Homes in ZIP Code 02186

/29
$1,030,000 Sold Aug 22, 2025
- 2,306 Sq Ft
- $447/SF
- 56 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1958
88 Hilltop St, Milton, MA 02186

NEW PRICE! $1,049,000. BRAND NEW GAS HEATER TOO! IF YOU'RE LOOKING FOR LAND THIS IS YOUR HOME! 20,199 SQ FT LOT! If you’re looking for a home in a fabulous neighborhood on a beautiful lot & a Two Car Garage you have found it. This home is perfectly sited on a fenced in 0.46-acre yard. This prime location is minutes to Wollaston Golf Club, Milton Academy, Blue Hills, Route 93 and much more.

Francine Jeffers Kelley & Rege Properties, Inc.

88 Hilltop St, Milton, MA 02186

/29
Est $3,729,655 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,674 Sq Ft
4 Fletcher Steele Way, Milton, MA 02186

4 Fletcher Steele Way, Milton, MA 02186

/30
$775,000
- 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

Matthew Freeman Coldwell Banker Realty - Milton

639 Pleasant St, Milton, MA 02186
/29
$735,000 Sold Aug 18, 2025
- 1,875 Sq Ft
- $392/SF
- 37 Days On Market
- 4 Beds
- 2 Baths
- Built 1897
641 Pleasant St, Milton, MA 02186

Feeling blue about the real estate market? Here’s your rare chance to own a charming Philadelphia-style attached single-family home in one of Milton’s most convenient and quiet pockets, Pleasant Street, nestled between Brook Road and Centre Street. This thoughtfully laid out home offers flexibility for all stages of life. The first floor bedroom, full bath, and cozy den make it perfect for those

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

641 Pleasant St, Milton, MA 02186

/34
Est $1,428,243 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,261 Sq Ft
658 Canton Ave, Milton, MA 02186

658 Canton Ave, Milton, MA 02186

/41
$1,425,000
- 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
/35
$754,000 Sold Aug 15, 2025
- 1,784 Sq Ft
- $423/SF
- 5 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1916
349 Pleasant St, Milton, MA 02186

ALL OFFERS DUE TODAY 6/24 BY 2PM Nestled in the heart of one of Milton's most sought-after neighborhoods, you will find that this home seamlessly combines timeless charm with unparalleled convenience. Situated just moments from East Milton Square, you'll find yourself within easy reach of vibrant shopping destinations, delightful dining experiences, and swift highway access for effortless

Sharon Ryan Coldwell Banker Realty - Milton

349 Pleasant St, Milton, MA 02186

/39
Est $1,200,841 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,322 Sq Ft
30 Holmes Ln, Milton, MA 02186

30 Holmes Ln, Milton, MA 02186

/42
$1,125,000
- 8 Beds
- 5 Baths
- 2,785 Sq Ft
112 Brush Hill Rd, Milton, MA 02186

Discover this beautifully updated 2-family home in one of Milton’s most desirable locations! This spacious three-story property is perfect for both investors and owner-occupants. The first floor has been fully renovated, showcasing a modern kitchen with stainless steel appliances, quartz countertops, and a bright open layout. The second unit extends across two levels, with generous bedrooms,

Angela Cui Keller Williams Realty

112 Brush Hill Rd, Milton, MA 02186
/40
$830,000 Sold Aug 15, 2025
- 1,308 Sq Ft
- $635/SF
- 18 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1925
102 Franklin St, Milton, MA 02186

Beautiful East Milton home, nestled on a tree-lined street with a wide array of neighborhood amenities at your finger tips! Easy walking distance within a few blocks of several popular restaurants, coffee shops, fitness options.... and of course - stalwart local "Fruit Center" grocery store. This lovely home features three bedrooms, a terrific layout, a lovely three season front porch, 1 & 1/2

Kerry Dowlin Coldwell Banker Realty - Dorchester

102 Franklin St, Milton, MA 02186

/33
Est $1,762,728 Not Listed For Sale
- 5 Beds
- 2 Baths
- 3,035 Sq Ft
632 Canton Ave, Milton, MA 02186

