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 |
|---|---|---|---|
2 Elmwood Drive #2Fairfield, CTRare opportunity in sought-after Southport Green-just steps to Southport Village and Metro... |
3 beds | 4 baths | 3,328 sq.ft. |
$2,200,000 |
Airbnb cash on cash: -1.8%
|
198 Castle AvenueFairfield, CTSee Public Remarks Addendum |
4 beds | 3 baths | 2,205 sq.ft. |
$899,000 |
Airbnb cash on cash: 0.82%
|
241 Old Stratfield RoadFairfield, CTCompletely renovated and thoughtfully updated from top to bottom, this beautifully renovat... |
4 beds | 2 baths | 1,524 sq.ft. |
$755,000 |
Airbnb cash on cash: 1.05%
|
1008 Fairfield Beach RoadFairfield, CT1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. Where modern lux... |
5 beds | 5 baths | 4,100 sq.ft. |
$3,900,000 |
Airbnb cash on cash: -1.05%
|
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%
|
128 Linley DriveFairfield, CTThis is a truly must-see home! A modernized Mid-Century Contemporary residence with a peac... |
3 beds | 3 baths | 2,169 sq.ft. |
$1,199,900 |
Airbnb cash on cash: -0.29%
|
355 Surrey LaneFairfield, CTPriced below market value for quick sale! Welcome to 355 Surrey Lane - an extensively reno... |
4 beds | 4 baths | 2,696 sq.ft. |
$1,450,000 |
Airbnb cash on cash: -0.24%
|
210 Pansy RoadFairfield, CTWelcome to 210 Pansy Road, a stunning new construction home in Fairfield built by respecte... |
5 beds | 4 baths | 3,780 sq.ft. |
$1,924,900 |
Airbnb cash on cash: -0.53%
|
22 Brett RoadFairfield, CTGreenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Sceni... |
5 beds | 6 baths | 5,000 sq.ft. |
$3,750,000 |
Airbnb cash on cash: -0.94%
|
41 Pepperbush LaneFairfield, CTWelcome home to this fully renovated Colonial in one of Fairfield's most desirable neighbo... |
3 beds | 3 baths | 2,773 sq.ft. |
$1,199,000 |
Airbnb cash on cash: -0.27%
|
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: -0.23%
|
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: -0.4%
|
49 Southport Woods Drive #49Fairfield, CTEnjoy Southport Woods - community lifestyle with pool, clubhouse, paddle tennis and beauti... |
2 beds | 2 baths | 1,200 sq.ft. |
$585,000 |
Airbnb cash on cash: -0.86%
|
53 Sterling StreetFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 5 baths | 3,000 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.91%
|
45 Sterling StreetFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 5 baths | 3,000 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.91%
|
47 Sterling StreetFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 5 baths | 3,000 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.91%
|
51 Sterling StreetFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 5 baths | 3,000 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.91%
|
3 Ocean Reef Drive #3Fairfield, CTOCEAN REEF - Perfectly positioned on a cul de sac within an impeccably maintained 11-unit ... |
2 beds | 4 baths | 1,600 sq.ft. |
$795,000 |
Airbnb cash on cash: -0.64%
|
50 Berkeley RoadFairfield, CTHighest & Best Offers due Monday April 13th by 1:00pm. Thank you for the interest! Picture... |
4 beds | 3 baths | 3,192 sq.ft. |
$839,500 |
Airbnb cash on cash: 0.58%
|
1149 & 1148 Fairfield Beach RoadFairfield, CTToes in the sand! Welcome to direct BEACHFRONT Living where the best beach memories are ma... |
5 beds | 4 baths | 4,142 sq.ft. |
$4,990,000 |
Airbnb cash on cash: -1.78%
|
352 Marlborough TerraceFairfield, CTOpportunity knocks! Large, meticulously maintained two-family duplex in prime, high-apprec... |
6 beds | 4 baths | 2,319 sq.ft. |
$900,000 |
Airbnb cash on cash: -1.11%
|
12 Hulls Highway #12Fairfield, CTThis first-floor, 2BR, 2-bath unit is in a quiet Southport complex with in-ground pool. Ju... |
2 beds | 2 baths | 1,150 sq.ft. |
$525,000 |
Airbnb cash on cash: 0.18%
|
126 Ann StreetFairfield, CTBEST AND FINAL OFFERS DUE MONDAY 5/27 @ 5PM. Enjoy the best of Fairfield living at 126 Ann... |
3 beds | 2 baths | 1,705 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -0.11%
|
121 Crosby Street #121Fairfield, CTWe are in a multipl offer situation. All offers to be in by 1:00pm on Saturday, May 2, 202... |
3 beds | 4 baths | 2,793 sq.ft. |
$910,000 |
Airbnb cash on cash: -0.04%
|
251 Shelter Rock RoadFairfield, CTThis classic 4-bedroom, 1.5-bath Colonial is tucked away on a quiet cul-de-sac and has bee... |
4 beds | 2 baths | 1,789 sq.ft. |
$769,900 |
Airbnb cash on cash: 0.54%
|
184 Rosemere AvenueFairfield, CTA TREMENDOUS VALUE! Welcome home to this Stratfield Gem! THIS IS NOT A DRIVE BY! You need ... |
4 beds | 3 baths | 2,644 sq.ft. |
$835,000 |
Airbnb cash on cash: 0.23%
|
203 Burroughs RoadFairfield, CTBeautifully updated and far more spacious than it appears, this expanded Cape offers 3 bed... |
3 beds | 3 baths | 2,290 sq.ft. |
$750,000 |
Airbnb cash on cash: 0.25%
|
44 Cricket LaneFairfield, CTDiscover this delightful colonial, tucked away on a private, cul-du-sac. The welcoming ent... |
3 beds | 3 baths | 2,300 sq.ft. |
$749,000 |
Airbnb cash on cash: 0.15%
|
464 Round Hill RoadFairfield, CTWelcome to this storybook cape in a prime location! Charming and inviting with a classic l... |
4 beds | 2 baths | 1,919 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 0.2%
|
280 Mill Hill RoadFairfield, CTTHANK YOU FOR YOUR INTEREST IN 280 MILL HILL ROAD. SELLER IS REQUESTING HIGHEST AND BEST O... |
3 beds | 3 baths | 2,731 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -0.66%
|
40 Hill Brook LaneFairfield, CTThe David Hill Home, Circa 1749. There's a certain kind of house that stops you the moment... |
4 beds | 5 baths | 3,847 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -0.95%
|
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. |
$775,000 |
Airbnb cash on cash: 0.76%
|
692 Stillson RoadFairfield, CTWelcome to 692 Stillson Road, Fairfield -where luxury and serenity converge. A stunning Mo... |
4 beds | 3 baths | 2,962 sq.ft. |
$1,599,000 |
Airbnb cash on cash: -0.66%
|
157 Hulls HighwayFairfield, CTWelcome to 157 Hulls Highway Southport Charmer! This 3 bedroom, 2 bath is the perfect blen... |
3 beds | 2 baths | 1,677 sq.ft. |
$830,000 |
Airbnb cash on cash: 0.28%
|
77 Round Hill RoadFairfield, CTFabulous 4-bedroom expanded Cape in a highly sought-after location within walking distance... |
4 beds | 3 baths | 2,070 sq.ft. |
$800,000 |
Airbnb cash on cash: 0.76%
|
Real Estate investment in Fairfield, CT
There are 67 properties for sale in the city of Fairfield . The median list price in Fairfield is $675,000 and the average price per square foot is $309. In July 2026, the average monthly cash on cash return in Fairfield is 3.00%. The average monthly rental income in Fairfield is $4,617.