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.

Single Family Homes for Sale in Fairfield, CT

Search for Single Family Residential for Sale in Fairfield, Connecticut. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 42 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
27 Hulls Highway Fairfield, CT Incredible opportunity to live in one of the most sought after locations of Southport, CT....	2 beds \| 1 baths \| 1,843 sq.ft.	$669,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 1.69% Airbnb Rental Income: $3677 Traditional Rental Income: $2501 Airbnb ROI: 2.29% Traditional ROI: 1.69%
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: -2.48% Traditional cash on cash: -1.54% Airbnb Rental Income: $3552 Traditional Rental Income: $6605 Airbnb ROI: -2.48% 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: 3.42% Traditional cash on cash: 4.28% Airbnb Rental Income: $3552 Traditional Rental Income: $3192 Airbnb ROI: 3.42% 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: 1.24% Traditional cash on cash: 6.7% Airbnb Rental Income: $3552 Traditional Rental Income: $6832 Airbnb ROI: 1.24% 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: 8.99% Traditional cash on cash: 7.53% Airbnb Rental Income: $5722 Traditional Rental Income: $4035 Airbnb ROI: 8.99% Traditional ROI: 7.53%
98 Alvin Street Fairfield, CT Charming 4 bedroom 2 full bath home located nearby shopping, downtown Fairfield amenities,...	4 beds \| 2 baths \| 1,326 sq.ft.	$599,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 3.54% Airbnb Rental Income: $3552 Traditional Rental Income: $3259 Airbnb ROI: 2.66% Traditional ROI: 3.54%
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: 0.34% Traditional cash on cash: -0.28% Airbnb Rental Income: $5722 Traditional Rental Income: $3431 Airbnb ROI: 0.34% 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: 7.72% Traditional cash on cash: 4.6% Airbnb Rental Income: $5722 Traditional Rental Income: $3193 Airbnb ROI: 7.72% 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: -1.91% Traditional cash on cash: -1.72% Airbnb Rental Income: $8468 Traditional Rental Income: $7931 Airbnb ROI: -1.91% Traditional ROI: -1.72%
184 Sigwin Drive Fairfield, CT Move right into this beautifully remodeled home located in the heart of Fairfield's highly...	3 beds \| 2 baths \| 1,588 sq.ft.	$775,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 2.29% Airbnb Rental Income: $5722 Traditional Rental Income: $3327 Airbnb ROI: 4.03% Traditional ROI: 2.29%
136 Henderson Road Fairfield, CT Unbeatable Fairfield Lifestyle! Walk to the train, town, award winning schools and great r...	4 beds \| 3 baths \| 2,607 sq.ft.	$799,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.7% Airbnb Rental Income: $3552 Traditional Rental Income: $5177 Airbnb ROI: 0.47% Traditional ROI: 3.7%
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: 0.71% Traditional cash on cash: 0.53% Airbnb Rental Income: $8468 Traditional Rental Income: $6546 Airbnb ROI: 0.71% 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: 0.76% Traditional cash on cash: 0.58% Airbnb Rental Income: $8468 Traditional Rental Income: $6561 Airbnb ROI: 0.76% Traditional ROI: 0.58%
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: -1.21% Traditional cash on cash: 0.51% Airbnb Rental Income: $3552 Traditional Rental Income: $5161 Airbnb ROI: -1.21% 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: -0.59% Traditional cash on cash: -0.22% Airbnb Rental Income: $8468 Traditional Rental Income: $7859 Airbnb ROI: -0.59% Traditional ROI: -0.22%
366 Suburban Avenue Fairfield, CT The quintessential charm of this 1912 colonial invites you home. Nearly 1500 sq feet of li...	3 beds \| 2 baths \| 1,442 sq.ft.	$525,000	Airbnb cash on cash: 6.02% Traditional cash on cash: 3.27% Airbnb Rental Income: $5722 Traditional Rental Income: $3228 Airbnb ROI: 6.02% Traditional ROI: 3.27%
167 Rakoczy Avenue Fairfield, CT Discover the potential of this spacious Fairfield home, offering an inviting layout that's...	4 beds \| 3 baths \| 2,380 sq.ft.	$640,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 4.05% Airbnb Rental Income: $3552 Traditional Rental Income: $4378 Airbnb ROI: 1.36% Traditional ROI: 4.05%
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: 6.69% Traditional cash on cash: 2.78% Airbnb Rental Income: $5722 Traditional Rental Income: $2793 Airbnb ROI: 6.69% 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: -1.79% Traditional cash on cash: -1.03% Airbnb Rental Income: $3552 Traditional Rental Income: $4276 Airbnb ROI: -1.79% Traditional ROI: -1.03%
898 Cross Highway Fairfield, CT Antique Perfection with Separate Guest House/Barn on pastoral acreage! Fully rebuilt in 20...	4 beds \| 5 baths \| 4,020 sq.ft.	$2,095,000	Airbnb cash on cash: -1.75% Traditional cash on cash: 0.19% Airbnb Rental Income: $3552 Traditional Rental Income: $6557 Airbnb ROI: -1.75% Traditional ROI: 0.19%
207 Riverview Circle Fairfield, CT Welcome to 207 Riverview Circle located in the sought-after Riverfield section of Fairfiel...	4 beds \| 3 baths \| 2,870 sq.ft.	$799,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.33% Airbnb Rental Income: $3552 Traditional Rental Income: $4897 Airbnb ROI: 0.47% Traditional ROI: 3.33%
