Real Estate Investment Properties for Sale in Holly Hill, FL
Looking for investment property in Holly Hill, FL with high ROI ?
Explore a variety of short-term homes & houses in Holly Hill, FL. Invest wisely with VRBO & Holly Hill, FL 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 Holly Hill, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
231 Riverside Drive unit: 1209-1 #1209-1HOLLY HILL, FLFully Upgraded 3-bedrooms, 3-bathrooms, with multiple balconies access points. Discover th... |
3 beds | 3 baths | 2,079 sq.ft. |
$389,000 |
Airbnb cash on cash: 2.73%
|
241 Riverside Drive unit: 2603 #2603HOLLY HILL, FLExperience luxury and panoramic views from this stunning penthouse residence perched high ... |
2 beds | 2 baths | 1,721 sq.ft. |
$499,000 |
Airbnb cash on cash: -0.17%
|
231 Riverside Drive unit: 2409 #2409HOLLY HILL, FLMove in today and hit the beach tomorrow! This turn-key, custom-designed Sky Suite offers ... |
3 beds | 3 baths | 2,079 sq.ft. |
$439,000 |
Airbnb cash on cash: 3.08%
|
1318 Riverside DriveHOLLY HILL, FLCALLING ALL BOATERS!! Stunning 2020-built intracoastal home, elevated and hurricane-code b... |
3 beds | 2 baths | 2,039 sq.ft. |
$1,025,000 |
Airbnb cash on cash: 2.02%
|
231 Riverside Drive unit: 103 #103HOLLY HILL, FLLuxury Condo with Designer Finishes & Convenient First-Floor Access! Step into luxury livi... |
2 beds | 2 baths | 1,843 sq.ft. |
$365,000 |
Airbnb cash on cash: 1.14%
|
241 Riverside Drive unit: 1401-2 #1401-2HOLLY HILL, FLDiscover the ultimate urban oasis with city lights and nighttime vibes in this stunning 3-... |
3 beds | 3 baths | 2,239 sq.ft. |
$549,000 |
Airbnb cash on cash: 1.04%
|
231 RIVERSIDE DRIVE #1108-1HOLLY HILL, FLExperience luxury waterfront living at Marina Grande on the Halifax, one of the most sough... |
2 beds | 2 baths | 1,537 sq.ft. |
$289,000 |
Airbnb cash on cash: 1.49%
|
241 RIVERSIDE DRIVE #2110HOLLY HILL, FLWelcome to luxury high-rise living at its finest in the highly sought-after Marina Grande ... |
3 beds | 3 baths | 2,079 sq.ft. |
$479,900 |
Airbnb cash on cash: 1.88%
|
241 Riverside Drive unit: 1209 #1209HOLLY HILL, FLCOMPLETELY RENOVATED 3 BED / 3 BATH SKYHOME! Breathtaking views and a modern feel in this ... |
3 beds | 3 baths | 1,922 sq.ft. |
$390,000 |
Airbnb cash on cash: 2.78%
|
241 Riverside Drive unit: 304 #304HOLLY HILL, FL**Seller will include all furniture, excluding personal items and electronics**Step into c... |
2 beds | 2 baths | 1,689 sq.ft. |
$314,000 |
Airbnb cash on cash: 2.04%
|
231 Riverside Drive unit: 604 #604HOLLY HILL, FLLive in the most elegant building in the area...the Marina Grande on the Halifax! Ready fo... |
2 beds | 2 baths | 1,689 sq.ft. |
$299,000 |
Airbnb cash on cash: 2.15%
|
302 Riverside DriveHOLLY HILL, FLWelcome to 302 Riverside Drive, a charming updated beach cottage in a prime location! The ... |
2 beds | 1 baths | 1,120 sq.ft. |
$279,500 |
Airbnb cash on cash: 5.26%
|
1338 Holly AvenueHOLLY HILL, FLDo not miss your opportunity to own this two bedroom, two bath house a few blocks from the... |
