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.

Investment Property for Sale in Greenwich, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
201 Shore Road Greenwich, CT On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home b...	5 beds \| 5 baths \| 3,598 sq.ft.	$2,350,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 1.54% Airbnb Rental Income: $3041 Traditional Rental Income: $6895 Airbnb ROI: -0.54% Traditional ROI: 1.54%
145 Porchuck Road Greenwich, CT Tucked away on two park-like acres, this expanded 1930s Cape blends timeless charm with mo...	5 beds \| 5 baths \| 4,209 sq.ft.	$2,950,000	Airbnb cash on cash: -2.31% Traditional cash on cash: 0.15% Airbnb Rental Income: $3041 Traditional Rental Income: $9067 Airbnb ROI: -2.31% Traditional ROI: 0.15%
12 Wooddale Road Greenwich, CT Tucked away on a quiet cul-de-sac just off Lake Av., this beautifully renovated & expanded...	5 beds \| 6 baths \| 4,852 sq.ft.	$4,500,000	Airbnb cash on cash: -2.59% Traditional cash on cash: -0.66% Airbnb Rental Income: $3041 Traditional Rental Income: $10392 Airbnb ROI: -2.59% Traditional ROI: -0.66%
47 Lafayette Place #6J Greenwich, CT Perched on the top floor of historic Greenwich Lodge, this spacious one-bedroom blends cla...	1 beds \| 1 baths \| 769 sq.ft.	$759,000	Airbnb cash on cash: -1.45% Traditional cash on cash: -0.19% Airbnb Rental Income: $1762 Traditional Rental Income: $2172 Airbnb ROI: -1.45% Traditional ROI: -0.19%
82 Josephine Evaristo Avenue Greenwich, CT New Construction! Come see this gorgeous 3 bedroom, 2.5 bathroom Unit with open concept an...	3 beds \| 3 baths \| 1,649 sq.ft.	$1,400,000	Airbnb cash on cash: -1% Traditional cash on cash: -0.21% Airbnb Rental Income: $3693 Traditional Rental Income: $3914 Airbnb ROI: -1% Traditional ROI: -0.21%
4 Putnam Hill Road unit: 2B Greenwich, CT Experience the charm of arriving at Putnam Hill-10 acres of meticulously landscaped ground...	2 beds \| 2 baths \| 1,300 sq.ft.	$675,000	Airbnb cash on cash: -4.04% Traditional cash on cash: -0.88% Airbnb Rental Income: $1642 Traditional Rental Income: $3170 Airbnb ROI: -4.04% Traditional ROI: -0.88%
116 Hamilton Avenue Greenwich, CT Brick and frame two-family with large detached two-car garage. Centrally located, off stre...	5 beds \| 3 baths \| 2,324 sq.ft.	$1,049,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 3.35% Airbnb Rental Income: $3041 Traditional Rental Income: $4900 Airbnb ROI: 0.73% Traditional ROI: 3.35%
1020 North Street Greenwich, CT Enjoy serene living in the desirable Banksville area of Greenwich. This inviting home feat...	3 beds \| 3 baths \| 1,812 sq.ft.	$1,499,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 1.37% Airbnb Rental Income: $3693 Traditional Rental Income: $4062 Airbnb ROI: 0.52% Traditional ROI: 1.37%
332 Riversville Road Greenwich, CT Experience a magical Mid-Country sanctuary where historic charm meets world-class design. ...	4 beds \| 3 baths \| N/A	$2,395,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -0.92% Airbnb Rental Income: $4957 Traditional Rental Income: $5019 Airbnb ROI: -1.4% Traditional ROI: -0.92%
25 W Elm Street #43 Greenwich, CT Located in the heart of downtown Greenwich, Connecticut, this bright and beautiful 1-bedro...	1 beds \| 1 baths \| 867 sq.ft.	$789,000	Airbnb cash on cash: -1.51% Traditional cash on cash: -0.2% Airbnb Rental Income: $1762 Traditional Rental Income: $2242 Airbnb ROI: -1.51% Traditional ROI: -0.2%
45 Ettl Lane unit: 205 Greenwich, CT Fully reimagined luxury 2-bedroom, 2.5-bath townhouse elegantly positioned at the end of a...	2 beds \| 3 baths \| 2,292 sq.ft.	$975,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 1.75% Airbnb Rental Income: $1642 Traditional Rental Income: $3728 Airbnb ROI: -1.06% Traditional ROI: 1.75%
38 Partridge Hollow Road Greenwich, CT Set on 8 private acres in one of Greenwich's most prestigious enclaves, 38 Partridge Hollo...	5 beds \| 8 baths \| 10,981 sq.ft.	$7,995,000	Airbnb cash on cash: -2.95% Traditional cash on cash: -1.84% Airbnb Rental Income: $3041 Traditional Rental Income: $10639 Airbnb ROI: -2.95% Traditional ROI: -1.84%
37 Gerry Street Greenwich, CT	1 beds \| 1 baths \| 2,964 sq.ft.	$1,595,000	Airbnb cash on cash: -0.75% Traditional cash on cash: -0.19% Airbnb Rental Income: $1762 Traditional Rental Income: $2112 Airbnb ROI: -0.75% Traditional ROI: -0.19%
60 Prospect Street Greenwich, CT LUX CONDO GREENWICH-Downtown Greenwich at your fingertips! Rare first floor 2 bedroom and ...	2 beds \| 3 baths \| 1,200 sq.ft.	$1,150,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 1.54% Airbnb Rental Income: $1642 Traditional Rental Income: $3417 Airbnb ROI: -0.55% Traditional ROI: 1.54%
93 E Middle Patent Road Greenwich, CT Steeped in history and timeless New England character, this serene Greenwich retreat beaut...	4 beds \| 3 baths \| 2,849 sq.ft.	$1,650,000	Airbnb cash on cash: -0.62% Traditional cash on cash: -0.16% Airbnb Rental Income: $4957 Traditional Rental Income: $4645 Airbnb ROI: -0.62% Traditional ROI: -0.16%
386 North Street Greenwich, CT This magnificent 9,974 sq ft estate seamlessly blends grand scale, craftsmanship, and mode...	5 beds \| 9 baths \| 9,974 sq.ft.	$6,495,000	Airbnb cash on cash: -2.76% Traditional cash on cash: -1.38% Airbnb Rental Income: $3041 Traditional Rental Income: $10677 Airbnb ROI: -2.76% Traditional ROI: -1.38%
29 Hunting Ridge Road Greenwich, CT Timeless Country Living Centered Around a Storybook Pond set on 4 spectacular acres.This 5...	5 beds \| 6 baths \| 4,159 sq.ft.	$3,495,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.82% Airbnb Rental Income: $3041 Traditional Rental Income: $10764 Airbnb ROI: -0.77% Traditional ROI: 1.82%
67 W View Street Greenwich, CT Don't miss your chance to own this two-family home or transform it into a single-family re...	2 beds \| 1 baths \| 2,570 sq.ft.	$910,000	Airbnb cash on cash: -1.85% Traditional cash on cash: 0.46% Airbnb Rental Income: $1642 Traditional Rental Income: $3135 Airbnb ROI: -1.85% Traditional ROI: 0.46%
96 River Road Greenwich, CT This contemporary European-style stucco residence with water views was constructed as a co...	4 beds \| 3 baths \| 2,230 sq.ft.	$3,000,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 1.03% Airbnb Rental Income: $4957 Traditional Rental Income: $6317 Airbnb ROI: 0.18% Traditional ROI: 1.03%
453 E Putnam Avenue unit: 4B Greenwich, CT Rarely available end-unit townhome at Greenwich Court featuring a light-filled, spacious, ...	2 beds \| 3 baths \| 1,464 sq.ft.	$844,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.18% Airbnb Rental Income: $1642 Traditional Rental Income: $3135 Airbnb ROI: -0.31% Traditional ROI: 2.18%
44 Hunting Ridge Road Greenwich, CT Masterfully conceived in the French country tradition and completed in 2006, this magnific...	5 beds \| 10 baths \| 10,887 sq.ft.	$8,495,000	Airbnb cash on cash: -2.85% Traditional cash on cash: N/A Airbnb Rental Income: $3041 Traditional Rental Income: $0 Airbnb ROI: -2.85% Traditional ROI: N/A

