Real Estate Investment Properties for Sale in Stamford, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
75 West Glen Drive Stamford, CT HIGHEST AND BEST OFFERS DUE BY 10/27 5PM. Beautifully presented in Westover, this immacula...	4 beds \| 5 baths \| 4,884 sq.ft.	$2,099,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.76% Airbnb Rental Income: $null Traditional Rental Income: $9067 Airbnb ROI: N/A Traditional ROI: 2.76%
44 Strawberry Hill Avenue #5L Stamford, CT Step into sophisticated city living with this beautifully appointed 2BR 2BA residence in t...	2 beds \| 2 baths \| 1,225 sq.ft.	$450,000	Airbnb cash on cash: -1.31% Traditional cash on cash: 4.48% Airbnb Rental Income: $1608 Traditional Rental Income: $3591 Airbnb ROI: -1.31% Traditional ROI: 4.48%
2437 Bedford Street #F20 Stamford, CT Nestled in a serene private enclave, this meticulously maintained condominium offers the p...	1 beds \| 2 baths \| 1,066 sq.ft.	$435,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 3.26% Airbnb Rental Income: $1248 Traditional Rental Income: $2691 Airbnb ROI: -1.25% Traditional ROI: 3.26%
164 Janes Lane Stamford, CT Exquisite and luxurious, this completely remodeled North Stamford ranch sits on 1.36 priva...	4 beds \| 3 baths \| 3,119 sq.ft.	$1,295,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 2.7% Airbnb Rental Income: $2271 Traditional Rental Income: $5476 Airbnb ROI: -0.43% Traditional ROI: 2.7%
119 Wedgemere Road Stamford, CT Tucked away at the end of a leafy cul de sac, this GORGEOUS home is the one you have been ...	4 beds \| 3 baths \| 3,096 sq.ft.	$1,299,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 2.42% Airbnb Rental Income: $2376 Traditional Rental Income: $5307 Airbnb ROI: -0.49% Traditional ROI: 2.42%
368 Den Road Stamford, CT Beautifully expanded ranch set on 1.18 acres in desirable North Stamford. This spacious ho...	3 beds \| 3 baths \| 1,935 sq.ft.	$849,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $4548 Airbnb ROI: N/A Traditional ROI: 3.6%
65 McIntosh Road Stamford, CT CAPTIVATING is the only word that describes this meticulously maintained, highly desired, ...	3 beds \| 3 baths \| 3,500 sq.ft.	$1,165,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 2.31% Airbnb Rental Income: $3528 Traditional Rental Income: $4752 Airbnb ROI: 0.46% Traditional ROI: 2.31%
970 Hope Street #4J Stamford, CT Bright & Spacious 1-Bedroom Condo in the Heart of Springdale! Discover easy living in this...	1 beds \| 1 baths \| 836 sq.ft.	$299,000	Airbnb cash on cash: -1.41% Traditional cash on cash: 5.15% Airbnb Rental Income: $1077 Traditional Rental Income: $2556 Airbnb ROI: -1.41% Traditional ROI: 5.15%
25 Forest Street #8C Stamford, CT Experience Downtown Luxury Living at ''The Classic,'' located With 24/7 Concierge Service....	1 beds \| 1 baths \| 720 sq.ft.	$399,000	Airbnb cash on cash: -1.77% Traditional cash on cash: 2.11% Airbnb Rental Income: $1275 Traditional Rental Income: $2327 Airbnb ROI: -1.77% Traditional ROI: 2.11%
21 Nichols Avenue Stamford, CT Wonderful opportunity to own this charming 3-bedroom, 1-bath Craftsman-style home in Stamf...	3 beds \| 1 baths \| 1,218 sq.ft.	$600,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.02% Airbnb Rental Income: $1944 Traditional Rental Income: $2952 Airbnb ROI: 0.3% Traditional ROI: 3.02%
1 STRAWBERRY HILL AVE Stamford, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	2 beds \| 2 baths \| 1,150 sq.ft.	$389,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 3.43% Airbnb Rental Income: $1608 Traditional Rental Income: $2688 Airbnb ROI: -0.79% Traditional ROI: 3.43%
0 South Brook Drive Stamford, CT This beautiful Modern Farmhouse is designed with both comfort and style in mind, for a lif...	4 beds \| 4 baths \| 4,100 sq.ft.	$1,632,100	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.05% Airbnb Rental Income: $2271 Traditional Rental Income: $5278 Airbnb ROI: -0.31% Traditional ROI: 2.05%
2289 Bedford Street #G7 Stamford, CT Experience modern comfort and style in this spacious ranch-style condo, perfectly situated...	1 beds \| 1 baths \| 885 sq.ft.	$410,000	Airbnb cash on cash: -1.86% Traditional cash on cash: 1.61% Airbnb Rental Income: $1248 Traditional Rental Income: $2185 Airbnb ROI: -1.86% Traditional ROI: 1.61%
271 Hunting Ridge Road Stamford, CT Chateau Rochamore - a French Normandy stone manor of timeless grace - sits on over three p...	5 beds \| 4 baths \| 5,593 sq.ft.	$2,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.57% Airbnb Rental Income: $null Traditional Rental Income: $7470 Airbnb ROI: N/A Traditional ROI: 0.57%
14 Barmore Drive Stamford, CT Truly a diamond! Incredibly well done labor of love! It started with a dream which manifes...	4 beds \| 4 baths \| 3,062 sq.ft.	$1,599,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.42% Airbnb Rental Income: $null Traditional Rental Income: $5364 Airbnb ROI: N/A Traditional ROI: 0.42%
40 Orchard Street Stamford, CT Great Investment Opportunity! Waterside Single Family Home with 4 Bedrooms, 2 Full Baths. ...	4 beds \| 2 baths \| 1,878 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.18% Airbnb Rental Income: $null Traditional Rental Income: $3506 Airbnb ROI: N/A Traditional ROI: 4.18%
