5 Windsor Road
North Haven, Connecticut 06473
- Beds
- 3
- Baths
- 3 | 2
- SqFt
- 2,213
- Acres
- 0.63
- Year Built
- 1957
- 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
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
Active Listings
22
38 under contract
Median List Price
$547,450
22 active listings
Median Closed Price
$470,000
179 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.