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7 Bailey Drive

Guilford, Connecticut 06437

ACTIVE$725,000
Beds
3
Baths
2 | 1
SqFt
3,342
Acres
1.40
Year Built
1988
Matt Caiola

Matt Caiola

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1 Fireplace

About This Home

Back on the market through no fault of the home the previous buyers' financing fell through. A full inspection was completed with no requests made. Their loss is your second chance.Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the open-concept kitchen anchors it all: granite island, stainless appliances, and a sightline that runs straight to the brick fireplace in the family room, so whoever's cooking never misses a moment. When the weather turns, this is a cozy-nights-by-the-fire kind of home. The flexible main level keeps up with real life a bonus room off the dining area ready to become a walk-in pantry or office, and a den with half bath that could be a second office, opening to a 675 sq ft studio that's begging to be a home gym, workshop, creative space, or garage once again. Upstairs, the freshly painted primary suite with brand-new carpet stretches nearly 40 feet sitting room, walk-in closet, private laundry, full bath, and French doors to your own balcony over the treetops. Two additional bedrooms serviced by an updated full bath, a floored walk-up attic, central air (2025), and 3,300+ sq ft of room to grow.

Key Facts

City/Town
Guilford
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1988
Days on Market
52 days
Beds
3
Baths
2 full · 1 half
Living Area
3,342 sq ft
Lot Size
1.40 acres
Garage / Parking
5 total
Property Taxes
$12,334 / Annually

Market Snapshot

The Guilford Market

Single Family · trailing 12 months

Median Days on Market

62

37 active listings

Median $ / Sq Ft

$425

37 active listings

Sale-to-List Ratio

100.9%

223 sales

How this home compares

List Price

$725,000

vs $989,000 median

26.7% below median

Price / Sq Ft

$217

vs $425 median

48.9% below median

Days on Market

52 days

vs 62 days median

10 days fresher than median

Based on 37 active and 223 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of September 11, 2026.

Location

7 Bailey Drive, Guilford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,036

per month

  • Principal & Interest$3,766
  • Property Taxes$1,028
  • Insurance$242
  • HOA$0

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

Location

City/Town
Guilford
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1988
New Construction
No/Resale
Living Area
3,342 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Ceiling FansCentral Air
Fireplaces
1
Laundry
Upper Level
Laundry Location
in primary bedroom
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullStorageFull With Hatchway
Interior Features
Open Floor Plan

Exterior & Lot

Lot Size
1.40 acres
Zoning
R-5
Garage / Parking
5 total parking spacesPavedDrivewayPrivateShared
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
blue
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BalconyShedDeckCovered DeckFrench Doors
Lot Description
Fence - FullIn SubdivisionLightly WoodedOn Cul-De-Sac

Listing & Financials

Property Taxes
$12,334 / Annually
Days on Market
52
MLS #
24193021
MLS Status
Active

Similar Properties

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

Listed By

Heidi Derusso

(203) 444-4075

Coldwell Banker Realty

(203) 245-4700

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/11/2026. 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 9/11/2026 at 4:25 PM UTC.