Skip to main content

5 Windsor Road

North Haven, Connecticut 06473

PENDING$950,000
Beds
3
Baths
3 | 2
SqFt
2,213
Acres
0.63
Year Built
1957
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
1-Car Garage1 Fireplace

About This Home

Final & best offers are due by 11:30 AM on Saturday, June 27th. Stunning is the only way to describe this exceptional contemporary split-level home. Every detail has been thoughtfully designed, from the striking metal roof & board-and-batten vinyl siding to the beautifully landscaped outdoor living spaces featuring both covered & open patios. Mature hydrangeas frame the backyard patio and create a picturesque view from the spectacular chef's kitchen. A dramatic living room boasts cathedral ceilings, built-ins, wood-burning fireplace & sliding doors that seamlessly connect indoor & outdoor living. The open-concept kitchen is a showstopper, featuring a 13-foot center island w concrete waterfall counters, quartz perimeter counters, built-in microwave, second oven, wine bar w wine refrigerator. A first-floor office overlooking the patio includes a half bath, while a rear hallway leads to a second half bath, storage area & attached one-car garage. The luxurious primary retreat is truly unforgettable, offering a hidden walk-in closet and spa-inspired wet room with a large steam shower, soaking tub, remote blackout shades and elegant finishes. A second bedroom & full bath complete the upper level. The walk-out lower level features a spacious family room w oversized windows overlooking the side yard, plus a third bedroom & full bath. Outside, enjoy beautifully curated gardens, level lawn areas perfect for recreation, distinctive Stony Creek granite walls & garden borders.

Key Facts

City/Town
North Haven
Neighborhood
N/A
Property / Style
Single Family · Contemporary,Split Level
Year Built
1957
Days on Market
36 days
Beds
3
Baths
3 full · 2 half
Living Area
2,213 sq ft
Lot Size
0.63 acres
Garage / Parking
1 garage
Property Taxes
$9,894 / Annually

Market Snapshot

The North Haven Market

Single Family · trailing 12 months

Median Days on Market

32

22 active listings

Median $ / Sq Ft

$293

22 active listings

Sale-to-List Ratio

102.0%

179 sales

How this home compares

List Price

$950,000

vs $547,450 median

73.5% above median

Price / Sq Ft

$429

vs $293 median

46.4% above median

Days on Market

36 days

vs 32 days median

4 days longer than median

Based on 22 active and 179 closed sales (trailing 12 mo) of single family in North Haven. Source: SmartMLS · As of July 28, 2026.

Location

5 Windsor Road, North Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,986

per month

  • Principal & Interest$4,844
  • Property Taxes$825
  • Insurance$317
  • HOA$0

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

Location

City/Town
North Haven
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Contemporary,Split Level
Year Built
1957
New Construction
No/Resale
Living Area
2,213 sq ft

Schools

Elementary
Ridge Road
High
North Haven

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Laundry Location
Lower level finished area.
Appliances
Gas RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullFully FinishedFull With Walk-Out
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor Plan

Exterior & Lot

Lot Size
0.63 acres
Zoning
R20
Garage / Parking
1 garage spaceAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Metal
Foundation
BlockConcrete
Exterior Features
Patio
Lot Description
Level LotSloping Lot

Listing & Financials

Property Taxes
$9,894 / Annually
Days on Market
36
MLS #
24185126
MLS Status
Under Contract
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Eileen Smith

(203) 415-5538

Pearce Real Estate

(203) 265-4866

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 6:05 AM UTC.