Real Estate Investment Properties for Sale in Longwood, FL

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

Explore a variety of short-term homes & houses in Longwood, FL. Invest wisely with VRBO & Longwood, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Wantage Investment Property for Sale in Longwood, FL

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Showing 61 Wantage Investment Property 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
3996 RADLEY COURT #3996 Longwood, FL One or more photo(s) has been virtually staged. Do not miss this excellent opportunity to ...	2 beds \| 2 baths \| 1,427 sq.ft.	$250,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 3.27% Airbnb Rental Income: $1115 Traditional Rental Income: $1988 Airbnb ROI: -1.63% Traditional ROI: 3.27%
4102 CLUBSIDE DRIVE #4102 Longwood, FL Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point â Private, Updated & Move-In R...	2 beds \| 3 baths \| 1,380 sq.ft.	$222,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 4.04% Airbnb Rental Income: $1115 Traditional Rental Income: $1894 Airbnb ROI: -1.38% Traditional ROI: 4.04%
899 LORMANN CIRCLE Longwood, FL Welcome to your Longwood retreat. Enjoy the peace of mind that comes with no HOA! This me...	3 beds \| 2 baths \| 969 sq.ft.	$299,490	Airbnb cash on cash: 7.12% Traditional cash on cash: 4.66% Airbnb Rental Income: $3221 Traditional Rental Income: $1803 Airbnb ROI: 7.12% Traditional ROI: 4.66%
561 SHINING ARMOR LANE Longwood, FL Invest with success and buy through Auction.com. This bank-owned investment property is a ...	N/A beds \| N/A baths \| N/A	$358,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 2.71% Airbnb Rental Income: $2039 Traditional Rental Income: $1652 Airbnb ROI: 2.29% Traditional ROI: 2.71%
114 JUNIPER LANE Longwood, FL One or more photo(s) has been virtually staged. Quality that speaks for itself. Pride of o...	2 beds \| 2 baths \| 2,049 sq.ft.	$460,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 3% Airbnb Rental Income: $1115 Traditional Rental Income: $2269 Airbnb ROI: -0.41% Traditional ROI: 3%
107 CEDAR POINT LANE Longwood, FL This house comes with a REDUCED RATE through the seller's preferred lender. Welcom...	3 beds \| 3 baths \| 2,360 sq.ft.	$494,900	Airbnb cash on cash: 2.77% Traditional cash on cash: 3.23% Airbnb Rental Income: $3221 Traditional Rental Income: $2709 Airbnb ROI: 2.77% Traditional ROI: 3.23%
150 ESSEX DRIVE Longwood, FL Under contract-accepting backup offers. Step into the warmth and charm of this rare cabin-...	3 beds \| 2 baths \| 1,449 sq.ft.	$432,000	Airbnb cash on cash: 3.89% Traditional cash on cash: 3.16% Airbnb Rental Income: $3221 Traditional Rental Income: $2199 Airbnb ROI: 3.89% Traditional ROI: 3.16%
305 SWEETWATER CLUB CIRCLE Longwood, FL Located behind the gates of the exclusive, guard-gated Sweetwater Club Tennis Community, t...	4 beds \| 6 baths \| 4,975 sq.ft.	$1,400,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 0.98% Airbnb Rental Income: $5377 Traditional Rental Income: $3815 Airbnb ROI: 1.35% Traditional ROI: 0.98%
2010 E TRIANGLE DRIVE Longwood, FL Under contract-accepting backup offers. IMPORTANT NOTE: Current Flood insurance policy and...	3 beds \| 2 baths \| 1,684 sq.ft.	$339,800	Airbnb cash on cash: 5.45% Traditional cash on cash: 4.98% Airbnb Rental Income: $3221 Traditional Rental Income: $2342 Airbnb ROI: 5.45% Traditional ROI: 4.98%
990 BURLWOOD COURT Longwood, FL Under contract-accepting backup offers. ***Buyer home sale contingency fell through. Prope...	5 beds \| 4 baths \| 3,184 sq.ft.	$749,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $4300 Airbnb ROI: N/A Traditional ROI: 4.29%
572 LAKE WILDMERE COVE Longwood, FL Here is your opportunity to own a true Turn Key Investment property.This almost new townho...	4 beds \| 5 baths \| 2,294 sq.ft.	$455,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 4.01% Airbnb Rental Income: $5377 Traditional Rental Income: $3213 Airbnb ROI: 6.54% Traditional ROI: 4.01%
322 N SHADOWBAY BOULEVARD Longwood, FL Welcome to Lake Vista at Shadowbay - No HOA and No Restrictions! This beautiful and well-m...	3 beds \| 2 baths \| 1,599 sq.ft.	$525,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 3.25% Airbnb Rental Income: $3221 Traditional Rental Income: $2395 Airbnb ROI: 3.45% Traditional ROI: 3.25%
