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319 Oakland St, Wellesley MA 02481

Wellesley, MA 02481 • Wellesley Hills
$2,270,000
Est. $13,017/month
5
Beds
4
Baths
4,507
Sq Ft
$504
Price/Sq Ft
0.44
Acres
1900
Year Built
2
Garage Spaces
17
Days on Market
Pending Listed Jun 24, 2026 • MLS# 73541195 Copied! • Updated Jul 13, 2026

About this home

They don't build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels like a secret this close to town. Formal dining room, sitting room, crafted woodwork throughout, office around the corner. Upstairs the primary suite delivers. Soaring ceilings, bespoke detailing, a bath that holds its own. Four more bright bedrooms, marble counters in every bathroom, laundry up here too. Third floor is a fantastic bonus space for play or work. Finished basement rec room has its own kitchenette, bath, serious storage, and another laundry setup. Great location for easy commutes AND enjoyment of natural spaces with the abutting aquaduct trail, Longfellow Pond and Centennial Park

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

📋
Status: Active under contract
Jun 29, 2026
Active → Active Under Contract
Pending Sale
Jun 27, 2026
Offer accepted, sale pending
🏠
Listed for Sale
Jun 24, 2026
$2,270,000
Original listing
Office: Rutledge Properties

Tax History

Year Taxes Assessment
2026 $16,069 $1,580,000

Financial Details

Annual Property Tax
$16,069
Tax Year 2026
Assessed Value
$1,580,000

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1900
Living Area 4,507 sq ft
Lot Size 0.44 acres
Bedrooms 5
Full Baths 3
Half Baths 2
Total Rooms 12

Interior

Heating Central, Natural Gas
Cooling Central Air
Flooring Wood
Appliances None
Fireplace Family Room
Fireplaces 2
Basement Full, Finished, Interior Entry, Concrete
Laundry Second Floor
Features Bonus Room, Play Room, Office, Mud Room

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Porch, Deck, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System
Pool None
Spa None
Fencing Fenced/enclosed
Patio/Porch Porch, Deck, Patio
Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street
Total Spaces 4
Electric 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $16,069
Assessed Value $1,580,000
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Back Part Of Lot In Needham, 15029 Sf In Wellesley And 4090 Sf In Needham. Needham 2015 Tax Bill $105 Off $9900 Assessment. Wellesley Schools And Utilities.
Exclusions Chandeliers, Sconces In Primary, Light Fixture Front Hall, Light Fixture Center Br, Ext & Ll Speaker
Possession None
Accepted Financing None
Structure Type []
House Color Yellow
Sq Ft Source Measured
Sq Ft Disclosures Appraisal measure 3757, public record 3556 above grade, fin LL approx
Documents None
County Norfolk
Total market time (incl. prior listings) 19 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1900
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
2
Living Area
4,507 sq ft
Total Rooms
12

Room Details

First Floor

Dining Room
13 x 17
Flooring - Hardwood, Window(s) - Bay/Bow/Box
Living Room
11 x 13
Flooring - Hardwood
Office
9 x 10
Family Room
17 x 20
Coffered Ceiling(s), Flooring - Hardwood, Balcony / Deck, French Doors, Exterior Access, Wainscoting

Second Floor

Bedroom5
11 x 12
Bedroom4
13 x 12
Bedroom3
14 x 12
Bedroom2
15 x 12
Master Bedroom
21 x 21
Bathroom - Full, Vaulted Ceiling(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood

Other Floor

Bathroom1
Bathroom2
Bathroom3
Master Bathroom
Yes

Main,First Floor

Kitchen
11 x 13
Flooring - Hardwood, Flooring - Wood, Window(s) - Bay/Bow/Box, Dining Area, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook

Interior Features

Flooring: Wood
Appliances:
Interior Features: Bonus Room, Play Room, Office, Mud Room
Windows:
Basement: Full, Finished, Interior Entry, Concrete
Laundry: Second Floor
Security:

Construction & Materials

Style: Colonial
Year Built: 1900
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Natural Gas
Heating Zones: 3
Cooling: Central Air
Cooling Zones: 3
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Deck, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System
Patio & Porch: Porch, Deck, Patio
Fencing: Fenced/Enclosed
Other Structures:
Lot Features: Other
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 4
Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street

Special Features

Fireplaces: 2
Fireplace Type: Family Room
Community Amenities: Public Transportation, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Private School, Public School, University

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,339
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Wellesley Hills

319 Oakland St, Wellesley MA 02481

Wellesley, MA 02481

Listing Information

Listing Agent Kathleen Hughto
Listing Office Rutledge Properties
Office Phone 781-235-4663
Agent MLS ID CT003100
Office MLS ID BB3820
Listing Data Updated Jul 13, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
Steven Novak
BMN Boston Real Estate
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BMN Boston Real Estate

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