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$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.

$6,800
4 Beds 4 Baths 73466990 MLS
Beautiful single-family estate showcasing striking architectural details inside and out. A wrap-around covered porch and patio seamlessly connect the home to its scenic surroundings. Set on a full acre with Blue Hills trails nearby, the property offers privacy while providing easy access to Boston and major highways. Interior highlights include hardwood floors throughout, a chef-style kitchen, and expansive living areas including a finished basement and attic. Four generously sized bedrooms feature built ins and ample closet space. An ideal opportunity to rent a high-quality, newer construction home offering space, flexibility, and exceptional design in one of Boston’s most desirable suburbs. Flexible lease terms available.

11 Green Street, Milton

Listing courtesy of Listing Agent: Gretchen Devine from Listing Office: Berkshire Hathaway HomeServices Warren Residential.

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

200 Robbins St., Milton

Listing courtesy of Listing Agent: Evis Mason from Listing Office: Boston Connect Real Estate.

$750,000
3 Beds 2 Baths 73475658 MLS ['Ice House'] BLDG.
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 49, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

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

397 Adams St., Milton

Listing courtesy of Listing Agent: Christopher Chadzynski from Listing Office: Northeast Realty + Co..

$1,375,000
3 Beds 3 Baths 73389741 MLS
Discover the potential of 1386 Canton Ave in Milton. Set on an expansive 1.74 acre lot, this prime Milton parcel offers endless opportunities for those looking to build their dream home or update the current single-family home. Ideally positioned adjacent to the historic Eustis Estate and the breathtaking Blue Hills Reservation, renowned for its extensive hiking trails. Imagine designing your dream home with immediate access to nature's wonders, providing the perfect backdrop for outdoor activities and tranquil living. A harmonious blend of privacy and convenience - this picturesque setting provides a rare chance to create something special in one of the most desirable communities, just minutes from Boston. Whether you're a builder, developer or future homeowner, this is your canvas—bring your vision to life at 1386 Canton Ave.

1386 Canton Ave, Milton

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$805,000
5 Beds 3 Baths 73422524 MLS
Step into this stunning, gut-renovated home offering 5 spacious bedrooms, 2 full bathrooms, and a convenient half bath perfectly designed for modern living. Every inch of this home has been thoughtfully updated, with attention to detail throughout.The main level boasts an open concept layout with gleaming hardwood floors, recessed lighting, and a stylish designer kitchen complete with quartz countertops, custom cabinetry, stainless steel appliances, and a large center island ideal for entertaining. The living and dining areas flow seamlessly for a bright and airy feel.Upstairs, you’ll find generously sized bedrooms with ample closet space, including a luxurious primary suite with a private full bath. The bathrooms are fully updated with high-end tile work, sleek vanities, and contemporary fixtures.

16 Blue Hill Ave, Milton

Listing courtesy of Listing Agent: Daniel DiBiasio from Listing Office: DiBiasio Realty LLC.

$900,000
4 Beds 2 Baths 73472734 MLS
A home you can make your own! Welcome to 52 California Ave, a well-loved and well-maintained 4-bedroom, 1.5-bath home in one of the most highly desired East Milton neighborhoods. Located on a quiet corner lot, this charming property offers great bones, a traditional floor plan, and abundant sunlight from all angles. Features include beautiful hardwood floors, a sun-filled bay window, a den with sliding doors leading to a large deck overlooking a spacious, quiet, private yard. The unfinished basement offers ample storage and awaits your vision. With vintage charm and original features, this blank canvas provides the opportunity to add personal touch and style, including creating your custom dream kitchen. Convenient access to Route 93, restaurants, shops, grocery stores, and more. All offers due Monday, 2/2, before12pm.

52 California Ave, Milton

Listing courtesy of Listing Agent: Daniel Tully from Listing Office: Symphony Properties.

