Real Estate Investment Properties for Sale in Fairfield, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2117 Fairfield Beach Road Fairfield, CT Welcome to Turning Point at Pine Creek, where the coastline bends to a point creating some...	4 beds \| 5 baths \| 4,000 sq.ft.	$4,400,000	Airbnb cash on cash: -2.32% Traditional cash on cash: -1.54% Airbnb Rental Income: $4329 Traditional Rental Income: $6605 Airbnb ROI: -2.32% Traditional ROI: -1.54%
65 Rena Place Fairfield, CT Welcome home to 65 Rena Place; where peace, charm, and convenience meet to make this space...	4 beds \| 2 baths \| 1,355 sq.ft.	$520,000	Airbnb cash on cash: 4.75% Traditional cash on cash: 4.28% Airbnb Rental Income: $4329 Traditional Rental Income: $3192 Airbnb ROI: 4.75% Traditional ROI: 4.28%
171 Henderson Road Fairfield, CT LOCATION, LOCATION, LOCATION! Welcome home to this beautifully renovated, oversized coloni...	4 beds \| 5 baths \| 3,600 sq.ft.	$799,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 6.7% Airbnb Rental Income: $4329 Traditional Rental Income: $6832 Airbnb ROI: 2.11% Traditional ROI: 6.7%
161 Brion Drive Fairfield, CT Well maintained three bedroom split level home on the corner of a cul-de-sac. This home ha...	3 beds \| 2 baths \| 1,664 sq.ft.	$400,000	Airbnb cash on cash: 7.67% Traditional cash on cash: 7.53% Airbnb Rental Income: $5131 Traditional Rental Income: $4035 Airbnb ROI: 7.67% Traditional ROI: 7.53%
1895 Fairfield Beach Road Fairfield, CT Live your dream at the water's edge. The 'Tackle Box' is the perfect seaside retreat. The ...	3 beds \| 2 baths \| 1,572 sq.ft.	$1,995,000	Airbnb cash on cash: 0.08% Traditional cash on cash: -0.28% Airbnb Rental Income: $5131 Traditional Rental Income: $3431 Airbnb ROI: 0.08% Traditional ROI: -0.28%
54 2nd Street Fairfield, CT Modern convenience meets historic charm in this beautifully updated antique three-bedroom,...	3 beds \| 2 baths \| 1,407 sq.ft.	$475,000	Airbnb cash on cash: 6.61% Traditional cash on cash: 4.6% Airbnb Rental Income: $5131 Traditional Rental Income: $3193 Airbnb ROI: 6.61% Traditional ROI: 4.6%
1410 South Pine Creek Road Fairfield, CT Magnificent private custom built in 2005 Federal Colonial with views of Long Island Sound ...	5 beds \| 7 baths \| 7,798 sq.ft.	$5,988,800	Airbnb cash on cash: -2.28% Traditional cash on cash: -1.72% Airbnb Rental Income: $6033 Traditional Rental Income: $7931 Airbnb ROI: -2.28% Traditional ROI: -1.72%
20 Saint Marc Lane Fairfield, CT Welcome to 20 Saint Marc Lane, a magnificent build set quietly on a cul-de-sac in the hear...	5 beds \| 5 baths \| 4,000 sq.ft.	$1,899,900	Airbnb cash on cash: -0.44% Traditional cash on cash: 0.53% Airbnb Rental Income: $6033 Traditional Rental Income: $6546 Airbnb ROI: -0.44% Traditional ROI: 0.53%
2470 North Benson Road Fairfield, CT Introducing a stunning and sophisticated new construction located in the highly sought-aft...	5 beds \| 5 baths \| 4,032 sq.ft.	$1,875,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 0.58% Airbnb Rental Income: $6033 Traditional Rental Income: $6561 Airbnb ROI: -0.41% Traditional ROI: 0.58%
118 Berwick Avenue Fairfield, CT Turn-key three bedroom two and a half bath unit offers hardwood floors throughout, a brigh...	3 beds \| 3 baths \| 1,800 sq.ft.	$560,000	Airbnb cash on cash: 3.66% Traditional cash on cash: 3.61% Airbnb Rental Income: $5131 Traditional Rental Income: $4061 Airbnb ROI: 3.66% Traditional ROI: 3.61%
139 High Meadow Road Fairfield, CT Don't miss this opportunity to own a stunning home in a prime Southport location! Nestled ...	4 beds \| 4 baths \| 3,610 sq.ft.	$1,499,900	Airbnb cash on cash: -0.74% Traditional cash on cash: 0.51% Airbnb Rental Income: $4329 Traditional Rental Income: $5161 Airbnb ROI: -0.74% Traditional ROI: 0.51%
342 Midlock Road Fairfield, CT Stately and gracious Greenfield Hill charmer on 2+ acres of manicured lawn with amazing de...	5 beds \| 9 baths \| 7,269 sq.ft.	$2,875,000	Airbnb cash on cash: -1.35% Traditional cash on cash: -0.22% Airbnb Rental Income: $6033 Traditional Rental Income: $7859 Airbnb ROI: -1.35% Traditional ROI: -0.22%
8 Hazel Street Fairfield, CT Welcome to Fairfield! Cozy three bedroom cape with spacious office/den on second floor. Co...	3 beds \| 1 baths \| 1,152 sq.ft.	$489,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 2.78% Airbnb Rental Income: $5131 Traditional Rental Income: $2793 Airbnb ROI: 5.61% Traditional ROI: 2.78%
1810 Fairfield Beach Road Fairfield, CT Welcome to 1810 Fairfield Beach Road, a breathtaking 4-bedroom colonial with panoramic wat...	4 beds \| 3 baths \| 2,412 sq.ft.	$2,149,000	Airbnb cash on cash: -1.46% Traditional cash on cash: -1.03% Airbnb Rental Income: $4329 Traditional Rental Income: $4276 Airbnb ROI: -1.46% Traditional ROI: -1.03%
