Real Estate Investment Properties for Sale in High Springs, FL

Looking for investment property in High Springs, FL with high ROI ?

Explore a variety of short-term homes & houses in High Springs, FL. Invest wisely with VRBO & High Springs, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Woodlawn Investment Property for Sale in High Springs, FL

Search for Woodlawn Investment Property for Sale in High Springs, Florida. Browse all of Mashvisor’s Woodlawn Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 53 Woodlawn Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
17640 NW 253RD DRIVE HIGH SPRINGS, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Ex...	4 beds \| 2 baths \| 2,323 sq.ft.	$599,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 2.39% Airbnb Rental Income: $1442 Traditional Rental Income: $2604 Airbnb ROI: -0.45% Traditional ROI: 2.39%
24121 W US HIGHWAY 27 HIGH SPRINGS, FL Showstopper! This unbelievable historic property is located in the heart of High Springs, ...	4 beds \| 4 baths \| 2,566 sq.ft.	$425,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 9.84% Airbnb Rental Income: $1442 Traditional Rental Income: $4695 Airbnb ROI: 0.59% Traditional ROI: 9.84%
25204 NW 71ST PLACE HIGH SPRINGS, FL A Rare Treasure! Discover this charming 2000 Grand Manor double-wide mobile home nestled ...	3 beds \| 2 baths \| 1,402 sq.ft.	$229,900	Airbnb cash on cash: 4.16% Traditional cash on cash: 6.63% Airbnb Rental Income: $1787 Traditional Rental Income: $1838 Airbnb ROI: 4.16% Traditional ROI: 6.63%
21328 NW 165TH AVENUE HIGH SPRINGS, FL Under contract-accepting backup offers. Welcome to Scarwood Farm, a distinguished, gated 2...	3 beds \| 3 baths \| 2,865 sq.ft.	$899,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 1.17% Airbnb Rental Income: $1787 Traditional Rental Income: $2788 Airbnb ROI: -0.61% Traditional ROI: 1.17%
3749 NE 43RD LANE HIGH SPRINGS, FL Discover the peace and privacy of this beautifully fenced 5.27-acre wooded retreatâperfe...	2 beds \| 2 baths \| 924 sq.ft.	$199,900	Airbnb cash on cash: 2.54% Traditional cash on cash: 5.2% Airbnb Rental Income: $1275 Traditional Rental Income: $1378 Airbnb ROI: 2.54% Traditional ROI: 5.2%
18708 NW 242ND STREET HIGH SPRINGS, FL Step into a captivating blend of historical charm and modern functionality with this expan...	4 beds \| 3 baths \| 2,785 sq.ft.	$389,900	Airbnb cash on cash: -0.01% Traditional cash on cash: 8.47% Airbnb Rental Income: $1442 Traditional Rental Income: $4112 Airbnb ROI: -0.01% Traditional ROI: 8.47%
24522 W US 27 HIGHWAY HIGH SPRINGS, FL Commercial zoned home on US Highway 27 just outside of downtown High Springs. Has most rec...	3 beds \| 2 baths \| 1,686 sq.ft.	$190,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 10.06% Airbnb Rental Income: $1787 Traditional Rental Income: $2338 Airbnb ROI: 4.31% Traditional ROI: 10.06%
24566 W US 27 HIGHWAY HIGH SPRINGS, FL HISTORIC HIGH SPRINGS BEAUTY! Commercial-zoned home on US HWY 27 in High Springs is pictur...	3 beds \| 2 baths \| 2,027 sq.ft.	$329,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 5.69% Airbnb Rental Income: $1787 Traditional Rental Income: $2462 Airbnb ROI: 1.93% Traditional ROI: 5.69%
23376 NW COUNTY ROAD 236 HIGH SPRINGS, FL Short Sale. *Bank approved price for short sale!!! Check out this home and possibly buy ...	3 beds \| 2 baths \| 1,767 sq.ft.	$250,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 7.05% Airbnb Rental Income: $1787 Traditional Rental Income: $2404 Airbnb ROI: 2.37% Traditional ROI: 7.05%
20488 NW 160TH LANE HIGH SPRINGS, FL Brand New and ready to move right in! The spacious âCHERISEâ model by Square D Constru...	4 beds \| 3 baths \| 2,118 sq.ft.	$535,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 3.57% Airbnb Rental Income: $1442 Traditional Rental Income: $2545 Airbnb ROI: 0.51% Traditional ROI: 3.57%
14974 NW 214TH TERRACE HIGH SPRINGS, FL Under contract-accepting backup offers. Welcome to your peaceful retreat- situated on an i...	3 beds \| 2 baths \| 2,288 sq.ft.	$565,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.02% Airbnb Rental Income: $1787 Traditional Rental Income: $2566 Airbnb ROI: 0.62% Traditional ROI: 3.02%
5070 NE 52nd Place HIGH SPRINGS, FL BACK ON MARKET! - Due to buyer not being able to secure financing. Come see this beautiful...	3 beds \| 2 baths \| 2,128 sq.ft.	$369,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 4.19% Airbnb Rental Income: $1787 Traditional Rental Income: $2337 Airbnb ROI: 1.2% Traditional ROI: 4.19%
