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
328 SHADOW OAK DRIVE Casselberry, FL Move-In Ready Home in Sterling Park / Deer Run community... Welcome to this beautifully u...	3 beds \| 2 baths \| 1,499 sq.ft.	$369,900	Airbnb cash on cash: 7.59% Traditional cash on cash: 4.08% Airbnb Rental Income: $4249 Traditional Rental Income: $2134 Airbnb ROI: 7.59% Traditional ROI: 4.08%
4115 BUGLERS REST PLACE Casselberry, FL Under contract-accepting backup offers. Welcome to the wonderful neighborhood of Fox Hollo...	3 beds \| 2 baths \| 1,233 sq.ft.	$365,000	Airbnb cash on cash: 7.78% Traditional cash on cash: 3.63% Airbnb Rental Income: $4249 Traditional Rental Income: $1929 Airbnb ROI: 7.78% Traditional ROI: 3.63%
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: 7.55% Traditional cash on cash: 4.78% Airbnb Rental Income: $4888 Traditional Rental Income: $2846 Airbnb ROI: 7.55% Traditional ROI: 4.78%
368 FAIRGREEN PLACE Casselberry, FL At the heart of Kings Point in Deer Run, where opportunities to own are few and far betwee...	5 beds \| 2 baths \| 2,385 sq.ft.	$609,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $3378 Airbnb ROI: N/A Traditional ROI: 3.75%
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: 4.71% Traditional cash on cash: 3.86% Airbnb Rental Income: $4888 Traditional Rental Income: $3388 Airbnb ROI: 4.71% 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: 5.29% Traditional cash on cash: 2.68% Airbnb Rental Income: $3120 Traditional Rental Income: $1581 Airbnb ROI: 5.29% Traditional ROI: 2.68%
1823 LAUREL BROOK LOOP Casselberry, FL Under contract-accepting backup offers. Welcome to the beautiful gated community of Oakhur...	4 beds \| 2 baths \| 1,959 sq.ft.	$460,000	Airbnb cash on cash: 6.6% Traditional cash on cash: 3.56% Airbnb Rental Income: $4888 Traditional Rental Income: $2573 Airbnb ROI: 6.6% Traditional ROI: 3.56%
420 S SUNSET DRIVE Casselberry, FL Under contract-accepting backup offers. Not all homes survive a hurricaneâ¦ this one came...	4 beds \| 3 baths \| 1,892 sq.ft.	$520,000	Airbnb cash on cash: 5.92% Traditional cash on cash: 3.59% Airbnb Rental Income: $4888 Traditional Rental Income: $2753 Airbnb ROI: 5.92% Traditional ROI: 3.59%
1528 BURNING SAGE LANE Casselberry, FL Under contract-accepting backup offers. Welcome to this move-in ready four bedroom, three ...	4 beds \| 3 baths \| 2,148 sq.ft.	$463,000	Airbnb cash on cash: 6.93% Traditional cash on cash: 4.32% Airbnb Rental Income: $4888 Traditional Rental Income: $2753 Airbnb ROI: 6.93% Traditional ROI: 4.32%
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: 7.52% Traditional cash on cash: 4.19% Airbnb Rental Income: $4249 Traditional Rental Income: $2242 Airbnb ROI: 7.52% Traditional ROI: 4.19%
612 KENWICK CIRCLE #103 Casselberry, FL Special incentive available for cash buyers with a quick closingâask for details! Bea...	2 beds \| 2 baths \| 1,126 sq.ft.	$174,500	Airbnb cash on cash: 8.67% Traditional cash on cash: 6.13% Airbnb Rental Income: $3120 Traditional Rental Income: $1989 Airbnb ROI: 8.67% Traditional ROI: 6.13%
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: 8.8% Traditional cash on cash: 7.52% Airbnb Rental Income: $4888 Traditional Rental Income: $3430 Airbnb ROI: 8.8% Traditional ROI: 7.52%
251 Pine Tree Drive Casselberry, FL Spacious 3/2 Casselberry home that was built to last! The back yard is fenced in and comes...	3 beds \| 2 baths \| 1,400 sq.ft.	$319,000	Airbnb cash on cash: 8.58% Traditional cash on cash: 4.03% Airbnb Rental Income: $4249 Traditional Rental Income: $1988 Airbnb ROI: 8.58% Traditional ROI: 4.03%
1528 CUTHILL WAY Casselberry, FL One or more photo(s) has been virtually staged. Welcome to your private oasis in the heart...	3 beds \| 2 baths \| 1,927 sq.ft.	$549,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 2.56% Airbnb Rental Income: $4249 Traditional Rental Income: $2459 Airbnb ROI: 4.3% Traditional ROI: 2.56%
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.	$330,000	Airbnb cash on cash: 7.49% Traditional cash on cash: 4.02% Airbnb Rental Income: $4249 Traditional Rental Income: $2275 Airbnb ROI: 7.49% Traditional ROI: 4.02%
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.	$440,000	Airbnb cash on cash: 7.18% Traditional cash on cash: 3.97% Airbnb Rental Income: $4888 Traditional Rental Income: $2560 Airbnb ROI: 7.18% Traditional ROI: 3.97%
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: 7.53% Traditional cash on cash: 5.16% Airbnb Rental Income: $4888 Traditional Rental Income: $2952 Airbnb ROI: 7.53% 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: 5.5% Traditional cash on cash: 5.19% Airbnb Rental Income: $3120 Traditional Rental Income: $2320 Airbnb ROI: 5.5% Traditional ROI: 5.19%
107 E LAUREN COURT Casselberry, FL Under contract-accepting backup offers. Welcome to Prairie Lake Manors, tucked along a cha...	4 beds \| 2 baths \| 1,979 sq.ft.	$410,000	Airbnb cash on cash: 7.81% Traditional cash on cash: 3.53% Airbnb Rental Income: $4888 Traditional Rental Income: $2238 Airbnb ROI: 7.81% Traditional ROI: 3.53%
