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Homes for Sale in Wellesley

Wellesley Homes for Sale

Price

Living Area

Courtesy of Rose Hall with Blue Ocean Realty, LLC

$1,790,000

445 Glen Rd, Weston, MA 02493

4 Beds 2.5 Baths 2,420 Sq.Ft.

Courtesy of The Sarkis Team with Douglas Elliman Real Estate - The Sarkis Team

$3,295,000

172 Country Drive, Weston, MA 02493

6 Beds 5.5 Baths 5,354 Sq.Ft.

Courtesy of Chaplin Partners with Compass

$1,599,000

306 Merriam Street, Weston, MA 02493

4 Beds 3 Baths 2,964 Sq.Ft.

Courtesy of Denise Mosher with Coldwell Banker Realty - Weston

$3,495,000

863 Boston Post Road, Weston, MA 02493

6 Beds 6 Baths 6,485 Sq.Ft.

Courtesy of Maggie Gold Seelig with MGS Group Real Estate LTD

$5,850,000

1 Cabin Rd, Weston, MA 02493

5 Beds 5 Baths 4,252 Sq.Ft.

Courtesy of Denise Mosher with Coldwell Banker Realty - Weston

$1,250,000

111 Summer Street, Weston, MA 02493

Courtesy of Mizner + Montero with Gibson Sotheby's International Realty

$4,995,000

448 Concord Road, Weston, MA 02493

6 Beds 7 Baths 11,330 Sq.Ft.

Courtesy of Jennifer Green Thompson with RE/MAX Signature Properties

$2,475,000

130 Summer St, Weston, MA 02493

4 Beds 6 Baths 4,812 Sq.Ft.

Courtesy of Deena Powell with Gibson Sotheby's International Realty

$9,450,000

73 Chestnut Street, Weston, MA 02493

7 Beds 10 Baths 12,461 Sq.Ft.

Courtesy of Denise Mosher with Coldwell Banker Realty - Weston

$1,575,000

37 School Street, Weston, MA 02493

4 Beds 3 Baths 2,840 Sq.Ft.

Courtesy of Mizner + Montero with Gibson Sotheby's International Realty

$4,585,000

21 Westerly, Weston, MA 02493

6 Beds 6 Baths 8,000 Sq.Ft.

Courtesy of William Montero with Gibson Sotheby's International Realty

$4,288,000

80 Doublet Hill Rd, Weston, MA 02493

4 Beds 3.5 Baths 6,442 Sq.Ft.

Courtesy of The Shulkin Wilk Group with Compass

$2,495,000

703 Boston Post Rd, Weston, MA 02493

4 Beds 4.5 Baths 5,446 Sq.Ft.

Courtesy of Christman Johnsson Group with Hammond Residential Real Estate

$3,695,000

55 Oakdale Ave, Weston, MA 02493

4 Beds 5.5 Baths 5,126 Sq.Ft.

Courtesy of Rosemary McCready with Compass

$6,695,000

250 Country Drive, Weston, MA 02493

6 Beds 7 Baths 9,500 Sq.Ft.

Courtesy of Team Coyle with Compass

$6,680,000

25 Holly Cir, Weston, MA 02493

5 Beds 7.5 Baths 7,766 Sq.Ft.

Courtesy of Yassien Youssef with Compass

$5,395,000

50 Willard, Weston, MA 02493

6 Beds 7.5 Baths 8,309 Sq.Ft.

Courtesy of Alp Kantar with Boston Brokerage Group

$1,745,000

120 Church St, Weston, MA 02493

3 Beds 3 Baths 3,252 Sq.Ft.

Courtesy of Dean Poritzky with

$10,850,000

15 Claridge Drive, Weston, MA 02493

7 Beds 8.5 Baths 13,555 Sq.Ft.

Courtesy of Valentina Ossikine with Blue Seagull Realty

$2,850,000

28 Bogle, Weston, MA 02493

3 Beds 4.5 Baths 4,780 Sq.Ft.

