21 Westerly Rd
Weston, MA 02493
6 Beds
6 Baths
7,000 sqft (on 1.38 acres)
6 Beds
6 Baths
7,000 sqft
(on 1.38 acres)
Local Information
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Description
1.38 acres of flat land in coveted Weston Estates! Stunning shingle and stone 6 bedroom Colonial. Extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible picture windows. Formal living room with gas fireplace and dining room with bay windows. First floor private library with custom built-ins. Cozy sunroom! Mudroom off of 3 car garage completes the first floor. Large main suite with full bath and huge walk in closet. 4 additional bedrooms all similar in size with 2 full baths. 3rd floor with 6th bedroom and bath. Lower level with large playroom with fireplace plus media room, exercise and full bath. Whole house generator. Gorgeous landscaping and setting! Move right in and enjoy Weston's South side and top rated schools.
Home Highlights
Parking
3 Car Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$656
Listed
105 days ago
Home Details for 21 Westerly Rd
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Interior Details Basement: FinishedNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living RoomWet Bar |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 7000 Square Feet |
Appliances & Utilities Utilities: for Gas RangeAppliances: Gas Water Heater, Range, Oven, Dishwasher, Trash Compactor, RefrigeratorDishwasherLaundry: Second FloorRefrigerator |
Heating & Cooling Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 3Fireplace: Family RoomHas a FireplaceNo Spa |
Gas & Electric Electric: 200+ Amp Service |
Windows, Doors, Floors & Walls Window: Picture, Insulated WindowsDoor: Insulated DoorsFlooring: Wood |
Levels, Entrance, & Accessibility Floors: Wood |
Security Security: Security System |
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Exterior Home Features Roof: ShinglePatio / Porch: Porch - Enclosed, PatioExterior: Porch - Enclosed, Patio, Professional Landscaping, Sprinkler System, Decorative LightingFoundation: Concrete PerimeterSprinkler System |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 9Parking: Attached,Garage Door Opener,Garage Faces Side,Paved Drive,Off Street |
Frontage Road Frontage: PublicNot on Waterfront |
Water & Sewer Sewer: Private Sewer |
Finished Area Finished Area (above surface): 5351Finished Area (below surface): 1649 |
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Days on Market: 105 |
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Year Built Year Built: 2008 |
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:030.0 L:0033 S:000.0, 868151 |
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Price List Price: $4,595,000Price Per Sqft: $656 |
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MLS Status: Active |
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Direction & Address City: WestonCommunity: Weston Estates |
School Information Elementary School: WestonJr High / Middle School: WmsHigh School: Whs |
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Listing Agent Listing ID: 73474689 |
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Building Area Building Area: 7000 Square Feet |
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Community Features: Walk/Jog Trails, Stable(s), Conservation Area, Highway Access, House of Worship, Public SchoolNot Senior Community |
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No HOA |
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Lot Area: 1.3774 Acres |
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Energy Efficiency Features: Thermostat |
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BasementMls Number: 73474689Above Grade Unfinished Area: 5351 |
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Walk/Jog TrailsStable(s)Conservation AreaHighway AccessHouse of WorshipPublic School |
Last check for updates: about 2 hours ago
Listing courtesy of Melissa Dailey, (617) 699-3922
Coldwell Banker Realty - Wellesley, (781) 237-9090
Source: MLS PIN, MLS#73474689
Also Listed on MLS PIN.
