Gundersheim Group Real Estate
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Boston, MA
Somerville, MA
Newton, MA
Brookline, MA
Needham, MA
Wellesley, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
78 Lafayette
9 M
554 East 4th St
View All Featured →
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Insights
Resources
ResourcesHelpful guides and tools
About
Meet the AgentMy background and experienceClient StoriesRead reviews from past clients
Contact Me
Buy
Property Search
Set Alerts
Neighborhood Guides
Boston, MA
Back BayBeacon HillSeaport DistrictSouth EndSouth BostonCharlestownNorth EndFenway-KenmoreDowntownJamaica Plain
Somerville, MA
Newton, MA
Brookline, MA
Needham, MA
Wellesley, MA
View All Neighborhoods →
Featured Properties
78 Lafayette
9 M
554 East 4th St
View All Featured →
Sell
Home Valuation
My Listings
Insights
Resources
Resources
About
Meet the Agent
Client Stories
Contact Me

Melanie Gundersheim

Buy or sell in Boston, Newton, Needham, Brookline, Wellesley, and Somerville with clear guidance, local insight, and a calm, strategic process.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Featured Listings
  • Home Valuation
  • Insights
  • Testimonials
  • Resources
  • Contact
  • Privacy Policy

Contact

  • 10 Lincoln St, Newton, MA, 02461
  • (617) 997-8272
  • melanie@gundersheimgroup.com

Brokerage

Gundersheim Group Real Estate

© 2026 Melanie Gundersheim. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 29 Cottage Street, Wellesley, MA 02482
Active
8 Days on market
29 Cottage Street Wellesley — Photo 1 of 33

29 Cottage Street Wellesley — Photo 1 of 33

$1,675,000

29 Cottage Street, Wellesley, MA 02482

Wellesley, MA 02482 — Cottage Street

Beds

4

Baths

4

SqFt

2,086

Style

Single Family

Built

1869

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.

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$803/sqft
Local Avg (Wellesley)$675/sqft
19% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.

Property Details

Financials

Original Price$1,675,000
Annual Taxes$14,298.31

Parking

Garage0
Off-Street6

Interior Specifications

Total Rooms8
Fireplaces1
FlooringWood, Tile, Vinyl, Concrete
BasementPartial, Interior Entry, Bulkhead, Concrete, Slab, Unfinished

Climate & Utilities

HeatingOil
CoolingWindow Unit(s), 3 or More
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationStone, Slab
ZoningSR-10

Property & Lot

Acres0.29
SqFt Lot12,800
Lot FeaturesLevel

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Microwave • Refrigerator • Washer • Dryer • Water Treatment

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf

Geography

Floorplan Breakdown

Structural Layout

Second
Bedroom 2Bedroom 3Bedroom 4Bathroom 3
First
Bathroom 1Bathroom 2
Main,First
Living RoomKitchenFamily RoomMaster Bedroom
Living Room
Lvl Main,First

13.4 x 14.6

Flooring - Wood

Kitchen
Lvl Main,First

21.1 x 10.2

Exterior Access, Gas Stove

Family Room
Lvl Main,First

13.6 x 15.5

Flooring - Wood

Master Bedroom
Lvl Main,First

13.6 x 12.3

Closet, Flooring - Wood

Bedroom 2
Lvl Second

13.4 x 13.2

Bedroom 3
Lvl Second

10.1 x 9.7

Flooring - Wood

Bedroom 4
Lvl Second

13.3 x 14.4

Flooring - Wood

Bathroom 1
Lvl First

7.6 x 6.5

Bathroom 2
Lvl First

5.7 x 9.6

Bathroom 3
Lvl Second

6.5 x 7.4

Population

11,051

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$226K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

19.3%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,086 sq ft principal dwelling). Lot size: 12,800 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Wellesley, MA market report ZIP 02482 market data
Listing Provided By

Listing Agent: Paula Carens

Listing Office: Provided by MLS PIN

MLS® Number: 73562667

Open Houses

Related Insights

View All
Real Estate
Jul 11, 2026

Wellesley 40B Denial: Appeal, Revise, or Litigate

May’s Sub-$2.5M Bidding Wars: Why Wellesley Sellers Still Hold the Edge
Real Estate
May 27, 2026

May’s Sub-$2.5M Bidding Wars: Why Wellesley Sellers Still Hold the Edge

Massachusetts Home Buyer Aid After the Window Closed
Real Estate
Aug 15, 2026

Massachusetts Home Buyer Aid After the Window Closed

The Sale-to-List Tell: Massachusetts’ ZIP-by-ZIP Soft Top
Real Estate
May 30, 2026

The Sale-to-List Tell: Massachusetts’ ZIP-by-ZIP Soft Top

View All Insights

Browse More Homes in Wellesley

Explore other active listings in the area.

  • 7 Massasoit Road
    $3,195,000
    7 Massasoit Road
    Wellesley, MA
    5 bd5 ba4,936 sqft
  • 53 Elmwood Rd
    $1,950,000
    53 Elmwood Rd
Wellesley, MA
  • 53 Elmwood Rd
    $1,950,000
    53 Elmwood Rd
    Wellesley, MA
    3 bd2 ba1,595 sqft
  • 37 Oakland St
    $2,280,000
    37 Oakland St
    Wellesley, MA
    5 bd5 ba3,600 sqft
  • 48 Marshall Rd
    $5,497,000
    48 Marshall Rd
    Wellesley, MA
    5 bd7 ba6,377 sqft
  • 23 Wareland Rd
    $3,050,000
    23 Wareland Rd
    Wellesley, MA
    5 bd5 ba6,006 sqft