Real Estate Investment Properties for Sale in Stratford, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
331 Mount Pleasant Avenue Stratford, CT Charming McNeal Colonial in Stratford's Desirable North End! Welcome to this delightful mi...	3 beds \| 2 baths \| 1,558 sq.ft.	$499,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 4.84% Airbnb Rental Income: $2918 Traditional Rental Income: $3451 Airbnb ROI: 2.25% Traditional ROI: 4.84%
1168 Main Street #A3 Stratford, CT Fully renovated and turnkey! Welcome to this stunning, move-in-ready condo in the heart of...	1 beds \| 1 baths \| 586 sq.ft.	$159,900	Airbnb cash on cash: -2.77% Traditional cash on cash: 8.32% Airbnb Rental Income: $627 Traditional Rental Income: $2027 Airbnb ROI: -2.77% Traditional ROI: 8.32%
220 Marina Drive Stratford, CT This Ranch is like shooting at an open net with no goalie in sight: easy, clean, one level...	3 beds \| 1 baths \| 1,280 sq.ft.	$399,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 5.15% Airbnb Rental Income: $2918 Traditional Rental Income: $2935 Airbnb ROI: 3.3% Traditional ROI: 5.15%
5 Charlton Street Stratford, CT Welcome to this stunning 3-bedroom Colonial in the heart of Paradise Green, perfectly situ...	3 beds \| 3 baths \| 2,475 sq.ft.	$579,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 6.2% Airbnb Rental Income: $2918 Traditional Rental Income: $4733 Airbnb ROI: 1.6% Traditional ROI: 6.2%
96 Seminole Lane #A Stratford, CT Charming Ranch-Style Condo in a peaceful, quite setting. This beautifully maintained one l...	2 beds \| 3 baths \| 1,888 sq.ft.	$449,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 4.69% Airbnb Rental Income: $1665 Traditional Rental Income: $3672 Airbnb ROI: -1.18% Traditional ROI: 4.69%
33 Circle Drive Stratford, CT INVESTOR Airbnb POTENTIAL Stratford is the PERFECT balance between suburban living a...	1 beds \| 1 baths \| 576 sq.ft.	$349,900	Airbnb cash on cash: -1.41% Traditional cash on cash: 3.82% Airbnb Rental Income: $627 Traditional Rental Income: $2053 Airbnb ROI: -1.41% Traditional ROI: 3.82%
125 Warner Hill Road #67 Stratford, CT Tucked all the way at the very end of the complex, this lower-level ranch-style unit offer...	2 beds \| 1 baths \| 817 sq.ft.	$264,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.69% Airbnb Rental Income: $1665 Traditional Rental Income: $1964 Airbnb ROI: 0.62% Traditional ROI: 3.69%
35 Fifth Avenue Stratford, CT Hop in your golf cart and enjoy the beach life of Lordship, a coveted beach community with...	4 beds \| 5 baths \| 3,928 sq.ft.	$1,250,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 4.98% Airbnb Rental Income: $4094 Traditional Rental Income: $8430 Airbnb ROI: 0.5% Traditional ROI: 4.98%
240 Placid Avenue Stratford, CT Beautifully updated home set on a quiet cul-de-sac in Stratford, offering a seamless blend...	2 beds \| 1 baths \| 1,082 sq.ft.	$439,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 3.71% Airbnb Rental Income: $1665 Traditional Rental Income: $2549 Airbnb ROI: 0.42% Traditional ROI: 3.71%
171 Boswell Street Stratford, CT Come see this "House Beautiful" inspired cape in desirable + convenient South-end. Perfect...	4 beds \| 2 baths \| 2,415 sq.ft.	$529,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 6.36% Airbnb Rental Income: $4094 Traditional Rental Income: $4234 Airbnb ROI: 4.31% Traditional ROI: 6.36%
