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7 Phyllis Lane, Milton
$2,550,000
5 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73525582 MLS ⋅ 4,217 SqFt.
You've been looking for a while. You can stop now. 7 Phyllis Lane was custom-built by a trusted local builder as a forever home. And it shows. Ten-foot ceilings, custom millwork, built-ins. Hardieplank siding, Harvey windows, hydro air heating...infrastructure chosen for longevity and efficiency, not just aesthetics. The kitchen just works: massive island, Thermador appliances, Cambria quartz, sliders to the patio and fire pit. A main-level bedroom flexes as office or guest room. Upstairs, the primary suite delivers: soaking tub, steam shower, custom walk-in closet. Two bedrooms share a jack-and-jill; a fourth has its own bath. A spacious den and sitting room mean everyone has somewhere to land. The lower level flexes for whatever comes next...teen suite, au pair, in-laws. Premium white oak floors, high-end fixtures & finishes, Graff plumbing in plated gold. Carefully chosen details. Cunningham Park locale, top-tier schools, local dining, easy Boston access. You know this is the one.

7 Phyllis Lane, Milton

35 Craig Street, Milton
$905,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73537274 MLS ⋅ 1,722 SqFt.
The one you've been waiting for! Beautiful and versatile 3-bed, 1.5-bath Colonial on a spacious corner lot offering classic charm and modern updates in one of Milton's most desirable neighborhoods. Gorgeous hardwood floors throughout. The main level features a front-to-back living room with wood-burning fireplace opening to deck and backyard, formal dining room, and an updated kitchen with quartz countertops, center island, tile backsplash, and new range and microwave. A perfectly positioned half bath completes the first floor. Upstairs offers 3 spacious bedrooms and a classically designed full bath. Sliders off the living area lead to a 26' x 16' cedar deck with lush, manicured landscaping and summer privacy. Partially finished basement with cedar closet - ideal for home office, gym or playroom. Gas heat, attached garage and 100-amp electric. Convenient to the Blue Hills, top-rated schools, public transportation and commuter routes.

35 Craig Street, Milton

85 Old Farm Rd, Milton
$3,099,000
5 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73524569 MLS ⋅ 5,233 SqFt.
Beautifully renovated and appointed 5-bedroom, 3.5-bath home in coveted Indian Cliffs Estates set on just under an acre of impeccably manicured grounds. This exceptional home features a spectacular 784 sq ft great room with 14-ft vaulted coffered ceilings, a dramatic 14-ft fieldstone fireplace, and custom mouldings, finishes and lighting throughout. The chef’s kitchen showcases a 9 foot island, custom Scandia cabinetry, Sub-Zero refrigerator, and a 48” Wolf dual-fuel 6-burner range with griddle and double ovens. Spacious, sun-filled interiors include a luxurious primary suite, finished basement, finished attic, ample storage, and flexible living space throughout. The private backyard retreat offers a resort-style salt water pool, spa, expansive patio, and lush landscaping perfect for entertaining. Ideally located less than one mile from Wollaston Golf Club, Milton Academy, Milton High, and Blue Hills Reservation. A rare turnkey opportunity in one of Milton’s premier neighborhoods.

85 Old Farm Rd, Milton

103 Canton Ave, Milton
$3,500,000
6 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73508697 MLS ⋅ 6,072 SqFt.
There is a particular feeling that comes with finding the right home — recognition. And so it is with 103 Canton Ave, the feeling you’ve always known it. Set on a rare 2.65 acres, this residence carries a quiet confidence. The entry hall signals something significant ahead with each gathering space unfolding like a revelation. 6+ bedrooms, 4.5 renovated baths, and a floor plan that accommodates the full arc of life. The kitchen — custom cabinetry, Wolf and Sub-Zero — is the heart, as it always is. Floor-to-ceiling windows in the living room frame a bluestone terrace and expansive lawn. Light moves through this room in a way that reminds you why people fall in love with established addresses. Beneath its good bones: updated HVAC, electrical, roof, plumbing. The investment is sound; the comfort is modern. An oversized 2-car garage and mudroom complete the picture. Easy access to Milton Academy, Glover School, the trolley. This is the kind of home you explore once and already miss.

