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29 Old Logging Road

Stamford, Connecticut 06903

ACTIVE$1,450,000
Beds
4
Baths
3
SqFt
3,350
Acres
1.29
Year Built
1959
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.

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Pool2-Car Garage2 Fireplaces

About This Home

Tucked away on a quiet, tree-lined street in North Stamford, this charming split-level home sits on a private 1.29-acre lot with mature landscaping that provides exceptional beauty and seclusion. Offering approximately 3,088+ square feet of living space, the home features four bedrooms and three bathrooms with a flexible layout perfect for today's lifestyles. The upper level includes a spacious primary bedroom suite with sitting area and two additional bedrooms. The main level offers a bright living room, formal dining room, large eat-in kitchen, and oversized family room with fireplace and wet bar that opens to a generous deck. The finished lower level adds a versatile suite and extra bedroom, ideal as a guest space or second primary option, along with a two-car garage and laundry area. Outside, enjoy the outdoor kitchen, gunite in-ground pool surrounded by a spacious bluestone patio, and a whimsical hidden treehouse tucked in the wooded backyard. This private oasis combines resort-style outdoor living with comfortable indoor spaces. This well-maintained home is ready for its next chapter-schedule your private showing today.

Key Facts

City/Town
Stamford
Neighborhood
North Stamford
Property / Style
Single Family · Split Level
Year Built
1959
Days on Market
12 days
Beds
4
Baths
3 full
Living Area
3,350 sq ft
Lot Size
1.29 acres
Garage / Parking
2 garage
Property Taxes
$14,874 / 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

$1.45M

vs $1.20M median

21.3% above median

Price / Sq Ft

$433

vs $414 median

In line with median

Days on Market

12 days

vs 39 days median

27 days fresher 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

29 Old Logging Road, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,116

per month

  • Principal & Interest$7,393
  • Property Taxes$1,240
  • Insurance$483
  • 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
Split Level
Year Built
1959
New Construction
No/Resale
Living Area
3,350 sq ft

Schools

Elementary
Northeast
High
Westhill

Interior

Heating
Hot Air
Heat Fuel
Gas In Street
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Appliances
Gas CooktopElectric RangeWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullStoragePartially Finished
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerOpen Floor PlanSecurity System

Exterior & Lot

Lot Size
1.29 acres
Zoning
RA1
Garage / Parking
2 garage spacesAttached GarageUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteConcreteIn Ground Pool
Construction
Shingle
Roof
Asphalt Shingle
Foundation
Brick
Exterior Features
GrillFruit TreesDeckGarden AreaFrench Doors
Lot Description
DryLevel LotOpen Lot

Listing & Financials

Property Taxes
$14,874 / Annually
Days on Market
12
MLS #
24189968
MLS Status
Active

Similar Properties

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Listed By

Jason Kinard

(203) 979-0920

BHGRE Shore & Country

(203) 504-5005

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 6:50 AM UTC.