INNOVATE Real Estate
Single Family Residence at 151 Oakland Street, Wellesley MA 02481
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 2 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 3 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 4 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 5 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 6 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 7 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 8 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 9 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 10 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 11 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 12 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 13 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 14 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 15 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 16 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 17 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 18 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 19 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 20 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 21 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 22 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 23 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 24 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 25 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 26 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 27 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 28 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 29 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 30 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 31 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 32 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 33 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 34 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 35 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 36 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 37 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 38 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 39 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 40 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 41 of 42
Single Family Residence at 151 Oakland Street, Wellesley MA 02481, photo 42 of 42
42 photos

$3,695,000

151 Oakland Street, Wellesley MA 02481
Wellesley, MA 02481
Listed by Beth Dickerson
Bedrooms
6
Bathrooms
5
Living area
6,990 sqft
Year built
1748

About this home

Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovated in 2022, this home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting fire-placed great room, sophisticated library, dining room, home office with separate entrance w/full bath (or 6th bedroom). Primary suite with vaulted ceilings and radiant bathroom, 4 additional bedrooms (two ensuite), 4th bedroom access to third-floor game room. The finished lower level features a large billiards/family room, gym, workshop, mudroom & storage. Bluestone patio and wraparound deck capture panoramic views, spectacular sunrises and sunsets, fruit trees and a 19th-century unfinished barn with electricity and water & a fenced in paddock. Abutts conservation land, 2 car garage, cobblestone parking, stoned walls, can be sold furnished.

Highlights

ViewFireplace

Property details

MLS
MLS Property Information Network
MLS #
73469127
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
282
On market date
January 15, 2026
Stories
N/A
Total bathrooms
5
Garage spaces
2
Parking spaces
6
Lot size
1.15 acres

Location

Get directions →
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Joseph E Fiske
0.74 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
265
Student:teacher ratio
12.6:1
District
Wellesley
Middle
Wellesley Middle
1.51 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,008
Student:teacher ratio
9.4:1
District
Wellesley
High
Wellesley Sr High
1.04 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,406
Student:teacher ratio
11.9:1
District
Wellesley

Walkability

Blended score for Wellesley's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

70
Walkable
out of 100
EPA National Walkability Index
12.7 / 20 -- Above average walkable
Google Places amenity density
80 / 100
Restaurants & cafes20
Grocery stores1
Parks20
Schools17
Transit stops4
Pharmacies1

Market position

How this listing compares to current activity in Wellesley, from live MLS data.

On the market 282 days -- 166 more days than Wellesley's current average of 116 days.
For reference, the median list price across 183 active listings in Wellesley right now is $1,699,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$22,402/mo
$739,000 down
$2,956,000 loan
Principal & interest$19,173
Property tax (est.)$3,079
Home insurance (est.)$150

Similar homes you might like

15 Lafayette Cir, Wellesley MA 02482
$3,289,000
15 Lafayette Cir, Wellesley MA 02482
Wellesley, 02482
5 bd·4.5 ba·4,229 sqft
4 days on market
Listed by Elke Cardella
19 Orchard St, Wellesley MA 02481
$4,195,000
19 Orchard St, Wellesley MA 02481
Wellesley, 02481
5 bd·6.5 ba·5,465 sqft
10 days on market
Listed by Patricia Bradley
39 Macarthur Rd, Wellesley MA 02482
$3,450,000
39 Macarthur Rd, Wellesley MA 02482
Wellesley, 02482
6 bd·6 ba·5,096 sqft
15 days on market
Listed by Donahue Maley and Burns Team
135 Edmunds Road, Wellesley MA 02481
$4,350,000
135 Edmunds Road, Wellesley MA 02481
Wellesley, 02481
5 bd·5 ba·5,989 sqft
23 days on market
Listed by Jill Finkelstein & Associates
19 Salem Rd, Wellesley MA 02481
$4,395,000
19 Salem Rd, Wellesley MA 02481
Wellesley, 02481
5 bd·5 ba·5,717 sqft
24 days on market
Listed by Moira Lown
16 Rockland Street, Wellesley MA 02481
$3,195,000
16 Rockland Street, Wellesley MA 02481
Wellesley, 02481
5 bd·4.5 ba·5,044 sqft
24 days on market
Listed by Adler Connolly Squared Team
28 Jefferson Rd, Wellesley MA 02481
$3,080,000
28 Jefferson Rd, Wellesley MA 02481
Wellesley, 02481
4 bd·3.5 ba·4,820 sqft
24 days on market
Listed by The Joni Shore Group
17 Midland Road, Wellesley MA 02482
$3,995,000
17 Midland Road, Wellesley MA 02482
Wellesley, 02482
5 bd·5.5 ba·5,210 sqft
32 days on market
Listed by Melissa Dailey

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated August 1, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.