135 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$749,999
Condo
485 Blue Hills Parkway #51, Milton, MA 02186
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz ...
Listed by Timothy E. Driscoll of Coldwell Banker Realty - Duxbury

$1,295,000
Single Family Home
127 Sumner Street, Milton, MA 02186
Nestled in the serene and inviting Popes Pond area of Milton, this spacious 2,583 sq. ft. home on an open half-acre lot ...
Listed by Brian R. Burke of Star Realty Inc.

$839,900
Single Family Home
590 Pleasant Street, Milton, MA 02186
This Cunningham Park/East Milton Colonial is ideally situated within walking distance to the "Square," schools, parks, a...
Listed by Kevin G. Keating of Keating Brokerage

$999,000
Single Family Home
84 Sassamon Ave, Milton, MA 02186
Welcome to this beautifully maintained home nestled in a sought-after Milton neighborhood where the community feels like...
Listed by Janice Bosworth-Dunphy of Coldwell Banker Realty - Milton

$935,000
Single Family Home
523 Blue Hills Pkwy, Milton, MA 02186
Welcome to 523 Blue Hills Parkway, a beautifully maintained 3 bedroom, 3 bathroom ranch-style home offering single-level...
Listed by Dennis Murray of Kerry Realty Group

$2,299,000
Single Family Home
17 Woodlot Drive, Milton, MA 02186
This exquisite 5-year young 5-bed, 4.5-bath, 4,950 square foot home is perfectly placed in one of Milton's most sought a...
Listed by Scott Farrell & Partners of Compass

$1,590,000
Single Family Home
4 Carisbrooke Road, Milton, MA 02186
Welcome to 4 Carisbrooke Rd, a beautiful home located in the sought after Blue Hills area of Milton. Spanning over 4,000...
Listed by Beatrice Murphy of Lamacchia Realty, Inc.

$1,499,000
Single Family Home
47 Big Blue Drive, Milton, MA 02186
47 Big Blue Drive is truly a unique property, not to be missed! Imagine starting your day with a cup of coffee on your s...
Listed by Becky Davis of Coldwell Banker Realty - Milton

$1,295,000
Single Family Home
209 Milton St Ext, Milton, MA 02186
Spectacular newly renovated home with a stunning second and third-floor addition in the highly desirable East Milton nei...
Listed by Danny Zheng of Keller Williams Realty

$499,999
Condo
485 Blue Hills Parkway #31, Milton, MA 02186
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz ...
Listed by Timothy E. Driscoll of Coldwell Banker Realty - Duxbury

$479,999
Condo
485 Blue Hills Parkway #3, Milton, MA 02186
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz ...
Listed by Timothy E. Driscoll of Coldwell Banker Realty - Duxbury

$2,999,999
Single Family Home
80 Brierbrook, Milton, MA 02186
Quintessential New England Home in one of the most desirable neighborhoods in Milton. This 5 bedroom, 3 full bath and 1 ...
Listed by Stephen Kraunelis of Gibson Sotheby's International Realty

$3,895,000
Single Family Home
427 Hillside St, Milton, MA 02186
Sometimes all it takes is good instinct, better vision and superb execution. Such is the fortune found at 427 Hillside S...
Listed by Julianne Bridgeman of Ceres Real Estate

$1,795,000
Condo
37 Wolcott Woods Ln #37, Milton, MA 02186
Rarely available townhouse at Wolcott Woods with 3 bedrooms, 4.5 bathrooms in Milton's newest 55+ community. Only ten m...
Listed by Greta Gustafson of LandVest, Inc.

$729,000
Condo
88 Wharf Street #607, Milton, MA 02186
Rarely available Milton Landing Penthouse, sunny and bright, updated and in mint condition is ready for a new owner. Enj...
Listed by Karen Murray of Coldwell Banker Realty - Milton

$819,000
Condo
88 Wharf St #409, Milton, MA 02186
With brilliant natural light and exquisite, panoramic water views from the floor to ceiling windows this unique 5 room c...
Listed by Thomas O'Neill Jr. of The Firm

$1,329,000
Single Family Home
55 Milton St, Milton, MA 02186
Welcome to 55 Milton Street, a spacious 4-bedroom, 2.5-bathroom Colonial home set on nearly an acre of beautiful land in...
Listed by Team Galvin of The Galvin Group, LLC

$3,475,000
Single Family Home
277 Adams St, Milton, MA 02186
Simply Stunning! Set on Premier Milton Hill, this 1910's charmer will not disappoint! Elegant and formal yet comfortabl...
Listed by Matthew Freeman of Coldwell Banker Realty - Milton

$1,100,000
Single Family Home
4 Mark Ln, Milton, MA 02186
The property is a colonial style building and need some work.Be aware that Neither seller, or agent make any representat...
Listed by Nahum Omeler of Romy Realty

$2,600,000
Single Family Home
1362 Canton Ave, Milton, MA 02186
Set on 2.7 acres of serene woodland, this property borders 7,000+ acres of trails in the Blue Hills Reservation and Eust...
Listed by Julianne Bridgeman of Ceres Real Estate

$1,449,000
Single Family Home
721 Canton Avenue, Milton, MA 02186
This 4-bedroom, 2F+2H bath home is a perfect blend of luxury and comfort, offering an impressive 1.05 acres of pristine ...
Listed by Michael Peppino of Real Broker MA, LLC

$1,275,000
Multi-Family
107 Central Ave, Milton, MA 02186
Located on an almost half acre sprawling lot close to Turner's Pond, this bright and spacious property offers a great op...
Listed by Mary Gaquin of Coldwell Banker Realty - Milton

$700,000
Single Family Home
49 Oak St, Milton, MA 02186
GREAT OPPORTUNITY to live in Milton in a GREAT LOCATION at an affordable price down the street from the Tucker School. ...
Listed by Roni Thaler of Coldwell Banker Realty - Sharon

$3,295,000
Single Family Home
263 Adams St, Milton, MA 02186
Presenting an exquisite showpiece estate nestled on prestigious Milton Hill. This elegant 5-bed, 6-bath 7506 sq/ft home ...
Listed by Scott Farrell & Partners of Compass