22560 NW 174TH AVENUE HIGH SPRINGS, FL Beautifully Maintained 3-Bedroom, 2-Bathroom Home in a Prime High Springs Location Nest...	3 beds \| 2 baths \| 1,160 sq.ft.	$275,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 3.76% Airbnb Rental Income: $1787 Traditional Rental Income: $1729 Airbnb ROI: 2.11% Traditional ROI: 3.76%
16617 NW 194TH STREET HIGH SPRINGS, FL One or more photo(s) has been virtually staged. Discover this well-maintained 4-bedroom, 2...	4 beds \| 2 baths \| 1,728 sq.ft.	$320,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 3.91% Airbnb Rental Income: $1442 Traditional Rental Income: $2206 Airbnb ROI: -0.05% Traditional ROI: 3.91%
23209 NW 178TH PLACE HIGH SPRINGS, FL Under Construction. Welcome to your brand-new 3 bedroom 2 bathroom NEW construction dream ...	3 beds \| 2 baths \| 1,089 sq.ft.	$234,750	Airbnb cash on cash: 4.08% Traditional cash on cash: 5.95% Airbnb Rental Income: $1787 Traditional Rental Income: $1715 Airbnb ROI: 4.08% Traditional ROI: 5.95%
8920 NE 8TH PLACE HIGH SPRINGS, FL Welcome to your serene oasis in High Springs, Florida! Nestled on 5 acres of lush, scenic ...	4 beds \| 3 baths \| 2,109 sq.ft.	$589,999	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.2% Airbnb Rental Income: $1442 Traditional Rental Income: $2689 Airbnb ROI: 0.16% Traditional ROI: 3.2%
278 SE MARINO WAY HIGH SPRINGS, FL Welcome home to this renovated 3-bedroom 2-bath home set on a scenic and private 4.05 acre...	3 beds \| 2 baths \| 1,200 sq.ft.	$345,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 3.7% Airbnb Rental Income: $1787 Traditional Rental Income: $1799 Airbnb ROI: 2.16% Traditional ROI: 3.7%
272 NE County Road 337 HIGH SPRINGS, FL One-of-a-Kind Custom Brick Home just across the Gilchrist County Line! This home is Built ...	3 beds \| 3 baths \| 4,411 sq.ft.	$1,189,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 2.45% Airbnb Rental Income: $1864 Traditional Rental Income: $4259 Airbnb ROI: -0.17% Traditional ROI: 2.45%
157 SE DOWNING DR HIGH SPRINGS, FL Charming 5-Acre Property with Workshop & Apartment in beautiful High Springs, FL. This 3-b...	3 beds \| 2 baths \| 1,152 sq.ft.	$269,900	Airbnb cash on cash: 2.97% Traditional cash on cash: 4.88% Airbnb Rental Income: $1787 Traditional Rental Income: $1786 Airbnb ROI: 2.97% Traditional ROI: 4.88%
5309 NE 60TH AVENUE HIGH SPRINGS, FL Income producing AirBnB opportunity- Seller Financing Available!! Seller motivated!! T...	3 beds \| 2 baths \| 2,047 sq.ft.	$449,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.67% Airbnb Rental Income: $1787 Traditional Rental Income: $2171 Airbnb ROI: 1.6% Traditional ROI: 3.67%
19152 NW 164TH PLACE HIGH SPRINGS, FL welcome to this 4 bedroom 2 bath home nestled in the back of the Oak Ridge neighborhood co...	4 beds \| 2 baths \| 1,768 sq.ft.	$314,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 4.39% Airbnb Rental Income: $1442 Traditional Rental Income: $2206 Airbnb ROI: 0.35% Traditional ROI: 4.39%
18865 NW 233RD STREET HIGH SPRINGS, FL Under contract-accepting backup offers. One of the Classic Historic Homes in High Springs ...	2 beds \| 1 baths \| 1,100 sq.ft.	$235,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 5.04% Airbnb Rental Income: $1275 Traditional Rental Income: $1513 Airbnb ROI: 2.17% Traditional ROI: 5.04%
16668 NW 191ST WAY HIGH SPRINGS, FL Tucked away in the peaceful countryside of High Springs, this property offers the perfect ...	3 beds \| 2 baths \| 1,474 sq.ft.	$317,707	Airbnb cash on cash: 0.95% Traditional cash on cash: 2.79% Airbnb Rental Income: $1787 Traditional Rental Income: $1851 Airbnb ROI: 0.95% Traditional ROI: 2.79%
24825 NW 201 ROAD HIGH SPRINGS, FL Perfect family home with modern updates and outdoor living! Welcome to this inviting 3/2 ...	3 beds \| 2 baths \| 1,837 sq.ft.	$335,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 4.6% Airbnb Rental Income: $1787 Traditional Rental Income: $2145 Airbnb ROI: 1.92% Traditional ROI: 4.6%
0 NW 206TH CIRCLE NW #Lot 8 HIGH SPRINGS, FL One or more photo(s) has been virtually staged. Pre-Construction. To be built. "High Sprin...	5 beds \| 5 baths \| 3,600 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.34% Airbnb Rental Income: $null Traditional Rental Income: $6211 Airbnb ROI: N/A Traditional ROI: 5.34%
23167 NW 180TH PLACE HIGH SPRINGS, FL Built in 2023, this well-kept, like-new home offers modern finishes, efficient design, and...	3 beds \| 2 baths \| 1,200 sq.ft.	$244,900	Airbnb cash on cash: 3.08% Traditional cash on cash: 5.14% Airbnb Rental Income: $1787 Traditional Rental Income: $1778 Airbnb ROI: 3.08% Traditional ROI: 5.14%
