58 Arrow Head Drive
Stamford, Connecticut 06903
Reduced from $1,150,000
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 4,116
- Acres
- 2.01
- Year Built
- 1955
- Neighborhood
- North Stamford
- 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
Private and serene, 58 Arrow Head Drive offers a rare combination of character, openness, and a spectacular North Stamford setting. Set high above a tranquil pond on two lush, wooded acres, this unique country home is surrounded by mature trees, beautiful gardens and exceptional privacy. A dramatic great room with hardwood flooring, skylights, and a magnificent stone fireplace anchors the home. It opens to the expansive kitchen, dining, and family room areas. The kitchen features custom pine cabinetry, serpentine marble and teak countertops, and two large islands. Jerusalem stone flooring extends throughout the kitchen, dining, and family room spaces. French doors lead to an oversized deck overlooking the parklike grounds. The home offers four bedrooms including a spacious primary suite with walk-in-closet and en-suite bath, two additional full baths, and a dramatic powder room. The lower levels feature a large rec room with fireplace, storage areas, an exterior plant room and a two-car garage. A wonderful blend of warmth, character, and natural beauty just minutes from downtown Stamford and the Merritt Parkway. House is being sold "as is".
Key Facts
- City/Town
- Stamford
- Neighborhood
- North Stamford
- Property / Style
- Single Family · Ranch
- Year Built
- 1955
- Days on Market
- 103 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 4,116 sq ft
- Lot Size
- 2.01 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $15,553 / Annually
Market Snapshot
The Stamford Market
Single Family · trailing 12 months
Active Listings
100
93 under contract
Median List Price
$1.15M
100 active listings
Median Closed Price
$975,000
573 sales
Median Days on Market
33
100 active listings
Median $ / Sq Ft
$407
100 active listings
Sale-to-List Ratio
104.2%
573 sales
How this home compares
List Price
$1.02M
vs $1.15M median
10.8% below median
Price / Sq Ft
$249
vs $407 median
38.8% below median
Days on Market
103 days
vs 33 days median
70 days longer than median
Based on 100 active and 573 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of November 3, 2026.
Location
58 Arrow Head Drive, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$5,588
- Property Taxes$1,296
- Insurance$342
- 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
- Ranch
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 4,116 sq ft
Schools
- Elementary
- Roxbury
- High
- Westhill
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- lower level
- Appliances
- Gas CooktopWall OvenRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullHeatedGarage AccessPartially FinishedConcrete Floor
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor PlanSecurity System
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Lot Size
- 2.01 acres
- Zoning
- RA1
- Garage / Parking
- 2 garage spaces4 total parking spacesUnder House GaragePavedDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vertical Siding
- Color
- tan
- Roof
- Other
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- SecludedSome WetlandsLightly WoodedRolling
Listing & Financials
- Property Taxes
- $15,553 / Annually
- Days on Market
- 103
- MLS #
- 24189095
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/3/2026. 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 11/3/2026 at 10:25 PM UTC.