Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
AdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

  1. Home/
  2. MA/
  3. WELLESLEY/
  4. 16 simpson rd
16 simpson rd, WELLESLEY MA 02482 — Street View

No listing photos

16 simpson rd, WELLESLEY MA 02482

4

Beds

2.5

Baths

3,074

Sqft

1950

Year built

Estimated value: $1,883,826

Range $1,778,551 – $1,989,101 · as of May 27, 2026

How this estimate has moved

ATTOM automated valuation model · 53 published estimates over 6.4 years · shaded band is the model's own published low-to-high range

$1,280,458 January 2020$1,883,826 May 2026

Highest reading $2,255,750 in November 2023; lowest $1,273,795 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

  • 4 beds
  • 2.5 baths
  • 3,074 sqft
  • 10,786 sqft lot
  • Built 1950
  • Stories: 2
  • Use: RESIDENTIAL
  • APN WELL M:172 R:035 S:

Estimate your monthly payment

$376,765

Estimated monthly payment

$11,528/mo

Principal & interest$9,685
Property tax$1,727
Home insurance$117

Loan amount $1,507,061. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land
$1,004,000
Structure
$474,000
Assessed total
$1,478,000
County market value
$2,175,785
Property tax billed
$15,194

Sale & deed history

  • June 12, 2019Arm's-length—
  • June 17, 2015$1,145,000
  • May 18, 2005Not an arm's-length transfer—
  • May 4, 2004Not an arm's-length transfer—
  • September 4, 2002Not an arm's-length transfer—
  • July 29, 1999Not an arm's-length transfer—
  • April 19, 1994

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Not an arm's-length transfer
—
  • May 11, 1993Not an arm's-length transfer—
  • August 30, 1991Not an arm's-length transfer—
  • 16 Simpson Rd, Wellesley MA 02482 | Realty.com

    Nearby places

    Within 2 miles of this home: 35+ restaurants and cafés, 3 grocery stores, 36+ parks and green spaces, and 15 transit stops.

    Place data from OpenStreetMap.

    Food & drink

    • Domino's

      Worcester Street

      0.4 mi
    • Weston Road Cafe

      Weston Road

      0.5 mi
    • Dunkin

      Worcester Street

      0.7 mi
    • Lockheart

      Central Street

      0.7 mi
    • Alta Strada

      Italian restaurant · Central Street

      0.7 mi
    • Black and Blue

      Central Street

      0.8 mi
    • Starbucks

      Central Street

      0.8 mi
    • Cocobeet

      Central Street

      0.8 mi

    Groceries

    • Fells Market

      Weston Road

      0.5 mi
    • Roche Bros

      Linden Street

      1.0 mi
    • Whole Foods Market

      Washington Street

      1.3 mi

    Parks & recreation

    • McKinnon Park

      0.2 mi
    • Morses Pond Land

      0.2 mi
    • Ice House Pond

      0.3 mi
    • North 40

      0.3 mi
    • Morses Pond Beach

      0.4 mi
    • Alumnae Valley

      0.4 mi
    • Munger Meadow

      0.4 mi
    • Pine Point

      0.4 mi

    Transit

    • Wellesley College

      0.3 mi
    • Central/Cross Sts

      0.8 mi
    • Overbrook

      0.8 mi
    • Wellesley Square

      0.8 mi
    • Oak St & Bacon St

      0.9 mi
    • Oak St & Connecticut Ave

      1.1 mi
    • Wellesley Senior Center

      1.2 mi
    • Whole Foods

      1.3 mi

    Sources for the nearby listings shown on this page

    MLS Property Information Network (MLS PIN)
    The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
    Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-08-16 08:05:00 UTC

    Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

    Similar homes nearby

    See all in 02482
    1. 29 Cottage Street — photo33Active

      $1,675,000

      4 bd · 4 ba · 2,086 sqft

      29 Cottage Street, Wellesley, MA

    2. 30 S River St — photoPrice Reduced27Active

      $1,575,000

      3 bd · 3 ba · 3,012 sqft

      30 S River St, Wellesley, MA

    The 02482 market

    Homes for sale
    19
    Median list price
    $1,747,200

    Nearby schools

    School ratings (A+ to F) from HJN community data.