632 Canton Ave, Milton, MA 02186

/35
$749,000
- 4 Beds
- 3 Baths
- 1,684 Sq Ft
55 Concord Ave, Milton, MA 02186

NEW roof, NEW siding, NEW windows and gutters, NEW hot water tank plus a NEW walkway and front stairs leaving you free to design your DREAM kitchen or simply enjoy the mid century modern look. This charming gem offers 3 levels of versatile living space, giving you the flexibility and privacy for two home offices, overnight guests, and more. The welcoming foyer provides breathing room when guests

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

55 Concord Ave, Milton, MA 02186
/30
$809,000 Sold Aug 15, 2025
- 1,733 Sq Ft
- $467/SF
- 18 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1900
203 Church St, Milton, MA 02186

If you’ve been dreaming of a home in Milton that gives you comfort, convenience, and a fantastic neighborhood, 203 Church St is the one! The curb appeal of this property is undeniable. From the newly installed siding to the perfectly manicured landscaping, this home makes a statement before you even step inside. Once inside, you’ll love the flexible layout that is a blank canvas ready for your

Vanessa Foster Coldwell Banker Realty - Milton

203 Church St, Milton, MA 02186

/27
Est $1,083,546 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,493 Sq Ft
16 Coolidge Rd, Milton, MA 02186

16 Coolidge Rd, Milton, MA 02186

/37
$5,995,000
- 6 Beds
- 6 Baths
- 10,524 Sq Ft
3 Stone Bridge Ln, Milton, MA 02186

A sophisticated sanctuary of unrivaled estate living, this magnificent residence is nestled on a private lane bordered by 7,000 acres of protected land within the Blue Hills Reservation. Spanning over 10,000SF, this estate offers unmatched privacy minutes from Boston. Accessed via a grand stone bridge in a five-home enclave, the home features 6 beds, 6 baths, & 20 impeccably curated rooms.

Ricardo Rodriguez Coldwell Banker Realty - Boston

3 Stone Bridge Ln, Milton, MA 02186
/27
$2,000,000 Sold Aug 15, 2025
- 3,592 Sq Ft
- $557/SF
- 85 Days On Market
- 3 Beds
- 5 Baths
- Built 2023
67 Wolcott Woods Ln Unit 67, Milton, MA 02186

Stunning and rarely available, one of only five free-standing Cushing designs at Wolcott Woods, the award-winning, premier 55+ community in suburban Boston. Perfectly sited on a private cul-de-sac, this home offers breathtaking views from the Grand Room centered around a fireplace, a massive kitchen island, and a spacious dining area. One of the community’s most sought-after designs, this

Greta Gustafson LandVest, Inc.

67 Wolcott Woods Ln Unit 67, Milton, MA 02186

/24
Est $1,044,440 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,805 Sq Ft
5 Centre Ln, Milton, MA 02186

5 Centre Ln, Milton, MA 02186

/40
$2,690,000
- 7 Beds
- 6 Baths
- 7,085 Sq Ft
50 Marine Rd, Milton, MA 02186

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 space designed for both comfort and versatility. With 3 separate staircases and 7 bedrooms, the layout is ideal for multi-generational living or an au pair suite. Inside, soaring ceilings, nine fireplaces, and detailed millwork showcase the

Beth Rooney eXp Realty

50 Marine Rd, Milton, MA 02186
/24
$515,000 Sold Aug 15, 2025
- 885 Sq Ft
- $582/SF
- 42 Days On Market
- 2 Beds
- 1 Bath
- Built 1930
60 Houston Ave Unit 2, Milton, MA 02186

Do you love natural lighting, low condo fees and sitting outdoors?! Then you have to see this fantastic space. Big bright open floor plan, hardwood floors, spacious closets in unit laundry and a large storage space located in the common area. So much more than most garden style condos offer- giving you the 2 outdoor spaces on front and back patios This bright, charming unit is waiting for you

