65 Trailside Drive - Monroe, CT

$1,174,900

Beds

5.00

Baths

5,304

SqFt

2.00

Acres

Pricing Insight: Originally listed for $1,199,900, the price was last adjusted to $1,174,900 on July 22, 2026, a –$25,000 (2.1%) change, approximately 0 days ago. This property has been on the market for approximately 140 days.

65 Trailside Drive, Monroe, CT is a 5-bed, 5-bath, 5,304 square foot home built in 2003 , featuring colonial architecture.

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

MLS #: 24156537

Offered Price: $1,174,900

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 5,304 Sq. Ft.

Lot Size: 2.00 Acres

Neighborhood: N/A

County: Fairfield

Year Built: 2003

Design & Construction: Frame

Heating: Hydro Air

Cooling: Central Air

Garage Spaces: 3

Price per Sq Ft as listed: $222

Estimated Tax: $19,584

Days on Market: 140

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hydro Air

Fuel Tank Location: In Basement

Cooling System: Central Air

Hot Water System: 65 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $222 / Sq. Ft.

Tax assessed value: $683,100

Estimated Tax: $19,584

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 2003

Living Area: 5,304 Sq. Ft.

Lot Size: 2.00 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 Monroe
Statistical modeling algorithms

Local Market Context

Active Listings: 65

Average Price: $625,433

Average DOM: 140 days

Complimentary CMAs, no obligation

Located on a desirable cul de sac in one of Monroe's most sought after neighborhoods, this exceptional Colonial is set on two beautifully usable acres and offers an impressive blend of scale, sophistication, and versatility. Thoughtfully designed for today's lifestyle, the residence features five spacious bedrooms and four full and one half baths, delivering both comfort and refined living in a premier setting. A full main level in law apartment provides private, self contained living ideal for multigenerational households, extended guests, or long term flexibility without compromise. The main level is enhanced by gleaming hardwood flooring throughout and offers a seamless flow between formal and informal spaces, creating an inviting environment for both everyday living and elegant entertaining. Upstairs, the primary suite serves as a true retreat. The brand new primary bath has been beautifully renovated with elevated finishes and a sophisticated, spa inspired design. Three additional bedrooms, including one with en suite bath, complete the upper level with style and functionality. The finished lower level is designed for entertainment, featuring a dedicated movie room and an impressive bar area perfect for hosting gatherings or enjoying relaxed evenings at home. A three car garage offers generous storage and convenience, while a large deck overlooks the expansive, level backyard, providing privacy and endless possibilities for outdoor living. Schedule your showing today!

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Flood Risk Assessment

Location Analysis:

Inland Monroe 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.

65

Homes For Sale

$625,433

Average List Price

Mechanicals & Utilities: Hydro Air • Oil • Central Air • Public Water Connected water • 1 fireplaces

Exterior Features

Exterior Construction: Vinyl Siding

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Attached Garage (3 car)

Utilities: Water: Public Water Connected

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

Steve Simos

Real Estate Advisor

Monroe • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(203) 915-6183

george@appzentric.com

Good afternoon Steve, I'm interested in
65 Trailside Drive, Monroe, Connecticut

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