Coming soon
$1,174,900
5 bd · 4.5 ba · 5,304 sqft · 2.00 acre lot
65 Trailside Dr, Monroe, CT 06468
Single family · Built 2003 · $222/sqft ·
$7,673/mo est. payment
- Garage
- 3 cars
Flood factor 1/10
About this home
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!
Facts and features
Bedrooms
- Bedrooms: 5
- Primary Bedroom Dimensions: 17' x 13.5'
- Bedroom 2 Dimensions: 12.75' x 11'
- Bedroom 3 Dimensions: 14.25' x 11.75'
- Bedroom 4 Dimensions: 12.5' x 10'
- Primary Bedroom Level: Upper
- Bedroom 1 Level: Main
- Bedroom 2 Level: Upper
Other Rooms
- Total Rooms: 15
- Other Dimensions: 16.5' x 14'
- Other Level: Lower
- Eat-In Kitchen Dimensions: 22' x 14'
- Eat-In Kitchen Level: Main
- Eat-In Kitchen Features: Granite Counters, Island, Hardwood Floor
- Rec/Play Room Dimensions: 19' x 18'
- Rec/Play Room Level: Lower
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- 1/2 Bathrooms: 1
Appliances
- Oven/range
- Refrigerator
- Dishwasher
- Washer
- Dryer
- Laundry Features: Main Level
Heating and Cooling
- Cooling Features: Central Air
- Heating Features: Hydro Air
- Heating Fuel: Oil
- Heating: Yes
- Number of Fireplaces: 1
- Water Heaters: 65 Gallon Tank
Kitchen and Dining
- Dining Room Dimensions: 14.5' x 13'
- Dining Room Features: Hardwood Floor
- Dining Room Level: Main
Land Info
- Lot Description: Level Lot, On Cul-De-Sac
- Lot Size Acres: 2.0
- Lot Size Source: Public Records
- Lot Size Square Feet: 87120
Garage and Parking
- Garage Spaces: 3
- Garage Description: Attached Garage
Schools
- 9
Masuk High School
high · 9-12 · 1.3 mi
- 9
Fawn Hollow Elementary School
elementary · K-5 · 2.7 mi
- 8
Jockey Hollow School
middle · 6-8 · 2.9 mi
Fraser Woods Montessori School
elementary · PK-8 · 4.9 mi
- 8
Monroe Elementary School
elementary · K-5 · 4.4 mi
- 9
Stepney Elementary School
elementary · K-5 · 4.9 mi
Price history
- Jul 13, 2026 · Price Changed$1,174,900
- Mar 4, 2026 · Listed$1,199,900
- Feb 20, 2009 · Sold$795,000
- Feb 9, 2009 · Listing Removed$825,000
- Jan 3, 2009 · Listed$825,000
- Jan 7, 2004 · Sold$750,000
Tax history
- 2026$20,411 tax · $683,100 assessed
- 2023$17,603 tax · $468,800 assessed
- 2022$17,280 tax · $468,800 assessed
- 2021$17,046 tax · $468,800 assessed
- 2020$16,633 tax · $468,800 assessed
- 2019$17,263 tax · $485,200 assessed
- 2018$17,098 tax · $485,200 assessed
- 2017$17,351 tax · $485,200 assessed
Home value
$1,167,300
- Cotality$1,167,300
- Quantarium$1,193,852
- Collateral Analytics$1,163,000
Where it is
Listed by Brian Christy · William Raveis Real Estate - Fairfield/Southport Main · SMARTMLS
