Milton, MA Homes

• 

  

  

  /25

  $735,000 Sold Oct 06, 2025

  • 1,109 Sq Ft
  • $663/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2010

  36 Central Ave Unit 3, Milton, MA 02186

  This is your chance to own a unit in a well managed boutique condo association. Located in Milton's Central Village, this inviting unit has 2 bedrooms, 2 full baths, in-unit laundry, central air conditioning and a deeded parking spot. The open concept layout offers hardwood floors, a beautiful kitchen with stainless steel appliances, a living area with a gas fireplace and a balcony with outdoor

  Mary Anne Rull William Raveis R.E. & Home Services

  36 Central Ave Unit 3, Milton, MA 02186
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  /42

  Est $1,120,538 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,147 Sq Ft

  31 Reed St, Milton, MA 02186

  31 Reed St, Milton, MA 02186
• 

  

  

  /13

  $4,250,000 New Construction

  • 6 Beds
  • 8 Baths
  • 6,850 Sq Ft

  1255 Brush Hill Rd, Milton, MA 02186

  Discover luxury living in this exquisite 6,849 sq ft custom masterpiece designed by an award-winning architect. Built on a breathtaking private nature lot in prime location. Boasting 5-6 spacious bedrooms, 5 full baths, & 2 half baths, this home offers the perfect blend of sophistication & comfort. CUSTOMIZE EVERY DETAIL TO YOUR TASTE. Choose your finishes, layout, & features. Designed for energy

  Lori Seavey Keller Williams Elite

  1255 Brush Hill Rd, Milton, MA 02186
• 

  

  

  /16

  $710,000 Sold Oct 06, 2025

  • 1,534 Sq Ft
  • $463/SF
  • 37 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1942

  86 Dyer Ave, Milton, MA 02186

  The best bargain in Milton! Located on a desirable corner lot in one of the area’s most sought-after towns, this 3 bed, 1.5 bath home offers comfort, character & incredible potential. The spacious & welcoming front-to-back living room provides a great layout for everyday living & entertaining. Enjoy morning coffee or evening relaxation on the inviting front porch. All 3 bedrooms feature hardwood

  Michael Freeman Coldwell Banker Realty - Sharon

  86 Dyer Ave, Milton, MA 02186
• 

  

  

  /20

  Est $838,574 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,656 Sq Ft

  669 Randolph Ave, Milton, MA 02186

  669 Randolph Ave, Milton, MA 02186
• 

  

  /9

  $1,450,000 Pending

  • Land
  • 15.51 Acres
  • $93,488 per Acre

  79 Hillside St, Milton, MA 02186

  Offers will be reviewed at noon today (Monday, November 24). Located in the Scott's Woods neighborhood of Milton's Hillside Historic District, these fifteen plus (15+) acres of beautiful land boast top-tier schools, both public and private, and quick access to the Blue Hills. There is a fire damaged, dilapidated 3 bedroom, 1.5 bath home on the property. The detached garage and barn are not fire

  Mary Hennessey Mary Hennessey R.E.

  79 Hillside St, Milton, MA 02186
• 

  

  /19

  $800,000 Sold Oct 06, 2025

  • 1,826 Sq Ft
  • $438/SF
  • 16 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1981

  750 Blue Hill Ave, Milton, MA 02186

  A Rare Opportunity in Beautiful Milton! Nestled on a generous 1.66-acre lot, this charming Cape-style home offers the perfect blend of privacy, potential, and prime location. Set back from the road this 4-bedroom, 1.5-bath residence is a hidden gem waiting to be transformed into your dream home. Step inside to find a warm and inviting layout featuring a spacious living room with natural light, a

  Malange DePina Torrey & Associates R. E.

  750 Blue Hill Ave, Milton, MA 02186
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  /34

  Est $1,323,080 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,310 Sq Ft

  258 Reedsdale Rd, Milton, MA 02186

  258 Reedsdale Rd, Milton, MA 02186
• 

  

  /18

  $750,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,379 Sq Ft

  51 Denmark Ave, Milton, MA 02186

  Welcome to your home nestled in East Milton! This charming single-family home is perfect for those seeking a blend of comfort and convenience. Inside this lovely 3-bedroom, 2-bath home, you'll find a spacious living room that connects to the dining area, creating an ideal space for entertaining guests. The kitchen opens to a cozy family room, a perfect spot for relaxation, with views of the

  Chris Kostopoulos Keller Williams Realty

  51 Denmark Ave, Milton, MA 02186
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  /39

  $2,200,000 Sold Oct 02, 2025

  • 5,250 Sq Ft
  • $419/SF
  • 5 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2025

