Real Estate Investment Properties for Sale in Milton, FL

Looking for investment property in Milton, FL with high ROI ?

Explore a variety of short-term homes & houses in Milton, FL. Invest wisely with VRBO & Milton, 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 Milton, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5740 Country Squire Dr Milton, FL Welcome to your dream retreat! This beautifully updated 4 bedroom, 3.5 bath home is perfec...	4 beds \| 4 baths \| 3,649 sq.ft.	$725,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 4.64% Airbnb Rental Income: $3798 Traditional Rental Income: $4500 Airbnb ROI: 2.38% Traditional ROI: 4.64%
4163 Woodville Rd Milton, FL Move-in-ready 4-bedroom, 2-bath home with just under 1,900 sq. ft., featuring a brand-new ...	4 beds \| 2 baths \| 1,896 sq.ft.	$255,000	Airbnb cash on cash: 9.99% Traditional cash on cash: 6.32% Airbnb Rental Income: $3798 Traditional Rental Income: $2093 Airbnb ROI: 9.99% Traditional ROI: 6.32%
4376 Casa Grande Court Milton, FL Nestled in the popular Casa Grande subdivision, you are not going to want to miss this REO...	3 beds \| 2 baths \| 2,793 sq.ft.	$399,900	Airbnb cash on cash: 2.43% Traditional cash on cash: 5.11% Airbnb Rental Income: $2412 Traditional Rental Income: $2828 Airbnb ROI: 2.43% Traditional ROI: 5.11%
7979 Majestic Cypress Dr Milton, FL *OPEN HOUSE SAT 1/10 FROM 2-4 PM* PRICE REDUCED! Welcome to your dream home! This stun...	4 beds \| 3 baths \| 2,667 sq.ft.	$474,900	Airbnb cash on cash: 4.58% Traditional cash on cash: 4.57% Airbnb Rental Income: $3798 Traditional Rental Income: $2971 Airbnb ROI: 4.58% Traditional ROI: 4.57%
5517 Bay Meadows Dr Milton, FL Experience the best of waterfront living with your own piece of paradise overlooking beaut...	4 beds \| 4 baths \| 3,218 sq.ft.	$1,199,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 3.18% Airbnb Rental Income: $3798 Traditional Rental Income: $5044 Airbnb ROI: 1.32% Traditional ROI: 3.18%
5608 Blue Sky Ct Milton, FL Discover Bon View! Tucked away on a quiet cul-de-sac, this nearly new 3 bedroom, 2 bath ho...	3 beds \| 2 baths \| 1,549 sq.ft.	$279,000	Airbnb cash on cash: 4.73% Traditional cash on cash: 5.56% Airbnb Rental Income: $2412 Traditional Rental Income: $2038 Airbnb ROI: 4.73% Traditional ROI: 5.56%
7986 Majestic Cypress Dr Milton, FL Welcome to this stunning 3-bedroom, 2.5-bathroom pool home, perfectly situated on a spacio...	3 beds \| 3 baths \| 2,412 sq.ft.	$522,500	Airbnb cash on cash: 2.3% Traditional cash on cash: 4.17% Airbnb Rental Income: $2412 Traditional Rental Income: $2732 Airbnb ROI: 2.3% Traditional ROI: 4.17%
4321 Jelinek Dr Milton, FL BE SURE TO ASK YOUR AGENT ABOUT THE ELEVATOR CREDIT OFFERED!!! Welcome to your marvel retr...	4 beds \| 3 baths \| 2,430 sq.ft.	$849,999	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.75% Airbnb Rental Income: $3798 Traditional Rental Income: $2836 Airbnb ROI: 1.92% Traditional ROI: 1.75%
6222 Cottage Woods Dr Milton, FL Welcome to this two-story home nestled in a small, quiet community near shopping and schoo...	3 beds \| 3 baths \| 1,544 sq.ft.	$234,999	Airbnb cash on cash: 5.98% Traditional cash on cash: 7.01% Airbnb Rental Income: $2412 Traditional Rental Income: $2050 Airbnb ROI: 5.98% Traditional ROI: 7.01%
