Real Estate Investment Properties for Sale in Wellington, FL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
9857 Via Grande W Wellington, FL Nestled in the highly sought-after 55+ community of Buena Vida, this elegant Mediterranean...	2 beds \| 2 baths \| 2,364 sq.ft.	$514,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 5.09% Airbnb Rental Income: $1513 Traditional Rental Income: $3816 Airbnb ROI: -0.62% Traditional ROI: 5.09%
8709 Via Grande E Wellington, FL This meticulously maintained home boasts 2 spacious bedrooms and 2.5 baths, reflecting a c...	2 beds \| 3 baths \| 2,364 sq.ft.	$559,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 6.33% Airbnb Rental Income: $1513 Traditional Rental Income: $4525 Airbnb ROI: -0.28% Traditional ROI: 6.33%
9469 Via Elegante Wellington, FL Welcome to a luxury sanctuary in prestigious Buena Vida! Completely reimagined from top to...	3 beds \| 2 baths \| 2,229 sq.ft.	$775,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.8% Airbnb Rental Income: $2378 Traditional Rental Income: $3580 Airbnb ROI: 0.33% Traditional ROI: 2.8%
9842 Via Elegante Wellington, FL Experience the ease of South Florida living in this meticulously maintained, move in ready...	2 beds \| 2 baths \| 2,364 sq.ft.	$514,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 6.49% Airbnb Rental Income: $1513 Traditional Rental Income: $4290 Airbnb ROI: -0.2% Traditional ROI: 6.49%
8601 Via Grande E Wellington, FL This Ventana model situated on one of the premier lakefront lots in the sought-after Buena...	2 beds \| 2 baths \| 2,322 sq.ft.	$575,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 5.82% Airbnb Rental Income: $1513 Traditional Rental Income: $4417 Airbnb ROI: -0.31% Traditional ROI: 5.82%
9902 Via Elegante Wellington, FL Welcome to effortless resort-style living in this immaculately maintained, original-owner ...	2 beds \| 2 baths \| 2,364 sq.ft.	$539,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 5.92% Airbnb Rental Income: $1513 Traditional Rental Income: $4168 Airbnb ROI: -0.22% Traditional ROI: 5.92%
9724 Via Grandezza W Wellington, FL Stunning LAKEFRONT HOME on a CORNER LOT in Buena Vida! Welcome to the beautiful and highly...	3 beds \| 3 baths \| 2,473 sq.ft.	$539,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 7.54% Airbnb Rental Income: $2378 Traditional Rental Income: $5260 Airbnb ROI: 0.66% Traditional ROI: 7.54%
9377 Via Grande W Wellington, FL Welcome to Buena Vida, one of Wellington's premier 55+ resort-style communities, located j...	2 beds \| 2 baths \| 1,886 sq.ft.	$500,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 5.35% Airbnb Rental Income: $1513 Traditional Rental Income: $3583 Airbnb ROI: -0.02% Traditional ROI: 5.35%
2442 Windsor Way Ct Wellington, FL Explore an exceptional 3-bedroom plus den/bonus room, 4.5-bath townhouse in the esteemed P...	3 beds \| 4 baths \| 3,167 sq.ft.	$1,250,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 5.91% Airbnb Rental Income: $2378 Traditional Rental Income: $9681 Airbnb ROI: -0.87% Traditional ROI: 5.91%
12570 Mallet Cir Wellington, FL Totally renovated 3 bedroom 3 bath home in coveted Chukker Cove at Palm beach Polo & Count...	3 beds \| 2 baths \| 2,176 sq.ft.	$2,482,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -0.04% Airbnb Rental Income: $2378 Traditional Rental Income: $4854 Airbnb ROI: -1.34% Traditional ROI: -0.04%
4915 Stables Way Wellington, FL Location, Location, Location! This gated 5 acre 20 stall Stables Way equestrian oasis has ...	4 beds \| 5 baths \| 3,039 sq.ft.	$6,900,000	Airbnb cash on cash: -1.19% Traditional cash on cash: -0.2% Airbnb Rental Income: $4195 Traditional Rental Income: $9641 Airbnb ROI: -1.19% Traditional ROI: -0.2%
11913 Donlin Dr Wellington, FL Welcome to 11913 Donlin Dr, a beautifully renovated two-story townhouse located in the des...	3 beds \| 2 baths \| 2,084 sq.ft.	$500,000	Airbnb cash on cash: 0% Traditional cash on cash: 4.03% Airbnb Rental Income: $2378 Traditional Rental Income: $3678 Airbnb ROI: 0% Traditional ROI: 4.03%
8222 Dominica Pl Wellington, FL Situated at the end of a quiet cul-de-sac within the 24-hour manned, guard-gated community...	3 beds \| 3 baths \| 2,295 sq.ft.	$848,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 4.02% Airbnb Rental Income: $2378 Traditional Rental Income: $4687 Airbnb ROI: 0.35% Traditional ROI: 4.02%
