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.	$735,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 4.55% Airbnb Rental Income: $3798 Traditional Rental Income: $4500 Airbnb ROI: 2.32% Traditional ROI: 4.55%
6025 Happy Hollow Dr Milton, FL Welcome to your move-in ready 4 bedroom/2.5 bath all wood cypress exterior home situated o...	4 beds \| 3 baths \| 2,151 sq.ft.	$499,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 3.67% Airbnb Rental Income: $3798 Traditional Rental Income: $2684 Airbnb ROI: 4.29% Traditional ROI: 3.67%
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%
5633 Lia Dr Milton, FL ASK ABOUT 100% USDA FINANCING! Adorable brick 3BR, 2BA in Milton on a 1/2 acre with a lo...	3 beds \| 2 baths \| 1,728 sq.ft.	$315,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 4.62% Airbnb Rental Income: $2412 Traditional Rental Income: $2020 Airbnb ROI: 3.95% Traditional ROI: 4.62%
4321 Jelinek Dr Milton, FL Welcome to your marvel retreatâwhere unmatched durability meets refined coastal living. ...	4 beds \| 3 baths \| 2,430 sq.ft.	$915,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 1.55% Airbnb Rental Income: $3798 Traditional Rental Income: $2836 Airbnb ROI: 1.72% Traditional ROI: 1.55%
6222 Cottage Woods Dr Milton, FL Beautiful home with NEW roof. Low maintenance yard in a prime location! This home features...	3 beds \| 3 baths \| 1,544 sq.ft.	$234,999	Airbnb cash on cash: 5.86% Traditional cash on cash: 6.89% Airbnb Rental Income: $2412 Traditional Rental Income: $2050 Airbnb ROI: 5.86% Traditional ROI: 6.89%
6700 Ventura Blvd Milton, FL Gorgeous home, spacious lot, wonderful layout! Picture yourself in this wonderful home fe...	2 beds \| 1 baths \| 1,106 sq.ft.	$210,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 5.35% Airbnb Rental Income: $1704 Traditional Rental Income: $1400 Airbnb ROI: 4.5% Traditional ROI: 5.35%
6463 Barnes St Milton, FL Step into timeless style in this beautifully updated mid-century residence that blends cla...	3 beds \| 2 baths \| 1,836 sq.ft.	$219,900	Airbnb cash on cash: 7.05% Traditional cash on cash: 9.03% Airbnb Rental Income: $2412 Traditional Rental Income: $2234 Airbnb ROI: 7.05% Traditional ROI: 9.03%
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.	$300,000	Airbnb cash on cash: 8.71% Traditional cash on cash: 5.23% Airbnb Rental Income: $3798 Traditional Rental Income: $1994 Airbnb ROI: 8.71% Traditional ROI: 5.23%
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.	$365,000	Airbnb cash on cash: 6.72% Traditional cash on cash: 5.18% Airbnb Rental Income: $3798 Traditional Rental Income: $2447 Airbnb ROI: 6.72% Traditional ROI: 5.18%
8916 Clearbrook Dr Milton, FL Discover this spectacular 4 bedroom, 3 bathroom residence built by a reputable local build...	4 beds \| 3 baths \| 2,348 sq.ft.	$385,000	Airbnb cash on cash: 6.29% Traditional cash on cash: 5.4% Airbnb Rental Income: $3798 Traditional Rental Income: $2653 Airbnb ROI: 6.29% Traditional ROI: 5.4%
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%
3329 Sunset Bayou Dr Milton, FL * OPEN HOUSE Saturday and Sunday August 30-31 12pm -2p, * Looking for a pool home with...	3 beds \| 2 baths \| 2,225 sq.ft.	$399,900	Airbnb cash on cash: 3.36% Traditional cash on cash: 5.15% Airbnb Rental Income: $2412 Traditional Rental Income: $2493 Airbnb ROI: 3.36% Traditional ROI: 5.15%
5402 New Abbey Ln Milton, FL This elegant and luxurious custom home is located in the gated and exclusive community of ...	3 beds \| 2 baths \| 2,067 sq.ft.	$439,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 3.87% Airbnb Rental Income: $2412 Traditional Rental Income: $2407 Airbnb ROI: 2.45% Traditional ROI: 3.87%
4281 Tomahawk Trl Milton, FL *Join us for an open house Saturday July 19th from 12-2PM*Price Improvement! This ador...	3 beds \| 2 baths \| 1,356 sq.ft.	$224,900	Airbnb cash on cash: 6.24% Traditional cash on cash: 6.04% Airbnb Rental Income: $2412 Traditional Rental Income: $1779 Airbnb ROI: 6.24% Traditional ROI: 6.04%
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%
5264 Sewell Rd Milton, FL Seller is offering an allowance for buyer to use toward flooring, or Paint, or Fence with ...	3 beds \| 2 baths \| 1,206 sq.ft.	$210,000	Airbnb cash on cash: 7.2% Traditional cash on cash: 6.52% Airbnb Rental Income: $2412 Traditional Rental Income: $1685 Airbnb ROI: 7.2% Traditional ROI: 6.52%
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.	$174,500	Airbnb cash on cash: 5.71% Traditional cash on cash: 6.26% Airbnb Rental Income: $1704 Traditional Rental Income: $1322 Airbnb ROI: 5.71% Traditional ROI: 6.26%
5785 Guinevere Ln Milton, FL Welcome to this well maintained 4-bedroom, 2-bathroom home offering just over 2,000 sq ft ...	4 beds \| 2 baths \| 2,037 sq.ft.	$324,950	Airbnb cash on cash: 7.48% Traditional cash on cash: 5.13% Airbnb Rental Income: $3798 Traditional Rental Income: $2259 Airbnb ROI: 7.48% Traditional ROI: 5.13%
5261 Gaineswood Drive Milton, FL Welcome to this beautifully maintained brick home in Milton, ideally situated just off Hwy...	4 beds \| 3 baths \| 2,371 sq.ft.	$365,000	Airbnb cash on cash: 7.37% Traditional cash on cash: 6.62% Airbnb Rental Income: $3798 Traditional Rental Income: $2717 Airbnb ROI: 7.37% Traditional ROI: 6.62%