6700 Ventura Blvd Milton, FL Gorgeous home, spacious lot, wonderful layout! SELLER IS OFFERING $5,000 TO BUYER THAT CA...	2 beds \| 1 baths \| 1,106 sq.ft.	$205,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 5.5% Airbnb Rental Income: $1704 Traditional Rental Income: $1400 Airbnb ROI: 4.63% Traditional ROI: 5.5%
4666 Perception Cir Milton, FL Discover the Denton, a beautifully designed, four-sided brick smart home offering both sty...	4 beds \| 2 baths \| 2,368 sq.ft.	$357,000	Airbnb cash on cash: 6.89% Traditional cash on cash: 5.31% Airbnb Rental Income: $3798 Traditional Rental Income: $2447 Airbnb ROI: 6.89% Traditional ROI: 5.31%
5911 Ashton Woods Cir Milton, FL Welcome to your own private oasis in the heart of Milton! This all-brick, solar-equipped h...	4 beds \| 2 baths \| 2,266 sq.ft.	$375,000	Airbnb cash on cash: 6.78% Traditional cash on cash: 4.87% Airbnb Rental Income: $3798 Traditional Rental Income: $2304 Airbnb ROI: 6.78% Traditional ROI: 4.87%
4082 Chickadee St Milton, FL This beautifully upgraded 4-bedroom, 2-bath home in desirable Milton blends style, comfort...	4 beds \| 2 baths \| 2,106 sq.ft.	$369,900	Airbnb cash on cash: 6.36% Traditional cash on cash: 5.08% Airbnb Rental Income: $3798 Traditional Rental Income: $2533 Airbnb ROI: 6.36% Traditional ROI: 5.08%
5770 Trout Bayou Cir Milton, FL This peaceful retreat on a tranquil bayou included 900 sq ft of upstairs living, plus 634 ...	3 beds \| 2 baths \| 900 sq.ft.	$379,500	Airbnb cash on cash: 2.97% Traditional cash on cash: 1.53% Airbnb Rental Income: $2412 Traditional Rental Income: $1309 Airbnb ROI: 2.97% Traditional ROI: 1.53%
5955 Ashton Woods Cir Milton, FL VA Assumable Loan *** This all brick 2,026 SF 3 bedroom 2 bathroom home with side entry ga...	3 beds \| 2 baths \| 2,026 sq.ft.	$340,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 5.28% Airbnb Rental Income: $2412 Traditional Rental Income: $2238 Airbnb ROI: 3.98% Traditional ROI: 5.28%
6816 Trailride N Milton, FL BACK ON THE MARKET!!!! BUYER'S FINANCING FELL THROUGH. THEIR LOSS IS YOUR GAIN!!!! Welcome...	3 beds \| 2 baths \| 1,252 sq.ft.	$230,000	Airbnb cash on cash: 6.76% Traditional cash on cash: 7.29% Airbnb Rental Income: $2412 Traditional Rental Income: $1936 Airbnb ROI: 6.76% Traditional ROI: 7.29%
5566 Maggie Rose Cir Milton, FL Welcome to this 4-bedroom, 2-bath home located in the desirable North Hills subdivision of...	4 beds \| 2 baths \| 1,807 sq.ft.	$315,000	Airbnb cash on cash: 8.11% Traditional cash on cash: 5.21% Airbnb Rental Income: $3798 Traditional Rental Income: $2118 Airbnb ROI: 8.11% Traditional ROI: 5.21%
5740 Guinevere Ln Milton, FL Welcome Home. You have found the perfect blend of style comfort and convenience in this go...	4 beds \| 2 baths \| 1,791 sq.ft.	$300,000	Airbnb cash on cash: 8.18% Traditional cash on cash: 5.38% Airbnb Rental Income: $3798 Traditional Rental Income: $2186 Airbnb ROI: 8.18% Traditional ROI: 5.38%
5589 Colinas Verde Dr Milton, FL Opportunity Knocks! Located in the desirable Las Colinas in Milton, this 3,021 sq ft home ...	4 beds \| 3 baths \| 3,021 sq.ft.	$379,000	Airbnb cash on cash: 6.2% Traditional cash on cash: 6.18% Airbnb Rental Income: $3798 Traditional Rental Income: $2968 Airbnb ROI: 6.2% Traditional ROI: 6.18%