103 Canton Ave, Milton

196 Canton Ave, Milton
$2,515,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73525151 MLS ⋅ 3,450 SqFt.
Recently reimagined by Design Construction Plus of Wellesley, this exceptional 4-bedroom, 3.5-bath home blends classic New England charm with sophisticated modern design across three finished levels beneath a timeless gambrel roofline. Sunlight fills the home through oversized windows, highlighting soaring ceilings, designer lighting, and curated finishes throughout. The open-concept living area features a dramatic stone fireplace and flows seamlessly into a chef’s kitchen with a quartz waterfall island, custom cabinetry, and premium Wolf, Thermador, and Liebherr appliances. Spa-inspired baths, a private en suite office, six heating zones, three zones of central air, updated systems, integrated sound, and exterior lighting add comfort and convenience. Ideally located near Glover Elementary, parks, shopping, dining, and commuter access, this turnkey Milton home offers timeless architecture, luxury finishes, and modern living.

196 Canton Ave, Milton

44 Houston Avenue, Milton
$878,500
4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73532316 MLS ⋅ 1,593 SqFt.
This wonderful Milton single family home is truly a classic, with seemingly endless features and updates showing true pride of ownership. It all starts with incredible curb appeal and a wide, updated front porch with composite decking, leading directly into a spacious foyer. The main living level offers high ceilings and great natural light throughout. Large living room connected to dining area with built in cabinet. Thoughtfully updated kitchen and half bath for guests. French doors provide easy access to the private rear deck, massive yard and garage. On the upper floors, this home offers four full bedrooms, with the opportunity to finish additional attic area on the third floor for a 5th bedroom or office area. While this turn key home is truly exceptional, the location simply can't be beat. Amazing neighborhood, with easy access to Milton Village, the Red Line Extension, commuter rail, and so much more!

44 Houston Avenue, Milton

29 Buckingham Rd, Milton
$895,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73533670 MLS ⋅ 1,700 SqFt.
Presenting a distinguished single-family in the heart of town at 29 Buckingham Rd. This property spans 1700 square feet of meticulously designed living space, offering an exceptional opportunity for discerning homeowners. Features include three well-proportioned bedrooms, hardwood floors and a fireplace in the living room. The bonus room on the first floor is designed for a variety uses. The property includes one full bathroom and one half bathroom, and a lower level with the possibility of establishing additional living space. Further enhancing the property's appeal is a single-car garage, offering secure parking and additional storage solutions. The generous 6,129 square foot lot provides ample outdoor space for various activities. View virtual and 3D tours by clicking the house with the orange roof in the menu bar.

29 Buckingham Rd, Milton

60 Marilyn Rd, Milton
$1,635,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73519195 MLS ⋅ 2,339 SqFt.
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

3 Windsor Rd, Milton
$1,280,000
4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73537459 MLS ⋅ 2,486 SqFt.
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

23 Woodmere Drive Unit 23, Milton
$1,370,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73508336 MLS ⋅ 2,733 SqFt.
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

29 Woodmere Dr Unit 29, Milton
$1,125,000
2 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73519579 MLS ⋅ 2,200 SqFt.
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

94 Grafton Ave, Milton
$949,900
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73516528 MLS ⋅ 1,469 SqFt.
Highly desirable East Milton Square location on a picturesque tree-lined street. This well-maintained 3 bedroom, 2 bathroom Colonial offers a light-filled interior with hardwood floors throughout and timeless charm. The updated kitchen features white cabinetry, stainless steel appliances, gas cooking, and a wine fridge, while the mudroom adds everyday convenience. Built-ins and a wood-burning fireplace enhance the home’s warmth and character. Enjoy relaxing on the inviting farmer’s porch or entertaining in the fenced backyard with a paver patio. Ideally located near highways, shopping, restaurants, Boston, and Milton’s highly regarded public school system, making this an excellent commuter location.

94 Grafton Ave, Milton

34 Brush Hill Ln, Milton
$1,750,000
5 Beds ⋅ 6 Baths ⋅ SOLD Status ⋅ 73506486 MLS ⋅ 5,446 SqFt.
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

13 Cantwell Rd, Milton
$1,475,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73508478 MLS ⋅ 2,567 SqFt.
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

47 Standish Rd, Milton
$1,400,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73504843 MLS ⋅ 2,331 SqFt.
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

39 Park St, Milton
$1,300,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73513892 MLS ⋅ 1,906 SqFt.
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

15 Norman St, Milton
$849,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73498044 MLS ⋅ 1,801 SqFt.
Expanded Mission-style ranch in desirable Pope's Pond neighborhood ! This uniquely designed home features hardwood floors, bay windows, and custom woodwork throughout. Bright fireplaced living room opens to an updated kitchen with custom cabinetry, quartz countertops, marble backsplash and stainless steel appliances, oven, stove, hood, microwave and refrigerator. Kitchen overlooks a mid level den with cathedral ceiling and stunning custom stone wall, with view of the private yard and stone patio-perfect for entertaining. Main level offers 3 bedrooms and a full bath. Finished lower level includes bonus room with brick accent wall, wood burning stove and full bath-ideal for home office, guest space or in-law potential. Recent updates include two new mini split A/C systems and upgraded 200 amp electrical. Private backyard with oversized garden shed ready for your finishing touches.

