Masterfully renovated colonial in one of Weston's most desirable neighborhoods near the Wellesley line offers clean and contemporary top of the line finishes and a seamlessly flowing floor plan for luxury living. Main level offers the perfect combination of open and defined spaces highlighted by the cutting edge gourmet kitchen with massive island, stunning living room surrounded by glass with sleek gas fireplace, family room, formal and informal dining rooms, stylish powder room, and home office. Other notable features include a main floor bedroom, full bath, a built-in homework station, walk-in pantry, and large mudroom with half bath. Upstairs boasts a stunning primary ensuite with spa-like bath and walk-in closets. An additional ensuite bedroom and two more bedrooms plus custom hall bath complete the second level. Don't miss the expansive recreation room with full bath, 5 car garage and multiple outdoor entertaining areas. Location, layout, lifestyle...this is it!
Single-familyProperty Type
1953Year Built
0.9 acresLot Size
$579Est. Price/Sq.Ft.
5 garage spacesParking
Listed by The Shulkin Wilk Group• Compass
Bought with Melissa Dailey• Coldwell Banker Realty - Wellesley
Experience an impressive open design in this stylish contemporary. Beautiful maple wood floors, artful appointments and large windows complement the dramatic floor plan. The cook's kitchen with an office nook and dining area overlooks the grand family room. Separate office with slider opens to an expansive deck. The mudroom with a mahogany entry door leads you to a fabulous art studio, entertainment room or alternative private guest bedroom suite with a full bath. The spacious second level bedrooms will be appreciated. The master has a spa-like bathroom and connects to a separate sitting area. Enjoy the picturesque back yard with lovely plantings from the large deck, perfect for outside entertaining. This sophisticated custom home has a five car garage. Plenty of opportunity in the lower level for a game room, media room, and wine cellar. Conveniently located in a sought after neighborhood and close proximity to the Wellesley Farms commuter train.
MLS PIN #30419397
Nov 29, 2000
Sold
$1,525,000
$268/sq ft
Oct 17, 2000
Listing Removed
—
Jun 9, 2000
Listed
$1,525,000
$268/sq ft
EXQUISITE, TOTALLY RECONSTRUCTED COLONIAL IN PRIME SO.NEIGH. OFFERS PRIVACY & GRACIOUS LIVING,MTS TO ALL MAJOR RTS & WALK TO WSLY FARMS TRAIN, LOADED W/LUX AMENITIES, COMM.WIRING PKG S.SOUND SYSTM,GREAT LVL YARD,COOKS DELIGHT KIT, MOVE IN NOW
MLS PIN #30373599
Feb 29, 2000
Sold
$627,000
$110/sq ft
Jan 21, 2000
Listing Removed
—
Dec 9, 1999
Listed
$625,000
$110/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$29,178 (+1.8%)
$1,092,500 + $1,589,300
$2,681,800
2025
$28,664 (+8.6%)
$993,000 + $1,589,300
$2,582,300
2024
$26,397 (+0.6%)
$993,000 + $1,380,800
$2,373,800
2023
$26,246 (+3.1%)
$993,000 + $1,223,700
$2,216,700
2022
$25,468 (+3.6%)
$932,800 + $1,055,300
$1,988,100
2021
$24,579 (−2.3%)
$888,500 + $1,005,100
$1,893,600
2020
$25,154 (+5.8%)
$888,500 + $1,072,100
$1,960,600
2019
$23,771 (+1.7%)
$822,900 + $1,065,200
$1,888,100
2018
$23,374 (+0.9%)
$822,900 + $1,045,500
$1,868,400
2017
$23,168 (+2.0%)
$822,900 + $1,045,500
$1,868,400
2016
$22,720 (+2.8%)
$822,900 + $1,045,500
$1,868,400
2015
$22,099 (−3.0%)
$784,100 + $1,015,500
$1,799,600
2014
$22,771 (−6.2%)
$711,200 + $1,077,600
$1,788,800
2013
$24,277 (+0.5%)
$682,900 + $1,274,900
$1,957,800
2012
$24,150 (+4.8%)
$711,200 + $1,283,000
$1,994,200
2011
$23,037 (+1.5%)
$740,600 + $1,282,000