Jennifer Adelman Real Broker MA, LLC

60 Houston Ave Unit 2, Milton, MA 02186

/26
Est $1,078,602 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,220 Sq Ft
17 Centre Ln, Milton, MA 02186

17 Centre Ln, Milton, MA 02186

/42
$1,950,000
- 5 Beds
- 4.5 Baths
- 4,472 Sq Ft
6 Brewster Rd, Milton, MA 02186

This stunning home nestled on a generous lot presents an attractive single-family home in great condition, a gourmet kitchen Quartz countertop stainless steel appliances gas cooktop and double oven, fireplace living room, first floor office with French doors, family room with bar and full bath, exercise room, primary bedroom has large walk-in closet full bath with separate tile shower and soaking

Robert Mcauliffe Duhallow Real Estate

6 Brewster Rd, Milton, MA 02186
/34
$670,000 Sold Aug 15, 2025
- 1,681 Sq Ft
- $399/SF
- 81 Days On Market
- 2 Beds
- 2 Baths
- Built 1900
2 Viola St Unit 2A, Milton, MA 02186

A well-curated home is thoughtfully designed, prioritizing intentional choices and creating a space that feels functional and beautiful. The unexpected offering at 2A Viola is the definition of well-curated, and its dedicated owner has transformed the space through meticulous renovations, reimagining every corner—without cutting any corners. This condo combines the warmth and comforts of a

Erin Feeney Ceres Real Estate

2 Viola St Unit 2A, Milton, MA 02186

/42
Est $1,113,260 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

/28
$845,000
- 5 Beds
- 2.5 Baths
- 1,749 Sq Ft
16 Blue Hill Ave, Milton, MA 02186

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

Daniel DiBiasio DiBiasio Realty LLC

16 Blue Hill Ave, Milton, MA 02186
/42
$1,220,000 Sold Aug 14, 2025
- 1,818 Sq Ft
- $671/SF
- 6 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1935
8 Howe St, Milton, MA 02186

East Milton Gem! A perfect blend of classic charm and modern elegance awaits in this beautiful home. Step into the four-season foyer wrapped in windows, and you’ll be drawn into an impressive open floor plan that’s sure to captivate. This Pottery Barn-inspired home features a warm, fireplaced living room flowing seamlessly into a stylish kitchen with grey cabinetry, granite countertops, stainless

Ernad Preldzic RE/MAX 360

8 Howe St, Milton, MA 02186

/20
Est $897,396 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,656 Sq Ft
669 Randolph Ave, Milton, MA 02186

669 Randolph Ave, Milton, MA 02186

/19
$465,000
- 3 Beds
- 2 Baths
- 1,209 Sq Ft
70 Brush Hill Rd Unit 1, Milton, MA 02186

Your seach ends today!! Welcome to this well maintain condo home located in the heart of the town and just a few mins walk to Tucker School. This condo features hardwood floor through out, super spacious rooms and kitchen with plenty of sun light.. 1 bathroom for each floor for the convenient, in unit washer and dryer. full basement and square rooms..all of these for under $500.. why are you

Chris Yang Keller Williams Realty Boston South West

70 Brush Hill Rd Unit 1, Milton, MA 02186
/31
$1,375,000 Sold Aug 11, 2025
- 2,100 Sq Ft
- $655/SF
- 5 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1954
50 Badger Cir, Milton, MA 02186

Move right in! Well kept 4 bedroom, 1 1/2 bath center entrance Colonial tucked away on a quiet, tree-lined circle in an ideal Milton Center location. Just minutes from Cunningham/Collicott Schools, Cunningham Park and Milton Academy. Picture yourself creating deliciousness in the beautifully renovated chef's kitchen (quartz counters/island/stainless appliances including a Bertazzoni induction

Jay Balaban Gibson Sotheby's International Realty

50 Badger Cir, Milton, MA 02186

/34
Est $1,316,861 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

/38
$1,099,900
- 4 Beds
- 3 Baths
- 1,700 Sq Ft
40 Lafayette St, Milton, MA 02186