  48 Cypress Rd, Milton, MA 02186

  Get ready to say YES to 48 Cypress Rd! YES to brand new construction. YES to the open floor plan that includes 5 bedrooms, 5 full baths, a spacious living room, a dedicated dining room, a 2nd floor laundry room AND a fully finished lower level with 9 ft ceilings. YES to a luxurious primary that includes an oversized walk-in closet & spa-like ensuite bath with soaking tub, rain-shower and dual

  Vanessa Foster Coldwell Banker Realty - Milton

  48 Cypress Rd, Milton, MA 02186
• 

  

  /28

  Est $1,750,932 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  26 Meredith Cir, Milton, MA 02186

  26 Meredith Cir, Milton, MA 02186
• 

  

  /33

  $979,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 2,332 Sq Ft

  390 Central Ave, Milton, MA 02186

  Welcome to this oversized Crosby Colonial offering 3+ bedrooms, 1.5 baths, and endless potential in one of Milton’s most sought-after neighborhoods! Featuring beautiful hardwood floors throughout and generous room sizes, this classic home is filled with warmth and character. The expansive attic and partially above-grade basement provide excellent opportunities to create additional living space or

  Mary Anne Rull William Raveis R.E. & Home Services

  390 Central Ave, Milton, MA 02186
• 

  

  /26

  $700,000 Sold Oct 01, 2025

  • 1,507 Sq Ft
  • $464/SF
  • 106 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1956

  32 Centre St, Milton, MA 02186

  Classic Crosby Colonial located minutes to downtown Boston in one of Milton's most desirable neighborhoods. This charming 3 bedroom, 1.5 bath home has been well maintained by the same family for over 60 years! The main level features a spacious front to back living room with traditional fireplace, a sunny dining room with built-in corner cabinet, half bath, large eat-in kitchen, and a 150sf

  Jessica Murray Boston Harbor Real Estate

  32 Centre St, Milton, MA 02186
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  /25

  Est $855,326 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,527 Sq Ft

  5 Artwill St, Milton, MA 02186

  5 Artwill St, Milton, MA 02186
• 

  

  /37

  $1,295,000 Pending

  • 6 Beds
  • 2 Baths
  • 3,228 Sq Ft

  15 Fairfax Rd, Milton, MA 02186

  With single-family prices soaring, this big, beautiful, charming two-family home is the smart way to buy into the town. Each unit boasts three bedrooms, living rooms with fireplaces, dining rooms with built-in hutches, hardwood floors, and natural wood moldings. The first floor is owner-occupied, and the second floor is vacant, making it ideal for immediate rental income. Key features include:

  Kevin Keating Keating Brokerage

  15 Fairfax Rd, Milton, MA 02186
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  /38

  $1,450,000 Sold Oct 01, 2025

  • 3,226 Sq Ft
  • $449/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1812

  1395 Canton Ave, Milton, MA 02186

  The hard work is done! The major exterior renovations of the main house and two outbuildings, with new windows, siding, trim, insulation and roofs, makes this property the perfect trifecta! Retained is the comfortable farmhouse feel and the ease which transcends a home that has stood the test of time. Living and dining rooms with high, wood-beamed ceilings and exposed brick accents blend into

  Leslie Will Coldwell Banker Realty - Milton

  1395 Canton Ave, Milton, MA 02186
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  /3

  Est $958,645 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  34 Clifton Rd, Milton, MA 02186

  34 Clifton Rd, Milton, MA 02186
• 

  

  /29

  $775,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,471 Sq Ft

  639 Pleasant St Unit 639, Milton, MA 02186

  Cunningham Park! Here's your chance to get into one of Milton's most sought after neighborhoods. Welcome to 639 Pleasant Street and Welcome Home! With high ceilings, open floor plan and three floors of living, this one is not to be missed! This house is warm and inviting with a Chic feel! With a private fenced in yard , its perfect for last minute BBQs, firepitting or just simply relaxing in your

  Matthew Freeman Coldwell Banker Realty - Milton

  639 Pleasant St Unit 639, Milton, MA 02186
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  /39

  $2,850,000 Sold Sep 30, 2025

  • 6,800 Sq Ft
  • $419/SF
  • 40 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2008

  60 Whittier Rd, Milton, MA 02186

  Welcome to your dream home in the much sought after neighborhood of Indian Cliffs, just 20 minutes outside of Boston Proper. This stunning brick home is truly designed for luxury living - inside and out. The main floor offers open concept living with gorgeous hardwood floors,10 foot ceilings, chef’s kitchen, expansive living and dining areas and a private office adorned with sophisticated wood