    • John D. Hardy Elementary School

      KG-5 · Regular · Wellesley School District

      280 students · 10.6:1 student–teacher

      John D. Hardy Elementary School school rating: A 0.4 mi
    • Isaac Sprague Elementary School

      KG-5 · Regular · Wellesley School District

      289 students · 11.7:1 student–teacher

      Isaac Sprague Elementary School school rating: A 0.8 mi
    • Lilja Elementary School

      KG-4 · Regular · Natick School District

      445 students · 11.8:1 student–teacher

      Lilja Elementary School school rating: A- 0.9 mi
    • Katharine Lee Bates Elementary School

      KG-5 · Regular · Wellesley School District

      286 students · 12.9:1 student–teacher

      Katharine Lee Bates Elementary School school rating: A- 1.0 mi
    • Horatio H. Hunnewell Elementary School

      KG-5 · Regular · Wellesley School District

      294 students · 10.6:1 student–teacher

      Horatio H. Hunnewell Elementary School school rating: A 1.1 mi
    • Wellesley Middle School

      6-8 · Regular · Wellesley School District

      919 students · 9.0:1 student–teacher

      Wellesley Middle School school rating: A 1.2 mi
    • Dana Hall School

      5-12 · Regular

      483 students · 8.5:1 student–teacher

      1.2 mi
    • Tenacre Country Day School

      PK-6 · Regular

      180 students · 4.7:1 student–teacher

      1.5 mi

    Location

    Realty.com
    Buy

    Start here

    • Homes for sale by state
    • Home buying tips
    • Before you start looking
    • The buying timeline

    Afford it

    • Today's mortgage rates
    • Mortgage calculator
    • How much can I afford?
    • Get pre-approved

    Make the deal

    • Writing a winning offer
    • Inspections & appraisals
    • Closing costs, itemized
    • Find a buyer's agent
    Save searchAdvertiseSign In
    Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

    Safety & registry resources

    Review official public-safety information for any area from these government sources:

    • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
    • FBI: state sex-offender registry directory
    Save search
    3 bedsNew constructionWith a pool
    50 listings
    Sell

    Selling Options

    • What's my home worth?
    • Compare selling options
    • Get an instant cash offer
    • Buy before you sell

    Resources

    • How selling works
    • When should I sell?
    • Home selling tips
    • Pricing your home
    • What's worth fixing first
    • Find a seller's agent
    Home Loans
    Find an Agent

