249 Greens Farms Road - Westport, CT

$3,750,000

Beds

9.00

Baths

10,104

SqFt

2.02

Acres

Pricing Insight: Originally listed for $3,750,000, the price has remained unchanged for approximately 183 days. This property has been on the market for approximately 183 days. MLS reports 156 Days on Market (DOM) before it went under contract.

249 Greens Farms Road, Westport, CT is a 7-bed, 9-bath, 10,104 square foot home built in 1907 , featuring victorian architecture.

This home is within the Westport school district. Local, with nearby schools including Greens Farms.

MLS #: 24132302

Offered Price: $3,750,000

Residence Type: Single Family

Architectural Style: Victorian

Living Area: 10,104 Sq. Ft.

Lot Size: 2.02 Acres

Neighborhood: Greens Farms

County: Fairfield

Year Built: 1907

Design & Construction: Frame,Stone,Concrete

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 2

Price per Sq Ft as listed: $371

Estimated Tax: $35,498

Days on Market: 156

$8,999,000

7 Beds · 9 Baths · 10,482 Sq Ft

19 Beachside Common, Westport

Home Automation: Not specified

Energy Features: Extra Insulation, Generator, Programmable Thermostat

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air

Fuel Tank Location: In Basement

Cooling System: Central Air

Hot Water System: Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $371 / Sq. Ft.

Tax assessed value: $1,882,200

Estimated Tax: $35,498

Architectural Style: Victorian

Design & Construction: Frame,Stone,Concrete

Residence Type: Single Family

Year Constructed: 1907

Living Area: 10,104 Sq. Ft.

Lot Size: 2.02 Acres

Fuel: Oil

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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 Westport
Statistical modeling algorithms

Local Market Context

Active Listings: 97

Average Price: $2,306,324

Average DOM: 156 days

Complimentary CMAs, no obligation

Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Victorian with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details shine alongside impeccable updates. The primary suite features a spa bath and custom closets; three additional bedrooms offer flexible space. Outside, relax by a sparkling pool or host gatherings on the lush, landscaped lawn. An adjacent lot for added privacy or future expansion is also available. A true Westport landmark, steps from town, schools, and rail, this is a rare opportunity to own an estate rich in character and comfort. Shown by appointment

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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 • 2.0 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.

97

Homes For Sale

$2,306,324

Average List Price

Mechanicals & Utilities: Hot Air • Oil • Central Air • Public Water Connected water • 4 fireplaces

Exterior Features

Exterior Construction: Shingle,Stone

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Attached Garage,Under House Garage (2 car)

Patio/Deck: Porch-Wrap Around,Balcony,Underground Utilities,Porch,Wrap Around Deck,Gutters,Lighting,French Doors,Patio

Pool: Gunite,Heated,Spa,In Ground Pool

Utilities: Water: Public Water Connected

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"Local Market Expert"

George Antonopoulos

Real Estate Advisor

Westport • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(800) 555-0001

george@appzentric.com

Good afternoon George, I'm interested in
249 Greens Farms Road, Westport, Connecticut

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