About 144 Island Trail
Enjoy stunning, wide-open direct lakefront views from this charming rustic cabin-style retreat on Connecticut's second-largest natural lake. The main level features a warm, inviting living space centered around a beautiful stone fireplace, with French doors opening to a spacious deck overlooking the water. From the deck, steps lead down to a stone terrace complete with an outdoor kitchen, and continue to the dock area-creating an exceptional setting for swimming, boating, entertaining, and enjoying long summer days by the lake. Upstairs, three bedrooms share a hall bath, offering a classic and relaxed lake-house layout. The property also includes a separate two-bedroom, one-bath guest house with its own kitchen and living area, providing wonderful flexibility for family and guests. Bring your vision and restore this special lakefront property to its former glory. With its exceptional waterfront setting, multiple outdoor entertaining spaces, guest accommodations, and tremendous potential, this is a rare opportunity to create your own private lake retreat. Just a short drive into the villages of Bantam, Litchfield, and Washington/New Preston with chic shops, farmers markets, world class Inns, bakeries and special dining experiences. Community amenities include a tennis/pickleball court. For association rules and regulations, visit deerislandassociation.org.
Features of 144 Island Trail
| MLS® # | 24201473 |
|---|---|
| Price | $1,125,000 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 1 |
| Half Baths | 1 |
| Square Footage | 1,257 |
| Acres | 0.20 |
| Type | Single Family For Sale |
| Style | Cape Cod |
| Status | Under Contract - Continue to Show |
Community Information
| Address | 144 Island Trail |
|---|---|
| Area | Deer Island |
| City | Morris |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06763 |
Amenities
| Amenities | Tennis Courts |
|---|---|
| Features | Generator |
| Parking Spaces | 2 |
| Parking | Off Street Parking |
| Is Waterfront | Yes |
| Waterfront | Lake, Dock or Mooring, Water Community, View |
| Has Pool | No |
Interior
| Interior Features | Open Floor Plan |
|---|---|
| Appliances | Oven/Range, Refrigerator |
| Heating | Baseboard, Hot Air, Electric, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Has Basement | Yes |
| Basement | Full, Unfinished |
Exterior
| Exterior | Wood |
|---|---|
| Exterior Features | Tennis Court, Guest House, Covered Deck, Patio |
| Lot Description | Sloping Lot, Water View |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | James Morris |
|---|---|
| Middle | Per Board of Ed |
| High | Lakeview High School |
Additional Information
| Date Listed | September 3rd, 2026 |
|---|---|
| Days on Market | 29 |
| Zoning | R-23 |
| RE / Bank Owned | No |
Listing Details
| Office | W. Raveis Lifestyles Realty |
|---|
