$357,600
- 3 Beds
- 1.5 Baths
- 1,728 sqft (on 0.54 acres)
14 OAKWOOD Drive, Windham, CT 06280
Est. Refi. Payment $2,471/mo*
Refinance Your HomeCurrently Off Market - Sold Mar 5, 2025 for $325,000
Home Value
Trulia Estimate
$358KSince last month
Increased$2K (+0.5%)Since last year
Increased$25K (+7.4%)Since last sale
Increased$31K (+9.5%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +90% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $356K |
| August 2026 | $358K |
| July 2026 | $354K |
| June 2026 | $352K |
| May 2026 | $351K |
| April 2026 | $350K |
| March 2026 | $349K |
| February 2026 | $350K |
| January 2026 | $340K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $435,000 | 10/30/25 | 4 | 2.5 | 2,288 | |
0.64 | Single-Family Home | $360,000 | 09/30/25 | 3 | 2.5 | 1,590 | |
0.70 | Single-Family Home | $360,000 | 03/06/26 | 3 | 2 | 2,896 | |
1.18 | Single-Family Home | $361,000 | 12/04/25 | 3 | 2 | 2,144 | |
0.94 | Single-Family Home | $255,000 | 01/22/26 | 3 | 2.5 | 2,248 | |
0.99 | Single-Family Home | $430,000 | 10/06/25 | 3 | 2.5 | 1,792 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.06 | $323,300 | 3 | 1 | 1,220 | Off Market | |
0.05 | $463,100 | 4 | 2.5 | 2,288 | Off Market | |
0.11 | $217,300 | 1 | 1 | 555 | Off Market | |
0.13 | $302,200 | 3 | 1 | 1,092 | Off Market | |
0.19 | $346,300 | 4 | 1.5 | 2,660 | Off Market | |
0.54 | - | - | - | - | Off Market | |
0.64 | $325,400 | 3 | 1 | 1,480 | Off Market | |
0.64 | $391,400 | 3 | 2.5 | 1,590 | Off Market | |
0.76 | $420,000 | 3 | 1.5 | 1,444 | Off Market | |
0.80 | $385,600 | 4 | 1.5 | 1,526 | Off Market | |
0.84 | $419,900 | 3 | 2 | 1,600 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1960
0.54 acre lot
1,728 sqft
$207/sqft
2 Car Garage
About this House
Nestled in a quiet, walkable neighborhood surrounded by nature, this 3-bed, 1.5-bath Cape exudes comfort and practicality. The first-floor primary bedroom and full bath offer effortless accessibility, while the additional bedrooms provide cozy retreats upstairs. An office room on the main level is perfect for remote work or study. Step into the heart of the home, where a working fireplace creates a warm ambiance while you watch the snow fall outside of the big picture window. The classic kitchen opens to the dining room on one side, and the spacious breezeway on the other which gives plenty of options for when you whip up whatever specialty you care to share. Keep your car protected or just tinker about in the large 2-car garage. The fenced-in backyard provides a private oasis for outdoor gatherings, playtime, or simply relaxing in the fresh air. It's all here for you, with a brand-new roof and updated electrical panel, ensuring peace of mind for years to come. Main-floor laundry simplifies your daily routine, and abundant closet space ensures plenty of storage. Set in a serene location with natural beauty all around, yet only a few minutes from downtown, this property offers a tranquil lifestyle without sacrificing modern amenities. Don't miss this opportunity-schedule your tour today!
14 OAKWOOD Drive, Windham, CT 06280 is a 3 bedroom, 2 bathroom, 1,728 sqft single-family home built in 1960. It last sold for $325,000 on Mar 5, 2025 (8% above the $300,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $357,600, with a rent estimate of $2,750/month.
Last check for updates: about 7 hours ago
Listed by Stephen Daly, (860) 771-3992
LPT Realty, (877) 366-2213
Bought with: Elijah Dialo Sheen, (860) 538-3726, Santana Realty Group LLC, (860) 977-2703
Source: Smart MLS, MLS#24069412

Home Details for 14 OAKWOOD Drive
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Interior Details Basement: FullNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Office |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1728 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Hot Water,OilHas CoolingAir Conditioning: Ceiling Fan(s),Wall Unit(s),Window Unit(s)Has HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
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Exterior Home Features Roof: AsphaltFencing: Full, Chain LinkExterior: BreezewayFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Paved,Off Street,Driveway |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 1728 Square Feet |
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Year Built Year Built: 1960 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod |
Building Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 2289798 |
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Price List Price: $300,000 |
Status Change & Dates Off Market Date: Tue Jan 28 2025Possession Timing: Immediate |
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MLS Status: Closed |
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Direction & Address City: Windham |
School Information Elementary School: Per Board of EdHigh School: Per Board of Ed |
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Building Area Building Area: 1728 Square Feet |
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No HOA |
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Lot Area: 0.54 acres |
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BasementMls Number: 24069412Attic: Access Via HatchAbove Grade Unfinished Area: 1728 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Mar 5, 2025 Source: Smart MLS #24069412 | Sold | $325,000 |
Jan 24, 2025 Source: Smart MLS #24069412 | Listed For Sale | $300,000 |
Feb 18, 2003 Source: N/A | Sold | $150,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $5,928 | $198,590 |
Home facts updated by county records
Market trends in Windham
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
8
5MoM
Around this home
What Locals Say about Windham
At least 25 Trulia users voted on each feature.
76 % Say car is needed
74 % Say parking is easy
74 % Say it's quiet
70 % Say there's wildlife
68 % Say it's dog friendly
67 % Say yards are well-kept
57 % Say kids play outside
53 % Say people would walk alone at night
52 % Say neighbors are friendly
47 % Say there's holiday spirit
41 % Say streets are well-lit
37 % Say it's walkable to restaurants
36 % Say there are community events
32 % Say there are sidewalks
32 % Say they plan to stay for at least 5 years
30 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

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.
Frequently asked questions about 14 OAKWOOD Drive
- What is 14 OAKWOOD Drive estimated to be worth?Trulia's estimated value for 14 OAKWOOD Drive in Windham, CT is $357,600.
- What is the price history for 14 OAKWOOD Drive?14 OAKWOOD Drive in Windham, CT last sold for $325,000 in March 2025.
- Is Windham a buyer's or seller's market?Windham is currently a seller's market, based on recent for-sale activity.
- What do residents say about Windham?Residents describe Windham, CT as easy to park in, quiet, and dog-friendly. Most residents say you need a car. See recently sold homes in Windham, CT.
- Does 14 OAKWOOD Drive have air conditioning?Yes, 14 OAKWOOD Drive in Windham, CT has air conditioning.
- Does 14 OAKWOOD Drive have laundry facilities?Yes, 14 OAKWOOD Drive in Windham, CT has in-unit laundry.