35 Chessor Ln
Wilton, CT 06897
South Wilton
5 Beds
7 Baths
5,996 sqft (on 2.46 acres)
5 Beds
7 Baths
5,996 sqft
(on 2.46 acres)
Local Information
- Map ViewExplore the area around 35 Chessor Ln.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Classic, traditional design built in 2006 with exceptional details and finishes. Quiet formality and supremely comfortable living. Stunning gourmet kitchen with butlers pantry, both with furniture quality cabinetry. This home includes five bedrooms, seven baths and expansive recreation level including a handsome wine cellar, all privately sited in a South Wilton cul-de-sac neighborhood. Enjoy complete tranquility with gunite in-ground pool, summer kitchen, outdoor fireplace and lovely landscaping and patio. See addendum for exclusions and inclusions. 1,222 square footage in lower level.
35 Chessor Ln, Wilton, CT 06897 is a 5 bedroom, 7 bathroom, 5,996 sqft single-family home in South Wilton, built in 2006. It last sold for $1,880,000 on Feb 27, 2015. It is currently off market. The Trulia Estimate is $2,939,700, with a rent estimate of $18,299/month.
Home Highlights
Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 35 Chessor Ln
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Interior Details BasementAtticNumber of Rooms: 14Types of Rooms: LibraryWet Bar |
Heating & Cooling Heating: Forced Air, Other, Oil, OtherAir ConditioningCooling System: Central, OtherHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 3Floors: Hardwood |
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa FireplaceHot Tub or Spa |
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Exterior Home Features Roof: AsphaltDeckExterior: WoodPatio |
Pool Pool |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 2006 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 2.46 acres |
Price History for 35 Chessor Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 02/27/2015 | $1,880,000 | Sold | Smart MLS #99074328 |
| 08/26/2014 | $1,995,000 | Listed For Sale | Agent Provided |
| 07/05/2007 | $2,275,000 | Sold | Smart MLS #98325383 |
| 08/30/2005 | $650,000 | Sold | N/A |
| 06/29/2001 | $400,000 | Sold | N/A |
Market trends in Wilton
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
66
7MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $34,605 |
| Assessment | $1,417,640 |
Home facts updated by county records
Comparable Sales for 35 Chessor Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $2,350,000 | 09/05/25 | 5 | 4.5 | 5,352 | |
0.11 | Single-Family Home | $2,650,000 | 03/04/26 | 5 | 5 | 5,288 | |
0.40 | Single-Family Home | $1,860,044 | 07/01/26 | 5 | 3.5 | 4,324 | |
0.29 | Single-Family Home | $1,300,000 | 06/29/26 | 5 | 3 | 2,452 | |
0.75 | Single-Family Home | $1,600,000 | 06/30/26 | 5 | 4 | 4,843 | |
0.17 | Single-Family Home | $1,003,000 | 10/22/25 | 3 | 3 | 1,854 | |
0.29 | Single-Family Home | $1,290,000 | 06/25/26 | 3 | 2.5 | 2,496 | |
1.02 | Single-Family Home | $2,630,000 | 05/04/26 | 5 | 5 | 4,899 | |
0.85 | Single-Family Home | $1,450,000 | 10/08/25 | 6 | 4.5 | 4,548 | |
0.70 | Single-Family Home | $1,310,000 | 12/15/25 | 5 | 3.5 | 3,357 |
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Assigned Schools
These are the assigned schools for 35 Chessor Ln.
- Cider Mill School
- 3-5
- Public
- 831 Students
9/10GreatSchools RatingParent Rating AverageGreat experience with 2 kids so farParent Review7y ago - Middlebrook School
- 6-8
- Public
- 852 Students
10/10GreatSchools RatingParent Rating AverageThe leadership and teachers at Middlebrook are the best I've known. This is so important for this age group. They really handle the challenges of middle school years so well. My children are very different from each other and they helped both of my children find their place and succeed academically. They had great middle school friends and and some of their favorite teachers. Not many can say that about middle school!Parent Review4y ago - Miller-Driscoll School
- PK-2
- Public
- 845 Students
NAGreatSchools RatingParent Rating AverageMy family has had terrible experiences with this school. The teachers cannot be bothered to communicate with parents or care about the kids enrolled. The curriculum is boring and does nothing to challenge the many bright kids at the school. The administrators care even less about the kids than the teachers do. They use screens to babysit the kids a lot. The only bright spot is the pretty building which does not make up for everything else. I actually don’t understand how this is a good school district.Parent Review5mo ago - Wilton High School
- 9-12
- Public
- 1202 Students
10/10GreatSchools RatingParent Rating AverageWe had an amazing experience with the Wilton school system. The AP classes offered helped us to get read for college and the teachers are incredibly helpful and kind. They educate the whole child, and care about the students. In today’s world, this is rare but the educators here are amazing educators and kind people. We moved to Wilton for the school system and it was a great decision.Parent Review1y ago 
Check out schools near 35 Chessor Ln.
Neighborhood Overview
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