Skip to main content

21 Twin Circle Drive

Trumbull, Connecticut 06611

ACTIVE$769,000
Beds
3
Baths
2
SqFt
1,725
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.

Call Matt
Pool2-Car Garage1 Fireplace

About This Home

Discover refined single level living in this beautifully updated ranch, set on a grassy one acre estate like lot that offers privacy, space, and a true resort style lifestyle. The grounds feature an in ground pool paired with a two shower pool house, creating a private retreat perfect for summer relaxation and sophisticated entertaining. Inside, the home blends modern updates with timeless comfort, highlighted by a light-filled three-season porch overlooking the expansive property. An oversized garage provides exceptional storage and hobby space, while the walk-up attic offers exciting potential for future expansion or a custom studio suite. A full unfinished basement adds even more possibilities - ideal for storage, a workshop, or future finished living space tailored to your needs. A rare offering that combines land, luxury amenities, and room to grow - delivering an elevated lifestyle in a beautifully relaxed setting.

Key Facts

City/Town
Trumbull
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1961
Days on Market
13 days
Beds
3
Baths
2 full
Living Area
1,725 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

27

40 active listings

Median $ / Sq Ft

$290

40 active listings

Sale-to-List Ratio

102.3%

322 sales

How this home compares

List Price

$769,000

vs $784,450 median

In line with median

Price / Sq Ft

$446

vs $290 median

53.8% above median

Days on Market

13 days

vs 27 days median

14 days fresher than median

Based on 40 active and 322 closed sales (trailing 12 mo) of single family in Trumbull. Source: SmartMLS · As of July 28, 2026.

Location

21 Twin Circle Drive, Trumbull, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,101

per month

  • Principal & Interest$3,921
  • Property Taxes$924
  • Insurance$256
  • 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
1,725 sq ft

Schools

Elementary
Booth Hill
High
Trumbull

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Appliances
Electric RangeMicrowaveRefrigeratorDishwasher
Basement
Full
Additional Rooms
Foyer

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
GuniteHeatedPool HouseIn Ground Pool
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
PorchStone WallPatio
Lot Description
Level LotOn Cul-De-SacRolling

Listing & Financials

Property Taxes
$11,086 / Annually
Days on Market
13
MLS #
24191152
MLS Status
Active
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 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 6:50 AM UTC.