Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley’s coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after location. The main home offers 4 beds, 3 baths, and an incredible canvas for a buyer ready to bring their personal touch, or execute a complete vision without paying for someone else’s cosmetic choices.Step outside to discover a secluded backyard retreat built for relaxation and entertaining. A fabulous deck overlooks the private, fenced-in yard, and a dedicated pool house completes the oasis with the 4th bath, providing ultimate convenience for guests and poolside gatherings.What truly sets this residence apart is the substantial planning already secured for the next owner: the property comes with an approved 2025 Historic District Commission (HDC) Certificate of Appropriateness for a stunning custom expansion designed by renowned Royer Architects, allowing you to bypass the lengthy municipal review process and move straight toward building equity.The location delivers ultra-easy lifestyle access to the best of Wellesley: you are just steps from the scenic Brook Path for morning walks and a pleasant stroll from Wellesley’s vibrant town center with boutique shopping, top-tier dining, and the commuter rail station. Situated in the highly sought-after, state-of-the-art HUNNEWELL Elementary School district.Whether you choose to move in, refresh the interiors, or build out the approved expansion, this home represents a rare chance in an unbeatable neighborhood.
Historic District, located between Wellesley Square and the Hunnewell Fields, is a residential and civic Wellesley neighborhood with tree-lined streets and landmark architecture. The neighborhood’s character concentrates around Central Street at Washington Street, where independent cafés, small galleries, and local services set a polished, walkable rhythm. Pillars include the Wellesley Free Library, the Wellesley Theatre Project, and the Davis Museum at Wellesley College. Queen Anne and Colonial Revival homes sit beside dignified civic buildings, giving daily errands a curated, small-town cadence. Pocket parks and playing fields thread through the area, while commuter rail service keeps the streetscape active without feeling hurried.
Provided by Walk Score and Local Logic
Offer insights
29 Cottage St · $1,675,000
$1.69M and above
75% chance or better to win
Why $1.69M+ is a strong offer
DAYS ON MARKET
30 days
The average home goes pending in 22 days.
SALE-TO-LIST
101.1%
Most homes are selling 1% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Interior features
Sun room
Full bathrooms
Bathroom
Sauna/steam/hot tub
Storm windows
8 total rooms
Bedrooms
Main-level bedroom
Master bedroom with closet and wood flooring
Second-floor bedrooms with wood flooring (two bedrooms)
Bathrooms
Four full bathrooms
Kitchen
Exterior access from kitchen
Gas stove
Laundry & utility
Laundry in basement
Washer and dryer
Gas water heater
Water treatment system
Flooring
Wood flooring
Tile
Vinyl
Concrete
Heating & cooling
Steam heating (oil-fired)
Window air conditioning units (three or more)
Exterior features
Porch and deck
In-ground private pool with cabana
Storage
Sprinkler system
Fenced/enclosed yard
Level lot
Lake/pond nearby; 1–2 miles to beach; public beach access
Public road frontage
Home design
Single family residence
Gray exterior color
Renovated since original construction
Parking
Six off-street paved/open parking spaces
Paved driveway
Security
Audio/visual security and internet systems excluded from sale
Construction
Frame construction
Stone and slab foundation
Shingle roof
Built originally (public records) and renovated since
Community features include public transportation, shopping, tennis courts, parks, walk/jog trails, golf, medical facilities, bike path, highway access, house of worship, private and public schools, T-Station, and university access
Other
No ADU
Electricity and solar
View estimated energy costs and solar savings for this home
Charming 4 bedroom Antique circa 1870 in the heart of the Historic District and one of Wellesley's favorite neighborhoods. Lovingly renovated and maintained. Fabulous sun room and private deck addition in 2003. Renovated kitchen and baths. Private level yard with wonderful landscaping. Custom unground pool with lush landscaping and flowering plantings- just delightful. Near the Brook Path. Close to town, train and school.
MLS PIN #30660982
Jan 24, 2003
Sold
$800,000
$384/sq ft
Nov 18, 2002
Listing Removed
—
Oct 23, 2002
Listed
$809,000
$388/sq ft
DELIGHTFUL GREEK REVIVAL IN THE HEART OF WELLESLEY'S HISTORIC DISTRICT. BEAUTIFULLY MAINTAINED AND DECORATED. EAT-IN KITCHEN W/PERGO FLOORING. LARGE,LEVEL FENCED YARD. WALK TO TOWN, TRAIN AND HUNNEWLL SCHOOL.
MLS PIN #30500283
Jul 20, 2001
Sold
$720,000
$345/sq ft
May 7, 2001
Listing Removed
—
May 2, 2001
Listed
$719,000
$345/sq ft
MLS PIN #50368407
Jun 11, 1997
Sold
$459,000
$220/sq ft
Mar 18, 1997
Listing Removed
—
Mar 17, 1997
Listed
$459,000
$220/sq ft
Public Records
May 29, 1992
Sold
$270,000
$129/sq ft
Public Records
Jan 29, 1987
Sold
$306,000
$147/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$12,870 (+4.3%)
$1,011,000 + $113,000
$1,124,000
2022
$12,334 (+9.1%)
$875,000 + $181,000
$1,056,000
2021
$11,304 (+1.6%)
$781,000 + $181,000
$962,000
2020
$11,121 (−3.2%)
$781,000 + $181,000
$962,000
2019
$11,489 (−3.3%)
$781,000 + $212,000
$993,000
2018
$11,878 (+1.5%)
$815,000 + $179,000
$994,000
2017
$11,707 (+10.8%)
$814,000 + $179,000
$993,000
2015
$10,566 (+13.7%)
$741,000 + $173,000
$914,000
2014
$9,290 (+4.5%)
$589,000 + $216,000
$805,000
2013
$8,892 (+1.9%)
$552,000 + $208,000
$760,000
2012
$8,725 (+9.2%)
$552,000 + $208,000
$760,000
2011
$7,990 (+3.9%)
$494,000 + $205,000
$699,000
2010
$7,692 (−8.0%)
$529,000 + $205,000
$734,000
2009
$8,362
$695,000 + $188,000
$883,000
Public record
Beds
4
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
0.29 Acres
Year renovated
1986
Finished Sq. Ft.
1,684
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,684
Year built
1869
Style
Single Family Residential
County
Norfolk County
APN
262228
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 20, 2023.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 97° expected this year, 15 days in 30 years
6/10 Wind Factor
54% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Wellesley, MA • 02482
Average low and high temperatures (°F)
34
19
36
20
51
32
60
40
70
50
82
60
86
66
82
58
76
55
65
43
53
35
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
81/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
7.9 hrs
5 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 29 Cottage St
$1,619,359
$56K under list price of $1.68M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.3M to $2.2M.