Real Estate Investment Properties for Sale in Casselberry, FL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
254 OAK PARK PLACE Casselberry, FL Located in the desirable South Division of Sunset Oaks, Seminole County, this charming sin...	4 beds \| 2 baths \| 1,966 sq.ft.	$400,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 4.78% Airbnb Rental Income: $2738 Traditional Rental Income: $2846 Airbnb ROI: 2.77% Traditional ROI: 4.78%
201 S EMBREY DRIVE Casselberry, FL Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the...	3 beds \| 2 baths \| 1,066 sq.ft.	$320,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 4.35% Airbnb Rental Income: $2003 Traditional Rental Income: $1943 Airbnb ROI: 2.82% Traditional ROI: 4.35%
368 FAIRGREEN PLACE Casselberry, FL Under contract-accepting backup offers. At the heart of Kings Point in Deer Run, where opp...	5 beds \| 2 baths \| 2,385 sq.ft.	$595,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 3.86% Airbnb Rental Income: $4214 Traditional Rental Income: $3378 Airbnb ROI: 3.76% Traditional ROI: 3.86%
987 AUTUMN GLEN LANE Casselberry, FL Under contract-accepting backup offers. Experience true peace of mind and value at 987 Aut...	4 beds \| 3 baths \| 2,991 sq.ft.	$624,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 3.86% Airbnb Rental Income: $2738 Traditional Rental Income: $3388 Airbnb ROI: 1.64% Traditional ROI: 3.86%
632 DESOTO DRIVE #632 Casselberry, FL Perfectly positioned along the shores of Lake Howell, this BEAUTIFULLY UPDATED 2-bedroom, ...	2 beds \| 2 baths \| 1,404 sq.ft.	$339,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 5.27% Airbnb Rental Income: $1350 Traditional Rental Income: $2406 Airbnb ROI: 0.65% Traditional ROI: 5.27%
461 JASMINE ROAD Casselberry, FL Under contract-accepting backup offers. Don't miss this updated Casselberry single family ...	3 beds \| 2 baths \| 1,524 sq.ft.	$355,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 4.19% Airbnb Rental Income: $2003 Traditional Rental Income: $2242 Airbnb ROI: 1.9% Traditional ROI: 4.19%
612 KENWICK CIRCLE #103 Casselberry, FL Virtually Staged. Special incentive of $5000 closing costs for buyersâask for more info!...	2 beds \| 2 baths \| 1,126 sq.ft.	$169,900	Airbnb cash on cash: -0.19% Traditional cash on cash: 6.31% Airbnb Rental Income: $1350 Traditional Rental Income: $1989 Airbnb ROI: -0.19% Traditional ROI: 6.31%
1375 LAKE DRIVE Casselberry, FL Welcome to 1375 Lake Drive in Casselberry, a beautifully fully remodeled 4-bedroom, 3-bath...	4 beds \| 3 baths \| 2,083 sq.ft.	$379,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 7.52% Airbnb Rental Income: $2738 Traditional Rental Income: $3430 Airbnb ROI: 3.76% Traditional ROI: 7.52%
421 BRIDLE PATH Casselberry, FL Under contract-accepting backup offers. Quiet neighborhood with tree lined streets * Compl...	3 beds \| 2 baths \| 1,873 sq.ft.	$474,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 2.55% Airbnb Rental Income: $2003 Traditional Rental Income: $2141 Airbnb ROI: 1.06% Traditional ROI: 2.55%
251 Pine Tree Drive Casselberry, FL Built to last and beautifully updated, this spacious 3-bedroom, 2-bath home in Casselberry...	3 beds \| 2 baths \| 1,400 sq.ft.	$319,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 4.03% Airbnb Rental Income: $2003 Traditional Rental Income: $1988 Airbnb ROI: 2.34% Traditional ROI: 4.03%
1528 CUTHILL WAY Casselberry, FL Virtually Staged. Welcome to your private oasis in the heart of Deer Run a beautifully upd...	3 beds \| 2 baths \| 1,927 sq.ft.	$549,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 2.56% Airbnb Rental Income: $2003 Traditional Rental Income: $2459 Airbnb ROI: 0.65% Traditional ROI: 2.56%
3716 IDLEBROOK CIRCLE #212 Casselberry, FL Welcome to Cabana Key, a highly desirable gated community in the heart of Casselberry wher...	3 beds \| 2 baths \| 986 sq.ft.	$215,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 3.63% Airbnb Rental Income: $2003 Traditional Rental Income: $1596 Airbnb ROI: 3.07% Traditional ROI: 3.63%
1475 BARKING DEER COVE Casselberry, FL Welcome home to this charming 3-bedroom, 2.5-bath townhome nestled in the desirable Villas...	3 beds \| 3 baths \| 1,664 sq.ft.	$325,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 4.09% Airbnb Rental Income: $2003 Traditional Rental Income: $2275 Airbnb ROI: 1.49% Traditional ROI: 4.09%
