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21 Twin Circle Drive

Trumbull, Connecticut 06611

PENDING$694,999

Reduced from $699,999

Beds
3
Baths
2
SqFt
1,824
Acres
1.03
Year Built
1961
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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Pool2-Car Garage2 FireplacesPrice Reduced

About This Home

Experience refined singlelevel living in this beautifully updated ranch, perfectly set on a lush oneacre, estatelike lot on a quiet culdesac-offering privacy, space, and a true resortstyle atmosphere. The expansive grounds center around an inviting inground pool and a pool house with dual showers, creating an ideal backdrop for summer relaxation and effortless entertaining. Inside, modern updates blend seamlessly with timeless comfort. A sunlit threeseason porch overlooks the sweeping property, creating a serene transition between indoor and outdoor living. The oversized garage delivers exceptional storage and hobby space, while the walkup attic presents exciting potential for future expansion or a custom studio suite. A full unfinished basement adds even more flexibility-perfect for storage, a workshop, or future finished living space tailored to your vision. Adding to its rarity, owner financing is available, offering a unique opportunity to secure this exceptional property with added convenience and flexibility. A distinctive offering that combines land, luxury amenities, and room to grow-delivering an elevated lifestyle in a beautifully relaxed culdesac setting.

Key Facts

City/Town
Trumbull
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1961
Days on Market
47 days
Beds
3
Baths
2 full
Living Area
1,824 sq ft
Lot Size
1.03 acres
Garage / Parking
2 garage
Property Taxes
$11,086 / Annually

Market Snapshot

The Trumbull Market

Single Family · trailing 12 months

Median Days on Market

26

53 active listings

Median $ / Sq Ft

$308

53 active listings

Sale-to-List Ratio

102.2%

303 sales

How this home compares

List Price

$694,999

vs $699,000 median

In line with median

Price / Sq Ft

$381

vs $308 median

23.7% above median

Days on Market

47 days

vs 26 days median

21 days longer than median

Based on 53 active and 303 closed sales (trailing 12 mo) of single family in Trumbull. Source: SmartMLS · As of October 5, 2026.

Location

21 Twin Circle Drive, Trumbull, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,960

per month

  • Principal & Interest$3,804
  • Property Taxes$924
  • Insurance$232
  • HOA$0

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

Location

City/Town
Trumbull
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Ranch
Year Built
1961
New Construction
No/Resale
Living Area
1,824 sq ft

Schools

Elementary
Booth Hill
High
Trumbull

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
2
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
Full

Exterior & Lot

Lot Size
1.03 acres
Zoning
AA
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
GunitePool HouseIn Ground Pool
Construction
Cedar
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly WoodedLevel LotSloping LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$11,086 / Annually
Days on Market
47
MLS #
24200491
MLS Status
Under Contract - Continue to Show
Financing
FHA,VA,CHFA,Owner Financing

Similar Properties

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

Listed By

Jim Stobie

(203) 218-5895

Berkshire Hathaway NE Prop.

(203) 255-2800

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/5/2026. 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 10/5/2026 at 10:25 PM UTC.