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: -2.01%
|
3845 Park Avenue #18Fairfield, CTA fully remodeled end unit townhouse offering a contemporary and inviting living space, fe... |
3 beds | 3 baths | 1,996 sq.ft. |
$600,000 |
Airbnb cash on cash: -0.26%
|
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: -1.01%
|
180 Oxford RoadFairfield, CTWelcome to this terrific, charming colonial home in Southport! This home offers an excelle... |
3 beds | 2 baths | 1,426 sq.ft. |
$769,000 |
Airbnb cash on cash: -0.09%
|
305 Westport TurnpikeFairfield, CTRare 2.25-acre riverfront opportunity on the Fairfield/Westport line. This exceptional 538... |
3 beds | 2 baths | 2,042 sq.ft. |
$795,000 |
Airbnb cash on cash: -0.36%
|
66 Gate Stone LaneFairfield, CTWelcome to 66 Gate Stone Lane, a quintessential Connecticut estate in the heart of histori... |
4 beds | 7 baths | 7,410 sq.ft. |
$2,250,000 |
Airbnb cash on cash: -1.4%
|
706 Judd StreetFairfield, CTOpportunity knocks! Don't miss this fabulous NEW construction home in Fairfield's highly d... |
5 beds | 6 baths | 4,150 sq.ft. |
$1,775,000 |
Airbnb cash on cash: -2.48%
|
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: -0.45%
|
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: -0.9%
|
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: -1.03%
|
11 Judges Hollow RoadFairfield, CTEight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting c... |
2 beds | 2 baths | 1,135 sq.ft. |
$950,000 |
Airbnb cash on cash: -0.38%
|
360 Duck Farm RoadFairfield, CTCast one's eyes upon this special setting and you're instantly reminded of Mark Twain's qu... |
5 beds | 7 baths | 4,700 sq.ft. |
$2,299,000 |
Airbnb cash on cash: -1%
|
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. |
$600,000 |
Airbnb cash on cash: -0.8%
|
338 Stevenson RoadFairfield, CTCompletely reimagined from the studs up, this fully renovated 5-bedroom, 4.5-bath ranch in... |
5 beds | 5 baths | 1,392 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.27%
|
4025 Park Avenue #4025Fairfield, CTImpeccably maintained, updated 3 bedroom, 3 1/2 half bath townhouse in desirable Park Nort... |
2 beds | 4 baths | 2,246 sq.ft. |
$579,000 |
Airbnb cash on cash: -0.62%
|
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: -1.71%
|
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: -1.71%
|
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: -1.71%
|
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: -1.71%
|
135 Grace StreetFairfield, CTTucked away at the end of a quiet dead-end street, this beautifully maintained property co... |
6 beds | 4 baths | 4,485 sq.ft. |
$1,400,000 |
Airbnb cash on cash: -1.31%
|
143 Sawyer RoadFairfield, CTUpdated ranch located in the coveted University area of Fairfield, offering the ease and c... |
3 beds | 2 baths | 1,282 sq.ft. |
$799,000 |
Airbnb cash on cash: -0.16%
|
145 Galloping Hill RoadFairfield, CTExceptional scale and timeless elegance define this impressive 5-bedroom, 6-bath residence... |
5 beds | 6 baths | 8,925 sq.ft. |
$2,800,000 |
Airbnb cash on cash: -1.53%
|
118 Harvester RoadFairfield, CTIncredible opportunity to build in North Stratfield where new construction is commanding $... |
3 beds | 1 baths | 1,901 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.18%
|
81 Old Stratfield RoadFairfield, CTLocated in the heart of Tunxis Hill-one of Fairfield's most convenient neighborhoods-this ... |
3 beds | 3 baths | 1,614 sq.ft. |
$850,000 |
Airbnb cash on cash: -0.22%
|
148 Crane StreetFairfield, CTDiscover charm galore in this sweet vintage cape! From the plaster walls with an arch & wa... |
3 beds | 2 baths | 1,535 sq.ft. |
$550,000 |
Airbnb cash on cash: 0.46%
|
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: -0.59%
|
200 Jackman AvenueFairfield, CTALL OFFERS DUE BY 5PM MONDAY APRIL 13. This enchanting, home exudes charm from the moment ... |
4 beds | 3 baths | 2,829 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -1.1%
|
160 Fairfield Woods Road #20Fairfield, CTUnique opportunity! These beautiful, coveted condo units in the desirable Stratfield neigh... |
2 beds | 2 baths | 1,330 sq.ft. |
$499,900 |
Airbnb cash on cash: 0.51%
|
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: -0.36%
|
1149 & 1148 Fairfield Beach RoadFairfield, CTToes in the sand! Welcome to 1149 & 1148 Fairfield Beach Rd where the best beach memories ... |
5 beds | 4 baths | 5,779 sq.ft. |
$4,990,000 |
Airbnb cash on cash: -1.75%
|
352 Marlborough TerraceFairfield, CTOpportunity knocks! Large, meticulously maintained two-family duplex in prime, high-apprec... |
6 beds | 4 baths | 2,319 sq.ft. |
$925,000 |
Airbnb cash on cash: -0.82%
|
245 Unquowa Road #27Fairfield, CTWelcome to this beautifully updated first-floor residence in the sought-after Mosswood Con... |
2 beds | 1 baths | 979 sq.ft. |
$635,000 |
Airbnb cash on cash: 0.05%
|
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. |
$535,000 |
Airbnb cash on cash: 0.23%
|
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: -0.52%
|
Real Estate investment in Fairfield, CT
There are 55 properties for sale in the city of Fairfield . The median list price in Fairfield is $659,950 and the average price per square foot is $300. In May 2026, the average monthly cash on cash return in Fairfield is 3.00%. The average monthly rental income in Fairfield is $4,763.