311 Berwick Avenue Fairfield, CT Welcome to 311 Berwick Ave! This thoughtfully designed Colonial home features 6 rooms, inc...	3 beds \| 3 baths \| 1,993 sq.ft.	$599,900	Airbnb cash on cash: 4.89% Traditional cash on cash: 3.55% Airbnb Rental Income: $5722 Traditional Rental Income: $3831 Airbnb ROI: 4.89% Traditional ROI: 3.55%
451 Burroughs Road Fairfield, CT Exquisite Contemporary Ranch that has been extensively renovated throughout offers a gener...	4 beds \| 3 baths \| 2,142 sq.ft.	$699,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.4% Airbnb Rental Income: $3552 Traditional Rental Income: $4346 Airbnb ROI: 0.98% Traditional ROI: 3.4%
67 Old Elm Road Fairfield, CT Nestled on a quiet and very desirable cul-de-sac in a sought after neighborhood, this spec...	4 beds \| 2 baths \| 1,476 sq.ft.	$595,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 2.81% Airbnb Rental Income: $3552 Traditional Rental Income: $3388 Airbnb ROI: 1.7% Traditional ROI: 2.81%
104 Carroll Road Fairfield, CT Welcome to this inviting 3-bedroom, 3-full-bath home, where possibilities abound. Featurin...	3 beds \| 3 baths \| 2,128 sq.ft.	$699,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 3.25% Airbnb Rental Income: $5722 Traditional Rental Income: $4248 Airbnb ROI: 3.76% Traditional ROI: 3.25%
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: -0.37% Traditional cash on cash: 1.32% Airbnb Rental Income: $5722 Traditional Rental Income: $7317 Airbnb ROI: -0.37% 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: -1.14% Traditional cash on cash: 0.86% Airbnb Rental Income: $3552 Traditional Rental Income: $5464 Airbnb ROI: -1.14% Traditional ROI: 0.86%
658 Hoydens Hill Road Fairfield, CT Antique lover's dream...If you love authentic features and appreciate excellent craftsmans...	5 beds \| 7 baths \| 5,730 sq.ft.	$1,850,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 1.39% Airbnb Rental Income: $8468 Traditional Rental Income: $7858 Airbnb ROI: 0.81% Traditional ROI: 1.39%
1018 High Street Fairfield, CT This charming Colonial in the University area is picture-perfect and move-in ready! Corner...	4 beds \| 3 baths \| 2,414 sq.ft.	$1,100,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.27% Airbnb Rental Income: $3552 Traditional Rental Income: $4596 Airbnb ROI: -0.51% Traditional ROI: 1.27%
570 Warner Hill Road Fairfield, CT Welcome HOME to 570 Warner Hill Road....A captivating blend of modern elegance & cozy char...	4 beds \| 4 baths \| 4,912 sq.ft.	$2,450,000	Airbnb cash on cash: -1.95% Traditional cash on cash: -0.84% Airbnb Rental Income: $3552 Traditional Rental Income: $5292 Airbnb ROI: -1.95% Traditional ROI: -0.84%
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.	$1,875,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 1.27% Airbnb Rental Income: $8468 Traditional Rental Income: $7756 Airbnb ROI: 0.76% Traditional ROI: 1.27%
35 James Street Fairfield, CT Each micro market in Fairfield is beloved for unique reasons. If you're a "townie" then yo...	3 beds \| 1 baths \| 1,410 sq.ft.	$850,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 0.39% Airbnb Rental Income: $5722 Traditional Rental Income: $2881 Airbnb ROI: 2.54% Traditional ROI: 0.39%
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: -1.39% Traditional cash on cash: -1.16% Airbnb Rental Income: $8468 Traditional Rental Income: $7761 Airbnb ROI: -1.39% Traditional ROI: -1.16%
97 Ross Hill Road Fairfield, CT The home you've been waiting for! This Charming Colonial in the heart of the University ar...	4 beds \| 3 baths \| 2,026 sq.ft.	$1,000,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 1.46% Airbnb Rental Income: $3552 Traditional Rental Income: $4361 Airbnb ROI: -0.25% Traditional ROI: 1.46%
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: 2.48% Traditional cash on cash: 3.31% Airbnb Rental Income: $8468 Traditional Rental Income: $7869 Airbnb ROI: 2.48% 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: 2.54% Traditional cash on cash: 1.27% Airbnb Rental Income: $5722 Traditional Rental Income: $3571 Airbnb ROI: 2.54% Traditional ROI: 1.27%
183 Alden Street Fairfield, CT Welcome to this delightful Cape Cod in the sought after beach area of Fairfield, boasting ...	2 beds \| 1 baths \| 1,102 sq.ft.	$675,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 0.72% Airbnb Rental Income: $3677 Traditional Rental Income: $2516 Airbnb ROI: 1.29% Traditional ROI: 0.72%
144 Black Rock Fairfield, CT This spacious Cape Cod home blend of classic charm and modern convenience, featuring a coz...	3 beds \| 1 baths \| 1,565 sq.ft.	$459,900	Airbnb cash on cash: 7.27% Traditional cash on cash: 2.46% Airbnb Rental Income: $5722 Traditional Rental Income: $2508 Airbnb ROI: 7.27% Traditional ROI: 2.46%
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.	$1,799,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 2.22% Airbnb Rental Income: $8468 Traditional Rental Income: $9032 Airbnb ROI: 0.92% Traditional ROI: 2.22%
168 Ridgeley Avenue Fairfield, CT Prime opportunity in Fairfield! This 616 sq ft home on a level lot is an ideal condo alter...	1 beds \| 1 baths \| 616 sq.ft.	$320,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 3.04% Airbnb Rental Income: $2832 Traditional Rental Income: $1946 Airbnb ROI: 3.79% Traditional ROI: 3.04%

