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25 Waldeck Road, Milton
$900,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73524024 MLS ⋅ 1,994 SqFt.
7 room, 3 bedroom, 1 & 1/2 bath New England Colonial with a 1 car garage set on a cozy side street location in sought after East Milton. You will feel welcomed as you enter the front foyer and through the french doors to the comfortable fireplaced living room, formal dining room with built-in china cabinet and 1/2 bath. You will love the eat in kitchen with ample room for your table with plenty of cabinets, stainless steel appliances, recessed lighting, corian countertops, and a built-in desk station opening to an outside deck overlooking the backyard. Hardwood floors throughout the first and second floors. The second level has three generous sized bedrooms with a full bath. This gorgeous home has been tastefully updated along with a brand-new gas heating system and a newer roof. The basement has a spacious family room. Potential future expansion possibilities with the walk-up attic. Perfectly located with shopping, restaurants, Route 93 & all the area amenities minutes away.

25 Waldeck Road, Milton

268 Highland St, Milton
$2,000,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73523755 MLS ⋅ 2,987 SqFt.
Set on over 1.4 acres in one of Milton’s most picturesque settings, 268 Highland Street is a timeless brick-front Colonial where elegance, warmth, and unforgettable gatherings have defined this home for decades. From the slate roof and copper downspouts to the sweeping green lawns and mature landscape, every detail reflects classic New England charm. Inside, beautifully updated kitchens and baths blend seamlessly with gracious living spaces designed for entertaining and everyday comfort. A stunning home office overlooks the patio and expansive backyard, creating an inspiring work-from-home retreat. Beyond the main residence sits an extraordinary three-story barn—offering endless possibilities for creative space, storage, hobby use, or potential future ADU opportunities. Rarely does a property offer this combination of character, land, flexibility, and legacy just minutes from Boston.

268 Highland St, 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

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

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

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

55 Parkwood Drive, Milton

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

59 Amor Rd, Milton
$1,200,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73519567 MLS ⋅ 2,204 SqFt.
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

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

12 Vinewood Rd, Milton
$1,020,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73519278 MLS ⋅ 1,818 SqFt.
Nestled on a quiet, peaceful street in Milton, this charming colonial offers an opportunity to own a well-loved home with timeless appeal. Hardwood floors flow throughout, complemented by a functional first-floor layout featuring a cozy den, a living room with a classic fireplace, and a formal dining room ideal for gatherings. The kitchen offers solid space and great potential, ready for a buyer's personal touch and vision. An ATTACHED 1 CAR GARAGE adds everyday practicality. Upstairs, three bedrooms and a full bath provide a peaceful retreat. CENTRAL A/C ensures cool summers, and the unfinished third level offers expansion potential. Just around the corner from the beloved Cunningham Park! Access to top-rated schools, a strong sense of community, and public transportation. Some photos are virtually staged and den/kitchen photos have digitally enhanced versions to illustrate renovation potential. Text list agent for questions and showings. OFFER DEADLINE MONDAY 4PM

12 Vinewood Rd, Milton

135 Milton Street, Milton
$2,725,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73519240 MLS ⋅ 3,149 SqFt.
A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef’s kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

135 Milton Street, Milton

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

88 Wharf Street Unit 607, Milton
$729,000
1 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73518950 MLS ⋅ 1,297 SqFt.
Welcome to this sun-filled top-floor 1-bedroom, 2-bath residence at sought-after Milton Landing with garage parking. An updated kitchen opens to bright living spaces with beautiful hardwood floors, ideal for everyday living and entertaining. The spacious primary en suite offers a comfortable retreat, complemented by in-unit laundry for added convenience. Residents enjoy a concierge-hotel lifestyle with a fitness center, library, and on-site restaurant. Step outside to peaceful nature walks, bird watching, and miles of scenic biking trails, or water activities along the Neponset River, with hiking and equestrian recreation in the nearby Blue Hills. The trolley provides easy access to downtown Boston in minutes, connecting you to renowned universities, hospitals, world-class museums, dining, and theater. This is elevated living at its finest, offering the perfect blend of easy living, with nature and accessibility to city life just outside your door.

