265 Greenwood Street - Bridgeport, CT

$385,000

Beds

2.00

Baths

1,411

SqFt

0.17

Acres

Pricing Insight: Originally listed for $399,900, the price was last adjusted to $385,000 on May 7, 2026, a –$14,900 (3.7%) change, approximately 0 days ago. This property has been on the market for approximately 17 days.

265 Greenwood Street, Bridgeport, CT is a 4-bed, 2-bath, 1,411 square foot home built in 1958 , featuring cape cod architecture.

This home is within the Bridgeport school district. Local, with nearby schools including Blackham.

MLS #: 24168453

Offered Price: $385,000

Residence Type: Single Family

Architectural Style: Cape Cod

Living Area: 1,411 Sq. Ft.

Lot Size: 0.17 Acres

Neighborhood: N/A

County: Fairfield

Year Built: 1958

Design & Construction: Frame

Heating: Hot Water

Cooling: Central Air

Garage Spaces: 1

Price per Sq Ft as listed: $273

Estimated Tax: $6,594

Days on Market: 17

$4,600

5 Beds · 3 Baths · 2,500 Sq Ft

755 Hart Street, Bridgeport

$4,600

4 Beds · 3 Baths · 2,730 Sq Ft

765 Hart Street, Bridgeport

$2,000

2 Beds · 1 Baths · 100 Sq Ft

30 Stevens Street, Bridgeport

$2,000

2 Beds · 1 Baths · 50 Sq Ft

30 Stevens Street, Bridgeport

$3,450

3 Beds · 2 Baths · 1,199 Sq Ft

131 Infield Street, Bridgeport

$639,900

4 Beds · 3 Baths · 2,131 Sq Ft

420 Greenwood Street, Bridgeport

Home Automation: Not specified

Energy Features: Thermopane Windows

Solar Contract: Not specified

Heating Fuel: Natural Gas

Fuel Type: Hot Water

Fuel Tank Location: Not specified

Cooling System: Central Air

Hot Water System: Natural Gas, Tank Size Unknown

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $273 / Sq. Ft.

Tax assessed value: $151,770

Estimated Tax: $6,594

Architectural Style: Cape Cod

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1958

Living Area: 1,411 Sq. Ft.

Lot Size: 0.17 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 Bridgeport
Statistical modeling algorithms

Local Market Context

Active Listings: 477

Average Price: $94,586

Average DOM: 17 days

Complimentary CMAs, no obligation

Ideal for NYC Commuters - Great Location with Tons of Potential! Looking for space, convenience, and value? This charming Cape-style home offers an unbeatable location just 1 mile to Route 8 and 2 miles to Route 15, making it a fantastic option for NYC commuters who want easy access without the feel of city living. Home Features: Approximately 1,400 sq ft of living space - 4 bedrooms: 2 on the main level, 2 upstairs - perfect for flexible living, office space, or guests, 1 full & 1 half bath, Hardwood floors, Spacious eat-in kitchen ready for your personal touch. Opportunity Awaits: This home could benefit from some updating, but it offers great bones, solid construction, and a functional layout-making it a perfect opportunity to add your own style and value. Comfort & Efficiency: Central air, Newer on-demand gas heating system. Additional Highlights: Low-maintenance vinyl siding, Vinyl replacement windows, 1-car garage for storage and convenience. Location Perks: Enjoy a peaceful setting while staying close to major commuting routes-ideal for those who want accessibility without sacrificing space and quiet surroundings. A smart choice for renters seeking location, space, and potential-schedule your showing today! Please note: town records list the property as #265, however the mailing address and house number displayed are #267.

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Flood Risk Assessment

Location Analysis:

Inland Bridgeport location

Water Proximity:

No direct water access

Topography:

Standard terrain • 0.2 acres

Recommendations:

Consult FEMA Flood Maps for accurate zone info
Consider flood insurance based on professional assessment
Evaluate property drainage during inspection
Review local flood history with town officials

Risk Level: Low

Minimal flood risk indicators. Verify with FEMA flood maps.

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.

477

Homes For Sale

$94,586

Average List Price

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

Exterior Features

Exterior Construction: Vinyl Siding

Roof Type: Other

Foundation: Block

Garage: Under House Garage,Paved (1 car)

Parking: 2 Total

Patio/Deck: Patio

Utilities: Water: Public Water Connected

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Steve Simos

Real Estate Advisor

Bridgeport • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

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(800) 555-0003

george@appzentric.com

Good morning Steve, I'm interested in
265 Greenwood Street, Bridgeport, Connecticut

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