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, 83% 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

Does Wellesley, MA show holiday spirit?

As of early 2026, 76% of users say there's holiday spirit

Do kids play outside in Wellesley, MA?

As of early 2026, 75% of users say kids play outside

Are the streets well-lit in Wellesley, MA?

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

Are neighbors friendly in Wellesley, MA?

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

Are there community events in Wellesley, MA?

As of early 2026, 65% of users say there are community events

Is Wellesley, MA walkable to grocery stores?

As of early 2026, 62% of users say it's walkable to grocery stores

FOR SALE

0.3 ACRES

16 Oak St
Wellesley, MA 02482

5 Beds
4 Baths
4,200 sqft (on 0.30 acres)

$2,645,000

$2,695,000

Est. Mortgage $15,132/mo*

Get Pre-Qualified

$2,645,000

$2,695,000

Est. Mortgage $15,132/mo*

Get Pre-Qualified

5 Beds

4 Baths

4,200 sqft

(on 0.30 acres)

Local Information

-- mins to

Commute Destination

Description

Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining. The chef’s kitchen includes a 72-inch fridge/freezer, a large island, a pantry, and opens to a patio with a fire pit. Additional highlights include a farmer’s porch, a generous mudroom, and an oversized detached 2-car garage with two floors of storage. Updated throughout with new wiring, energy-efficient heating and cooling, insulation, windows, and a tankless hot water system. The large yard offers ample space. Perfectly located just steps to Wellesley’s restaurants, schools, train, and downtown, in General Residence zoning allowing for future development potential of a legal second unit.

Home Highlights

Parking

Garage

Outdoor

Porch, Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

$630

Listed

59 days ago

Home Details for 16 Oak St

Interior Features
Interior Details Basement: Finished,Walk-Out AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2
Dimensions and Layout Living Area: 4200 Square Feet
Appliances & Utilities Utilities: for Gas Range, Washer Hookup, Icemaker ConnectionAppliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Range Hood, Plumbed For Ice MakerDishwasherDisposalLaundry: Flooring - Stone/Ceramic Tile,Electric Dryer Hookup,Washer Hookup,Lighting - Overhead,First FloorMicrowaveRefrigerator
Heating & Cooling Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa No FireplaceNo Spa
Gas & Electric Electric: 220 Volts, Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls Window: Insulated Windows, ScreensDoor: Insulated DoorsFlooring: Wood, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Levels, Entrance, & Accessibility Floors: Wood, Hardwood, Flooring Stone Ceramic Tile, Flooring Hardwood

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: Porch, PatioFencing: Fenced/Enclosed, FencedExterior: Porch, Patio, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone WallFoundation: Block, StoneSprinkler System
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 8Parking: Detached,Garage Door Opener,Barn,Oversized,Off Street,Driveway,Paved
Frontage Road Frontage: PublicNot on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 3672Finished Area (below surface): 528

Days on Market
Days on Market: 59

Property Information
Year Built Year Built: 2025
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information Parcel Number: 00000, 261815

Price & Status
Price List Price: $2,645,000Price Per Sqft: $630

Active Status
MLS Status: Active

Location
Direction & Address City: Wellesley
School Information Elementary School: Sprague SchoolJr High / Middle School: Wellesley Middle SchoolHigh School: Wellesley High School

Agent Information
Listing Agent Listing ID: 73485740

Building
Building Area Building Area: 4200 Square Feet

Community
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Highway Access, Private School, Public School, T-StationNot Senior Community

HOA
No HOA

Lot Information
Lot Area: 0.30 acres

Energy
Energy Efficiency Features: Thermostat

Miscellaneous
BasementMls Number: 73485740Above Grade Unfinished Area: 3672

Additional Information
Public TransportationShoppingParkWalk/Jog TrailsConservation AreaHighway AccessPrivate SchoolPublic SchoolT-Station

Last check for updates: about 2 hours ago

Listing courtesy of Joseph T. Fleming, (781) 844-2700

JT Fleming & Company, (781) 239-3281

Source: MLS PIN, MLS#73485740

Also Listed on MLS PIN.

Price History for 16 Oak St

Date	Price	Event	Source
04/30/2026	$2,645,000	PriceChange	MLS PIN #73485740
Price Change $50,000 (-2%)
03/12/2026	$2,695,000	Listed For Sale	MLS PIN #73485740

01/29/2026	$2,850,000	ListingRemoved	MLS PIN #73446719

10/22/2025	$2,850,000	Listed For Sale	MLS PIN #73446719

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Property Tax and Assessment

Year	2025
Tax	$11,956
Assessment	$1,163,000

Home facts updated by county records

Comparable Sales for 16 Oak St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
22 Oakencroft Rd, Wellesley, MA	0.14	Single-Family Home	$2,900,000	06/16/25	5	4	3,740
11 Crown Ridge Rd, Wellesley, MA	0.17	Single-Family Home	$2,940,000	06/23/25	5	4.5	5,000
24 Summit Rd, Wellesley, MA	0.23	Single-Family Home	$3,200,000	08/19/25	6	4.5	4,073
42 Calvin Rd, Wellesley, MA	0.33	Single-Family Home	$1,930,000	12/05/25	5	4	2,962
23 Howe St, Wellesley, MA	0.34	Single-Family Home	$2,140,000	06/12/25	5	3.5	2,778
2 Summit Rd, Wellesley, MA	0.22	Single-Family Home	$2,560,000	10/14/25	4	4.5	3,693
28 Wall St, Wellesley, MA	0.42	Single-Family Home	$2,895,000	11/17/25	5	4.5	3,706
81 Audubon Rd, Wellesley, MA	0.48	Single-Family Home	$2,300,000	04/07/26	5	3.5	3,985
7 Atwood St, Wellesley, MA	0.43	Single-Family Home	$2,780,000	08/25/25	6	5	4,134
78 Denton Rd, Wellesley, MA	0.56	Single-Family Home	$2,450,000	04/10/26	6	3.5	3,642

Assigned Schools

These are the assigned schools for 16 Oak 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 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
83 % Say yards are well-kept
80 % Say car is needed
79 % Say there are sidewalks
76 % Say there's holiday spirit
75 % Say kids play outside
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
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
Flag
Emilyperrottet
Resident
2y ago
"I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
0
Flag
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
Flag
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
Flag
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
Flag
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
Flag
Srodousakis
Resident
7y 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. "
0
Flag
Molly R.
Resident
7y 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. "
0
Flag
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."
0
Flag

LGBTQ Local Legal Protections

Additional Cost

Joseph T. Fleming, JT Fleming & Company, (781) 239-3281

Agent Phone: (781) 844-2700

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.

16 Oak St, Wellesley, MA 02482 is a 5 bedroom, 5 bathroom, 4,200 sqft single-family home built in 2025. This property is currently available for sale and was listed by MLS PIN on Mar 12, 2026. The MLS # for this home is MLS# 73485740.

16 Oak St
Wellesley, MA 02482

$2,645,000

$2,645,000

Local Information