107 Lockwood Avenue #APT 1B Stamford, CT Welcome to this warm and cozy 2 bedroom, 1.5 bath condo unit in the Cove area. The layout ...	2 beds \| 2 baths \| 1,070 sq.ft.	$315,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 5.52% Airbnb Rental Income: $1500 Traditional Rental Income: $2984 Airbnb ROI: -0.97% Traditional ROI: 5.52%
21A South Brook Drive Stamford, CT This architectural gem will captivate with its luxurious, modern design and impress with i...	4 beds \| 4 baths \| 6,103 sq.ft.	$3,389,000	Airbnb cash on cash: -2.62% Traditional cash on cash: -0.95% Airbnb Rental Income: $2271 Traditional Rental Income: $6959 Airbnb ROI: -2.62% Traditional ROI: -0.95%
185 Haviland Road Stamford, CT Beautifully landscaped and cared for one acre, this 3 bedroom, 3 bath Ranch offers over 3,...	3 beds \| 3 baths \| 4,155 sq.ft.	$1,280,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 1.74% Airbnb Rental Income: $3528 Traditional Rental Income: $4396 Airbnb ROI: 0.36% Traditional ROI: 1.74%
16 Neponsit Street Stamford, CT Location! Location! On a small cul de sac so there is no through traffic. And you are clos...	3 beds \| 2 baths \| 2,268 sq.ft.	$749,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.35% Airbnb Rental Income: $2458 Traditional Rental Income: $3916 Airbnb ROI: -0.6% Traditional ROI: 2.35%
1 Broad Street #17C Stamford, CT High Style luxury living at ''1 BROAD STREET''. Luxury Downtown High Rise with 24/7 Concie...	1 beds \| 2 baths \| 1,106 sq.ft.	$518,000	Airbnb cash on cash: -1.51% Traditional cash on cash: 4.05% Airbnb Rental Income: $1275 Traditional Rental Income: $3564 Airbnb ROI: -1.51% Traditional ROI: 4.05%
20 Cook Road Stamford, CT A French Normandy Tudor home situated on a private peninsula within the Waterside communit...	4 beds \| 4 baths \| 2,878 sq.ft.	$1,585,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.13% Airbnb Rental Income: $null Traditional Rental Income: $6413 Airbnb ROI: N/A Traditional ROI: 1.13%
74 Standish Road #APT 3 Stamford, CT Opportunity knocks! This upper-level end-unit condo in Stamford offers a spacious two-bedr...	2 beds \| 1 baths \| 775 sq.ft.	$265,000	Airbnb cash on cash: -2.07% Traditional cash on cash: 4.05% Airbnb Rental Income: $1209 Traditional Rental Income: $2350 Airbnb ROI: -2.07% Traditional ROI: 4.05%
78 Elizabeth Avenue Stamford, CT Excellent opportunity for contractors or handy home owners to unlock the potential of this...	4 beds \| 2 baths \| 2,528 sq.ft.	$585,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 4.14% Airbnb Rental Income: $1557 Traditional Rental Income: $4061 Airbnb ROI: -1.26% Traditional ROI: 4.14%
71 Lindale Street Stamford, CT Fabulous Opportunity! Just a short walk to Downtown Stamford...spacious early 1900's Colon...	3 beds \| 2 baths \| 1,708 sq.ft.	$675,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 2.52% Airbnb Rental Income: $2038 Traditional Rental Income: $3648 Airbnb ROI: -0.88% Traditional ROI: 2.52%
104 Strawberry Hill Avenue #2 Stamford, CT Price Reduction-Welcome to Hampshire House, Quiet, Affordable & Comfortable Co-Op Living i...	2 beds \| 1 baths \| 900 sq.ft.	$240,000	Airbnb cash on cash: -2.12% Traditional cash on cash: 3.7% Airbnb Rental Income: $1608 Traditional Rental Income: $2470 Airbnb ROI: -2.12% Traditional ROI: 3.7%
6 Walnut Ridge Court Stamford, CT Exceptional NEW construction in a coveted mid-city location offers the perfect blend of re...	5 beds \| 5 baths \| 4,278 sq.ft.	$1,849,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.75% Airbnb Rental Income: $null Traditional Rental Income: $8474 Airbnb ROI: N/A Traditional ROI: 1.75%
143 Hoyt Street #APT 1A Stamford, CT Welcome home to this delightful 2-Bedroom 2-Bath apartment in the heart of downtown Stamfo...	2 beds \| 2 baths \| 1,700 sq.ft.	$519,000	Airbnb cash on cash: -3.35% Traditional cash on cash: 1.2% Airbnb Rental Income: $1608 Traditional Rental Income: $3360 Airbnb ROI: -3.35% Traditional ROI: 1.2%
28 Anderson Street Stamford, CT 2Family Multifamily in Stamford -- 1st Unit is middle and bottom floor w attached garage -...	4 beds \| 2 baths \| 1,857 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.16% Airbnb Rental Income: $null Traditional Rental Income: $4032 Airbnb ROI: N/A Traditional ROI: 2.16%
25 Forest Street #11M Stamford, CT Experience Luxury Living at The Classic - 25 Forest Downtown. Offers a prestigious 24/7 co...	1 beds \| 2 baths \| 965 sq.ft.	$485,888	Airbnb cash on cash: -1.4% Traditional cash on cash: 3.65% Airbnb Rental Income: $1275 Traditional Rental Income: $3172 Airbnb ROI: -1.4% Traditional ROI: 3.65%
30 Maple Tree Avenue #D Stamford, CT Discover this lovely 2-bedroom, 1-bath condo nestled in the desirable Glenbrook neighborho...	2 beds \| 1 baths \| 918 sq.ft.	$309,000	Airbnb cash on cash: -1.67% Traditional cash on cash: 4.24% Airbnb Rental Income: $1209 Traditional Rental Income: $2535 Airbnb ROI: -1.67% Traditional ROI: 4.24%
31 Chatfield Street Stamford, CT This single-family, center hall colonial is a 3 (or possibly 4) bedroom, 3.5 bath residenc...	3 beds \| 4 baths \| 2,100 sq.ft.	$650,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 4.84% Airbnb Rental Income: $2087 Traditional Rental Income: $4922 Airbnb ROI: -0.72% Traditional ROI: 4.84%