116 WILD HOLLY LANE Longwood, FL Short Sale. This townhome offers incredible potential, featuring a versatile separate offi...	2 beds \| 2 baths \| 1,722 sq.ft.	$245,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 7.51% Airbnb Rental Income: $1115 Traditional Rental Income: $2329 Airbnb ROI: 0.65% Traditional ROI: 7.51%
183 PARSONS ROAD Longwood, FL Escape into peace, nature and privacy on 12.3 acres of delightful Old Florida property. Wa...	4 beds \| 3 baths \| 3,731 sq.ft.	$5,800,000	Airbnb cash on cash: -0.49% Traditional cash on cash: -0.68% Airbnb Rental Income: $5377 Traditional Rental Income: $3288 Airbnb ROI: -0.49% Traditional ROI: -0.68%
420 SUMMIT RIDGE PLACE #200 Longwood, FL **This property qualifies for a closing cost credit up to $3,700 through the Sellerâs pr...	3 beds \| 2 baths \| 1,586 sq.ft.	$229,000	Airbnb cash on cash: 5.6% Traditional cash on cash: 4.03% Airbnb Rental Income: $3221 Traditional Rental Income: $2141 Airbnb ROI: 5.6% Traditional ROI: 4.03%
2745 Night Hawk Ct. Longwood, FL Don't miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Club....	3 beds \| 2 baths \| 1,396 sq.ft.	$340,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 3.67% Airbnb Rental Income: $3221 Traditional Rental Income: $2051 Airbnb ROI: 4.99% Traditional ROI: 3.67%
895 Pasadena Ave. Longwood, FL Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner L...	6 beds \| 4 baths \| 2,632 sq.ft.	$510,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 6.6% Airbnb Rental Income: $3221 Traditional Rental Income: $4104 Airbnb ROI: 3.23% Traditional ROI: 6.6%
1816 COVENT GARDEN LANE Longwood, FL Under contract-accepting backup offers. Gated Community! Outstanding 2 Bedroom/2.5 Baths. ...	2 beds \| 3 baths \| 1,284 sq.ft.	$287,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 4.75% Airbnb Rental Income: $1115 Traditional Rental Income: $1995 Airbnb ROI: 0.14% Traditional ROI: 4.75%
290 QUEENSBERRY COURT Longwood, FL Under contract-accepting backup offers. SELLER WILL PAY A PORTION OF BUYER'S CLOSING COSTS...	3 beds \| 2 baths \| 2,066 sq.ft.	$499,899	Airbnb cash on cash: 3.74% Traditional cash on cash: 3.72% Airbnb Rental Income: $3221 Traditional Rental Income: $2486 Airbnb ROI: 3.74% Traditional ROI: 3.72%
495 HOWARD AVENUE Longwood, FL Under contract-accepting backup offers. Welcome to your dream home! This stunning 4-bedroo...	4 beds \| 2 baths \| 1,855 sq.ft.	$419,999	Airbnb cash on cash: 9.09% Traditional cash on cash: 4.61% Airbnb Rental Income: $5377 Traditional Rental Income: $2527 Airbnb ROI: 9.09% Traditional ROI: 4.61%
112 BRANDYWINE LANE Longwood, FL Welcome to 112 Brandywine Lane, a beautifully refreshed pool home located in the highly so...	4 beds \| 3 baths \| 2,305 sq.ft.	$792,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 2.24% Airbnb Rental Income: $5377 Traditional Rental Income: $3268 Airbnb ROI: 3.56% Traditional ROI: 2.24%
140 W YORK COURT Longwood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	4 beds \| 3 baths \| 2,047 sq.ft.	$454,000	Airbnb cash on cash: 8.12% Traditional cash on cash: 5.48% Airbnb Rental Income: $5377 Traditional Rental Income: $3135 Airbnb ROI: 8.12% Traditional ROI: 5.48%
665 E CHURCH AVENUE Longwood, FL Excellent for first time home buyers. Cozy renovated 3 Bedroom 1 Bath Home in Longwood nea...	3 beds \| 1 baths \| 836 sq.ft.	$244,000	Airbnb cash on cash: 8.73% Traditional cash on cash: 4.7% Airbnb Rental Income: $3221 Traditional Rental Income: $1565 Airbnb ROI: 8.73% Traditional ROI: 4.7%
2208 COVE COURT Longwood, FL Under contract-accepting backup offers. This stunning Lake Brantley estate combines timele...	5 beds \| 5 baths \| 3,404 sq.ft.	$1,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $6386 Airbnb ROI: N/A Traditional ROI: 2.79%
421 SUMMIT RIDGE PLACE #209 Longwood, FL Almost 1000 square foot condo which has a feel like a townhome as you enter on first floor...	1 beds \| 1 baths \| 948 sq.ft.	$185,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 4.31% Airbnb Rental Income: $1304 Traditional Rental Income: $1505 Airbnb ROI: 1.03% Traditional ROI: 4.31%
672 MOSSY BRANCH COURT Longwood, FL Completely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, ...	4 beds \| 3 baths \| 3,924 sq.ft.	$799,900	Airbnb cash on cash: 4.03% Traditional cash on cash: 2.63% Airbnb Rental Income: $5377 Traditional Rental Income: $3249 Airbnb ROI: 4.03% Traditional ROI: 2.63%