5015 Rendy Kay Ln Milton, FL This is a RARE and UNIQUE 3-Bedroom, 3-Bathroom Brick home on 30 ACRES in the middle of Mi...	3 beds \| 3 baths \| 2,794 sq.ft.	$800,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.08% Airbnb Rental Income: $2412 Traditional Rental Income: $3392 Airbnb ROI: 0.98% Traditional ROI: 3.08%
2745 Terry Cove Dr Milton, FL Waterfront under $300K! This 2-bedroom, 2-bath home with 1,312 sq ft sits right on the wat...	2 beds \| 2 baths \| 1,312 sq.ft.	$280,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 6.18% Airbnb Rental Income: $1704 Traditional Rental Income: $2115 Airbnb ROI: 2.83% Traditional ROI: 6.18%
4810 Endeavor Ct Milton, FL A MUST SEE***BEST VALUE in the neighborhood! SPACIOUS home tucked away in a quiet cul-de-s...	4 beds \| 3 baths \| 3,057 sq.ft.	$465,000	Airbnb cash on cash: 5.09% Traditional cash on cash: 5.1% Airbnb Rental Income: $3798 Traditional Rental Income: $2979 Airbnb ROI: 5.09% Traditional ROI: 5.1%
5051 Hartley Dr Milton, FL NEW CONSTRUCTION! Donât miss your opportunity to own this gorgeous, low-maintenance, CUS...	3 beds \| 2 baths \| 1,500 sq.ft.	$320,000	Airbnb cash on cash: 4.49% Traditional cash on cash: 5.43% Airbnb Rental Income: $2412 Traditional Rental Income: $2105 Airbnb ROI: 4.49% Traditional ROI: 5.43%
5528 Lancelot Tr Milton, FL Welcome to 5528 Lancelot Trail in the desirable Cambria subdivision. This 3-bedroom, 2-bat...	3 beds \| 2 baths \| 1,585 sq.ft.	$305,000	Airbnb cash on cash: 4% Traditional cash on cash: 4.93% Airbnb Rental Income: $2412 Traditional Rental Income: $2088 Airbnb ROI: 4% Traditional ROI: 4.93%
5796 Washington St Milton, FL 3 bed 2 bath Remodeled home with new Luxury Vinyl Plank floors. New appliances and cabinet...	3 beds \| 2 baths \| 1,200 sq.ft.	$199,900	Airbnb cash on cash: 7.98% Traditional cash on cash: 7.45% Airbnb Rental Income: $2412 Traditional Rental Income: $1720 Airbnb ROI: 7.98% Traditional ROI: 7.45%
3971 Sunny Manor Cr Milton, FL --New Roof Just Installed -- Welcome to this charming home, featuring a welcoming front fo...	3 beds \| 2 baths \| 1,590 sq.ft.	$279,900	Airbnb cash on cash: 4.67% Traditional cash on cash: 5.48% Airbnb Rental Income: $2412 Traditional Rental Income: $2035 Airbnb ROI: 4.67% Traditional ROI: 5.48%
6902 Hanover Ct Milton, FL SELLER MAY CONSIDER PAINT CONCESSION WITH ACCEPTABLE OFFER Tucked away at the end of a...	4 beds \| 2 baths \| 1,916 sq.ft.	$369,000	Airbnb cash on cash: 6.44% Traditional cash on cash: 4.71% Airbnb Rental Income: $3798 Traditional Rental Income: $2376 Airbnb ROI: 6.44% Traditional ROI: 4.71%
5614 Rosebay St Milton, FL WOW!!! PRICE REDUCTION!!! Great location! Awesome 3 bedroom, 2 bath family home located in...	3 beds \| 2 baths \| 1,902 sq.ft.	$299,900	Airbnb cash on cash: 4.72% Traditional cash on cash: 6.02% Airbnb Rental Income: $2412 Traditional Rental Income: $2186 Airbnb ROI: 4.72% Traditional ROI: 6.02%
8094 Majestic Cypress Dr Milton, FL Welcome to your stunning craftsman-style 4-bedroom, 3-bath home, situated on just over hal...	4 beds \| 3 baths \| 2,380 sq.ft.	$399,000	Airbnb cash on cash: 6.62% Traditional cash on cash: 4.97% Airbnb Rental Income: $3798 Traditional Rental Income: $2359 Airbnb ROI: 6.62% Traditional ROI: 4.97%
3324 Bonfire Dr Milton, FL Cute cottage style home sitting on a quiet road in a country setting. 3 different porch ar...	3 beds \| 2 baths \| 1,200 sq.ft.	$195,000	Airbnb cash on cash: 7.45% Traditional cash on cash: 7.68% Airbnb Rental Income: $2412 Traditional Rental Income: $1865 Airbnb ROI: 7.45% Traditional ROI: 7.68%
