Is Wellesley, MA dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Is parking easy in Wellesley, MA?

As of early 2026, 87% of users say parking is easy

Would people walk alone at night in Wellesley, MA?

As of early 2026, 85% of users say people would walk alone at night

Are yards well-kept in Wellesley, MA?

As of early 2026, 84% of users say yards are well-kept

Is a car needed in Wellesley, MA?

As of early 2026, 80% of users say car is needed

Does Wellesley, MA have sidewalks?

As of early 2026, 79% of users say there are sidewalks

Do kids play outside in Wellesley, MA?

As of early 2026, 76% of users say kids play outside

Does Wellesley, MA show holiday spirit?

As of early 2026, 75% of users say there's holiday spirit

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As of early 2026, 74% of users say streets are well-lit

Is there wildlife in Wellesley, MA?

As of early 2026, 73% of users say there's wildlife

Is Wellesley, MA quiet?

As of early 2026, 72% of users say it's quiet

Do residents of Wellesley, MA plan to stay at least 5 years?

As of early 2026, 70% of users say they plan to stay for at least 5 years

Is Wellesley, MA walkable to restaurants?

As of early 2026, 67% of users say it's walkable to restaurants

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As of early 2026, 66% of users say neighbors are friendly

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As of early 2026, 63% of users say it's walkable to grocery stores

FOR SALE

0.29 ACRES

29 Cottage St
Wellesley, MA 02482

5 Beds
4 Baths
2,267 sqft (on 0.29 acres)

$1,749,000

$1,850,000

Est. Mortgage $10,489/mo*

Get Pre-Qualified

$1,749,000

$1,850,000

Est. Mortgage $10,489/mo*

Get Pre-Qualified

5 Beds

4 Baths

2,267 sqft

(on 0.29 acres)

Local Information

-- mins to

Commute Destination

Description

Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday living and casual gatherings. Generously sized bedrooms and a clean, well-lit basement round out the interior. A sparkling pool anchors warm-weather entertaining, while the expansive deck overlooking the large, flat, fenced-in yard provides generous space for grilling, dining, lounging, and hosting. Mature landscaping enhances privacy and curb appeal, and the location offers close proximity to top-rated schools, shops, commuter routes, and recreation. 29 Cottage Street delivers the complete package—flexible living, beautiful indoor-outdoor spaces, and a layout that supports every stage of life.

Home Highlights

Parking

Garage

Outdoor

Porch, Patio, Deck, Pool

A/C

Heating & Cooling

HOA

None

Price/Sqft

$772

Listed

57 days ago

Home Details for 29 Cottage St

Interior Features
Interior Details Basement: Full,Bulkhead,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout Living Area: 2267 Square Feet
Appliances & Utilities Appliances: Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, DryerDishwasherDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Hot WaterHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa Number of Fireplaces: 1Fireplace: Dining RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls Window: Storm Window(s)Flooring: Tile, Hardwood, Flooring - Hardwood, Flooring - Marble
Levels, Entrance, & Accessibility Floors: Tile, Hardwood, Flooring Hardwood, Flooring Marble

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: Porch, Deck, PatioFencing: Fenced/Enclosed, FencedExterior: Porch, Deck, Patio, Pool - Inground, Storage, Fenced YardFoundation: Stone, SlabHas a Private Pool
Parking & Garage Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Heated Garage,Paved Drive,Off Street
Pool Pool: In GroundPool
Frontage Road Frontage: PublicNot on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 2267

Days on Market
Days on Market: 57

Property Information
Year Built Year Built: 1869
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information Parcel Number: M:125 R:095 S:, 262228

Price & Status
Price List Price: $1,749,000Price Per Sqft: $772

Active Status
MLS Status: Price Changed

Location
Direction & Address City: Wellesley
School Information Elementary School: WpsJr High / Middle School: WmsHigh School: Whs

Agent Information
Listing Agent Listing ID: 73500976

Building
Building Area Building Area: 2267 Square Feet

Community
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, Private School, Public School, T-Station, UniversityNot Senior Community

HOA
No HOA

Lot Information
Lot Area: 0.29 acres

Miscellaneous
BasementMls Number: 73500976Above Grade Unfinished Area: 2267

Additional Information
Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaHighway AccessPrivate SchoolPublic SchoolT-StationUniversity

Last check for updates: about 1 hour ago

Listing courtesy of James Gulden, (617) 202-7943

Redfin Corp., (617) 340-7803

Source: MLS PIN, MLS#73500976

Also Listed on MLS PIN.

Market trends in Wellesley

Last updated April 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

108

6MoM

Price History for 29 Cottage St

Date	Price	Event	Source
06/09/2026	$1,749,000	PendingToActive	MLS PIN #73500976

05/30/2026	$1,850,000	Contingent	MLS PIN #73500976

04/14/2026	$1,850,000	Listed For Sale	MLS PIN #73500976

02/12/2026	$1,850,000	ListingRemoved	MLS PIN #73459390

12/03/2025	$1,850,000	Listed For Sale	MLS PIN #73459390

11/01/2018	$930,000	Sold	N/A
Recording Date 11/01/2018 County Transfer Tax N/A Total Transfer Tax $119
09/22/2018	$995,000	Pending	Agent Provided

09/07/2018	$995,000	PriceChange	Agent Provided
Price Change $154,000 (-13%)
08/28/2018	$1,149,000	PendingToActive	Agent Provided

08/28/2018	$1,149,000	Pending	Agent Provided

08/22/2018	$1,149,000	PriceChange	Agent Provided
Price Change $46,000 (-4%)
07/10/2018	$1,195,000	Listed For Sale	Agent Provided

