33 Middlebrook Farm Road - Wilton, CT

$2,545,000

Beds

7.00

Baths

5,860

SqFt

2.77

Acres

Pricing Insight: Originally listed for $2,850,000, the price was last adjusted to $2,545,000 on March 31, 2026, a –$305,000 (10.7%) change, approximately 0 days ago. This property has been on the market for approximately 369 days. MLS reports 330 Days on Market (DOM) before it went under contract.

33 Middlebrook Farm Road, Wilton, CT is a 5-bed, 7-bath, 5,860 square foot home built in 2005 , featuring colonial architecture.

This home is within the Wilton school district. Local, with nearby schools including Miller-Driscoll.

MLS #: 24083683

Offered Price: $2,545,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 5,860 Sq. Ft.

Lot Size: 2.77 Acres

Neighborhood: South Wilton

County: Fairfield

Year Built: 2005

Design & Construction: Frame

Heating: Hot Air

Cooling: Central Air,Zoned

Garage Spaces: 3

Price per Sq Ft as listed: $434

Estimated Tax: $38,389

Days on Market: 330

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air

Fuel Tank Location: In Basement

Cooling System: Central Air, Zoned

Hot Water System: Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $434 / Sq. Ft.

Tax assessed value: $1,572,690

Estimated Tax: $38,389

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 2005

Living Area: 5,860 Sq. Ft.

Lot Size: 2.77 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 Wilton
Statistical modeling algorithms

Local Market Context

Active Listings: 33

Average Price: $877,935

Average DOM: 330 days

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Nestled in Wilton's most prestigious enclave, the home offers nearly 3 acrs of breathtaking beauty& privacy. Tree-lined drive winds along tranquil Comstock Brook, leading to the distinguished residence. Mature cherry, apple, maple, blue spruce, and pine trees enhance the idyllic setting, while an expansive stone terrace invites al fresco dining & offers potential for future pool. Designed by architect Dipti Shah of Paul Benowitz Architects, it seamlessly integrates w/its surroundings. Soaring 2-story foyer w/floor-to-ceiling glass welcomes guests, leading to a sunlit living rm w/a grand stone fireplace. The richly appointed library, formal dining rm, & gourmet kitchen-featuring professional-grade appliances & breakfast nook-flow effortlessly into the family room & terrace for ideal indoor-outdoor living. Addtl highlights incl a rear staircase, 2 powder rooms, mudroom, & radiant-heated 3-car garage. The luxurious master wing features water views, fireplace, pvt sitting room/office, & walk-in closets. 4 addtl bedrooms, 4 full baths, & spacious laundry rm complete the upper level. A finished third floor offers space for a playroom,gym or rec area, while lower level, w/high ceilings & exterior access, is ideal for a gym or media lounge.Blending architectural splendor with natural serenity, this rare offering ensures an unparalleled lifestyle of elegance & comfort. Top schools, charming village, great dining, YMCA, easy access to trains, major highways, & amenities

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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 • 2.8 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.

33

Homes For Sale

$877,935

Average List Price

Mechanicals & Utilities: Hot Air • Oil • Central Air,Zoned • Private Well water • 4 fireplaces

Exterior Features

Exterior Construction: Clapboard

Roof Type: Asphalt Shingle

Foundation: Concrete

Driveway: Private,Asphalt,Crushed Stone

Garage: Attached Garage,Paved,Driveway (3 car)

Parking: 6 Total

Patio/Deck: Balcony,Porch,Deck,Gutters,Stone Wall,French Doors

Utilities: Water: Private Well

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Steve Simos

Real Estate Advisor

Wilton • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

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(800) 555-0003

george@appzentric.com

Good evening Steve, I'm interested in
33 Middlebrook Farm Road, Wilton, Connecticut

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