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
58 Briar Woods Trail Stamford, CT Tucked into a serene, nature-filled setting, this beautifully updated contemporary ranch o...	3 beds \| 5 baths \| 4,388 sq.ft.	$1,099,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.99% Airbnb Rental Income: $null Traditional Rental Income: $7773 Airbnb ROI: N/A Traditional ROI: 4.99%
10 Turner Road Stamford, CT Custom built Colonial with nine foot ceilings on the first level and many custom features....	4 beds \| 3 baths \| 3,247 sq.ft.	$1,491,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.7% Airbnb Rental Income: $null Traditional Rental Income: $5233 Airbnb ROI: N/A Traditional ROI: 1.7%
196 Echo Hill Drive Stamford, CT Located in North Stamford, tucked away at the end of a cul-de-sac, this exceptional contem...	4 beds \| 3 baths \| 3,544 sq.ft.	$1,250,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 2.68% Airbnb Rental Income: $1780 Traditional Rental Income: $5711 Airbnb ROI: -1.12% Traditional ROI: 2.68%
60 Stephen Street Stamford, CT Rental Income $3,600 + $2,600. Cap Rate 7%+. Spacious Stamford 2 Family with strong income...	7 beds \| 2 baths \| 2,408 sq.ft.	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $4122 Airbnb ROI: N/A Traditional ROI: 3.25%
167 Larkspur Road Stamford, CT Welcome to this beautifully updated home in one of N. Stamford's most desirable neighborho...	4 beds \| 3 baths \| 4,530 sq.ft.	$1,025,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 3.44% Airbnb Rental Income: $1780 Traditional Rental Income: $5441 Airbnb ROI: -0.91% Traditional ROI: 3.44%
2435 Bedford Street #17B Stamford, CT Quiet oasis with Mid-City convenience! Welcome to this spacious, airy 2-bedroom, 2.5-bath ...	2 beds \| 3 baths \| 1,719 sq.ft.	$679,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 1.99% Airbnb Rental Income: $1626 Traditional Rental Income: $3434 Airbnb ROI: -1.59% Traditional ROI: 1.99%
20 Cerretta Street Stamford, CT An excellent investment opportunity to own a well-located multi-family property on the des...	7 beds \| 5 baths \| 2,180 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $6941 Airbnb ROI: N/A Traditional ROI: 5.2%
13 Hamilton Avenue Stamford, CT Modern elegance meets suburban convenience in the heart of Glenbrook. From the moment you ...	3 beds \| 2 baths \| 1,232 sq.ft.	$625,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.16% Airbnb Rental Income: $3105 Traditional Rental Income: $3245 Airbnb ROI: 1.71% Traditional ROI: 3.16%
1 Broad Street #PH31F Stamford, CT Mesmerizing, Panoramic, Far-Reaching Coastal Water Views Will Take Your Breath Away. 31st ...	2 beds \| 3 baths \| 1,677 sq.ft.	$1,125,000	Airbnb cash on cash: -3.45% Traditional cash on cash: -0.82% Airbnb Rental Income: $1626 Traditional Rental Income: $3913 Airbnb ROI: -3.45% Traditional ROI: -0.82%
1 Strawberry Hill Court #1H Stamford, CT Welcome to Regency Towers, where comfort, convenience, and spacious living come together i...	3 beds \| 3 baths \| 1,646 sq.ft.	$515,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 3.32% Airbnb Rental Income: $3298 Traditional Rental Income: $3884 Airbnb ROI: 0.57% Traditional ROI: 3.32%
21 Hirsch Road Stamford, CT This beautifully renovated two-family home in a highly desirable Stamford location is the ...	6 beds \| 3 baths \| 3,927 sq.ft.	$1,050,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $5552 Airbnb ROI: N/A Traditional ROI: 3.34%
47 London Lane Stamford, CT Welcome to 47 London Lane -a beautifully updated 4-bedroom home tucked away on a quiet cul...	4 beds \| 2 baths \| 2,276 sq.ft.	$875,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $4317 Airbnb ROI: N/A Traditional ROI: 2.98%
31 Puritan Lane Stamford, CT Nestled in one of Stamford's most desirable neighborhoods with 10 minute walk to the New C...	4 beds \| 3 baths \| 1,553 sq.ft.	$729,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $4129 Airbnb ROI: N/A Traditional ROI: 3.89%
70 Strawberry Hill Avenue #1-3A Stamford, CT Bright and airy top-floor corner unit blending timeless character with modern updates. An ...	2 beds \| 1 baths \| 1,083 sq.ft.	$339,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.63% Airbnb Rental Income: $1626 Traditional Rental Income: $2581 Airbnb ROI: -0.81% Traditional ROI: 3.63%
1376 Hope Street Stamford, CT Best of "Old World" Charm with Modern Lifestyle. Located in Stamford's desirable Newfield ...	4 beds \| 3 baths \| 2,675 sq.ft.	$1,149,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.28% Airbnb Rental Income: $null Traditional Rental Income: $4702 Airbnb ROI: N/A Traditional ROI: 2.28%
