Real Estate Investment Properties for Sale in Connecticut

Looking for investment property in Connecticut with high ROI ?

Explore a variety of short-term homes & houses in Connecticut. Invest wisely with VRBO & Connecticut Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Connecticut

Search for Single Family Residential for Sale in Connecticut. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 2,129 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
23 Heaton Street Waterbury, CT Welcome to this inviting 3-bedroom, 3-bathroom home offering 1,716 sq ft of living space i...	3 beds \| 3 baths \| 1,716 sq.ft.	$374,995	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.46% Airbnb Rental Income: $1673 Traditional Rental Income: $2715 Airbnb ROI: 0.17% Traditional ROI: 4.46%
360 North Society Road Canterbury, CT INSTANT EQUITY when you finish this SPRAWLING Cape it COMPS out $525,000 to $550,000! OVER...	3 beds \| 2 baths \| 2,236 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.76% Airbnb Rental Income: $null Traditional Rental Income: $3171 Airbnb ROI: N/A Traditional ROI: 8.76%
32 WILLINGTON AVENUE Stafford Springs, CT Completely renovated old-style Colonial that sits on1.72 private acres. Nestled in the woo...	3 beds \| 2 baths \| 1,047 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $2593 Airbnb ROI: N/A Traditional ROI: 5.4%
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: -0.23% Traditional cash on cash: 3.54% Airbnb Rental Income: $1388 Traditional Rental Income: $2560 Airbnb ROI: -0.23% Traditional ROI: 3.54%
38 Aspinall Drive Andover, CT Charming & Quaint New England 3 BR Cape Cod at end of Cul-de-Sac is steps away from Hop Ri...	3 beds \| 1 baths \| 1,008 sq.ft.	$285,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 5.26% Airbnb Rental Income: $1880 Traditional Rental Income: $2075 Airbnb ROI: 2.66% Traditional ROI: 5.26%
114 Terrill Road Stratford, CT Welcome to this charming Paradise Green Ranch, perfectly situated within walking distance ...	3 beds \| 2 baths \| 1,922 sq.ft.	$424,900	Airbnb cash on cash: 1.24% Traditional cash on cash: 5.92% Airbnb Rental Income: $2065 Traditional Rental Income: $3394 Airbnb ROI: 1.24% Traditional ROI: 5.92%
28 Hillside Drive Easton, CT Don't miss this incredible home set on an expansive one-plus-acre property in Lower Easton...	4 beds \| 5 baths \| 4,780 sq.ft.	$1,200,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 6.12% Airbnb Rental Income: $4891 Traditional Rental Income: $9165 Airbnb ROI: 1.39% Traditional ROI: 6.12%
109 Timber Trail Tolland, CT Welcome to 109 Timber Trail in Tolland! This beautiful 4-bedroom, 3-bath home combines tho...	4 beds \| 3 baths \| 2,884 sq.ft.	$419,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.89% Airbnb Rental Income: $null Traditional Rental Income: $4437 Airbnb ROI: N/A Traditional ROI: 8.89%
8 Bobcat Lane Warren, CT Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-b...	4 beds \| 5 baths \| 5,537 sq.ft.	$1,985,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 3.35% Airbnb Rental Income: $3651 Traditional Rental Income: $8633 Airbnb ROI: 0.21% Traditional ROI: 3.35%
75 West Glen Drive Stamford, CT HIGHEST AND BEST OFFERS DUE BY 10/27 5PM. Beautifully presented in Westover, this immacula...	4 beds \| 5 baths \| 4,884 sq.ft.	$2,099,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.76% Airbnb Rental Income: $null Traditional Rental Income: $9067 Airbnb ROI: N/A Traditional ROI: 2.76%
18 Roxbury Road Norwalk, CT Tall and stately, this beautiful home stands proudly at the end of a peaceful cul-de-sac. ...	3 beds \| 3 baths \| 1,987 sq.ft.	$829,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 3.79% Airbnb Rental Income: $4173 Traditional Rental Income: $4416 Airbnb ROI: 2.33% Traditional ROI: 3.79%
2 Andrea Avenue Wolcott, CT Enjoy beautiful water views from this split level set across the street from Hitchcock Lak...	3 beds \| 2 baths \| 1,304 sq.ft.	$329,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 6.49% Airbnb Rental Income: $1564 Traditional Rental Income: $2798 Airbnb ROI: 1.06% Traditional ROI: 6.49%
75 Lisbon Road Canterbury, CT If you love charm and character this antique former schoolhouse may be for you! Currently ...	1 beds \| 1 baths \| 782 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.95% Airbnb Rental Income: $null Traditional Rental Income: $1534 Airbnb ROI: N/A Traditional ROI: 4.95%
1 Mountaincrest Drive Cheshire, CT PREMIUM WOOD FLOORS JUST INSTALLED in this Mountaincrest custom colonial showcasing luxuri...	4 beds \| 5 baths \| 4,791 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.04% Airbnb Rental Income: $null Traditional Rental Income: $8439 Airbnb ROI: N/A Traditional ROI: 5.04%
338 Salisbury Road North Canaan, CT Welcome to this beautifully maintained three-bedroom home located on the peaceful outskirt...	3 beds \| 1 baths \| 1,080 sq.ft.	$299,900	Airbnb cash on cash: 5.57% Traditional cash on cash: 5.39% Airbnb Rental Income: $2850 Traditional Rental Income: $2136 Airbnb ROI: 5.57% Traditional ROI: 5.39%
785 Paradise Avenue Hamden, CT Bright, inviting, and ready to move right in! This charming Hamden home welcomes you with ...	3 beds \| 2 baths \| 2,408 sq.ft.	$404,900	Airbnb cash on cash: -0.44% Traditional cash on cash: 6.02% Airbnb Rental Income: $1352 Traditional Rental Income: $3391 Airbnb ROI: -0.44% Traditional ROI: 6.02%
163 Lake Road Warren, CT Historic Elegance Meets Countryside Charm in Warren, Ct Nestled within the picturesque ex...	4 beds \| 3 baths \| 2,818 sq.ft.	$1,100,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.16% Airbnb Rental Income: $3651 Traditional Rental Income: $4027 Airbnb ROI: 1.01% Traditional ROI: 2.16%
