Pending

$1,995,000

186 Oakland St, Wellesley, MA 02481

4beds

3,216sqft

$12,599/mo

Get pre-qualified

Single Family Residence

Built in 1951

0.43 Acres Lot

$1,963,200 Zestimate^®

$620/sqft

$-- HOA

What's special

This thoughtfully designed Cape-style home offers first floor living with a master bedroom and full bath, large custom designed kitchen with an eat-in area and adjoining pantry. There is a lovely dining room with built-in cabinets that is connected to a fireplaced living room with a stunning bay window. A first floor den has extensive built-in cabinetry and a half bath. Each season can be enjoyed from the screened in porch overlooking a large and professionally maintained yard with mature plantings and total privacy. The lower level is spacious with a finished family room, full bath, and walkout to the backyard. On the 2nd floor are three bedrooms, an office area, a full bath, and large walk-in closet, plus a walk-in attic for extra storage area. Ideally located across from the Wellesley Country Club, town gardens, Centennial Park, and Longfellow Pond, this property has easy access to commuting routes.

20 days
1,525
54

Likely to sell faster than

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 4
Full bathrooms: 3
1/2 bathrooms: 1

Primary bedroom

Features: Closet, Flooring - Wood, Decorative Molding
Level: First

Bedroom 2

Features: Closet, Flooring - Wood, Decorative Molding
Level: Second

Bedroom 3

Features: Walk-In Closet(s), Flooring - Wood, Decorative Molding
Level: Second

Bedroom 4

Features: Walk-In Closet(s), Flooring - Wood
Level: Second

Primary bathroom

Features: Yes

Bathroom 1

Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Sconce
Level: First

Bathroom 2

Features: Bathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Crown Molding, Decorative Molding
Level: First

Bathroom 3

Features: Bathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid
Level: Second

Dining room

Features: Closet/Cabinets - Custom Built, Flooring - Wood, Lighting - Overhead, Crown Molding, Decorative Molding
Level: First

Family room

Features: Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Lighting - Overhead
Level: Basement

Kitchen

Features: Flooring - Wood, Pantry, Recessed Lighting, Remodeled, Lighting - Overhead
Level: First

Living room

Features: Flooring - Wood, Crown Molding, Decorative Molding
Level: First

Office

Features: Flooring - Wood
Level: Second

Heating

Forced Air, Natural Gas

Cooling

Central Air

Appliances

Included: Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer
Laundry: Sink, In Basement

Features

Closet/Cabinets - Custom Built, Recessed Lighting, Crown Molding, Decorative Molding, Closet, Lighting - Overhead, Bathroom - Full, Den, Foyer, Home Office, Bonus Room, Bathroom
Flooring: Wood, Tile, Flooring - Wood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Basement: Full
Number of fireplaces: 2
Fireplace features: Family Room, Living Room

Interior area

Total structure area: 3,216
Total interior livable area: 3,216 sqft
Finished area above ground: 2,356
Finished area below ground: 860

Property

Parking

Total spaces: 7
Parking features: Attached, Paved Drive, Off Street
Attached garage spaces: 2
Uncovered spaces: 5

Features

Patio & porch: Porch, Screened
Exterior features: Porch, Porch - Screened, Rain Gutters, Professional Landscaping, Fenced Yard
Fencing: Fenced

Lot

Size: 0.43 Acres

Details

Parcel number: M:031 R:006 S:,257675
Zoning: SR15

Construction

Type & style

Home type: SingleFamily
Architectural style: Cape
Property subtype: Single Family Residence

Materials

Frame
Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 1951

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

Subdivision: Standish Estates

HOA

Has HOA: No

Location

Region: Wellesley

Financial & listing details

Price per square foot: $620/sqft
Tax assessed value: $1,395,000
Annual tax amount: $14,341
Date on market: 8/31/2026
Exclusions: Den Television

Estimated market value

$1,963,200

$1.87M - $2.06M

$6,559/mo

Price history

Date	Event	Price
9/7/2026	Pending sale	$1,995,000$620/sqft
Source: MLS PIN #73570070 Report a problem
8/31/2026	Listed for sale	$1,995,000+291.2%$620/sqft
Source: MLS PIN #73570070 Report a problem
6/3/1999	Sold	$510,000$159/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$14,341 +3.6%	$1,395,000 +4.9%
2024	$13,845 +0.8%	$1,330,000 +10.8%
2023	$13,740 +11.7%	$1,200,000 +14%
2022	$12,299 -0.6%	$1,053,000
2021	$12,373 +1.6%	$1,053,000
2020	$12,173 +3.5%	$1,053,000 +3.5%
2019	$11,767 +9.7%	$1,017,000 +13.3%
2018	$10,731 +1.4%	$898,000
2017	$10,587 +1.8%	$898,000 +2.2%
2016	$10,399 +2.3%	$879,000
2015	$10,161 +6.1%	$879,000 +5.9%
2014	$9,578 +6.7%	$830,000 +6.1%
2012	$8,977 +5.1%	$782,000 +4.7%
2011	$8,538 +4.2%	$747,000 -4.5%
2010	$8,195 +4.6%	$782,000 -5.4%
2009	$7,832 +8.3%	$827,000 +4.9%
2008	$7,234 +3.8%	$788,000 +0.3%
2007	$6,972 +7.8%	$786,000 +1.2%
2006	$6,465 +7.8%	$777,000 +8.8%
2005	$5,998 +1.6%	$714,000 +3.5%
2004	$5,906 +12.1%	$690,000 +6.3%
2003	$5,270 +8.1%	$649,000 +7.8%
2002	$4,876 +11.1%	$602,000 +35.3%
1999	$4,388	$445,000