230 W SABAL PALM PLACE Longwood, FL Welcome to the highly sought after, wonderfully located community of San Marco Villas in t...	3 beds \| 2 baths \| 1,484 sq.ft.	$225,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 5.63% Airbnb Rental Income: $3221 Traditional Rental Income: $2079 Airbnb ROI: 7.58% Traditional ROI: 5.63%
1126 BROWNSHIRE COURT Longwood, FL This majestic estate is a true masterpiece of elegance and timeless architecture, graceful...	5 beds \| 7 baths \| 8,100 sq.ft.	$2,598,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.63% Airbnb Rental Income: $null Traditional Rental Income: $7901 Airbnb ROI: N/A Traditional ROI: 1.63%
100 E WYNDHAM COURT Longwood, FL Welcome to this spacious 4-bedroom, 2-bath home located just three streets from Top-Rated ...	4 beds \| 2 baths \| 1,695 sq.ft.	$395,000	Airbnb cash on cash: 9.09% Traditional cash on cash: 3.86% Airbnb Rental Income: $5377 Traditional Rental Income: $2357 Airbnb ROI: 9.09% Traditional ROI: 3.86%
1841 NORTH STREET Longwood, FL Super cute 3/2 single family home, 2 minutes to the Altamonte Mall, across the street from...	3 beds \| 2 baths \| 1,025 sq.ft.	$295,000	Airbnb cash on cash: 8.35% Traditional cash on cash: 5.7% Airbnb Rental Income: $3221 Traditional Rental Income: $1873 Airbnb ROI: 8.35% Traditional ROI: 5.7%
478 WILD OAK CIRCLE Longwood, FL Under contract-accepting backup offers. Welcome to 478 Wild Oak Circle, where life extends...	4 beds \| 2 baths \| 2,574 sq.ft.	$779,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 2.34% Airbnb Rental Income: $5377 Traditional Rental Income: $3024 Airbnb ROI: 4.05% Traditional ROI: 2.34%
224 SPRINGSIDE ROAD Longwood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Th...	3 beds \| 2 baths \| 1,653 sq.ft.	$459,000	Airbnb cash on cash: 3.02% Traditional cash on cash: 2.43% Airbnb Rental Income: $3221 Traditional Rental Income: $2244 Airbnb ROI: 3.02% Traditional ROI: 2.43%
668 GEORGIA AVENUE Longwood, FL One or more photo(s) has been virtually staged. Beautifully Updated Longwood Home with No ...	3 beds \| 2 baths \| 1,700 sq.ft.	$349,900	Airbnb cash on cash: 5.5% Traditional cash on cash: 4.95% Airbnb Rental Income: $3221 Traditional Rental Income: $2308 Airbnb ROI: 5.5% Traditional ROI: 4.95%
7102 OLYMPIA COURT #7102 Longwood, FL Welcome home! Discover a beautifully remodeled condominium in one of Longwoodâs most de...	2 beds \| 3 baths \| 1,365 sq.ft.	$265,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 5.38% Airbnb Rental Income: $1115 Traditional Rental Income: $1883 Airbnb ROI: 0.81% Traditional ROI: 5.38%
490 N PIN OAK PLACE #216 Longwood, FL Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the desirable community ...	2 beds \| 2 baths \| 1,110 sq.ft.	$179,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 5.73% Airbnb Rental Income: $1115 Traditional Rental Income: $1854 Airbnb ROI: -0.28% Traditional ROI: 5.73%
737 E CHURCH AVENUE #737 and 739 Longwood, FL Income-Producing Duplex in the Heart of Longwood. Income-producing duplex ideally located ...	4 beds \| N/A baths \| 2,542 sq.ft.	$419,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 2.94% Airbnb Rental Income: $1115 Traditional Rental Income: $2204 Airbnb ROI: -0.61% Traditional ROI: 2.94%
341 FERDINAND DRIVE Longwood, FL Welcome to Columbus Harbour and this charming 3-bedroom, 2-bathroom home offering 1,667 sf...	3 beds \| 2 baths \| 1,667 sq.ft.	$419,900	Airbnb cash on cash: 3.96% Traditional cash on cash: 3.38% Airbnb Rental Income: $3221 Traditional Rental Income: $2266 Airbnb ROI: 3.96% Traditional ROI: 3.38%
204 BLUE LAKE DRIVE Longwood, FL One or more photo(s) has been virtually staged. This 4 bedroom, 3.5 bathroom pool home is ...	4 beds \| 4 baths \| 2,914 sq.ft.	$729,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 5.6% Airbnb Rental Income: $5377 Traditional Rental Income: $5058 Airbnb ROI: 4.5% Traditional ROI: 5.6%
519 STANTON PLACE Longwood, FL Charming one-story townhome located on a quiet cul-de-sac, offering extra privacy and mini...	2 beds \| 2 baths \| 1,289 sq.ft.	$325,000	Airbnb cash on cash: 3.71% Traditional cash on cash: 1.72% Airbnb Rental Income: $3221 Traditional Rental Income: $1844 Airbnb ROI: 3.71% Traditional ROI: 1.72%
1037 WENTWORTH COURT Longwood, FL Back on the market due to buyer financing, offering a second chance to secure this excepti...	2 beds \| 2 baths \| 1,284 sq.ft.	$315,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 4.35% Airbnb Rental Income: $1115 Traditional Rental Income: $1848 Airbnb ROI: 0.61% Traditional ROI: 4.35%

