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
171 Flagler Avenue Stratford, CT Welcome to this beautifully maintained Cape offering timeless charm and modern comfort. Wi...	3 beds \| 2 baths \| 1,336 sq.ft.	$539,900	Airbnb cash on cash: 1.09% Traditional cash on cash: 4.33% Airbnb Rental Income: $2411 Traditional Rental Income: $3457 Airbnb ROI: 1.09% Traditional ROI: 4.33%
75 River Bend Road #B Stratford, CT Turn-key 3-level, 1,397 sf., end-unit townhouse located in the sought-after Far Mill River...	2 beds \| 2 baths \| 1,397 sq.ft.	$399,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 6.07% Airbnb Rental Income: $1439 Traditional Rental Income: $3402 Airbnb ROI: -0.33% Traditional ROI: 6.07%
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: 0.82% Traditional cash on cash: 6.2% Airbnb Rental Income: $2411 Traditional Rental Income: $4733 Airbnb ROI: 0.82% 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.	$469,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 4.46% Airbnb Rental Income: $1439 Traditional Rental Income: $3672 Airbnb ROI: -1.6% Traditional ROI: 4.46%
1995 BARNUM AVENUE Stratford, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	11 beds \| 3 baths \| 3,840 sq.ft.	$697,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 4.97% Airbnb Rental Income: $1439 Traditional Rental Income: $4895 Airbnb ROI: -1.01% Traditional ROI: 4.97%
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: -0.14% Traditional cash on cash: 3.69% Airbnb Rental Income: $1439 Traditional Rental Income: $1964 Airbnb ROI: -0.14% Traditional ROI: 3.69%
35 5th Avenue Stratford, CT Welcome to Lordship, a coveted beach community in Stratford. With only steps to the beach ...	4 beds \| 5 baths \| 3,928 sq.ft.	$1,300,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 4.75% Airbnb Rental Income: $2906 Traditional Rental Income: $8430 Airbnb ROI: -0.38% Traditional ROI: 4.75%
58 Auburn Street Stratford, CT Great location north of Barnum Avenue near Wooster Middle School ! Needs some TLC. Featuri...	2 beds \| 2 baths \| 1,026 sq.ft.	$345,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 6.64% Airbnb Rental Income: $1439 Traditional Rental Income: $3034 Airbnb ROI: 0.39% Traditional ROI: 6.64%
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: -0.04% Traditional cash on cash: 3.71% Airbnb Rental Income: $1439 Traditional Rental Income: $2549 Airbnb ROI: -0.04% Traditional ROI: 3.71%
240 Highland Avenue Stratford, CT New Improved Price! Don't miss this rare find in the desirable Paradise Green neighborhood...	5 beds \| 4 baths \| 2,651 sq.ft.	$700,000	Airbnb cash on cash: 4.75% Traditional cash on cash: 5.34% Airbnb Rental Income: $6159 Traditional Rental Income: $5328 Airbnb ROI: 4.75% Traditional ROI: 5.34%
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.	$799,900	Airbnb cash on cash: 4.33% Traditional cash on cash: 3.72% Airbnb Rental Income: $6159 Traditional Rental Income: $4494 Airbnb ROI: 4.33% Traditional ROI: 3.72%
72 River Bend Road #B Stratford, CT Offered at $349,995, this beautifully maintained ground-level 2-bedroom, 1-bath condo is l...	2 beds \| 1 baths \| 1,082 sq.ft.	$347,499	Airbnb cash on cash: 0.53% Traditional cash on cash: 4.99% Airbnb Rental Income: $1439 Traditional Rental Income: $2468 Airbnb ROI: 0.53% Traditional ROI: 4.99%
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.	$635,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 3.36% Airbnb Rental Income: $2411 Traditional Rental Income: $3541 Airbnb ROI: 0.45% Traditional ROI: 3.36%
115 Short Beach Road #307 Stratford, CT This unit includes a carport ! Great Lordship Location !Painted in neutral colors. Walk to...	1 beds \| 1 baths \| 647 sq.ft.	$215,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 4.36% Airbnb Rental Income: $720 Traditional Rental Income: $1471 Airbnb ROI: -0.84% Traditional ROI: 4.36%
19 Wooster Avenue Stratford, CT A fantastic opportunity to own in one of Stratford's most sought-after shoreline neighborh...	2 beds \| 1 baths \| 952 sq.ft.	$240,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 5.85% Airbnb Rental Income: $1439 Traditional Rental Income: $1971 Airbnb ROI: 1.62% Traditional ROI: 5.85%
261 Agawam Drive #A Stratford, CT An exceptional WHITTIER model in a prime golf course location for your discerning lifestye...	2 beds \| 3 baths \| 2,025 sq.ft.	$575,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 3.27% Airbnb Rental Income: $1439 Traditional Rental Income: $3618 Airbnb ROI: -1.58% Traditional ROI: 3.27%
62 General Street Stratford, CT Completely renovated Cape-style home featuring a welcoming front porch, private fenced yar...	3 beds \| 2 baths \| 1,267 sq.ft.	$399,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 5.57% Airbnb Rental Income: $2411 Traditional Rental Income: $2956 Airbnb ROI: 2.53% Traditional ROI: 5.57%
