Real Estate Investments for Sale in Old Greenwich, CT With High ROI

Are you looking for a vacation rental in Old Greenwich, CT? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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.

Investment Property for Sale in Old Greenwich, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
15 Pleasant View Place Old Greenwich, CT PLEASE NOTE 48-HOURS NOTICE REQUIRED!Beautifully-renovated, extremely bright 4-bedroom, 3-...	4 beds \| 3 baths \| 2,412 sq.ft.	$1,795,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.14% Airbnb Rental Income: $null Traditional Rental Income: $5072 Airbnb ROI: N/A Traditional ROI: -0.14%
28 E Point Lane Old Greenwich, CT Widely considered the best views in all of Old Greenwich. Perched on a peninsula with 300-...	4 beds \| 4 baths \| 3,381 sq.ft.	$12,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -2.47% Airbnb Rental Income: $null Traditional Rental Income: $7800 Airbnb ROI: N/A Traditional ROI: -2.47%
48 Sound Beach Old Greenwich, CT Location Location Location! Close to everything! This property has all the bells and whist...	5 beds \| 7 baths \| 4,269 sq.ft.	$3,495,000	Airbnb cash on cash: -1.13% Traditional cash on cash: -0.15% Airbnb Rental Income: $8147 Traditional Rental Income: $9755 Airbnb ROI: -1.13% Traditional ROI: -0.15%
Investment Properties for Sale in Other Cities of Connecticut
87 Broadway Trumbull , CT Welcome to a historic gem reimagined for modern living in the heart of Trumbull. Originall...	4 beds \| 3 baths \| 2,298 sq.ft.	$689,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 5% Airbnb Rental Income: $3867 Traditional Rental Income: $4667 Airbnb ROI: 2.45% Traditional ROI: 5%
118 40 Acre Mountain Road Danbury , CT Stunning year-round views of Candlewood Lake set the stage for this contemporary Ranch sty...	3 beds \| 3 baths \| 2,755 sq.ft.	$685,000	Airbnb cash on cash: 6.68% Traditional cash on cash: 4.46% Airbnb Rental Income: $6933 Traditional Rental Income: $4167 Airbnb ROI: 6.68% Traditional ROI: 4.46%
1 Broad Street #9G Stamford , CT Welcome to Park Tower, Stamford's premier luxury residence. This stunning corner unit prov...	2 beds \| 3 baths \| 1,677 sq.ft.	$699,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 0.67% Airbnb Rental Income: $3617 Traditional Rental Income: $4166 Airbnb ROI: -1.38% Traditional ROI: 0.67%
27 Waverly Road Darien , CT Welcome to 27 Waverly Road, a beautiful colonial-style home nestled in the Noroton Bay Ass...	5 beds \| 5 baths \| 4,257 sq.ft.	$3,495,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 1.18% Airbnb Rental Income: $7701 Traditional Rental Income: $9047 Airbnb ROI: 0.31% Traditional ROI: 1.18%
30 Coult Lane Old Lyme , CT Welcome to 30 Coult Lane, a spacious 4-bedroom, 2.5-bathroom split-level style home boasti...	4 beds \| 3 baths \| 3,076 sq.ft.	$599,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 5.07% Airbnb Rental Income: $3814 Traditional Rental Income: $4673 Airbnb ROI: 2.06% Traditional ROI: 5.07%
111 Plumtrees Road Bethel , CT Discover your dream home at this beautifully crafted Colonial, completed in 2018 that offe...	4 beds \| 4 baths \| 3,447 sq.ft.	$850,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 2.95% Airbnb Rental Income: $3635 Traditional Rental Income: $3562 Airbnb ROI: 2.04% Traditional ROI: 2.95%
5 Woodhaven Drive Portland , CT Take a 3D Tour 24/7 or Enjoy a Video Walkthrough 24/7! Here's your opportunity to sweat so...	4 beds \| 2 baths \| 2,349 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.84% Airbnb Rental Income: $null Traditional Rental Income: $3694 Airbnb ROI: N/A Traditional ROI: 9.84%
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: 3.81% Traditional cash on cash: 3.54% Airbnb Rental Income: $3436 Traditional Rental Income: $2560 Airbnb ROI: 3.81% 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: 0.55% Traditional cash on cash: 4.07% Airbnb Rental Income: $1742 Traditional Rental Income: $2387 Airbnb ROI: 0.55% Traditional ROI: 4.07%
19 Nutmeg Lane Newington , CT Welcome to your dream home in a tranquil, low-traffic neighborhood! This beautifully maint...	3 beds \| 2 baths \| 1,472 sq.ft.	$379,900	Airbnb cash on cash: 2.75% Traditional cash on cash: 5.39% Airbnb Rental Income: $2561 Traditional Rental Income: $2885 Airbnb ROI: 2.75% Traditional ROI: 5.39%
325 Middle Turnpike West Manchester , CT Simply move into this charming three-bedroom colonial, set on a level lot. The well-design...	3 beds \| 1 baths \| 1,296 sq.ft.	$289,000	Airbnb cash on cash: 4.93% Traditional cash on cash: 5.3% Airbnb Rental Income: $2629 Traditional Rental Income: $2103 Airbnb ROI: 4.93% Traditional ROI: 5.3%
215 Neds Mountain Road Ridgefield , CT Create, retreat and entertain in this boho chic mountain oasis with a bird's eye view of t...	2 beds \| 2 baths \| 2,795 sq.ft.	$819,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $3968 Airbnb ROI: N/A Traditional ROI: 2.88%
4 Ledgebrook Drive #4 Norwalk , CT Discover a perfect blend of style and sophistication in this chic unit, offering the essen...	2 beds \| 2 baths \| 1,173 sq.ft.	$399,000	Airbnb cash on cash: 5.35% Traditional cash on cash: 4.21% Airbnb Rental Income: $4409 Traditional Rental Income: $3059 Airbnb ROI: 5.35% Traditional ROI: 4.21%
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: 4.12% Traditional cash on cash: 6% Airbnb Rental Income: $2867 Traditional Rental Income: $2694 Airbnb ROI: 4.12% Traditional ROI: 6%
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.	$450,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 6.18% Airbnb Rental Income: $2814 Traditional Rental Income: $3666 Airbnb ROI: 2.6% Traditional ROI: 6.18%