Courtesy of Jamie Iacoi with ERA Key Realty Services

$2,450,000

25 Laxfield Rd, Weston, MA 02493

4 Beds 2.5 Baths 4,380 Sq.Ft.

Courtesy of Arabella Yao with Blue Ocean Realty, LLC

$835,000

43 Jericho Road # 43, Weston, MA 02493

2 Beds 2.5 Baths 1,360 Sq.Ft.

Courtesy of Chaplin Partners with Compass

$2,850,000

46 Black Burnian Road, Weston, MA 02493

4 Beds 4 Baths 6,119 Sq.Ft.

Courtesy of Jodie Zinna with Coldwell Banker Realty - Wellesley

$3,495,000

32 Perry Lane, Weston, MA 02493

5 Beds 7 Baths 7,250 Sq.Ft.

Courtesy of Beyond Boston Properties Group with Compass

$6,775,000

5 Deer Path Lane, Weston, MA 02493

6 Beds 7.5 Baths 8,773 Sq.Ft.

Courtesy of Gary J. Litchfield with Mass. Real Estate Solutions, LLC

$1,399,000

1 Clifford Ln, Weston, MA 02493

Courtesy of Mizner + Montero with Gibson Sotheby's International Realty

$6,490,000

15 Brown Street, Weston, MA 02493

5 Beds 8 Baths 10,819 Sq.Ft.

Courtesy of Julie Harrison with Gibson Sotheby's International Realty

$5,395,000

475 Glen Rd, Weston, MA 02493

Courtesy of Denise Mosher with Coldwell Banker Realty - Weston

$5,995,000

10 Hitching Post Lane, Weston, MA 02493

5 Beds 6 Baths 8,860 Sq.Ft.

Courtesy of Jonathan Caldwell with ACRE Property Advisors LLC

$6,495,000

82 Deer Path Ln, Weston, MA 02493

5 Beds 7.5 Baths 8,329 Sq.Ft.

Courtesy of Mizner + Montero with Gibson Sotheby's International Realty

$3,495,000

64 Country Drive, Weston, MA 02493

7 Beds 6 Baths 6,710 Sq.Ft.

Courtesy of Simon Collaborative Group with Gibson Sotheby's International Realty

$7,550,000

132 Country Drive, Weston, MA 02493

6 Beds 7.5 Baths 8,863 Sq.Ft.

Courtesy of Keystone Homes Group with Keller Williams Realty Boston Northwest

$2,480,000

39 Kings Grant Rd, Weston, MA 02493

4 Beds 3 Baths 4,747 Sq.Ft.

Courtesy of Yang Liu with Weston Realty LLC

$4,800,000

451 Wellesley St, Weston, MA 02493

5 Beds 6.5 Baths 12,144 Sq.Ft.

Courtesy of Denise Mosher with Coldwell Banker Realty - Weston

$3,150,000

11 Hillcrest Road, Weston, MA 02493

5 Beds 3.5 Baths 5,285 Sq.Ft.

Courtesy of Rose Hall with Blue Ocean Realty, LLC

$9,990,000

70 Possum Rd, Weston, MA 02493

5 Beds 8.5 Baths 11,352 Sq.Ft.

Wellesley Listings & Sales

For Sale

Sold

Pending

Under Contract

Active Under Contract

Coming Soon

Pocket Listing

View More Homes for Sale

Neighborhood Guides

Browse things to do, places to see, and landmarks to explore in Wellesley and nearby areas.

Boston

Boston

Sudbury

Sudbury

Needham

Needham

Wellesley Real Estate Updates

Read the latest news, tips, and insights for the Wellesley real estate market.

Brick rowhouse portico with fluted marble pilasters, a black door and lantern, and a tree-lined sidewalk.

Charles Street Lost Its Casual Corner. What Replaced It Takes Reservations.

