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Good afternoon. Welcome to 89 Chestnut Hill Road, Wilton, CT

$2,195,000
6
Beds
5.00
Baths
5,576
SqFt
2.01
Acres

Pricing Insight: Originally listed for $2,500,000, the price was last adjusted to $2,195,000 on April 3, 2026, a –$305,000 (12.2%) change, approximately 0 days ago. This property has been on the market for approximately 347 days. MLS reports 329 Days on Market (DOM) before it went under contract.

89 Chestnut Hill Road, Wilton, CT is a 6-bed, 5-bath, 5,576 square foot home built in 1825 , featuring antique architecture.

This home is within the Wilton school district. Local, with nearby schools including Per Board of Ed.

MLS #: 24089948

Offered Price: $2,195,000

Residence Type: Single Family

Architectural Style: Antique

Living Area: 5,576 Sq. Ft.

Lot Size: 2.01 Acres

Neighborhood: South Wilton

County: Fairfield

Year Built: 1825

Design & Construction: Frame

Heating: Zoned

Cooling: Central Air

Garage Spaces: 0

Price per Sq Ft as listed: $394

Estimated Tax: $28,593

Days on Market: 329

$1,099,000
5 Beds · 4 Baths · 2,695 Sq Ft
120 Chestnut Hill Road, Wilton

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Not specified

Fuel Type: Zoned

Fuel Tank Location: Not specified

Cooling System: Central Air

Hot Water System: 65 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $394 / Sq. Ft.

Tax assessed value: $1,171,380

Estimated Tax: $28,593

Architectural Style: Antique

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1825

Living Area: 5,576 Sq. Ft.

Lot Size: 2.01 Acres

Fuel:

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Wilton
  • Statistical modeling algorithms
Local Market Context
Active Listings: 34
Average Price: $935,929
Average DOM: 329 days

Complimentary CMAs, no obligation

New Listing! Originally built in 1825, this distinguished Colonial Revival estate was significantly expanded in the 1920s by McCall's Magazine, which transformed it into their elegant country retreat. Now offering over 5,600 square feet of beautifully remodeled living space, the home has been thoughtfully restored to honor its historic roots while offering every modern comfort. A true sanctuary from the pace of everyday life, this property invites you to vacation at home. Enjoy morning coffee on the private master terrace, sunbathe on the south terrace, or relax with a book on the charming porch. The expansive, level grounds are ideal for outdoor living and feature a sun-drenched site perfect for a future pool. Inside, the home balances grandeur with warmth. The stunning Carrara marble kitchen is a chef's dream, equipped with high-end appliances and a spacious island for gathering. A full butler's pantry and porch provide the perfect setup for entertaining. Host unforgettable dinners in the banquet-sized dining room or dine al fresco on the breathtaking stone terrace. The generous living room and adjacent den/bar feature three fireplaces and multiple sets of glass doors that open to the terrace and porch, blending indoor and outdoor living seamlessly. Work from home in one of two quiet offices, then unwind in the cozy family room by the fire, enjoy a workout in your personal gym, or retreat to the luxurious primary suite.

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Flood Risk Assessment

Location Analysis:
Inland Wilton location
Water Proximity:
No direct water access
Topography:
Standard terrain • 2.0 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.

34

Homes For Sale

$935,929

Average List Price

Mechanicals & Utilities: Zoned • Central Air • Private Well water • 7 fireplaces

Exterior Features

Exterior Construction: Clapboard,Cedar

Roof Type: Asphalt Shingle

Foundation: Masonry

Utilities: Water: Private Well

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
Steve Simos
Real Estate Advisor
Wilton • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good afternoon Steve, I'm interested in
89 Chestnut Hill Road, Wilton, Connecticut
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Steve Simos
george@appzentric.com
800-555-0003
Presented by motif • Source: MLS • Listed by: Alexandra Friedman • Compass Connecticut, LLC • MLS# 24089948