8 Circle Drive EAST HAVEN, CT Welcome to 8 Circle Drive East Haven CT. The Home Consists of a Spacious Living Room, Eat ...	3 beds \| 1 baths \| 988 sq.ft.	$319,900	Airbnb cash on cash: 1.4% Traditional cash on cash: 4.48% Airbnb Rental Income: $1622 Traditional Rental Income: $2090 Airbnb ROI: 1.4% Traditional ROI: 4.48%
38 Elgin Street Hamden, CT Classic, charming Spring Glen Colonial with warm inviting formal living room with wood bur...	3 beds \| 2 baths \| 1,648 sq.ft.	$429,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 4.24% Airbnb Rental Income: $1352 Traditional Rental Income: $3043 Airbnb ROI: -0.99% Traditional ROI: 4.24%
21 Holiday Point Road Sherman, CT [ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake c...	4 beds \| 4 baths \| 4,854 sq.ft.	$1,199,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.14% Airbnb Rental Income: $3171 Traditional Rental Income: $4747 Airbnb ROI: 0.08% Traditional ROI: 2.14%
178 Scott Drive South Windsor, CT Attractive 4 bedroom colonial in residential setting within walking distance to the elemen...	4 beds \| 3 baths \| 1,960 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.7% Airbnb Rental Income: $null Traditional Rental Income: $3935 Airbnb ROI: N/A Traditional ROI: 5.7%
28 Headquarters Road Litchfield, CT Stimulating 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: -0.19% Traditional cash on cash: 2.35% Airbnb Rental Income: $2246 Traditional Rental Income: $4006 Airbnb ROI: -0.19% Traditional ROI: 2.35%
165 Birchwood Drive Torrington, CT ROOM TO GROW, SPACE TO SHARE! Looking for a home that fits your expanding lifestyle? Wheth...	3 beds \| 2 baths \| 2,330 sq.ft.	$325,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 5.56% Airbnb Rental Income: $1798 Traditional Rental Income: $2604 Airbnb ROI: 1.32% Traditional ROI: 5.56%
24 Hunting Ridge Drive Simsbury, CT This stunning brick Colonial sits atop Hunting Ridge Drive on a sprawling two-acre level l...	4 beds \| 6 baths \| 9,166 sq.ft.	$1,699,999	Airbnb cash on cash: N/A Traditional cash on cash: 1.61% Airbnb Rental Income: $null Traditional Rental Income: $7351 Airbnb ROI: N/A Traditional ROI: 1.61%
92 Pepperidge Road Portland, CT This charming 3-bedroom, 2.5-bath colonial nestled on a private 1.02-acre lot was built in...	3 beds \| 3 baths \| 2,272 sq.ft.	$489,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 5.46% Airbnb Rental Income: $1388 Traditional Rental Income: $3771 Airbnb ROI: -0.67% Traditional ROI: 5.46%
9 Sachem Drive #9 Marlborough, CT Discover effortless living in this beautiful end-unit condo located in highly desirable Ma...	2 beds \| 2 baths \| 1,458 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $2668 Airbnb ROI: N/A Traditional ROI: 3.62%
141 Birchwood Drive Hamden, CT Light-filled and full of character, this Expanded Cape in north Hamden offers room for eve...	4 beds \| 3 baths \| 2,860 sq.ft.	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $4456 Airbnb ROI: N/A Traditional ROI: 5.22%
164 Janes Lane Stamford, CT Exquisite and luxurious, this completely remodeled North Stamford ranch sits on 1.36 priva...	4 beds \| 3 baths \| 3,119 sq.ft.	$1,295,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 2.7% Airbnb Rental Income: $2271 Traditional Rental Income: $5476 Airbnb ROI: -0.43% Traditional ROI: 2.7%
19 William Street Darien, CT Charming Renovated Home with Separate Income Potential - Minutes to Train & Shopping! Don'...	3 beds \| 2 baths \| 1,300 sq.ft.	$1,325,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.86% Airbnb Rental Income: $2242 Traditional Rental Income: $3403 Airbnb ROI: -0.54% Traditional ROI: 0.86%
73 Grove Avenue Bristol, CT Welcome to 73 Grove Avenue, where space, privacy, and potential come together in one remar...	4 beds \| 3 baths \| 3,549 sq.ft.	$559,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.48% Airbnb Rental Income: $null Traditional Rental Income: $4320 Airbnb ROI: N/A Traditional ROI: 5.48%
179 South Street Roxbury, CT Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been ch...	3 beds \| 2 baths \| 1,772 sq.ft.	$1,275,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 1.23% Airbnb Rental Income: $593 Traditional Rental Income: $3139 Airbnb ROI: -1.16% Traditional ROI: 1.23%
301 Bell Street MIDDLETOWN, CT Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconi...	3 beds \| 4 baths \| 3,853 sq.ft.	$585,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 7.71% Airbnb Rental Income: $1388 Traditional Rental Income: $5475 Airbnb ROI: -0.54% Traditional ROI: 7.71%
313 Quinebaug Road Thompson, CT Discover this beautiful young ranch, constructed from the foundation up in 2019 and offeri...	3 beds \| 2 baths \| 2,080 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.68% Airbnb Rental Income: $null Traditional Rental Income: $3467 Airbnb ROI: N/A Traditional ROI: 5.68%
330 Foxwood Road Guilford, CT Set on a serene .92-acre lot in one of Guilford's most desirable neighborhoods, this impec...	3 beds \| 3 baths \| 2,220 sq.ft.	$795,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 3.68% Airbnb Rental Income: $2506 Traditional Rental Income: $4309 Airbnb ROI: 0.42% Traditional ROI: 3.68%
21 Chimney Drive Bethel, CT Large Split-Level in Bethel's Popular Chimney Heights! 3 Bedrooms, 2-1/2 Baths (including ...	3 beds \| 3 baths \| 1,638 sq.ft.	$549,900	Airbnb cash on cash: 1.41% Traditional cash on cash: 4.56% Airbnb Rental Income: $2594 Traditional Rental Income: $3590 Airbnb ROI: 1.41% Traditional ROI: 4.56%