898 Cross Highway Fairfield, CT Antique Perfection with Separate Barn/Artist Studio on pastoral acreage! Fully rebuilt in ...	4 beds \| 5 baths \| 4,020 sq.ft.	$2,095,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 0.19% Airbnb Rental Income: $4329 Traditional Rental Income: $6557 Airbnb ROI: -1.42% Traditional ROI: 0.19%
1240 Westport Turnpike Fairfield, CT 5,000+ sq ft with 4 full floors of living space! Get away from it all and still be close t...	3 beds \| 6 baths \| 3,638 sq.ft.	$1,749,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 1.32% Airbnb Rental Income: $5131 Traditional Rental Income: $7317 Airbnb ROI: -0.67% Traditional ROI: 1.32%
885 Duck Farm Road Fairfield, CT Not one but two. Renowned architect, Jack Franzen and builder, Frank Dooley, applied their...	4 beds \| 4 baths \| 3,482 sq.ft.	$1,450,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 0.86% Airbnb Rental Income: $4329 Traditional Rental Income: $5464 Airbnb ROI: -0.66% Traditional ROI: 0.86%
658 Hoydens Hill Road Fairfield, CT THIS PROPERTY WILL BE OFF OF THE MARKET FOR JANUARY. IT WILL COME BACK ON IN FEBRUARY. Ant...	5 beds \| 7 baths \| 5,730 sq.ft.	$1,850,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 1.39% Airbnb Rental Income: $6033 Traditional Rental Income: $7858 Airbnb ROI: -0.37% Traditional ROI: 1.39%
329 New England Avenue #329 Fairfield, CT Meticulously maintained townhome, brimming with updates! Step into this bright, turnkey ho...	3 beds \| 2 baths \| 1,100 sq.ft.	$439,000	Airbnb cash on cash: 5.78% Traditional cash on cash: 2.4% Airbnb Rental Income: $5131 Traditional Rental Income: $2696 Airbnb ROI: 5.78% Traditional ROI: 2.4%
75 Adley Road Fairfield, CT Curb appeal alert! Your dream New England colonial with farmhouse vibes awaits. This brand...	5 beds \| 6 baths \| 3,853 sq.ft.	$1,825,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 1.39% Airbnb Rental Income: $6033 Traditional Rental Income: $7756 Airbnb ROI: -0.33% Traditional ROI: 1.39%
786 Beach Road Fairfield, CT Introducing an extraordinary modern transitional beach home, where luxury meets the laid-b...	5 beds \| 6 baths \| 4,500 sq.ft.	$4,200,000	Airbnb cash on cash: -1.91% Traditional cash on cash: -1.16% Airbnb Rental Income: $6033 Traditional Rental Income: $7761 Airbnb ROI: -1.91% Traditional ROI: -1.16%
76 Walbin Court Fairfield, CT LOCATION, LOCATION, LOCATION. This elegant colonial house features a timeless design with ...	5 beds \| 6 baths \| 4,579 sq.ft.	$1,300,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.31% Airbnb Rental Income: $6033 Traditional Rental Income: $7869 Airbnb ROI: 0.8% Traditional ROI: 3.31%
48 Lounsbury Road Fairfield, CT As a genre, Mid-Century moderns offer comfort above all and a sense of belonging. Maybe it...	3 beds \| 2 baths \| 1,648 sq.ft.	$850,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.27% Airbnb Rental Income: $5131 Traditional Rental Income: $3571 Airbnb ROI: 1.92% Traditional ROI: 1.27%
20 Elmwood Drive Fairfield, CT This elegant 3-bedroom, 3.5-bath townhouse in Southport Green offers 3,336 square feet of ...	3 beds \| 4 baths \| 3,336 sq.ft.	$2,149,000	Airbnb cash on cash: -1.71% Traditional cash on cash: -1.34% Airbnb Rental Income: $5131 Traditional Rental Income: $4837 Airbnb ROI: -1.71% Traditional ROI: -1.34%
226 Ruane Street Fairfield, CT Welcome to your dream coastal retreat! This stunning, new construction modern Colonial is ...	5 beds \| 5 baths \| 3,500 sq.ft.	$1,750,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 2.37% Airbnb Rental Income: $6033 Traditional Rental Income: $9032 Airbnb ROI: -0.21% Traditional ROI: 2.37%
1510 Congress Street Fairfield, CT Nestled on two wooded acres in the coveted Greenfield Hill district, this extensively upda...	4 beds \| 3 baths \| 2,588 sq.ft.	$1,200,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 1.22% Airbnb Rental Income: $4329 Traditional Rental Income: $4941 Airbnb ROI: -0.15% Traditional ROI: 1.22%
88 Knollwood Drive Fairfield, CT A rare gem in the University area, 88 Knollwood is 1,829 sf of inviting living space set o...	3 beds \| 2 baths \| 1,829 sq.ft.	$775,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 2.15% Airbnb Rental Income: $5131 Traditional Rental Income: $3904 Airbnb ROI: 2.4% Traditional ROI: 2.15%
71 Reid Street Fairfield, CT WALK to Osborn Hill School from your Newly Constructed Colonial inSought After University ...	5 beds \| 4 baths \| 4,000 sq.ft.	$1,625,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.04% Airbnb Rental Income: $6033 Traditional Rental Income: $6389 Airbnb ROI: 0.01% Traditional ROI: 1.04%
181 Longdean Road Fairfield, CT Welcome to this stunning, fully renovated home located on a peaceful cul-de-sac, steps fro...	3 beds \| 3 baths \| 1,774 sq.ft.	$1,365,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 0% Airbnb Rental Income: $5131 Traditional Rental Income: $4069 Airbnb ROI: 0.02% Traditional ROI: 0%