2 beds | 2 baths | 1,263 sq.ft. |
$225,000 |
Airbnb cash on cash: 8.46%
|
231 Riverside Drive unit: 1705-1 #1705-1HOLLY HILL, FLMarina Grande on the Halifax - Riverfront 2BR Residence Experience elevated waterfront liv... |
2 beds | 2 baths | 1,539 sq.ft. |
$339,000 |
Airbnb cash on cash: 0.8%
|
1550 Moravia AvenueHOLLY HILL, FLHIGH & DRY!! Well maintained creampuff! Welcome to this charming solid block home, perfect... |
2 beds | 1 baths | 1,162 sq.ft. |
$259,000 |
Airbnb cash on cash: 8.04%
|
231 Riverside Drive unit: 2103 #2103HOLLY HILL, FLThis 21st floor condo has amazing views of the Intracoastal and Atlantic Ocean that cannot... |
2 beds | 2 baths | 1,843 sq.ft. |
$415,000 |
Airbnb cash on cash: -0.14%
|
1146 Riverside DriveHOLLY HILL, FLWelcome to 1146 Riverside Drive, a fully renovated waterfront oasis nestled along one of D... |
2 beds | 2 baths | 1,102 sq.ft. |
$585,000 |
Airbnb cash on cash: 2.01%
|
847 Jasmine AvenueHOLLY HILL, FLStep into your dream home in the heart of Holly Hill, Florida-a charming haven just waitin... |
2 beds | 2 baths | 798 sq.ft. |
$219,500 |
Airbnb cash on cash: 9.07%
|
231 Riverside Drive unit: 2002 #2002HOLLY HILL, FLDiscover refined coastal living high above the Halifax River in this fully furnished, move... |
3 beds | 3 baths | 2,239 sq.ft. |
$600,000 |
Airbnb cash on cash: 0.83%
|
231 Riverside Drive unit: 2508 #2508HOLLY HILL, FLIndulge in the pinnacle of luxury within this breathtaking FURNISHED 25TH-FLOOR PENTHOUSE ... |
2 beds | 2 baths | 1,537 sq.ft. |
$354,900 |
Airbnb cash on cash: 0.89%
|
133 10th StreetHOLLY HILL, FLNewly remodeled income producing property steps from the river! Property is located on a l... |
4 beds | 2 baths | 1,662 sq.ft. |
$370,000 |
Airbnb cash on cash: 9.22%
|
215 2nd StreetHOLLY HILL, FLLOCATION!! Look at this pre-war era home parked right on a beautiful triple corner lot, wa... |
3 beds | 2 baths | 1,978 sq.ft. |
$350,000 |
Airbnb cash on cash: 8.51%
|
241 Riverside Drive unit: 2301 #2301HOLLY HILL, FLPrepare to be captivated by some of the most breathtaking views on the Florida coast. Perc... |
3 beds | 3 baths | 2,239 sq.ft. |
$789,900 |
Airbnb cash on cash: 0.33%
|
231 Riverside Drive unit: 901 #901HOLLY HILL, FLLuxury Living experience and postcard perfect views greet you as you enter this highly des... |
3 beds | 3 baths | 2,239 sq.ft. |
$619,000 |
Airbnb cash on cash: 0.8%
|
231 Riverside Drive unit: 1602 #1602HOLLY HILL, FLThis stunning condo has been meticulously updated with no expense spared. The unit feature... |
3 beds | 3 baths | 2,085 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.09%
|
468 Ridgewood AvenueHOLLY HILL, FL**Unique Investment Opportunity in Holly Hill's Redevelopment Area** Discover an exception... |
5 beds | 9 baths | 12,518 sq.ft. |
$1,300,000 |
Airbnb cash on cash: 0.26%
|
1013 Alabama AvenueHOLLY HILL, FLUnlock the ultimate Florida lifestyle! Imagine waking to sparkling water views from every ... |
3 beds | 2 baths | 1,837 sq.ft. |
$255,000 |
Airbnb cash on cash: 9.97%
|