Your search for investment property begins and ends here

Single Family Homes for Sale in Connecticut

23 Heaton Street

Waterbury, CT

3 beds | 3 baths | 1,716 sq.ft.

$374,995

Airbnb cash on cash: 0.17%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $1673

Traditional Rental Income: $2715

Airbnb ROI: 0.17%

Traditional ROI: 4.46%

360 North Society Road

Canterbury, CT

3 beds | 2 baths | 2,236 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.76%

Airbnb Rental Income: $null

Traditional Rental Income: $3171

Airbnb ROI: N/A

Traditional ROI: 8.76%

32 WILLINGTON AVENUE

Stafford Springs, CT

3 beds | 2 baths | 1,047 sq.ft.

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2593

Airbnb ROI: N/A

Traditional ROI: 5.4%

153 THOMPSON HILL RD

Portland, CT

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

$451,000

Airbnb cash on cash: -0.23%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $1388

Traditional Rental Income: $2560

Airbnb ROI: -0.23%

Traditional ROI: 3.54%

38 Aspinall Drive

Andover, CT

3 beds | 1 baths | 1,008 sq.ft.

$285,000

Airbnb cash on cash: 2.66%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $1880

Traditional Rental Income: $2075

Airbnb ROI: 2.66%

Traditional ROI: 5.26%

114 Terrill Road

Stratford, CT

3 beds | 2 baths | 1,922 sq.ft.

$424,900

Airbnb cash on cash: 1.24%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $2065

Traditional Rental Income: $3394

Airbnb ROI: 1.24%

Traditional ROI: 5.92%

28 Hillside Drive

Easton, CT

4 beds | 5 baths | 4,780 sq.ft.

$1,200,000

Airbnb cash on cash: 1.39%

Traditional cash on cash: 6.12%

Airbnb Rental Income: $4891

Traditional Rental Income: $9165

Airbnb ROI: 1.39%

Traditional ROI: 6.12%

109 Timber Trail

Tolland, CT

4 beds | 3 baths | 2,884 sq.ft.

$419,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.89%

Airbnb Rental Income: $null

Traditional Rental Income: $4437

Airbnb ROI: N/A