Real Estate investment in Stamford, CT

There are 123 properties for sale in the city of Stamford . The median list price in Stamford is $598,000 and the average price per square foot is $303. In December 2025, the average monthly cash on cash return in Stamford is 3.00%. The average monthly rental income in Stamford is $3,591.

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

There are 123 investment properties available for sale in Stamford.

In 2025, the best neighborhood to buy investment property is West Side.

The ROI for Long-Term is higher than the Short-Term in Stamford with average rental income of $3,591.

Your search for investment property begins and ends here

Investment Property for Sale in Stamford, CT

75 West Glen Drive

Stamford, CT

4 beds | 5 baths | 4,884 sq.ft.

$2,099,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.76%

Airbnb Rental Income: $null

Traditional Rental Income: $9067

Airbnb ROI: N/A

Traditional ROI: 2.76%

44 Strawberry Hill Avenue #5L

Stamford, CT

2 beds | 2 baths | 1,225 sq.ft.

$450,000

Airbnb cash on cash: -1.31%

Traditional cash on cash: 4.48%

Airbnb Rental Income: $1608

Traditional Rental Income: $3591

Airbnb ROI: -1.31%

Traditional ROI: 4.48%

2437 Bedford Street #F20

Stamford, CT

1 beds | 2 baths | 1,066 sq.ft.

$435,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $1248

Traditional Rental Income: $2691

Airbnb ROI: -1.25%

Traditional ROI: 3.26%

164 Janes Lane

Stamford, CT

4 beds | 3 baths | 3,119 sq.ft.

$1,295,000

Airbnb cash on cash: -0.43%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $2271

Traditional Rental Income: $5476

Airbnb ROI: -0.43%

Traditional ROI: 2.7%

119 Wedgemere Road

Stamford, CT

4 beds | 3 baths | 3,096 sq.ft.

$1,299,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $2376

Traditional Rental Income: $5307

Airbnb ROI: -0.49%

Traditional ROI: 2.42%

368 Den Road

Stamford, CT

3 beds | 3 baths | 1,935 sq.ft.

$849,999

Airbnb cash on cash: N/A

Traditional cash on cash: 3.6%

Airbnb Rental Income: $null

Traditional Rental Income: $4548

Airbnb ROI: N/A

Traditional ROI: 3.6%

65 McIntosh Road

Stamford, CT

3 beds | 3 baths | 3,500 sq.ft.

$1,165,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $3528

Traditional Rental Income: $4752

Airbnb ROI: 0.46%

Traditional ROI: 2.31%

970 Hope Street #4J

Stamford, CT

1 beds | 1 baths | 836 sq.ft.

$299,000

Airbnb cash on cash: -1.41%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $1077

Traditional Rental Income: $2556

Airbnb ROI: -1.41%