$915,000
3 Beds 2 Baths 73478411 MLS
Lovely colonial with a charming cupola atop offers so much space; the perfect place for your next home. Updated kitchen boasts beautiful white cabinetry and stunning quartz counters with nice area for dining that looks out through new slider into cozy backyard. A light-filled, heated front sunroom offers an inviting & expansive first impression. On second floor off of roomy hallway you will find updated bath, three thoughtfully proportioned bedrooms and dedicated office in fourth second floor room. There is a bonus walk up third floor (not included in the square footage) that is finished with two rooms with closets. High ceilings, oversized windows, newer roof, updated gas heating system, hot water heater 2025 & 200 amp electrical panel. Prime location so close to Pagoda Circle Park, not far from Milton Center, Milton High and other fabulous Milton schools; easy commute to Boston and access to highways! Welcome home, welcome to Milton! First showings begin at Friday open house.

73 Hudson St, Milton

Listing courtesy of Listing Agent: from Listing Office: William Raveis R.E. & Home Services.

$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.

$1,700
1 Baths 73479119 MLS
Available for immediate occupancy. Rent includes all utilities. This ground- floor studio presents an efficient and comfortable layout. The kitchenette is equipped with a refrigerator, microwave oven and hotplate, and there's a walk-out to the yard/garden area. One Bath (shower only). For vehicle accommodation, a single garage space is provided. Basic Cable/Internet Included. Shared Laundry. Private Entrance. No Pets and Non-Smokers. Convenient access to public transportation, highway, parks, shopping and area eateries. Applicants must have a rental history, solid credit (minimum FICO score of 700), verifiable income and current credit report. Due to the size of the studio, owner says one occupant, only/no exceptions.

11A Briarfield Road Unit A, Milton

Listing courtesy of Listing Agent: Barbara Buckley from Listing Office: Century 21 Professionals - Rental Division.

$715,000
2 Beds 2 Baths 73468899 MLS ['Residences At Brook Hill'] BLDG.
Rarely available unit at The Residences at Brook Hill. This newer, elevator building w/garage parking features everything to call home. Upon entry you are graced w/ a view of the natural beauty that surrounds this best location in Milton with foliage views & the relaxing sound of the babbling Pine Tree Brook below as it meanders to the nearby Neponset River. This gorgeous home features an open floor plan, granite kitchen w/huge island, gas cooking, dining area overlooking the living room w/gas fireplace & direct access to a serene, private covered porch facing south. Primary bedroom w/custom closets, en-suite w/soaking tub & walk in shower (exclude bedrm TV). 2nd bedroom with built in Murphy bed; and large 2nd bath w/walk in shower. In unit laundry and plenty of storage. Best location in the heart of this village w/excellent dining, cafes, gyms, salons & shopping just outside. Incredible nature trail and direct access to the MBTA trolley. Open house Sunday, 1/18 @10:30am-12:30pm.

36 Central Ave Unit 4, Milton

Listing courtesy of Listing Agent: Julie Gross from Listing Office: Coldwell Banker Realty - Westwood.

$5,300
3 Beds 3 Baths 73477283 MLS
Stunning 3 bed, 2.5 bath condo offering sweeping views of the Neponset River Estuary, one of the most coveted water views just minutes from Boston. Direct access from the private patio to the Riverwalk trail enhances daily living with relaxing riverside strolls, easy kayaking, and serene wildlife views. The river-facing living room features a fireplace with built-ins, picture windows, and sliders to a generous patio that beautifully blends indoor and outdoor living. The well-appointed kitchen offers generous storage and double ovens, complemented by a formal dining room with classic built-in china cabinets. The spacious primary suite boasts two walk-in closets and an en-suite bath. A designated laundry room with storage and abundant closet space throughout adds everyday convenience. Two garage spots included. Full-concierge building with fitness center, community room, and on-site restaurant. Walk to the trolley, shops, and dining. Luxury living with unmatched views!

