29 Maple St, Milton, MA 02186
Property image
Property image
OFF MARKET

29 Maple St
Milton, MA 02186

  • 5 Beds
  • 2 Baths
  • 2,315 sqft

$1,034,700

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $6,035/mo*
Refinance Your Home

$1,034,700

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $6,035/mo*
Refinance Your Home
5 Beds
2 Baths
2,315 sqft

Local Information

  • Map ViewExplore the area around 29 Maple St.
  • Schools2 Preschool Schools4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

BEAUTIFUL 2 FAMILY LOCATED IN PRIME AREA OF COLUMBINE CLIFFS. OWNERS UNIT HAS 2 FLOORS OF LIVING, TASTEFULLY REMODELED AND UPDATED. BEAUTIFUL HARDWOODS AND IN MOVE IN CONDITION. 1ST FLOOR UNIT FEATURES HARDWOOD FLOORS UPDATED BATH AND WASHER/DRYER IN UNIT. NEWER ELECTRICAL PANEL IN BASEMENT, ROOF ABOUT 10 YEARS OLD. 2ND FlOOR HAS 2 GOOD SIZED BEDROOMS. OFF THE KITCHEN HAS AN OUTSIDE DECK WITH TREK DECKING FOR SOME BEAUTIFUL OUTSIDE QUIET TIME OR A PLACE TO SIT AND CHAT WITH FAMILY AND FRIENDS. 3RD FLOOR OFFERS A GENEROUS AND GORGEOUS MASTER ALONG WITH A SITTING ROOM THAT COULD BE AN OFFICE, GYM ETC.THIS UNIT ALSO COMES WITH NEWER WASHER AND DRYER. THIS HOME BOASTS A FABULOUS AND TRANQUIL PATIO WITH A BEACON HILL FEEL. EASY ACCESS TO PUBLIC TRANSPORTATION,GREAT RESTAURANTS AND CLOSE TO HIGHWAY!
29 Maple St, Milton, MA 02186 is a 5 bedroom, 2 bathroom, 2,315 sqft multi-family built in 1885. It last sold for $525,000 on Dec 5, 2014. It is currently off market. The Trulia Estimate is $1,034,700, with a rent estimate of $3,903/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 29 Maple St

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room, Sun RoomStorage
Heating & Cooling
Heating: Baseboard, Forced Air, Other, GasHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 3Floors: Softwood, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other, ShingleGardenPatio
Parking & Garage
GarageParking Spaces: 4Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1885
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 4356 sqft

Price History for 29 Maple St

DatePriceEventSource
12/05/2014$525,000Sold
N/A
10/24/2014$569,000PendingAgent Provided
10/10/2014$569,000PendingToActiveAgent Provided
10/07/2014$569,000PendingAgent Provided
09/12/2014$569,000PriceChange
Agent Provided
08/25/2014$580,000PendingAgent Provided
08/05/2014$580,000Listed For SaleAgent Provided
05/03/2002$300,000Sold
N/A
01/29/1996$135,000Sold
N/A
03/07/1990$181,000Sold
N/A

Market trends in Milton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
14MoM
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Property Tax and Assessment

Year2025
Tax$9,161
Assessment$826,100
Home facts updated by county records

Comparable Sales for 29 Maple St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Caddy Rd, Mattapan, MA
0.29
Multi-Family Home
$800,000
08/29/25
4
2
2,976
30 Sanford St, Mattapan, MA
0.36
Multi-Family Home
$780,000
03/20/26
7
2
2,805
31 Old Morton St, Mattapan, MA
0.38
Multi-Family Home
$1,200,000
09/12/25
5
3
2,849
86-88 Gallivan Blvd, Dorchester, MA
0.65
Multi-Family Home
$925,000
02/09/26
6
2
3,220
23-27 Cedar St, Mattapan, MA
0.23
Multi-Family Home
$650,000
06/05/26
9
6
3,628
86-88 Gallivan Blvd, Dorchester Center, MA
0.66
Multi-Family Home
$925,000
02/09/26
6
2
3,220
73 Stanton St, Dorchester, MA
0.99
Multi-Family Home
$515,000
03/09/26
6
2
2,606
10-12 Stow Rd, Mattapan, MA
0.74
Multi-Family Home
$880,000
12/05/25
5
3
2,146
13 Patterson St, Dorchester, MA
0.88
Multi-Family Home
$765,000
01/23/26
5
2
2,650
65-67 Gallivan Blvd, Dorchester Center, MA
0.63
Multi-Family Home
$975,000
09/30/25
7
3
3,190

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Maple St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Milton

At least 214 Trulia users voted on each feature.