$2,022,600
2010
$22,703 (+0.2%)
$763,300 + $1,282,000
$2,045,300
2009
$22,663
$763,300 + $1,293,200
$2,056,500
Tax history for 40 Chiltern Rd
Year
Property tax
Land + Additions
Assessment*
2026
$29,178 (+1.8%)
$1,092,500 + $1,589,300
$2,681,800
2025
$28,664 (+8.6%)
$993,000 + $1,589,300
$2,582,300
2024
$26,397 (+0.6%)
$993,000 + $1,380,800
$2,373,800
2023
$26,246 (+3.1%)
$993,000 + $1,223,700
$2,216,700
2022
$25,468 (+3.6%)
$932,800 + $1,055,300
$1,988,100
2021
$24,579 (−2.3%)
$888,500 + $1,005,100
$1,893,600
2020
$25,154 (+5.8%)
$888,500 + $1,072,100
$1,960,600
2019
$23,771 (+1.7%)
$822,900 + $1,065,200
$1,888,100
2018
$23,374 (+0.9%)
$822,900 + $1,045,500
$1,868,400
2017
$23,168 (+2.0%)
$822,900 + $1,045,500
$1,868,400
2016
$22,720 (+2.8%)
$822,900 + $1,045,500
$1,868,400
2015
$22,099 (−3.0%)
$784,100 + $1,015,500
$1,799,600
2014
$22,771 (−6.2%)
$711,200 + $1,077,600
$1,788,800
2013
$24,277 (+0.5%)
$682,900 + $1,274,900
$1,957,800
2012
$24,150 (+4.8%)
$711,200 + $1,283,000
$1,994,200
2011
$23,037 (+1.5%)
$740,600 + $1,282,000
$2,022,600
2010
$22,703 (+0.2%)
$763,300 + $1,282,000
$2,045,300
2009
$22,663
$763,300 + $1,293,200
$2,056,500
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
5
Baths
5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.9 Acres
Year renovated
—
Sq. Ft.
5,337
Year built
1953
Style
Single Family Residential
County
Middlesex County
APN
3258320S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 30, 2026.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 5
# of Covered Spaces: 5
Parking Spaces: 7
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Off Street
Laundry Features: Flooring - Vinyl, Recessed Lighting, In Basement
Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room
Interior Features
# of Rooms (Total): 11
Window Features: Skylight(s)
Flooring: Carpet, Hardwood, Stone / Slate, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Interior Features: Bathroom - Full, Window Seat, Closet/Cabinets - Custom Built, Recessed Lighting, Slider, Bonus Room, Home Office, Wet Bar
Exterior
Building Information
Building Area (Total): 5,680
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Exterior, Deck
Exterior Features: Deck
Property Information
PropertySubType: Single Family Residence
Lot Information
Lot Size (Acres): 0.9
Road Frontage Type: Public
Financial
Tax Information
Tax Annual Amount: $26,397
Tax Year: 2024
Utilities
Utility Information
Utilities: for Gas Range, for Electric Oven
Sewer: Private Sewer
Water Source: Public
Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Oil
Cooling: Central Air
Location
Location Information
Directions: Ridgeway Road to Chiltern Road
UnparsedAddress: 40 Chiltern Rd, Weston MA 02493
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Public School
Public facts
Beds: 5
Baths: 5.0
Sq. Ft.: 5,337
Stories: 2.0
Lot Size: 0.9 acres
Style: Single Family Residential
Year Built: 1953
Year Renovated: —
County: Middlesex County
APN: 3258320S
Home facts updated by county records on Jul 29, 2026
Other
Miscellaneous Information
Heat Zones: 4
Listing Information
Exclusions: Basement Washer And Dryer, Pantry And Basement Refrigerator, Tv In Family Room, (Bracket Stays)
StandardStatus: Closed
Around this home
Schools
Places
Transit
Field Elementary School
Public 4-5 • Assigned • 2.4mi
8/10
Weston Middle School
Public 6-8 • Assigned • 1.4mi
9/10
Weston High School
Public 9-12 • Assigned • 1.5mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Local insights from Redfin agents
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