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 Dr #2Fairfield, CTRare opportunity in sought-after Southport Green-just steps to Southport Village and Metro... |
3 beds | 3 baths | 3,328 sq.ft. |
$2,200,000 |
Airbnb cash on cash: -1.85%
|
71 School StFairfield, CTWelcome to this lovingly cared-for, turnkey Cape in the highly desirable Fairfield Univers... |
2 beds | 1 baths | 941 sq.ft. |
$655,000 |
Airbnb cash on cash: -0.24%
|
198 Castle AveFairfield, CTBeautifully renovated and thoughtfully expanded, this move-in-ready 4-bedroom, 2.5-bath ho... |
4 beds | 2 baths | 2,205 sq.ft. |
$888,000 |
Airbnb cash on cash: 0.69%
|
245 Unquowa Rd #44Fairfield, CTA beautiful condo that has had a gut renovation. New York style at Mosswood with a walk u... |
2 beds | 2 baths | 1,058 sq.ft. |
$649,900 |
Airbnb cash on cash: -0.72%
|
241 Old Stratfield RdFairfield, CT!!!ASSUMABLE 3% VA LOAN - APPROX. $468,000 BALANCE!!! A rare opportunity to secure a subst... |
4 beds | 2 baths | 1,524 sq.ft. |
$755,000 |
Airbnb cash on cash: 0.59%
|
1008 Fairfield Beach RdFairfield, CT1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. Where modern lux... |
5 beds | 4 baths | 4,100 sq.ft. |
$3,900,000 |
Airbnb cash on cash: -0.96%
|
309 Hunyadi AveFairfield, 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: -0.82%
|
110 Judson RdFairfield, CTIdeal candidate for a future new construction home in prime Fairfield beach area location.... |
4 beds | 4 baths | 3,744 sq.ft. |
$3,695,000 |
Airbnb cash on cash: -2.54%
|
91 Lockwood RdFairfield, CTBuy through Auction.com. This foreclosure property is a great opportunity to invest in thi... |
5 beds | 3 baths | 3,264 sq.ft. |
$1,498,000 |
Airbnb cash on cash: -0.85%
|
2177 Cross HwyFairfield, CTUpdated Contemporary country retreat located in Greenfield Hill on 2.75 level acres w/ Poo... |
4 beds | 3 baths | 3,921 sq.ft. |
$1,875,000 |
Airbnb cash on cash: -1.96%
|
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: -0.39%
|
125 Coleman RdFairfield, CTDiscover multigenerational living in a neighborhood that's peaceful yet connected. This ch... |
4 beds | 3 baths | 4,492 sq.ft. |
$1,949,000 |
Airbnb cash on cash: -0.3%
|
893 Church Hill RdFairfield, CTWelcome to this charming home, nestled in the highly desirable Stratfield neighborhood. Th... |
4 beds | 2 baths | 2,642 sq.ft. |
$999,900 |
Airbnb cash on cash: 0.09%
|
22 Brett RdFairfield, CTGreenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Sceni... |
5 beds | 5 baths | 5,000 sq.ft. |
$3,750,000 |
Airbnb cash on cash: -0.86%
|
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: -0.36%
|
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: -0.24%
|
11 Judges Hollow RdFairfield, 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: -0.37%
|
1235-1236 Fairfield Beach RdFairfield, CT1235 Fairfield Beach Rd, Fairfield, CT 06824 | Single Family Residential |
5 beds | 2 baths | 2,188 sq.ft. |
$2,699,000 |
Airbnb cash on cash: -2.64%
|
4800 Congress StFairfield, CT4800 Congress St, Fairfield, CT 06824 | Single Family Residential |
7 beds | 7 baths | 9,129 sq.ft. |
$12,000,000 |
Airbnb cash on cash: -3.02%
|
1131 Sasco Hill RdFairfield, CT1131 Sasco Hill Rd, Fairfield, CT 06824 | Single Family Residential |
6 beds | 7 baths | 19,569 sq.ft. |
$25,000,000 |
Airbnb cash on cash: -3.08%
|
2142-2144 Fairfield Beach RdFairfield, CT2142 Fairfield Beach Rd, Fairfield, CT 06824 | Single Family Residential |
6 beds | 2 baths | 2,180 sq.ft. |
$2,225,000 |
Airbnb cash on cash: -2.53%
|
5763 Park AveFairfield, CT5763 Park Ave, Fairfield, CT 06825 | Single Family Residential |
3 beds | 2 baths | 1,248 sq.ft. |
$769,900 |
Airbnb cash on cash: -0.72%
|
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. |
$575,000 |
Airbnb cash on cash: -0.81%
|
394 Penfield RdFairfield, CT394 Penfield Rd, Fairfield, CT 06824 | Single Family Residential |
6 beds | 6 baths | 6,000 sq.ft. |
$4,700,000 |
Airbnb cash on cash: -2.85%
|
475 Fence Row DrFairfield, CT475 Fence Row Dr, Fairfield, CT 06824 | Single Family Residential |
4 beds | 5 baths | 7,971 sq.ft. |
$3,988,000 |
Airbnb cash on cash: -2.75%
|
542 Black Rock TpkeFairfield, CT542 Black Rock Tpke, Fairfield, CT 06825 | Condo/Coop |
3 beds | 1 baths | 1,160 sq.ft. |
$439,000 |
Airbnb cash on cash: 1.09%
|
301 Godfrey RdFairfield, CT301 Godfrey Rd, Fairfield, CT 06825 | Single Family Residential |
5 beds | 4 baths | 4,110 sq.ft. |
$1,989,000 |
Airbnb cash on cash: -2.46%
|
280 Tuckahoe LnFairfield, CT280 Tuckahoe Ln, Fairfield, CT 06824 | Single Family Residential |
6 beds | 5 baths | 4,709 sq.ft. |
$2,199,999 |
Airbnb cash on cash: -2.53%
|
53 Sterling StFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 4 baths | 3,000 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.92%
|
45 Sterling StFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 4 baths | 3,000 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.92%
|
47 Sterling StFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 4 baths | 3,000 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.92%
|
51 Sterling StFairfield, CTNew construction townhome built by a respected local builder known for quality craftsmansh... |
4 beds | 4 baths | 3,000 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.92%
|
1149 & 1148 Fairfield Beach RoadFairfield, CTToes in the sand! Welcome to direct WATERFRONT Living where the best beach memories are ma... |
5 beds | 4 baths | 4,142 sq.ft. |
$4,990,000 |
Airbnb cash on cash: -1.72%
|
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: -0.75%
|
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. |
$505,000 |
Airbnb cash on cash: 0.28%
|
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: -0.17%
|
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: 0.53%
|
Real Estate investment in Fairfield, CT
There are 138 properties for sale in the city of Fairfield . The median list price in Fairfield is $699,977 and the average price per square foot is $293. In August 2026, the average monthly cash on cash return in Fairfield is 2.00%. The average monthly rental income in Fairfield is $4,576.