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
114 Terrill Road Stratford, CT Welcome to this charming Paradise Green Ranch, perfectly situated within walking distance ...	3 beds \| 2 baths \| 1,922 sq.ft.	$424,900	Airbnb cash on cash: 1.24% Traditional cash on cash: 5.92% Airbnb Rental Income: $2065 Traditional Rental Income: $3394 Airbnb ROI: 1.24% Traditional ROI: 5.92%
71 Oakland Street Stratford, CT Welcome home to this charming, beautifully updated Colonial! From the moment you step insi...	3 beds \| 2 baths \| 1,169 sq.ft.	$449,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 4.3% Airbnb Rental Income: $2065 Traditional Rental Income: $2699 Airbnb ROI: 1.52% Traditional ROI: 4.3%
66 Roosevelt Avenue Stratford, CT Fantastic investment Opportunity in Stratford! Discover the potential of this spacious mov...	2 beds \| 2 baths \| 1,196 sq.ft.	$400,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.41% Airbnb Rental Income: $1379 Traditional Rental Income: $2877 Airbnb ROI: 0.3% Traditional ROI: 5.41%
155 Short Beach Road #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: -1.17% Traditional cash on cash: 4.25% Airbnb Rental Income: $1114 Traditional Rental Income: $1802 Airbnb ROI: -1.17% Traditional ROI: 4.25%
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%
753 Stratford Avenue Stratford, CT Welcome to 753 Stratford Avenue, a stunning coastal gem with breathtaking water views, pro...	2 beds \| 2 baths \| 1,525 sq.ft.	$525,000	Airbnb cash on cash: -1.35% Traditional cash on cash: 1.31% Airbnb Rental Income: $1379 Traditional Rental Income: $2267 Airbnb ROI: -1.35% Traditional ROI: 1.31%
35 5th Avenue Stratford, CT Welcome to Lordship -- a coveted beach community in Stratford. With only steps to the beac...	4 beds \| 5 baths \| 3,928 sq.ft.	$1,400,000	Airbnb cash on cash: -1.84% Traditional cash on cash: 3.28% Airbnb Rental Income: $2355 Traditional Rental Income: $8430 Airbnb ROI: -1.84% Traditional ROI: 3.28%
102 Bowe Avenue Stratford, CT Great Starter home located on a dead end street. Offers four rooms, eat-in kitchen, living...	2 beds \| 1 baths \| 528 sq.ft.	$179,900	Airbnb cash on cash: 1.97% Traditional cash on cash: 8.91% Airbnb Rental Income: $1379 Traditional Rental Income: $2149 Airbnb ROI: 1.97% Traditional ROI: 8.91%
1700 Broadbridge Avenue #A16 Stratford, CT Welcome to ..The Stratford. Affordable 1 bedroom 1st floor end unit awaits. Parquet wood...	1 beds \| 1 baths \| 668 sq.ft.	$169,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 8.48% Airbnb Rental Income: $1114 Traditional Rental Income: $2202 Airbnb ROI: -0.6% Traditional ROI: 8.48%
148 Columbus Avenue Stratford, CT Incredible investment opportunity! This cherished, long-held family property is a rare opp...	6 beds \| 3 baths \| 3,164 sq.ft.	$679,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 5.12% Airbnb Rental Income: $3697 Traditional Rental Income: $5317 Airbnb ROI: 1.29% Traditional ROI: 5.12%
445 North Trail #A Stratford, CT BRAND NEW FURNACE (2025). Welcome to Oronoque Village, a coveted Adult 55+ condo communit...	1 beds \| 3 baths \| 2,420 sq.ft.	$400,000	Airbnb cash on cash: -3.13% Traditional cash on cash: 5.19% Airbnb Rental Income: $1114 Traditional Rental Income: $3859 Airbnb ROI: -3.13% Traditional ROI: 5.19%
55 Reed Street Stratford, CT New Construction - Contemporary Custom Home with In-Law Potential Welcome to this stunning...	4 beds \| 3 baths \| 2,400 sq.ft.	$739,900	Airbnb cash on cash: -0.69% Traditional cash on cash: 3.34% Airbnb Rental Income: $2355 Traditional Rental Income: $4552 Airbnb ROI: -0.69% Traditional ROI: 3.34%
115 Short Beach Road #103 Stratford, CT The perfect combination of coastal and recreational living is what you will find at 115 S...	1 beds \| 1 baths \| 640 sq.ft.	$229,900	Airbnb cash on cash: -2.07% Traditional cash on cash: 3.87% Airbnb Rental Income: $1114 Traditional Rental Income: $2033 Airbnb ROI: -2.07% Traditional ROI: 3.87%
115 Short Beach Road #104 Stratford, CT The perfect combination of coastal and recreational Addendum: living is what you will find...	1 beds \| 1 baths \| 707 sq.ft.	$229,900	Airbnb cash on cash: -2.07% Traditional cash on cash: 4.09% Airbnb Rental Income: $1114 Traditional Rental Income: $2080 Airbnb ROI: -2.07% Traditional ROI: 4.09%
15 Tavern Rock Road Stratford, CT Colonial style home with possible In-Law featuring 11 Rooms : 4 - 5 Bedrooms : 3 full Bath...	4 beds \| 4 baths \| 2,847 sq.ft.	$599,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 5.96% Airbnb Rental Income: $2355 Traditional Rental Income: $5181 Airbnb ROI: -0.12% Traditional ROI: 5.96%
488 Commanche Lane #A Stratford, CT Welcome to this charming Wolcott style Condo in the coveted Oronoque Village. As part of t...	2 beds \| 3 baths \| 2,199 sq.ft.	$619,000	Airbnb cash on cash: -2.65% Traditional cash on cash: 2.84% Airbnb Rental Income: $1379 Traditional Rental Income: $4136 Airbnb ROI: -2.65% Traditional ROI: 2.84%
