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: -0.26% Traditional cash on cash: 4.99% Airbnb Rental Income: $3107 Traditional Rental Income: $7773 Airbnb ROI: -0.26% Traditional ROI: 4.99%
39 Maple Tree Avenue #60 Stamford, CT Best and final deadline Saturday, June 6 at 5pm. Beautiful two-bedroom townhouse with loft...	2 beds \| 2 baths \| 1,518 sq.ft.	$565,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 3.16% Airbnb Rental Income: $1459 Traditional Rental Income: $3095 Airbnb ROI: -0.76% Traditional ROI: 3.16%
77 Havemeyer Ln #310 Stamford, CT Experience the perfect blend of luxury, convenience, and resort-style amenities in Palmer ...	3 beds \| 2 baths \| 1,400 sq.ft.	$1,100,000	Airbnb cash on cash: -1.41% Traditional cash on cash: 0.35% Airbnb Rental Income: $2195 Traditional Rental Income: $3443 Airbnb ROI: -1.41% Traditional ROI: 0.35%
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: -0.95% Traditional cash on cash: 2.68% Airbnb Rental Income: $2014 Traditional Rental Income: $5711 Airbnb ROI: -0.95% Traditional ROI: 2.68%
60 Stephen St 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: -0.71% Traditional cash on cash: 3.44% Airbnb Rental Income: $2014 Traditional Rental Income: $5441 Airbnb ROI: -0.71% Traditional ROI: 3.44%
850 E Main St #403 Stamford, CT A rare 1,359 sq. ft. urban sanctuary! This luxury 3BR/2BA residence at Eastside Commons is...	3 beds \| 2 baths \| 1,359 sq.ft.	$680,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 2.08% Airbnb Rental Income: $2889 Traditional Rental Income: $3362 Airbnb ROI: 0.27% Traditional ROI: 2.08%
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%
910 Hope St #2B Stamford, CT A commuters delight! This top floor 2 bedroom condo located in the Historic Village of Spr...	2 beds \| 1 baths \| 945 sq.ft.	$339,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 3.77% Airbnb Rental Income: $1013 Traditional Rental Income: $2353 Airbnb ROI: -1.56% Traditional ROI: 3.77%
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: 1.06% Traditional cash on cash: 3.16% Airbnb Rental Income: $2648 Traditional Rental Income: $3245 Airbnb ROI: 1.06% Traditional ROI: 3.16%
1 Strawberry Hill Ct #1H Stamford, CT Welcome to Regency Towers, where comfort, convenience, and spacious living come together i...	3 beds \| 2 baths \| 1,646 sq.ft.	$499,999	Airbnb cash on cash: -0.13% Traditional cash on cash: 3.32% Airbnb Rental Income: $2889 Traditional Rental Income: $3884 Airbnb ROI: -0.13% Traditional ROI: 3.32%
21 Hirsch Rd Stamford, CT This beautifully renovated two-family home in a highly desirable Stamford location is the ...	6 beds \| 3 baths \| 3,927 sq.ft.	$1,039,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $5552 Airbnb ROI: N/A Traditional ROI: 3.38%
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: 2.58% Traditional cash on cash: 2.98% Airbnb Rental Income: $5024 Traditional Rental Income: $4317 Airbnb ROI: 2.58% Traditional ROI: 2.98%
247 Chestnut Hill Road Stamford, CT Fall in love with the unmistakable character of this sun-drenched 1870 Farmhouse Colonial....	2 beds \| 2 baths \| 1,743 sq.ft.	$775,000	Airbnb cash on cash: -1.46% Traditional cash on cash: 2.05% Airbnb Rental Income: $1028 Traditional Rental Income: $3206 Airbnb ROI: -1.46% Traditional ROI: 2.05%
25 Forest St #4F Stamford, CT Experience refined luxury living at The Classic, one of downtown Stamford's most prestigio...	1 beds \| 1 baths \| 875 sq.ft.	$465,000	Airbnb cash on cash: -2.48% Traditional cash on cash: 0.61% Airbnb Rental Income: $1068 Traditional Rental Income: $2042 Airbnb ROI: -2.48% Traditional ROI: 0.61%
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: -0.73% Traditional cash on cash: 3.63% Airbnb Rental Income: $1660 Traditional Rental Income: $2581 Airbnb ROI: -0.73% Traditional ROI: 3.63%
455 Hope Street #3E Stamford, CT A beautiful Stamford move-in ready townhouse condo in Glenbrook neighborhood. The main lev...	3 beds \| 3 baths \| 1,667 sq.ft.	$600,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.01% Airbnb Rental Income: $2561 Traditional Rental Income: $3551 Airbnb ROI: 0.14% Traditional ROI: 3.01%
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% Traditional cash on cash: 1.64% Airbnb Rental Income: $1459 Traditional Rental Income: $3224 Airbnb ROI: -1% Traditional ROI: 1.64%
49 Spring Hill Lane N Stamford, CT FULLY ACTIVE, BUYER UNABLE TO SECURE FINANCING--Tucked away at the end of a peaceful N. St...	4 beds \| 4 baths \| 4,324 sq.ft.	$1,300,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 3.13% Airbnb Rental Income: $2014 Traditional Rental Income: $6754 Airbnb ROI: -1.23% Traditional ROI: 3.13%
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: 0.33% Traditional cash on cash: 2.24% Airbnb Rental Income: $2940 Traditional Rental Income: $3917 Airbnb ROI: 0.33% Traditional ROI: 2.24%
1193 Hope St #4 Stamford, CT Fantastic townhouse-style condo located in the highly desirable Springdale area of Stamfor...	2 beds \| 1 baths \| 1,749 sq.ft.	$545,900	Airbnb cash on cash: -1.49% Traditional cash on cash: 3.37% Airbnb Rental Income: $1013 Traditional Rental Income: $3134 Airbnb ROI: -1.49% Traditional ROI: 3.37%
80 Bouton St W Stamford, CT Exceptional Mediterranean Colonial Estate in one of Stamford's most sought-after neighborh...	5 beds \| 3 baths \| 3,119 sq.ft.	$1,095,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 1.97% Airbnb Rental Income: $3748 Traditional Rental Income: $4356 Airbnb ROI: 0.57% Traditional ROI: 1.97%
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: -3.45% Traditional cash on cash: 4.67% Airbnb Rental Income: $1068 Traditional Rental Income: $2429 Airbnb ROI: -3.45% Traditional ROI: 4.67%
37 Greenwich Ave #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% Traditional cash on cash: 6.41% Airbnb Rental Income: $1519 Traditional Rental Income: $2880 Airbnb ROI: 0% Traditional ROI: 6.41%
76 Maple Tree Ave #3 Stamford, CT Welcome to River View Terrace...desirable well maintained association in a highly convenie...	2 beds \| 1 baths \| 1,058 sq.ft.	$595,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 1.1% Airbnb Rental Income: $1459 Traditional Rental Income: $2413 Airbnb ROI: -1.39% Traditional ROI: 1.1%
40 Sleepy Hollow Lane Stamford, CT Charming and well-maintained 2-bedroom, 1-bath Cape situated on a generous lot in a conven...	2 beds \| 1 baths \| 1,300 sq.ft.	$649,900	Airbnb cash on cash: -1.42% Traditional cash on cash: 1.92% Airbnb Rental Income: $1013 Traditional Rental Income: $2679 Airbnb ROI: -1.42% Traditional ROI: 1.92%
342 Weed Avenue Stamford, CT Picture yourself taking walks by the water in Cove Island Park. Don't miss the opportunity...	3 beds \| 2 baths \| 1,196 sq.ft.	$749,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 1.86% Airbnb Rental Income: $3297 Traditional Rental Income: $3187 Airbnb ROI: 0.96% Traditional ROI: 1.86%
281 Greenwich Avenue Stamford, CT New Construction - Units are now completed with Certificate of Occupancy. rented at $3,500...	15 beds \| 15 baths \| 5,760 sq.ft.	$2,599,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.15% Airbnb Rental Income: $null Traditional Rental Income: $7076 Airbnb ROI: N/A Traditional ROI: 1.15%
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: 1.45% Airbnb Rental Income: $null Traditional Rental Income: $5364 Airbnb ROI: N/A Traditional ROI: 1.45%
117 North St Stamford, CT Unique mixed-use opportunity in the heart of Stamford! This versatile property features a ...	6 beds \| N/A baths \| 1,560 sq.ft.	$1,099,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.71% Airbnb Rental Income: $null Traditional Rental Income: $3131 Airbnb ROI: N/A Traditional ROI: 0.71%
37 Old Barn Road S Stamford, CT Welcome home to this warm and inviting 3-bedroom, 3-bath residence in Stamford's desirable...	3 beds \| 3 baths \| 1,598 sq.ft.	$649,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.83% Airbnb Rental Income: $2635 Traditional Rental Income: $3849 Airbnb ROI: 0.79% Traditional ROI: 3.83%

