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
1462 South Avenue Stratford, CT This absolutely charming, bright, and tastefully updated condo alternative checks every bo...	3 beds \| 2 baths \| 1,152 sq.ft.	$299,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 7.73% Airbnb Rental Income: $2065 Traditional Rental Income: $3013 Airbnb ROI: 2.47% Traditional ROI: 7.73%
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: 0.52% Traditional cash on cash: 4.33% Airbnb Rental Income: $2065 Traditional Rental Income: $3457 Airbnb ROI: 0.52% Traditional ROI: 4.33%
17 Miranda Lane unit: 17 Stratford, CT Located in the beautiful Shakespeare Estates, this unusually spacious townhouse condo feat...	3 beds \| 4 baths \| 2,232 sq.ft.	$389,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 9.81% Airbnb Rental Income: $2065 Traditional Rental Income: $5048 Airbnb ROI: 0.19% Traditional ROI: 9.81%
155 Short Beach Road unit: 206 Stratford, CT Great Lordship Location ! Freshly painted in neutral colors. Walk to the BEACH, golf, tenn...	1 beds \| 1 baths \| 646 sq.ft.	$207,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 4.22% Airbnb Rental Income: $1114 Traditional Rental Income: $1802 Airbnb ROI: -1.19% Traditional ROI: 4.22%
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: -1.43% Traditional cash on cash: 4.97% Airbnb Rental Income: $1114 Traditional Rental Income: $4895 Airbnb ROI: -1.43% Traditional ROI: 4.97%
3699 Broadbridge Avenue unit: 330 Stratford, CT Beautiful townhouse-style condo located in the desirable Deerfield Woods community. This b...	2 beds \| 1 baths \| 914 sq.ft.	$179,900	Airbnb cash on cash: -0.67% Traditional cash on cash: 7.05% Airbnb Rental Income: $1379 Traditional Rental Income: $2283 Airbnb ROI: -0.67% Traditional ROI: 7.05%
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: 0.24% Traditional cash on cash: 6.64% Airbnb Rental Income: $1379 Traditional Rental Income: $3034 Airbnb ROI: 0.24% Traditional ROI: 6.64%
240 Highland Avenue Stratford, CT Spacious colonial just listed in the desirable Paradise Green neighborhood in Stratford! T...	5 beds \| 4 baths \| 2,651 sq.ft.	$799,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 4.56% Airbnb Rental Income: $3697 Traditional Rental Income: $5328 Airbnb ROI: 1.29% Traditional ROI: 4.56%
164 Bison Lane unit: A Stratford, CT Experience refined living in this elegantly completely renovated one- bedroom, one and a h...	1 beds \| 2 baths \| 1,175 sq.ft.	$465,000	Airbnb cash on cash: -1.75% Traditional cash on cash: 3.17% Airbnb Rental Income: $1114 Traditional Rental Income: $2881 Airbnb ROI: -1.75% Traditional ROI: 3.17%
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: 1.57% Traditional cash on cash: 3.72% Airbnb Rental Income: $3697 Traditional Rental Income: $4494 Airbnb ROI: 1.57% Traditional ROI: 3.72%
35 Algonquin Lane unit: D Stratford, CT Must be seen to be appreciated ! Meticulously updated ! This Oronoque Village 2nd floor 2 ...	2 beds \| 2 baths \| 1,300 sq.ft.	$399,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 4.68% Airbnb Rental Income: $1379 Traditional Rental Income: $3188 Airbnb ROI: -1.28% Traditional ROI: 4.68%
115 Short Beach Road unit: 307 Stratford, CT This unit includes a carport ! Great Lordship Location !Painted in neutral colors. Walk to...	1 beds \| 1 baths \| 647 sq.ft.	$219,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 5.01% Airbnb Rental Income: $1114 Traditional Rental Income: $2048 Airbnb ROI: -1.3% Traditional ROI: 5.01%
1414 Huntington Road Stratford, CT Great family Neighborhood on a corner lot. Four minutes from Mill Hill country club.	4 beds \| 2 baths \| 1,512 sq.ft.	$590,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 4.19% Airbnb Rental Income: $2355 Traditional Rental Income: $3833 Airbnb ROI: 0.45% Traditional ROI: 4.19%
151 South Trail unit: B Stratford, CT Welcome to Oronoque Village, a coveted 55+ adult condo community. This home is ideally loc...	1 beds \| 3 baths \| 1,906 sq.ft.	$449,000	Airbnb cash on cash: -2.17% Traditional cash on cash: 4.38% Airbnb Rental Income: $1114 Traditional Rental Income: $3493 Airbnb ROI: -2.17% Traditional ROI: 4.38%