450 Emerald Place Stratford, CT Stunning Ranch home excellent add space with 3 bedroom, 2 bath that where recently redone,...	3 beds \| 2 baths \| 1,334 sq.ft.	$549,900	Airbnb cash on cash: -0.32% Traditional cash on cash: 3.23% Airbnb Rental Income: $2065 Traditional Rental Income: $3356 Airbnb ROI: -0.32% Traditional ROI: 3.23%
125 Warner Hill Road #61 Stratford, CT Ground level 2 bedroom 2 bath condo for sale. 1168 sqft with bonus storage room in lower l...	2 beds \| 2 baths \| 1,168 sq.ft.	$299,999	Airbnb cash on cash: -1.99% Traditional cash on cash: 4.9% Airbnb Rental Income: $1379 Traditional Rental Income: $2908 Airbnb ROI: -1.99% Traditional ROI: 4.9%
54 Vernon Street Stratford, CT Super convenient location ! Walk to the Metro North Train Station and Stratford Town Cente...	3 beds \| 2 baths \| 1,616 sq.ft.	$469,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 4.74% Airbnb Rental Income: $2065 Traditional Rental Income: $3543 Airbnb ROI: 0.16% Traditional ROI: 4.74%
424 Light Street Stratford, CT Welcome to 424 Light Street! This 4-bedroom, 2 full bath Cape offers hardwood floors throu...	4 beds \| 2 baths \| 1,518 sq.ft.	$449,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 5.61% Airbnb Rental Income: $2355 Traditional Rental Income: $3768 Airbnb ROI: 0.87% Traditional ROI: 5.61%
664 Osage Lane #A Stratford, CT A perfect quiet and secluded location with expansive views of the 17th fairway! L/R with c...	1 beds \| 3 baths \| 1,838 sq.ft.	$549,900	Airbnb cash on cash: -3.07% Traditional cash on cash: 2.34% Airbnb Rental Income: $1114 Traditional Rental Income: $3520 Airbnb ROI: -3.07% Traditional ROI: 2.34%
933 Success Avenue Stratford, CT Highest and Best By Sunday 10/12 at 6pm****** Fully renovated 4-bedroom, 2-bath home in th...	4 beds \| 2 baths \| 1,733 sq.ft.	$379,999	Airbnb cash on cash: 1.6% Traditional cash on cash: 7.56% Airbnb Rental Income: $2355 Traditional Rental Income: $3901 Airbnb ROI: 1.6% Traditional ROI: 7.56%
291 Birdseye Street Stratford, CT Attention investors and savvy buyers! This 3-bedroom colonial home located in Stratford's ...	3 beds \| 2 baths \| 1,344 sq.ft.	$279,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 8.93% Airbnb Rental Income: $2065 Traditional Rental Income: $3260 Airbnb ROI: 2.36% Traditional ROI: 8.93%
140 Spring Street Stratford, CT Cul de sac location! Great opportunity, 5 room ranch with 2 car det. Garage on level lot. ...	3 beds \| 2 baths \| 1,126 sq.ft.	$419,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.9% Airbnb Rental Income: $2065 Traditional Rental Income: $3246 Airbnb ROI: 0.54% Traditional ROI: 4.9%
543 North Trail #B Stratford, CT WOW! This AMAZING remodeled 2-bedroom ranch condo is perfect for anyone looking for easy l...	2 beds \| 3 baths \| 2,026 sq.ft.	$499,000	Airbnb cash on cash: -2.59% Traditional cash on cash: 3.92% Airbnb Rental Income: $1379 Traditional Rental Income: $3995 Airbnb ROI: -2.59% Traditional ROI: 3.92%
80 Sheffield Circle Stratford, CT Welcome to this well maintained 3-bedroom, 2 full bath raised ranch nestled in one of Stra...	3 beds \| 2 baths \| 1,892 sq.ft.	$529,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 4.22% Airbnb Rental Income: $2065 Traditional Rental Income: $3730 Airbnb ROI: -0.22% Traditional ROI: 4.22%
1170 South Avenue Stratford, CT Discover your dream home in this stunning remodeled colonial! Upon entering, you'll find a...	3 beds \| 3 baths \| 1,841 sq.ft.	$529,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 5.33% Airbnb Rental Income: $2065 Traditional Rental Income: $4279 Airbnb ROI: -0.22% Traditional ROI: 5.33%
25 Glenwood Avenue Stratford, CT Welcome to this charming 3-bedroom, 1.5-bath Cape Cod-style home, filled with character an...	3 beds \| 2 baths \| 1,926 sq.ft.	$460,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.99% Airbnb Rental Income: $2065 Traditional Rental Income: $3583 Airbnb ROI: 0.22% Traditional ROI: 4.99%
700 Huntington Road Stratford, CT This inviting 2-bedroom home beautifully blends the charm of the past with thoughtful mode...	2 beds \| 2 baths \| 804 sq.ft.	$449,900	Airbnb cash on cash: -1.06% Traditional cash on cash: 3.32% Airbnb Rental Income: $1379 Traditional Rental Income: $2807 Airbnb ROI: -1.06% Traditional ROI: 3.32%
44 Powder Mill Road #C Stratford, CT Step into this fully renovated townhome featuring luxury finishes and thoughtful design th...	2 beds \| 3 baths \| 1,152 sq.ft.	$399,999	Airbnb cash on cash: -1.39% Traditional cash on cash: 4.27% Airbnb Rental Income: $1379 Traditional Rental Income: $3086 Airbnb ROI: -1.39% Traditional ROI: 4.27%
125 Andrew Street Stratford, CT Welcome to comfortable single-level living in Stratford's desirable North End. This well-c...	3 beds \| 1 baths \| 1,248 sq.ft.	$395,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 4.47% Airbnb Rental Income: $2065 Traditional Rental Income: $2902 Airbnb ROI: 0.77% Traditional ROI: 4.47%