5581 Galahad Trl Milton, FL This stunning 4-bedroom, 2-bath residence, constructed in 2021, epitomizes modern living w...	4 beds \| 2 baths \| 1,791 sq.ft.	$295,000	Airbnb cash on cash: 8.41% Traditional cash on cash: 6.48% Airbnb Rental Income: $3798 Traditional Rental Income: $2438 Airbnb ROI: 8.41% Traditional ROI: 6.48%
4686 Red Oak Dr Milton, FL Welcome to this charming 4-bedroom, 2-bath brick home set on a peaceful 0.52-acre lot. The...	4 beds \| 2 baths \| 1,830 sq.ft.	$319,000	Airbnb cash on cash: 8.51% Traditional cash on cash: 6.33% Airbnb Rental Income: $3798 Traditional Rental Income: $2322 Airbnb ROI: 8.51% Traditional ROI: 6.33%
5819 Hermitage Cir Milton, FL Beautifully updated home in a quiet neighborhood with no HOA! The freshly painted interior...	3 beds \| 2 baths \| 1,836 sq.ft.	$392,500	Airbnb cash on cash: 2.81% Traditional cash on cash: 3.22% Airbnb Rental Income: $2412 Traditional Rental Income: $1971 Airbnb ROI: 2.81% Traditional ROI: 3.22%
6571 Cedar St Milton, FL Welcome to 6571 Cedar Street; a classic 3 bedroom, 2 bathroom all-brick home offering 1,71...	3 beds \| 2 baths \| 1,711 sq.ft.	$194,900	Airbnb cash on cash: 7.45% Traditional cash on cash: 9.31% Airbnb Rental Income: $2412 Traditional Rental Income: $2165 Airbnb ROI: 7.45% Traditional ROI: 9.31%
6099 Jays Way Milton, FL Have you been dreaming of a good sized home on a Â½ acre lot close to Milton? This 2,562 ...	3 beds \| 2 baths \| 2,561 sq.ft.	$395,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 5% Airbnb Rental Income: $2412 Traditional Rental Income: $2641 Airbnb ROI: 2.78% Traditional ROI: 5%
4719 Wildwood Dr Milton, FL Immaculate waterfront coastal cottage with boat dock, numerous upgrades over the past 5 ye...	3 beds \| 2 baths \| 1,194 sq.ft.	$300,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 5.01% Airbnb Rental Income: $2412 Traditional Rental Income: $2041 Airbnb ROI: 4.23% Traditional ROI: 5.01%
4393 Rice Rd Milton, FL Discover peaceful country living on nearly 3 acres right in the heart of Milton! Built in ...	2 beds \| 1 baths \| 930 sq.ft.	$269,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 4.84% Airbnb Rental Income: $1704 Traditional Rental Income: $1800 Airbnb ROI: 2.6% Traditional ROI: 4.84%
6608 Magnolia St Milton, FL Located in the heart of Milton, this charming single-family home at 6608 Magnolia Street o...	3 beds \| 2 baths \| 1,307 sq.ft.	$230,000	Airbnb cash on cash: 6.73% Traditional cash on cash: 6.73% Airbnb Rental Income: $2412 Traditional Rental Income: $1822 Airbnb ROI: 6.73% Traditional ROI: 6.73%
4758 Bayside Dr Milton, FL Welcome to 4758 Bayside Drive, a stunning custom-built home inspired by the visionary desi...	3 beds \| 2 baths \| 2,140 sq.ft.	$574,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.1% Airbnb Rental Income: $2412 Traditional Rental Income: $2765 Airbnb ROI: 1.34% Traditional ROI: 3.1%
6096 Winchester Cir Milton, FL Palatial 4 Bed/3bath all-brick home in highly sought after Holley-Cliff Estates! All carpe...	4 beds \| 3 baths \| 2,909 sq.ft.	$449,999	Airbnb cash on cash: 5.11% Traditional cash on cash: 4.31% Airbnb Rental Income: $3798 Traditional Rental Income: $2638 Airbnb ROI: 5.11% Traditional ROI: 4.31%

