Real Estate Investment Properties for Sale in Litchfield, CT
Looking for investment property in Litchfield, CT with high ROI ?
Explore a variety of short-term homes & houses in Litchfield, CT. Invest wisely with VRBO & Litchfield, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Litchfield, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
28 Headquarters RoadLitchfield, CTStimulating and easily managed home is perfect for weekending in an idyllic, small, histor... |
3 beds | 3 baths | 3,225 sq.ft. |
$985,000 |
Airbnb cash on cash: 0.69%
|
93 Northfield RoadLitchfield, CTStep into a harmonious blend of history and modern luxury at Bittersweet Ranch, a meticulo... |
4 beds | 4 baths | 4,182 sq.ft. |
$1,950,000 |
Airbnb cash on cash: -0.63%
|
200 Hunter Drive #200Litchfield, CTSet in the verdant Litchfield Hills of northwest CT, lies this 70+ acre private condominiu... |
3 beds | 4 baths | 2,735 sq.ft. |
$589,000 |
Airbnb cash on cash: 0.94%
|
25 Spruce DriveLitchfield, CTImagine setting out to build your dream home. You find a nice lot on a hillside overlookin... |
3 beds | 4 baths | 3,787 sq.ft. |
$924,000 |
Airbnb cash on cash: -0.4%
|
645 South Plains RoadLitchfield, CTMake this country home your summer retreat. Experience the allure of this private country ... |
3 beds | 3 baths | 1,232 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.54%
|
12 Old Forge Hollow RoadLitchfield, CTEscape to a private, peaceful, sprawling retreat on a quiet country no through road. This ... |
4 beds | 2 baths | 3,030 sq.ft. |
$899,000 |
Airbnb cash on cash: -1.55%
|
1231-1233 Bantam RoadLitchfield, CTDiscover Hillbrook Equestrian Center, an exceptional turnkey horse facility on 28+ picture... |
3 beds | 3 baths | 2,501 sq.ft. |
$2,750,000 |
Airbnb cash on cash: -2.19%
|
168 Fern AvenueLitchfield, CTFern House, a luxurious countryside estate with 4 bedrooms 3.5 baths, 3 Stall Horse Barn, ... |
4 beds | 4 baths | 3,614 sq.ft. |
$1,795,000 |
Airbnb cash on cash: -2.34%
|
318 Milton RoadLitchfield, CTWelcome to Milton Meadow. This classic center hall colonial is nestled in a sought-after c... |
3 beds | 2 baths | 1,680 sq.ft. |
$655,000 |
Airbnb cash on cash: 0.8%
|
426 Torrington RoadLitchfield, CTWelcome to this beautifully completely renovated meticulously maintained 1941 Cape, locate... |
2 beds | 1 baths | 1,030 sq.ft. |
$440,000 |
Airbnb cash on cash: 1.69%
|
362 Torrington RoadLitchfield, CTMove in READY gem in the Heart of Litchfield Hills! Adorable Cape with vintage charm just ... |
3 beds | 1 baths | 1,248 sq.ft. |
$359,000 |
Airbnb cash on cash: 4%
|
28 Trumbull StreetLitchfield, CTAttention fishermen! The entire western border of this property is on the Bantam River - c... |
1 beds | 1 baths | 697 sq.ft. |
$212,000 |
Airbnb cash on cash: 0.5%
|
405 Hunter Drive #405Litchfield, CTNow available at Hunter's Chase in Litchfield, this distinguished Pimlico-style residence,... |
3 beds | 4 baths | 2,004 sq.ft. |
$560,000 |
Airbnb cash on cash: 0.29%
|
552 Milton RoadLitchfield, CTThis stately 1800s victorian on 2 acres in the heart of Milton is ready to be restored! Ju... |
3 beds | 2 baths | 2,392 sq.ft. |
$300,000 |
Airbnb cash on cash: 5.37%
|
6 Kubish RoadLitchfield, CTThis is it! Brand-new architecture that actually gets it right. 14 private acres on a rive... |
4 beds | 4 baths | 3,105 sq.ft. |
$1,890,000 |
Airbnb cash on cash: -2.38%
|
Real Estate investment in Litchfield, CT
There are 23 properties for sale in the city of Litchfield . The median list price in Litchfield is $695,000 and the average price per square foot is $273. In October 2025, the average monthly cash on cash return in Litchfield is 3.00%. The average monthly rental income in Litchfield is $4,107.