Real Estate Investment Properties for Sale in Ashford, CT

Looking for investment property in Ashford, CT with high ROI ?

Explore a variety of short-term homes & houses in Ashford, CT. Invest wisely with VRBO & Ashford, 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 Ashford, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
101 Lakeview Drive Ashford, CT WATERFRONT - Enjoy beautiful views and activities on Lake Chaffee year round! A charming 1...	2 beds \| 1 baths \| 856 sq.ft.	$412,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $2085 Airbnb ROI: N/A Traditional ROI: 1.98%
391 Squaw Hollow Road Ashford, CT Nestled among mature trees in a serene, private setting, this lovely Colonial home lends i...	3 beds \| 3 baths \| 1,968 sq.ft.	$480,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $3474 Airbnb ROI: N/A Traditional ROI: 4.41%
Investment Properties for Sale in Other Cities of Connecticut
14 Saddle Hill Road Newington , CT Feel the warmth and elegance as you step into this fully remodeled split-level house that...	4 beds \| 3 baths \| 1,850 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.12% Airbnb Rental Income: $null Traditional Rental Income: $3944 Airbnb ROI: N/A Traditional ROI: 7.12%
77 Hollenbeck Road Cornwall , CT Welcome to this charming home located in a quiet surrounding area with a set back driveway...	3 beds \| 3 baths \| 2,268 sq.ft.	$499,000	Airbnb cash on cash: 5.68% Traditional cash on cash: 6.17% Airbnb Rental Income: $4554 Traditional Rental Income: $3837 Airbnb ROI: 5.68% Traditional ROI: 6.17%
153 THOMPSON HILL RD Portland , CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,704 sq.ft.	$451,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 3.54% Airbnb Rental Income: $2908 Traditional Rental Income: $2560 Airbnb ROI: 2.77% Traditional ROI: 3.54%
66 Wilson Avenue Trumbull , CT Tiny House! The new trend in homes is right here and is a great alternative to condo livin...	2 beds \| 2 baths \| 648 sq.ft.	$339,900	Airbnb cash on cash: 1.57% Traditional cash on cash: 4.15% Airbnb Rental Income: $2133 Traditional Rental Income: $2414 Airbnb ROI: 1.57% Traditional ROI: 4.15%
469 Saunders Avenue Bridgeport , CT Discover the perfect blend of comfort and style at 469 Saunders Ave in Bridgeport, CT! Thi...	4 beds \| 3 baths \| 2,004 sq.ft.	$485,000	Airbnb cash on cash: 5.27% Traditional cash on cash: 5.46% Airbnb Rental Income: $4795 Traditional Rental Income: $3894 Airbnb ROI: 5.27% Traditional ROI: 5.46%
57 Old Towne Road #57 Cheshire , CT Welcome to this charming 2-bedroom, 2 1/2-bath townhouse in the highly desirable Old Towne...	2 beds \| 3 baths \| 1,303 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $2676 Airbnb ROI: N/A Traditional ROI: 3.92%
185 Greystone Road Plymouth , CT Welcome to 185 Greystone Rd, a beautifully updated home that blends comfort, style, and pr...	3 beds \| 2 baths \| 1,768 sq.ft.	$424,900	Airbnb cash on cash: 6.6% Traditional cash on cash: 5.33% Airbnb Rental Income: $4620 Traditional Rental Income: $3156 Airbnb ROI: 6.6% Traditional ROI: 5.33%
1645 Old Town Road Bridgeport , CT This is a great investment opportunity or the perfect chance to make this home your own! C...	3 beds \| 2 baths \| 1,416 sq.ft.	$385,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 6.24% Airbnb Rental Income: $3080 Traditional Rental Income: $3306 Airbnb ROI: 3.67% Traditional ROI: 6.24%
638 Paddock Avenue Meriden , CT Modern Charm Meets Timeless Comfort - Expanded Cape in a Prime Location! Discover a home ...	3 beds \| 2 baths \| 1,673 sq.ft.	$319,900	Airbnb cash on cash: 7.09% Traditional cash on cash: 7.78% Airbnb Rental Income: $3682 Traditional Rental Income: $3088 Airbnb ROI: 7.09% Traditional ROI: 7.78%
24 Maddox Avenue Milford , CT Bring your kayaks and beach chairs to live the lifestyle you have been dreaming of in your...	3 beds \| 4 baths \| 2,207 sq.ft.	$899,900	Airbnb cash on cash: 1.93% Traditional cash on cash: 2.5% Airbnb Rental Income: $5424 Traditional Rental Income: $4809 Airbnb ROI: 1.93% Traditional ROI: 2.5%
243 Sunshine Circle Bridgeport , CT COME SEE!! This beautiful starter 4 Bedroom 1.5 bath home, located on the north end of Bri...	4 beds \| 2 baths \| 1,920 sq.ft.	$385,000	Airbnb cash on cash: 7.67% Traditional cash on cash: 6.37% Airbnb Rental Income: $4795 Traditional Rental Income: $3339 Airbnb ROI: 7.67% Traditional ROI: 6.37%
121 Shagbark Drive #121 Derby , CT Welcome to this pristine 2-bedroom, 2-bath half-townhouse, formal living & dining room. An...	2 beds \| 3 baths \| 1,400 sq.ft.	$279,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 6% Airbnb Rental Income: $2501 Traditional Rental Income: $2694 Airbnb ROI: 2.96% Traditional ROI: 6%
25 Adams Avenue #413 Stamford , CT Rare opportunity to own a penthouse unit in the amazing Mill River House. Quiet fourth flo...	2 beds \| 2 baths \| 1,477 sq.ft.	$550,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 3.25% Airbnb Rental Income: $3895 Traditional Rental Income: $3439 Airbnb ROI: 2.5% Traditional ROI: 3.25%
10 David Street Waterford , CT Take a 3D Tour 24/7 or Enjoy a Video Walkthrough 24/7! Come explore 10 David St, Waterford...	3 beds \| 1 baths \| 1,202 sq.ft.	$315,000	Airbnb cash on cash: 5.52% Traditional cash on cash: 5.22% Airbnb Rental Income: $2993 Traditional Rental Income: $2217 Airbnb ROI: 5.52% Traditional ROI: 5.22%
35 Weekeepeemee Road Woodbury , CT Sweet 1836 Italianate style home, located in the historic Hotchkissville section of Woodbu...	3 beds \| 2 baths \| 1,959 sq.ft.	$399,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 5.99% Airbnb Rental Income: $2603 Traditional Rental Income: $3256 Airbnb ROI: 2.58% Traditional ROI: 5.99%

