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
648 KENWICK CIRCLE #205 Casselberry, FL Under contract-accepting backup offers. Investor Opportunity in Central Florida! 2-bedroom...	2 beds \| 2 baths \| 1,126 sq.ft.	$130,000	Airbnb cash on cash: -2.11% Traditional cash on cash: 6.05% Airbnb Rental Income: $1003 Traditional Rental Income: $1667 Airbnb ROI: -2.11% Traditional ROI: 6.05%
481 HIBISCUS ROAD Casselberry, FL Under contract-accepting backup offers. A true garden home in Casselberry Garden District ...	3 beds \| 1 baths \| 1,112 sq.ft.	$284,999	Airbnb cash on cash: 2.7% Traditional cash on cash: 4.64% Airbnb Rental Income: $1793 Traditional Rental Income: $1826 Airbnb ROI: 2.7% Traditional ROI: 4.64%
3799 SUTTERS MILL CIRCLE Casselberry, FL Tucked away in the established Sutters Mill community, this spacious single family home of...	4 beds \| 2 baths \| 1,683 sq.ft.	$415,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 4.31% Airbnb Rental Income: $2648 Traditional Rental Income: $2594 Airbnb ROI: 2.83% Traditional ROI: 4.31%
351 LILAC ROAD Casselberry, FL HURRY! Perfect location! NO HOA, NO CDD! Welcome to your gorgeous home in the highly sough...	3 beds \| 2 baths \| 1,602 sq.ft.	$409,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 3.37% Airbnb Rental Income: $1793 Traditional Rental Income: $2279 Airbnb ROI: 0.83% Traditional ROI: 3.37%
4226 CLOVERLEAF PLACE Casselberry, FL Welcome to this spacious 4-bedroom, 2-bathroom pool home, perfectly blending comfort, func...	4 beds \| 2 baths \| 1,676 sq.ft.	$394,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 4.29% Airbnb Rental Income: $2648 Traditional Rental Income: $2426 Airbnb ROI: 3.19% Traditional ROI: 4.29%
636 KENWICK CIRCLE #105 Casselberry, FL Welcome to Oxford Square community!! This immaculate 2 bedroom, 2 bath condo situated on t...	2 beds \| 2 baths \| 1,126 sq.ft.	$179,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 4.39% Airbnb Rental Income: $1003 Traditional Rental Income: $1655 Airbnb ROI: -1.53% Traditional ROI: 4.39%
520 GEORGETOWN DRIVE Casselberry, FL Homeowners or Investor Opportunity! Income-producing 3BR/1.5BA townhouse in Casselberry wi...	3 beds \| 2 baths \| 1,344 sq.ft.	$222,500	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.36% Airbnb Rental Income: $1793 Traditional Rental Income: $1806 Airbnb ROI: 0.98% Traditional ROI: 3.36%
3965 JOURNEY COURT Casselberry, FL PRICE IMPROVEMENT!! Beautiful move in ready home in a great area of Casselberry. Deer Run ...	3 beds \| 2 baths \| 1,304 sq.ft.	$358,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 3.02% Airbnb Rental Income: $1793 Traditional Rental Income: $2041 Airbnb ROI: 0.83% Traditional ROI: 3.02%
429 COPPERSTONE CIRCLE Casselberry, FL Welcome to 429 Copperstone Circle in the heart of Casselberry! This fixer-upper opportunit...	3 beds \| 2 baths \| 1,703 sq.ft.	$309,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 5.21% Airbnb Rental Income: $1793 Traditional Rental Income: $2290 Airbnb ROI: 1.83% Traditional ROI: 5.21%
208 DIAMOND CV #104 Casselberry, FL Approved For Renting. MUST GO!!!!!!!!. REDUCED!!!! REDUCED!!! Charming 1 Bedroom, 1 b...	1 beds \| 1 baths \| 722 sq.ft.	$139,999	Airbnb cash on cash: -1.1% Traditional cash on cash: 3.93% Airbnb Rental Income: $969 Traditional Rental Income: $1293 Airbnb ROI: -1.1% Traditional ROI: 3.93%
236 PLAZA OVAL Casselberry, FL Welcome to this beautiful one of kind property in the heart of Casselberry, Fl. This home ...	4 beds \| 2 baths \| 1,793 sq.ft.	$490,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 3.01% Airbnb Rental Income: $2648 Traditional Rental Income: $2431 Airbnb ROI: 2.11% Traditional ROI: 3.01%
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.	$539,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 3.67% Airbnb Rental Income: $2648 Traditional Rental Income: $2741 Airbnb ROI: 2.23% Traditional ROI: 3.67%