Real Estate investment in Greenwich, CT

There are 25 properties for sale in the city of Greenwich . The median list price in Greenwich is $1,737,500 and the average price per square foot is $484. In March 2026, the average monthly cash on cash return in Greenwich is N/A%. The average monthly rental income in Greenwich is $3,931.

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

There are 25 investment properties available for sale in Greenwich.

In 2026, the best neighborhood to buy investment property is Greenwich.

The ROI for Long-Term is higher than the Short-Term in Greenwich with average rental income of $3,931.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwich, CT

201 Shore Road

Greenwich, CT

5 beds | 5 baths | 3,598 sq.ft.

$2,350,000

Airbnb cash on cash: -0.54%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $3041

Traditional Rental Income: $6895

Airbnb ROI: -0.54%

Traditional ROI: 1.54%

145 Porchuck Road

Greenwich, CT

5 beds | 5 baths | 4,209 sq.ft.

$2,950,000

Airbnb cash on cash: -2.31%

Traditional cash on cash: 0.15%

Airbnb Rental Income: $3041

Traditional Rental Income: $9067

Airbnb ROI: -2.31%

Traditional ROI: 0.15%

12 Wooddale Road

Greenwich, CT

5 beds | 6 baths | 4,852 sq.ft.

$4,500,000

Airbnb cash on cash: -2.59%

Traditional cash on cash: -0.66%

Airbnb Rental Income: $3041

Traditional Rental Income: $10392

Airbnb ROI: -2.59%

Traditional ROI: -0.66%

47 Lafayette Place #6J

Greenwich, CT

1 beds | 1 baths | 769 sq.ft.

$759,000

Airbnb cash on cash: -1.45%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $1762

Traditional Rental Income: $2172

Airbnb ROI: -1.45%

Traditional ROI: -0.19%

82 Josephine Evaristo Avenue

Greenwich, CT

3 beds | 3 baths | 1,649 sq.ft.

$1,400,000

Airbnb cash on cash: -1%

Traditional cash on cash: -0.21%

Airbnb Rental Income: $3693

Traditional Rental Income: $3914

Airbnb ROI: -1%

Traditional ROI: -0.21%

4 Putnam Hill Road unit: 2B

Greenwich, CT

2 beds | 2 baths | 1,300 sq.ft.

$675,000

Airbnb cash on cash: -4.04%

Traditional cash on cash: -0.88%

Airbnb Rental Income: $1642

Traditional Rental Income: $3170

Airbnb ROI: -4.04%

Traditional ROI: -0.88%

116 Hamilton Avenue

Greenwich, CT

5 beds | 3 baths | 2,324 sq.ft.

$1,049,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $3041

Traditional Rental Income: $4900

Airbnb ROI: 0.73%

Traditional ROI: 3.35%

1020 North Street

Greenwich, CT

3 beds | 3 baths | 1,812 sq.ft.

$1,499,000

Airbnb cash on cash: 0.52%

Traditional cash on cash: 1.37%

Airbnb Rental Income: $3693

Traditional Rental Income: $4062

Airbnb ROI: 0.52%