1867 Main Street Stratford, CT Amazing opportunity to own this beautifully kept multi family home in the heart of Stratfo...	6 beds \| 2 baths \| 3,725 sq.ft.	$749,900	Airbnb cash on cash: 5.21% Traditional cash on cash: 4.04% Airbnb Rental Income: $6603 Traditional Rental Income: $4494 Airbnb ROI: 5.21% Traditional ROI: 4.04%
34 Richard Circle Stratford, CT Tucked away on a quiet cul-de-sac, welcome to 34 Richard Circle in Stratford, a well-maint...	2 beds \| 3 baths \| 2,580 sq.ft.	$509,900	Airbnb cash on cash: -0.16% Traditional cash on cash: 4.45% Airbnb Rental Income: $1665 Traditional Rental Income: $3394 Airbnb ROI: -0.16% Traditional ROI: 4.45%
446 Hammerstone Lane #B Stratford, CT Welcome to 446 Hammerstone Lane, a beautifully updated Thoreau-style ranch located in a de...	3 beds \| 3 baths \| 1,426 sq.ft.	$605,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 3.57% Airbnb Rental Income: $2918 Traditional Rental Income: $3541 Airbnb ROI: 1.27% Traditional ROI: 3.57%
488 Commanche Lane #A Stratford, CT Welcome to effortless Oronoque Village living in this beautifully remodeled Wolcott-style ...	2 beds \| 3 baths \| 2,199 sq.ft.	$575,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 2.97% Airbnb Rental Income: $1665 Traditional Rental Income: $3375 Airbnb ROI: -1.09% Traditional ROI: 2.97%
261 Agawam Drive #A Stratford, CT Move right in to style and comfort in this sunny WHITTIER unit in a prime golf course loca...	2 beds \| 3 baths \| 2,025 sq.ft.	$500,000	Airbnb cash on cash: -1.69% Traditional cash on cash: 3.48% Airbnb Rental Income: $1665 Traditional Rental Income: $3618 Airbnb ROI: -1.69% Traditional ROI: 3.48%
355 Patterson Avenue Stratford, CT Back on Market!... Buyer couldn't perform. Now's your chance again to secure this beautifu...	4 beds \| 2 baths \| 1,509 sq.ft.	$475,000	Airbnb cash on cash: 4.61% Traditional cash on cash: 5.17% Airbnb Rental Income: $4094 Traditional Rental Income: $3473 Airbnb ROI: 4.61% Traditional ROI: 5.17%
340 Jackson Avenue Stratford, CT Welcome to this charming residence located at 340 Jackson Ave in Stratford, CT. This rare ...	3 beds \| 2 baths \| 1,288 sq.ft.	$350,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 6.98% Airbnb Rental Income: $2918 Traditional Rental Income: $3122 Airbnb ROI: 4.31% Traditional ROI: 6.98%
80 Third Avenue Stratford, CT Coastal living in the heart of Lordship with water views and a true turnkey lifestyle. Jus...	4 beds \| 3 baths \| 2,759 sq.ft.	$899,000	Airbnb cash on cash: 1% Traditional cash on cash: 2.66% Airbnb Rental Income: $4094 Traditional Rental Income: $4608 Airbnb ROI: 1% Traditional ROI: 2.66%
155 Short Beach Road #102 Stratford, CT Welcome to this perfectly-located condo in Stratford's desirable Lordship neighborhood, of...	1 beds \| 1 baths \| 836 sq.ft.	$240,000	Airbnb cash on cash: -1.41% Traditional cash on cash: 6.21% Airbnb Rental Income: $627 Traditional Rental Income: $2063 Airbnb ROI: -1.41% Traditional ROI: 6.21%
152 Stonybrook Road Stratford, CT BACK ON THE MARKET DUE TO PREVIOUS BUYER'S FAILURE TO CLOSE! Their loss is your opportunit...	3 beds \| 2 baths \| 1,735 sq.ft.	$499,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 5.18% Airbnb Rental Income: $2918 Traditional Rental Income: $3549 Airbnb ROI: 2.38% Traditional ROI: 5.18%
209 Acorn Lane #A Stratford, CT Sought after + renovated Wolcott style unit within the acclaimed 55+ Oronoque Village. Wit...	2 beds \| 3 baths \| 2,038 sq.ft.	$574,900	Airbnb cash on cash: -0.24% Traditional cash on cash: 4.5% Airbnb Rental Income: $1665 Traditional Rental Income: $3743 Airbnb ROI: -0.24% Traditional ROI: 4.5%