5253 Gaineswood Drive Milton, FL Seller is offering $10,000 anyway money! Welcome to 5253 Gaineswood Dr, a beautifully main...	4 beds \| 3 baths \| 2,669 sq.ft.	$455,887	Airbnb cash on cash: 4.97% Traditional cash on cash: 4.44% Airbnb Rental Income: $3798 Traditional Rental Income: $2751 Airbnb ROI: 4.97% Traditional ROI: 4.44%
7022 Marissa point Lane Milton, FL Welcome to your dream home! Nestled in desirable location. this beautifully updated prop...	4 beds \| 2 baths \| 2,103 sq.ft.	$329,000	Airbnb cash on cash: 7.72% Traditional cash on cash: 4.49% Airbnb Rental Income: $3798 Traditional Rental Income: $1978 Airbnb ROI: 7.72% Traditional ROI: 4.49%
5935 Diligence Ct Milton, FL Welcome to this immaculately maintained 4-bedroom, 2-bath home in Milton, built in 2020 an...	4 beds \| 2 baths \| 1,826 sq.ft.	$345,000	Airbnb cash on cash: 7.75% Traditional cash on cash: 5.56% Airbnb Rental Income: $3798 Traditional Rental Income: $2264 Airbnb ROI: 7.75% Traditional ROI: 5.56%
9269 Tara Cir Milton, FL Discover your dream home at 9269 Tara Circle, Milton, FL 32583! This charming residence of...	3 beds \| 2 baths \| 1,678 sq.ft.	$349,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 3.9% Airbnb Rental Income: $2412 Traditional Rental Income: $1971 Airbnb ROI: 3.44% Traditional ROI: 3.9%
5653 Burr St Milton, FL OPEN HOUSE scheduled for Saturday, July 19, 2025 from 10-2!! Come see me to tour this hom...	4 beds \| 3 baths \| 2,311 sq.ft.	$362,900	Airbnb cash on cash: 6.49% Traditional cash on cash: 5.61% Airbnb Rental Income: $3798 Traditional Rental Income: $2679 Airbnb ROI: 6.49% Traditional ROI: 5.61%
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 *Open House Saturday July 19 11-1PM*Tucked away in a quiet cul-de-sac in a well-establ...	4 beds \| 3 baths \| 3,057 sq.ft.	$485,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 4.85% Airbnb Rental Income: $3798 Traditional Rental Income: $2979 Airbnb ROI: 4.84% Traditional ROI: 4.85%
6644 Maple St Milton, FL Discover this charming and spacious home featuring three bedrooms and three full baths. No...	3 beds \| 3 baths \| 1,838 sq.ft.	$254,185	Airbnb cash on cash: 5.98% Traditional cash on cash: 6.89% Airbnb Rental Income: $2412 Traditional Rental Income: $2038 Airbnb ROI: 5.98% Traditional ROI: 6.89%
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.	$330,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 5.24% Airbnb Rental Income: $2412 Traditional Rental Income: $2105 Airbnb ROI: 4.32% Traditional ROI: 5.24%
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%
6369 Fagen Ln Milton, FL This beautiful 3-bedroom, 2-bath home offers quality construction with no wasted space and...	3 beds \| 2 baths \| 1,336 sq.ft.	$299,900	Airbnb cash on cash: 4.24% Traditional cash on cash: 4.39% Airbnb Rental Income: $2412 Traditional Rental Income: $1863 Airbnb ROI: 4.24% Traditional ROI: 4.39%
5348 Oak Hammock Court Milton, FL Well-kept 4-sided brick home on a quiet cul-de-sac with no HOA, sitting on a half-acre lot...	4 beds \| 2 baths \| 1,915 sq.ft.	$367,700	Airbnb cash on cash: 6.58% Traditional cash on cash: 3.8% Airbnb Rental Income: $3798 Traditional Rental Income: $2017 Airbnb ROI: 6.58% Traditional ROI: 3.8%
4633 Bayside Dr Milton, FL ZERO DOWN USDA LOAN ELIGIBLE! * Welcome to peaceful bayside living just minutes from I-10â...	3 beds \| 2 baths \| 2,185 sq.ft.	$394,899	Airbnb cash on cash: 3.26% Traditional cash on cash: 5.89% Airbnb Rental Income: $2412 Traditional Rental Income: $2793 Airbnb ROI: 3.26% Traditional ROI: 5.89%
6586 Sellers Dr Milton, FL 3 bedroom 2 full bath home is located in Milton with convenient access to Milton High Scho...	3 beds \| 2 baths \| 1,746 sq.ft.	$214,900	Airbnb cash on cash: 7.21% Traditional cash on cash: 8.85% Airbnb Rental Income: $2412 Traditional Rental Income: $2154 Airbnb ROI: 7.21% Traditional ROI: 8.85%
8079 Silver Maple Dr Milton, FL This beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of style, spac...	4 beds \| 3 baths \| 2,380 sq.ft.	$390,000	Airbnb cash on cash: 6.8% Traditional cash on cash: 6.39% Airbnb Rental Income: $3798 Traditional Rental Income: $2828 Airbnb ROI: 6.8% Traditional ROI: 6.39%
5614 Rosebay St Milton, FL Great location! Awesome 3 bedroom, 2 bath family home located in the popular Timber Ridge ...	3 beds \| 2 baths \| 1,902 sq.ft.	$329,900	Airbnb cash on cash: 4.21% Traditional cash on cash: 5.39% Airbnb Rental Income: $2412 Traditional Rental Income: $2186 Airbnb ROI: 4.21% Traditional ROI: 5.39%
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%
5271 Suwanee St Milton, FL Beautiful 3 bedroom/2 bath home on private half acre lot in sought after Avalon Beach comm...	3 beds \| 2 baths \| 1,724 sq.ft.	$299,900	Airbnb cash on cash: 4.81% Traditional cash on cash: 5.71% Airbnb Rental Income: $2412 Traditional Rental Income: $2075 Airbnb ROI: 4.81% Traditional ROI: 5.71%
9863 Nichols Lake Rd Milton, FL Discover this stunning 4-bedroom, 2-bathroom family home with a spacious 2-car garage, con...	4 beds \| 2 baths \| 2,117 sq.ft.	$435,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 4.13% Airbnb Rental Income: $3798 Traditional Rental Income: $2372 Airbnb ROI: 5.61% Traditional ROI: 4.13%
3006 N 18th Ave Milton, FL Welcome to this beautifully upgraded 2022 custom-built home on an oversized corner lot, ju...	3 beds \| 3 baths \| 1,833 sq.ft.	$375,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 5.23% Airbnb Rental Income: $2412 Traditional Rental Income: $2502 Airbnb ROI: 3.3% Traditional ROI: 5.23%