4485 WEEPING WILLOW CIRCLE Casselberry, FL Step into comfort and versatility with this beautifully maintained 4-bedroom, 2.5-bathroom...	4 beds \| 3 baths \| 1,855 sq.ft.	$435,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 4.03% Airbnb Rental Income: $2738 Traditional Rental Income: $2560 Airbnb ROI: 2.88% Traditional ROI: 4.03%
4226 CLOVERLEAF PLACE Casselberry, FL Looking for a spacious 4-bed 2-bath pool home recently updated with a brand NEW 2026 ROOF,...	4 beds \| 2 baths \| 1,676 sq.ft.	$420,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 5.16% Airbnb Rental Income: $2738 Traditional Rental Income: $2952 Airbnb ROI: 2.98% Traditional ROI: 5.16%
4192 BUGLERS REST PLACE Casselberry, FL Under contract-accepting backup offers. Welcome home to 4192 Buglers Rest Place an adorabl...	2 beds \| 2 baths \| 1,398 sq.ft.	$315,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 5.19% Airbnb Rental Income: $1350 Traditional Rental Income: $2320 Airbnb ROI: 0.52% Traditional ROI: 5.19%
915 MOONLUSTER DRIVE Casselberry, FL One or more photo(s) has been virtually staged. Tucked inside the gated community of Lost ...	3 beds \| 2 baths \| 1,953 sq.ft.	$500,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 2.81% Airbnb Rental Income: $2003 Traditional Rental Income: $2519 Airbnb ROI: 0.59% Traditional ROI: 2.81%
177 HILL STREET Casselberry, FL Under contract-accepting backup offers. Welcome to this inviting townhouse-style condomini...	2 beds \| 1 baths \| 819 sq.ft.	$210,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 4.34% Airbnb Rental Income: $1350 Traditional Rental Income: $1776 Airbnb ROI: 0.12% Traditional ROI: 4.34%
1158 CALLE DEL NORTE #C Casselberry, FL LOCATION, LOCATION, LOCATION!! Adordable and affordable 1-bedroom, 1-bath, second-floor co...	1 beds \| 1 baths \| 781 sq.ft.	$155,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 8.56% Airbnb Rental Income: $686 Traditional Rental Income: $1673 Airbnb ROI: -0.15% Traditional ROI: 8.56%
306 OAK PARK PLACE Casselberry, FL Discover this exceptional residence in the heart of Casselberry, perfectly positioned near...	3 beds \| 3 baths \| 1,854 sq.ft.	$409,900	Airbnb cash on cash: 2.1% Traditional cash on cash: 5.62% Airbnb Rental Income: $2003 Traditional Rental Income: $2830 Airbnb ROI: 2.1% Traditional ROI: 5.62%
1737 SETTING SUN LOOP Casselberry, FL What a gem! Inside the gated community of Oakhurst Reserve, step into this inviting singl...	5 beds \| 3 baths \| 2,351 sq.ft.	$575,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 3.96% Airbnb Rental Income: $4214 Traditional Rental Income: $3246 Airbnb ROI: 4.1% Traditional ROI: 3.96%
1262 SEMINOLA BOULEVARD Casselberry, FL Virtually Staged. Welcome to 1262 Seminola Blvd. , a beautifully renovated home featuring ...	2 beds \| 2 baths \| 936 sq.ft.	$324,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 5.17% Airbnb Rental Income: $1350 Traditional Rental Income: $2155 Airbnb ROI: 1.17% Traditional ROI: 5.17%
520 GEORGETOWN DRIVE Casselberry, FL One or more photo(s) has been virtually staged. ***12.6% GROSS AMOUNT â NO RENTAL WAITIN...	3 beds \| 2 baths \| 1,344 sq.ft.	$184,900	Airbnb cash on cash: 2.37% Traditional cash on cash: 6.81% Airbnb Rental Income: $2003 Traditional Rental Income: $2261 Airbnb ROI: 2.37% Traditional ROI: 6.81%
1171 CALLE DEL REY #D Casselberry, FL Well priced, 2 bedroom and 2 bath large upstairs unit ideally located in Marbeya Condomini...	2 beds \| 2 baths \| 1,040 sq.ft.	$144,900	Airbnb cash on cash: 3.61% Traditional cash on cash: 8.59% Airbnb Rental Income: $1350 Traditional Rental Income: $1628 Airbnb ROI: 3.61% Traditional ROI: 8.59%
1252 ASH TREE COVE Casselberry, FL Welcome to the CARLISLE FLOOR PLAN, a 4 BED / 2 FULL BATH / 1 HALF BATH Single Family Ho...	4 beds \| 3 baths \| 2,412 sq.ft.	$529,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 4.56% Airbnb Rental Income: $2738 Traditional Rental Income: $3140 Airbnb ROI: 2.44% Traditional ROI: 4.56%
5295 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion Fall 2025. Welcome to HIDDEN PINES by Adams Homes. Located jus...	3 beds \| 2 baths \| 1,530 sq.ft.	$332,499	Airbnb cash on cash: 3.3% Traditional cash on cash: 6.42% Airbnb Rental Income: $2003 Traditional Rental Income: $2454 Airbnb ROI: 3.3% Traditional ROI: 6.42%