September 24, 2026

Gray clapboard entry with green paneled door, glowing lantern, brick walk, hedges and flowering shrubs.

Needham Center Has a New Bookstore and New Restaurants. The Street Outside Still Isn't Settled.

August 27, 2026

White clapboard house with black shutters, framed by mature trees beyond a broad lawn and low stone wall.

Sudbury's Septic Line: The Boundary That Decides What You Can Actually Build

September 3, 2026

Ivory clapboard house entry with a charcoal door, granite steps, brick path, and a small Japanese maple.

Brookline's Transfer Fee Finally Passed Town Meeting. The State House Still Hasn't Said Yes.

October 1, 2026

White clapboard house with black shutters, a slate-blue entry door, granite steps and a brick walk through a broad lawn beside an autumn sugar maple.

Needham Rezoned for Apartments. Most of Its New Projects Are Coming Through Other Doors.

October 15, 2026

Ochre-stone rowhouse with a bowed bay window, black paneled door, iron stair railings, and a street tree.

The Elephants Leave Back Bay Next Month. The Lyrik Doesn't.

August 20, 2026

Paneled study with a limestone-mantled fireplace, built-in bookcases, and a tall window beside a fern.

A Weston August: The Farmstand Is Full, the Trail Is Finished, and the Restaurant Is Waiting on 22 Parking Spaces

August 13, 2026

White clapboard entry with a black door, multi-pane sidelights, brick walkway, and clipped boxwoods beneath a beech tree.

Weston's 1945 Line: The Bylaw That Can Add a Year to Your Renovation Timeline

September 17, 2026

Brick rowhouse facade with a black bow window, wrought-iron guards, and a black door atop worn stone steps.

Washington Street Just Lost Its Steakhouse. The Chefs Replacing It Already Live Here.

September 10, 2026

White clapboard home entrance with a blue-green door, bluestone steps, brick approach and burgundy oakleaf hydrangea.

A Newton Centre October: The Old Depot Reopens, the Harvest Fair Takes the Green, and the Plaza Waits on a Decision

October 8, 2026

Oak pedestal dining table with slipcovered chairs, Limelight hydrangeas, paneled walls, and a linen-shaded bay window.

A Wellesley August: New Kitchens in the Square, Thursdays at 442 Washington, and a Streetscape Plan on Deck

August 6, 2026

Two oatmeal-linen lounge chairs flank a marble side table beside a black-steel window at dusk.

A Brookline August: The Late-Night Coffee Counter, the Reopened Golf Course, and a Coolidge Centennial

August 6, 2026

Symmetrical white clapboard colonial with black shutters, brick walk, bluestone steps, and mature landscaping.

Understanding Weston’s Luxury Real Estate Market

February 19, 2026

Bluestone terrace beside a lichen-speckled fieldstone wall, teak table, marble bowl, and leafy maple canopy.

Sudbury's Two Summer Axes: The Wayside Inn, Route 20, and Where Residents Are Actually Spending July

July 23, 2026

Rattan porch seating beside a marble table with lemons, backed by screens and leafy hydrangeas.

A Newton Summer, Reorganized: Where the New Openings Land and What the Villages Still Do Best

July 16, 2026

Red-brick condo facade with a recessed black glass door, limestone stoop, and clipped shrubs along the sidewalk.

Car-Light Living In Brookline And How It Shapes Home Choices

June 18, 2026

Condo entrance with a brick facade and a recessed black steel-and-glass doorway.

Wellesley Single-Family Or In-Town Condo For Your Next Move

June 4, 2026

Renovated kitchen with a white oak island, veined stone countertop, brass fixtures, and a potted fiddle-leaf fig.

Buying A Luxury Home In Newton: What To Expect

July 9, 2026

Condo vestibule with brass mailboxes, marble walls, mosaic tile, wool runner, and a single fiddle-leaf fig.

Downsizing To A Condo In Brookline Or Boston

March 12, 2026

White clapboard house behind an evergreen hedge, with a curving gravel driveway and stone wall.