    Homes for Sale in Wellesley, MA

    Hide Map
    24 of 50 Listings
    Map

    Homes for Sale in Wellesley, MA

    24 of 50 Listings

  • 186 Oakland Street — photoNew23Active

    $1,995,000

    4 bd · 4 ba · 3,216 sqft

    186 Oakland Street, Wellesley, MA

  • 151 Oakland Street — photo42Active

    $3,595,000

    6 bd · 5 ba · 6,525 sqft

    151 Oakland Street, Wellesley, MA

  • 44 Whiting Road — photo42Active

    $5,450,000

    5 bd · 8 ba · 7,632 sqft

    44 Whiting Road, Wellesley, MA

  • 560 Worcester St — photo37Active

    $1,395,000

    4 bd · 3 ba · 1,800 sqft

    560 Worcester St, Wellesley, MA

  • 5 Oakdale Avenue — photo26Active

    $1,295,000

    2 bd · 3 ba · 1,648 sqft

    5 Oakdale Avenue, Wellesley, MA

  • 53 Elmwood Rd — photo20Active

    $1,950,000

    3 bd · 2 ba · 1,595 sqft

    53 Elmwood Rd, Wellesley, MA

  • 23 Wareland Rd — photo20Active

    $3,050,000

    5 bd · 5 ba · 6,006 sqft

    23 Wareland Rd, Wellesley, MA

  • 42 Sheridan Rd — photo35Active

    $2,095,000

    4 bd · 3 ba · 3,330 sqft

    42 Sheridan Rd, Wellesley, MA

  • 29 Cottage Street — photo33Active

    $1,675,000

    4 bd · 4 ba · 2,086 sqft

    29 Cottage Street, Wellesley, MA

  • 21 Wellesley Ave — photo41Active

    $2,895,000

    6 bd · 5 ba · 3,900 sqft

    21 Wellesley Ave, Wellesley, MA

  • 12 Russell Rd #103 — photo17Active

    $675,000

    2 bd · 2 ba · 1,136 sqft

    12 Russell Rd #103, Wellesley, MA

  • 23 Bellevue — photo38Active

    $3,800,000

    5 bd · 6 ba · 6,289 sqft

    23 Bellevue, Wellesley, MA

  • 12 Winding River Cir — photo39Active

    $4,999,000

    6 bd · 8 ba · 8,729 sqft

    12 Winding River Cir, Wellesley, MA

  • 126 Walnut St #126 — photoPrice Reduced39Active

    $1,795,000

    4 bd · 4 ba · 3,200 sqft

    126 Walnut St #126, Wellesley, MA

  • 265 Weston Rd — photoPrice Reduced37Active

    $2,825,000

    5 bd · 6 ba · 5,172 sqft

    265 Weston Rd, Wellesley, MA

  • 26 Pleasant St #B — photoPrice Reduced20Active

    $1,019,999

    2 bd · 2 ba · 1,739 sqft

    26 Pleasant St #B, Wellesley, MA

  • 126 Walnut St #126 — photoPrice Reduced39Active

    $1,795,000

    4 bd · 4 ba · 3,200 sqft

    126 Walnut St #126, Wellesley, MA

  • 9 Bellevue Road — photo42Active

    $6,350,000

    6 bd · 7 ba · 7,569 sqft

    9 Bellevue Road, Wellesley, MA

  • 44 Windemere Rd — photo39Active

    $1,500,000

    3 bd · 3 ba · 2,447 sqft

    44 Windemere Rd, Wellesley, MA

  • 296 Linden St. — photo35Active

    $1,198,000

    3 bd · 2 ba · 1,813 sqft

    296 Linden St., Wellesley, MA

  • 38 Upwey Rd — photoPrice Reduced42Active

    $2,295,000

    4 bd · 4 ba · 3,776 sqft

    38 Upwey Rd, Wellesley, MA

  • 43 Monadnock Road — photoPrice Reduced42Active

    $4,995,000

    6 bd · 6 ba · 7,738 sqft

    43 Monadnock Road, Wellesley, MA

  • 10 Wilde Rd — photo30Active

    $1,399,000

    3 bd · 2 ba · 1,320 sqft

    10 Wilde Rd, Wellesley, MA

  • 16 Stearns Rd # 304 — photo13Active

    $1,599,000

    2 bd · 2 ba · 1,591 sqft

    16 Stearns Rd # 304, Wellesley, MA

  • 123

    Explore Wellesley homes

    By price

    • Under $300K
    • Under $500K
    • Under $700K
    • Luxury

    By bedrooms

    • 2 beds
    • 3 beds
    • 4 beds
    • 5 beds

    By type

    • Single family
    • Townhomes
    • Condos
    • Manufactured homes
    • Multi-family homes
    • Co-ops

    By feature

    • New construction
    • With a pool

    Listing data & MLS disclosures

    MLS Property Information Network (MLS PIN)
    The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
    Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-08-31 15:14:00 UTC

    Nearby areas

    ZIP codes

    • 02135 (125)
    • 02127 (111)
    • 02128 (109)
    • 02116 (105)
    • 02118 (103)
    • 02169 (91)
    • 02155 (83)
    • 02301 (74)

    Cities

    • Boston (1,371)
    • Newton (173)
    • Brookline (146)
    • Cambridge (129)
    • Quincy (127)
    • Somerville (120)
    • Brockton (119)
    • Lowell (113)