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.	$259,000	Airbnb cash on cash: 9.82% Traditional cash on cash: 6.21% Airbnb Rental Income: $3798 Traditional Rental Income: $2093 Airbnb ROI: 9.82% Traditional ROI: 6.21%
7979 Majestic Cypress Dr Milton, FL *OPEN HOUSE SAT 12/06 FROM 2-4 PM* PRICE REDUCED! Welcome to your dream home! This stu...	4 beds \| 3 baths \| 2,667 sq.ft.	$479,900	Airbnb cash on cash: 4.51% Traditional cash on cash: 4.5% Airbnb Rental Income: $3798 Traditional Rental Income: $2971 Airbnb ROI: 4.51% Traditional ROI: 4.5%
9543 Quiet Creek Rd Milton, FL Country Road, take me home, to the place I belong. With over 3000 sqft spread over 3 level...	4 beds \| 3 baths \| 3,076 sq.ft.	$299,000	Airbnb cash on cash: 8.65% Traditional cash on cash: 6.9% Airbnb Rental Income: $3798 Traditional Rental Income: $2483 Airbnb ROI: 8.65% Traditional ROI: 6.9%
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.	$1,249,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 3.01% Airbnb Rental Income: $3798 Traditional Rental Income: $5044 Airbnb ROI: 1.23% Traditional ROI: 3.01%
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.	$525,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 4.15% Airbnb Rental Income: $2412 Traditional Rental Income: $2732 Airbnb ROI: 2.29% Traditional ROI: 4.15%
8905 Clearbrook Dr Milton, FL Move FastâThis One Truly Has It All Welcome to 8905 Clearbrook Drive, tucked within a d...	3 beds \| 2 baths \| 1,661 sq.ft.	$315,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 4.88% Airbnb Rental Income: $2412 Traditional Rental Income: $2096 Airbnb ROI: 3.95% Traditional ROI: 4.88%
4504 Edgewood Dr Milton, FL Welcome to this beautifully maintained 3 bedroom, 2 bathroom brick home that blends comfor...	3 beds \| 2 baths \| 1,120 sq.ft.	$225,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 6.02% Airbnb Rental Income: $2412 Traditional Rental Income: $1777 Airbnb ROI: 6.23% Traditional ROI: 6.02%
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%
6767 Margaret St Milton, FL Solid brick home in a prime Milton location with excellent long-term value potential! This...	2 beds \| 1 baths \| 960 sq.ft.	$170,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 6.41% Airbnb Rental Income: $1704 Traditional Rental Income: $1437 Airbnb ROI: 5.14% Traditional ROI: 6.41%
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%
6819 Old West Ln Milton, FL Pool Home Near Whiting Field â No HOA! Located in a rapidly growing area of Milton, this...	4 beds \| 2 baths \| 1,420 sq.ft.	$290,000	Airbnb cash on cash: 9.04% Traditional cash on cash: 5.44% Airbnb Rental Income: $3798 Traditional Rental Income: $1994 Airbnb ROI: 9.04% Traditional ROI: 5.44%
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.	$379,900	Airbnb cash on cash: 6.15% Traditional cash on cash: 4.9% Airbnb Rental Income: $3798 Traditional Rental Income: $2533 Airbnb ROI: 6.15% Traditional ROI: 4.9%
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%
3218 Atlas Dr Milton, FL *MOVE-IN READY* Charming 3 bedroom, 2.5 bath home. Must see this charming new home by...	3 beds \| 3 baths \| 1,500 sq.ft.	$274,899	Airbnb cash on cash: 5.64% Traditional cash on cash: 6.92% Airbnb Rental Income: $2412 Traditional Rental Income: $2153 Airbnb ROI: 5.64% Traditional ROI: 6.92%
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%
8625 Hwy 90 Milton, FL Sweet little home with large den.. in need of many updates to convey as-is.....Good sized ...	2 beds \| 1 baths \| 1,000 sq.ft.	$174,400	Airbnb cash on cash: 5.72% Traditional cash on cash: 6.26% Airbnb Rental Income: $1704 Traditional Rental Income: $1322 Airbnb ROI: 5.72% Traditional ROI: 6.26%
3220 Atlas Dr Milton, FL *MOVE-IN READY* Charming 3 bedroom, 2.5 bath home, built by a local quality builder. ...	3 beds \| 3 baths \| 1,831 sq.ft.	$324,899	Airbnb cash on cash: 3.77% Traditional cash on cash: 5.96% Airbnb Rental Income: $2412 Traditional Rental Income: $2489 Airbnb ROI: 3.77% Traditional ROI: 5.96%
5476 Oakshire Rd Milton, FL RENO OPPORTUNITY FULL BRICK HOME ON 1.4+ ACRES ON OAKSHIRE RD! This spacious home is tuck...	3 beds \| 2 baths \| 1,352 sq.ft.	$250,000	Airbnb cash on cash: 5.44% Traditional cash on cash: 5.54% Airbnb Rental Income: $2412 Traditional Rental Income: $1845 Airbnb ROI: 5.44% Traditional ROI: 5.54%
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.	$235,000	Airbnb cash on cash: 6.6% Traditional cash on cash: 7.11% Airbnb Rental Income: $2412 Traditional Rental Income: $1936 Airbnb ROI: 6.6% Traditional ROI: 7.11%
5785 Guinevere Lane Milton, FL 1% CREDIT TOWARDS CLOSING COSTS AND/OR RATE BUY DOWN WITH PREFERRED LENDER! Welcome to thi...	4 beds \| 2 baths \| 2,037 sq.ft.	$289,999	Airbnb cash on cash: 8.59% Traditional cash on cash: 5.97% Airbnb Rental Income: $3798 Traditional Rental Income: $2259 Airbnb ROI: 8.59% Traditional ROI: 5.97%
6293 Churchill Cir Milton, FL Seller to contribute towards buyers closing cost! Check out this beautiful, 1,830 square f...	4 beds \| 2 baths \| 1,830 sq.ft.	$300,000	Airbnb cash on cash: 8.25% Traditional cash on cash: 5.54% Airbnb Rental Income: $3798 Traditional Rental Income: $2209 Airbnb ROI: 8.25% Traditional ROI: 5.54%
6634 Yellow Hill Drive Milton, FL Currently going through FORECLOSURE and PROBATE COURT. Spacious 3BR/2BA home in Milton wit...	3 beds \| 2 baths \| 1,848 sq.ft.	$230,000	Airbnb cash on cash: 5.76% Traditional cash on cash: 6.59% Airbnb Rental Income: $2412 Traditional Rental Income: $2001 Airbnb ROI: 5.76% Traditional ROI: 6.59%
5261 Gaineswood Drive Milton, FL *Back on market at no fault to the seller, VA assumption could not get approved by buyer...	4 beds \| 3 baths \| 2,371 sq.ft.	$375,000	Airbnb cash on cash: 7.15% Traditional cash on cash: 6.42% Airbnb Rental Income: $3798 Traditional Rental Income: $2717 Airbnb ROI: 7.15% Traditional ROI: 6.42%
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%
7022 Marissa point Lane Milton, FL Welcome to your dream home! Nestled in desirable location. this beautifully updated proper...	4 beds \| 2 baths \| 2,103 sq.ft.	$320,000	Airbnb cash on cash: 7.96% Traditional cash on cash: 4.64% Airbnb Rental Income: $3798 Traditional Rental Income: $1978 Airbnb ROI: 7.96% Traditional ROI: 4.64%
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%
5935 Diligence Court Milton, FL Tucked away on a quiet cul-de-sac, this 4 bed, 2 bath home rests on a 0.37-acre lot with n...	4 beds \| 2 baths \| 1,826 sq.ft.	$339,900	Airbnb cash on cash: 7.88% Traditional cash on cash: 5.65% Airbnb Rental Income: $3798 Traditional Rental Income: $2264 Airbnb ROI: 7.88% Traditional ROI: 5.65%
5653 Burr St Milton, FL Welcome to this spacious 4BR/3BA home with an additional office/bonus room, located in a q...	4 beds \| 3 baths \| 2,311 sq.ft.	$359,900	Airbnb cash on cash: 6.55% Traditional cash on cash: 5.67% Airbnb Rental Income: $3798 Traditional Rental Income: $2679 Airbnb ROI: 6.55% Traditional ROI: 5.67%
5905 Castle Dr Milton, FL This charming 3-bedroom, 2-bath brick home offers 1,492 square feet of comfortable living ...	3 beds \| 2 baths \| 1,492 sq.ft.	$263,900	Airbnb cash on cash: 5.89% Traditional cash on cash: 6.63% Airbnb Rental Income: $2412 Traditional Rental Income: $2006 Airbnb ROI: 5.89% Traditional ROI: 6.63%
2745 Terry Cove Dr Milton, FL Waterfront under $300K! This 2-bedroom, 2-bath duplex with 1,312 sq ft sits right on the w...	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%
5348 Oak Hammock Court Milton, FL Check out this amazing four sided brick home on a half acre lot located Milton. This home ...	4 beds \| 2 baths \| 1,915 sq.ft.	$325,000	Airbnb cash on cash: 7.56% Traditional cash on cash: 4.42% Airbnb Rental Income: $3798 Traditional Rental Income: $2017 Airbnb ROI: 7.56% Traditional ROI: 4.42%