  Scott Farrell & Partners Compass

  60 Whittier Rd, Milton, MA 02186
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  /19

  Est $1,534,305 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,913 Sq Ft

  63 Martin Rd, Milton, MA 02186

  63 Martin Rd, Milton, MA 02186
• 

  

  /30

  $775,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,471 Sq Ft

  639 Pleasant St, Milton, MA 02186

  Cunningham Park! Here's your chance to get into one of Milton's most sought after neighborhoods. Welcome to 639 Pleasant Street and Welcome Home! With high ceilings, open floor plan and three floors of living, this one is not to be missed! This house is warm and inviting with a Chic feel! With a private fenced in yard , its perfect for last minute BBQs, firepitting or just simply relaxing in your

  Matthew Freeman Coldwell Banker Realty - Milton

  639 Pleasant St, Milton, MA 02186
• 

  

  /38

  $882,000 Sold Sep 30, 2025

  • 2,735 Sq Ft
  • $322/SF
  • 35 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1925

  127-129 Blue Hills Pkwy, Milton, MA 02186

  Don’t miss this rare chance to upgrade a spacious 2-family home in highly desirable Milton. Perfect for savvy investors/contractors! This property needs TLC but offers endless potential for value-added improvements. Each unit offers generous layouts with strong rental or resale potential. Unit 1 includes a large living/dining room combo, eat-in kitchen, gutted bathroom ready for your renovation

  Bernice Osborne Keller Williams Realty

  127-129 Blue Hills Pkwy, Milton, MA 02186
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  /35

  Est $1,114,489 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,804 Sq Ft

  89 Martin Rd, Milton, MA 02186

  89 Martin Rd, Milton, MA 02186
• 

  

  /42

  $499,900 Pending

  • 5 Beds
  • 4 Baths
  • 2,775 Sq Ft

  96 Houston Ave, Milton, MA 02186

  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

  Eileen Doherty Lamacchia Realty, Inc.

  96 Houston Ave, Milton, MA 02186
• 

  

  /23

  $840,000 Sold Sep 29, 2025

  • 2,205 Sq Ft
  • $381/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1938

  23 Standish Rd, Milton, MA 02186

  Welcome to this charming, mid-century colonial in the desirable Columbine neighborhood. With three spacious bedrooms, a foundation for expansion in the basement, a spacious walk up attic, large living room with a fireplace and attached garage, this property is perfect for a buyer looking to add sweat equity or a developer looking for their next project. The proximity to Turner’s Pond, Glover

  Joe Parrish

  23 Standish Rd, Milton, MA 02186
• 

  

  /39

  Est $1,831,242 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,115 Sq Ft

  27 Spafford Rd, Milton, MA 02186

  27 Spafford Rd, Milton, MA 02186
• 

  

  /42

  $899,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  54 Elm St, Milton, MA 02186

  Charming Classic Colonial w 3 bedrooms and 11⁄2 baths, located in one of Milton’s most desirable neighborhoods. Bursting w potential, this home is ready for the right buyer to make it their own. Gleaming hardwood floors throughout, new heating system and hot water heater. Spacious living room w wood-burning fireplace that opens to a sunroom overlooking the backyard. The bright & inviting dining

  Sarah Lapsley Greer Real Estate, LLC

  54 Elm St, Milton, MA 02186
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  /36

  $2,375,000 Sold Sep 26, 2025

  • 4,244 Sq Ft
  • $560/SF
  • 6 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1930

  76 Cliff Rd, Milton, MA 02186

  Exceptional, fully-renovated, stately brick colonial on a quiet lane in the sought-after Columbine/Cliff neighborhood. This meticulously maintained residence spans over 4,000 SF, seamlessly blending modern luxury with timeless elegance and craftsmanship. The well-appointed kitchen is equipped with high-end appliances, custom cabinetry, and a peninsula island. The upper levels include five

  Matthew Freeman Coldwell Banker Realty - Milton

  76 Cliff Rd, Milton, MA 02186
• 

  

  /34

  Est $2,149,401 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,907 Sq Ft

  17 Spafford Rd, Milton, MA 02186

  17 Spafford Rd, Milton, MA 02186
• 

  

  /42

  $1,075,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,135 Sq Ft

  333 Eliot St, Milton, MA 02186

  Welcome to 333 Eliot Street, a beautifully updated 3-bedroom, 3.5 bath colonial nestled in one of Milton’s top locations, the Columbine neighborhood. This home perfectly blends classic charm with modern luxury, featuring spacious living areas, elegant finishes, and thoughtful updates throughout. The light-filled main level offers an inviting living room with a cozy fireplace, a renovated eat-in

  Mary Anne Rull William Raveis R.E. & Home Services

  333 Eliot St, Milton, MA 02186
• 

  

  /8

  $800,000 Sold Sep 26, 2025

  • Land
  • 0.59 Acre
  • $1,355,932 per Acre

  • 176 Days On Market

  Lot C Central Ave, Milton, MA 02186

  One of the very few remaining buildable lots in Milton is now available! Here's your chance to build your dream home. 25,645 S.F. of land. Lot is located in the Residential B district and conforms to all dimensional requirements. Situated in Milton's highly desirable Columbine section.