446 Hammerstone Lane unit: 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: -1.08% Traditional cash on cash: 2.38% Airbnb Rental Income: $2065 Traditional Rental Income: $3579 Airbnb ROI: -1.08% Traditional ROI: 2.38%
15 Pine Needle Drive unit: A Stratford, CT Welcome to the highly sought after Far Mill River complex! This two-bedroom Ranch style se...	2 beds \| 1 baths \| 1,061 sq.ft.	$309,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 6.01% Airbnb Rental Income: $1379 Traditional Rental Income: $2544 Airbnb ROI: 0.58% Traditional ROI: 6.01%
65 River Bend Road unit: C Stratford, CT Best value in Stratford in the highly desirable Far Mill complex. This well maintained 2 t...	2 beds \| 2 baths \| 1,152 sq.ft.	$315,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.71% Airbnb Rental Income: $1379 Traditional Rental Income: $2183 Airbnb ROI: -0.42% Traditional ROI: 3.71%
72 River Bend Road unit: 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: -0.3% Traditional cash on cash: 3.22% Airbnb Rental Income: $1379 Traditional Rental Income: $2111 Airbnb ROI: -0.3% Traditional ROI: 3.22%
488 Commanche Lane unit: A Stratford, CT Nestled on a quiet cul-de-sac and just a short walk to the golf course, this spacious 2,19...	1 beds \| 3 baths \| 2,199 sq.ft.	$599,000	Airbnb cash on cash: -1.9% Traditional cash on cash: 2.81% Airbnb Rental Income: $1114 Traditional Rental Income: $3375 Airbnb ROI: -1.9% Traditional ROI: 2.81%
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.	$280,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 4.89% Airbnb Rental Income: $1379 Traditional Rental Income: $1971 Airbnb ROI: 1.06% Traditional ROI: 4.89%
3699 Broadbridge Avenue unit: 101 Stratford, CT Updated corner unit in desirable Deerfield Woods, ideally located at the end of the buildi...	1 beds \| 1 baths \| 680 sq.ft.	$185,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 3.4% Airbnb Rental Income: $1114 Traditional Rental Income: $1670 Airbnb ROI: -1.89% Traditional ROI: 3.4%
115 Short Beach Road unit: 304 Stratford, CT Great Lordship Location ! Water views. New appliances. New countertop. New laminate floori...	1 beds \| 1 baths \| 647 sq.ft.	$260,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 2.23% Airbnb Rental Income: $1114 Traditional Rental Income: $1594 Airbnb ROI: -1.25% Traditional ROI: 2.23%
190 Light Street Stratford, CT Bring your creativity and make this 3-bedroom, 1-bath home shine! Located in a fantastic n...	3 beds \| 1 baths \| 1,128 sq.ft.	$350,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 4.78% Airbnb Rental Income: $2065 Traditional Rental Income: $2507 Airbnb ROI: 1.82% Traditional ROI: 4.78%
261 Agawam Drive unit: A Stratford, CT NEW! The exceptional WHITTIER model in a prime location you've been waiting for!! 261 Agaw...	2 beds \| 3 baths \| 2,025 sq.ft.	$600,000	Airbnb cash on cash: -1.65% Traditional cash on cash: 3.1% Airbnb Rental Income: $1379 Traditional Rental Income: $3618 Airbnb ROI: -1.65% Traditional ROI: 3.1%
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: 1.76% Traditional cash on cash: 5.57% Airbnb Rental Income: $2065 Traditional Rental Income: $2956 Airbnb ROI: 1.76% 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: 1.21% Traditional cash on cash: 3.7% Airbnb Rental Income: $2065 Traditional Rental Income: $2509 Airbnb ROI: 1.21% Traditional ROI: 3.7%
384 Thompson Street Stratford, CT Excellent opportunity to own a three-family property in desirable Fairfield County with st...	6 beds \| 3 baths \| 2,618 sq.ft.	$659,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 5.5% Airbnb Rental Income: $3697 Traditional Rental Income: $4720 Airbnb ROI: 2.53% Traditional ROI: 5.5%
133 Evelyn Street Stratford, CT Super Spacious 3 bedroom one and a half bath home ! Extra large lot in a very convenient l...	3 beds \| 2 baths \| 1,232 sq.ft.	$329,900	Airbnb cash on cash: 2.23% Traditional cash on cash: 5.42% Airbnb Rental Income: $2065 Traditional Rental Income: $2521 Airbnb ROI: 2.23% Traditional ROI: 5.42%
71 Dakota Lane unit: 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.	$425,000	Airbnb cash on cash: -2.11% Traditional cash on cash: 3.29% Airbnb Rental Income: $1114 Traditional Rental Income: $2889 Airbnb ROI: -2.11% Traditional ROI: 3.29%

