Real Estate Investment Properties for Sale in Greenwich, CT

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

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

Search for Single Family Residential for Sale in 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 19 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
24 Nutmeg Drive Greenwich, CT Features: 1- Brand new kitchen with top of the line appliances 2023, 2- All new Europea...	4 beds \| 6 baths \| 4,586 sq.ft.	$2,950,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 1.4% Airbnb Rental Income: $7907 Traditional Rental Income: $7945 Airbnb ROI: 0.84% Traditional ROI: 1.4%
180 Round Hill Road Greenwich, CT Perched high on a ridge overlooking a sweeping level lawn and offering magnificent sunsets...	4 beds \| 6 baths \| 5,926 sq.ft.	$6,400,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 0.04% Airbnb Rental Income: $7907 Traditional Rental Income: $7762 Airbnb ROI: -0.19% Traditional ROI: 0.04%
351 North Street Greenwich, CT Nestled in a prime Greenwich mid-country location, this newly constructed cosmopolitan hom...	4 beds \| 9 baths \| 8,600 sq.ft.	$10,750,000	Airbnb cash on cash: -2.5% Traditional cash on cash: -2.38% Airbnb Rental Income: $7907 Traditional Rental Income: $7565 Airbnb ROI: -2.5% Traditional ROI: -2.38%
646 Riversville Road Greenwich, CT Great potential for your dream home on 5 acres of property.	5 beds \| 5 baths \| 5,176 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.16% Airbnb Rental Income: $null Traditional Rental Income: $6976 Airbnb ROI: N/A Traditional ROI: -0.16%
3 Benedict Court Greenwich, CT For a video tour You Tube the property address. Explore a rare opportunity to own a single...	4 beds \| 4 baths \| 1,834 sq.ft.	$2,400,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 2.4% Airbnb Rental Income: $7907 Traditional Rental Income: $8588 Airbnb ROI: 1.42% Traditional ROI: 2.4%
5 North Ridge Road Greenwich, CT Welcome to 5 Northridge Road, Old Greenwich, CT - a masterpiece of modern luxury. Develope...	5 beds \| 7 baths \| 5,200 sq.ft.	$3,438,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.66% Airbnb Rental Income: $null Traditional Rental Income: $7988 Airbnb ROI: N/A Traditional ROI: -0.66%
34 Edgewood Drive Greenwich, CT A grand foyer with spectacular space & sunlight opens to the 7000 sq ft haven, including a...	4 beds \| 6 baths \| 5,244 sq.ft.	$3,695,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 1.36% Airbnb Rental Income: $7907 Traditional Rental Income: $10225 Airbnb ROI: 0.24% Traditional ROI: 1.36%
16 Dandy Drive Greenwich, CT "Unbeatable Opportunity in Cos Cob! Step into Greenwich living at an incredible price! Don...	4 beds \| 4 baths \| 4,952 sq.ft.	$2,095,000	Airbnb cash on cash: 0.11% Traditional cash on cash: -0.35% Airbnb Rental Income: $7907 Traditional Rental Income: $5510 Airbnb ROI: 0.11% Traditional ROI: -0.35%
5 & 7 John Street Greenwich, CT ''Robin Hill Farm'' is situated on one of the highest points in Greenwich in bucolic backc...	4 beds \| 16 baths \| N/A	$28,500,000	Airbnb cash on cash: -2.9% Traditional cash on cash: -2.83% Airbnb Rental Income: $7907 Traditional Rental Income: $8259 Airbnb ROI: -2.9% Traditional ROI: -2.83%
20 Edgar Road Greenwich, CT Extraordinary opportunity in Backcountry Greenwich. Perched high above conservation prope...	5 beds \| 7 baths \| 8,100 sq.ft.	$5,625,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.67% Airbnb Rental Income: $null Traditional Rental Income: $14919 Airbnb ROI: N/A Traditional ROI: 1.67%
88 Indian Field Road Greenwich, CT Welcome to 88 Indian Field Road, where convenience meets comfort in this updated 3 bed, 3 ...	3 beds \| 3 baths \| 2,175 sq.ft.	$1,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.26% Airbnb Rental Income: $null Traditional Rental Income: $3872 Airbnb ROI: N/A Traditional ROI: 1.26%
14 Lincoln Avenue Greenwich, CT Mint and move in ready designers dream home in coveted downtown prime location. 4bd/4bth o...	5 beds \| 5 baths \| 3,214 sq.ft.	$2,695,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.4% Airbnb Rental Income: $null Traditional Rental Income: $6921 Airbnb ROI: N/A Traditional ROI: -0.4%
542 North Street Greenwich, CT Welcome to 542 North Street, an exquisite Colonial masterpiece nestled in the heart of Gre...	4 beds \| 6 baths \| 6,035 sq.ft.	$5,375,000	Airbnb cash on cash: -1.87% Traditional cash on cash: -1.01% Airbnb Rental Income: $7907 Traditional Rental Income: $10664 Airbnb ROI: -1.87% Traditional ROI: -1.01%
188 Bedford Road Greenwich, CT Entering this exquisite home, you are greeted by a grand double-height entryway that bathe...	5 beds \| 4 baths \| 5,054 sq.ft.	$2,597,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.31% Airbnb Rental Income: $null Traditional Rental Income: $4851 Airbnb ROI: N/A Traditional ROI: 0.31%
8 Benders Drive Greenwich, CT Set in a serene cul-de-sac within the coveted Glenville School District,this elegant brigh...	4 beds \| 5 baths \| 4,400 sq.ft.	$2,495,000	Airbnb cash on cash: -0.41% Traditional cash on cash: -0.38% Airbnb Rental Income: $7907 Traditional Rental Income: $6473 Airbnb ROI: -0.41% Traditional ROI: -0.38%
201 Shore Road Greenwich, CT Conveniently located near town on sought-after Belle Haven Peninsula, this expanded 5-bed,...	5 beds \| 5 baths \| 3,598 sq.ft.	$2,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $6895 Airbnb ROI: N/A Traditional ROI: 1.41%
12 Dwight Lane Greenwich, CT Experience the charm of a genuine 17th-century Elizabethan manor, meticulously reconstruct...	5 beds \| 6 baths \| 8,818 sq.ft.	$5,995,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.71% Airbnb Rental Income: $null Traditional Rental Income: $7983 Airbnb ROI: N/A Traditional ROI: -1.71%
242 Taconic Road Greenwich, CT Nestled amidst stately homes in a tranquil setting, this charming 1930s Colonial offers a ...	5 beds \| 5 baths \| 4,190 sq.ft.	$1,395,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.82% Airbnb Rental Income: $null Traditional Rental Income: $8644 Airbnb ROI: N/A Traditional ROI: 4.82%

