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 unit: 2Fairfield, CTRare opportunity in sought-after Southport Green-just steps to Southport Village and Metro... |
3 beds | 4 baths | 3,328 sq.ft. |
$2,399,000 |
Airbnb cash on cash: -1.79%
|
198 Castle AvenueFairfield, CTRefined and thoughtfully updated 4-bedroom, 2.5-bath Colonial blending timeless architectu... |
4 beds | 3 baths | 2,205 sq.ft. |
$950,000 |
Airbnb cash on cash: 1.95%
|
245 Reid StreetFairfield, CTThis beautifully updated 3-bedroom Cape-style home with 2 full baths offers the perfect bl... |
3 beds | 2 baths | 1,421 sq.ft. |
$699,900 |
Airbnb cash on cash: 0.23%
|
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: -0.85%
|
1410 S Pine Creek RoadFairfield, CTImagine starting each day with breathtaking sunrises over the water, the salty breeze on y... |
5 beds | 7 baths | 5,198 sq.ft. |
$5,500,000 |
Airbnb cash on cash: -2.14%
|
706 Judd StreetFairfield, CTStunning move-in-ready NEW construction home in Fairfield's highly desirable University ar... |
5 beds | 6 baths | 4,150 sq.ft. |
$1,775,000 |
Airbnb cash on cash: -2.13%
|
6 Buckboard LaneFairfield, CTNestled in Fairfield's coveted Greenfield Hill neighborhood, this beautifully updated 4-be... |
4 beds | 3 baths | 2,470 sq.ft. |
$1,149,000 |
Airbnb cash on cash: 0.93%
|
972 S Pine Creek Road unit: 972Fairfield, CTNestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Rid... |
2 beds | 3 baths | 2,184 sq.ft. |
$999,999 |
Airbnb cash on cash: -0.69%
|
20 Ermine StreetFairfield, CTEndless opportunities await at this property-whether a buyer envisions their ideal home, a... |
4 beds | 2 baths | 1,925 sq.ft. |
$1,400,000 |
Airbnb cash on cash: 0.2%
|
153 Pease AvenueFairfield, CTNewly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offerin... |
4 beds | 3 baths | 3,597 sq.ft. |
$1,419,000 |
Airbnb cash on cash: 0.32%
|
115 Mayfair RoadFairfield, CTWelcome to 115 Mayfair Road This stunning 4-bedroom, 3-bath home has been fully renovated,... |
4 beds | 3 baths | 2,012 sq.ft. |
$1,175,000 |
Airbnb cash on cash: 1.04%
|
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: -0.12%
|
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: -0.74%
|
419 Valley RoadFairfield, CTBack on market with enhancements including custom entryway storage/cubby area! Luxurious, ... |
4 beds | 5 baths | 3,224 sq.ft. |
$1,589,000 |
Airbnb cash on cash: 0.44%
|
357 Harvester RoadFairfield, CTSet on a private half-acre with no rear neighbors, this cheerful ranch offers rare long-te... |
3 beds | 2 baths | 1,572 sq.ft. |
$649,000 |
Airbnb cash on cash: 0.57%
|
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: 0.65%
|
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: -0.73%
|
8 Nelson PlaceFairfield, CTThis exceptional opportunity presents itself in the Stratford neighborhood of Fairfield, n... |
3 beds | 2 baths | 2,509 sq.ft. |
$674,900 |
Airbnb cash on cash: 0.18%
|
110 Pratt StreetFairfield, CTPerfectly positioned in the heart of the beach area, this stunning New Home offers the per... |
5 beds | 5 baths | 3,250 sq.ft. |
$2,499,000 |
Airbnb cash on cash: -0.68%
|
200 Long Meadow RoadFairfield, CTLocated in the coveted Greenfield Hill neighborhood, this exceptional property offers the ... |
4 beds | 3 baths | 5,015 sq.ft. |