Your search for investment property begins and ends here

Wantage Investment Property for Sale in Longwood, FL

3996 RADLEY COURT #3996

Longwood, FL

2 beds | 2 baths | 1,427 sq.ft.

$250,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $1115

Traditional Rental Income: $1988

Airbnb ROI: -1.63%

Traditional ROI: 3.27%

4102 CLUBSIDE DRIVE #4102

Longwood, FL

2 beds | 3 baths | 1,380 sq.ft.

$222,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1115

Traditional Rental Income: $1894

Airbnb ROI: -1.38%

Traditional ROI: 4.04%

899 LORMANN CIRCLE

Longwood, FL

3 beds | 2 baths | 969 sq.ft.

$299,490

Airbnb cash on cash: 7.12%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $3221

Traditional Rental Income: $1803

Airbnb ROI: 7.12%

Traditional ROI: 4.66%

561 SHINING ARMOR LANE

Longwood, FL

N/A beds | N/A baths | N/A

$358,000

Airbnb cash on cash: 2.29%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $2039

Traditional Rental Income: $1652

Airbnb ROI: 2.29%

Traditional ROI: 2.71%

114 JUNIPER LANE

Longwood, FL

2 beds | 2 baths | 2,049 sq.ft.

$460,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 3%

Airbnb Rental Income: $1115

Traditional Rental Income: $2269

Airbnb ROI: -0.41%

Traditional ROI: 3%

107 CEDAR POINT LANE

Longwood, FL

3 beds | 3 baths | 2,360 sq.ft.

$494,900

Airbnb cash on cash: 2.77%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $3221

Traditional Rental Income: $2709

Airbnb ROI: 2.77%

Traditional ROI: 3.23%

150 ESSEX DRIVE

Longwood, FL

3 beds | 2 baths | 1,449 sq.ft.

$432,000

Airbnb cash on cash: 3.89%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $3221

Traditional Rental Income: $2199

Airbnb ROI: 3.89%

Traditional ROI: 3.16%

305 SWEETWATER CLUB CIRCLE

Longwood, FL

4 beds | 6 baths | 4,975 sq.ft.

$1,400,000

Airbnb cash on cash: 1.35%

Traditional cash on cash: 0.98%

Airbnb Rental Income: $5377

Traditional Rental Income: $3815

Airbnb ROI: 1.35%