14 Upland Drive - Greenwich, CT

$3,195,000

Beds

5.00

Baths

4,113

SqFt

1.60

Acres

Pricing Insight: Originally listed for $3,195,000, the price has remained unchanged for approximately 31 days. This property has been on the market for approximately 31 days. MLS reports 16 Days on Market (DOM) before it went under contract.

14 Upland Drive, Greenwich, CT is a 4-bed, 5-bath, 4,113 square foot home built in 1936 , featuring colonial architecture.

This home is within the Greenwich school district. Local, with nearby schools including Glenville.

MLS #: 24168513

Offered Price: $3,195,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 4,113 Sq. Ft.

Lot Size: 1.60 Acres

Neighborhood: Glenville

County: Fairfield

Year Built: 1936

Design & Construction: Brick

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 2

Price per Sq Ft as listed: $777

Estimated Tax: $16,683

Days on Market: 16

Home Automation: Not specified

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: Natural Gas, Tank Size Unknown

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $777 / Sq. Ft.

Tax assessed value: $1,349,880

Estimated Tax: $16,683

Architectural Style: Colonial

Design & Construction: Brick

Residence Type: Single Family

Year Constructed: 1936

Living Area: 4,113 Sq. Ft.

Lot Size: 1.60 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 Greenwich
Statistical modeling algorithms

Local Market Context

Active Listings: 103

Average Price: $2,250,790

Average DOM: 16 days

Complimentary CMAs, no obligation

Set on 1.6 beautifully landscaped acres in a coveted Greenwich location, this exceptional four-bedroom residence offers space, flexibility, and timeless appeal. A dramatic two-story entry with a sweeping balcony sets the tone, leading into an oversized step-down living room with a fireplace, abundant natural light, and doors that open seamlessly to a patio perfect for indoor-outdoor living and entertaining. The home features four bedrooms, including a gracious primary suite complete with a private makeup enclave and a walk-in closet as well as a well-appointed guest suite with its own sitting room-ideal for visitors or extended stays. One of the bedrooms is currently configured as a home office, offering versatility for today's lifestyle. At the heart of the home, the eat-in kitchen with fireplace flows effortlessly into the dining area, with additional access to the outdoor patio. An attractive, elegant library provides the perfect retreat for quiet moments. A standout feature is the separate studio space with its own entrance, full bathroom, kitchen corner, and garage access-ideal for guests, an au pair, creative workspace, or private home office. With 1.6 acres of natural landscaping, this property offers privacy, tranquility, and the rare opportunity to enjoy a true Greenwich lifestyle. Easy 20 minute walk to train station.

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Flood Risk Assessment

Location Analysis:

Inland Greenwich location

Water Proximity:

No direct water access

Topography:

Standard terrain • 1.6 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.

103

Homes For Sale

$2,250,790

Average List Price

Mechanicals & Utilities: Hot Air • Natural Gas • Central Air • Public Water Connected water • 2 fireplaces

Exterior Features

Exterior Construction: Brick

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Attached Garage (2 car)

Patio/Deck: Patio

Utilities: Water: Public Water Connected

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Greenwich • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

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(800) 555-0003

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14 Upland Drive, Greenwich, Connecticut

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