01/24/2003	$800,000	Sold	N/A
Recording Date 01/24/2003 County Transfer Tax N/A Total Transfer Tax N/A
07/20/2001	$720,000	Sold	N/A
Recording Date 07/20/2001 County Transfer Tax N/A Total Transfer Tax N/A
06/11/1997	$459,000	Sold	N/A
Recording Date 06/11/1997 County Transfer Tax N/A Total Transfer Tax N/A
05/29/1992	$270,000	Sold	N/A
Recording Date 05/29/1992 County Transfer Tax N/A Total Transfer Tax N/A
01/29/1987	$306,000	Sold	N/A
Recording Date 01/29/1987 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$13,580
Assessment	$1,321,000

Home facts updated by county records

Comparable Sales for 29 Cottage St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
29 Denton Rd, Wellesley, MA	0.11	Single-Family Home	$1,520,000	10/16/25	4	2.5	2,956
145 Grove St, Wellesley, MA	0.23	Single-Family Home	$1,560,000	08/04/25	4	2.5	2,054
78 Denton Rd, Wellesley, MA	0.16	Single-Family Home	$2,450,000	04/10/26	6	3.5	3,642
3 Midland Rd, Wellesley, MA	0.22	Single-Family Home	$1,405,000	03/30/26	5	3	2,630
12 Leighton Rd, Wellesley, MA	0.14	Single-Family Home	$2,250,000	06/05/26	8	3	3,994
58 Cottage St, Wellesley, MA	0.17	Single-Family Home	$2,175,000	06/25/25	4	2.5	2,873
57 Cottage St, Wellesley, MA	0.16	Single-Family Home	$1,525,000	12/01/25	3	1.5	1,522
29 Brook St, Wellesley, MA	0.44	Single-Family Home	$1,730,000	08/15/25	4	3	2,405
4 Hampden St, Wellesley, MA	0.42	Single-Family Home	$1,951,000	07/21/25	4	2.5	2,860
21 Wellesley Ave, Wellesley, MA	0.55	Single-Family Home	$1,320,000	07/18/25	4	3	2,430

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $2,603,700
5 bd
3.5 ba
3,468 sqft
26 Cottage St,
Wellesley, MA 02482
Endri Angjeli, Arrive Real Estate
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Est. $2,111,400
4 bd
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Betsy Kessler, Rutledge Properties
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OCT 16, 2025
$1,520,000
4 bd
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29 Denton Rd,
Wellesley, MA 02482
Elisabeth LeBlanc, Jack Gately Real Estate, LLC
OFF MARKET
Est. $2,104,500
5 bd
3.5 ba
3,068 sqft
6 Appleby Rd,
Wellesley, MA 02482
Betsy Kessler, Rutledge Properties
OFF MARKET
5 bd
3 ba
3,337 sqft
66 Denton Rd,
Wellesley, MA 02482
Petrone-Hunter Realty Group, Coldwell Banker Realty - Wellesley
OFF MARKET
Est. $2,602,900
4 bd
3.5 ba
2,986 sqft
27 Appleby Rd,
Wellesley, MA 02482
Jane Wemyss, Compass
OFF MARKET
Est. $2,881,100
5 bd
3.5 ba
3,981 sqft
6 Cottage St,
Wellesley, MA 02482
Teri Adler, MGS Group Real Estate LTD - Wellesley
SOLD
APR 10, 2026
$2,450,000
6 bd
3.5 ba
3,642 sqft
78 Denton Rd,
Wellesley, MA 02482
Betsy Kessler, Rutledge Properties
OFF MARKET
Est. $1,327,100
2 bd
2 ba
1,780 sqft
85 Grove St #1,
Wellesley, MA 02482
Betsy Kessler, Rutledge Properties
SOLD
APR 15, 2026
$1,365,000
3 bd
2 ba
1,816 sqft
85 Grove St #203,
Wellesley, MA 02482
Petrone-Hunter Realty Group, Coldwell Banker Realty - Wellesley
OFF MARKET
Est. $1,329,300
2 bd
2 ba
1,522 sqft
85 Grove St #207,
Wellesley, MA 02482
Marcy Blocker, Coldwell Banker Realty - Wellesley

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 29 Cottage 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 Wellesley

At least 124 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
75 % 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
63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Mike Holiday
Resident
1y ago
"Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
0
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Emilyperrottet
Resident
2y ago
"Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
0
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Emilyperrottet
Resident
2y ago
"I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
0
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Trulia User
Resident
4y ago
"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.
Resident
6y ago
"The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
0
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Sdipietro369
Visitor
6y ago
"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.
Resident
6y ago
"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
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Jamie.solomon1
Resident
6y ago
"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
Resident
7y ago
"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
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Laura M.
Resident
7y ago
"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.
Resident
7y ago
"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.
Resident
7y ago
"Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
0
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Srodousakis
Resident
8y ago
"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. "
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Molly R.
Resident
8y ago
"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. "
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Victoria V.
Resident
8y ago
"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."
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LGBTQ Local Legal Protections

James Gulden, Redfin Corp., (617) 340-7803

Agent Phone: (617) 202-7943

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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

29 Cottage St, Wellesley, MA 02482 is a 5 bedroom, 4 bathroom, 2,267 sqft single-family home built in 1869. This property is currently available for sale and was listed by MLS PIN on Apr 14, 2026. The MLS # for this home is MLS# 73500976.

29 Cottage St Wellesley, MA 02482

$1,749,000

$1,749,000

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29 Cottage St
Wellesley, MA 02482