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.

Single Family Homes for Sale in Casselberry, FL

Search for Single Family Residential for Sale in Casselberry, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 61 Single Family Residential 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
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%
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%
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%
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%
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%
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%
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%
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%
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%
5330 Hidden Pines Cir Casselberry, FL Est Completion Summer 2026. Welcome to HIDDEN PINES by Adams Homes. Located just 30 minute...	3 beds \| 2 baths \| 1,717 sq.ft.	$326,907	Airbnb cash on cash: 2.63% Traditional cash on cash: 6.66% Airbnb Rental Income: $2003 Traditional Rental Income: $2717 Airbnb ROI: 2.63% Traditional ROI: 6.66%
5322 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion Summer 2026. Welcome to HIDDEN PINES by Adams Homes. Located j...	3 beds \| 2 baths \| 1,634 sq.ft.	$329,991	Airbnb cash on cash: 2.59% Traditional cash on cash: 6.52% Airbnb Rental Income: $2003 Traditional Rental Income: $2699 Airbnb ROI: 2.59% Traditional ROI: 6.52%
5314 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion Summer 2026 Welcome to HIDDEN PINES by Adams Homes. Located ju...	3 beds \| 2 baths \| 1,717 sq.ft.	$330,907	Airbnb cash on cash: 2.58% Traditional cash on cash: 6.56% Airbnb Rental Income: $2003 Traditional Rental Income: $2717 Airbnb ROI: 2.58% Traditional ROI: 6.56%
5310 Hidden Pines Cir Casselberry, FL Spacious 4-Bedroom Home with Modern Finishes & Ideal Layout - Just 30 Minutes from the Bea...	4 beds \| 2 baths \| 1,820 sq.ft.	$335,307	Airbnb cash on cash: 4.46% Traditional cash on cash: 6.69% Airbnb Rental Income: $2738 Traditional Rental Income: $2795 Airbnb ROI: 4.46% Traditional ROI: 6.69%
5306 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.	$340,433	Airbnb cash on cash: 2.46% Traditional cash on cash: 6.7% Airbnb Rental Income: $2003 Traditional Rental Income: $2838 Airbnb ROI: 2.46% Traditional ROI: 6.7%
5302 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.	$340,433	Airbnb cash on cash: 2.46% Traditional cash on cash: 6.56% Airbnb Rental Income: $2003 Traditional Rental Income: $2792 Airbnb ROI: 2.46% Traditional ROI: 6.56%
5298 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion Summer 2026. Welcome to HIDDEN PINES by Adams Homes. Located j...	3 beds \| 2 baths \| 1,717 sq.ft.	$330,907	Airbnb cash on cash: 2.58% Traditional cash on cash: 6.56% Airbnb Rental Income: $2003 Traditional Rental Income: $2717 Airbnb ROI: 2.58% Traditional ROI: 6.56%
5318 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion Summer 2026. Welcome to HIDDEN PINES by Adams Homes. Located j...	3 beds \| 2 baths \| 1,901 sq.ft.	$340,433	Airbnb cash on cash: 2.46% Traditional cash on cash: 6.7% Airbnb Rental Income: $2003 Traditional Rental Income: $2838 Airbnb ROI: 2.46% Traditional ROI: 6.7%
5357 Hidden Pines Cir Casselberry, FL Spacious 3-Bedroom Home with Modern Finishes & Ideal Layout - Just 30 Minutes from the Bea...	3 beds \| 2 baths \| 1,605 sq.ft.	$327,911	Airbnb cash on cash: 2.62% Traditional cash on cash: 6.81% Airbnb Rental Income: $2003 Traditional Rental Income: $2772 Airbnb ROI: 2.62% Traditional ROI: 6.81%
1917 WYANDOTTE TRAIL Casselberry, FL Under contract-accepting backup offers. This recently renovated and thoughtfully reconfigu...	4 beds \| 3 baths \| 2,102 sq.ft.	$450,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 4.95% Airbnb Rental Income: $2738 Traditional Rental Income: $3083 Airbnb ROI: 2.6% Traditional ROI: 4.95%
217 COLONY DRIVE Casselberry, FL This well-maintained single-family home offers comfortable, low-maintenance living with 3 ...	3 beds \| 2 baths \| 1,000 sq.ft.	$240,000	Airbnb cash on cash: 5.05% Traditional cash on cash: 6.01% Airbnb Rental Income: $2003 Traditional Rental Income: $1698 Airbnb ROI: 5.05% Traditional ROI: 6.01%
5387 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.	$326,303	Airbnb cash on cash: 2.64% Traditional cash on cash: 5.61% Airbnb Rental Income: $2003 Traditional Rental Income: $2393 Airbnb ROI: 2.64% Traditional ROI: 5.61%
4024 MISTY MORNING PLACE Casselberry, FL Under contract-accepting backup offers. Beautiful 4-Bedroom Pool Home in Seminole County. ...	4 beds \| 2 baths \| 2,167 sq.ft.	$490,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 4.26% Airbnb Rental Income: $2738 Traditional Rental Income: $2991 Airbnb ROI: 2.3% Traditional ROI: 4.26%
5294 Hidden Pines Cir Casselberry, FL Welcome to HIDDEN PINES by Adams Homes. Located just 30 minutes to Navarre Beach, with clo...	3 beds \| 2 baths \| 1,530 sq.ft.	$327,349	Airbnb cash on cash: 2.62% Traditional cash on cash: 5.12% Airbnb Rental Income: $2003 Traditional Rental Income: $2248 Airbnb ROI: 2.62% Traditional ROI: 5.12%
5290 Hidden Pines Cir Casselberry, FL Spacious 4-Bedroom Home with Modern Finishes & Ideal Layout - Just 30 Minutes from the Bea...	4 beds \| 2 baths \| 1,820 sq.ft.	$335,307	Airbnb cash on cash: 4.46% Traditional cash on cash: 5.59% Airbnb Rental Income: $2738 Traditional Rental Income: $2447 Airbnb ROI: 4.46% Traditional ROI: 5.59%

Your search for investment property begins and ends here

Single Family Homes 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%

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%

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%

Traditional ROI: 7.52%

421 BRIDLE PATH

Casselberry, FL

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

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%