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 |
|---|---|---|---|
69 Fenn RoadLitchfield, CT***HIGHEST AND BEST MONDAY 4/13 AT 9PM. *** Step into a timeless blend of historic charm a... |
4 beds | 3 baths | 1,898 sq.ft. |
$415,000 |
Airbnb cash on cash: 0.66%
|
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: -0.62%
|
11 Sheldon LaneLitchfield, CTTimeless craftsmanship meets modern elegance. This home is the perfect blend of historic i... |
4 beds | 2 baths | 1,788 sq.ft. |
$625,000 |
Airbnb cash on cash: -0.23%
|
403 Beach StreetLitchfield, CTCirca 1870 Restored Farmhouse in beautiful Litchfield. Discover your dream mini-farm on 9.... |
4 beds | 3 baths | 2,624 sq.ft. |
$895,000 |
Airbnb cash on cash: -0.54%
|
93 Litchfield Ponds Drive #93Litchfield, CTWelcome to tranquil Litchfield Ponds! This well maintained Tri-level Townhouse with view o... |
2 beds | 3 baths | 2,198 sq.ft. |
$495,000 |
Airbnb cash on cash: -1.09%
|
28 Trumbull StreetLitchfield, CTSIGNIFICANT PRICE REDUCTION! The entire western border of this property is on the Bantam R... |
1 beds | 1 baths | 697 sq.ft. |
$175,000 |
Airbnb cash on cash: 0.97%
|
405 Hunter Drive #405Litchfield, CTExperience the private country club community of Hunter's Chase at Litchfield in this dist... |
3 beds | 4 baths | 2,867 sq.ft. |
$545,000 |
Airbnb cash on cash: -0.76%
|
6 Kubish RoadLitchfield, CTBrand-new architecture that actually gets it right. 10+ private acres on a river in Litchf... |
4 beds | 4 baths | 3,105 sq.ft. |
$1,635,000 |
Airbnb cash on cash: -1.06%
|
38 Old Turnpike RoadLitchfield, CTAn exceptional property with a rare convergence of historic provenance and modern excellen... |
3 beds | 3 baths | 2,377 sq.ft. |
$1,295,000 |
Airbnb cash on cash: -0.67%
|
415 South StreetLitchfield, CTWelcome to Riverbend Farm, a beautiful 9 acres (over two lots) with over 1000 feet of fron... |
4 beds | 5 baths | 4,152 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -0.87%
|
64 Old Turnpike RoadLitchfield, CTThis 2-bedroom, 1-bath Cape sits on a flat and open 3.48 acre lot, bordering protected Lit... |
2 beds | 1 baths | 800 sq.ft. |
$275,000 |
Airbnb cash on cash: 1.11%
|
143 Vanderpoel AvenueLitchfield, CTA rare opportunity to secure a well-maintained 4-bedroom home with land, location, and lon... |
4 beds | 1 baths | 1,352 sq.ft. |
$390,000 |
Airbnb cash on cash: 0.48%
|
26 Seminole CircleLitchfield, CTIndian Knolls offers beautifully landscaped grounds and stylish home designs that create a... |
2 beds | 3 baths | 1,940 sq.ft. |
$850,000 |
Airbnb cash on cash: -1.33%
|
47 North StreetLitchfield, CTOn nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rar... |
4 beds | 5 baths | 6,840 sq.ft. |
$2,750,000 |
Airbnb cash on cash: -1.37%
|
107 N Shore RoadLitchfield, CTNestled along the shores of Bantam Lake, this completely remodeled lake home offers a rare... |
2 beds | 2 baths | 1,456 sq.ft. |
$725,000 |
Airbnb cash on cash: -0.25%
|
148 North StLitchfield, CT148 North St, Litchfield, CT 06759 | Single Family Residential |
7 beds | 5 baths | 6,641 sq.ft. |
$3,900,000 |
Airbnb cash on cash: -2.5%
|
Real Estate investment in Litchfield, CT
There are 21 properties for sale in the city of Litchfield . The median list price in Litchfield is $625,000 and the average price per square foot is $249. In May 2026, the average monthly cash on cash return in Litchfield is 5.00%. The average monthly rental income in Litchfield is $3,502.