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26 Greenwood Circle

Seymour, Connecticut 06483

PENDING$539,000
Beds
3
Baths
2 | 1
SqFt
2,256
Acres
0.59
Year Built
1990
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

About This Home

** BEST AND FINAL BY THURSDAY 7/16 9AM PLEASE ** Welcome to 26 Greenwood Circle, an immaculate 3-bedroom, 2.5-bathroom Colonial that perfectly blends classic elegance with pride of ownership. Each bedroom comes complete with its own walk-in closet. The primary suite features an additional cedar closet and full bathroom. Lovingly cared for and meticulously maintained by the same family for over 20 years, this 2,256 sq. ft. home shines with an unmatched attention to detail from the moment you step through the door. The thoughtfully decorated interior offers a warm, inviting floor plan featuring spacious rooms, flawless finishes, and a cozy fireplace ideal for gathering. Every corner of this home has been kept in pristine condition, offering a true move-in-ready experience for its next chapter. Step off the back deck to discover a private, 0.59-acre backyard oasis. Years of craftsmanship has been poured into creating a custom garden sanctuary, complete with winding stone pathways, lush perennial landscaping, and peaceful spaces to unwind. This property is looking for its next dedicated caretaker to carry on the rich appreciation, love, and care that built it. (3) A/C units, (2) dehumidifiers, (2) space heaters for basement, and a basement refrigerator will stay with the property. Some furniture may also be available to purchase separately. Schedule your private tour today to experience this true real estate gem.

Key Facts

City/Town
Seymour
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1990
Days on Market
20 days
Beds
3
Baths
2 full · 1 half
Living Area
2,256 sq ft
Lot Size
0.59 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$8,885 / Annually

Market Snapshot

The Seymour Market

Single Family · trailing 12 months

Median Days on Market

24

19 active listings

Median $ / Sq Ft

$231

19 active listings

Sale-to-List Ratio

100.2%

128 sales

How this home compares

List Price

$539,000

vs $499,000 median

8.0% above median

Price / Sq Ft

$239

vs $231 median

In line with median

Days on Market

20 days

vs 24 days median

4 days fresher than median

Based on 19 active and 128 closed sales (trailing 12 mo) of single family in Seymour. Source: SmartMLS · As of July 28, 2026.

Location

26 Greenwood Circle, Seymour, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,668

per month

  • Principal & Interest$2,748
  • Property Taxes$740
  • Insurance$180
  • HOA$0

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

Location

City/Town
Seymour
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1990
New Construction
No/Resale
Living Area
2,256 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
BaseboardHot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Laundry
Main Level
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullInterior AccessFull With Hatchway
Interior Features
Auto Garage Door OpenerCable - Available
Additional Rooms
FoyerLaundry Room

Exterior & Lot

Lot Size
0.59 acres
Zoning
R-40
Garage / Parking
2 garage spaces6 total parking spacesAttached GaragePavedDrivewayAsphalt
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
SidewalkShedDeckGuttersGarden Area
Lot Description
Lightly WoodedLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$8,885 / Annually
Days on Market
20
MLS #
24174821
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Alison Anton

(203) 747-1772

RE/MAX One

(860) 444-7362

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.