
151 Oakland Street Wellesley — Photo 1 of 42
Recent Drop: $1,255,000
$3,695,000
Wellesley, MA 02481 — Wellesley Hills
Beds
6
Baths
5
SqFt
6,990
Style
Single Family
Built
1748
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.
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.
Gas Water Heater • Range • Oven • Dishwasher • Disposal • Refrigerator • Freezer • Washer • Dryer
Shopping • Park • Walk/Jog Trails • Stable(s) • Golf • Medical Facility
13.6 x 11.1
Flooring - Hardwood
11.4 x 13.7
Flooring - Wood
21.3 x 12
Dining Area, Pantry, French Doors, Kitchen Island, Wet Bar, Cabinets - Upgraded, Deck - Exterior, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Slider
12.8 x 12
22.1 x 24.9
Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Wood, Window(s) - Picture
14.1 x 20.7
Bathroom - Full, Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Window(s) - Picture, Double Vanity, Recessed Lighting, Remodeled
12.6 x 14.5
15.6 x 15.3
11.8 x 15.4
11.9 x 11.9
Was $3,850,000
Jul 28, 2026
MLS® 73469127
Was $3,995,000
Jul 7, 2026
MLS® 73469127
Was $4,195,000
May 7, 2026
MLS® 73469127
Was $4,250,000
Apr 30, 2026
MLS® 73469127
Was $4,495,000
Apr 15, 2026
MLS® 73469127
Was $4,650,000
Mar 23, 2026
MLS® 73469127
Was $4,950,000
Feb 27, 2026
MLS® 73469127
Jan 15, 2026
MLS® 73469127
17,415
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$250K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
12.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
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)
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 6,990 sq ft principal dwelling). Lot size: 50,212 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.
Listing Agent: Beth Dickerson
Listing Office: Gibson Sotheby's International Realty
MLS® Number: 73469127
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