15 Norman St, Milton

34 Avalon Rd, Milton
$995,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73521380 MLS ⋅ 1,711 SqFt.
Nestled in the desirable Columbines neighborhood this beautifully maintained and thoughtfully designed haven offers the perfect blend of charm, comfort, and adaptable living. Rich in natural light and inviting spaces it features an optimal layout for today's lifestyle with 2 expansive 2nd floor bedrooms plus 1st floor accommodations perfectly suited as an optional 3rd bedroom, or den/home office per it's current application. The versatile floor plans lives larger than expected, offering exceptional functionality for buyers seeking flexibility without sacrificing character or location. The bright kitchen flows seamlessly into welcoming gathering areas wonderful for both everyday living and entertaining, while the backyard provides a private sanctuary to enjoy quiet mornings and evenings on the patio. Ideally located near Shields Park, Steel & Rye, the Neponset River bike path, and trolley to Boston, 34 Avalon is also the hub of popular Porchfest! Welcome home to the heart of Milton!

34 Avalon Rd, Milton

98 Pleasant Street, Milton
$725,000
3 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73519431 MLS ⋅ 1,046 SqFt.
Charming, affordable, and filled with opportunity, 98 Pleasant Street presents a rare chance to own in the highly sought-after Cunningham Park neighborhood of Milton. Perfectly situated on a spacious corner lot, this charming home is filled with timeless character, offering the ideal canvas to bring your vision to life. The location is unmatched — just minutes to I-93, steps from the trails and fields of Cunningham Park, and close to all the shops, restaurants, and conveniences of Milton. Combined with top-rated schools and an unbeatable neighborhood setting, this home offers incredible value in a premier location. Whether you choose to restore, renovate, or reimagine, the potential here is undeniable. Selling in “AS IS” CONDITION.

98 Pleasant Street, Milton

45 Adanac Rd, Milton
$850,000
4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73518466 MLS ⋅ 1,641 SqFt.
NEW PRICE! Presenting 45 Adanac Rd, Milton, MA, a distinguished single-family residence offering 1641 square feet of meticulously designed single level living space. This property, situated on an expansive 8494 square foot lot, offers a compelling blend of classic architectural integrity and functional living, providing an exceptional opportunity for discerning buyers in a prime location. The residence encompasses four well-proportioned bedrooms, each designed to offer comfort and privacy. These spaces provide versatile options for family living, guest accommodation, or dedicated work-from-home environments. The property features two full bathrooms, thoughtfully appointed to serve the needs of a contemporary household. These spaces are configured for both convenience and utility, ensuring a seamless daily routine. This residence represents a noteworthy opportunity to acquire a well-maintained property in Milton, MA. Private showings welcomed.

45 Adanac Rd, Milton

40 Allen Circle, Milton
$1,010,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73529314 MLS ⋅ 1,602 SqFt.
Set on a quiet side street in Milton's coveted Columbine Cliffs neighborhood, this classic 1942 side-entrance Colonial pairs timeless character with two decades of thoughtful upkeep. Sun-filled rooms showcase gleaming hardwood floors, arched doorways, and picture-frame wainscoting, anchored by a fireplaced living room that flows into a gracious dining room, which opens to a window-wrapped sunroom with treetop views. The eat-in kitchen is served by a convenient first-floor half bath. Upstairs, three well-sized bedrooms share a beautifully renovated full bath with a walk-in shower. A large walk-up attic and a walk-out lower level offer rare room to grow. Behind the charm is a track record of real investment; roof, heating, chimney liner, bath, and exterior all updated over the years (full improvement history available). Minutes to Milton Village, the T, the bike path, and Shields Park. Open Houses: Thursday 5:30–7:00 PM, Saturday 11:30 AM–1:00 PM, and Sunday 12:00–1:30 PM.