Your search for investment property begins and ends here

Single Family Homes for Sale in Greenwich, CT

24 Nutmeg Drive

Greenwich, CT

4 beds | 6 baths | 4,586 sq.ft.

$2,950,000

Airbnb cash on cash: 0.84%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $7907

Traditional Rental Income: $7945

Airbnb ROI: 0.84%

Traditional ROI: 1.4%

180 Round Hill Road

Greenwich, CT

4 beds | 6 baths | 5,926 sq.ft.

$6,400,000

Airbnb cash on cash: -0.19%

Traditional cash on cash: 0.04%

Airbnb Rental Income: $7907

Traditional Rental Income: $7762

Airbnb ROI: -0.19%

Traditional ROI: 0.04%

351 North Street

Greenwich, CT

4 beds | 9 baths | 8,600 sq.ft.

$10,750,000

Airbnb cash on cash: -2.5%

Traditional cash on cash: -2.38%

Airbnb Rental Income: $7907

Traditional Rental Income: $7565

Airbnb ROI: -2.5%

Traditional ROI: -2.38%

646 Riversville Road

Greenwich, CT

5 beds | 5 baths | 5,176 sq.ft.

$2,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.16%

Airbnb Rental Income: $null

Traditional Rental Income: $6976

Airbnb ROI: N/A

Traditional ROI: -0.16%

3 Benedict Court

Greenwich, CT

4 beds | 4 baths | 1,834 sq.ft.

$2,400,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $7907

Traditional Rental Income: $8588

Airbnb ROI: 1.42%

Traditional ROI: 2.4%

5 North Ridge Road

Greenwich, CT

5 beds | 7 baths | 5,200 sq.ft.

$3,438,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.66%

Airbnb Rental Income: $null

Traditional Rental Income: $7988

Airbnb ROI: N/A

Traditional ROI: -0.66%

34 Edgewood Drive

Greenwich, CT

4 beds | 6 baths | 5,244 sq.ft.

$3,695,000

Airbnb cash on cash: 0.24%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $7907

Traditional Rental Income: $10225

Airbnb ROI: 0.24%

Traditional ROI: 1.36%

16 Dandy Drive

Greenwich, CT

4 beds | 4 baths | 4,952 sq.ft.

$2,095,000

Airbnb cash on cash: 0.11%

Traditional cash on cash: -0.35%

Airbnb Rental Income: $7907

Traditional Rental Income: $5510

Airbnb ROI: 0.11%