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.

Condos for Sale in Middleburg, FL

Search for Condo for Sale in Middleburg, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 4 Condo 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
1869 LAGO DEL SUR Drive MIDDLEBURG, FL Help the nieghbors hate me This is a give away price Wow! add some paint/flooring few upda...	2 beds \| 2 baths \| 1,152 sq.ft.	$144,900	Airbnb cash on cash: -1.12% Traditional cash on cash: 10.34% Airbnb Rental Income: $634 Traditional Rental Income: $1930 Airbnb ROI: -1.12% Traditional ROI: 10.34%
3164 RAVINES Road MIDDLEBURG, FL Your Perfect Blend of Luxury & Convenience Awaits! Step into this beautifully updated two-...	3 beds \| 3 baths \| 2,134 sq.ft.	$295,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 5.93% Airbnb Rental Income: $984 Traditional Rental Income: $2450 Airbnb ROI: -0.62% Traditional ROI: 5.93%
2970 RAVINES Road unit: 1308 #1308 MIDDLEBURG, FL What a great opportunity to live in a beautiful, peaceful, well treed & gated community. T...	2 beds \| 2 baths \| 1,268 sq.ft.	$170,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 7.41% Airbnb Rental Income: $634 Traditional Rental Income: $1640 Airbnb ROI: -0.61% Traditional ROI: 7.41%
871 RIVERTREE Place MIDDLEBURG, FL Discover this beautifully crafted 2bedroom, 2.5 bath townhome, completed in 2024. Skip the...	2 beds \| 2 baths \| 1,160 sq.ft.	$259,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 5.49% Airbnb Rental Income: $634 Traditional Rental Income: $1973 Airbnb ROI: -1.19% Traditional ROI: 5.49%
Other Investment Properties for Sale in Middleburg
7281 CACTUS CUT Court MIDDLEBURG , FL Don't miss the 'Virtual Walk Thru' - Click on 'Photos' then 'Virtual Tours' Your Middleb...	3 beds \| 2 baths \| 1,895 sq.ft.	$525,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.5% Airbnb Rental Income: $984 Traditional Rental Income: $2514 Airbnb ROI: -0.34% Traditional ROI: 3.5%
4526 SONG SPARROW Drive MIDDLEBURG , FL Immaculate waterfront home in Two Creeks! This 3-bed, 2 bath home features a versatile fle...	3 beds \| 2 baths \| 2,224 sq.ft.	$378,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 4.38% Airbnb Rental Income: $984 Traditional Rental Income: $2551 Airbnb ROI: -1.03% Traditional ROI: 4.38%
3975 CHIMNEY SWIFTS Lane MIDDLEBURG , FL Impeccably 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: -0.76% Traditional cash on cash: 4.92% Airbnb Rental Income: $984 Traditional Rental Income: $2208 Airbnb ROI: -0.76% Traditional ROI: 4.92%
2016 GLITTER Court MIDDLEBURG , FL This beautiful all brick home is in the gated neighborhood of The Villages of Fireside on ...	4 beds \| 3 baths \| 2,322 sq.ft.	$425,000	Airbnb cash on cash: 8.39% Traditional cash on cash: 5.39% Airbnb Rental Income: $5300 Traditional Rental Income: $3031 Airbnb ROI: 8.39% Traditional ROI: 5.39%
1871 WOODRIDGE Court MIDDLEBURG , FL This spacious home is tucked away on a quiet cul-de-sac. The 2.6-acre lot offers comfort, ...	3 beds \| 2 baths \| 2,180 sq.ft.	$385,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 4.52% Airbnb Rental Income: $984 Traditional Rental Income: $2411 Airbnb ROI: -0.41% Traditional ROI: 4.52%
1672 SANDY HOLLOW Loop MIDDLEBURG , FL Step into modern comfort and timeless style in this beautifully remodeled, move-in-ready h...	3 beds \| 2 baths \| 1,252 sq.ft.	$289,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 4.95% Airbnb Rental Income: $984 Traditional Rental Income: $1749 Airbnb ROI: 0.85% Traditional ROI: 4.95%
2050 LAUREL Drive MIDDLEBURG , FL Based on strong buyer interest and feedback, the price has been adjusted to align with tod...	3 beds \| 3 baths \| 1,864 sq.ft.	$599,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 2.79% Airbnb Rental Income: $984 Traditional Rental Income: $2688 Airbnb ROI: -0.89% Traditional ROI: 2.79%
3642 MEADOWGREEN Lane MIDDLEBURG , FL COME AND CLAIM YOUR DREAM HOME FEATURING AN OVERSIZ FAMILY ROOM WITH SEPARATE LIVING AND D...	4 beds \| 2 baths \| 2,572 sq.ft.	$409,850	Airbnb cash on cash: 9.2% Traditional cash on cash: 4.34% Airbnb Rental Income: $5300 Traditional Rental Income: $2359 Airbnb ROI: 9.2% Traditional ROI: 4.34%
4916 CREEK BLUFF Lane MIDDLEBURG , FL WOW! A lot of home for such a low price! You don't want to miss this opportunity to live i...	3 beds \| 2 baths \| 2,119 sq.ft.	$323,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 3.72% Airbnb Rental Income: $984 Traditional Rental Income: $2174 Airbnb ROI: -1.36% Traditional ROI: 3.72%
1998 LENOX Court MIDDLEBURG , FL Welcome Home! This gorgeous home a brand-new: Kitchen, Stainless Steel Appliances, Oven, R...	3 beds \| 2 baths \| 2,152 sq.ft.	$374,500	Airbnb cash on cash: -0.46% Traditional cash on cash: 3.33% Airbnb Rental Income: $984 Traditional Rental Income: $1961 Airbnb ROI: -0.46% Traditional ROI: 3.33%
2372 TIGRESS Lane MIDDLEBURG , FL This 3-bedroom, 2-bath home, located in the established neighborhood of Orange Park South,...	3 beds \| 2 baths \| 1,364 sq.ft.	$285,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 4.15% Airbnb Rental Income: $984 Traditional Rental Income: $1844 Airbnb ROI: -0.37% Traditional ROI: 4.15%
4162 SCENIC Drive MIDDLEBURG , FL Welcome to your dream retreat! Nestled along the serene banks of Black Creek, this stunnin...	2 beds \| 2 baths \| 1,320 sq.ft.	$353,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 2.42% Airbnb Rental Income: $634 Traditional Rental Income: $1494 Airbnb ROI: -1.06% Traditional ROI: 2.42%
1011 WETLAND RIDGE Circle MIDDLEBURG , FL Back on market due to Gov shutdown & now $10k less for a great deal! Home was appraised fo...	3 beds \| 2 baths \| 2,297 sq.ft.	$340,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 5.95% Airbnb Rental Income: $984 Traditional Rental Income: $2603 Airbnb ROI: -0.22% Traditional ROI: 5.95%
4410 TARRAGON Avenue MIDDLEBURG , FL Assumable VA Loan. Discover your perfect retreat on just over 1 acre in a peaceful, open-s...	4 beds \| 3 baths \| 2,403 sq.ft.	$510,000	Airbnb cash on cash: 6.5% Traditional cash on cash: 3.58% Airbnb Rental Income: $5300 Traditional Rental Income: $2836 Airbnb ROI: 6.5% Traditional ROI: 3.58%

