Real Estate Investment Properties for Sale in Redding, CT
Looking for investment property in Redding, CT with high ROI ?
Explore a variety of short-term homes & houses in Redding, CT. Invest wisely with VRBO & Redding, 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 Redding, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
380 Black Rock TpkeRedding, CTPrivately set back from the road on 2.94 wooded acres, this spacious Redding Colonial offe... |
4 beds | 3 baths | 4,924 sq.ft. |
$999,500 |
Airbnb cash on cash: -0.32%
|
15 Dayton RoadRedding, CTImpeccable shingle style country cape on park-like 2.76 acres adj. Redding Land Trust cons... |
3 beds | 4 baths | 4,943 sq.ft. |
$1,399,000 |
Airbnb cash on cash: -1.2%
|
56 Portland Ave #3Redding, CTThis fabulous corner unit Townhouse is located walking distance to trains/restaurants/shop... |
1 beds | 1 baths | 1,224 sq.ft. |
$419,900 |
Airbnb cash on cash: -2.24%
|
15 Silversmith LaneRedding, CTArtisan Craftsmanship Meets Modern Autonomy - Your Private Oasis Awaits! Nestled on 4 idyl... |
4 beds | 4 baths | 3,294 sq.ft. |
$1,585,000 |
Airbnb cash on cash: -0.74%
|
299 Redding RdRedding, CTExperience modern luxury in this beautifully renovated Colonial. A grand double-door entry... |
4 beds | 3 baths | 3,876 sq.ft. |
$899,000 |
Airbnb cash on cash: 0.37%
|
71 Picketts Ridge RoadRedding, CTTucked away like a storybook retreat, 71 Picketts Ridge is a charming and cozy ranch-style... |
2 beds | 1 baths | 930 sq.ft. |
$499,000 |
Airbnb cash on cash: 0.99%
|
7 Long Meadow LnRedding, CT7 Long Meadow Ln, Redding, CT 06896 | Single Family Residential |
4 beds | 3 baths | 5,385 sq.ft. |
$1,599,000 |
Airbnb cash on cash: -1.7%
|
2 Longwood DrRedding, CT2 Longwood Dr, Redding, CT 06896 | Single Family Residential |
4 beds | 4 baths | 6,259 sq.ft. |
$1,745,000 |
Airbnb cash on cash: -1.78%
|
63 Turney RdRedding, CT63 Turney Rd, Redding, CT 06896 | Single Family Residential |
7 beds | 6 baths | 9,420 sq.ft. |
$7,400,000 |
Airbnb cash on cash: -3.01%
|
229 Umpawaug RdRedding, CT229 Umpawaug Rd, Redding, CT 06896 | Single Family Residential |
6 beds | 9 baths | 7,528 sq.ft. |
$7,495,000 |
Airbnb cash on cash: -3.01%
|
24 Costa LnRedding, CT24 Costa Ln, Redding, CT 06896 | Other |
N/A beds | N/A baths | N/A |
$615,000 |
Airbnb cash on cash: -2.17%
|
65 Umpawaug RdRedding, CT65 Umpawaug Rd, Redding, CT 06896 | Other |
N/A beds | N/A baths | N/A |
$499,000 |
Airbnb cash on cash: -1.94%
|
172 Gallows Hill RoadRedding, CTCasually elegant stone & clapboard ranch on stunning property in most desirable West Reddi... |
2 beds | 2 baths | 2,108 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.06%
|
313 Umpawaug RoadRedding, CTNestled on a picturesque country road in the heart of Redding, this National Register of H... |
4 beds | 3 baths | 2,944 sq.ft. |
$1,450,000 |
Airbnb cash on cash: -0.93%
|
10 Chapman PlaceRedding, CTPrivate Luxury Meets Modern Sophistication in Redding! Discover the perfect blend of class... |
4 beds | 5 baths | 4,414 sq.ft. |
$1,325,000 |
Airbnb cash on cash: -0.87%
|
44 High Ridge RoadRedding, CTSerenity awaits in this classic colonial nestled on two level acres in a walker-friendly c... |
4 beds | 3 baths | 3,519 sq.ft. |
$1,039,000 |
Airbnb cash on cash: -0.22%
|
121 Picketts Ridge RoadRedding, CTWelcome to 121 Picketts Ridge Road in beautiful West Redding/ Picketts Ridge! This custom ... |
5 beds | 4 baths | 4,614 sq.ft. |
$1,100,000 |
Airbnb cash on cash: -1.6%
|
76 Pocahontas RoadRedding, CTThis distinct 4-bedroom Colonial offers a rare blend of charm and modern luxury. Originall... |
4 beds | 3 baths | 3,260 sq.ft. |
$885,000 |
Airbnb cash on cash: 0.4%
|
207 Redding RdRedding, CTClassic New England charm meets modern luxury in this beautifully updated 1921 Colonial. P... |
