Real Estate Investment Properties for Sale in Middleburg, FL
Looking for investment property in Middleburg, FL with high ROI ?
Explore a variety of short-term homes & houses in Middleburg, FL. Invest wisely with VRBO & Middleburg, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Single Family Homes for Sale in Middleburg, FL
Search for Single Family Residential for Sale in Middleburg, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 141 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
7281 CACTUS CUT CourtMIDDLEBURG, FL***OPEN HOUSE - SEP 20TH 10AM-NOON*** *Don't miss the 'Virtual Walk Thru' - Click on 'Phot... |
3 beds | 2 baths | 1,895 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.99%
|
3718 ICENI CourtMIDDLEBURG, FLCertified Fresh and Move-In Ready! Welcome to Coppergate and this beautifully maintained ,... |
4 beds | 2 baths | 1,878 sq.ft. |
$330,000 |
Airbnb cash on cash: 7.66%
|
3975 CHIMNEY SWIFTS LaneMIDDLEBURG, FLImpeccably maintained 3-bedroom, 2-bathroom single-story residence nestled in the highly s... |
3 beds | 2 baths | 1,535 sq.ft. |
$295,000 |
Airbnb cash on cash: 3.6%
|
1891 HUNTERS TRACE CircleMIDDLEBURG, FLCharming 3 Bedroom Home in Middleburg located on a Cul-de-Sac. Welcome to this well-mainta... |
3 beds | 2 baths | 1,235 sq.ft. |
$239,000 |
Airbnb cash on cash: 5.3%
|
4780 GOPHER CircleMIDDLEBURG, FLWelcome to this well-maintained 3-bedroom, 2-bath brick-front home on 1.25 acres in up and... |
3 beds | 2 baths | 1,800 sq.ft. |
$445,850 |
Airbnb cash on cash: 2.3%
|
4008 CORMORANT LaneMIDDLEBURG, FLSeller to offer 10k towards buyer's closing cost, pre-paids or rate buydown. Welcome to th... |
4 beds | 4 baths | 2,907 sq.ft. |
$420,000 |
Airbnb cash on cash: 5.63%
|
1798 LAKEDGE DriveMIDDLEBURG, FLDiscover the perfect blend of luxury, privacy, and waterfront living at 1798 Lakedge Dr-a ... |
5 beds | 3 baths | 3,398 sq.ft. |
$1,150,000 |
Airbnb cash on cash: N/A
|
2361 SANDY RUN Drive NMIDDLEBURG, FLExperience the ultimate Black Creek lifestyle with this beautifully remodeled 4-bedroom, 3... |
4 beds | 3 baths | 2,281 sq.ft. |
$650,000 |
Airbnb cash on cash: 3.04%
|
631 SUNNY STROLL DriveMIDDLEBURG, FLWelcome to this beautifully maintained 4-bdrm, 2-bth home, ideally located in the highly d... |
4 beds | 2 baths | 1,875 sq.ft. |
$290,000 |
Airbnb cash on cash: 7.79%
|
1080 MERLIN PointMIDDLEBURG, FLWelcome to The Preserve at Two Creeks, a premier gated community in Middleburg, Florida, o... |
5 beds | 4 baths | 3,012 sq.ft. |
$635,000 |
Airbnb cash on cash: N/A
|
2050 LAUREL DriveMIDDLEBURG, FLWelcome to a property where country charm meets modern luxury. Nestled on almost 4 acres, ... |
3 beds | 3 baths | 1,816 sq.ft. |
$750,000 |
Airbnb cash on cash: 0.9%
|
4781 GOPHER CircleMIDDLEBURG, FLLive Your Best Life at 4781 Gopher Circle, Middleburg - A Country Retreat with Endless Pos... |