75 Masna Place Stratford, CT Fabulous commuter location-close to everything! Immaculately maintained raised ranch situa...	3 beds \| 3 baths \| 2,012 sq.ft.	$499,900	Airbnb cash on cash: 2.02% Traditional cash on cash: 6.26% Airbnb Rental Income: $2918 Traditional Rental Income: $4226 Airbnb ROI: 2.02% Traditional ROI: 6.26%
97 Henry Avenue Stratford, CT This is your time to own a little piece of the pie! Imagine coming home and walking into y...	3 beds \| 2 baths \| 1,400 sq.ft.	$345,000	Airbnb cash on cash: 3.97% Traditional cash on cash: 7.32% Airbnb Rental Income: $2918 Traditional Rental Income: $3327 Airbnb ROI: 3.97% Traditional ROI: 7.32%
130 Brandon Avenue Stratford, CT Located in the heart of the North End of Stratford and a short distance to Paradise Green....	4 beds \| 3 baths \| 2,110 sq.ft.	$619,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 6% Airbnb Rental Income: $4094 Traditional Rental Income: $4951 Airbnb ROI: 3.01% Traditional ROI: 6%
1700 Broadbridge Avenue #A32 Stratford, CT Why rent when you can own this adorable condo in a great location of Stratford. This compl...	1 beds \| 1 baths \| 703 sq.ft.	$184,900	Airbnb cash on cash: -0.71% Traditional cash on cash: 9.12% Airbnb Rental Income: $627 Traditional Rental Income: $2063 Airbnb ROI: -0.71% Traditional ROI: 9.12%
190 Beaver Dam Access Rd Stratford, CT 190 Beaver Dam Access Rd, Stratford, CT 06614 \| Single Family Residential	5 beds \| 3 baths \| 4,264 sq.ft.	$1,275,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 1.13% Airbnb Rental Income: $6603 Traditional Rental Income: $5258 Airbnb ROI: 1.18% Traditional ROI: 1.13%
50 Birdseye Street #407 Stratford, CT This delightful top (4th) floor, 1,100+/- sqft, 1-bedroom, 1-bathroom ranch-style home off...	1 beds \| 1 baths \| 1,088 sq.ft.	$220,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 8.94% Airbnb Rental Income: $627 Traditional Rental Income: $2494 Airbnb ROI: -1.42% Traditional ROI: 8.94%
1260 Cutspring Road #1260 Stratford, CT A ONE OF KIND, WONDERFUL, BEAUTIFUL, EXPANSIVE 3 LEVEL PRIVATE HOME IN A PLANNED COMMUNITY...	3 beds \| 4 baths \| 2,150 sq.ft.	$595,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 6.17% Airbnb Rental Income: $2918 Traditional Rental Income: $4754 Airbnb ROI: 1.65% Traditional ROI: 6.17%
44 Powder Mill Road #D Stratford, CT Welcome Home to Far Mill River! Nestled in one of Stratford's most sought-after communitie...	2 beds \| 2 baths \| 1,630 sq.ft.	$379,900	Airbnb cash on cash: 0.65% Traditional cash on cash: 6.48% Airbnb Rental Income: $1665 Traditional Rental Income: $3276 Airbnb ROI: 0.65% Traditional ROI: 6.48%
44 Ulrich Road Stratford, CT Wow!! Character & charm - North Stratford Welcome home to this charming and beautifully up...	3 beds \| 2 baths \| 1,849 sq.ft.	$589,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.09% Airbnb Rental Income: $2918 Traditional Rental Income: $3750 Airbnb ROI: 1.35% Traditional ROI: 4.09%
493 Pawnee Lane #B Stratford, CT Rare opportunity to enjoy golf course living in Stratford's premier Oronoque Village commu...	1 beds \| 3 baths \| 1,575 sq.ft.	$425,000	Airbnb cash on cash: -1.95% Traditional cash on cash: 4.96% Airbnb Rental Income: $627 Traditional Rental Income: $3088 Airbnb ROI: -1.95% Traditional ROI: 4.96%
995 Beaver Dam Road Stratford, CT Welcome to 995 Beaver Dam Rd! This beautiful colonial has been lovingly maintained by its ...	4 beds \| 4 baths \| 3,864 sq.ft.	$795,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 6.53% Airbnb Rental Income: $4094 Traditional Rental Income: $6752 Airbnb ROI: 1.76% Traditional ROI: 6.53%