Your search for investment property begins and ends here

Single Family Homes for Sale in Fairfield, CT

27 Hulls Highway

Fairfield, CT

2 beds | 1 baths | 1,843 sq.ft.

$669,000

Airbnb cash on cash: 2.29%

Traditional cash on cash: 1.69%

Airbnb Rental Income: $3677

Traditional Rental Income: $2501

Airbnb ROI: 2.29%

Traditional ROI: 1.69%

2117 Fairfield Beach Road

Fairfield, CT

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

$4,400,000

Airbnb cash on cash: -2.48%

Traditional cash on cash: -1.54%

Airbnb Rental Income: $3552

Traditional Rental Income: $6605

Airbnb ROI: -2.48%

Traditional ROI: -1.54%

65 Rena Place

Fairfield, CT

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

$520,000

Airbnb cash on cash: 3.42%

Traditional cash on cash: 4.28%

Airbnb Rental Income: $3552

Traditional Rental Income: $3192

Airbnb ROI: 3.42%

Traditional ROI: 4.28%

171 Henderson Road

Fairfield, CT

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

$799,000

Airbnb cash on cash: 1.24%

Traditional cash on cash: 6.7%

Airbnb Rental Income: $3552

Traditional Rental Income: $6832

Airbnb ROI: 1.24%

Traditional ROI: 6.7%

161 Brion Drive

Fairfield, CT

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

$400,000

Airbnb cash on cash: 8.99%

Traditional cash on cash: 7.53%

Airbnb Rental Income: $5722

Traditional Rental Income: $4035

Airbnb ROI: 8.99%

Traditional ROI: 7.53%

98 Alvin Street

Fairfield, CT

4 beds | 2 baths | 1,326 sq.ft.

$599,000

Airbnb cash on cash: 2.66%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $3552

Traditional Rental Income: $3259

Airbnb ROI: 2.66%

Traditional ROI: 3.54%

1895 Fairfield Beach Road

Fairfield, CT

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

$1,995,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: -0.28%

Airbnb Rental Income: $5722

Traditional Rental Income: $3431

Airbnb ROI: 0.34%

Traditional ROI: -0.28%

54 2nd Street

Fairfield, CT

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

$475,000

Airbnb cash on cash: 7.72%

Traditional cash on cash: 4.6%

Airbnb Rental Income: $5722

Traditional Rental Income: $3193

Airbnb ROI: 7.72%