88 Wharf St Unit 107, Milton

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

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

3 Horton Pl, Milton

Listing courtesy of Listing Agent: Eddie Mulkerrins from Listing Office: Keller Williams Realty.

$940,000
3 Beds 2 Baths 73472398 MLS
If securing a delightful Milton home with updated electrical and a freshly painted interior on a quiet side street close to schools, parks, and public transportation is your new year's resolution, then look no further! This 1915 charmer blends original details such as Gumwood moldings and beams, a butler's pantry, and hardwood floors with modern updates including replacement windows, a partially finished basement, and irrigation system. Enter through the sun-drenched 3 season porch to a timeless first floor layout of living room, dining room, and eat-in kitchen. Upstairs find 3 well proportioned bedrooms plus a bonus office/nursery and full bathroom. Another full bathroom complements the lower level living space, making it perfect for play, work, or exercise. When spring arrives the backyard will be in bloom, and there is plenty of storage in the detached garage and walk-up attic. It's a suburban sensibility with close proximity to urban amenities. What Milton living is all about!

27 Hawthorn Rd, Milton

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

$697,000
5 Beds 4 Baths 73455202 MLS
Attention contractors & investors!! This is your opportunity to let your creativity come thru. There has been a substantial water leak, believed to come from 3rd flr bath thru walls to basement. The water has been shut off, & mold is visible. Buyers to use their own due diligence, Prop to be sold "as is". Seller will NOT be turning the water back on. May require a cash buyer. This large 5 br, 4 ba gambrel style beauty, offers multiple levels of flexible living. Gleam HW flrs, well appointed kit w/granite counters, SS appl & gas cooking are a plus! 2nd level offers a wonderful primary w/walk-in closet, a full bath & conv 2nd floor laundry are just off the hallway. The 3rd level provides even more versatility w/an additional bedrm, bonus rm, & another full bath - ideal for extended living. 4 rm finished base w/kit offers many possibilities. Extra large detached garage & storage space make this prop worth the investment. Ideally located near amenities & major routes, Don't miss this one!

96 Houston Avenue, Milton

Listing courtesy of Listing Agent: Eileen Doherty from Listing Office: Lamacchia Realty, Inc..

$2,450,000
7 Beds 6 Baths 73423979 MLS
Imagine coming home to a private Milton enclave where timeless elegance meets everyday livability. Set on over an acre, 50 Marine Road offers grand living spaces designed for comfort, longevity, & flexibility. With 3 separate staircases, the layout is ideal for multi-generational living/au pair suite. Inside, 9 fireplaces and rich millwork reflect the home’s classic character, with substantial infrastructure updates including a young roof and heating system, 400-amp electrical service, copper downspouts, and new water, sewer, and gas lines. The sun-filled kitchen with island anchors the home, while a sunroom, elegant office with fireplace, and versatile bonus rooms provide endless possibilities. Outdoors, lush grounds surround a pool, hot tub, & stone patios, creating a private setting for entertaining or retreat. Surrounded by newer homes on a coveted cul-de-sac, this rare estate blends elegance, substance, and the lifestyle that defines Milton living—just minutes to Milton Academy.

50 Marine Rd, Milton

Listing courtesy of Listing Agent: Beth Rooney from Listing Office: .

$540,000
1 Beds 1 Baths 73476901 MLS ['Ice House'] BLDG.
Last remaining one bedroom unit includes 1 car underground parking!!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.

485 Blue Hills Parkway Unit 20, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$945,000
4 Beds 3 Baths 73464444 MLS
New Year, New Home.....Open House Sunday, Jan 4 from 1-3. Set on a quiet stretch of Blue Hill Avenue in Milton, this elegant single-level ranch offers a rare blend of space, comfort, and timeless appeal. The home features four well-proportioned bedrooms and two and one-half baths, thoughtfully arranged for effortless living and entertaining. Sun-filled living areas are anchored by a front-to-back fireplace, creating warmth and architectural interest. An expansive finished basement expands the living space, ideal for a media room, home gym, or additional gathering area. The primary bedroom includes an en-suite bath, while additional bedrooms provide flexibility for guests, office, or multi-generational living. An attached two-car garage adds everyday convenience. Surrounded by mature landscaping in a highly desirable Milton neighborhood, this home presents an exceptional opportunity for refined single-level living. 3D Video: https://my.matterport.com/show/?m=mHvDiPZeE6K&mls=1

702 Blue Hill Ave, Milton

Listing courtesy of Listing Agent: Kerrie McNamara from Listing Office: Conway - Mattapoisett.

