLS
Breathe in. Breathe out. At 30 Ridge Rd there’s plenty of room to stretch out. This 4-bedrm, 2.5-bath home is set in Milton’s coveted Columbine neighborhood, noted for its tree-lined winding roads. There’s much to ground you: a renovated eat-in kitchen with generous storage, island, new appliances, an easy flow. A mudroom and walk-in closet bring order to the seasons and all their accompanying gear. Multiple sitting areas create space for the rhythm of the day—morning coffee or cozy evenings. The spacious primary suite offers an ensuite bath designed for two. 3 additional bedrooms share a bright hall bath and laundry access. A lower-level offers hang out space and sauna. The deck and leafy yard invite you to step outside and exhale. C/A keeps things cool and comfortable throughout summer. A 2-car garage will feel especially satisfying after a New England winter. 30 Ridge Rd offers the balance so many seek: comfort, function, and a setting that feels just right. Come find your flow.

30 Ridge Rd, Milton

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

44 Allen Cir, Milton
$1,570,000
4 Beds ⋅ 3 Baths ⋅ 73479934 MLS
Where timeless Colonial charm meets modern sophistication in the heart of the Columbines, this beautifully renovated & expanded home truly stands out! The thoughtful transformation seamlessly blends classic architecture with high-quality, modern updates throughout. This 4-bedroom, 2.5-bath home offers a bright, open layout with formal living and dining room, ideal for everyday living & effortless entertaining. The stunning kitchen is the heart of the home, featuring quartzite countertops, stainless steel appliances, quality cabinetry, and large island. Open to the main living areas, it flows seamlessly to the backyard—creating the perfect indoor-outdoor connection. A dedicated home office, mudroom, and first-floor laundry add exceptional functionality. Upstairs, the spacious primary suite is a serene private retreat, offering a private bath and generous closet space, along with 3 additional bedrooms & full bath. The backyard with stone patio is perfect for relaxing or entertaining.

44 Allen Cir, Milton

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

7 Russell St, Milton
$1,552,500
4 Beds ⋅ 3 Baths ⋅ 73497661 MLS
Welcome to 7 Russell Street, a home rooted in history. Long before modern Milton took shape, this home was built on the site of the former Governor Hutchinson estate and was originally the gardener James Morrissey’s house. Only two families have ever owned this home, and that kind of stewardship shows. Thoughtfully curated gardens surround the home, designed for year-round beauty and lovingly maintained. Inside, original hardwood floors, multiple fireplaces, and a 4-bedroom, 2.5-bath layout blend historic charm with modern updates. Located on Milton Hill, you’re minutes to Lower Mills’ dining & river paths, a short stroll to Turner’s Pond or Glover Elementary, and steps to the trolley into Boston. Homes with this kind of story are rare. 7 Russell St truly is where history feels like home.

7 Russell St, Milton

Listing courtesy of Listing Agent: Foster/ Harrington Team from Listing Office: Coldwell Banker Realty - Milton.

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..

48 Patricia Drive, Milton
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 73444863 MLS
Discover the perfect blend of space and location in this wonderful, versatile split-entry home in the sought-after Cunningham Park neighborhood. The expansive main level is an entertainer's dream, featuring a gracious living room with a fireplace, a formal dining room, and an updated kitchen complete with an island and eating area. The home boasts an incredible five bedrooms, including two en-suites. The spacious primary suite is a true retreat, offering a steam shower and a generous walk-in closet. The flexible, walk-out lower level provides excellent in-law potential, featuring a playroom, exercise room, full bath, and laundry. Car enthusiasts will love the four-car heated garage (including one tandem space). Nestled on a beautifully manicured half-acre lot, the property includes a lovely deck overlooking the grounds. The location is truly unbeatable—just a short walk to Cunningham Park, elementary schools, and the shops and dining of East Milton Square. Welcome to your new home!

48 Patricia Drive, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.

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.

59 Wolcott Woods Lane Unit 59, Milton
$1,495,000
2 Beds ⋅ 3 Baths ⋅ 73435595 MLS
Wolcott Woods, Milton's award winning premier 55+ Community abutting the Blue Hills Reservation is offering two new residences for sale. Set on a 47-acre site with approximately 28+/- acres of open space, the Wolcott Mansion, steeped in history, offers a step back in time with classic upgraded finishes. 59 Wolcott Woods Lane is a beautifully appointed two bedroom home with a loft study and 2.5 baths. Uniquely defined by an open spacious layout, flooded with natural light and accented with an original oversized fireplace. The adjacent kitchen includes Wolf and Subzero appliances, quartz counters, tile backsplash and under cabinet lighting. A bright large mudroom with separate laundry, a walk-in pantry and paned glass sliders opening onto a large brick patio overlooks a private backyard. Wolcott Woods is just ten miles to Boston and has a designated trailhead to the Blue Hill Reservation trails for recreation.

