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
30 Almira Drive Greenwich, CT Move right in to this beautifully renovated spacious home with 3 BR & 3.5 baths. It offers...	3 beds \| 4 baths \| 2,100 sq.ft.	$1,750,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.9% Airbnb Rental Income: $2265 Traditional Rental Income: $5442 Airbnb ROI: -0.4% Traditional ROI: 1.9%
6 Carpenters Brook Road Greenwich, CT Set behind gates and approached by a striking cherry blossom-lined drive, this fully reima...	4 beds \| 4 baths \| 5,249 sq.ft.	$4,495,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.2% Airbnb Rental Income: $5684 Traditional Rental Income: $6884 Airbnb ROI: -0.36% Traditional ROI: 0.2%
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: -1.4% Traditional cash on cash: 1.54% Airbnb Rental Income: $795 Traditional Rental Income: $6895 Airbnb ROI: -1.4% Traditional ROI: 1.54%
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: -2.05% Traditional cash on cash: -0.19% Airbnb Rental Income: $1252 Traditional Rental Income: $2172 Airbnb ROI: -2.05% 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.	$1,350,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 1.72% Airbnb Rental Income: $2265 Traditional Rental Income: $3914 Airbnb ROI: -0.04% Traditional ROI: 1.72%
4 Putnam Hill Road #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: -4.21% Traditional cash on cash: -0.88% Airbnb Rental Income: $1510 Traditional Rental Income: $3170 Airbnb ROI: -4.21% Traditional ROI: -0.88%
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: -1.13% Traditional cash on cash: -0.92% Airbnb Rental Income: $5684 Traditional Rental Income: $5019 Airbnb ROI: -1.13% Traditional ROI: -0.92%
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: -3.21% Traditional cash on cash: -1.84% Airbnb Rental Income: $795 Traditional Rental Income: $10639 Airbnb ROI: -3.21% Traditional ROI: -1.84%
1 Old Church Road #1 Greenwich, CT Enjoy effortless living in this centrally located Greenwich end unit townhouse featuring 3...	3 beds \| 4 baths \| 2,670 sq.ft.	$2,495,000	Airbnb cash on cash: -2.59% Traditional cash on cash: -0.91% Airbnb Rental Income: $2265 Traditional Rental Income: $5584 Airbnb ROI: -2.59% Traditional ROI: -0.91%
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: -0.22% Traditional cash on cash: -0.16% Airbnb Rental Income: $5684 Traditional Rental Income: $4645 Airbnb ROI: -0.22% 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: -3.07% Traditional cash on cash: -1.38% Airbnb Rental Income: $795 Traditional Rental Income: $10677 Airbnb ROI: -3.07% 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 beds \| 5 baths \| 4,159 sq.ft.	$3,495,000	Airbnb cash on cash: -1.35% Traditional cash on cash: 1.82% Airbnb Rental Income: $795 Traditional Rental Income: $10764 Airbnb ROI: -1.35% Traditional ROI: 1.82%
453 E Putnam Avenue #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: -0.44% Traditional cash on cash: 2.4% Airbnb Rental Income: $1510 Traditional Rental Income: $3311 Airbnb ROI: -0.44% Traditional ROI: 2.4%
50 Lafayette Place #2H Greenwich, CT Welcome to a desirable Fairfield House!!!... centrally located complex offering charm and ...	1 beds \| 1 baths \| 740 sq.ft.	$535,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.64% Airbnb Rental Income: $1252 Traditional Rental Income: $2170 Airbnb ROI: 0.01% Traditional ROI: 2.64%
47 Lafayette Place #2D Greenwich, CT Location, Location, Location!Close to Greenwich Avenue shops, restaurants, and the Metro-N...	1 beds \| 1 baths \| 775 sq.ft.	$759,000	Airbnb cash on cash: -2.05% Traditional cash on cash: -0.19% Airbnb Rental Income: $1252 Traditional Rental Income: $2168 Airbnb ROI: -2.05% Traditional ROI: -0.19%
149 Byram Road #B Greenwich, CT This sunlit townhouse effortlessly combines style, comfort, and convenience. With 9-foot c...	3 beds \| 3 baths \| 2,240 sq.ft.	$1,150,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 0.73% Airbnb Rental Income: $2265 Traditional Rental Income: $4222 Airbnb ROI: -1.63% Traditional ROI: 0.73%
9 Tamarack Place Greenwich, CT Meticulously maintained Colonial situated on a quiet cul-de-sac in the highly desirable Gl...	4 beds \| 4 baths \| 3,648 sq.ft.	$2,260,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 1.72% Airbnb Rental Income: $5684 Traditional Rental Income: $6746 Airbnb ROI: 0.67% Traditional ROI: 1.72%
5 Glen Street #204 Greenwich, CT Fully Renovated Coastal View Townhouse with 3 parking spaces. Welcome to 5 Glen St #204, a...	2 beds \| 3 baths \| 2,004 sq.ft.	$1,000,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 3.11% Airbnb Rental Income: $1510 Traditional Rental Income: $4412 Airbnb ROI: -0.48% Traditional ROI: 3.11%
51 Forest Avenue #23 Greenwich, CT Welcome to Old Greenwich! A great opportunity to own a 1-bedroom plus den, 2 full bath gar...	1 beds \| 2 baths \| 1,160 sq.ft.	$869,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 1.75% Airbnb Rental Income: $1252 Traditional Rental Income: $2789 Airbnb ROI: -0.64% Traditional ROI: 1.75%