177 HILL STREET Casselberry, FL Welcome to this inviting townhouse-style condominium offering comfort, privacy, and low-ma...	2 beds \| 1 baths \| 819 sq.ft.	$210,000	Airbnb cash on cash: 7.53% Traditional cash on cash: 4.34% Airbnb Rental Income: $3120 Traditional Rental Income: $1776 Airbnb ROI: 7.53% 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: 8.91% Traditional cash on cash: 8.56% Airbnb Rental Income: $2297 Traditional Rental Income: $1673 Airbnb ROI: 8.91% 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: 6.97% Traditional cash on cash: 5.62% Airbnb Rental Income: $4249 Traditional Rental Income: $2830 Airbnb ROI: 6.97% 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: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $3246 Airbnb ROI: N/A Traditional ROI: 3.96%
1262 SEMINOLA BOULEVARD Casselberry, FL One or more photo(s) has been virtually staged. Welcome to 1262 Seminola Blvd. , a beautif...	2 beds \| 2 baths \| 936 sq.ft.	$354,000	Airbnb cash on cash: 5.42% Traditional cash on cash: 4.65% Airbnb Rental Income: $3120 Traditional Rental Income: $2155 Airbnb ROI: 5.42% Traditional ROI: 4.65%
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: 6.07% Traditional cash on cash: 4.56% Airbnb Rental Income: $4888 Traditional Rental Income: $3140 Airbnb ROI: 6.07% Traditional ROI: 4.56%
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: 6.2% Traditional cash on cash: 4.82% Airbnb Rental Income: $4888 Traditional Rental Income: $3213 Airbnb ROI: 6.2% 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: 6.74% Traditional cash on cash: 7.25% Airbnb Rental Income: $2297 Traditional Rental Income: $1797 Airbnb ROI: 6.74% Traditional ROI: 7.25%
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: 7.4% Traditional cash on cash: 4.8% Airbnb Rental Income: $4888 Traditional Rental Income: $2958 Airbnb ROI: 7.4% 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: 7.16% Traditional cash on cash: 3.59% Airbnb Rental Income: $4249 Traditional Rental Income: $2096 Airbnb ROI: 7.16% 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: 7.97% Traditional cash on cash: 4.73% Airbnb Rental Income: $4249 Traditional Rental Income: $2300 Airbnb ROI: 7.97% 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: 5.94% Traditional cash on cash: 4.46% Airbnb Rental Income: $4888 Traditional Rental Income: $3140 Airbnb ROI: 5.94% Traditional ROI: 4.46%
1000 LAKE OF THE WOODS BOULEVARD #101F Casselberry, FL NEW AND IMPROVED PRICE!! Move-In Ready Ground-Floor Corner Condo â Exceptional 1BR/1BA...	1 beds \| 1 baths \| 768 sq.ft.	$120,000	Airbnb cash on cash: 8.07% Traditional cash on cash: 6.28% Airbnb Rental Income: $2297 Traditional Rental Income: $1518 Airbnb ROI: 8.07% Traditional ROI: 6.28%
2878 WILLOW BAY TERRACE Casselberry, FL Sellers will credit up to $10,000 towards buyers rate buy down with acceptable offer. ...	4 beds \| 2 baths \| 2,892 sq.ft.	$589,700	Airbnb cash on cash: 4.96% Traditional cash on cash: 3.73% Airbnb Rental Income: $4888 Traditional Rental Income: $3209 Airbnb ROI: 4.96% Traditional ROI: 3.73%
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: 8.02% Traditional cash on cash: 5.39% Airbnb Rental Income: $3120 Traditional Rental Income: $1802 Airbnb ROI: 8.02% Traditional ROI: 5.39%
975 NORTHERN DANCER WAY #101 Casselberry, FL Recently improved condo with major updates already completed, offering a great opportunity...	2 beds \| 2 baths \| 1,342 sq.ft.	$205,000	Airbnb cash on cash: 7.95% Traditional cash on cash: 5.38% Airbnb Rental Income: $3120 Traditional Rental Income: $1912 Airbnb ROI: 7.95% Traditional ROI: 5.38%
199 PAUL MCCLURE COURT Casselberry, FL Under contract-accepting backup offers. Price improvement! Fantastic golf-front home. Beau...	3 beds \| 2 baths \| 1,952 sq.ft.	$445,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 5.11% Airbnb Rental Income: $4249 Traditional Rental Income: $3139 Airbnb ROI: 5.62% Traditional ROI: 5.11%
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: 6.02% Traditional cash on cash: 4.66% Airbnb Rental Income: $3120 Traditional Rental Income: $1989 Airbnb ROI: 6.02% 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: 7.07% Traditional cash on cash: 6.1% Airbnb Rental Income: $3120 Traditional Rental Income: $2155 Airbnb ROI: 7.07% Traditional ROI: 6.1%
260 N POST WAY Casselberry, FL Under contract-accepting backup offers. Beautiful end-unit 2BR/2BA townhome in Deer Run (C...	2 beds \| 2 baths \| 1,002 sq.ft.	$274,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 4.4% Airbnb Rental Income: $3120 Traditional Rental Income: $1938 Airbnb ROI: 6.24% Traditional ROI: 4.4%
3725 ALDERGATE PLACE Casselberry, FL Ready to impress, this move-in ready Arthur Rutenberg semi-custom home at 3725 Aldergate P...	4 beds \| 3 baths \| 2,246 sq.ft.	$539,900	Airbnb cash on cash: 5.06% Traditional cash on cash: 3.72% Airbnb Rental Income: $4888 Traditional Rental Income: $3208 Airbnb ROI: 5.06% Traditional ROI: 3.72%