4 beds | 2 baths | 2,232 sq.ft. |
$500,000 |
Airbnb cash on cash: 4.04%
|
4916 CREEK BLUFF LaneMIDDLEBURG, FL*OPEN HOUSE - Saturday 9/6, 3 to 5 pm*, **PRICED REDUCED AGAIN** SELLERS NEED IT SOLD! MAK... |
3 beds | 2 baths | 2,119 sq.ft. |
$335,000 |
Airbnb cash on cash: 2.5%
|
4459 ELI WHITNEY DriveMIDDLEBURG, FLTranquil setting with a large 3/4 acre home site and fully fenced rear yard. Close to town... |
4 beds | 3 baths | 1,855 sq.ft. |
$400,000 |
Airbnb cash on cash: 5.89%
|
1094 PERSIMMON DriveMIDDLEBURG, FL$4,500 LENDER CREDIT WITH PREFERRED LENDER AND PRE APPROVAL! Stunning 3-Bedroom Home with ... |
3 beds | 3 baths | 1,877 sq.ft. |
$339,900 |
Airbnb cash on cash: 2.38%
|
4328 ROCK PIGEON LANEMIDDLEBURG, FLExclusive Lakefront Home in The Preserve at Two Creeks. Wake up every day to shimmering... |
5 beds | 3 baths | 3,071 sq.ft. |
$568,900 |
Airbnb cash on cash: N/A
|
1479 KING RAIL LaneMIDDLEBURG, FL**VA assumable loan available at 5.75%!** Welcome to this expansive, move-in-ready home in... |
4 beds | 4 baths | 2,942 sq.ft. |
$395,000 |
Airbnb cash on cash: 4.46%
|
2064 FROGMORE DriveMIDDLEBURG, FLWelcome to 2064 Frogmore Dr-a beautifully maintained home in the heart of Middleburg! This... |
4 beds | 2 baths | 1,817 sq.ft. |
$314,000 |
Airbnb cash on cash: 7.73%
|
2016 AMBERLY DriveMIDDLEBURG, FL**Back on Market - No Fault of Sellers. Motivated Sellers - Ready for New Offers!!! Welcom... |
3 beds | 3 baths | 2,425 sq.ft. |
$363,000 |
Airbnb cash on cash: 1.89%
|
4162 SCENIC DriveMIDDLEBURG, FLWelcome to your dream retreat! Nestled along the serene banks of Black Creek, this stunnin... |
2 beds | 2 baths | 1,320 sq.ft. |
$360,000 |
Airbnb cash on cash: 4.01%
|
4410 TARRAGON AvenueMIDDLEBURG, FLDiscover your perfect retreat on just over 1 acre in a peaceful, open-space neighborhood-n... |
4 beds | 3 baths | 2,403 sq.ft. |
$549,900 |
Airbnb cash on cash: 3.54%
|
1103 ORCHARD ORIOLE PlaceMIDDLEBURG, FLVA Loan Assumption available at 2.625%!!! Welcome to luxury living in the highly sought-af... |
4 beds | 3 baths | 3,062 sq.ft. |
$535,000 |
Airbnb cash on cash: 3.05%
|
2819 BLACK CREEK DriveMIDDLEBURG, FLCome set up your dream estate or build a family compound on this beautiful property. Clay ... |
2 beds | 3 baths | 2,228 sq.ft. |
$3,900,000 |
Airbnb cash on cash: -1.34%
|
5493 KNOB HILLMIDDLEBURG, FLWelcome home! We are proud to Introduce a beautifully updated country ranch home nestled o... |
4 beds | 2 baths | 1,448 sq.ft. |
$271,000 |
Airbnb cash on cash: 9.57%
|
4340 LAZY H RANCH RoadMIDDLEBURG, FLCome set up your dream estate or build a family compound on this beautiful property. Clay ... |
2 beds | 3 baths | 2,228 sq.ft. |
$2,000,000 |
Airbnb cash on cash: -0.83%
|
3954 TRAIL RIDGE RoadMIDDLEBURG, FLSELLERS OFFERING $2500 TO BUYER AT CLOSING!! Welcome to 3954 Trail Ridge Rd, a charming si... |
3 beds | 2 baths | 1,739 sq.ft. |