Real Estate investment in Milton, FL

There are 422 properties for sale in the city of Milton . The median list price in Milton is $332,900 and the average price per square foot is $169. In September 2025, the average monthly cash on cash return in Milton is 5.00%. The average monthly rental income in Milton is $2,250.

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

There are 422 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.

$735,000

Airbnb cash on cash: 2.32%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $3798

Traditional Rental Income: $4500

Airbnb ROI: 2.32%

Traditional ROI: 4.55%

6025 Happy Hollow Dr

Milton, FL

4 beds | 3 baths | 2,151 sq.ft.

$499,000

Airbnb cash on cash: 4.29%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $3798

Traditional Rental Income: $2684

Airbnb ROI: 4.29%

Traditional ROI: 3.67%

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%

5633 Lia Dr

Milton, FL

3 beds | 2 baths | 1,728 sq.ft.

$315,000

Airbnb cash on cash: 3.95%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $2412

Traditional Rental Income: $2020

Airbnb ROI: 3.95%

Traditional ROI: 4.62%

4321 Jelinek Dr

Milton, FL

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

$915,000

Airbnb cash on cash: 1.72%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $3798

Traditional Rental Income: $2836

Airbnb ROI: 1.72%

Traditional ROI: 1.55%

6222 Cottage Woods Dr

Milton, FL

3 beds | 3 baths | 1,544 sq.ft.

$234,999

Airbnb cash on cash: 5.86%

Traditional cash on cash: 6.89%

Airbnb Rental Income: $2412

Traditional Rental Income: $2050

Airbnb ROI: 5.86%

Traditional ROI: 6.89%

6700 Ventura Blvd

Milton, FL

2 beds | 1 baths | 1,106 sq.ft.

$210,000

Airbnb cash on cash: 4.5%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $1704

Traditional Rental Income: $1400

Airbnb ROI: 4.5%

Traditional ROI: 5.35%

6463 Barnes St

Milton, FL

3 beds | 2 baths | 1,836 sq.ft.

$219,900

Airbnb cash on cash: 7.05%

Traditional cash on cash: 9.03%

Airbnb Rental Income: $2412

Traditional Rental Income: $2234

Airbnb ROI: 7.05%