Real Estate investment in Stratford, CT

There are 61 properties for sale in the city of Stratford . The median list price in Stratford is $437,238 and the average price per square foot is $239. In July 2026, the average monthly cash on cash return in Stratford is 5.00%. The average monthly rental income in Stratford is $3,462.

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

There are 61 investment properties available for sale in Stratford.

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

The ROI for Long-Term is higher than the Short-Term in Stratford with average rental income of $3,462.

Your search for investment property begins and ends here

Investment Property for Sale in Stratford, CT

331 Mount Pleasant Avenue

Stratford, CT

3 beds | 2 baths | 1,558 sq.ft.

$499,000

Airbnb cash on cash: 2.25%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $2918

Traditional Rental Income: $3451

Airbnb ROI: 2.25%

Traditional ROI: 4.84%

1168 Main Street #A3

Stratford, CT

1 beds | 1 baths | 586 sq.ft.

$159,900

Airbnb cash on cash: -2.77%

Traditional cash on cash: 8.32%

Airbnb Rental Income: $627

Traditional Rental Income: $2027

Airbnb ROI: -2.77%

Traditional ROI: 8.32%

220 Marina Drive

Stratford, CT

3 beds | 1 baths | 1,280 sq.ft.

$399,000

Airbnb cash on cash: 3.3%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $2918

Traditional Rental Income: $2935

Airbnb ROI: 3.3%

Traditional ROI: 5.15%

5 Charlton Street

Stratford, CT

3 beds | 3 baths | 2,475 sq.ft.

$579,000

Airbnb cash on cash: 1.6%

Traditional cash on cash: 6.2%

Airbnb Rental Income: $2918

Traditional Rental Income: $4733

Airbnb ROI: 1.6%

Traditional ROI: 6.2%

96 Seminole Lane #A

Stratford, CT

2 beds | 3 baths | 1,888 sq.ft.

$449,900

Airbnb cash on cash: -1.18%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $1665

Traditional Rental Income: $3672

Airbnb ROI: -1.18%

Traditional ROI: 4.69%

33 Circle Drive

Stratford, CT

1 beds | 1 baths | 576 sq.ft.

$349,900

Airbnb cash on cash: -1.41%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $627

Traditional Rental Income: $2053

Airbnb ROI: -1.41%

Traditional ROI: 3.82%

125 Warner Hill Road #67

Stratford, CT

2 beds | 1 baths | 817 sq.ft.

$264,000

Airbnb cash on cash: 0.62%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $1665

Traditional Rental Income: $1964

Airbnb ROI: 0.62%

Traditional ROI: 3.69%

35 Fifth Avenue

Stratford, CT

4 beds | 5 baths | 3,928 sq.ft.

$1,250,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $4094

Traditional Rental Income: $8430

Airbnb ROI: 0.5%