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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
228 Woodrow AvenueFairfield, CTWelcome to this inviting move in ready three-bedroom home in a desirable Fairfield Southpo... |
3 beds | 2 baths | 2,253 sq.ft. |
$1,180,000 |
Airbnb cash on cash: -0.14%
|
198 Castle AvenueFairfield, CTDiscover exceptional versatility, modern comfort, and outstanding value in Fairfield! Thou... |
4 beds | 3 baths | 2,205 sq.ft. |
$810,000 |
Airbnb cash on cash: 1.9%
|
50 Judges Hollow RoadFairfield, CTNestled among 3.56 acres of beautiful woodlands, this classic four-bedroom Dutch Colonial ... |
4 beds | 3 baths | 2,360 sq.ft. |
$1,475,000 |
Airbnb cash on cash: -0.01%
|
6 Stoneleigh SquareFairfield, CTPristine Cape on a beautiful Stratfield street featuring a first-floor Primary Bedroom Sui... |
4 beds | 3 baths | 3,254 sq.ft. |
$1,299,000 |
Airbnb cash on cash: 0.05%
|
309 Hunyadi AvenueFairfield, CTSet on a cul-de-sac in Fairfield's sought-after University area, this custom-built 5-bedro... |
5 beds | 6 baths | 4,821 sq.ft. |
$1,790,000 |
Airbnb cash on cash: -1.04%
|
1321 Brookside DriveFairfield, CTWelcome to The Enchantment, a magical 2.90-acre oasis in the heart of lower Greenfield Hil... |
2 beds | 2 baths | 2,064 sq.ft. |
$1,500,000 |
Airbnb cash on cash: -1.79%
|
127 Jennings RoadFairfield, CTWelcome to this sunny and spacious colonial located in the heart of Fairfield! This totall... |
5 beds | 2 baths | 2,400 sq.ft. |
$750,000 |
Airbnb cash on cash: -0.17%
|
2177 Cross HighwayFairfield, CTThis light-filled contemporary work of art is a unique find in an unmatched setting, pairi... |
4 beds | 5 baths | 3,921 sq.ft. |
$1,875,000 |
Airbnb cash on cash: -0.58%
|
155 Moody AvenueFairfield, CTMove right in to this freshly painted (inside & out) turnkey home featuring new windows th... |
3 beds | 2 baths | 1,510 sq.ft. |
$699,800 |
Airbnb cash on cash: 0.8%
|
11 Oldfield DriveFairfield, CT11 Oldfield Drive offers the rare combination of neighborhood charm, a turnkey home, and a... |
4 beds | 2 baths | 2,124 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 0.52%
|
66 Wynn Wood DriveFairfield, CTThis sensational open-concept home is designed for both comfort and style, featuring a gou... |
4 beds | 4 baths | 3,134 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.62%
|
11 Judges Hollow RoadFairfield, CTThis rare private inholding offers a hilltop property defined by raw beauty and seclusion.... |
2 beds | 2 baths | 1,135 sq.ft. |
$925,000 |
Airbnb cash on cash: -0.49%
|
305 S Gate LaneFairfield, CTSet on one of Southport's most coveted streets, this gracious 4 bedroom, 4 bath Colonial o... |
4 beds | 5 baths | 5,283 sq.ft. |
$2,000,000 |
Airbnb cash on cash: -0.85%
|
160 Cedar RoadFairfield, CTWelcome to 160 Cedar Road, a truly special farmhouse in Southport that has been thoughtful... |
2 beds | 2 baths | 2,131 sq.ft. |
$1,699,000 |
Airbnb cash on cash: -1.4%
|
53 Sterling StreetFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 5 baths | 3,000 sq.ft. |
$945,000 |
Airbnb cash on cash: 0.1%
|
45 Sterling StreetFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 4 baths | 3,000 sq.ft. |
$899,000 |
Airbnb cash on cash: 0.26%
|
47 Sterling StreetFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 5 baths | 3,000 sq.ft. |
$945,000 |
Airbnb cash on cash: 0.1%
|
51 Sterling StreetFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 5 baths | 3,000 sq.ft. |
$899,000 |
Airbnb cash on cash: 0.26%
|
2698 Easton TurnpikeFairfield, CTWelcome home to this lovely, sunny ranch located in the heart of Fairfield! A couple of mi... |
4 beds | 2 baths | 1,593 sq.ft. |
$699,900 |
Airbnb cash on cash: 2.04%
|