Real Estate investment in Milton, FL

There are 360 properties for sale in the city of Milton . The median list price in Milton is $324,000 and the average price per square foot is $165. In January 2026, the average monthly cash on cash return in Milton is 5.00%. The average monthly rental income in Milton is $2,216.

Milton, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 360 investment properties available for sale in Milton.

In 2026, the best neighborhood to buy investment property is Milton.

The ROI for Short-Term is higher than the Long-Term in Milton with average rental income of $2,412.

Your search for investment property begins and ends here

Investment Property for Sale in Milton, FL

5740 Country Squire Dr

Milton, FL

4 beds | 4 baths | 3,649 sq.ft.

$725,000

Airbnb cash on cash: 2.38%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $3798

Traditional Rental Income: $4500

Airbnb ROI: 2.38%

Traditional ROI: 4.64%

4163 Woodville Rd

Milton, FL

4 beds | 2 baths | 1,896 sq.ft.

$255,000

Airbnb cash on cash: 9.99%

Traditional cash on cash: 6.32%

Airbnb Rental Income: $3798

Traditional Rental Income: $2093

Airbnb ROI: 9.99%

Traditional ROI: 6.32%

4376 Casa Grande Court

Milton, FL

3 beds | 2 baths | 2,793 sq.ft.

$399,900

Airbnb cash on cash: 2.43%

Traditional cash on cash: 5.11%

Airbnb Rental Income: $2412

Traditional Rental Income: $2828

Airbnb ROI: 2.43%

Traditional ROI: 5.11%

7979 Majestic Cypress Dr

Milton, FL

4 beds | 3 baths | 2,667 sq.ft.

$474,900

Airbnb cash on cash: 4.58%

Traditional cash on cash: 4.57%

Airbnb Rental Income: $3798

Traditional Rental Income: $2971

Airbnb ROI: 4.58%

Traditional ROI: 4.57%

5517 Bay Meadows Dr

Milton, FL

4 beds | 4 baths | 3,218 sq.ft.

$1,199,000

Airbnb cash on cash: 1.32%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $3798

Traditional Rental Income: $5044

Airbnb ROI: 1.32%

Traditional ROI: 3.18%

5608 Blue Sky Ct

Milton, FL

3 beds | 2 baths | 1,549 sq.ft.

$279,000

Airbnb cash on cash: 4.73%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $2412

Traditional Rental Income: $2038

Airbnb ROI: 4.73%

Traditional ROI: 5.56%

7986 Majestic Cypress Dr

Milton, FL

3 beds | 3 baths | 2,412 sq.ft.

$522,500

Airbnb cash on cash: 2.3%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $2412

Traditional Rental Income: $2732

Airbnb ROI: 2.3%

Traditional ROI: 4.17%

4321 Jelinek Dr

Milton, FL

4 beds | 3 baths | 2,430 sq.ft.

$849,999

Airbnb cash on cash: 1.92%

Traditional cash on cash: 1.75%

Airbnb Rental Income: $3798

Traditional Rental Income: $2836

Airbnb ROI: 1.92%