Price History for 21 Westerly Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/14/2026 | $4,595,000 | PriceChange | MLS PIN #73474689 |
| 03/24/2026 | $4,795,000 | PriceChange | MLS PIN #73474689 |
| 02/05/2026 | $4,995,000 | Listed For Sale | MLS PIN #73474689 |
| 10/17/2025 | $4,995,000 | ListingRemoved | MLS PIN #73431937 |
| 09/17/2025 | $4,995,000 | Listed For Sale | MLS PIN #73431937 |
| 08/19/2025 | $4,995,000 | ListingRemoved | MLS PIN #73350722 |
| 04/10/2025 | $4,995,000 | PriceChange | MLS PIN #73350722 |
| 03/26/2025 | $5,250,000 | Listed For Sale | MLS PIN #73350722 |
| 09/10/2008 | $2,925,000 | Sold | N/A |
| 03/25/2002 | $750,000 | Sold | N/A |
| 10/30/2001 | $750,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $40,467 |
| Assessment | $3,645,700 |
Home facts updated by county records
Comparable Sales for 21 Westerly Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $3,750,000 | 01/15/26 | 6 | 6.5 | 9,064 | |
0.04 | Single-Family Home | $3,287,500 | 08/22/25 | 5 | 3.5 | 6,461 | |
0.43 | Single-Family Home | $2,950,000 | 03/05/26 | 6 | 6.5 | 7,083 | |
0.32 | Single-Family Home | $3,650,000 | 06/20/25 | 6 | 7.5 | 7,000 | |
0.27 | Single-Family Home | $3,500,000 | 03/30/26 | 5 | 5.5 | 5,409 | |
0.29 | Single-Family Home | $5,700,000 | 12/02/25 | 5 | 6 | 8,210 | |
0.33 | Single-Family Home | $2,575,000 | 09/05/25 | 4 | 4.5 | 4,904 | |
0.61 | Single-Family Home | $2,600,000 | 07/01/25 | 5 | 3.5 | 4,395 | |
0.80 | Single-Family Home | $3,240,000 | 01/23/26 | 5 | 6 | 7,600 | |
0.66 | Single-Family Home | $2,650,000 | 10/07/25 | 5 | 2.5 | 4,403 |
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Assigned Schools
These are the assigned schools for 21 Westerly Rd.
- Field Elementary School
- 4-5
- Public
- 337 Students
8/10GreatSchools RatingParent Rating AverageMy daughter has completed the first half of fourth grade, and we've been impressed with the principal, her homeroom teacher, teacher specialists, and the beautiful school facility itself. Field Elementary has some of the highest math scores in the state, and we particularly like the emphasis on social- emotional learning, which leverages the Responsive Classroom approach. The engagement of parents, in support of the teachers, is extremely strong.Parent Review6y ago - Weston Middle School
- 6-8
- Public
- 454 Students
8/10GreatSchools RatingParent Rating AverageWeston is amazing. They give so many resources to students. Not only that, there are a lot of after-school activities you can do, and they also offer transportation till 5:30. For example, there is a swimming pool at the Weston Middle School where the Weston swim teams train in every weekOther Review7mo ago - Country Elementary School
- PK-3
- Public
- 335 Students
10/10GreatSchools RatingParent Rating AverageOur kids have had an extremely positive experience at Country. We love the teachers and the principal.Parent Review2y ago - Weston High School
- 9-12
- Public
- 651 Students
10/10GreatSchools RatingParent Rating AverageThis school keeps declining due to a SC that continues to be comprised of parents who only want to please school administration. The relationship between the school committee and the superintendent is troubling, to say the least. The superintendent is completely uninterested in doing what is best for the students and Only rains to do what is easiest for her and for the teachers. She was unqualified and hastily appointed when no other candidates accepted the job. Think twice before moving here for the school system. Things look good on the surface but all parents here have their children individually tutored and/or send them to enrichment classes to keep them up to speed. It’s a town and a school system with a lot of money but not a lot of academic rigor. Simply look at some of the department heads and how pedestrian they are. It seems if you have enough years as a teacher you automatically get promoted and are responsible for running a department ( with no experience!) and making important decisions that negatively impact the student community. There are many good school systems out there: Wellesley, Newton, Brookline and Wayland to name a few. Do your research. Don’t bother talking to school committee members because they will just feed you some tired, prepared line. Look very closely at the test scores. Weston falls short.Parent Review3y ago - Woodland Elementary School
- PK-3
- Public
- 302 Students
10/10GreatSchools RatingParent Rating AverageGreat school with supportive teachers and parents.Parent Review5y ago 
Check out schools near 21 Westerly Rd.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Melissa Dailey, Coldwell Banker Realty - Wellesley, (781) 237-9090
Agent Phone: (617) 699-3922
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
21 Westerly Rd, Weston, MA 02493 is a 6 bedroom, 7 bathroom, 7,000 sqft single-family home built in 2008. This property is currently available for sale and was listed by MLS PIN on Feb 5, 2026. The MLS # for this home is MLS# 73474689.