Real Estate investment in Stamford, CT

There are 203 properties for sale in the city of Stamford . The median list price in Stamford is $712,074 and the average price per square foot is $322. In August 2026, the average monthly cash on cash return in Stamford is 3.00%. The average monthly rental income in Stamford is $3,570.

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

There are 203 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 $1,660.

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: -0.26%

Traditional cash on cash: 4.99%

Airbnb Rental Income: $3107

Traditional Rental Income: $7773

Airbnb ROI: -0.26%

Traditional ROI: 4.99%

39 Maple Tree Avenue #60

Stamford, CT

2 beds | 2 baths | 1,518 sq.ft.

$565,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $1459

Traditional Rental Income: $3095

Airbnb ROI: -0.76%

Traditional ROI: 3.16%

77 Havemeyer Ln #310

Stamford, CT

3 beds | 2 baths | 1,400 sq.ft.

$1,100,000

Airbnb cash on cash: -1.41%

Traditional cash on cash: 0.35%

Airbnb Rental Income: $2195

Traditional Rental Income: $3443

Airbnb ROI: -1.41%

Traditional ROI: 0.35%

196 Echo Hill Drive

Stamford, CT

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

$1,250,000

Airbnb cash on cash: -0.95%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $2014

Traditional Rental Income: $5711

Airbnb ROI: -0.95%

Traditional ROI: 2.68%

60 Stephen St

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: -0.71%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $2014

Traditional Rental Income: $5441

Airbnb ROI: -0.71%

Traditional ROI: 3.44%

850 E Main St #403

Stamford, CT

3 beds | 2 baths | 1,359 sq.ft.

$680,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 2.08%

Airbnb Rental Income: $2889

Traditional Rental Income: $3362

Airbnb ROI: 0.27%

Traditional ROI: 2.08%

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