Real Estate investment in Greenwich, CT

There are 24 properties for sale in the city of Greenwich . The median list price in Greenwich is $1,700,000 and the average price per square foot is $478. In May 2026, the average monthly cash on cash return in Greenwich is N/A%. The average monthly rental income in Greenwich is $4,222.

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

There are 24 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 $4,222.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwich, CT

30 Almira Drive

Greenwich, CT

3 beds | 4 baths | 2,100 sq.ft.

$1,750,000

Airbnb cash on cash: -0.4%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $2265

Traditional Rental Income: $5442

Airbnb ROI: -0.4%

Traditional ROI: 1.9%

6 Carpenters Brook Road

Greenwich, CT

4 beds | 4 baths | 5,249 sq.ft.

$4,495,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 0.2%

Airbnb Rental Income: $5684

Traditional Rental Income: $6884

Airbnb ROI: -0.36%

Traditional ROI: 0.2%

201 Shore Road

Greenwich, CT

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

$2,350,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $795

Traditional Rental Income: $6895

Airbnb ROI: -1.4%

Traditional ROI: 1.54%

47 Lafayette Place #6J

Greenwich, CT

1 beds | 1 baths | 769 sq.ft.

$759,000

Airbnb cash on cash: -2.05%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $1252

Traditional Rental Income: $2172

Airbnb ROI: -2.05%

Traditional ROI: -0.19%

82 Josephine Evaristo Avenue

Greenwich, CT

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

$1,350,000

Airbnb cash on cash: -0.04%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $2265

Traditional Rental Income: $3914

Airbnb ROI: -0.04%

Traditional ROI: 1.72%

4 Putnam Hill Road #2B

Greenwich, CT

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

$675,000

Airbnb cash on cash: -4.21%

Traditional cash on cash: -0.88%

Airbnb Rental Income: $1510

Traditional Rental Income: $3170

Airbnb ROI: -4.21%

Traditional ROI: -0.88%

332 Riversville Road

Greenwich, CT

4 beds | 3 baths | N/A

$2,395,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: -0.92%

Airbnb Rental Income: $5684

Traditional Rental Income: $5019

Airbnb ROI: -1.13%

Traditional ROI: -0.92%

38 Partridge Hollow Road

Greenwich, CT

5 beds | 8 baths | 10,981 sq.ft.

$7,995,000

Airbnb cash on cash: -3.21%

Traditional cash on cash: -1.84%

Airbnb Rental Income: $795

Traditional Rental Income: $10639

Airbnb ROI: -3.21%