24029 NW OLD BELLAMY ROAD HIGH SPRINGS, FL This beautifully laid-out 3 bed, 3 bath home offers the perfect combination of space, comf...	3 beds \| 3 baths \| 2,596 sq.ft.	$550,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 4.23% Airbnb Rental Income: $1787 Traditional Rental Income: $2783 Airbnb ROI: 1.34% Traditional ROI: 4.23%
19288 226th Ter HIGH SPRINGS, FL Now is the perfect time to make this beautiful home in the highly desirable Bailey Estates...	4 beds \| 2 baths \| 1,768 sq.ft.	$330,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 6.08% Airbnb Rental Income: $1442 Traditional Rental Income: $2680 Airbnb ROI: 0.7% Traditional ROI: 6.08%
23832 183rd Rd HIGH SPRINGS, FL Nestled in a peaceful neighborhood, just minutes from charming downtown High Springs, this...	3 beds \| 1 baths \| 1,080 sq.ft.	$200,000	Airbnb cash on cash: 5.26% Traditional cash on cash: 6.63% Airbnb Rental Income: $1787 Traditional Rental Income: $1561 Airbnb ROI: 5.26% Traditional ROI: 6.63%
11916 NW STATE ROAD 45 HIGH SPRINGS, FL Located off a scenic Florida highway this cozy 3 bedroom 2 bath home with a bonus room is ...	3 beds \| 2 baths \| 1,753 sq.ft.	$425,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 3.58% Airbnb Rental Income: $1787 Traditional Rental Income: $2194 Airbnb ROI: 1.33% Traditional ROI: 3.58%
23297 NW 178TH PLACE HIGH SPRINGS, FL Under contract-accepting backup offers. Welcome to 23297 NW 178th Place, High Springs, FL ...	3 beds \| 1 baths \| 1,200 sq.ft.	$202,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 4.82% Airbnb Rental Income: $1787 Traditional Rental Income: $1595 Airbnb ROI: 3.29% Traditional ROI: 4.82%
23109 NW 227TH DRIVE HIGH SPRINGS, FL Charming 3-Bedroom Country Retreat on 5.54 Acres Near High Springs Discover your peacef...	3 beds \| 2 baths \| 1,248 sq.ft.	$265,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 5.13% Airbnb Rental Income: $1787 Traditional Rental Income: $1711 Airbnb ROI: 3.49% Traditional ROI: 5.13%
23781 NW 193RD AVENUE HIGH SPRINGS, FL Welcome to this beautifully built 3-bedroom, 2-bathroom home, constructed in 2024, located...	3 beds \| 2 baths \| 1,478 sq.ft.	$347,900	Airbnb cash on cash: 2.5% Traditional cash on cash: 4.72% Airbnb Rental Income: $1787 Traditional Rental Income: $2027 Airbnb ROI: 2.5% Traditional ROI: 4.72%
25126 NW 182ND AVENUE HIGH SPRINGS, FL Horse Loverâs Dream in High Springs! This exceptional equestrian property sits on 8.25...	3 beds \| 2 baths \| 1,215 sq.ft.	$515,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 2.18% Airbnb Rental Income: $1787 Traditional Rental Income: $1989 Airbnb ROI: 0.75% Traditional ROI: 2.18%
2329 NE 80TH AVENUE HIGH SPRINGS, FL Under contract-accepting backup offers. 5 Acres in Gilchrist County (High Springs). Wheth...	3 beds \| 2 baths \| 1,404 sq.ft.	$310,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 5% Airbnb Rental Income: $1787 Traditional Rental Income: $1909 Airbnb ROI: 2.91% Traditional ROI: 5%
23264 NW 178TH Place HIGH SPRINGS, FL Welcome to this charming and beautifully remodeled 3-bedroom 1-bathroom home in the heart ...	3 beds \| 1 baths \| 1,012 sq.ft.	$204,900	Airbnb cash on cash: 4.93% Traditional cash on cash: 5.75% Airbnb Rental Income: $1787 Traditional Rental Income: $1460 Airbnb ROI: 4.93% Traditional ROI: 5.75%
760 SW BARNEY STREET HIGH SPRINGS, FL Under contract-accepting backup offers. Discover this charming 5-Acre horse property with ...	3 beds \| 2 baths \| 1,296 sq.ft.	$290,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 4.98% Airbnb Rental Income: $1787 Traditional Rental Income: $1812 Airbnb ROI: 3.1% Traditional ROI: 4.98%
19125 HIGH SPRINGS MAIN STREET HIGH SPRINGS, FL Under contract-accepting backup offers. Charming Brand New Home by GoMac Custom Builders: ...	3 beds \| 3 baths \| 1,644 sq.ft.	$449,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 3.83% Airbnb Rental Income: $1787 Traditional Rental Income: $2182 Airbnb ROI: 1.74% Traditional ROI: 3.83%
17445 NW 240TH TER HIGH SPRINGS, FL Beautifully remodeled and well-maintained, this charming home is located in the quaint Sou...	4 beds \| 2 baths \| 1,456 sq.ft.	$259,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 5.87% Airbnb Rental Income: $1442 Traditional Rental Income: $2097 Airbnb ROI: 1.45% Traditional ROI: 5.87%
16171 NW 243RD WAY HIGH SPRINGS, FL Under Construction. Coming April 2026 on a private 2.5-acre homesite in picturesque Tillma...	4 beds \| 3 baths \| 2,448 sq.ft.	$660,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 3.11% Airbnb Rental Income: $1442 Traditional Rental Income: $2837 Airbnb ROI: 0.15% Traditional ROI: 3.11%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in High Springs, FL