This stunning, gut renovated home offers 4 bedrooms, 3 full bathrooms, and approximately 1,700 sq ft of beautifully designed living space. The open-concept first floor is perfect for entertaining, featuring a stylish kitchen with island seating, an arched coffee/dry bar, and adjacent dining area. A mudroom with coat closet, walk-in pantry, and a versatile office or sitting room with French doors

Kyle Pernock Keller Williams Elite

40 Lafayette St, Milton, MA 02186
/19
$735,000 Sold Aug 11, 2025
- 1,193 Sq Ft
- $616/SF
- 1 Day On Market
- 2 Beds
- 2 Baths
- Built 2024
485 Blue Hills Pkwy Unit 34, 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 34, Milton, MA 02186

/28
Est $1,773,637 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

/42
$999,890
- 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
/30
$1,285,000 Sold Aug 09, 2025
- 2,064 Sq Ft
- $623/SF
- 6 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1929
35 Orchard Rd, Milton, MA 02186

This one covers all the bases! Upstairs offers the privacy of two bedrooms, one with its own office, and the full bath of the original Cape-style home, while the main level has been architecturally reimagined and rebuilt with all new systems, windows, and an open floor plan. Living is easy with the dreamy, center island kitchen, the gas fireplace in the dining-living room, first-floor laundry and

Leslie Will Coldwell Banker Realty - Milton

35 Orchard Rd, Milton, MA 02186

/32
Est $1,460,239 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,979 Sq Ft
45 Coolidge Rd, Milton, MA 02186

45 Coolidge Rd, Milton, MA 02186

/42
$869,900
- 4 Beds
- 3 Baths
- 1,845 Sq Ft
96 Brook Rd, Milton, MA 02186

This well-maintained classic colonial in highly desirable Milton offers 4 generous bedrooms, PLUS bonus office, 1 full bath and 2 half baths, hardwood floors throughout with timeless character and many updates to windows, kitchen, baths, includes stainless steel kitchen appliances, Navien tankless hot water system (2021), and a brand-new roof (2025). The eat-in kitchen features a large island is

Vanessa House Berkshire Hathaway HomeServices Commonwealth Real Estate

96 Brook Rd, Milton, MA 02186
/25
$945,000 Sold Aug 08, 2025
- 2,591 Sq Ft
- $365/SF
- 25 Days On Market
- 5 Beds
- 2 Baths
- Built 1859
167 Brook Rd, Milton, MA 02186

Rarely does a property of this stature come to the market. This Classic Greek Revival 4/5 bedroom home has been in the same family for over 6 decades. Solidly built in 1859 to stand the test of time with superior craftsmanship and materials, impressive architectural details including soaring ceilings, large original windows, exquisite original molding, front curved staircase, rooms made for

Matthew Freeman Coldwell Banker Realty - Milton

167 Brook Rd, Milton, MA 02186

/25
Est $858,741 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,527 Sq Ft
5 Artwill St, Milton, MA 02186

5 Artwill St, Milton, MA 02186

/41
$2,650,000
- 7 Beds
- 5.5 Baths
- 13,366 Sq Ft
1421 Canton Ave, Milton, MA 02186

Step into a distinguished piece of Milton’s history at 1421 Canton Avenue, a remarkable residence originally part of the storied Eustis Estate and designed by renowned architect William Ralph Emerson. Once serving as a 19th-century cattle barn, this unique structure has been thoughtfully reimagined into an elegant single-family home that preserves its architectural heritage while offering refined

Ryan Clunan Campion & Company Fine Homes Real Estate

1421 Canton Ave, Milton, MA 02186
/12
$502,400 Sold Aug 07, 2025
- 746 Sq Ft
- $673/SF
- 56 Days On Market
- 1 Bed
- 1 Bath
- Built 2024
485 Blue Hills Pkwy Unit 19, 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 19, Milton, MA 02186

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Massachusetts Norfolk County Milton 02186

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