725 LAUREL WAY Casselberry, FL Under contract-accepting backup offers. Just Reduced and Move-In Ready in Sterling Park! *...	4 beds \| 2 baths \| 1,454 sq.ft.	$389,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 3.97% Airbnb Rental Income: $2648 Traditional Rental Income: $2251 Airbnb ROI: 3.33% Traditional ROI: 3.97%
5275 Hidden Pines Cir Casselberry, FL Minutes from the beach, this well-appointed 4-bedroom, 2-bath home offers 1,820 sq ft of o...	4 beds \| 2 baths \| 1,820 sq.ft.	$343,238	Airbnb cash on cash: 3.98% Traditional cash on cash: 5.34% Airbnb Rental Income: $2648 Traditional Rental Income: $2454 Airbnb ROI: 3.98% Traditional ROI: 5.34%
5279 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.	$317,349	Airbnb cash on cash: 2.06% Traditional cash on cash: 5.36% Airbnb Rental Income: $1793 Traditional Rental Income: $2292 Airbnb ROI: 2.06% Traditional ROI: 5.36%
5291 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion Fall 2025. Welcome to HIDDEN PINES by Adams Homes. Located jus...	5 beds \| 4 baths \| 3,030 sq.ft.	$403,602	Airbnb cash on cash: 3.04% Traditional cash on cash: 7.8% Airbnb Rental Income: $2619 Traditional Rental Income: $3793 Airbnb ROI: 3.04% Traditional ROI: 7.8%
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.	$316,349	Airbnb cash on cash: 2.93% Traditional cash on cash: 6.25% Airbnb Rental Income: $1793 Traditional Rental Income: $2292 Airbnb ROI: 2.93% Traditional ROI: 6.25%
5303 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion Fall 2025. Welcome to HIDDEN PINES by Adams Homes. Located jus...	5 beds \| 4 baths \| 3,030 sq.ft.	$403,602	Airbnb cash on cash: 3.04% Traditional cash on cash: 7.8% Airbnb Rental Income: $2619 Traditional Rental Income: $3793 Airbnb ROI: 3.04% Traditional ROI: 7.8%
1057 NODDING PINES WAY Casselberry, FL One or more photo(s) has been virtually staged. Donât miss your chance to own this beaut...	3 beds \| 2 baths \| 1,775 sq.ft.	$465,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 3.19% Airbnb Rental Income: $1793 Traditional Rental Income: $2324 Airbnb ROI: 0.85% Traditional ROI: 3.19%
525 E FOOTHILL WAY Casselberry, FL Under contract-accepting backup offers. New Roof at closing! This charming 3-bedroom, 2-ba...	3 beds \| 2 baths \| 1,492 sq.ft.	$309,900	Airbnb cash on cash: 2.94% Traditional cash on cash: 6.13% Airbnb Rental Income: $1793 Traditional Rental Income: $2236 Airbnb ROI: 2.94% Traditional ROI: 6.13%
1402 WAUKON CIRCLE Casselberry, FL Welcome Home to this stunning 5-bedroom, 3.5-bathroom residence located in the sought-afte...	5 beds \| 4 baths \| 2,461 sq.ft.	$660,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 3.57% Airbnb Rental Income: $2619 Traditional Rental Income: $3371 Airbnb ROI: 1.33% Traditional ROI: 3.57%
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.	$529,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 3.83% Airbnb Rental Income: $2648 Traditional Rental Income: $2777 Airbnb ROI: 2.29% Traditional ROI: 3.83%
1163 PASEO DEL MAR #B Casselberry, FL Stunning 2 bedroom 2 bathroom, featuring exclusive access to beautiful Lake Howell! Recent...	2 beds \| 2 baths \| 1,040 sq.ft.	$173,700	Airbnb cash on cash: 1.2% Traditional cash on cash: 8.5% Airbnb Rental Income: $1003 Traditional Rental Income: $1855 Airbnb ROI: 1.2% Traditional ROI: 8.5%
107 THRUSH LANE Casselberry, FL PRICE IMPROVEMENT! Welcome to your dream home in the sought-after city of Casselberry! Thi...	3 beds \| 2 baths \| 1,383 sq.ft.	$380,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.81% Airbnb Rental Income: $1793 Traditional Rental Income: $2095 Airbnb ROI: 1.6% Traditional ROI: 3.81%
5307 Hidden Pines Cir Casselberry, FL TO BE BUILT, Est Completion late Summer 2025. Welcome to HIDDEN PINES by Adams Homes. Loca...	3 beds \| 2 baths \| 1,530 sq.ft.	$316,349	Airbnb cash on cash: 2.08% Traditional cash on cash: 5.45% Airbnb Rental Income: $1793 Traditional Rental Income: $2309 Airbnb ROI: 2.08% Traditional ROI: 5.45%