$2,499,000 |
Airbnb cash on cash: -0.38%
|
187 Halley AvenueFairfield, CTInvestor Opportunity in Desirable Fairfield A rare chance to own a classic 1938 two-family... |
2 beds | 2 baths | 1,360 sq.ft. |
$499,900 |
Airbnb cash on cash: 2.15%
|
21 Boroskey RoadFairfield, CTCalling all builders, remodelers and end user/consumers who are looking for a home in Fair... |
3 beds | 2 baths | 1,075 sq.ft. |
$550,000 |
Airbnb cash on cash: 0.76%
|
1478 Jennings RoadFairfield, CTPrivate, peaceful, and perfectly located, this University-area home offers a serene natura... |
3 beds | 3 baths | 1,956 sq.ft. |
$949,000 |
Airbnb cash on cash: -0.12%
|
109 Katona Drive unit: 18Fairfield, CTSimply gorgeous one-level ranch-style condo in a fabulous location. This beautifully updat... |
1 beds | 1 baths | 928 sq.ft. |
$350,000 |
Airbnb cash on cash: 1.5%
|
100 Tuller RoadFairfield, CTWelcome to this adorable jewel box home, thoughtfully reimagined and beautifully expanded ... |
4 beds | 2 baths | 2,234 sq.ft. |
$995,000 |
Airbnb cash on cash: 1.16%
|
65 Bailey RoadFairfield, CTHighest& best offer by Monday, 7pm. Welcome home to your own Peaceful Retreat! The perfect... |
3 beds | 2 baths | 2,888 sq.ft. |
$879,900 |
Airbnb cash on cash: 0.1%
|
90 Lu Manor DriveFairfield, CTTucked away on a quiet cul-de-sac, 90 Lu Manor Drive offers modern updates and timeless co... |
4 beds | 2 baths | 1,908 sq.ft. |
$1,099,900 |
Airbnb cash on cash: 1.22%
|
49 Southport Woods Drive unit: 49Fairfield, CTFreshly Painted as of March 20th...Enjoy Southport Woods - community lifestyle with pool, ... |
2 beds | 2 baths | 1,200 sq.ft. |
$600,000 |
Airbnb cash on cash: 0.83%
|
16 Paisley Lane unit: 16Fairfield, CTThis is the one you have been waiting for!!!Two bedroom, two bath first floor ranch style ... |
2 beds | 2 baths | 1,918 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.12%
|
1353 Mill Plain RoadFairfield, CTWelcome to this beautifully updated home in a prime Fairfield location - just minutes to t... |
3 beds | 2 baths | 1,395 sq.ft. |
$820,000 |
Airbnb cash on cash: 0.16%
|
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: 0.43%
|
11 Tuckahoe LaneFairfield, CTWELCOME HOME to 11 Tuckahoe Lane. A Fabulous like new 4/5 bedroom colonial in the popular ... |
4 beds | 4 baths | 3,636 sq.ft. |
$1,599,000 |
Airbnb cash on cash: -0.04%
|
103 Southport Woods Drive unit: 103Fairfield, CTLive the Southport lifestyle at Southport Woods, where coastal charm meets effortless livi... |
2 beds | 2 baths | 1,200 sq.ft. |
$580,000 |
Airbnb cash on cash: 0.71%
|
1120 Mill Hill TerraceFairfield, CTWelcome to this expanded ranch in the gorgeous Southport neighborhood. A sun-drenched livi... |
3 beds | 2 baths | 1,592 sq.ft. |
$799,000 |
Airbnb cash on cash: 0.08%
|
510 Reef RoadFairfield, CTAdorable In-town/Beach colonial with farmhouse porch and 2-car garage (ADU Anyone?) awaits... |
2 beds | 1 baths | 1,174 sq.ft. |
$799,900 |
Airbnb cash on cash: 0.56%
|
Real Estate investment in Fairfield, CT
There are 48 properties for sale in the city of Fairfield . The median list price in Fairfield is $658,000 and the average price per square foot is $305. In March 2026, the average monthly cash on cash return in Fairfield is 3.00%. The average monthly rental income in Fairfield is $4,231.