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44 Wakeley Road

Southbury, Connecticut 06488

PENDING$629,900
Beds
4
Baths
2 | 1
SqFt
2,720
Acres
1.25
Year Built
2003
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplaceVirtual Tour

About This Home

Set on a peaceful 1.25-acre lot, this 2,720 sq ft colonial blends classic charm with thoughtful updates. The welcoming two-story foyer opens to bright, spacious rooms with 9-foot ceilings and hardwood floors throughout the main level. The living room features a cozy fireplace, while the formal dining room offers a tray ceiling and elegant details perfect for gatherings. The eat-in kitchen is both stylish and functional, with quartz countertops, stainless steel appliances, a butcher block island and sliders leading to a private deck. The kitchen opens up to a large 23x19 great room with cathedral ceilings which provides the perfect space for relaxing or entertaining, Upstairs, the primary suite includes a walk-in closet and a beautifully updated bath with a double vanity and tiled shower, all 4 BRs have brand new carpeting. The partially finished lower level with walkout sliders is ready for your completion and adds even more flexibility and potential for more living space. Additional highlights include a central vacuum system, a brand-new roof, and a geothermal heating and cooling system that keeps energy costs exceptionally low-using less than one tank of oil in 11 years. The lawn will remain green with the sprinkler system. This home offers comfort, efficiency, and timeless appeal in one of Southbury's desirable neighborhoods.

Key Facts

City/Town
Southbury
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2003
Days on Market
47 days
Beds
4
Baths
2 full · 1 half
Living Area
2,720 sq ft
Lot Size
1.25 acres
Garage / Parking
2 garage
Property Taxes
$7,161 / Annually

Market Snapshot

The Southbury Market

Single Family · trailing 12 months

Median Days on Market

27

33 active listings

Median $ / Sq Ft

$287

33 active listings

Sale-to-List Ratio

100.0%

164 sales

How this home compares

List Price

$629,900

vs $645,000 median

In line with median

Price / Sq Ft

$232

vs $287 median

19.2% below median

Days on Market

47 days

vs 27 days median

20 days longer than median

Based on 33 active and 164 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of July 28, 2026.

Location

44 Wakeley Road, Southbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,019

per month

  • Principal & Interest$3,212
  • Property Taxes$597
  • Insurance$210
  • HOA$0

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

Location

City/Town
Southbury
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
2003
New Construction
No/Resale
Living Area
2,720 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Geothermal
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Appliances
Oven/RangeRange HoodRefrigeratorDishwasher
Basement
FullPartially FinishedFull With Walk-Out
Interior Features
Auto Garage Door OpenerCable - Available

Exterior & Lot

Lot Size
1.25 acres
Zoning
R-30
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckUnderground Sprinkler
Lot Description
On Cul-De-Sac

Listing & Financials

Property Taxes
$7,161 / Annually
Days on Market
47
MLS #
24177681
MLS Status
Under Contract
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Patrick Combs

(203) 671-0983

Dan Combs Real Estate

(203) 265-2356

Co-Listed By

Joanne Combs

Dan Combs Real Estate

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 6:15 AM UTC.