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2539 Bedford Street #38C

Stamford, Connecticut 06905

ACTIVE$694,000

Reduced from $720,000

Beds
2
Baths
2 | 1
SqFt
2,636
Year Built
1984
Matt Caiola

Matt Caiola

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Pool1-Car Garage1 FireplaceVirtual TourPrice Reduced

About This Home

Welcome to The Chesterfield, one of Stamford's most iconic and sought-after condominium communities. Offering a lifestyle unlike any other, this gated, pet-friendly community features security, two swimming pools, a clubhouse, and beautifully maintained grounds. Freshly painted and move-in ready, this updated four-level townhome combines style, space, and convenience. The renovated kitchen features granite countertops, stainless steel appliances, and abundant natural light. Updated baths and bamboo flooring throughout the main living areas add a modern touch. The spacious living room with fireplace opens to a private deck, perfect for morning coffee or relaxing at the end of the day. Upstairs, the primary bedroom includes a full bath, while the second bedroom offers flexibility for guests or a home office & another full bath. The loft level is ideal as a den, office, or bonus living space. The finished lower level provides endless possibilities for a recreation room, gym, media room, or workspace. An attached one-car garage completes the home. Ideally located across from shopping, dining, and everyday conveniences, and just minutes from downtown Stamford's restaurants, theaters, nightlife, and shopping. Convenient to Metro-North, I-95, the Merritt Parkway, and Stamford's beautiful beaches. A rare opportunity to enjoy resort-style living in one of Stamford's premier communities. Windows "As is". Check out Matterport Virtual Tour by clicking on Movie Reel Icon.

Key Facts

City/Town
Stamford
Neighborhood
Mid City
Property / Style
Condo · Townhouse
Year Built
1984
Days on Market
20 days
Beds
2
Baths
2 full · 1 half
Living Area
2,636 sq ft
Garage / Parking
1 garage
Property Taxes
$8,764 / Annually
HOA Fee
$859 / Monthly

Market Snapshot

The Stamford Market

Condo · trailing 12 months

View area

Median Days on Market

31

79 active listings

Median $ / Sq Ft

$369

79 active listings

Sale-to-List Ratio

100.8%

500 sales

How this home compares

List Price

$694,000

vs $425,000 median

63.3% above median

Price / Sq Ft

$263

vs $369 median

28.7% below median

Days on Market

20 days

vs 31 days median

11 days fresher than median

Based on 79 active and 500 closed sales (trailing 12 mo) of condo in Stamford. Source: SmartMLS · As of July 28, 2026.

Location

2539 Bedford Street #38C, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,359

per month

  • Principal & Interest$3,539
  • Property Taxes$730
  • Insurance$231
  • HOA$859

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
Condo
Subtype
Condominium
Style
Townhouse
Year Built
1984
New Construction
No/Resale
Living Area
2,636 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Heat Pump
Heat Fuel
Electric
Cooling
Ceiling FansCentral AirZoned
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullHeatedStorageFully FinishedGarage AccessInterior AccessLiveable Space
Interior Features
Cable - Pre-wired

Exterior & Lot

Zoning
R5
Garage / Parking
1 garage spaceAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
Yes
Pool
In Ground Pool
Construction
Vinyl Siding
Color
Beige
Exterior Features
DeckGuttersLighting
Lot Description
Level Lot

HOA / Association

Fee
$859 / Monthly
Amenities
Club HousePoolSecurity Services

Listing & Financials

Property Taxes
$8,764 / Annually
Days on Market
20
MLS #
24187055
MLS Status
Active

Similar Properties

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

Listed By

Todd Auslander

(203) 918-8174

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 4:31 AM UTC.