15455 De Havilland Court Wellington, FL This gorgeous pool home is situated on a larger, 1.13-acre, private lot in one of Wellingt...	4 beds \| 3 baths \| 2,176 sq.ft.	$2,249,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 0.27% Airbnb Rental Income: $4195 Traditional Rental Income: $4590 Airbnb ROI: -0.34% Traditional ROI: 0.27%
4591 Siena Cir Wellington, FL This exceptional 4-bedroom, 3.5-bath home showcases a thoughtfully designed open-concept f...	4 beds \| 3 baths \| 3,140 sq.ft.	$1,170,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 3.32% Airbnb Rental Income: $4195 Traditional Rental Income: $5687 Airbnb ROI: 1.13% Traditional ROI: 3.32%
14829 Stirrup Ln Wellington, FL Fully renovated versatile home in the highly desirable neighborhood of Paddock Park and mi...	4 beds \| 4 baths \| 3,797 sq.ft.	$2,390,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.26% Airbnb Rental Income: $4195 Traditional Rental Income: $8350 Airbnb ROI: -0.02% Traditional ROI: 2.26%
15157 Oak Chase Ct Wellington, FL Located in the desirable Wellington area close schools, this beautiful 2-story home featur...	3 beds \| 2 baths \| 2,160 sq.ft.	$645,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 4.64% Airbnb Rental Income: $2378 Traditional Rental Income: $4384 Airbnb ROI: 0.34% Traditional ROI: 4.64%
1875 Oak Berry Cir Wellington, FL Welcome to the home that checks every box! Beautifully updated, impeccably maintained, and...	3 beds \| 2 baths \| 1,600 sq.ft.	$649,999	Airbnb cash on cash: 0.45% Traditional cash on cash: 5.15% Airbnb Rental Income: $2378 Traditional Rental Income: $4642 Airbnb ROI: 0.45% Traditional ROI: 5.15%
8178 Montserrat Pl Wellington, FL Welcome to this charming 2-bedroom, 2-bathroom townhouse nestled in VillageWalk of Welling...	2 beds \| 2 baths \| 1,526 sq.ft.	$530,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 4.62% Airbnb Rental Income: $1513 Traditional Rental Income: $3497 Airbnb ROI: -0.27% Traditional ROI: 4.62%
3526 Old Lighthouse Cir Wellington, FL Welcome to this 4-bedroom, 2-bathroom home in Grand Isles, a highly sought-after gated com...	4 beds \| 2 baths \| 1,805 sq.ft.	$634,900	Airbnb cash on cash: 2.92% Traditional cash on cash: 6.79% Airbnb Rental Income: $4195 Traditional Rental Income: $5654 Airbnb ROI: 2.92% Traditional ROI: 6.79%
2236 Las Casitas Dr Wellington, FL Palm Beach-chic villa bungalow-a clean, sophisticated turn-key gem. Step through the front...	3 beds \| 2 baths \| 1,524 sq.ft.	$1,200,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 0.93% Airbnb Rental Income: $2378 Traditional Rental Income: $3893 Airbnb ROI: -0.95% Traditional ROI: 0.93%
13371 Bedford Mews Ct Wellington, FL Charming 3 bedroom/2 bath detached home in Bedford Mews, just minutes from Wellington Inte...	3 beds \| 2 baths \| 1,406 sq.ft.	$615,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 3.17% Airbnb Rental Income: $2378 Traditional Rental Income: $3196 Airbnb ROI: 0.73% Traditional ROI: 3.17%
12446 Cypress Island Way Wellington, FL Exuding sophistication and timeless appeal, this stunning Cypress Island estate epitomizes...	4 beds \| 7 baths \| 5,908 sq.ft.	$6,450,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 0.36% Airbnb Rental Income: $4195 Traditional Rental Income: $13108 Airbnb ROI: -1.28% Traditional ROI: 0.36%
2135 Windsock Way Wellington, FL Only serious buyer may register to see the property. Perched along the runway in Wellingto...	5 beds \| 5 baths \| 4,544 sq.ft.	$3,850,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 0.17% Airbnb Rental Income: $4851 Traditional Rental Income: $7675 Airbnb ROI: -0.9% Traditional ROI: 0.17%
13307 Polo Club Rd #C107 Wellington, FL Beautifully renovated 3-bedroom, 3-bath Cowdray Park condo offering an expanded living are...	3 beds \| 3 baths \| 1,800 sq.ft.	$825,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 3.11% Airbnb Rental Income: $2378 Traditional Rental Income: $4281 Airbnb ROI: -0.13% Traditional ROI: 3.11%
11710 Saint Andrews Pl #202 Wellington, FL Rare opportunity! One of 3-bedroom units available in highly desirable Building 1 at Saint...	3 beds \| 2 baths \| 1,479 sq.ft.	$474,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.19% Airbnb Rental Income: $2378 Traditional Rental Income: $3235 Airbnb ROI: 0.94% Traditional ROI: 4.19%
9770 Scribner Ln Wellington, FL Discover your new lifestyle in this elegant home, perfectly situated within the highly sou...	4 beds \| 3 baths \| 2,104 sq.ft.	$699,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 3.83% Airbnb Rental Income: $3668 Traditional Rental Income: $4182 Airbnb ROI: 1.81% Traditional ROI: 3.83%
