153 Ridgeway Rd, Weston, MA 02493
PENDING
2.24 ACRES

153 Ridgeway Rd
Weston, MA 02493

  • 5 Beds
  • 5 Baths
  • 5,387 sqft (on 2.24 acres)

$3,750,000

Est. Mortgage $22,095/mo*

$3,750,000

Est. Mortgage $22,095/mo*
5 Beds
5 Baths
5,387 sqft
(on 2.24 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Weston charm meets modern-day amenities at 153 Ridgeway Rd, a beautifully renovated historic residence set on 2.24 acres abutting conservation land & trails. Located in one of Weston’s most convenient location, this 5-bed home has been extensively renovated blending timeless character with modern updates.The reimagined & gracious floor plan features elegant entertaining spaces, updated kitchen, a great room with fireplace & wet-bar, playroom, mudroom with built-ins & finished lower-level gym. Add'l improvements include updated systems & baths, new windows & doors, refinished floors, interior & exterior painting & extensive landscaping.The primary suite with 2 walk-in closets features a fireplace & spectacular bath with octagon ceiling overlooking the park-like grounds.4 additional bedrooms and 3 updated baths complete the 2nd & 3rd floors.Outdoor spaces include a bluestone patio, deck, stone walls, gardens, fruit trees, treehouse, playground & an expansive yard! A rare Weston treasure!

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$696
Listed
21 days ago

Home Details for 153 Ridgeway Rd

Interior Features

Interior Details
Basement: Partially Finished,Garage AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 5387 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Range, Dishwasher, Refrigerator, Washer, Dryer, Wine RefrigeratorDishwasherDryerLaundry: Laundry Closet,Window(s) - Picture,Recessed Lighting,Second FloorRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Dining Room, Family Room, Living Room, Master BedroomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Bay/Bow/Box, Insulated WindowsFlooring: Wood, Tile, Hardwood, Stone / Slate
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Hardwood, Stone Slate
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, PatioExterior: Deck, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fruit Trees, Garden, Stone WallFoundation: StoneGardenSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 15No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 17Parking: Attached,Under,Garage Door Opener,Oversized,Paved Drive,Off Street,Driveway
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 4939Finished Area (below surface): 448

Days on Market

Days on Market: 21

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:0058 B:0082 L:0000, 869331

Price & Status

Price
List Price: $3,750,000Price Per Sqft: $696
Status Change & Dates
Off Market Date: Sat May 30 2026

Active Status

MLS Status: Under Agreement

Location

Direction & Address
City: Weston
School Information
Elementary School: WestonJr High / Middle School: Weston MsHigh School: Weston Hs

Agent Information

Listing Agent
Listing ID: 73519385

Building

Building Area
Building Area: 5387 Square Feet

Community

Community Features: Public Transportation, Shopping, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Private School, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.2374 Acres

Offer

Contingencies: Inspection

Miscellaneous

BasementMls Number: 73519385Above Grade Unfinished Area: 4939

Additional Information

Public TransportationShoppingWalk/Jog TrailsMedical FacilityHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-Station
Last check for updates: about 1 hour ago
Listing courtesy of Felicia Captain, (781) 775-9925
Coldwell Banker Realty - Wellesley, (781) 237-9090
Source: MLS PIN, MLS#73519385
Also Listed on MLS PIN.

Market trends in Weston

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
56
4
MoM

Price History for 153 Ridgeway Rd

DatePriceEventSource
05/30/2026$3,750,000PendingMLS PIN #73519385
05/22/2026$3,750,000ContingentMLS PIN #73519385
05/14/2026$3,750,000Listed For SaleMLS PIN #73519385
09/01/2016$1,735,000Sold
N/A
05/11/2016$1,899,000PendingAgent Provided
09/25/2015$1,899,000PriceChange
Agent Provided
06/22/2015$1,995,000PriceChange
Agent Provided
05/06/2015$2,059,000Listed For SaleAgent Provided
05/19/2012$1,599,000ListingRemovedAgent Provided
03/08/2012$1,599,000PriceChange
Agent Provided
11/22/2011$1,799,000Listed For SaleAgent Provided
10/21/2011$1,799,000ListingRemovedAgent Provided
08/14/2011$1,799,000PriceChange
Agent Provided
04/11/2011$2,050,000Listed For SaleAgent Provided
12/25/2010$2,499,000ListingRemovedAgent Provided
05/12/2010$2,499,000Listed For SaleAgent Provided
07/16/1996$1,250,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$35,201
Assessment$3,171,300
Home facts updated by county records