19 Pine Tree Drive Stamford, CT Move right into this beautifully updated and meticulously maintained ranch offering the ea...	2 beds \| 2 baths \| 1,580 sq.ft.	$895,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 1.64% Airbnb Rental Income: $1389 Traditional Rental Income: $3224 Airbnb ROI: -1.07% Traditional ROI: 1.64%
250 High Ridge Road Stamford, CT Timeless charm meets modern comfort in this beautifully maintained 3-bedroom, stone-front ...	3 beds \| 3 baths \| 2,256 sq.ft.	$799,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 3.78% Airbnb Rental Income: $3327 Traditional Rental Income: $4638 Airbnb ROI: 1.02% Traditional ROI: 3.78%
6 Bon Air Avenue Stamford, CT Welcome to 6 Bon Air Avenue. This classic 1925 Tudor style home has been meticulously kept...	3 beds \| 2 baths \| 2,363 sq.ft.	$929,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 2.24% Airbnb Rental Income: $2921 Traditional Rental Income: $3917 Airbnb ROI: 0.31% Traditional ROI: 2.24%
80 E Ridge Road Stamford, CT 80 East Ridge Road - Deerfield Estate, Stamford, CT. Nestled in a prestigious North Stamfo...	4 beds \| 4 baths \| 5,436 sq.ft.	$1,180,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 3.32% Airbnb Rental Income: $5476 Traditional Rental Income: $6485 Airbnb ROI: 1.39% Traditional ROI: 3.32%
54 Butternut Lane Stamford, CT Totally renovated in 2023 - Like New - Walk into this grand entrance with cathedral ceilin...	4 beds \| 3 baths \| 3,025 sq.ft.	$1,199,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 4.24% Airbnb Rental Income: $1780 Traditional Rental Income: $7129 Airbnb ROI: -0.99% Traditional ROI: 4.24%
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: -0.75% Traditional cash on cash: 3.43% Airbnb Rental Income: $1626 Traditional Rental Income: $2688 Airbnb ROI: -0.75% Traditional ROI: 3.43%
2435 Bedford Street #14D Stamford, CT Welcome to Chesterfield, one of Stamford's most prestigious condominium complexes. This lo...	2 beds \| 4 baths \| 2,211 sq.ft.	$660,000	Airbnb cash on cash: -1.95% Traditional cash on cash: 2.43% Airbnb Rental Income: $1459 Traditional Rental Income: $3722 Airbnb ROI: -1.95% Traditional ROI: 2.43%
20 Third Street #11 Stamford, CT Welcome to refined living in Stamford's desirable Ridgeway-Bulls Head neighborhood. Built ...	3 beds \| 3 baths \| 1,683 sq.ft.	$728,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.8% Airbnb Rental Income: $3298 Traditional Rental Income: $4542 Airbnb ROI: 0.88% Traditional ROI: 3.8%
43 Harbor Drive #101 Stamford, CT Highly sought-after, beautifully updated 2-bedroom, ground floor 2-bath unit with stunning...	2 beds \| 2 baths \| 1,065 sq.ft.	$675,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 1.94% Airbnb Rental Income: $1580 Traditional Rental Income: $3307 Airbnb ROI: -1.52% Traditional ROI: 1.94%
1193 Hope Street #4 Stamford, CT Fantastic townhouse-style condo located in the highly desirable Springdale area of Stamfor...	2 beds \| 2 baths \| 1,749 sq.ft.	$545,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.37% Airbnb Rental Income: $null Traditional Rental Income: $3134 Airbnb ROI: N/A Traditional ROI: 3.37%
97 Ogden Road Stamford, CT A considerable price reduction for this updated and just recently listed, immaculate house...	2 beds \| 2 baths \| 1,134 sq.ft.	$649,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 1.13% Airbnb Rental Income: $1389 Traditional Rental Income: $2167 Airbnb ROI: -0.85% Traditional ROI: 1.13%
80 Bouton Street W Stamford, CT Exceptional Mediterranean Colonial Estate in one of Stamford's most sought-after neighborh...	5 beds \| 3 baths \| 3,119 sq.ft.	$1,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.72% Airbnb Rental Income: $null Traditional Rental Income: $4356 Airbnb ROI: N/A Traditional ROI: 1.72%
50 Glenbrook Road #1F Stamford, CT Welcome to 50 Glenbrook Road #1F, a move-in ready 1-bedroom condominium in a convenient St...	1 beds \| 1 baths \| 939 sq.ft.	$225,000	Airbnb cash on cash: -3.7% Traditional cash on cash: 4.67% Airbnb Rental Income: $1003 Traditional Rental Income: $2429 Airbnb ROI: -3.7% Traditional ROI: 4.67%
37 Greenwich Avenue #2-6 Stamford, CT Location! Location! Location!!! Mid-City living at its best! SPACIOUS & BRIGHT unit in qui...	2 beds \| 1 baths \| 1,115 sq.ft.	$299,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 6.41% Airbnb Rental Income: $1800 Traditional Rental Income: $2880 Airbnb ROI: 0.83% Traditional ROI: 6.41%

