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: -0.36% Traditional cash on cash: 1.9% Airbnb Rental Income: $2354 Traditional Rental Income: $5442 Airbnb ROI: -0.36% Traditional ROI: 1.9%
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: $796 Traditional Rental Income: $6895 Airbnb ROI: -1.4% Traditional ROI: 1.54%
1018 North Street Greenwich, CT Vintage craftsman colonial home on North Street with lots of potential to accentuate its c...	3 beds \| 2 baths \| 1,546 sq.ft.	$999,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.32% Airbnb Rental Income: $2354 Traditional Rental Income: $3626 Airbnb ROI: 0.33% Traditional ROI: 2.32%
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: -1.64% Traditional cash on cash: -0.19% Airbnb Rental Income: $1603 Traditional Rental Income: $2172 Airbnb ROI: -1.64% Traditional ROI: -0.19%
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: -1.78% Traditional cash on cash: -0.92% Airbnb Rental Income: $3946 Traditional Rental Income: $5019 Airbnb ROI: -1.78% 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: $796 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: -2.56% Traditional cash on cash: -0.91% Airbnb Rental Income: $2354 Traditional Rental Income: $5584 Airbnb ROI: -2.56% 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: -1.17% Traditional cash on cash: -0.16% Airbnb Rental Income: $3946 Traditional Rental Income: $4645 Airbnb ROI: -1.17% 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: $796 Traditional Rental Income: $10677 Airbnb ROI: -3.07% Traditional ROI: -1.38%
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: 0.59% Traditional cash on cash: 2.64% Airbnb Rental Income: $1603 Traditional Rental Income: $2170 Airbnb ROI: 0.59% 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: -1.64% Traditional cash on cash: -0.19% Airbnb Rental Income: $1603 Traditional Rental Income: $2168 Airbnb ROI: -1.64% 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: -1.56% Traditional cash on cash: 0.73% Airbnb Rental Income: $2354 Traditional Rental Income: $4222 Airbnb ROI: -1.56% Traditional ROI: 0.73%
131 Pecksland Road Greenwich, CT A rare and distinguished offering in mid-country Greenwich, an estate of architectural sig...	5 beds \| 7 baths \| 7,691 sq.ft.	$6,700,000	Airbnb cash on cash: -1.64% Traditional cash on cash: 0.06% Airbnb Rental Income: $796 Traditional Rental Income: $10984 Airbnb ROI: -1.64% Traditional ROI: 0.06%
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: -0.15% Traditional cash on cash: 3.11% Airbnb Rental Income: $1872 Traditional Rental Income: $4412 Airbnb ROI: -0.15% Traditional ROI: 3.11%
37 Mary Lane Greenwich, CT Step into this fully gut-renovated, reimagined rare gem in Riverside. Expanded to nearly d...	5 beds \| 4 baths \| 3,176 sq.ft.	$3,150,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 1.08% Airbnb Rental Income: $796 Traditional Rental Income: $6831 Airbnb ROI: -1.09% Traditional ROI: 1.08%
469 Taconic Road Greenwich, CT Beautifully updated 5 bedroom 4 1/2 bath residence offering a turnkey lifestyle with the p...	4 beds \| 5 baths \| 4,616 sq.ft.	$3,425,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 1.39% Airbnb Rental Income: $3946 Traditional Rental Income: $9301 Airbnb ROI: -0.56% Traditional ROI: 1.39%
61 Center Drive Greenwich, CT Welcome to 61 Center Drive, a move-in-ready Old Greenwich home on a dead-end lot. Thoughtf...	5 beds \| 3 baths \| 2,352 sq.ft.	$1,789,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 1.28% Airbnb Rental Income: $796 Traditional Rental Income: $4627 Airbnb ROI: -1.22% Traditional ROI: 1.28%
53 Hunt Terrace Greenwich, CT HIGHEST AND BEST TOMORROW, MONDAY, JUNE 8, AT 5:00 PM Nestled on a quiet cul-de-sac in a p...	3 beds \| 3 baths \| 1,848 sq.ft.	$1,500,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 1.55% Airbnb Rental Income: $2354 Traditional Rental Income: $4463 Airbnb ROI: -0.38% Traditional ROI: 1.55%
22 Nedley Lane Greenwich, CT Lovingly maintained by the same family for 54 years, this charming 3-bedroom, 2.5-bath hom...	3 beds \| 3 baths \| 1,620 sq.ft.	$990,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 2.46% Airbnb Rental Income: $2354 Traditional Rental Income: $3887 Airbnb ROI: 0.16% Traditional ROI: 2.46%
76 Putnam Park #76 Greenwich, CT Nestled within a beautifully maintained and privately secluded community, this exceptional...	3 beds \| 2 baths \| 1,648 sq.ft.	$920,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 0.91% Airbnb Rental Income: $2354 Traditional Rental Income: $3552 Airbnb ROI: -1.17% Traditional ROI: 0.91%
25 Circle Drive Greenwich, CT A rare opportunity in Greenwich to create your dream home on this .40-acre parcel ideally ...	2 beds \| 1 baths \| 955 sq.ft.	$1,695,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 0.32% Airbnb Rental Income: $1872 Traditional Rental Income: $2632 Airbnb ROI: -0.48% Traditional ROI: 0.32%
13 Hickory Drive Greenwich, CT This stunning 4 bedroom home offers an exceptional blend of elegance, comfort & design. Fe...	4 beds \| 4 baths \| 2,982 sq.ft.	$1,750,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 5.22% Airbnb Rental Income: $3946 Traditional Rental Income: $10925 Airbnb ROI: 0.41% Traditional ROI: 5.22%

