52 Chesterfield Road - Stamford, CT

$2,500,000

Beds

4.00

Baths

4,164

SqFt

0.14

Acres

Pricing Insight: Originally listed for $2,500,000, the price has remained unchanged for approximately 24 days. This property has been on the market for approximately 24 days. MLS reports 12 Days on Market (DOM) before it went under contract.

52 Chesterfield Road, Stamford, CT is a 4-bed, 4-bath, 4,164 square foot home built in 1920 , featuring colonial architecture. This home is part of a homeowners association, with dues of $325 paid annually. The HOA fee includes: lake/beach access.

This home is within the Stamford school district. Local, with nearby schools including Toquam Magnet.

MLS #: 24187400

Offered Price: $2,500,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 4,164 Sq. Ft.

Lot Size: 0.14 Acres

Neighborhood: Shippan

County: Fairfield

Year Built: 1920

Design & Construction: Frame

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 1

Price per Sq Ft as listed: $600

Estimated Tax: $21,689

Days on Market: 12

$15,000

4 Beds · 5 Baths · 3,866 Sq Ft

22 Ocean Drive, Stamford

$3,100,000

4 Beds · 5 Baths · 3,866 Sq Ft

22 Ocean Drive, Stamford

$6,500

4 Beds · 3 Baths · 2,880 Sq Ft

36 Ocean Drive, Stamford

$15,000

4 Beds · 4 Baths · 3,132 Sq Ft

64 Ocean Drive, Stamford

Home Automation: Built In Audio

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Natural Gas

Fuel Type: Hot Air

Fuel Tank Location: Not specified

Cooling System: Central Air

Hot Water System: Tank Size Unknown

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $600 / Sq. Ft.

Tax assessed value: $862,750

Estimated Tax: $21,689

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1920

Living Area: 4,164 Sq. Ft.

Lot Size: 0.14 Acres

Fuel: Natural Gas

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AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

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Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Stamford
Statistical modeling algorithms

Local Market Context

Active Listings: 354

Average Price: $740,388

Average DOM: 12 days

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HIGHEST AND BEST BY JULY 14 AT 5:00. Rarely available in the highly sought-after ALC neighborhood of Shippan Point, this beautifully maintained 4-bedroom, 3.5 bath home offers exceptional quality, thoughtful design and a prime location. The home has deeded beach rights to a private beach on LI Sound, which is located just steps away. Completely reimagined through an extensive renovation and expansion, the home was redesigned to enhance function and flow. High ceilings, abundant natural light, and well-proportioned living spaces create a welcoming atmosphere throughout. The renovation included the addition of a 3rd floor, reconfiguration of the 1st and 2nd floors, 3 new bathrooms and a 2nd floor laundry room. Additional living spaces include a family room, a finished lower level and a 3rd floor home office with water views that can also serve as a 5th bedroom. At the center of the home is a custom kitchen by Deane, featuring Wolf, Thermador and Sub-Zero appliances, custom cabinetry and generous workspace. Throughout the home custom millwork, high-end finishes, and professionally curated interiors reflect careful attention to detail and timeless style. The primary suite offers a peaceful retreat with a private deck with water views. Set on a professionally landscaped corner lot, the property offers strong curb appeal and an ideal location within one of Stamford's most desirable waterfront neighborhoods. This beautiful home is ready for its next owners.

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features

Location Analysis:

Water features noted

Water Proximity:

Near water body

Topography:

Standard terrain • 0.1 acres

Water Indicators Found:

Water-related features referenced in listing details

Recommendations:

Professional flood assessment advised
Based on identified water-related indicators, flood insurance may warrant consideration
Consult FEMA Flood Maps for zone verification
Evaluate drainage systems
Review local flood history

Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

Dining & Café Access: Low to Moderate
Daily Services: Limited
Recreational Space: Limited Nearby

How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

354

Homes For Sale

$740,388

Average List Price

Mechanicals & Utilities: Hot Air • Natural Gas • Central Air • Public Water Connected water • 1 fireplaces

Exterior Features

Exterior Construction: Shake

Roof Type: Asphalt Shingle

Foundation: Stone

Garage: Attached Garage (1 car)

Utilities: Water: Public Water Connected

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Stamford • Connecticut Shoreline

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52 Chesterfield Road, Stamford, Connecticut

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