Real Estate Investment Properties for Sale in Woodbury, CT
Looking for investment property in Woodbury, CT with high ROI ?
Explore a variety of short-term homes & houses in Woodbury, CT. Invest wisely with VRBO & Woodbury, 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 Woodbury, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
35 Weekeepeemee RoadWoodbury, CTSweet 1836 Italianate style home, located in the historic Hotchkissville section of Woodbu... |
3 beds | 2 baths | 1,959 sq.ft. |
$450,000 |
Airbnb cash on cash: 3.2%
|
236 Quassuk RoadWoodbury, CTHotchkissville Gem. This elegantly restored home features enchanting period details and lo... |
3 beds | 2 baths | 1,606 sq.ft. |
$425,000 |
Airbnb cash on cash: 3.6%
|
614 Washington RoadWoodbury, CT**NEW PRICE!**1914 Foursquare Farmhouse on 3.5 rolling acres with Barn. 3 Bedrooms, 2.1 ba... |
3 beds | 3 baths | 2,180 sq.ft. |
$549,000 |
Airbnb cash on cash: 1.4%
|
225 Old Sherman Hill RoadWoodbury, CTA long winding drive leads you to Four winds Farm. Perched on the hill, this remarkable eq... |
4 beds | 5 baths | 4,517 sq.ft. |
$2,250,000 |
Airbnb cash on cash: -0.96%
|
194 Washington RoadWoodbury, CTEnvision your perfect escape at the Francis Hall House-an elegant and unique 1836 brick ho... |
3 beds | 3 baths | 3,182 sq.ft. |
$725,000 |
Airbnb cash on cash: 0.31%
|
562 Upper Grassy Hill RoadWoodbury, CT6459sqft Shingle style home with horse barn, paddocks & riding arena, set on 7 acres with ... |
4 beds | 4 baths | 6,459 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -1.18%
|
8 Heather Court #8Woodbury, CTWelcome to your move in ready 2 bedroom ( plus den/office) spacious Condo nestled in the b... |
2 beds | 3 baths | 1,915 sq.ft. |
$289,900 |
Airbnb cash on cash: 2.96%
|
258 Washington RoadWoodbury, CTThis recently fully renovated Antique has a combination of historic charm & modern ameniti... |
3 beds | 3 baths | 1,628 sq.ft. |
$885,000 |
Airbnb cash on cash: -0.31%
|
229 Bacon Pond Road #UNIT 421Woodbury, CTTown in Country Condominium. Two bedroom lower unit with sliders to private patio. Complex... |
2 beds | 1 baths | 913 sq.ft. |
$174,900 |
Airbnb cash on cash: 6.08%
|
509 Main Street NorthWoodbury, CTThis exquisite, unique and spacious country cape offers over 6,300 sq ft. of living space.... |
5 beds | 7 baths | 6,357 sq.ft. |
$1,795,000 |
Airbnb cash on cash: -2.04%
|
5 Cedar Spring Lane #5Woodbury, CTOpportunity to invest / own this spacious Condo nestled in the beautiful natural grounds o... |
2 beds | 3 baths | 1,779 sq.ft. |
$216,000 |
Airbnb cash on cash: 5.22%
|
487 Main Street SouthWoodbury, CTCa 1760, the Hezekiah Thompson house is a warm and welcoming Dutch Colonial located on pic... |
4 beds | 3 baths | 2,806 sq.ft. |
$929,000 |
Airbnb cash on cash: 2.11%
|
16 Gate Post LaneWoodbury, CTThis elegant Colonial is located in desirable Carriage Hills. You won't lack for space and... |
4 beds | 4 baths | 5,781 sq.ft. |
$1,175,000 |
Airbnb cash on cash: 1.02%
|
301 Transylvania RoadWoodbury, CTWelcome to this charming Colonial home, originally built in the 1930s, offering a perfect ... |
3 beds | 4 baths | 2,628 sq.ft. |
$845,000 |
Airbnb cash on cash: -0.18%
|
22 Clubhouse Drive #22Woodbury, CTInspiration Model at Woodlake beautifully renovated from top to bottom. Three bedrooms, 2 ... |
3 beds | 3 baths | 1,888 sq.ft. |
$405,000 |
Airbnb cash on cash: 1.85%
|
6 Owl Ridge RoadWoodbury, CTNestled on a professionally landscaped ~2-acre lot in the serene Owl Ridge neighborhood of... |
4 beds | 5 baths | 4,832 sq.ft. |
$1,349,000 |
Airbnb cash on cash: 0.48%
|
40 Tuttle RoadWoodbury, CTBut I thought you said it was built in 2006. You could have fooled me that this home wasn'... |
5 beds | 3 baths | 3,915 sq.ft. |
$825,000 |
Airbnb cash on cash: -0.76%
|
45 North Gate RoadWoodbury, CTWhat a marvelous house situated in the northern reaches of one of CT's most quaint towns. ... |
4 beds | 3 baths | 3,545 sq.ft. |
$950,000 |
Airbnb cash on cash: 1.99%
|
24 Woodbury Hill #24Woodbury, CTWonderful Woodbury Hill! A delightful community close to the town center. This Trumbull's... |
2 beds | 3 baths | 1,577 sq.ft. |
$460,000 |
Airbnb cash on cash: 0.43%
|
229 Bacon Pond Road #APT 154Woodbury, CTWelcome to this lovely end unit 2-bedroom condo in the highly sought-after Town In Country... |
2 beds | 1 baths | 913 sq.ft. |
$190,000 |
Airbnb cash on cash: 5.37%
|
8 Edgehill Court #8Woodbury, CTThis remodeled 2 bedroom, 2 bathroom condo sits in a quiet section of the Woodlake Associa... |
2 beds | 2 baths | 1,532 sq.ft. |
$249,000 |
Airbnb cash on cash: 4.2%
|
17 Birchwood LaneWoodbury, CTExperience the epitome of architectural artistry with this contemporary home, a serene san... |
3 beds | 3 baths | 3,283 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.62%
|
158 Hazel Plain RoadWoodbury, CTCountry Cape with expansion possibilities. This stylish home features four bedrooms includ... |
4 beds | 3 baths | 2,085 sq.ft. |
$685,000 |
Airbnb cash on cash: 3.96%
|
220 Upper Grassy Hill RoadWoodbury, CTOWNER OCCUPANT BUYERS RECEIVE PRIORITY CONSIDERATION AND MAY PURCHASE THIS PROPERTY IMMEDI... |
4 beds | 2 baths | 1,620 sq.ft. |
$379,000 |
Airbnb cash on cash: 9.62%
|
Real Estate investment in Woodbury, CT
There are 24 properties for sale in the city of Woodbury . The median list price in Woodbury is $705,000 and the average price per square foot is $246. In December 2024, the average monthly cash on cash return in Woodbury is 2.00%. The average monthly rental income in Woodbury is $3,613.