241 Riverside Drive unit: 1509 #1509HOLLY HILL, FLFabulous location and a fabulous price! Luxury Living at the Marina Grande on the Halifax,... |
3 beds | 3 baths | 1,922 sq.ft. |
$349,000 |
Airbnb cash on cash: 7.74%
|
399 Silver Beach DriveHOLLY HILL, FLWatch the sunrise over the Halifax river with spectacular, panoramic waterfront views of t... |
5 beds | 4 baths | 3,078 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -0.15%
|
231 Riverside Drive unit: 1904 #1904HOLLY HILL, FLLuxurious high rise living collides with attainable price point = THE STARS ALIGNING! Welc... |
2 beds | 2 baths | 1,689 sq.ft. |
$299,000 |
Airbnb cash on cash: 1.64%
|
1520 MORAVIA AVENUEHOLLY HILL, FLBeautiful and Cozy 3 bedroom 2 bathroom - Lovely neighborhood. Just minutes away from the ... |
3 beds | 2 baths | 1,196 sq.ft. |
$320,000 |
Airbnb cash on cash: 9.13%
|
231 Riverside Drive unit: 1001 #1001HOLLY HILL, FLDIRECT RIVERFRONT**SOUTHEAST CORNER, SHOWCASING SWEEPING, DOUBLE WATERFRONT VIEWS! EXPANSI... |
3 beds | 3 baths | 2,239 sq.ft. |
$569,000 |
Airbnb cash on cash: 1.03%
|
1260 Charter Oaks CircleHOLLY HILL, FLWelcome to Charter Oaks, a peaceful, tree-lined community where opportunity awaits! This s... |
2 beds | 2 baths | 1,072 sq.ft. |
$190,000 |
Airbnb cash on cash: 10%
|
133 10 stHOLLY HILL, FLNewly remodeled income producing property steps from the river! Property is located on a l... |
4 beds | 2 baths | 1,662 sq.ft. |
$370,000 |
Airbnb cash on cash: 9.22%
|
231 RIVERSIDE DRIVE #1003-1HOLLY HILL, FLUnder contract-accepting backup offers. Owner will consider owner financing!! Welcome to t... |
2 beds | 2 baths | 1,843 sq.ft. |
$339,000 |
Airbnb cash on cash: 0.29%
|
241 Riverside Drive unit: 1909 #1909HOLLY HILL, FL**with acceptable offer, seller will provide a credit for condo association dues or rate b... |
3 beds | 3 baths | 2,079 sq.ft. |
$419,000 |
Airbnb cash on cash: 3.19%
|
1013 Indian Oaks EHOLLY HILL, FLWelcome to Peach Paradise - Updated 3-Bedroom Home with Private Backyard where you can cre... |
3 beds | 2 baths | 1,658 sq.ft. |
$335,000 |
Airbnb cash on cash: 9.48%
|
231 Riverside Drive unit: 807 #807HOLLY HILL, FLEnjoy effortless waterfront living at Marina Grande on the Halifax-an elegant, full-servic... |
2 beds | 2 baths | 1,815 sq.ft. |
$298,000 |
Airbnb cash on cash: 1.75%
|
241 RIVERSIDE Drive unit: 2205 #2205HOLLY HILL, FLMarina Grande on the Halifax is an amazing place to call home! With breathtaking views of ... |
2 beds | 2 baths | 1,660 sq.ft. |
$299,000 |
Airbnb cash on cash: 5.88%
|
1324 POWERS AVENUEHOLLY HILL, FLHUGE Price Reduction for a Quick Sale! This beautiful 5 bedrooms, 2 bathrooms has been com... |
N/A beds | N/A baths | 2,060 sq.ft. |
$279,500 |
Airbnb cash on cash: 6.85%
|
Real Estate investment in Holly-hill, FL
There are 63 properties for sale in the city of Holly Hill . The median list price in Holly Hill is $283,733 and the average price per square foot is $171. In December 2025, the average monthly cash on cash return in Holly Hill is 5.00%. The average monthly rental income in Holly Hill is $2,161.