2144 Wingate Bnd Wellington, FL Welcome to Mayfair a highly sought after 55+ gated community situated in the heart of Well...	3 beds \| 2 baths \| 1,587 sq.ft.	$420,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 6.46% Airbnb Rental Income: $2378 Traditional Rental Income: $3668 Airbnb ROI: 1.69% Traditional ROI: 6.46%
11355 Pond View Dr #D104 Wellington, FL This stunning 3-bedroom, 3.1-bath Golf Cottage has been meticulously renovated and thought...	3 beds \| 3 baths \| 1,760 sq.ft.	$725,000	Airbnb cash on cash: -1.71% Traditional cash on cash: 2.23% Airbnb Rental Income: $2378 Traditional Rental Income: $4453 Airbnb ROI: -1.71% Traditional ROI: 2.23%
3032 Blue Cypress Lane Wellington, FL Located in the Blue Cypress neighborhood of Palm Beach Polo Golf and Country Club, this 4-...	4 beds \| 5 baths \| 3,075 sq.ft.	$3,600,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 0.59% Airbnb Rental Income: $4195 Traditional Rental Income: $8366 Airbnb ROI: -0.92% Traditional ROI: 0.59%
11785 St Andrews Pl #104 Wellington, FL Experience effortless luxury in this fully renovated 2-bedroom, 2-bathroom townhome locate...	2 beds \| 2 baths \| 1,401 sq.ft.	$449,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 4.57% Airbnb Rental Income: $1513 Traditional Rental Income: $3149 Airbnb ROI: -0.37% Traditional ROI: 4.57%
2690 Players Ct Wellington, FL This gorgeous home has been extensively upgraded to the highest standards of excellence.Th...	3 beds \| 4 baths \| 2,548 sq.ft.	$2,600,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 0.79% Airbnb Rental Income: $2378 Traditional Rental Income: $5451 Airbnb ROI: -0.73% Traditional ROI: 0.79%
1726 Shoreside Cir Wellington, FL You can tell this home was loved. Tucked into a quiet cul-de-sac in Wellington Lakes, it's...	3 beds \| 2 baths \| 1,419 sq.ft.	$475,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 4.54% Airbnb Rental Income: $2378 Traditional Rental Income: $3326 Airbnb ROI: 1.09% Traditional ROI: 4.54%
14564 Rolling Rock Pl Wellington, FL Arguably the best deal farm deal in town! Move-in ready for season! Renovated farm with gr...	5 beds \| 3 baths \| 2,597 sq.ft.	$2,895,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 0.83% Airbnb Rental Income: $4851 Traditional Rental Income: $5875 Airbnb ROI: 0.08% Traditional ROI: 0.83%
12768 Westhampton Cir Wellington, FL Why rent for season when you can own your own Wellington retreat? This desirable end-unit ...	3 beds \| 2 baths \| 1,779 sq.ft.	$399,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 6.56% Airbnb Rental Income: $2378 Traditional Rental Income: $3633 Airbnb ROI: 1.64% Traditional ROI: 6.56%
15600 Italian Cypress Way Wellington, FL Some homes have a great interior. Others have an exceptional location. This rare end-unit ...	3 beds \| 2 baths \| 2,335 sq.ft.	$680,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 2.54% Airbnb Rental Income: $2378 Traditional Rental Income: $3909 Airbnb ROI: -0.79% Traditional ROI: 2.54%
15688 Italian Cypress Way Wellington, FL Exceptional Value in Wellington - Premium Builder Selections & Move-In Ready! Welcome to t...	3 beds \| 2 baths \| 2,335 sq.ft.	$674,500	Airbnb cash on cash: 0.15% Traditional cash on cash: 3.46% Airbnb Rental Income: $2378 Traditional Rental Income: $3873 Airbnb ROI: 0.15% Traditional ROI: 3.46%
14332 Rolling Rock Place Wellington, FL Southern Style Charmer, Great Location! 2+ acre equestrian property in Saddle Trail on the...	4 beds \| 4 baths \| 3,459 sq.ft.	$3,550,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 0.61% Airbnb Rental Income: $4195 Traditional Rental Income: $6818 Airbnb ROI: -0.45% Traditional ROI: 0.61%
3016 Blue Cypress Ln Wellington, FL Located in the highly desirable Blue Cypress neighborhood of Palm Beach Polo, this two-sto...	4 beds \| 4 baths \| 3,197 sq.ft.	$4,900,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -0.39% Airbnb Rental Income: $4195 Traditional Rental Income: $7898 Airbnb ROI: -1.4% Traditional ROI: -0.39%
8465 Belize Pl Wellington, FL Experience refined living in a coveted Wellington address, offering easy access to Welling...	4 beds \| 4 baths \| 2,499 sq.ft.	$1,100,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.56% Airbnb Rental Income: $4195 Traditional Rental Income: $6020 Airbnb ROI: 0.91% Traditional ROI: 3.56%