1160 South Avenue Stratford, CT Welcome Home. The majority of this wonderful home has been updated with care and detail. U...	3 beds \| 1 baths \| 2,243 sq.ft.	$420,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 3.7% Airbnb Rental Income: $2411 Traditional Rental Income: $2509 Airbnb ROI: 1.95% Traditional ROI: 3.7%
355 Patterson Avenue Stratford, CT Welcome to 355 Patterson Avenue! This well-maintained colonial features 4 bedrooms and 2 b...	4 beds \| 2 baths \| 1,509 sq.ft.	$475,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 5.17% Airbnb Rental Income: $2906 Traditional Rental Income: $3473 Airbnb ROI: 2.38% Traditional ROI: 5.17%
71 Dakota Lane #A Stratford, CT Over 55 community. One occupant must be 55+. No occupants under 17 years old per HOA. New ...	1 beds \| 2 baths \| 1,675 sq.ft.	$399,000	Airbnb cash on cash: -3.06% Traditional cash on cash: 3.57% Airbnb Rental Income: $720 Traditional Rental Income: $2889 Airbnb ROI: -3.06% Traditional ROI: 3.57%
111 Franklin Avenue Stratford, CT This well-maintained home offers a wonderful opportunity to make it your own. Featuring 3 ...	3 beds \| 2 baths \| 1,438 sq.ft.	$419,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 5.75% Airbnb Rental Income: $2411 Traditional Rental Income: $3387 Airbnb ROI: 1.77% Traditional ROI: 5.75%
120 Zoar Street Stratford, CT Great opportunity to own this 4 bedroom Colonial style home built in 2001 located in Parad...	4 beds \| 3 baths \| 2,528 sq.ft.	$589,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 5.25% Airbnb Rental Income: $2906 Traditional Rental Income: $4540 Airbnb ROI: 1.06% Traditional ROI: 5.25%
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: 3.02% Traditional cash on cash: 6.98% Airbnb Rental Income: $2411 Traditional Rental Income: $3122 Airbnb ROI: 3.02% Traditional ROI: 6.98%
42 Powder Mill Road #B Stratford, CT Welcome to the sought-after Far Mill River community, where quality finishes, hardwood flo...	2 beds \| 2 baths \| 1,152 sq.ft.	$389,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 5.42% Airbnb Rental Income: $1439 Traditional Rental Income: $2907 Airbnb ROI: 0.22% Traditional ROI: 5.42%
402 Montauk Lane #B Stratford, CT A beautifully designed/remodeled condo in the coveted adult community of Oronoque Village ...	2 beds \| 3 baths \| 1,618 sq.ft.	$515,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.41% Airbnb Rental Income: $1439 Traditional Rental Income: $3160 Airbnb ROI: -0.05% Traditional ROI: 4.41%
450 Emerald Place Stratford, CT Move-in ready, charming ranch-style home in the desirable North End/ Bunnell neighborhood ...	3 beds \| 2 baths \| 2,092 sq.ft.	$569,000	Airbnb cash on cash: 1% Traditional cash on cash: 4.44% Airbnb Rental Income: $2411 Traditional Rental Income: $3651 Airbnb ROI: 1% Traditional ROI: 4.44%
1460 Elm Street #124 Stratford, CT Well-maintained 1-bedroom, 1-bath condominium offering 1,088 sq ft of living space and a f...	1 beds \| 1 baths \| 1,088 sq.ft.	$249,900	Airbnb cash on cash: -1.19% Traditional cash on cash: 6.76% Airbnb Rental Income: $720 Traditional Rental Income: $2286 Airbnb ROI: -1.19% Traditional ROI: 6.76%
103 Albert Avenue Stratford, CT Newer insulation, sheetrock, furnace, paint and remodeled kitchen. ! Nicely updated 3 to 4...	3 beds \| 1 baths \| 1,420 sq.ft.	$439,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 4.29% Airbnb Rental Income: $2411 Traditional Rental Income: $2836 Airbnb ROI: 1.82% Traditional ROI: 4.29%
155 Short Beach Road #102 Stratford, CT Welcome to this ideally located condo in Stratford's desirable Lordship neighborhood, offe...	1 beds \| 1 baths \| 836 sq.ft.	$240,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 6.21% Airbnb Rental Income: $720 Traditional Rental Income: $2063 Airbnb ROI: -1.07% Traditional ROI: 6.21%
1985 Cutspring Road Stratford, CT Welcome to 1985 Cutspring Road. This spacious Colonial is nestled in the desirable North E...	5 beds \| 4 baths \| 2,328 sq.ft.	$690,000	Airbnb cash on cash: 4.91% Traditional cash on cash: 5.6% Airbnb Rental Income: $6159 Traditional Rental Income: $5385 Airbnb ROI: 4.91% Traditional ROI: 5.6%
255 Clover Street Stratford, CT Rare 3-family investment opportunity in Stratford known as 255-257-259 Clover St. Well-kep...	5 beds \| 3 baths \| 3,008 sq.ft.	$649,900	Airbnb cash on cash: 5.86% Traditional cash on cash: 6.37% Airbnb Rental Income: $6159 Traditional Rental Income: $5252 Airbnb ROI: 5.86% Traditional ROI: 6.37%
1304 Nichols Avenue Stratford, CT Welcome to 1304 Nichols Avenue, a charming & pristine home that offers comfort, flexibilit...	2 beds \| 2 baths \| 1,366 sq.ft.	$429,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 5.02% Airbnb Rental Income: $1439 Traditional Rental Income: $3148 Airbnb ROI: -0.3% Traditional ROI: 5.02%