88 Wharf Street Unit 607, 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

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

18 Taff Road, Milton
$1,350,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73518281 MLS ⋅ 2,288 SqFt.
Cary Hill Area is home for this custom oversized Colonial newly built in 2000. This eight room home features a well-designed open and airy floor plan which is perfect for large gatherings. The kitchen is equipped with new stainless appliances and leads to a spacious family room with a gas fireplace. The first floor includes a dining room and formal living room with French doors. The sunny deck overlooks a nice backyard and two car garage.The second level offers three+ bedrooms, one of which, is the primary bedroom with it's own bath.The fourth room offers the flexibility to be an office, nursery, or a laundry room. The spacious attic has good ceiling height with great potential for two extra bedrooms and a bathroom.The basement of this home also offers expansion possibilities with an expansive space and headroom for a potential in-law or an ADU.The Cary Hill area is proximate to East Milton Square with its shops and restaurants, Milton Academy, and major highways to downtown Boston.

18 Taff Road, Milton

10 Magnolia Rd, Milton
$1,055,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73518081 MLS ⋅ 1,776 SqFt.
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

15 Crown St, Milton
$749,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73517484 MLS ⋅ 1,384 SqFt.
Every now and then, a home comes along that simply feels like it's the one. This side entrance Dutch Colonial welcomes you with high ceilings and rich woodwork, where one room leads naturally to the next. Three bedrooms plus a quiet office overlooking the treetops, make working from home that much more enjoyable. The screened in porch is hidden behind a canopy of trees, filtering sunlight over a climbing rose bush soon to be in full bloom. Milton is the sort of town people discover and never quite get over. Stone walls, tree lined streets and neighbors who still know each other's names. This location gives you the beauty of being minutes from the Blue Hills Reservation offering acres of trails, skyline views, and the kind of outdoor escape that makes every season feel worth staying for. The Trolley connects directly to Ashmont Station on the Red Line, putting all of Boston within reach without ever pulling you away from any of it. This is your chance to try Milton on for size!

15 Crown St, Milton

88 Wharf Street Unit 604, Milton
$1,575,000
2 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73517093 MLS ⋅ 1,911 SqFt.
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

186 Granite Ave, Milton
$720,625
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73516980 MLS ⋅ 1,338 SqFt.
Budget not going as far as you'd hoped in Milton? Being priced out in competitive bidding wars time and again? Take advantage of this terrific opportunity to enter the Milton single-family market at an exceptional value and be settled in time for the new school year. This 3 bedroom, 1.5 bathroom home offers superb space, natural light, and the chance to add personal updates over time. It features comfortable living areas, hardwood floors, generous bedroom accommodations, and flexible third and lower level layouts. The convenient commuter location provides easy access to Boston, major routes, public transportation, the shops, restaurants and parks of East Milton Square, and the town's highly regarded schools and services. Newer roof, hot water heater, electric panel, and repaved driveway are ready for new owners. Just refresh and revamp to your tastes! Don't miss your chance to see what $699,000 buys you in Milton right now! Showings begin immediately.

186 Granite Ave, 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

485 Blue Hills Parkway Unit 39, Milton
$740,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73515348 MLS ⋅ 1,333 SqFt.
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 39, 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

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

9 Crown Street, Milton
$833,000
3 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73513725 MLS ⋅ 1,519 SqFt.
Charming and FULLY RENOVATED bungalow that offers comfort, character, and thoughtful updates throughout. This inviting 3-bedroom, 1-bath home features beautiful hardwood floors that flow seamlessly from room to room, creating a warm and cohesive feel. The remodeled kitchen is both stylish and functional, complete with modern finishes and an eat-in dining area. Three generous bedrooms and spa bath w/double sink and radiant floors. Natural light fills the living spaces, enhancing the home’s cozy yet open atmosphere. Downstairs, a partially finished basement provides additional flexible space for a home office, gym, or recreation area, with convenient access leading directly to the backyard. Step outside to enjoy a fully fenced yard, ideal for pets, play, or entertaining. The patio offers a great spot for outdoor dining or relaxing evenings. Nestled in a quaint neighborhood, close to the commuter rail, shops, and restaurants. Showings start Friday 5/8.

9 Crown Street, 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

256 Robbins St, Milton
$1,495,000
5 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73512717 MLS ⋅ 2,576 SqFt.
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

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

1632 Canton Ave, Milton

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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