Real Estate investment in Old-greenwich, CT

There are 3 properties for sale in the city of Old Greenwich . The median list price in Old Greenwich is $3,495,000 and the average price per square foot is $1,042. In October 2024, the average monthly cash on cash return in Old Greenwich is N/A%. The average monthly rental income in Old Greenwich is $7,800.

Old-greenwich, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 3 investment properties available for sale in Old-greenwich.

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

The ROI for Long-Term is higher than the Short-Term in Old-greenwich with average rental income of $7,800.

Your search for investment property begins and ends here

Investment Property for Sale in Old Greenwich, CT

15 Pleasant View Place

Old Greenwich, CT

4 beds | 3 baths | 2,412 sq.ft.

$1,795,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.14%

Airbnb Rental Income: $null

Traditional Rental Income: $5072

Airbnb ROI: N/A

Traditional ROI: -0.14%

28 E Point Lane

Old Greenwich, CT

4 beds | 4 baths | 3,381 sq.ft.

$12,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: -2.47%

Airbnb Rental Income: $null

Traditional Rental Income: $7800

Airbnb ROI: N/A

Traditional ROI: -2.47%

48 Sound Beach

Old Greenwich, CT

5 beds | 7 baths | 4,269 sq.ft.

$3,495,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: -0.15%

Airbnb Rental Income: $8147

Traditional Rental Income: $9755

Airbnb ROI: -1.13%

Traditional ROI: -0.15%

Investment Properties for Sale in Other Cities of Connecticut

Trumbull , CT

4 beds | 3 baths | 2,298 sq.ft.

$689,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 5%

Airbnb Rental Income: $3867

Traditional Rental Income: $4667

Airbnb ROI: 2.45%

Traditional ROI: 5%

Danbury , CT

3 beds | 3 baths | 2,755 sq.ft.

$685,000

Airbnb cash on cash: 6.68%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $6933

Traditional Rental Income: $4167

Airbnb ROI: 6.68%

Traditional ROI: 4.46%

Stamford , CT

2 beds | 3 baths | 1,677 sq.ft.

$699,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 0.67%

Airbnb Rental Income: $3617

Traditional Rental Income: $4166

Airbnb ROI: -1.38%

Traditional ROI: 0.67%

Darien , CT

5 beds | 5 baths | 4,257 sq.ft.

$3,495,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $7701

Traditional Rental Income: $9047

Airbnb ROI: 0.31%

Traditional ROI: 1.18%

Old Lyme , CT

4 beds | 3 baths | 3,076 sq.ft.

$599,000

Airbnb cash on cash: 2.06%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $3814

Traditional Rental Income: $4673

Airbnb ROI: 2.06%

Traditional ROI: 5.07%

Bethel , CT

4 beds | 4 baths | 3,447 sq.ft.

$850,000