1251 ASH TREE COVE Casselberry, FL Welcome to the CARLISLE FLOOR PLAN, a 4 BED / 2 FULL BATH / 1 HALF BATH Single Family Ho...	4 beds \| 3 baths \| 2,412 sq.ft.	$519,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 4.82% Airbnb Rental Income: $2738 Traditional Rental Income: $3213 Airbnb ROI: 2.51% Traditional ROI: 4.82%
474 C Street Casselberry, FL Excellent investment opportunity in Casselberry. This well-maintained 1-bedroom, 1-bath pr...	1 beds \| 1 baths \| 690 sq.ft.	$147,900	Airbnb cash on cash: -2.74% Traditional cash on cash: 7.25% Airbnb Rental Income: $686 Traditional Rental Income: $1797 Airbnb ROI: -2.74% Traditional ROI: 7.25%
781 BAYOU DRIVE Casselberry, FL One or more photo(s) has been virtually staged. Brand New 2026! This home sits in a desira...	3 beds \| 2 baths \| 1,500 sq.ft.	$299,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 4.82% Airbnb Rental Income: $2003 Traditional Rental Income: $1870 Airbnb ROI: 3.43% Traditional ROI: 4.82%
1828 GRAND RUE DRIVE Casselberry, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **...	4 beds \| 4 baths \| 2,210 sq.ft.	$380,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 4.8% Airbnb Rental Income: $2738 Traditional Rental Income: $2958 Airbnb ROI: 2.38% Traditional ROI: 4.8%
309 REDWING WAY Casselberry, FL WELCOME HOME to this charming single-family house in the desirable Sterling Park Community...	3 beds \| 2 baths \| 1,400 sq.ft.	$375,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 3.59% Airbnb Rental Income: $2003 Traditional Rental Income: $2096 Airbnb ROI: 1.84% Traditional ROI: 3.59%
800 DIANE CIRCLE Casselberry, FL Welcome to 800 Diane Dr. â a beautifully updated corner-lot home perfect for families an...	3 beds \| 2 baths \| 1,287 sq.ft.	$344,900	Airbnb cash on cash: 2.2% Traditional cash on cash: 4.73% Airbnb Rental Income: $2003 Traditional Rental Income: $2300 Airbnb ROI: 2.2% Traditional ROI: 4.73%
1289 ASH TREE COVE Casselberry, FL NEW CONSTRUCTION - Welcome to the CARLISLE FLOOR PLAN, a *4 BED / 2 FULL BATH / 1 HALF B...	4 beds \| 3 baths \| 2,412 sq.ft.	$539,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 4.46% Airbnb Rental Income: $2738 Traditional Rental Income: $3140 Airbnb ROI: 2.38% Traditional ROI: 4.46%
1000 LAKE OF THE WOODS BOULEVARD #104A Casselberry, FL Get in on the Ground Floor of this 2-bedroom 1 bath unit. 885 square feet interior plus a...	2 beds \| 1 baths \| 885 sq.ft.	$105,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 9.61% Airbnb Rental Income: $1350 Traditional Rental Income: $1700 Airbnb ROI: 2.11% Traditional ROI: 9.61%
3700 IDLEBROOK CIRCLE #110 Casselberry, FL BACK ON MARKET DUE TO BUYER'S INABILITY TO GET FINANCING APPROVAL! 2 Bedroom 1 Bath cond...	2 beds \| 1 baths \| 768 sq.ft.	$149,500	Airbnb cash on cash: 3.79% Traditional cash on cash: 8.92% Airbnb Rental Income: $1350 Traditional Rental Income: $1670 Airbnb ROI: 3.79% Traditional ROI: 8.92%
610 KENWICK CIRCLE #205 Casselberry, FL Under contract-accepting backup offers. Discover this beautifully updated second-floor con...	2 beds \| 2 baths \| 1,126 sq.ft.	$149,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 10.34% Airbnb Rental Income: $1350 Traditional Rental Income: $1941 Airbnb ROI: 3.29% Traditional ROI: 10.34%
620 LILAC ROAD Casselberry, FL 2-bedroom, 1-bath home located in an established Casselberry neighborhood with convenient ...	2 beds \| 1 baths \| 650 sq.ft.	$245,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 5.39% Airbnb Rental Income: $1350 Traditional Rental Income: $1802 Airbnb ROI: 1.65% Traditional ROI: 5.39%
82 CONCORD DRIVE Casselberry, FL Under contract-accepting backup offers. ZONED GENERAL COMMERCIAL. Rare live/work or invest...	2 beds \| 2 baths \| 924 sq.ft.	$330,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 4.66% Airbnb Rental Income: $1350 Traditional Rental Income: $1989 Airbnb ROI: 1.28% Traditional ROI: 4.66%
195 PINE KNOLL COURT Casselberry, FL Welcome to the charming community Concord Woods Village in Casselberry. This beautifully ...	2 beds \| 2 baths \| 1,124 sq.ft.	$279,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 6.1% Airbnb Rental Income: $1350 Traditional Rental Income: $2155 Airbnb ROI: 1.46% Traditional ROI: 6.1%
5334 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion late Summer 2026. Welcome to HIDDEN PINES by Adams Homes. Loca...	3 beds \| 2 baths \| 1,901 sq.ft.	$332,433	Airbnb cash on cash: 2.56% Traditional cash on cash: 6.75% Airbnb Rental Income: $2003 Traditional Rental Income: $2792 Airbnb ROI: 2.56% Traditional ROI: 6.75%