  • 87 % Say it's dog friendly

  • 86 % Say there are sidewalks

  • 82 % Say parking is easy

  • 77 % Say yards are well-kept

  • 76 % Say car is needed

  • 74 % Say streets are well-lit

  • 71 % Say people would walk alone at night

  • 70 % Say there's holiday spirit

  • 69 % Say they plan to stay for at least 5 years

  • 67 % Say kids play outside

  • 65 % Say there's wildlife

  • 59 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 54 % Say it's walkable to grocery stores

  • 53 % Say it's walkable to restaurants

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nancyhicks1962
    "I’ve lived in Milton for over 20 years and enjoy local businesses, walking around the neighborhood and chatting with my neighbors. "
    0
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  • Nancyhicks1962
    "A great sense of community in the school system and in town .Many online sites in the town to find out about current events, community programs, free items and other valuable resources. Many families are very connected to each other and majors it a great town/community."
    0
    Flag
  • Trulia User
    "Not the best, I live in a low-income area because of the number of people & transportation options, it's not an ideal convenient experience."
    1
    Flag
  • Trulia User
    "Everything, it’s an amazing neighborhood. Tons of families, quiet, clean safe and walking distance to all the schools "
    1
    Flag
  • Trulia User
    "It’s a very quiet and friendly neighborhood, nothing negative to say. During my years living here I’ve had a experience "
    0
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  • Trulia User
    "The neighborhood is family friendly and they will have the best interests for the neighborhood all around kids and parents seem friendly "
    0
    Flag
  • Trulia User
    "Great neighborhood. I’ve lived here for over 10 years, the people are friendly and I feel safe living here"
    0
    Flag
  • Rena K. S.
    "I’m not sure about the community events held in Milton, however the local grocery store: Fruitcenter Marketplace is fantastic and has the best produce I’ve ever had. Also there are fantastic restaurants. I also really enjoy the plant nurseries in the area. Milton is a great place if you are looking for a pretty diverse community right outside of the city. The school district here is pretty decent, however they do need to update their policies and cultural responsive teaching approach. The schools should also consider hiring more black/ teachers of color. In addition to that they should hold more direct conversations about race, and the way systemic racism manifests and several realms. Tip toeing around racism begets more racism. To that point, there needs to be more conversations about class, sexuality, religion, race and the intersectionality of those things. Other than that Milton is a cute town. I love living here and wish to raise my children here- especially if they can exists being who they truly are."
    10
    Flag
  • Stephanie.fallon
    "Lived in this neighborhood for 20 years , town for 40. Great town, great people, green space, schools, conveniences, etc "
    0
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  • Charmon8
    "Milton has an explicit commitment to being a diverse and inclusive community. It has excellent schools and a strong sense of caring for the quality of town. "
    1
    Flag
  • Rashawn
    "Elementary schools have a great French immersion program here. Excellent public schools overall. Your child can easily grow up speaking a 2nd or 3rd language. I did thanks to these schools."
    1
    Flag
  • L. D. J.
    "It is convenient to downtown Boston, the regional train system (Amtrak), inter and Intra-state highways, shopping, open space, large housing lots and recreational open space (7,000 acre Blue Hills Reservation). It hosts one of the finest independent schools in the country and is extremely safe."
    1
    Flag
  • Rosalie A.
    "Great schools, beautifully kept neighborhoods. Lower crime rates, amazingly clean and well kept parks, public areas, lots of dogs/pet friendly communities and multiple town events year round. "
    1
    Flag
  • Charmon8
    "Lots of grassy knolls, open parks, bike path with green space surrounding it. People pick up after dogs and many families with young children have pets. "
    0
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  • Vesper G. B.
    "I don't attend any neighborhood events n Milton. It's basically a bedroom community for my family I do love the privacy and large lot my home is on. Al's it's very close to my office in Boston "
    0
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  • Milton homeowner
    "Great access to major highways and well maintained, safe community. Neighbors are friendly and there seem to be many dog owners. Dog walking park nearby as well as blue hills "
    0
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  • Ycajca
    "Good neighborhood, great school system, quit, no crime, lack on food stores we need to go over to next town over for any food shopping. We need a pharmacy."
    0
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  • David T.
    "There are a lot of sidewalks and side streets and a dog park down the street. Most houses have big backyards "
    1
    Flag
  • Cindy N.
    "Public transit is pretty easy to navigate. It’s not the best, but I can easily take a bus and then a train into Boston."
    0
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  • Trulia User
    "I have lived in this neighborhood for the last nine years. The schools in the area are excellent and the neighborhoods are safe! Shopping and stores are easily accessible and children activities are plentiful."
    1
    Flag
  • Bme344259
    "Walking distance to public transportation, river view bike path, restaurants, super markets, coffee shops, pizza shop, wine and beer store, liquor store, dry cleaner...."
    3
    Flag
  • Jrosscpa g. c.
    "Yes, lots of dogs in the area and parks with dog friendly play times. Great neighborhood to walk a dog in."
    1
    Flag
  • Jrosscpa g. c.
    "Lots of dogs around and at the parks. Seems to be a Pet friendly neighborhood although we do not currently have a dog."
    0
    Flag
  • Joana D. M.
    "I see people walking dogs frequently. The local coffee shop has a water bowl outside. I believe there is a dog park nearby. "
    0
    Flag
  • Kdemas s.
    "Lots of other dogs and friendly neighbors and owners. Right around the corner from a great park - Kelly Field. "
    0
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Homes for sale near 29 Maple St

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Off Market Homes Near 29 Maple St

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