How Lot Size And Privacy Influence Weston Home Values

July 2, 2026

Mudroom with warm-white lockers, oak bench, slate floor, and a divided-lite glass door.

Relocating To Needham: A Practical Guide For Busy Families

March 26, 2026

Condo living and dining area with a sofa, coffee table, exposed brick wall, and tall black-framed windows.

Selling A Brookline Condo To Buy In MetroWest

June 25, 2026

Bluestone patio with two teak lounge chairs before black French doors in a white clapboard house.

Weekend Living In Needham: Parks, Dining, And More

May 28, 2026

Staging-ready foyer with a staircase and frosted-glass door sidelights.

Listing Your Wellesley Luxury Home: Timeline And Preparation

June 11, 2026

Renovated kitchen with white shaker cabinets, oak island, quartz counters, and black divided-lite windows.

Choosing Between Older And Newer Homes In Needham

February 26, 2026

White clapboard home beside a bluestone terrace, manicured lawn, and narrow mulch path into woodland.

Exploring Sudbury’s Neighborhoods, Trails, And Town Character

April 16, 2026

Bright condo great room with a backlit window wall and warm neutral finishes.

What Suburban Downsizers Should Know About Boston Condos

May 7, 2026

A house entry with a front door, sidelights, bluestone steps, brick walkway, and clipped shrubs.

Planning A Move-Up Buy In Needham’s Competitive Market

May 21, 2026

Traditional house facade on a large lot, fronted by a deep lawn.

Buying A Home On More Land In Sudbury

May 14, 2026

White clapboard colonial with attached two-car garage, charcoal side door, bluestone walk, and clipped shrubs.

Commuting To Boston From MetroWest Suburbs

April 23, 2026

Cobblestone street lined with brick row houses and stoops, glowing in the low evening sun.

How Inventory Shapes Prices In Greater Boston

January 15, 2026

White clapboard colonial with black shutters, set back behind mature landscaping.

How Sudbury Compares To Other MetroWest Towns

March 5, 2026

Red brick townhouse entrance with black door, limestone surround, bluestone steps, and clipped hedges.

Brookline Schools And Neighborhoods: What Homebuyers Should Know

April 9, 2026

White colonial house beside a modern wood-and-glass home, framed by trees and front gardens.

Colonial vs Contemporary Homes In Needham

January 1, 2026

Painted fireplace centered between built-ins in a warm-white paneled living room with oak floors and black-muntin windows.

Planning A Smooth Downsizing Move In Weston

April 2, 2026

Red-brick colonial house with white trim, framed by orange autumn trees and a stone front walk.

Is Now The Right Time To Sell In Newton?

Jamie Grossman | February 12, 2026

White clapboard entry with an updated door, exterior lighting, brick and bluestone approach, and curated landscaping.

Pre-Sale Renovations That Matter Most In Newton

March 24, 2026

Tree-lined brick sidewalk beside a large home with a white porch and blue hydrangeas.

What Everyday Life Is Really Like In Wellesley

February 5, 2026

Red brick house with white columns, a curved driveway, and orange autumn trees.

Newton 02465 Micro-Market: What Buyers Should Expect

January 22, 2026

Bright foyer with a dark double front door, coffered ceiling, large windows, and a curved staircase.

Massachusetts Smoke/CO Certificate: Seller Checklist

December 18, 2025

Library with leather chairs, white fireplace, and a wooden tray holding papers and glasses.

Massachusetts Buyer Closing Costs Explained

December 25, 2025

Bright white kitchen with a veined marble island, pink tulips, and glass doors opening to a garden.

Wellesley Pre-Sale Renovations With Real ROI

January 8, 2026

Work With Us

Jamie offers her fresh, solution-driven approach to help her clients achieve the best results. Operating with the integrity for which she is known, she enjoys working with clients throughout the Metro West and Greater Boston markets. Contact me now.