Comparable Sales for 153 Ridgeway Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.10
Single-Family Home
$4,170,000
04/02/26
5
4.5
4,340
0.20
Single-Family Home
$2,299,000
11/10/25
4
3.5
4,200
0.28
Single-Family Home
$2,100,000
10/15/25
4
3.5
3,220
0.29
Single-Family Home
$2,800,000
10/28/25
5
3.5
3,552
0.32
Single-Family Home
$3,170,000
07/07/25
5
5.5
6,770
0.37
Single-Family Home
$1,380,000
03/20/26
4
2.5
2,473
0.55
Single-Family Home
$2,300,000
06/26/25
4
3.5
5,012
0.59
Single-Family Home
$2,050,000
09/03/25
4
5
4,442
0.42
Single-Family Home
$1,975,000
01/06/26
5
4
2,614
0.43
Single-Family Home
$2,800,000
07/02/25
5
5.5
4,361

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 153 Ridgeway Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Weston

At least 28 Trulia users voted on each feature.
  • 90 % Say car is needed

  • 85 % Say it's dog friendly

  • 82 % Say it's quiet

  • 80 % Say parking is easy

  • 77 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say yards are well-kept

  • 71 % Say there's wildlife

  • 52 % Say kids play outside

  • 50 % Say neighbors are friendly

  • 44 % Say there are community events

  • 38 % Say there are sidewalks

  • 33 % Say it's walkable to grocery stores

  • 29 % Say streets are well-lit

  • 26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Woman
    "It’s a Commuter’s dream. 3 minutes to the Pike or 128, Rt. 30, 20, or 9. 2 acres tucked in. Very convenient & private. "
  • marc
    "I like in particular the BBQ in the June/July timeframe. Many events are also organized with different themes such as the old,car’,contest."
  • Marc
    "Some nice trails to take your dog along with easy access. Plenty of space in the center of town too where you can do long walks. Many people have them which is a plus. "
  • Marc d. g.
    "Commute is rather easy since I work in waltham. Best time is to go to work either at 7am or after 9am. The return to home is usually a bit crowded in the 4-6 window but alternative roads exist."
  • suez
    "Weston is perfect for families. Excellent schools and this area is a true neighborhood of the old style. Houses are spaced far apart but connected by trials in the abundant conservation land. The neighbors are connected by a love of privacy and nature. They have specifically sought out an area close to Boston that still feels like you are in rural Massachusetts. A mix of historic homes and new modern works well , and the community is united by a love of this very unique environment. We are close to all the amenities of a city yet a world away. You will have to drive to restaurants and shopping and there is no public transportation but you will not have to pack up and vacation in NH or VT, you will live that life everyday and still be 25 minutes from downtown Boston."
  • frkmus
    "Open land, a community playground for all homeowners on Kendal Common Rd. and Ellis Rd., allows children to play free of traffic in their virtually private domain. With 20 homes on 40 acres, all constructed in the 1950's, all designed by three architects, this area is unique for many reasons, not the least of which the total absence of fences has for over sixty years firmly implanted a communal spirit among all participating homeowners. The entire land mass is away from main thoroughfares on two virtually private roads; a special haven for young and old alike. Here is where we live and brought up our children."

LGBTQ Local Legal Protections

Felicia Captain, Coldwell Banker Realty - Wellesley, (781) 237-9090
Agent Phone: (781) 775-9925
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
153 Ridgeway Rd, Weston, MA 02493 is a 5 bedroom, 6 bathroom, 5,387 sqft single-family home built in 1890. This property is currently available for sale and was listed by MLS PIN on May 14, 2026. The MLS # for this home is MLS# 73519385.