Real Estate investment in Casselberry, FL

There are 64 properties for sale in the city of Casselberry . The median list price in Casselberry is $329,730 and the average price per square foot is $199. In June 2026, the average monthly cash on cash return in Casselberry is 5.00%. The average monthly rental income in Casselberry is $2,289.

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

There are 64 investment properties available for sale in Casselberry.

The ROI for Short-Term is higher than the Long-Term in Casselberry with average rental income of $4,249.

Your search for investment property begins and ends here

Investment Property for Sale in Casselberry, FL

328 SHADOW OAK DRIVE

Casselberry, FL

3 beds | 2 baths | 1,499 sq.ft.

$369,900

Airbnb cash on cash: 7.59%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $4249

Traditional Rental Income: $2134

Airbnb ROI: 7.59%

Traditional ROI: 4.08%

4115 BUGLERS REST PLACE

Casselberry, FL

3 beds | 2 baths | 1,233 sq.ft.

$365,000

Airbnb cash on cash: 7.78%

Traditional cash on cash: 3.63%

Airbnb Rental Income: $4249

Traditional Rental Income: $1929

Airbnb ROI: 7.78%

Traditional ROI: 3.63%

254 OAK PARK PLACE

Casselberry, FL

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

$400,000

Airbnb cash on cash: 7.55%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $4888

Traditional Rental Income: $2846

Airbnb ROI: 7.55%

Traditional ROI: 4.78%

368 FAIRGREEN PLACE

Casselberry, FL

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

$609,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.75%

Airbnb Rental Income: $null

Traditional Rental Income: $3378

Airbnb ROI: N/A

Traditional ROI: 3.75%

987 AUTUMN GLEN LANE

Casselberry, FL

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

$624,900

Airbnb cash on cash: 4.71%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $4888

Traditional Rental Income: $3388

Airbnb ROI: 4.71%

Traditional ROI: 3.86%

632 DESOTO DRIVE #632

Casselberry, FL

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

$339,000

Airbnb cash on cash: 5.29%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $3120

Traditional Rental Income: $1581

Airbnb ROI: 5.29%

Traditional ROI: 2.68%

1823 LAUREL BROOK LOOP

Casselberry, FL

4 beds | 2 baths | 1,959 sq.ft.

$460,000

Airbnb cash on cash: 6.6%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $4888

Traditional Rental Income: $2573

Airbnb ROI: 6.6%

Traditional ROI: 3.56%

420 S SUNSET DRIVE

Casselberry, FL

4 beds | 3 baths | 1,892 sq.ft.

$520,000

Airbnb cash on cash: 5.92%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $4888

Traditional Rental Income: $2753

Airbnb ROI: 5.92%