$1,275,000
3 Beds 2 Baths 73470282 MLS
A rare opportunity to own in one of Milton’s most coveted neighborhoods. Set within a sought-after neighborhood known for its strong sense of community, this beautifully updated center-entrance Colonial offers the perfect balance of sophistication and warmth. When you enter you are greeted with charm and space! The home features a gracious living room with working fireplace, a renovated open-concept kitchen and dining area ideal for entertaining, a dedicated home office, three well-appointed bedrooms, and a finished lower-level family or fitness room with walk-out access. Outdoors, the backyard delivers the quintessential Milton lifestyle—generous green space paired with direct access to the Milton fields and nearby trails, offering a front-row seat to local sports and recreation. Ideally situated near top-rated public schools, the Milton Library, Milton Centre, and Milton Academy, this move-in-ready residence is an exceptional opportunity to enjoy refined living in a premier location.

104 Gulliver St, Milton

Listing courtesy of Listing Agent: Katie Norton from Listing Office: William Raveis R.E. & Home Services.

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

57 Columbine Rd, Milton

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

$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.

$2,750,000
5 Beds 6 Baths 73469328 MLS
Step into timeless elegance with this stunning brick manor-style residence, where classic architecture meets modern luxury. This exceptional home boasts a spectacular chef’s kitchen, featuring gleaming marble countertops, custom cabinetry, and top-of-the-line appliances—perfect for both grand entertaining and everyday living. Inside, you’ll find a harmonious blend of formal sophistication and inviting comfort. Expansive living spaces flow effortlessly, offering refined details such as intricate moldings, architecturally details, and rich hardwood floors, while maintaining a warm and relaxing atmosphere throughout. With intimate niches and multi functional spaces, this one will not disappoint! Whether hosting lavish gatherings or enjoying quiet moments by the fireplace, this property is designed to impress and embrace. A true masterpiece that combines elegance, functionality, and serenity. ...Come take a look, its 30 Highland Lane, what more needs to be said!

30 Highland Ln, Milton

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

$650,000
2 Beds 2 Baths 73437645 MLS ['Ice House'] BLDG.
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 is available for an additional cost.

485 Blue Hills Parkway Unit 26, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: Coldwell Banker Realty - Duxbury.

$1,030,000
3 Beds 2 Baths 73464342 MLS
This classic Dutch Colonial blends timeless character with everyday comfort in one of East Milton’s most sought-after neighborhoods. Lovingly owned by the same family for 41 years, feat. HW floors, crown molding, a cozy fireplace, and sun-filled living spaces, offering a warm, inviting layout perfect for both gatherings and quiet nights. Bright bedrooms, a traditional dining room, and a light-filled kitchen ready to be reimagined to suit modern living, enhance the home’s appeal. The exterior features a beautiful perennial garden & a cozy, fenced-in backyard w/ paver patio surrounded by established plantings—an ideal setting for relaxing, entertaining, or simply enjoying the seasons in bloom. Enjoy the convenience of a 1-car garage to park or play! Ideally located just steps from E. Milton Sq, Elementary Schools Cunningham Park & local amenities, w/ access to I-93 & a quick commute to Downtown Boston. A wonderful opportunity to enjoy charm, convenience and community all in one place!

71 Governors Road, Milton

Listing courtesy of Listing Agent: The Gail Bell Group from Listing Office: Compass.

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