Perched at the end of a peaceful South Wilton cul-de-sac, 43 Chessor Lane is a rare opportunity to own a custom-built masterpiece crafted by one of the area's most respected builders-for his own family. Designed with uncompromising quality and exceptional attention to detail, this home combines timeless elegance with cutting-edge technology for an elevated lifestyle. A new sweeping Belgian block-lined drive welcomes you to over 5,000 SF of refined living space, where thick crown moldings, coffered ceilings, and hand-finished millwork make a lasting impression. The sun-drenched chef's kitchen flows seamlessly into the family room, where a retractable projection screen and built-in surround sound create the ultimate home theater experience. A whole-house CAT 5 network, Control4 system, and six audio zones allow smart customization throughout. The primary suite features a spa-inspired bath, private sitting room, and balcony retreat. With five spacious bedrooms and 4.5 baths, every space is thoughtfully designed - with room for third floor expansion. A walk-out lower level with fireplace offers added living space and flexibility. Outside, professionally landscaped grounds offer room for pool, a bluestone patio, built-in fireplace, and intimate garden paths. Located within Wilton's award-winning school district and just minutes to shops, train, and town center-this home embodies both privacy and connection in one extraordinary setting.
Sold for $2,350,000
$2,350,000
43 Chessor Lane, Wilton, CT 06897
5beds
5,352sqft
Single Family Residence
Built in 2004
1.31 Acres Lot
$2,529,300 Zestimate®
$439/sqft
$-- Estimated rent
Home value
$2,529,300
$2.28M - $2.83M
Not available
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Cindy Raney & Team,
Cindy Raney 203-257-8320,
Coldwell Banker Realty 203-227-8424,
Co-Listing Agent: Adrienne Schoetz 917-826-5345,
Coldwell Banker Realty
Bought with:
Cheryl Williams, RES.0800406
Brown Harris Stevens
Source: Smart MLS,MLS#: 24104186
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room, Exercise Room, Roughed-In Bath
Primary bedroom
- Features: Balcony/Deck, Gas Log Fireplace, Full Bath, Sliders, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: Cathedral Ceiling(s), Beamed Ceilings, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bathroom
- Features: Hardwood Floor
- Level: Main
Bathroom
- Level: Upper
Dining room
- Features: Fireplace, Hardwood Floor
- Level: Main
Family room
- Features: Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: Breakfast Bar, Dining Area, Kitchen Island, Pantry, Patio/Terrace, Hardwood Floor
- Level: Main
Living room
- Features: Hardwood Floor
- Level: Main
Office
- Features: Hardwood Floor
- Level: Main
Rec play room
- Features: Fireplace, Wall/Wall Carpet
- Level: Lower
Heating
- Forced Air, Zoned, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Sound System, Central Vacuum, Open Floorplan, Entrance Foyer
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full,Heated,Storage Space,Cooled,Interior Entry,Partially Finished
- Attic: Storage,Walk-up
- Number of fireplaces: 5
Interior area
- Total structure area: 5,352
- Total interior livable area: 5,352 sqft
- Finished area above ground: 4,872
- Finished area below ground: 480
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Patio
- Exterior features: Balcony, Garden, Lighting, Stone Wall, Underground Sprinkler
Lot
- Size: 1.31 Acres
- Features: Dry, Level, Sloped, Cul-De-Sac, Landscaped
Details
- Parcel number: 1926674
- Zoning: R-1
- Other equipment: Generator Ready, Entertainment System
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Stone
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2004
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Underground Utilities, Cable Available
Green energy
- Energy efficient items: Thermostat, Windows
Community & HOA
Community
- Features: Golf, Health Club, Library, Medical Facilities, Playground, Shopping/Mall
- Security: Security System
- Subdivision: South Wilton
HOA
- Has HOA: No
Location
- Region: Wilton
Financial & listing details
- Price per square foot: $439/sqft
- Tax assessed value: $1,339,240
- Annual tax amount: $32,691
- Date on market: 6/15/2025
- Exclusions: Please see list of Inclusions/Exclusions
Price history
| Date | Event | Price |
|---|---|---|
| 9/5/2025 | Sold | $2,350,000+4.4%$439/sqft |
Source:  Smart MLS #24104186 Report a problem | ||
| 7/3/2025 | Pending sale | $2,250,000$420/sqft |
Source: Smart MLS #24104186 Report a problem | ||
| 6/19/2025 | Listed for sale | $2,250,000+8.4%$420/sqft |
Source: Smart MLS #24104186 Report a problem | ||
| 5/8/2006 | Sold | $2,075,000$388/sqft |
Source: Smart MLS #98268194 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $32,691 +2% | $1,339,240 |
| 2024 | $32,061 +10.4% | $1,339,240 +34.9% |
| 2023 | $29,046 +3.7% | $992,670 |
| 2022 | $28,023 +1.3% | $992,670 |
| 2021 | $27,666 +1.5% | $992,670 |
| 2020 | $27,259 -3.8% | $992,670 |
| 2019 | $28,331 -1.1% | $992,670 -2.3% |
| 2018 | $28,633 +1.5% | $1,015,700 |
| 2017 | $28,206 +1.6% | $1,015,700 |
| 2016 | $27,769 +1.9% | $1,015,700 |
| 2015 | $27,251 +1.2% | $1,015,700 |
| 2014 | $26,926 +2% | $1,015,700 |
| 2013 | $26,398 +0.9% | $1,015,700 -18.3% |
| 2012 | $26,174 +1% | $1,243,410 |
| 2011 | $25,925 +3.4% | $1,243,410 |
| 2010 | $25,067 +3% | $1,243,410 |
| 2009 | $24,346 +1.4% | $1,243,410 |
| 2008 | $24,010 -9.6% | $1,243,410 +13.5% |
| 2007 | $26,552 +3.6% | $1,095,850 |
| 2006 | $25,632 +3.7% | $1,095,850 |
| 2005 | $24,711 +130.9% | $1,095,850 +119.9% |
| 2004 | $10,704 +99.4% | $498,330 +86.6% |
| 2003 | $5,368 +72.7% | $267,050 +141.5% |
| 2001 | $3,109 +8.5% | $110,600 |
| 2000 | $2,866 +7.6% | $110,600 |
| 1999 | $2,663 | $110,600 |
Find assessor info on the county website
Neighborhood: South Wilton
Nearby homes
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Nearby schools
GreatSchools rating
- NAMiller-Driscoll SchoolGrades: PK-2Distance: 0.8 mi
- 10/10Middlebrook SchoolGrades: 6-8Distance: 2.4 mi
- 10/10Wilton High SchoolGrades: 9-12Distance: 3 mi
Schools provided by the listing agent
- Elementary: Miller-Driscoll
- Middle: Middlebrook
- High: Wilton
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$2,529,300
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Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$2,529,300
2% more
+$50,586
With Zillow Showcase(estimated)
$2,579,886
- Connecticut
- Fairfield County
- Wilton
- 06897
- South Wilton
- 43 Chessor Lane
