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27 Circle Drive

Ashford, Connecticut 06278

ACTIVE - NEW$225,000
Beds
2
Baths
1
SqFt
1,070
Acres
0.19
Year Built
1959
Matt Caiola

Matt Caiola

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1 Fireplace

About This Home

Welcome to 27 Circle Drive, a charming 2-bedroom, 1-bath home nestled in the desirable Lake Chaffee community! Offering a wonderful blend of comfort, character, and potential, this inviting home features a spacious living room with an open layout, creating a warm and welcoming atmosphere for everyday living and entertaining. The generously sized kitchen offers ample space for cooking and gathering, along with a separate dining area. The main-level bathroom features both a separate shower and whirlpool tub, providing the perfect place to relax and unwind. Upstairs, you'll find two spacious bedrooms, including one with the potential to be reconfigured to accommodate an additional room, ideal for a home office, nursery, or guest space. While the home offers a comfortable and functional layout, it also presents a wonderful opportunity for buyers to bring their own style and personal touches through cosmetic updates and improvements. Step outside to enjoy the deck overlooking the expansive yard, with property extending to the opposite side of Circle Drive, offering plenty of room for outdoor activities, gardening, and entertaining. Enjoy all that the Lake Chaffee community has to offer, including access to two beaches and a boat launch, perfect for swimming, kayaking, and enjoying the outdoors. Conveniently located near I-84, approximately 30 minutes to Hartford and 35 minutes to Worcester, this property offers a wonderful balance of peaceful lake community living.

Key Facts

City/Town
Ashford
Neighborhood
N/A
Property / Style
Single Family · Cottage
Year Built
1959
Days on Market
0 days
Beds
2
Baths
1 full
Living Area
1,070 sq ft
Lot Size
0.19 acres
Property Taxes
$3,643 / Annually

Market Snapshot

The Ashford Market

Single Family · trailing 12 months

Median Days on Market

38

21 active listings

Median $ / Sq Ft

$241

21 active listings

Sale-to-List Ratio

100.0%

40 sales

How this home compares

List Price

$225,000

vs $477,999 median

52.9% below median

Price / Sq Ft

$210

vs $241 median

12.9% below median

Days on Market

0 days

vs 38 days median

38 days fresher than median

Based on 21 active and 40 closed sales (trailing 12 mo) of single family in Ashford. Source: SmartMLS · As of November 14, 2026.

Location

27 Circle Drive, Ashford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,590

per month

  • Principal & Interest$1,211
  • Property Taxes$304
  • Insurance$75
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Ashford
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Cottage
Year Built
1959
New Construction
No/Resale
Living Area
1,070 sq ft

Schools

Elementary
Ashford
High
Smith

Interior

Heating
Hot Air
Heat Fuel
OilOther
Cooling
Ceiling Fans
Fireplaces
1
Laundry
Main Level
Appliances
Oven/RangeRefrigeratorWasherDryer
Basement
Crawl SpaceUnfinished
Interior Features
Cable - AvailableOpen Floor Plan

Exterior & Lot

Lot Size
0.19 acres
Zoning
RA
Waterfront Details
Walk to WaterBeach RightsAccess
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
yellow
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Deck
Lot Description
Lightly WoodedLevel Lot

Listing & Financials

Property Taxes
$3,643 / Annually
Days on Market
0
MLS #
24221377
MLS Status
Active

Similar Properties

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Listed By

Brian Burke

(860) 798-3272

Coldwell Banker Realty

(860) 231-2600

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 11/14/2026. 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 11/14/2026 at 5:45 AM UTC.