1646 Jennings RoadFairfield, CTWelcome to this beautifully renovated 4-bedroom, 2-bath Cape Cod home in Fairfield's Unive... |
4 beds | 2 baths | 2,698 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 0.95%
|
781 Tunxis Hill RoadFairfield, CTCharming 4-bedroom, 2-full-bath cape offering the perfect blend of suburban comfort and to... |
4 beds | 2 baths | 1,310 sq.ft. |
$634,000 |
Airbnb cash on cash: 2.71%
|
406 Harbor RoadFairfield, CTThis is why so many people fall in love with Southport. Set on an extraordinary .83-acre p... |
5 beds | 5 baths | 3,921 sq.ft. |
$3,850,000 |
Airbnb cash on cash: -1.59%
|
360 Autumn Ridge RoadFairfield, CTWelcome to this immaculate Contemporary Colonial nestled on a serene cul-de-sac. Enjoy the... |
3 beds | 3 baths | 3,344 sq.ft. |
$999,000 |
Airbnb cash on cash: -0.33%
|
83 Morehouse HighwayFairfield, CTBrand-NEW construction Home underway in Fairfield's highly sought-after Lake Mohegan neigh... |
5 beds | 5 baths | 4,093 sq.ft. |
$1,799,000 |
Airbnb cash on cash: -2.28%
|
2082 Stratfield RoadFairfield, CTNew price and an opportunity you do not want to miss in Fairfield's desirable Stratfield n... |
4 beds | 2 baths | 1,082 sq.ft. |
$525,000 |
Airbnb cash on cash: 3.55%
|
203 Wildflower LaneFairfield, CTNestled at the end of a cul-de-sac in the beautiful Greenfield Hill neighborhood, this new... |
5 beds | 6 baths | 6,136 sq.ft. |
$1,785,000 |
Airbnb cash on cash: -0.84%
|
1149 Fairfield Beach RoadFairfield, CTTOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes whe... |
5 beds | 4 baths | 4,142 sq.ft. |
$4,500,000 |
Airbnb cash on cash: -1.76%
|
141 Berwick AvenueFairfield, CTSituated on a quiet dead-end street in the desirable town of Fairfield, this well-maintain... |
3 beds | 2 baths | 1,210 sq.ft. |
$455,000 |
Airbnb cash on cash: 1.84%
|
1760 Hillside RoadFairfield, CTPrivately sited in the heart of Greenfield Hill, this updated home blends European-inspire... |
5 beds | 6 baths | 6,753 sq.ft. |
$3,150,000 |
Airbnb cash on cash: -2.09%
|
24 Tide Mill TerraceFairfield, CTStunning new construction. Extraordinary design, finishes and craftsmanship with meticulou... |
5 beds | 5 baths | 5,033 sq.ft. |
$3,500,000 |
Airbnb cash on cash: -2.7%
|
72 Nichols AvenueFairfield, CTWelcome to 72 Nichols Avenue, a charming ranch-style home in Fairfield's desirable Stratfi... |
2 beds | 1 baths | 944 sq.ft. |
$448,000 |
Airbnb cash on cash: 0.31%
|
140 Labbance LaneFairfield, CTCross a babbling brook to a European styled Greenfield Hill home set in magical 2 manicure... |
3 beds | 3 baths | 3,649 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -0.92%
|
738 Rowland RoadFairfield, CTBarely a block from Fairfield Beach this stylish beach house offers bright, designer-chic ... |
3 beds | 3 baths | 2,360 sq.ft. |
$1,675,000 |
Airbnb cash on cash: -1.02%
|
298 Harbor RoadFairfield, CTWhat began as the restoration of sea captain Ward Bulkley 1834 home became something far m... |
5 beds | 7 baths | 5,595 sq.ft. |
$5,995,000 |
Airbnb cash on cash: -1.94%
|
126 Roberton Crossing #126Fairfield, CTWelcome to effortless living at sought-after Woodfield Village! This beautifully renovated... |
3 beds | 3 baths | 1,746 sq.ft. |
$650,000 |
Airbnb cash on cash: 0.98%
|
2730 Burr StreetFairfield, CTGREENFIELD HILL COLONIAL - Set in a beautiful Greenfield Hill location, this classic Colon... |
4 beds | 3 baths | 2,588 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.45%
|
Real Estate investment in Fairfield, CT
There are 71 properties for sale in the city of Fairfield . The median list price in Fairfield is $670,000 and the average price per square foot is $301. In November 2026, the average monthly cash on cash return in Fairfield is 3.00%. The average monthly rental income in Fairfield is $4,282.