$339,900 |
Airbnb cash on cash: 2.45%
|
5239 PEGGY LaneMIDDLEBURG, FLThis charming brick home is situated on a peaceful, private one-acre lot in the heart of C... |
3 beds | 2 baths | 2,065 sq.ft. |
$525,000 |
Airbnb cash on cash: 1.82%
|
133 KNIGHT BOXX RoadMIDDLEBURG, FLAttention Investors!! Motivated seller!! Assume this RATE at 5.75% Or even OWNER FINANCE!!... |
3 beds | 2 baths | 1,446 sq.ft. |
$310,000 |
Airbnb cash on cash: 3.83%
|
1840 YUKON CourtMIDDLEBURG, FLWelcome Home! This adorable 3-bedroom, 2-bathroom home offers so much potential. Open floo... |
3 beds | 2 baths | 1,272 sq.ft. |
$244,000 |
Airbnb cash on cash: 5.26%
|
1977 AMBERLY DriveMIDDLEBURG, FLThis stunning 3 bedroom, 2.5 bath home with a bonus room was built in 2021 and shows like ... |
3 beds | 3 baths | 2,384 sq.ft. |
$369,000 |
Airbnb cash on cash: 1.78%
|
2634 PINEWOOD BoulevardMIDDLEBURG, FLLocation, Location, Location! This lovely well maintained home is located in the back of t... |
3 beds | 2 baths | 1,252 sq.ft. |
$290,000 |
Airbnb cash on cash: 4.29%
|
3840 GREAT FALLS LOOPMIDDLEBURG, FLFormer DR Horton model home in Azalea Ridge! This spacious, 4bed/2bath home has all the up... |
4 beds | 2 baths | 2,282 sq.ft. |
$375,000 |
Airbnb cash on cash: 5.91%
|
5665 MAVERICKMIDDLEBURG, FLThis amazing 40 acre property is located on a county-maintained road and includes marketab... |
2 beds | 2 baths | 1,256 sq.ft. |
$800,000 |
Airbnb cash on cash: 1.29%
|
3973 HEATHERBROOK PlaceMIDDLEBURG, FLONE OF THE BEST PRICE PER SQFT IN THE OAKLEAF AREA - LAKE LOT! This home qualifies for up ... |
3 beds | 3 baths | 2,206 sq.ft. |
$359,900 |
Airbnb cash on cash: 1.89%
|
2704 TINA LaneMIDDLEBURG, FLWelcome to this charming 3-bedroom, 2-bathroom brick home in the sought-after Evergreen co... |
3 beds | 2 baths | 1,084 sq.ft. |
$245,000 |
Airbnb cash on cash: 5.42%
|
1124 PERSIMMON DriveMIDDLEBURG, FL*OPEN HOUSE THIS SAT 8/30 & SUN 8/31 11-2PM* Welcome to this stunning former model home bu... |
3 beds | 2 baths | 1,867 sq.ft. |
$349,900 |
Airbnb cash on cash: 2.27%
|
3691 EAGLE ROCK RoadMIDDLEBURG, FLExperience the ultimate in luxury and modern comfort with this stunning 3-bedroom, 2.5-bat... |
3 beds | 3 baths | 2,408 sq.ft. |
$487,000 |
Airbnb cash on cash: 2.07%
|
1075 WETLAND RIDGE CircleMIDDLEBURG, FLThis 4 bedroom 3 bathroom home two bonus rooms that are currently set up as a home gym and... |
4 beds | 3 baths | 2,670 sq.ft. |
$410,000 |
Airbnb cash on cash: 5.29%
|
1812 SHERATON LAKES CircleMIDDLEBURG, FL** New Roof as of May 15, 2025 ** Welcome to your a great home that is nestled in the perf... |
3 beds | 2 baths | 1,260 sq.ft. |
$250,000 |
Airbnb cash on cash: 5.84%
|
4318 WARM SPRINGS WayMIDDLEBURG, FL4 bedroom, 2 bathroom home located in the desirable Azalea Ridge community. Built in 2019,... |
4 beds | 2 baths | 1,490 sq.ft. |
$299,000 |
Airbnb cash on cash: 8.27%
|