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Bates Elementary is on this street. Start there, then walk the half acre. Level, fenced and private, reworked in 2020 under a plan by Duckham Architecture and Interiors with a new fieldstone wall, walkways on both sides, irrigation, underground water management and expanded driveway. The house is a 1940 colonial that was expanded and re-sided 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 an 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.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1940
  • 0.46 Acre Lot
  • 54 days on Market

  • Bedrooms
    5
  • Bathrooms
    3 full · 1 half
  • Year Built
    1940
  • Architectural Style
    Colonial
  • Construction Materials
    Frame
  • Foundation
    Concrete Perimeter
  • Parking Features
    Paved, Off Street
  • Living Area
    4086.0
  • Interior Features
    Cathedral Ceiling(s), Walk-In Closet(s), Recessed Lighting, Entrance Foyer
  • Appliances
    Dishwasher, Microwave, Refrigerator, Range, Disposal, Oven, Gas Water Heater, Wine Refrigerator
  • Flooring
    Hardwood, Tile, Carpet
  • Exterior Features
    Storage
  • Patio And Porch
    Patio, Deck, Porch
  • Cooling
    Central Air
  • Heating
    Forced Air, Natural Gas, Zoned
  • Basement
    Full, Walk-Out Access, Partially Finished, Interior Entry

  • Acres
    0.46
  • Lot Features
    Level, Landscaped
  • Water
    Public

  • Area
    Wellesley Hills
  • County
    Norfolk
  • City
    Wellesley
  • Zip Code
    02481
  • High School
    Wellesley High School
  • Middle School
    Wellesley Middle School
  • Elementary School
    Bates

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Frequently Asked Questions

How do I schedule a tour of 21 Elmwood Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 21 Elmwood Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 21 Elmwood Rd?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 3 bath, listed for $2,395,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Wellesley, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 21 Elmwood Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 21 Elmwood Rd at around $15,563. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 21 Elmwood Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Norfolk County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 21 Elmwood Rd?

In most cases, yes. Whether 21 Elmwood Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Wellesley's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 21 Elmwood Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Wellesley and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $2,395,000 with 4,086 sqft of space—that comes out to approximately $586 per square foot.

How long has this property been on the market?

21 Elmwood Rd was listed on September 16, 2026, which means it's been on the market for 54 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1940, making it approximately 86 years old.

What is the lot size of this property?

21 Elmwood Rd sits on a 0.46-acre lot, which is 20,038 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Bates
  • Middle: Wellesley Middle School
  • High: Wellesley High School

Want to see how these schools compare? Check out our Norfolk County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 21 Elmwood Rd?

The most recent public record shows annual property taxes for 21 Elmwood Rd were approximately $23,208. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 21 Elmwood Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 09, 2026 at 08:36PM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73576607