Real Estate investment in Milton, FL

There are 406 properties for sale in the city of Milton . The median list price in Milton is $319,900 and the average price per square foot is $169. In November 2025, the average monthly cash on cash return in Milton is 6.00%. The average monthly rental income in Milton is $2,204.

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

There are 406 investment properties available for sale in Milton.

In 2025, 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.

$259,000

Airbnb cash on cash: 9.82%

Traditional cash on cash: 6.21%

Airbnb Rental Income: $3798

Traditional Rental Income: $2093

Airbnb ROI: 9.82%

Traditional ROI: 6.21%

7979 Majestic Cypress Dr

Milton, FL

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

$479,900

Airbnb cash on cash: 4.51%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $3798

Traditional Rental Income: $2971

Airbnb ROI: 4.51%

Traditional ROI: 4.5%

9543 Quiet Creek Rd

Milton, FL

4 beds | 3 baths | 3,076 sq.ft.

$299,000

Airbnb cash on cash: 8.65%

Traditional cash on cash: 6.9%

Airbnb Rental Income: $3798

Traditional Rental Income: $2483

Airbnb ROI: 8.65%

Traditional ROI: 6.9%

5517 Bay Meadows Dr

Milton, FL

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

$1,249,000

Airbnb cash on cash: 1.23%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $3798

Traditional Rental Income: $5044

Airbnb ROI: 1.23%

Traditional ROI: 3.01%

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.

$525,000

Airbnb cash on cash: 2.29%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $2412

Traditional Rental Income: $2732

Airbnb ROI: 2.29%

Traditional ROI: 4.15%

8905 Clearbrook Dr

Milton, FL

3 beds | 2 baths | 1,661 sq.ft.

$315,000

Airbnb cash on cash: 3.95%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $2412

Traditional Rental Income: $2096

Airbnb ROI: 3.95%