29 Chester Drive
Windsor Locks, CT 06096
3 Beds
1 Bath
967 sqft (on 0.33 acres)
$260,000
Last Sold: Dec 8, 2025
0% over list $260K
$269/sqft
Est. Refi. Payment $1,863/mo*
$260,000
Last Sold: Dec 8, 2025
0% over list $260K
$269/sqft
Est. Refi. Payment $1,863/mo*
3 Beds
1 Bath
967 sqft
(on 0.33 acres)
Local Information
- Map ViewExplore the area around 29 Chester Drive.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1959
Lot Size
0.33 acres
Living Area
967 sqft
Price/Sqft
$269/sqft
Parking
None
Description
Welcome to 29 Chester Drive - a delightful ranch-style home nestled in one of Windsor Locks' most desirable neighborhoods. This three-bedroom, one bathroom house offers several recent updates, including brand-new 100-amp electrical service and stylish vinyl waterproof flooring throughout the kitchen, bathroom, and partially finished basement recreational space. New paint brightens every room - and the exterior, too - giving the home a fresh, move-in-ready feel. Step outside and enjoy the tranquil and sprawling back yard from your spacious deck - perfect for relaxing or outdoor entertaining. Don't wait - make this charming home yours just in time for the holidays!
29 Chester Drive, Windsor Locks, CT 06096 is a 3 bedroom, 1 bathroom, 967 sqft single-family home built in 1959. It last sold for the $259,900 asking price on Dec 8, 2025. It is currently off market. The Trulia Estimate is $273,800, with a rent estimate of $2,366/month.
Home Details for 29 Chester Drive
|
|---|
Interior Details Basement: Partial,Partially FinishedNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Bathroom, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 967 Square Feet |
Appliances & Utilities Appliances: Gas Range, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water HeaterDishwasherDryerRefrigeratorWasher |
Heating & Cooling Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa No Fireplace |
|
|---|
Exterior Home Features Roof: AsphaltPatio / Porch: DeckFencing: Chain LinkOther Structures: Shed(s)Foundation: Concrete PerimeterNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageParking: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 967 Square Feet |
|
|---|
Year Built Year Built: 1959 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 787633 |
|
|---|
Price List Price: $259,900Price Per Sqft: $269/sqft |
Status Change & Dates Off Market Date: Mon Nov 03 2025Possession Timing: Immediate |
|
|---|
MLS Status: Closed |
|
|---|
|
|---|
Direction & Address City: Windsor Locks |
School Information Elementary School: Per Board of EdHigh School: Windsor Locks |
|
|---|
Building Area Building Area: 967 Square Feet |
|
|---|
No HOA |
|
|---|
Lot Area: 0.33 acres |
|
|---|
BasementMls Number: 24129502Attic: Access Via HatchAttribution Contact: (860) 469-5447Above Grade Unfinished Area: 967Activation Date: Fri Oct 17 2025 |
Last check for updates: about 1 hour ago
Listed by Justin Mokerzecki, (860) 469-5447
Glanville Real Estate, (860) 372-5898
Bought with: Alma Hernandez, (860) 268-2718, Century 21 AllPoints Realty, (860) 745-2121
Source: Smart MLS, MLS#24129502
Price History for 29 Chester Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 12/08/2025 | $260,000 | Sold | Smart MLS #24129502 |
| 11/04/2025 | $259,900 | Pending | Smart MLS #24129502 |
| 10/29/2025 | $259,900 | PriceChange | Smart MLS #24129502 |
| 10/17/2025 | $275,000 | Listed For Sale | Smart MLS #24129502 |
| 12/15/2006 | $195,000 | Sold | Smart MLS #G433454 |
| 08/11/2000 | $121,000 | Sold | Smart MLS #G230832 |
| 08/03/1998 | $88,500 | Sold | N/A |
Market trends in Windsor Locks
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
7MoM
- Results are loading
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,386 |
| Assessment | $182,840 |
Home facts updated by county records
Comparable Sales for 29 Chester Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.02 | Single-Family Home | $351,000 | 08/18/25 | 3 | 1 | 967 | |
0.05 | Single-Family Home | $330,000 | 06/12/26 | 3 | 1 | 967 | |
0.14 | Single-Family Home | $240,000 | 11/14/25 | 3 | 1 | 967 | |
0.12 | Single-Family Home | $346,000 | 12/19/25 | 3 | 1 | 1,255 | |
0.24 | Single-Family Home | $318,000 | 05/28/26 | 3 | 1 | 967 | |
0.10 | Single-Family Home | $300,000 | 10/19/25 | 3 | 1.5 | 1,184 | |
0.25 | Single-Family Home | $210,000 | 02/10/26 | 3 | 1 | 1,479 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETGlanville Real Estate
OFF MARKETColdwell Banker Realty
SOLDJUN 12, 2026Naples Realty Group, LLC
OFF MARKETColdwell Banker Realty
OFF MARKETColdwell Banker Realty
SOLDMAR 17, 2026Maria Acuna Real Estate
OFF MARKETColdwell Banker Realty
OFF MARKETColdwell Banker Realty
OFF MARKETWilliam Raveis Real Estate
OFF MARKETCENTURY 21 AllPoints Realty
OFF MARKETColdwell Banker Realty
Assigned Schools
These are the assigned schools for 29 Chester Drive.
