Real Estate Investment Properties for Sale in Old Greenwich, CT

Looking for investment property in Old Greenwich, CT with high ROI ?

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

Search for Single Family Residential for Sale in Old Greenwich, 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 4 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
7 Pleasant View Place Old Greenwich, CT In Old Greenwich, ideally located in one of the area's most desirable neighborhoods, this ...	4 beds \| 4 baths \| 3,670 sq.ft.	$2,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.42% Airbnb Rental Income: $null Traditional Rental Income: $7184 Airbnb ROI: N/A Traditional ROI: 0.42%
137 Shore Road Old Greenwich, CT 137 Shore Road offers an incredible opportunity in the heart of Old Greenwich. Perfectly s...	4 beds \| 3 baths \| 2,214 sq.ft.	$2,475,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.16% Airbnb Rental Income: $null Traditional Rental Income: $4618 Airbnb ROI: N/A Traditional ROI: -1.16%
8 Quintard Avenue Old Greenwich, CT Tucked away on a private road in the Greenwich Cove Park Association, 8 Quintard Avenue of...	5 beds \| 7 baths \| 3,571 sq.ft.	$5,795,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.19% Airbnb Rental Income: $null Traditional Rental Income: $10542 Airbnb ROI: N/A Traditional ROI: -1.19%
11 Shorelands Place Old Greenwich, CT Perfectly positioned in Old Greenwich south of the Village, this charming Shore Colonial i...	4 beds \| 3 baths \| 2,760 sq.ft.	$2,760,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.1% Airbnb Rental Income: $null Traditional Rental Income: $5302 Airbnb ROI: N/A Traditional ROI: -1.1%
Other Single Family Residential Investment Properties for Sale in Connecticut
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%
2 Elmwood Drive #2 Fairfield , CT Rare offering in the coveted Southport Green complex, just steps from Southport Village an...	3 beds \| 4 baths \| 3,328 sq.ft.	$2,495,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 0.29% Airbnb Rental Income: $2373 Traditional Rental Income: $5995 Airbnb ROI: -1.53% Traditional ROI: 0.29%
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%
147 Holly Hill Lane Greenwich , CT Prime opportunity to acquire a turn-key investment property featuring 9 duplex-style townh...	2 beds \| 2 baths \| 1,611 sq.ft.	$9,999,999	Airbnb cash on cash: -3.02% Traditional cash on cash: -2.78% Airbnb Rental Income: $1642 Traditional Rental Income: $3419 Airbnb ROI: -3.02% Traditional ROI: -2.78%
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%

Your search for investment property begins and ends here

Single Family Homes for Sale in Old Greenwich, CT

7 Pleasant View Place

Old Greenwich, CT

4 beds | 4 baths | 3,670 sq.ft.

$2,150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.42%

Airbnb Rental Income: $null

Traditional Rental Income: $7184

Airbnb ROI: N/A

Traditional ROI: 0.42%

137 Shore Road

Old Greenwich, CT

4 beds | 3 baths | 2,214 sq.ft.

$2,475,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.16%

Airbnb Rental Income: $null

Traditional Rental Income: $4618

Airbnb ROI: N/A

Traditional ROI: -1.16%

8 Quintard Avenue

Old Greenwich, CT

5 beds | 7 baths | 3,571 sq.ft.

$5,795,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.19%

Airbnb Rental Income: $null

Traditional Rental Income: $10542

Airbnb ROI: N/A

Traditional ROI: -1.19%

11 Shorelands Place

Old Greenwich, CT

4 beds | 3 baths | 2,760 sq.ft.

$2,760,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.1%

Airbnb Rental Income: $null

Traditional Rental Income: $5302

Airbnb ROI: N/A

Traditional ROI: -1.1%

Other Single Family Residential Investment Properties for Sale in Connecticut

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%

Fairfield , CT

3 beds | 4 baths | 3,328 sq.ft.

$2,495,000

Airbnb cash on cash: -1.53%

Traditional cash on cash: 0.29%

Airbnb Rental Income: $2373

Traditional Rental Income: $5995

Airbnb ROI: -1.53%

Traditional ROI: 0.29%

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%

Greenwich , CT

2 beds | 2 baths | 1,611 sq.ft.

$9,999,999

Airbnb cash on cash: -3.02%

Traditional cash on cash: -2.78%

Airbnb Rental Income: $1642

Traditional Rental Income: $3419

Airbnb ROI: -3.02%

Traditional ROI: -2.78%

Stafford Springs , CT

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