Real Estate investment in Fairfield, CT

There are 29 properties for sale in the city of Fairfield . The median list price in Fairfield is $1,625,000 and the average price per square foot is $495. In January 2025, the average monthly cash on cash return in Fairfield is 1.00%. The average monthly rental income in Fairfield is $5,464.

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

There are 29 investment properties available for sale in Fairfield.

In 2025, the best neighborhood to buy investment property is Fairfield.

The ROI for Short-Term is higher than the Long-Term in Fairfield with average rental income of $5,131.

Your search for investment property begins and ends here

Investment Property for Sale in Fairfield, CT

2117 Fairfield Beach Road

Fairfield, CT

4 beds | 5 baths | 4,000 sq.ft.

$4,400,000

Airbnb cash on cash: -2.32%

Traditional cash on cash: -1.54%

Airbnb Rental Income: $4329

Traditional Rental Income: $6605

Airbnb ROI: -2.32%

Traditional ROI: -1.54%

65 Rena Place

Fairfield, CT

4 beds | 2 baths | 1,355 sq.ft.

$520,000

Airbnb cash on cash: 4.75%

Traditional cash on cash: 4.28%

Airbnb Rental Income: $4329

Traditional Rental Income: $3192

Airbnb ROI: 4.75%

Traditional ROI: 4.28%

171 Henderson Road

Fairfield, CT

4 beds | 5 baths | 3,600 sq.ft.

$799,000

Airbnb cash on cash: 2.11%

Traditional cash on cash: 6.7%

Airbnb Rental Income: $4329

Traditional Rental Income: $6832

Airbnb ROI: 2.11%

Traditional ROI: 6.7%

161 Brion Drive

Fairfield, CT

3 beds | 2 baths | 1,664 sq.ft.

$400,000

Airbnb cash on cash: 7.67%

Traditional cash on cash: 7.53%

Airbnb Rental Income: $5131

Traditional Rental Income: $4035

Airbnb ROI: 7.67%

Traditional ROI: 7.53%

1895 Fairfield Beach Road

Fairfield, CT

3 beds | 2 baths | 1,572 sq.ft.

$1,995,000

Airbnb cash on cash: 0.08%

Traditional cash on cash: -0.28%

Airbnb Rental Income: $5131

Traditional Rental Income: $3431

Airbnb ROI: 0.08%

Traditional ROI: -0.28%

54 2nd Street

Fairfield, CT

3 beds | 2 baths | 1,407 sq.ft.

$475,000

Airbnb cash on cash: 6.61%

Traditional cash on cash: 4.6%

Airbnb Rental Income: $5131

Traditional Rental Income: $3193

Airbnb ROI: 6.61%

Traditional ROI: 4.6%

1410 South Pine Creek Road

Fairfield, CT

5 beds | 7 baths | 7,798 sq.ft.

$5,988,800

Airbnb cash on cash: -2.28%

Traditional cash on cash: -1.72%

Airbnb Rental Income: $6033

Traditional Rental Income: $7931

Airbnb ROI: -2.28%

Traditional ROI: -1.72%

20 Saint Marc Lane

Fairfield, CT

5 beds | 5 baths | 4,000 sq.ft.

$1,899,900

Airbnb cash on cash: -0.44%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $6033

Traditional Rental Income: $6546

Airbnb ROI: -0.44%