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354 Oaklawn Avenue

Stamford, Connecticut 06905

ACTIVE$1,799,000

Reduced from $1,950,000

Beds
4
Baths
3 | 1
SqFt
6,503
Acres
0.67
Year Built
1947
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Welcome to 354 Oaklawn Avenue, a hidden haven where timeless craftsmanship, sophisticated design, exceptional privacy, and elevated outdoor living come together to create a truly remarkable custom-built Colonial. Rebuilt in 2017, this property offers over 6,500 square feet of thoughtfully designed living space, this home delivers the rare combination of grand-scale luxury and everyday comfort. Privately set behind an electric gate and surrounded by meticulously curated grounds, the property offers an extraordinary sense of seclusion while remaining just minutes from Stamford's vibrant shopping, dining, commuter routes, and everyday conveniences. It's the best of both worlds-an beautiful retreat that feels worlds away, yet remarkably connected to everything. Inside, custom millwork, soaring ceilings, designer finishes, and multiple fireplaces create an atmosphere of understated elegance. The chef's kitchen serves as the heart of the home, featuring premium appliances, an oversized island, and seamless flow into both formal and informal living spaces designed for entertaining and everyday living. The upper-level primary suite offers a luxurious private sanctuary complete with spa-inspired amenities, while the fully finished walk-out lower level provides exceptional flexibility for recreation, fitness, work, or extended living needs.

Key Facts

City/Town
Stamford
Neighborhood
Mid City
Property / Style
Single Family · Colonial
Year Built
1947
Days on Market
58 days
Beds
4
Baths
3 full · 1 half
Living Area
6,503 sq ft
Lot Size
0.67 acres
Garage / Parking
2 garage
Property Taxes
$19,045 / 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

$1.80M

vs $1.20M median

50.5% above median

Price / Sq Ft

$277

vs $414 median

33.1% below median

Days on Market

58 days

vs 39 days median

19 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

354 Oaklawn Avenue, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,360

per month

  • Principal & Interest$9,173
  • Property Taxes$1,587
  • Insurance$600
  • HOA$0

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

Location

City/Town
Stamford
Neighborhood
Mid City
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1947
New Construction
No/Resale
Living Area
6,503 sq ft
Below Grade
1,430 sq ft

Schools

Elementary
Stillmeadow
High
Westhill

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
3
Laundry
Lower LevelUpper Level
Laundry Location
Upper floor hallway laundry closet
Appliances
Gas RangeSubzeroDishwasherWasherGas Dryer
Basement
FullHeatedFully FinishedWalk-out
In-Law Apartment
PossibleLower Level

Exterior & Lot

Lot Size
0.67 acres
Zoning
R20
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Hardie Board
Roof
Asphalt Shingle
Foundation
Masonry
Exterior Features
ShedGarden AreaLightingFrench DoorsPatio
Lot Description
Corner LotDryLevel LotClearedProfessionally Landscaped

Listing & Financials

Property Taxes
$19,045 / Annually
Days on Market
58
MLS #
24179527
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Jeremy Gonzalez

(347) 446-3909

Keller Williams Prestige Prop.

(203) 327-6700

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 6:10 AM UTC.