Active
17 Days on market
21 Elmwood Rd Wellesley — Photo 1 of 42

21 Elmwood Rd Wellesley — Photo 1 of 42

$2,545,000

21 Elmwood Rd, Wellesley, MA 02481

Wellesley, MA 02481 — Wellesley Hills

Beds

5

Baths

3.5

SqFt

4,086

Style

Single Family

Built

1940

Bates Elementary is on this street. Start there, then walk the half acre. Level, fenced and private, reworked in 2020 under a landscape architect's plan with a new fieldstone wall, walkways on both sides, irrigation, underground water management and a driveway rebuilt to hold nine cars. The house is a 1940 colonial that was expanded and re-skinned the same year by Duckham Architecture and Interiors. New siding, windows and gutters on every side. An extra-large farmer's porch across the front. A new side entry where the bulkhead used to be. And a four-season room with a cathedral ceiling and glass on three sides, opening to a landing deck and bluestone patio. Inside, a twenty five foot eat-in kitchen with a Wolf range, double wall ovens, Sub-Zero wine refrigeration, custom cabinetry and a built-in banquette that seats eight. The living room has a fireplace and a wall of built-ins. The family room has a brick fireplace and a bay window. Upstairs, the primary suite occupies its own wing, with a fireplace, a step-up sitting room that doubles as an office, a walk-in closet, and a bath with a double vanity and a tiled walk-in shower. The lower level was rebuilt in 2014 and extended in 2020. Daylight windows, its own heating and cooling, a fifth bedroom, a second sitting room, a full bath, laundry and a exercise room with direct outside access. Ideal for guests, an au pair, a parent, or a teenager who wants a floor of their own. New roof 2014. Fresh interior paint 2026. Gas heat, central air, 200-amp service. A short walk to the commuter rail and Linden Square.

Key facts

It was listed on September 16, 2026. The annual property taxes are $23,208 (2026 tax year). It sits on a 0.46-acre (19,918 sq ft) lot.

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$623/sqft
Local Avg (Wellesley)$663/sqft
6% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.

Property Details

Financials

Original Price$2,545,000
Annual Taxes$23,208

Parking

Garage0
Off-Street9

Interior Specifications

Total Rooms13
Fireplaces3
FlooringTile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
BasementFull, Partially Finished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air, 3 or More
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningSR10

Property & Lot

Acres0.46
SqFt Lot19,918
Lot FeaturesLevel

Amenities & Appliances

Gas Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Wine Refrigerator

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Conservation Area • Highway Access

Geography

Floorplan Breakdown

Structural Layout

Second
OfficePrimary BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 1Bathroom 2
First
Living RoomKitchenFamily RoomBathroom 3
Basement
Bedroom 5
Living Room
Lvl First

13 x 24

Closet/Cabinets - Custom Built, Flooring - Hardwood

Kitchen
Lvl First

13 x 24

Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting

Office
Lvl Second

14 x 15

Flooring - Hardwood, Cable Hookup

Family Room
Lvl First

24 x 17

Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting

Primary Bedroom
Lvl Second

12 x 18

Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Cable Hookup

Bedroom 2
Lvl Second

17 x 10

Bedroom 3
Lvl Second

13 x 10

Closet, Flooring - Hardwood

Bedroom 4
Lvl Second

10 x 12

Closet, Flooring - Hardwood

Bedroom 5
Lvl Basement

21 x 24

Flooring - Wall to Wall Carpet

Bathroom 1
Lvl Second

11 x 10

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid

Bathroom 2
Lvl Second

12 x 8

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid

Bathroom 3
Lvl First

4 x 8

Bathroom - Half, Flooring - Stone/Ceramic Tile

Property History

Listed
$2,545,000

Sep 16, 2026

MLS® 73576607

Sold
$810,000

Apr 14, 2010

MLS® 71058907

Listed
$849,000

Apr 6, 2010

MLS® 71058907

Questions about this home

When was 21 Elmwood Rd, Wellesley listed?

21 Elmwood Rd, Wellesley was listed on September 16, 2026.

Has the price of 21 Elmwood Rd, Wellesley changed?

The price hasn't changed since it was listed at $2,545,000.

What are the property taxes for 21 Elmwood Rd, Wellesley?

The annual property taxes for 21 Elmwood Rd, Wellesley are $23,208 (2026 tax year).

How big is the lot at 21 Elmwood Rd, Wellesley?

21 Elmwood Rd, Wellesley sits on a 0.46-acre (19,918 sq ft) lot.

What is the status of 21 Elmwood Rd, Wellesley?

21 Elmwood Rd, Wellesley is actively listed for sale.

Population

17,415

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$250K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

12.7%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,524 housing units permitted in the last 12 months (+52% vs the prior 12 months) — 1,030 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

ADU Potential

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 4,086 sq ft principal dwelling). Lot size: 19,918 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 Provided By

Listing Agent: Declan O'Toole

Listing Office: SelectRE Boston

MLS® Number: 73576607