- North Street School
- PK-2
- Public
- 396 Students
NAGreatSchools RatingParent Rating AverageAllows bullying and tries to sweep it under the rug. No accountability.Parent Review1mo ago - South Elementary School
- 3-5
- Public
- 285 Students
6/10GreatSchools RatingParent Rating AverageN/AParent Review18y ago - Windsor Locks High School
- 9-12
- Public
- 383 Students
4/10GreatSchools RatingParent Rating AverageI've been to 3 highschools in my life, this was overall the most drug influenced, unsupportive, and destructive schools I've ever been to, full stop. Bullying, peer pressure to engage in dangerous behavior (drugs, violence,) and passive aggressive comments as soon as you walk in for class from the principal and vice principal made days very difficult to get through. The grading system is too complex, as it cannot be done by hand, and it doesn't show improvements made by students easily, leaving them discouraged. It follows a .5 scale, for context, and as I mentioned before, you cannot find out your own grade by hand, which is an important skill for college. Something needs to change, because it's very clear that there have been people who have really cared about this school and ALL of it's students. It doesn't seem like that care and attention is a thought here now.Other Review7mo ago - Windsor Locks Middle School
- 6-8
- Public
- 314 Students
5/10GreatSchools RatingParent Rating AverageAs a kid from this school I would not come here because the teaching is bad the school don’t care what you do a lot of kids skip class girls doing TikTok’s in bathroom and they stink boys and girls and some fights there they don’t even punish the kidsStudent Review2mo ago 
Check out schools near 29 Chester Drive.
What Locals Say about Windsor Locks
At least 84 Trulia users voted on each feature.
88 % Say car is needed
86 % Say parking is easy
80 % Say it's dog friendly
71 % Say yards are well-kept
70 % Say there are sidewalks
69 % Say there's holiday spirit
67 % Say people would walk alone at night
65 % Say kids play outside
61 % Say streets are well-lit
61 % Say it's quiet
59 % Say there's wildlife
52 % Say they plan to stay for at least 5 years
43 % Say it's walkable to restaurants
41 % Say neighbors are friendly
29 % Say it's walkable to grocery stores
21 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
NEW - 1 DAY AGOPET FRIENDLYINCOME RESTRICTED$2,110 - $2,495/moFees may apply1-2 bd1-2 baMontgomery Mill Apartments | 25 Canal Bank Rd,
Windsor Locks, CT 06096
NEW - 1 DAY AGOPET FRIENDLYTotal price$1,721 - $2,502/mo1-2 bd1-2 baEagle Rock Apartments at Enfield | 1 Gatewood Dr,
Enfield, CT 06082
PET FRIENDLY$1,475 - $2,095/moFees may apply1-2 bd1 baMagnolia Place Apartments | 21 Spring St,
Windsor Locks, CT 06096
SENIOR HOUSINGPET FRIENDLY$1,675 - $2,045/moFees may apply1-2 bd1 baEmerald Reserve East Windsor | 20 North Rd,
East Windsor, CT 06088
PET FRIENDLY
PET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLY- APPLY INSTANTLYPET FRIENDLY
See more homes for rent inWindsor Locks
Explore by feature - Pet Friendly
- NEW - 1 DAY AGOPET FRIENDLYINCOME RESTRICTED$2,110 - $2,495/moFees may apply1-2 bd1-2 baMontgomery Mill Apartments | 25 Canal Bank Rd,
Windsor Locks, CT 06096 - SPECIAL OFFERPET FRIENDLY
- PET FRIENDLY$1,475 - $2,095/moFees may apply1-2 bd1 baMagnolia Place Apartments | 21 Spring St,
Windsor Locks, CT 06096 - APPLY INSTANTLYPET FRIENDLY
PET FRIENDLY
PET FRIENDLY
Explore by feature - Air Conditioning
- SPECIAL OFFERPET FRIENDLY
- PET FRIENDLY
- APPLY INSTANTLY
- PET FRIENDLY
PET FRIENDLYFURNISHED
Homes for sale near 29 Chester Drive
NEWOPEN SUN, 10-11:30AM0.36 ACRESKeller Williams Realty-Longmdw
NEWOPEN THU, 4-6PMCOMING SOON 7/230.29 ACRESBetter Homes and Gardens Real Estate Executive Real Estate
1.13 ACRESColdwell Banker Realty
1 ACRERealty One Group Cutting Edge
0.36 ACRESTorbello Real Estate Advisors
See more homes for sale inWindsor Locks
Off Market Homes Near 29 Chester Drive
SOLDJUL 20, 2026Merrigan & Lefebvre Realty
SOLDJUL 20, 2026Merrigan & Lefebvre Realty
SOLDJUL 17, 2026William Raveis Real Estate
SOLDJUL 15, 2026Anthony J Greco JR Real Estate
SOLDJUL 15, 2026William Raveis/First Town RE
SOLDJUL 10, 2026Century 21 AllPoints Realty- See more homes for sale inWindsor Locks
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.