Real Estate investment in Ashford, CT

There are 2 properties for sale in the city of Ashford . The median list price in Ashford is $446,000 and the average price per square foot is $316. In December 2024, the average monthly cash on cash return in Ashford is 4.00%. The average monthly rental income in Ashford is $3,474.

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

There are 2 investment properties available for sale in Ashford.

In 2024, the best neighborhood to buy investment property is Ashford.

The ROI for Short-Term is higher than the Long-Term in Ashford with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Ashford, CT

101 Lakeview Drive

Ashford, CT

2 beds | 1 baths | 856 sq.ft.

$412,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.98%

Airbnb Rental Income: $null

Traditional Rental Income: $2085

Airbnb ROI: N/A

Traditional ROI: 1.98%

391 Squaw Hollow Road

Ashford, CT

3 beds | 3 baths | 1,968 sq.ft.

$480,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.41%

Airbnb Rental Income: $null

Traditional Rental Income: $3474

Airbnb ROI: N/A

Traditional ROI: 4.41%

Investment Properties for Sale in Other Cities of Connecticut

Newington , CT

4 beds | 3 baths | 1,850 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.12%

Airbnb Rental Income: $null

Traditional Rental Income: $3944

Airbnb ROI: N/A

Traditional ROI: 7.12%

Cornwall , CT

3 beds | 3 baths | 2,268 sq.ft.

$499,000

Airbnb cash on cash: 5.68%

Traditional cash on cash: 6.17%

Airbnb Rental Income: $4554

Traditional Rental Income: $3837

Airbnb ROI: 5.68%

Traditional ROI: 6.17%

Portland , CT

3 beds | 2 baths | 1,704 sq.ft.

$451,000

Airbnb cash on cash: 2.77%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2908

Traditional Rental Income: $2560

Airbnb ROI: 2.77%

Traditional ROI: 3.54%

Trumbull , CT

2 beds | 2 baths | 648 sq.ft.

$339,900

Airbnb cash on cash: 1.57%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $2133

Traditional Rental Income: $2414

Airbnb ROI: 1.57%

Traditional ROI: 4.15%

Bridgeport , CT

4 beds | 3 baths | 2,004 sq.ft.

$485,000

Airbnb cash on cash: 5.27%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $4795

Traditional Rental Income: $3894

Airbnb ROI: 5.27%

Traditional ROI: 5.46%

Cheshire , CT

2 beds | 3 baths | 1,303 sq.ft.

$359,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2676

Airbnb ROI: N/A

Traditional ROI: 3.92%

Plymouth , CT

3 beds | 2 baths | 1,768 sq.ft.

$424,900

Airbnb cash on cash: 6.6%