Real Estate investment in Stamford, CT

There are 190 properties for sale in the city of Stamford . The median list price in Stamford is $657,161 and the average price per square foot is $288. In June 2026, the average monthly cash on cash return in Stamford is 3.00%. The average monthly rental income in Stamford is $3,793.

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

There are 190 investment properties available for sale in Stamford.

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

The ROI for Short-Term is higher than the Long-Term in Stamford with average rental income of $1,703.

Your search for investment property begins and ends here

Investment Property for Sale in Stamford, CT

58 Briar Woods Trail

Stamford, CT

3 beds | 5 baths | 4,388 sq.ft.

$1,099,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.99%

Airbnb Rental Income: $null

Traditional Rental Income: $7773

Airbnb ROI: N/A

Traditional ROI: 4.99%

10 Turner Road

Stamford, CT

4 beds | 3 baths | 3,247 sq.ft.

$1,491,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.7%

Airbnb Rental Income: $null

Traditional Rental Income: $5233

Airbnb ROI: N/A

Traditional ROI: 1.7%

196 Echo Hill Drive

Stamford, CT

4 beds | 3 baths | 3,544 sq.ft.

$1,250,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1780

Traditional Rental Income: $5711

Airbnb ROI: -1.12%

Traditional ROI: 2.68%

60 Stephen Street

Stamford, CT

7 beds | 2 baths | 2,408 sq.ft.

$799,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.25%

Airbnb Rental Income: $null

Traditional Rental Income: $4122

Airbnb ROI: N/A

Traditional ROI: 3.25%

167 Larkspur Road

Stamford, CT

4 beds | 3 baths | 4,530 sq.ft.

$1,025,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $1780

Traditional Rental Income: $5441

Airbnb ROI: -0.91%

Traditional ROI: 3.44%

2435 Bedford Street #17B

Stamford, CT

2 beds | 3 baths | 1,719 sq.ft.

$679,000

Airbnb cash on cash: -1.59%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $1626

Traditional Rental Income: $3434

Airbnb ROI: -1.59%

Traditional ROI: 1.99%

20 Cerretta Street

Stamford, CT

7 beds | 5 baths | 2,180 sq.ft.

$995,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.2%

Airbnb Rental Income: $null

Traditional Rental Income: $6941

Airbnb ROI: N/A

Traditional ROI: 5.2%

13 Hamilton Avenue

Stamford, CT

3 beds | 2 baths | 1,232 sq.ft.

$625,000

Airbnb cash on cash: 1.71%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $3105

Traditional Rental Income: $3245

Airbnb ROI: 1.71%