18 Hilltop Drive #18
Windham, Connecticut 06256
- Beds
- 5
- Baths
- 2 | 1
- SqFt
- 1,758
- Year Built
- 1998
- Neighborhood
- North Windham
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to desirable Oak Forest Village. This move-in-ready home offers one of the most spacious floor plans in the complex, with 3 bedrooms on the main floor and 2 on the lower level for ample room to spread out. With two and a half baths, enjoy the privacy of a primary bedroom with an en suite full bath. The open-concept living space features a remodeled kitchen with modern two-tone cabinets, stainless steel appliances, granite countertops and a breakfast bar, along with a designated dining area and a spacious living room with a vaulted ceiling. Perfect for both quiet nights in and holiday hosting. The hardwood floors were just refinished in preparation for the sale, and the half bath in the finished lower level was recently remodeled as well. A 2-car garage with automatic openers offers easy access and additional storage, while the deck and backyard provide space for gatherings, gardening, and outdoor relaxation. You're conveniently close to many amenities, including shopping, dining, golf, ECSU plus the Charles H. Barrows STEM Academy right on Tuckie Rd, and walking trails right behind the neighborhood. All ready and waiting for you!
Key Facts
- City/Town
- Windham
- Neighborhood
- North Windham
- Property / Style
- Condo · Single Family Detached
- Year Built
- 1998
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 2 full · 1 half
- Living Area
- 1,758 sq ft
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $5,607 / Annually
- HOA Fee
- $90 / Monthly
Market Snapshot
The Windham Market
Condo · trailing 12 months
Active Listings
4
3 under contract
Median List Price
$212,500
4 active listings
Median Closed Price
$205,000
7 sales
Median Days on Market
17
4 active listings
Median $ / Sq Ft
$195
4 active listings
Sale-to-List Ratio
102.6%
7 sales
How this home compares
List Price
$315,000
vs $212,500 median
48.2% above median
Price / Sq Ft
$179
vs $195 median
8.2% below median
Days on Market
0 days
vs 17 days median
17 days fresher than median
Based on 4 active and 7 closed sales (trailing 12 mo) of condo in Windham. Source: SmartMLS · As of August 29, 2026.
Location
18 Hilltop Drive #18, Windham, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$1,619
- Property Taxes$467
- Insurance$105
- HOA$90
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windham
- Neighborhood
- North Windham
- County
- Windham
Residence
- Property Type
- Condo
- Subtype
- Condominium
- Style
- Single Family Detached
- Year Built
- 1998
- New Construction
- No/Resale
- Living Area
- 1,758 sq ft
- Below Grade
- 396 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Laundry
- Lower Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- Full
Exterior & Lot
- Zoning
- PDD1
- Garage / Parking
- 2 garage spaces2 total parking spacesUnder House GaragePavedOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Lot Description
- Sloping Lot
HOA / Association
- Fee
- $90 / Monthly
Listing & Financials
- Property Taxes
- $5,607 / Annually
- Days on Market
- 0
- MLS #
- 24202946
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/29/2026 at 5:45 PM UTC.