Real Estate investment in Stratford, CT

There are 45 properties for sale in the city of Stratford . The median list price in Stratford is $439,900 and the average price per square foot is $256. In May 2026, the average monthly cash on cash return in Stratford is 5.00%. The average monthly rental income in Stratford is $3,233.

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

There are 45 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 $3,233.

Your search for investment property begins and ends here

Investment Property for Sale in Stratford, CT

171 Flagler Avenue

Stratford, CT

3 beds | 2 baths | 1,336 sq.ft.

$539,900

Airbnb cash on cash: 1.09%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $2411

Traditional Rental Income: $3457

Airbnb ROI: 1.09%

Traditional ROI: 4.33%

75 River Bend Road #B

Stratford, CT

2 beds | 2 baths | 1,397 sq.ft.

$399,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 6.07%

Airbnb Rental Income: $1439

Traditional Rental Income: $3402

Airbnb ROI: -0.33%

Traditional ROI: 6.07%

5 Charlton Street

Stratford, CT

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

$579,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: 6.2%

Airbnb Rental Income: $2411

Traditional Rental Income: $4733

Airbnb ROI: 0.82%

Traditional ROI: 6.2%

96 Seminole Lane #A

Stratford, CT

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

$469,000

Airbnb cash on cash: -1.6%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $1439

Traditional Rental Income: $3672

Airbnb ROI: -1.6%

Traditional ROI: 4.46%

1995 BARNUM AVENUE

Stratford, CT

11 beds | 3 baths | 3,840 sq.ft.

$697,000

Airbnb cash on cash: -1.01%

Traditional cash on cash: 4.97%

Airbnb Rental Income: $1439

Traditional Rental Income: $4895

Airbnb ROI: -1.01%

Traditional ROI: 4.97%

125 Warner Hill Road #67

Stratford, CT

2 beds | 1 baths | 817 sq.ft.

$264,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $1439

Traditional Rental Income: $1964

Airbnb ROI: -0.14%

Traditional ROI: 3.69%

35 5th Avenue

Stratford, CT

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

$1,300,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $2906

Traditional Rental Income: $8430

Airbnb ROI: -0.38%

Traditional ROI: 4.75%

58 Auburn Street

Stratford, CT

2 beds | 2 baths | 1,026 sq.ft.

$345,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 6.64%

Airbnb Rental Income: $1439

Traditional Rental Income: $3034

Airbnb ROI: 0.39%