59 Wolcott Woods Lane Unit 59, Milton

Listing courtesy of Listing Agent: Greta Gustafson from Listing Office: LandVest, Inc..

61 Wolcott Woods Lane Unit 61, Milton
$1,495,000
2 Beds ⋅ 3 Baths ⋅ 73435597 MLS
Wolcott Woods, Milton's award winning premier 55+ Community abutting the Blue Hills Reservation is offering two new residences for sale. Set on a 47-acre site with approximately 28+/- acres of open space, the Wolcott Mansion, steeped in history, offers a step back in time with classic upgraded finishes. 61 Wolcott Woods Lane is a beautifully appointed two bedroom home with a loft study and 2.5 baths. Uniquely defined by an open spacious layout, flooded with natural light and accented with an original fireplace. The adjacent kitchen includes Wolf and Subzero appliances, quartz counters, tile backsplash and under cabinet lighting. A bright large dining area and a separate fireplaced family/living room with paned glass sliders opening onto a large brick patio overlooks a private backyard. Wolcott Woods is just ten miles to Boston and has a designated trailhead to the Blue Hill Reservation trails for recreation.

61 Wolcott Woods Lane Unit 61, Milton

Listing courtesy of Listing Agent: Greta Gustafson from Listing Office: LandVest, Inc..

45 Woodmere Drive Unit 45, Milton
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 73432643 MLS ⋅ ['Woodmere At Brush Hill'] BLDG.
Set on pristine grounds, this rarely offered “Adams” end-unit townhome delivers luxury, comfort, and convenience in one stunning package. An expansive front porch opens to a dramatic interior with soaring 22-foot ceilings and sun-drenched open spaces. The gourmet kitchen is a showstopper, with a leathered quartzite island and counters, customized cabinetry, stainless appliances, and crown molding. Entertain in the elegant dining room with tray ceiling or relax by the gas fireplace in the living room, framed with fine, built-in cabinets. The first-floor primary suite is a private retreat with walk-in closet and spa-like marble bath featuring dual vanities and a glass shower. A versatile den/office adds flexibility to the main level. Upstairs offers two extended bedrooms, a loft, large family room, and full bath, while the finished lower level impresses with a game room and home gym. First-floor laundry, direct garage access, and a private rear deck complete this extraordinary residence.

45 Woodmere Drive Unit 45, Milton

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

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.

431 Eliot Street, Milton
$1,478,000
4 Beds ⋅ 3 Baths ⋅ 73470361 MLS
When location matters and space is non-negotiable, this Columbines home simply offers more. Set on one of the prettiest stretches of Eliot Street, it delivers the space, flow, and lifestyle you've struggled to find in Milton. Renovated/expanded in 2014 and continually enhanced since, you'll find an open, move-in-ready layout. The main level unfolds into a living and dining area anchored by a kitchen that opens directly to a new deck overlooking the patio and large, fenced yard, creating an easy indoor/outdoor rhythm. A separate flex space on this level adapts to your needs. Upstairs, find four well-proportioned bedrooms, including an ensuite primary with custom closets. The lower level adds two zones of flexibility, currently enjoyed as a family room and home gym. Practicality shines here, too. A mudroom with direct driveway access and adjacent storage/workshop keeps life organized. All just steps to Shields Park, Turners Pond, Steel & Rye, and the T—this is Milton living done right.

431 Eliot Street, Milton

Listing courtesy of Listing Agent: Erin Feeney from Listing Office: Ceres Real Estate.

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.

19 Lantern Ln, Milton
$1,470,000
4 Beds ⋅ 2 Baths ⋅ 73449126 MLS
Welcome to this picturesque, sun-filled colonial on one of Miltons most sought after streets. This charming and well appointed 4 bedroom home features gleaming hardwood floors throughout making it truly a must see. The heart of this colonial residence is the newly renovated open concept kitchen, a culinary haven designed for both functionality and aesthetic appeal. Imagine preparing meals on your generously sized and gorgeous stone island, with shaker style cabinets providing ample storage, with adjacent kitchen bar and breakfast nook for all to gather. Generous layout boasts four sun lit bedrooms along with walk in closet and full bath upstairs. The living room offers a warm and inviting space, featuring a fireplace that promises cozy evenings and custom built-ins offer additional storage. Home also features large fenced in backyard and spacious deck. Centrally located in Milton, you’ll experience easy access to all highways, schools, and amenities.

19 Lantern Ln, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.

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