17640 NW 253RD DRIVE

HIGH SPRINGS, FL

4 beds | 2 baths | 2,323 sq.ft.

$599,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 2.39%

Airbnb Rental Income: $1442

Traditional Rental Income: $2604

Airbnb ROI: -0.45%

Traditional ROI: 2.39%

24121 W US HIGHWAY 27

HIGH SPRINGS, FL

4 beds | 4 baths | 2,566 sq.ft.

$425,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 9.84%

Airbnb Rental Income: $1442

Traditional Rental Income: $4695

Airbnb ROI: 0.59%

Traditional ROI: 9.84%

25204 NW 71ST PLACE

HIGH SPRINGS, FL

3 beds | 2 baths | 1,402 sq.ft.

$229,900

Airbnb cash on cash: 4.16%

Traditional cash on cash: 6.63%

Airbnb Rental Income: $1787

Traditional Rental Income: $1838

Airbnb ROI: 4.16%

Traditional ROI: 6.63%

21328 NW 165TH AVENUE

HIGH SPRINGS, FL

3 beds | 3 baths | 2,865 sq.ft.

$899,900

Airbnb cash on cash: -0.61%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $1787

Traditional Rental Income: $2788

Airbnb ROI: -0.61%

Traditional ROI: 1.17%

3749 NE 43RD LANE

HIGH SPRINGS, FL

2 beds | 2 baths | 924 sq.ft.

$199,900

Airbnb cash on cash: 2.54%

Traditional cash on cash: 5.2%

Airbnb Rental Income: $1275

Traditional Rental Income: $1378

Airbnb ROI: 2.54%

Traditional ROI: 5.2%

18708 NW 242ND STREET

HIGH SPRINGS, FL

4 beds | 3 baths | 2,785 sq.ft.

$389,900

Airbnb cash on cash: -0.01%

Traditional cash on cash: 8.47%

Airbnb Rental Income: $1442

Traditional Rental Income: $4112

Airbnb ROI: -0.01%

Traditional ROI: 8.47%

24522 W US 27 HIGHWAY

HIGH SPRINGS, FL

3 beds | 2 baths | 1,686 sq.ft.

$190,000

Airbnb cash on cash: 4.31%

Traditional cash on cash: 10.06%

Airbnb Rental Income: $1787

Traditional Rental Income: $2338

Airbnb ROI: 4.31%

Traditional ROI: 10.06%

24566 W US 27 HIGHWAY

HIGH SPRINGS, FL

3 beds | 2 baths | 2,027 sq.ft.

$329,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: 5.69%

Airbnb Rental Income: $1787

Traditional Rental Income: $2462

Airbnb ROI: 1.93%