Real Estate investment in Casselberry, FL

There are 90 properties for sale in the city of Casselberry . The median list price in Casselberry is $349,791 and the average price per square foot is $221. In July 2026, the average monthly cash on cash return in Casselberry is 5.00%. The average monthly rental income in Casselberry is $2,242.

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

There are 90 investment properties available for sale in Casselberry.

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

The ROI for Long-Term is higher than the Short-Term in Casselberry with average rental income of $2,242.

Your search for investment property begins and ends here

Investment Property for Sale in Casselberry, FL

254 OAK PARK PLACE

Casselberry, FL

4 beds | 2 baths | 1,966 sq.ft.

$400,000

Airbnb cash on cash: 2.77%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $2738

Traditional Rental Income: $2846

Airbnb ROI: 2.77%

Traditional ROI: 4.78%

201 S EMBREY DRIVE

Casselberry, FL

3 beds | 2 baths | 1,066 sq.ft.

$320,000

Airbnb cash on cash: 2.82%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $2003

Traditional Rental Income: $1943

Airbnb ROI: 2.82%

Traditional ROI: 4.35%

368 FAIRGREEN PLACE

Casselberry, FL

5 beds | 2 baths | 2,385 sq.ft.

$595,000

Airbnb cash on cash: 3.76%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $4214

Traditional Rental Income: $3378

Airbnb ROI: 3.76%

Traditional ROI: 3.86%

987 AUTUMN GLEN LANE

Casselberry, FL

4 beds | 3 baths | 2,991 sq.ft.

$624,900

Airbnb cash on cash: 1.64%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $2738

Traditional Rental Income: $3388

Airbnb ROI: 1.64%

Traditional ROI: 3.86%

632 DESOTO DRIVE #632

Casselberry, FL

2 beds | 2 baths | 1,404 sq.ft.

$339,000

Airbnb cash on cash: 0.65%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $1350

Traditional Rental Income: $2406

Airbnb ROI: 0.65%

Traditional ROI: 5.27%

461 JASMINE ROAD

Casselberry, FL

3 beds | 2 baths | 1,524 sq.ft.

$355,000

Airbnb cash on cash: 1.9%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $2003

Traditional Rental Income: $2242

Airbnb ROI: 1.9%

Traditional ROI: 4.19%

612 KENWICK CIRCLE #103

Casselberry, FL

2 beds | 2 baths | 1,126 sq.ft.

$169,900

Airbnb cash on cash: -0.19%

Traditional cash on cash: 6.31%

Airbnb Rental Income: $1350

Traditional Rental Income: $1989

Airbnb ROI: -0.19%

Traditional ROI: 6.31%

1375 LAKE DRIVE

Casselberry, FL

4 beds | 3 baths | 2,083 sq.ft.

$379,000

Airbnb cash on cash: 3.76%

Traditional cash on cash: 7.52%

Airbnb Rental Income: $2738

Traditional Rental Income: $3430

Airbnb ROI: 3.76%