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501 Woodbine Road

Stamford, Connecticut 06903

PENDING$1,398,000

Reduced from $1,499,999

Beds
4
Baths
3 | 2
SqFt
7,568
Acres
1.00
Year Built
1988
Matt Caiola

Matt Caiola

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3-Car Garage3 FireplacesPrice Reduced

About This Home

NEW YORK CITY : Time to Move/Flee? Stamford has been named the safest city in Connecticut. The Quality of Life is far superior to Manhattan, and the average price of a home is about 1/5 the cost. A newer residence In Manhattan is about $2,000 per square foot. In Stamford, it's about $388 per square foot. Two Million Dollars will get you about 1,000 square ft 2 bedroom condo in Manhattan versus about 5,100 square feet in Stamford.It is the center of The Gold Coast and is surrounded by Three of the Richest Towns in AMERICA: Greenwich, Darien and New Canaan and only 35 miles away. Total Area:7,568 sq. ft.* Main Living Space: 5,285 sq. ft., Walk-Out Finished Basement: 2,283 sq. ft. with high ceilings, Bedrooms/Baths: 5+ spacious bedrooms, 5 marble-finished bathrooms, Oversized 3-car garage (30' x 15') with epoxy-coated floors, Corner of Woodbine Road & Reservoir Lane, steps from the scenic Laurel Reservoir, Grand two-story foyer with double curved staircases, Brick front with cedar siding and a new roof (5 years old) Dedicated in-law/nanny suite with private entrance on the main level, Expansive deck and huge storage shed, Three wood-burning fireplaces/stove, Hydro-Air Heating and A/C, Summer kitchen in the lower level - perfect for entertaining or large gatherings, Whole-house generator, Integrated security system (Oil Tank encapsulated in vault=leakproof), Lightning arrestor and whole-house water filtration system, LED lighting throughout . Agent Owned

Key Facts

City/Town
Stamford
Neighborhood
North Stamford
Property / Style
Single Family · Colonial
Year Built
1988
Days on Market
264 days
Beds
4
Baths
3 full · 2 half
Living Area
7,568 sq ft
Lot Size
1.00 acres
Garage / Parking
3 garage · 8 total
Property Taxes
$17,956 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

39

77 active listings

Median $ / Sq Ft

$414

77 active listings

Sale-to-List Ratio

103.8%

577 sales

How this home compares

List Price

$1.40M

vs $1.20M median

17.0% above median

Price / Sq Ft

$185

vs $414 median

55.3% below median

Days on Market

264 days

vs 39 days median

225 days longer than median

Based on 77 active and 577 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 28, 2026.

Location

501 Woodbine Road, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,090

per month

  • Principal & Interest$7,128
  • Property Taxes$1,496
  • Insurance$466
  • HOA$0

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

Location

City/Town
Stamford
Neighborhood
North Stamford
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1988
New Construction
No/Resale
Living Area
7,568 sq ft
Below Grade
2,283 sq ft

Schools

Elementary
Davenport Ridge
Middle
Per Board of Ed
High
Westhill

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Attic FanCeiling FansCentral Air
Fireplaces
3
Laundry
Main LevelUpper Level
Laundry Location
main floor and second floor
Appliances
Electric CooktopWall OvenRefrigeratorDishwasherDisposalWasherElectric Dryer
Basement
FullHeatedFully FinishedGarage AccessCooledInterior AccessLiveable Space
In-Law Apartment
YesFirst FloorSeparate Entry
Interior Features
Auto Garage Door OpenerCable - Pre-wiredCentral VacuumIntercomSecurity System
Additional Rooms
Bonus RoomFoyerLaundry RoomWorkshop

Exterior & Lot

Lot Size
1.00 acres
Zoning
RA2
Garage / Parking
3 garage spaces8 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPaved
Waterfront Details
Walk to Water
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
BrickCedar
Color
Red Brick and Grey C
Roof
Asphalt Shingle
Foundation
Masonry
Exterior Features
BalconyShedDeckGuttersLightingUnderground SprinklerPatio
Lot Description
Corner LotLightly Wooded

Listing & Financials

Property Taxes
$17,956 / Annually
Days on Market
264
MLS #
24138517
MLS Status
Under Contract
Financing
FHA,VA

Similar Properties

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

Listed By

Cosmo Iadanza

(917) 345-5504

Century 21 AllPoints Realty

(203) 327-0021

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 7:05 AM UTC.