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18 Hilltop Drive #18

Windham, Connecticut 06256

ACTIVE - NEW$315,000
Beds
5
Baths
2 | 1
SqFt
1,758
Year Built
1998
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage

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

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

Property + 6 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,281

per 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

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Listed By

Anne Newmyer

(860) 377-1726

Simply Sold Real Estate

(860) 786-7277

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.