Your search for investment property begins and ends here

Condos for Sale in Middleburg, FL

1869 LAGO DEL SUR Drive

MIDDLEBURG, FL

2 beds | 2 baths | 1,152 sq.ft.

$144,900

Airbnb cash on cash: -1.12%

Traditional cash on cash: 10.34%

Airbnb Rental Income: $634

Traditional Rental Income: $1930

Airbnb ROI: -1.12%

Traditional ROI: 10.34%

3164 RAVINES Road

MIDDLEBURG, FL

3 beds | 3 baths | 2,134 sq.ft.

$295,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 5.93%

Airbnb Rental Income: $984

Traditional Rental Income: $2450

Airbnb ROI: -0.62%

Traditional ROI: 5.93%

2970 RAVINES Road unit: 1308 #1308

MIDDLEBURG, FL

2 beds | 2 baths | 1,268 sq.ft.

$170,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 7.41%

Airbnb Rental Income: $634

Traditional Rental Income: $1640

Airbnb ROI: -0.61%

Traditional ROI: 7.41%

871 RIVERTREE Place

MIDDLEBURG, FL

2 beds | 2 baths | 1,160 sq.ft.

$259,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $634

Traditional Rental Income: $1973

Airbnb ROI: -1.19%

Traditional ROI: 5.49%

Other Investment Properties for Sale in Middleburg

MIDDLEBURG , FL

3 beds | 2 baths | 1,895 sq.ft.

$525,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $984

Traditional Rental Income: $2514

Airbnb ROI: -0.34%

Traditional ROI: 3.5%

MIDDLEBURG , FL

3 beds | 2 baths | 2,224 sq.ft.

$378,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $984

Traditional Rental Income: $2551

Airbnb ROI: -1.03%

Traditional ROI: 4.38%

MIDDLEBURG , FL

3 beds | 2 baths | 1,535 sq.ft.

$295,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 4.92%

Airbnb Rental Income: $984

Traditional Rental Income: $2208

Airbnb ROI: -0.76%

Traditional ROI: 4.92%

MIDDLEBURG , FL

4 beds | 3 baths | 2,322 sq.ft.

$425,000

Airbnb cash on cash: 8.39%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $5300

Traditional Rental Income: $3031

Airbnb ROI: 8.39%

Traditional ROI: 5.39%

MIDDLEBURG , FL

3 beds | 2 baths | 2,180 sq.ft.