111 Overbrook Dr, Wellesley, MA 02482
OFF MARKET

111 Overbrook Dr
Wellesley, MA 02482

  • 4 Beds
  • 3 Baths
  • 2,405 sqft

$1,840,800

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $10,987/mo*
Refinance Your Home

$1,840,800

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $10,987/mo*
Refinance Your Home
4 Beds
3 Baths
2,405 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Classic young sun-filled Colonial offers an open floor plan and generous living space throughout. Welcoming foyer leads into oversized living room and gracious dining room. Granite eat-in kitchen with center island adjoins vaulted fireplaced family room with exterior access to backyard deck and fenced-in yard. Expansive master suite and three additional spacious bedrooms make up the second floor. Finished lower level includes playroom, office and lots of storage! Two car side entry garage, close proximity to Perrin Park and Reeds Pond. This picture perfect home has been lovingly maintained and boasts a much-admired rose garden to top it off!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 111 Overbrook Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price History for 111 Overbrook Dr

DatePriceEventSource
07/31/2015$1,146,615Sold
N/A
04/26/2015$1,150,000ListingRemovedAgent Provided
04/11/2015$1,150,000PendingAgent Provided
04/06/2015$1,150,000Listed For SaleAgent Provided
11/14/2003$800,000Sold
N/A
10/04/1996$390,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$14,628
Assessment$1,423,000
Home facts updated by county records

Comparable Sales for 111 Overbrook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
90 Edgemoor Ave, Wellesley, MA
0.07
Single-Family Home
$1,600,000
07/11/25
4
2.5
2,659
30 Colby Rd, Wellesley, MA
0.06
Single-Family Home
$1,600,000
12/11/25
4
2.5
2,520
112 Woodside Ave, Wellesley, MA
0.11
Single-Family Home
$1,951,000
07/21/25
4
2.5
2,856
3 Sunnyside Ave, Wellesley, MA
0.09
Single-Family Home
$1,120,000
03/06/26
3
2.5
2,388
63 Wellesley Road Ext, Natick, MA
0.29
Single-Family Home
$1,150,000
06/12/25
4
3
2,569
106 Edgemoor Ave, Wellesley, MA
0.09
Single-Family Home
$1,400,000
08/08/25
3
2.5
2,936
61 Mayo Rd, Wellesley, MA
0.33
Single-Family Home
$1,750,000
09/30/25
3
2.5
2,360
11 Brookmere Ave, Wellesley, MA
0.32
Single-Family Home
$1,995,000
07/21/25
4
2.5
2,592
115 Parker Rd, Wellesley, MA
0.33
Single-Family Home
$1,320,000
11/21/25
4
1.5
1,694
77 Parker Rd, Wellesley, MA
0.31
Single-Family Home
$1,510,000
06/20/25
4
2.5
2,390

Assigned Schools

These are the assigned schools for 111 Overbrook Dr.
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What Locals Say about Wellesley

At least 123 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 76 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 62 % Say it's walkable to grocery stores

Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
    Flag
  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
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111 Overbrook Dr, Wellesley, MA 02482 is a 4 bedroom, 3 bathroom, 2,405 sqft single-family home built in 1996. This property is not currently available for sale. 111 Overbrook Dr was last sold on Jul 31, 2015 for $1,146,615. The current Trulia Estimate for 111 Overbrook Dr is $1,840,800.