Real Estate investment in Greenwich, CT

There are 24 properties for sale in the city of Greenwich . The median list price in Greenwich is $2,173,877 and the average price per square foot is $638. In June 2026, the average monthly cash on cash return in Greenwich is 1.00%. The average monthly rental income in Greenwich is $4,412.

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 $4,412.

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: -0.36%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $2354

Traditional Rental Income: $5442

Airbnb ROI: -0.36%

Traditional ROI: 1.9%

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: $796

Traditional Rental Income: $6895

Airbnb ROI: -1.4%

Traditional ROI: 1.54%

1018 North Street

Greenwich, CT

3 beds | 2 baths | 1,546 sq.ft.

$999,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $2354

Traditional Rental Income: $3626

Airbnb ROI: 0.33%

Traditional ROI: 2.32%

47 Lafayette Place #6J

Greenwich, CT

1 beds | 1 baths | 769 sq.ft.

$759,000

Airbnb cash on cash: -1.64%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $1603

Traditional Rental Income: $2172

Airbnb ROI: -1.64%

Traditional ROI: -0.19%

332 Riversville Road

Greenwich, CT

4 beds | 3 baths | N/A

$2,395,000

Airbnb cash on cash: -1.78%

Traditional cash on cash: -0.92%

Airbnb Rental Income: $3946

Traditional Rental Income: $5019

Airbnb ROI: -1.78%

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: $796

Traditional Rental Income: $10639

Airbnb ROI: -3.21%

Traditional ROI: -1.84%

1 Old Church Road #1

Greenwich, CT

3 beds | 4 baths | 2,670 sq.ft.

$2,495,000

Airbnb cash on cash: -2.56%

Traditional cash on cash: -0.91%

Airbnb Rental Income: $2354

Traditional Rental Income: $5584

Airbnb ROI: -2.56%

Traditional ROI: -0.91%

93 E Middle Patent Road

Greenwich, CT

4 beds | 3 baths | 2,849 sq.ft.

$1,650,000

Airbnb cash on cash: -1.17%

Traditional cash on cash: -0.16%

Airbnb Rental Income: $3946

Traditional Rental Income: $4645

Airbnb ROI: -1.17%