21 Twin Circle Drive
Trumbull, Connecticut 06611
Reduced from $699,999
- Beds
- 3
- Baths
- 2
- SqFt
- 1,824
- Acres
- 1.03
- Year Built
- 1961
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
53
45 under contract
Median List Price
$699,000
53 active listings
Median Closed Price
$680,000
303 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per 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
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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.