Real Estate investment in Wellington, FL

There are 407 properties for sale in the city of Wellington . The median list price in Wellington is $649,570 and the average price per square foot is $261. In October 2026, the average monthly cash on cash return in Wellington is 3.00%. The average monthly rental income in Wellington is $3,731.

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

There are 407 investment properties available for sale in Wellington.

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

The ROI for Long-Term is higher than the Short-Term in Wellington with average rental income of $3,731.

Your search for investment property begins and ends here

Investment Property for Sale in Wellington, FL

9857 Via Grande W

Wellington, FL

2 beds | 2 baths | 2,364 sq.ft.

$514,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $1513

Traditional Rental Income: $3816

Airbnb ROI: -0.62%

Traditional ROI: 5.09%

8709 Via Grande E

Wellington, FL

2 beds | 3 baths | 2,364 sq.ft.

$559,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 6.33%

Airbnb Rental Income: $1513

Traditional Rental Income: $4525

Airbnb ROI: -0.28%

Traditional ROI: 6.33%

9469 Via Elegante

Wellington, FL

3 beds | 2 baths | 2,229 sq.ft.

$775,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 2.8%

Airbnb Rental Income: $2378

Traditional Rental Income: $3580

Airbnb ROI: 0.33%

Traditional ROI: 2.8%

9842 Via Elegante

Wellington, FL

2 beds | 2 baths | 2,364 sq.ft.

$514,900

Airbnb cash on cash: -0.2%

Traditional cash on cash: 6.49%

Airbnb Rental Income: $1513

Traditional Rental Income: $4290

Airbnb ROI: -0.2%

Traditional ROI: 6.49%

8601 Via Grande E

Wellington, FL

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

$575,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 5.82%

Airbnb Rental Income: $1513

Traditional Rental Income: $4417

Airbnb ROI: -0.31%

Traditional ROI: 5.82%

9902 Via Elegante

Wellington, FL

2 beds | 2 baths | 2,364 sq.ft.

$539,900

Airbnb cash on cash: -0.22%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $1513

Traditional Rental Income: $4168

Airbnb ROI: -0.22%

Traditional ROI: 5.92%

9724 Via Grandezza W

Wellington, FL

3 beds | 3 baths | 2,473 sq.ft.

$539,000

Airbnb cash on cash: 0.66%

Traditional cash on cash: 7.54%

Airbnb Rental Income: $2378

Traditional Rental Income: $5260

Airbnb ROI: 0.66%

Traditional ROI: 7.54%

9377 Via Grande W

Wellington, FL

2 beds | 2 baths | 1,886 sq.ft.

$500,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $1513

Traditional Rental Income: $3583

Airbnb ROI: -0.02%