4 beds | 2 baths | 3,124 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.1%
|
33 Old Stagecoach RdRedding, CTTurn Key completely Renovated down to the studs! This 4-bed, 3.5-bath Cape Cod farm style ... |
4 beds | 3 baths | 3,341 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -0.02%
|
78 Black Rock TpkeRedding, CTDiscover the quintessential Redding lifestyle in this charming circa 1898 home, perfectly ... |
2 beds | 2 baths | 1,688 sq.ft. |
$625,000 |
Airbnb cash on cash: 0.4%
|
123A Peaceable StRedding, CTExpansive colonial home on 2.62 private acres in top West Redding location with mature tre... |
4 beds | 2 baths | 3,594 sq.ft. |
$899,000 |
Airbnb cash on cash: -0.29%
|
286 Black Rock TpkeRedding, CTThe Rebecca Denison Homestead, established in 1708 with the present Greek Revival residenc... |
5 beds | 4 baths | 4,158 sq.ft. |
$1,329,000 |
Airbnb cash on cash: -2.19%
|
11 Fire Hill LnRedding, CT11 Fire Hill Ln, Redding, CT 06896 | Single Family Residential |
4 beds | 2 baths | 2,467 sq.ft. |
$850,000 |
Airbnb cash on cash: -0.36%
|
28 Winding Brook LnRedding, CT28 Winding Brook Ln, Redding, CT 06896 | Single Family Residential |
4 beds | 3 baths | 3,454 sq.ft. |
$910,000 |
Airbnb cash on cash: -0.54%
|
24 Mark Twain LnRedding, CT24 Mark Twain Ln, Redding, CT 06896 | Single Family Residential |
4 beds | 4 baths | 6,108 sq.ft. |
$1,800,000 |
Airbnb cash on cash: -1.82%
|
70 Dayton RdRedding, CT70 Dayton Rd, Redding, CT 06896 | Single Family Residential |
4 beds | 2 baths | 1,632 sq.ft. |
$624,000 |
Airbnb cash on cash: 0.64%
|
149 Old Redding RdRedding, CT149 Old Redding Rd, Redding, CT 06896 | Single Family Residential |
3 beds | 3 baths | 2,754 sq.ft. |
$1,075,000 |
Airbnb cash on cash: -1.49%
|
11 Long Meadow LnRedding, CT11 Long Meadow Ln, Redding, CT 06896 | Single Family Residential |
4 beds | 5 baths | 5,935 sq.ft. |
$1,245,000 |
Airbnb cash on cash: -1.29%
|
18 Church StRedding, CT18 Church St, Redding, CT 06896 | Single Family Residential |
3 beds | 2 baths | 2,935 sq.ft. |
$1,275,000 |
Airbnb cash on cash: -1.75%
|
74 Black Rock TpkeRedding, CT74 Black Rock Tpke, Redding, CT 06896 | Single Family Residential |
5 beds | 4 baths | 6,775 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -2.47%
|
16 Shady LnRedding, CT16 Shady Ln, Redding, CT 06896 | Single Family Residential |
4 beds | 3 baths | 4,316 sq.ft. |
$1,099,000 |
Airbnb cash on cash: -0.98%
|
28 Goodridge RdRedding, CT28 Goodridge Rd, Redding, CT 06896 | Single Family Residential |
5 beds | 4 baths | 4,728 sq.ft. |
$1,325,000 |
Airbnb cash on cash: -2.43%
|
281 Newtown TpkeRedding, CT281 Newtown Tpke, Redding, CT 06896 | Single Family Residential |
5 beds | 3 baths | 6,170 sq.ft. |
$1,295,000 |
Airbnb cash on cash: -2.41%
|
268 Umpawaug RdRedding, CT268 Umpawaug Rd, Redding, CT 06896 | Single Family Residential |
4 beds | 2 baths | 3,922 sq.ft. |
$749,000 |
Airbnb cash on cash: 0.02%
|
4 Long Ridge RdRedding, CT4 Long Ridge Rd, Redding, CT 06896 | Multi Family |
4 beds | 5 baths | 5,282 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -1.44%
|
206 Umpawaug RdRedding, CT206 Umpawaug Rd, Redding, CT 06896 | Single Family Residential |
7 beds | 8 baths | 13,094 sq.ft. |
$7,725,000 |
Airbnb cash on cash: -3.01%
|
14 W Woodland DrRedding, CT14 W Woodland Dr, Redding, CT 06896 | Other |
N/A beds | N/A baths | N/A |
$65,000 |
Airbnb cash on cash: 5.44%
|
26&30 Goodsell Hill RdRedding, CT26&30 Goodsell Hill Rd, Redding, CT 06896 | Other |
N/A beds | N/A baths | N/A |
$975,000 |
Airbnb cash on cash: -2.52%
|
Real Estate investment in Redding, CT
There are 43 properties for sale in the city of Redding . The median list price in Redding is $484,900 and the average price per square foot is $211. In August 2026, the average monthly cash on cash return in Redding is 2.00%. The average monthly rental income in Redding is $4,750.