Real Estate investment in Stratford, CT

There are 50 properties for sale in the city of Stratford . The median list price in Stratford is $449,900 and the average price per square foot is $270. In December 2025, the average monthly cash on cash return in Stratford is 5.00%. The average monthly rental income in Stratford is $3,520.

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

There are 50 investment properties available for sale in Stratford.

In 2025, 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

114 Terrill Road

Stratford, CT

3 beds | 2 baths | 1,922 sq.ft.

$424,900

Airbnb cash on cash: 1.24%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $2065

Traditional Rental Income: $3394

Airbnb ROI: 1.24%

Traditional ROI: 5.92%

71 Oakland Street

Stratford, CT

3 beds | 2 baths | 1,169 sq.ft.

$449,000

Airbnb cash on cash: 1.52%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $2065

Traditional Rental Income: $2699

Airbnb ROI: 1.52%

Traditional ROI: 4.3%

66 Roosevelt Avenue

Stratford, CT

2 beds | 2 baths | 1,196 sq.ft.

$400,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 5.41%

Airbnb Rental Income: $1379

Traditional Rental Income: $2877

Airbnb ROI: 0.3%

Traditional ROI: 5.41%

155 Short Beach Road #206

Stratford, CT

1 beds | 1 baths | 646 sq.ft.

$207,000

Airbnb cash on cash: -1.17%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $1114

Traditional Rental Income: $1802

Airbnb ROI: -1.17%

Traditional ROI: 4.25%

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%

753 Stratford Avenue

Stratford, CT

2 beds | 2 baths | 1,525 sq.ft.

$525,000

Airbnb cash on cash: -1.35%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $1379

Traditional Rental Income: $2267

Airbnb ROI: -1.35%

Traditional ROI: 1.31%

35 5th Avenue

Stratford, CT

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

$1,400,000

Airbnb cash on cash: -1.84%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $2355

Traditional Rental Income: $8430

Airbnb ROI: -1.84%

Traditional ROI: 3.28%

102 Bowe Avenue

Stratford, CT

2 beds | 1 baths | 528 sq.ft.

$179,900

Airbnb cash on cash: 1.97%

Traditional cash on cash: 8.91%

Airbnb Rental Income: $1379

Traditional Rental Income: $2149

Airbnb ROI: 1.97%