Real Estate investment in Stratford, CT

There are 43 properties for sale in the city of Stratford . The median list price in Stratford is $399,000 and the average price per square foot is $263. In March 2026, the average monthly cash on cash return in Stratford is 5.00%. The average monthly rental income in Stratford is $3,034.

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

There are 43 investment properties available for sale in Stratford.

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

The ROI for Short-Term is higher than the Long-Term in Stratford with average rental income of $2,065.

Your search for investment property begins and ends here

Investment Property for Sale in Stratford, CT

1462 South Avenue

Stratford, CT

3 beds | 2 baths | 1,152 sq.ft.

$299,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 7.73%

Airbnb Rental Income: $2065

Traditional Rental Income: $3013

Airbnb ROI: 2.47%

Traditional ROI: 7.73%

171 Flagler Avenue

Stratford, CT

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

$539,900

Airbnb cash on cash: 0.52%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $2065

Traditional Rental Income: $3457

Airbnb ROI: 0.52%

Traditional ROI: 4.33%

17 Miranda Lane unit: 17

Stratford, CT

3 beds | 4 baths | 2,232 sq.ft.

$389,900

Airbnb cash on cash: 0.19%

Traditional cash on cash: 9.81%

Airbnb Rental Income: $2065

Traditional Rental Income: $5048

Airbnb ROI: 0.19%

Traditional ROI: 9.81%

155 Short Beach Road unit: 206

Stratford, CT

1 beds | 1 baths | 646 sq.ft.

$207,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $1114

Traditional Rental Income: $1802

Airbnb ROI: -1.19%

Traditional ROI: 4.22%

1995 BARNUM AVENUE

Stratford, CT

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

$697,000

Airbnb cash on cash: -1.43%

Traditional cash on cash: 4.97%

Airbnb Rental Income: $1114

Traditional Rental Income: $4895

Airbnb ROI: -1.43%

Traditional ROI: 4.97%

3699 Broadbridge Avenue unit: 330

Stratford, CT

2 beds | 1 baths | 914 sq.ft.

$179,900

Airbnb cash on cash: -0.67%

Traditional cash on cash: 7.05%

Airbnb Rental Income: $1379

Traditional Rental Income: $2283

Airbnb ROI: -0.67%

Traditional ROI: 7.05%

58 Auburn Street

Stratford, CT

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

$345,000

Airbnb cash on cash: 0.24%

Traditional cash on cash: 6.64%

Airbnb Rental Income: $1379

Traditional Rental Income: $3034

Airbnb ROI: 0.24%

Traditional ROI: 6.64%

240 Highland Avenue

Stratford, CT

5 beds | 4 baths | 2,651 sq.ft.

$799,000

Airbnb cash on cash: 1.29%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $3697

Traditional Rental Income: $5328

Airbnb ROI: 1.29%