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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
194 Lonetown Road Redding, CT Tucked away on more than three acres, this light-filled contemporary offers space, style, ...	5 beds \| 4 baths \| 3,181 sq.ft.	$1,045,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 3.39% Airbnb Rental Income: $3818 Traditional Rental Income: $6426 Airbnb ROI: -0.15% Traditional ROI: 3.39%
34 Fox Run Road Redding, CT Updated Price Drop! This exceptional luxury home has just been completed and is ready to w...	5 beds \| 6 baths \| 7,833 sq.ft.	$1,550,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 1.88% Airbnb Rental Income: $3818 Traditional Rental Income: $7310 Airbnb ROI: -1.12% Traditional ROI: 1.88%
61 Marchant Road Redding, CT A celebrated artist's estate, this extraordinary mid-century modern residence is a stateme...	4 beds \| 4 baths \| 4,146 sq.ft.	$1,539,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 0.46% Airbnb Rental Income: $3907 Traditional Rental Income: $5224 Airbnb ROI: -1.05% Traditional ROI: 0.46%
56 Cross Highway Redding, CT Experience the epitome of tranquility in this country retreat, nestled on over 18 acres of...	4 beds \| 4 baths \| 3,501 sq.ft.	$1,625,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 0.13% Airbnb Rental Income: $3907 Traditional Rental Income: $5010 Airbnb ROI: -1.16% Traditional ROI: 0.13%
7 Conrad Street Redding, CT Location, location - this turnkey, beautifully renovated four-bedroom, 2.5-bath split-leve...	4 beds \| 3 baths \| 2,861 sq.ft.	$749,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 3.72% Airbnb Rental Income: $3907 Traditional Rental Income: $4066 Airbnb ROI: 2.29% Traditional ROI: 3.72%
181 Picketts Ridge Road Redding, CT Your own private oasis! Just imagine enjoying your morning coffee while watching hummingbi...	4 beds \| 3 baths \| 2,420 sq.ft.	$795,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 2.31% Airbnb Rental Income: $3907 Traditional Rental Income: $4120 Airbnb ROI: 0.89% Traditional ROI: 2.31%
32 Beeholm Road Redding, CT Your exceptional 24+ acre private oasis awaits. This significant piece of Redding's natura...	5 beds \| 4 baths \| 2,452 sq.ft.	$1,799,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 0.61% Airbnb Rental Income: $3818 Traditional Rental Income: $6340 Airbnb ROI: -1.4% Traditional ROI: 0.61%
18 Great Meadow Road Redding, CT Welcome to 18 Great Meadow Road, a newly renovated home with a completely flat 2.5 acre lo...	3 beds \| 2 baths \| 2,009 sq.ft.	$679,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 1.85% Airbnb Rental Income: $3997 Traditional Rental Income: $3241 Airbnb ROI: 1.69% Traditional ROI: 1.85%
118 Sanfordtown Road Redding, CT Sparkling jewel box in the center of Redding, the Wakeman Smith House is a masterful blend...	4 beds \| 2 baths \| 3,111 sq.ft.	$999,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 0.8% Airbnb Rental Income: $3907 Traditional Rental Income: $3747 Airbnb ROI: 0.07% Traditional ROI: 0.8%
6 Old Mailcoach Road Redding, CT A Magical Country Cottage! This charming retreat is an intimate and cozy escape set among ...	2 beds \| 2 baths \| 842 sq.ft.	$525,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 1.37% Airbnb Rental Income: $1522 Traditional Rental Income: $2299 Airbnb ROI: -1.11% Traditional ROI: 1.37%
33 Peaceable Street Redding, CT Step back into the grandeur of yesteryear in this gracious Georgian brick colonial built i...	4 beds \| 5 baths \| 4,620 sq.ft.	$1,599,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 3.44% Airbnb Rental Income: $3907 Traditional Rental Income: $9857 Airbnb ROI: -1.13% Traditional ROI: 3.44%
27 West Woodland Drive Redding, CT Privacy, convenience, and timeless value, all in a truly special Redding setting. Welcome ...	4 beds \| 3 baths \| 2,070 sq.ft.	$699,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 3.05% Airbnb Rental Income: $3907 Traditional Rental Income: $4120 Airbnb ROI: 1.44% Traditional ROI: 3.05%
37 Chalburn Road Redding, CT Private waterfront retreat! Located on one of Redding's most pristine and swimmable lakes,...	5 beds \| 5 baths \| 4,856 sq.ft.	$1,400,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 3.8% Airbnb Rental Income: $3818 Traditional Rental Income: $9107 Airbnb ROI: -0.9% Traditional ROI: 3.8%

Real Estate investment in Redding, CT

There are 17 properties for sale in the city of Redding . The median list price in Redding is $999,000 and the average price per square foot is $302. In October 2025, the average monthly cash on cash return in Redding is 2.00%. The average monthly rental income in Redding is $5,010.

Redding, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 17 investment properties available for sale in Redding.

In 2025, the best neighborhood to buy investment property is Redding.

The ROI for Short-Term is higher than the Long-Term in Redding with average rental income of $3,907.

Your search for investment property begins and ends here

Investment Property for Sale in Redding, CT

194 Lonetown Road

Redding, CT

5 beds | 4 baths | 3,181 sq.ft.

$1,045,000

Airbnb cash on cash: -0.15%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $3818

Traditional Rental Income: $6426

Airbnb ROI: -0.15%

Traditional ROI: 3.39%

34 Fox Run Road

Redding, CT

5 beds | 6 baths | 7,833 sq.ft.

$1,550,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $3818

Traditional Rental Income: $7310

Airbnb ROI: -1.12%

Traditional ROI: 1.88%

61 Marchant Road

Redding, CT

4 beds | 4 baths | 4,146 sq.ft.

$1,539,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: 0.46%

Airbnb Rental Income: $3907

Traditional Rental Income: $5224

Airbnb ROI: -1.05%

Traditional ROI: 0.46%

56 Cross Highway

Redding, CT

4 beds | 4 baths | 3,501 sq.ft.

$1,625,000

Airbnb cash on cash: -1.16%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $3907

Traditional Rental Income: $5010

Airbnb ROI: -1.16%

Traditional ROI: 0.13%

7 Conrad Street

Redding, CT

4 beds | 3 baths | 2,861 sq.ft.

$749,900

Airbnb cash on cash: 2.29%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $3907

Traditional Rental Income: $4066

Airbnb ROI: 2.29%

Traditional ROI: 3.72%

181 Picketts Ridge Road

Redding, CT

4 beds | 3 baths | 2,420 sq.ft.

$795,000

Airbnb cash on cash: 0.89%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $3907

Traditional Rental Income: $4120

Airbnb ROI: 0.89%

Traditional ROI: 2.31%

32 Beeholm Road

Redding, CT

5 beds | 4 baths | 2,452 sq.ft.

$1,799,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: 0.61%

Airbnb Rental Income: $3818

Traditional Rental Income: $6340

Airbnb ROI: -1.4%

Traditional ROI: 0.61%

18 Great Meadow Road

Redding, CT

3 beds | 2 baths | 2,009 sq.ft.

$679,000

Airbnb cash on cash: 1.69%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $3997

Traditional Rental Income: $3241

Airbnb ROI: 1.69%