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: -0.05%
|
24 Tapping Reeve Village #24Litchfield, CTWelcome to this charming 2-bedroom, 1.5-bath townhouse located in the highly desirable Tap... |
2 beds | 2 baths | 1,220 sq.ft. |
$250,000 |
Airbnb cash on cash: 0.14%
|
212 Old S RoadLitchfield, CTMIDCENTURY OASIS MEETS CONSERVATION SANCTUARY: A mid-summers "White" Dream! For those who ... |
3 beds | 2 baths | 1,572 sq.ft. |
$679,000 |
Airbnb cash on cash: 0.88%
|
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. |
$599,000 |
Airbnb cash on cash: 0.75%
|
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. |
$799,000 |
Airbnb cash on cash: 0.23%
|
258 Hunter Drive #258Litchfield, CTLive in fabled Litchfield with few home ownership cares and at the most reasonable expense... |
3 beds | 3 baths | 2,526 sq.ft. |
$550,000 |
Airbnb cash on cash: 0.3%
|
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: 3.46%
|
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. |
$1,399,000 |
Airbnb cash on cash: -0.67%
|
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. |
$1,100,000 |
Airbnb cash on cash: -0.1%
|
415 South StreetLitchfield, CTWelcome to Riverbend Farm, in the Borough of Litchfield. The property includes almost 9 ac... |
4 beds | 5 baths | 4,152 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -0.49%
|
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: -1.19%
|
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: -1.16%
|
154 Hunter Drive #154Litchfield, CTDiscover the perfect blend of sophistication and nature in this stunning 7-room townhouse.... |
3 beds | 3 baths | 2,566 sq.ft. |
$567,500 |
Airbnb cash on cash: 0.21%
|
350 South StreetLitchfield, CTFinal touches of a gorgeous renovation complete this 3 bedroom and 2 1/2 bath Colonial in ... |
3 beds | 3 baths | 2,384 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.94%
|
22 Highland AvenueLitchfield, CTTidy multi-family easily converted back to one family. Large detached heated garage & work... |
3 beds | 2 baths | 1,957 sq.ft. |
$519,000 |
Airbnb cash on cash: 1.86%
|
Real Estate investment in Litchfield, CT
There are 18 properties for sale in the city of Litchfield . The median list price in Litchfield is $1,059,453 and the average price per square foot is $431. In June 2026, the average monthly cash on cash return in Litchfield is 4.00%. The average monthly rental income in Litchfield is $3,441.