40 Allen Circle, Milton

73 Pleasant St Unit 73, Milton
$595,000
2 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73529143 MLS ⋅ 1,000 SqFt.
Finding this much space in Milton at this price point is becoming increasingly rare. This 2-bedroom, 2-bathroom townhome offers nearly 1,000 square feet of comfortable living space that is laid out perfectly. Garage parking, plentiful outdoor space, and an abundance of storage throughout are just a few of the highlights. The home also showcases timeless architectural details and classic character that give it a warmth and charm often missing from newer construction. The unfinished attic and full basement provide flexibility for everything from seasonal storage to workshop space, while the home's convenient location places you close to the best of the community. A unique opportunity for buyers looking to maximize both value and lifestyle in one of Greater Boston's most sought-after towns.

73 Pleasant St Unit 73, Milton

67 Maple St, Milton
$1,106,700
4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73519982 MLS ⋅ 2,700 SqFt.
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

29-31 Belvoir Rd, Milton
$1,261,000
7 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73480719 MLS ⋅ 3,173 SqFt.
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

726 Blue Hill Ave, Milton
$890,000
5 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73496710 MLS ⋅ 2,088 SqFt.
Discover the essence of comfortable living. some updates have been added. This inviting 2,088 sq ft single-family residence, built in 1980, is move-in ready and designed for a seamless transition into your new lifestyle. The kitchen, a central hub for daily life and entertaining, features a practical peninsula, offering both workspace and a casual dining spot. Step into the living room, where the warmth of hardwood flooring creates an inviting atmosphere, perfect for relaxation or gathering with loved ones. One of the well-appointed bathrooms offers a double vanity, providing convenience and ample space for daily routines. This colonial-style home offers five spacious bedrooms, two full bathrooms, and one half bathroom, ensuring comfort and privacy for all. An attached garage provides two spaces for vehicles and additional storage. Enhancing its appeal and efficiency, the property also includes solar panels. HAS A SEPTIC TANKprice change do to the sellers motivated to sell.Agent is

726 Blue Hill Ave, Milton

24 School St, Milton
$1,200,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73522159 MLS ⋅ 1,796 SqFt.
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

625 Canton Ave, Milton
$875,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73518738 MLS ⋅ 1,942 SqFt.
Classic charm meets modern comfort in this beautiful, expansive Colonial ideally located in the heart of Milton Center. Step inside to discover gleaming hardwood floors throughout and gracious 8.5 foot ceilings that create a bright, open feel in every room. The home’s spacious dining room is perfect for entertaining or family gatherings, seamlessly connecting to the inviting living spaces and a well-appointed kitchen. Upstairs, generous bedrooms offer warmth and character, while the home’s layout provides both elegance and flexibility for today’s lifestyle. The finished basement presents a wonderful opportunity for an in-law suite, guest space, or home office, adding versatility to this already exceptional property. Set on a picturesque lot just steps from shops, schools, and parks, this timeless home pairs classic New England architecture with modern livability—a rare find in one of the area’s most sought-after neighborhoods.

625 Canton Ave, Milton

50 W Side Rd, Milton
$1,895,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73515241 MLS ⋅ 2,620 SqFt.
Step into timeless elegance with this beautifully preserved 1928 Colonial, brimming with charm and character at every turn. Perfectly situated in the heart of highly desirable Milton Hill, this exceptional home blends classic architectural detail with modern living. Soaring ceilings and sun-drenched rooms create an inviting, airy atmosphere throughout. The open-concept kitchen and family room offer the ideal space for both everyday living and entertaining, seamlessly connecting style and function. Spanning three thoughtfully designed levels, this home provides abundant living space to grow, relax, and gather. Outside, enjoy an expansive, private yard on a peaceful dead-end street—perfect for outdoor entertaining, play, or quiet retreat. Start your day or unwind in the evening on the charming covered front porch, taking in the beauty of this quintessential New England setting. A rare opportunity to own a truly special home in an unbeatable location—this is Milton living at its finest.

50 W Side Rd, Milton

134 Gerald Rd, Milton
$1,010,000
2 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73513537 MLS ⋅ 972 SqFt.
Some lots come along once in a generation. Set on a quiet cul-de-sac in the heart of the Cunningham Park neighborhood, 134 Gerald Road offers a rare 0.32-acre lot surrounded by significant single family homes in one of East Milton's most established and sought after pockets. The existing 1954 ranch has been a cherished family home for decades and is being offered as-is, presenting a compelling opportunity for a buyer ready to renovate extensively or build new construction to suit. The location checks every box: minutes to I-93, steps from the trails and fields of Cunningham Park and close to East Milton Square dining. Set on a dead end street, with no cut through traffic in a mature neighborhood surrounded by $2M+ homes with an irreplaceable setting. The address does the heavy lifting, bring your vision!

134 Gerald Rd, Milton

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

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