  Chris Lydon William Raveis R.E. & Home Services

  Lot C Central Ave, Milton, MA 02186
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  /35

  Est $1,882,687 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,972 Sq Ft

  18 Jeremiahs Way, Milton, MA 02186

  18 Jeremiahs Way, Milton, MA 02186
• 

  

  /42

  $999,890 Pending

  • 5 Beds
  • 3 Baths
  • 3,328 Sq Ft

  84 Blue Hills Pkwy, Milton, MA 02186

  Beautifully Renovated 5 Bedroom Colonial - Where Classic Charm Meets Modern Elegance. Step into timeless sophistication in this tastefully updated home. Newly redesigned to blend traditional character with contemporary luxury. Sun-drenched interiors showcase a grand foyer, coffered ceilings, & gleaming hardwood floors. Brand-new kitchen features granite counters, stainless steel appliances, and

  Tatiana Diaz William Raveis R.E. & Home Services

  84 Blue Hills Pkwy, Milton, MA 02186
• 

  

  /20

  $735,000 Sold Sep 25, 2025

  • 1,286 Sq Ft
  • $572/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  485 Blue Hills Pkwy Unit 41, Milton, MA 02186

  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

  Timothy Driscoll Coldwell Banker Realty - Duxbury

  485 Blue Hills Pkwy Unit 41, Milton, MA 02186
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  /41

  Est $2,041,539 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,767 Sq Ft

  139 Gerald Rd, Milton, MA 02186

  139 Gerald Rd, Milton, MA 02186
• 

  

  /40

  $1,750,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,282 Sq Ft

  32 Columbine Rd, Milton, MA 02186

  Rarely does a home so admired come to market! Timeless character and thoughtful updates of this story book home shine through its detailed woodwork, cozy nooks and connected layout. The flow of the open kitchen, dining, and family room create a perfect setting for gatherings big and small. Upstairs, a spacious landing, updated baths, and central air provide comfort and convenience, while the

  Cahill+Co. Team William Raveis R.E. & Home Services

  32 Columbine Rd, Milton, MA 02186
• 

  

  /38

  $820,000 Sold Sep 19, 2025

  • 1,664 Sq Ft
  • $493/SF
  • 16 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1928

  27 Saint Agatha Rd, Milton, MA 02186

  Welcome to this 4 bedroom East Milton home on hidden gem Saint Agatha Rd! Enter via mudroom w/ ample closet space. Spacious family room features gleaming HW floors, brick fireplace & custom built-ins. Den connects to formal living room – perfect as playroom or office. Eat-in kitchen boasts SS appliances & granite counters. Bonus heated sun porch adds living space & opens to large deck & backyard

  Dynan Team Seaport Realty Group

  27 Saint Agatha Rd, Milton, MA 02186
• 

  

  /29

  Est $1,046,320 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  17 Patricia Dr, Milton, MA 02186

  17 Patricia Dr, Milton, MA 02186
• 

  

  /41

  $1,390,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,195 Sq Ft

  290 Central Ave, Milton, MA 02186

  Spacious contemporary colonial home with pond views in the backyard, and within close proximity to Turner's Pond & walking trails, Schools, bus stop, T-station, hospital, and Milton Village. This modern home offers an open living concept with 4 large bedrooms, 3.5 modernized bathrooms, and hardwood flooring thruout. Family room with a brick fireplace, cathedral ceiling, and sliders leading to the

  Christine Do Keller Williams Realty

  290 Central Ave, Milton, MA 02186
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  /37

  $965,000 Sold Sep 19, 2025

  • 2,468 Sq Ft
  • $391/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1899

  62 Ferncroft Rd, Milton, MA 02186

  Nestled at 62 Ferncroft Rd, Milton, MA, this single-family residence presents an attractive opportunity to own a piece of quintessential New England charm. The property is in great condition and ready to welcome its new owners. The living room offers an inviting space to unwind, enhanced by the sophisticated touch of crown molding. In the kitchen, culinary dreams become reality amidst stone

  Matthew Freeman Coldwell Banker Realty - Milton

  62 Ferncroft Rd, Milton, MA 02186

Showing Results 161 - 200, Page 5 of 18