5315 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 \| 1,634 sq.ft.	$318,391	Airbnb cash on cash: 2.06% Traditional cash on cash: 5.5% Airbnb Rental Income: $1793 Traditional Rental Income: $2335 Airbnb ROI: 2.06% Traditional ROI: 5.5%
230 S EMBREY DRIVE Casselberry, FL Situated in the heart of Lake Concord Park, Casselberry, this inviting 3/2 single family h...	3 beds \| 2 baths \| 1,352 sq.ft.	$365,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 4.47% Airbnb Rental Income: $1793 Traditional Rental Income: $2040 Airbnb ROI: 2.33% Traditional ROI: 4.47%
209 TWELVE LEAGUE CIRCLE Casselberry, FL SELLER OFFERING BUYER $5000 TOWARDS RATE BUY DOWN OR CLOSING COSTS! NEW KITCHEN. NEW BATHR...	3 beds \| 2 baths \| 1,446 sq.ft.	$420,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 3.06% Airbnb Rental Income: $1793 Traditional Rental Income: $2137 Airbnb ROI: 0.95% Traditional ROI: 3.06%
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: -1.07% Traditional cash on cash: 3.49% Airbnb Rental Income: $969 Traditional Rental Income: $1265 Airbnb ROI: -1.07% Traditional ROI: 3.49%
1671 AVALON BOULEVARD Casselberry, FL Under contract-accepting backup offers. Charming one-story pool home in Casselberry's Came...	3 beds \| 3 baths \| 1,593 sq.ft.	$387,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 5.08% Airbnb Rental Income: $1793 Traditional Rental Income: $2433 Airbnb ROI: 1.97% Traditional ROI: 5.08%
7 HITCHING POST LANE Casselberry, FL Under contract-accepting backup offers. Immaculate 3 bedroom 2 bath pool home located on a...	3 beds \| 2 baths \| 1,559 sq.ft.	$439,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 4.48% Airbnb Rental Income: $1793 Traditional Rental Income: $2470 Airbnb ROI: 1.65% Traditional ROI: 4.48%
281 SANDPIPER DRIVE Casselberry, FL Under contract-accepting backup offers. Beautifully remodeled from top to bottom, this 4-b...	4 beds \| 2 baths \| 1,793 sq.ft.	$475,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 3.99% Airbnb Rental Income: $2648 Traditional Rental Income: $2786 Airbnb ROI: 2.26% Traditional ROI: 3.99%
3585 JERICHO DRIVE Casselberry, FL Welcome to this RARE FIND and beautifully upgraded split-3 level home, designed for modern...	4 beds \| 3 baths \| 2,413 sq.ft.	$569,900	Airbnb cash on cash: 2.01% Traditional cash on cash: 5.32% Airbnb Rental Income: $2648 Traditional Rental Income: $3784 Airbnb ROI: 2.01% Traditional ROI: 5.32%
5327 Hidden Pines Cir Casselberry, FL Spacious 4-Bedroom Home with Modern Finishes & Ideal Layout â Just 30 Minutes from the B...	4 beds \| 2 baths \| 1,820 sq.ft.	$326,707	Airbnb cash on cash: 4.28% Traditional cash on cash: 5.72% Airbnb Rental Income: $2648 Traditional Rental Income: $2460 Airbnb ROI: 4.28% Traditional ROI: 5.72%
5333 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.	$316,349	Airbnb cash on cash: 2.07% Traditional cash on cash: 5.48% Airbnb Rental Income: $1793 Traditional Rental Income: $2321 Airbnb ROI: 2.07% Traditional ROI: 5.48%
205 S WILDERNESS POINT Casselberry, FL Under contract-accepting backup offers. Welcome to the quiet community of Deer Run and you...	2 beds \| 3 baths \| 1,166 sq.ft.	$239,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 4.74% Airbnb Rental Income: $1003 Traditional Rental Income: $1889 Airbnb ROI: -0.76% Traditional ROI: 4.74%
1175 PASEO DEL MAR #A Casselberry, FL Wake up to breathtaking water views at 1175 Paseo Del Mar, Unit A. This beautifully renova...	1 beds \| 1 baths \| 781 sq.ft.	$164,000	Airbnb cash on cash: -1.65% Traditional cash on cash: 4.1% Airbnb Rental Income: $969 Traditional Rental Income: $1518 Airbnb ROI: -1.65% Traditional ROI: 4.1%
309 REDWING WAY Casselberry, FL WELCOME HOME to this charming single-family house, in the desirable Sterling Park communit...	3 beds \| 2 baths \| 1,400 sq.ft.	$397,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 3.34% Airbnb Rental Income: $1793 Traditional Rental Income: $2096 Airbnb ROI: 1.21% Traditional ROI: 3.34%
335 SANDPIPER DRIVE Casselberry, FL This beautifully updated 3 bedroom, 2 bathroom home is tucked inside one of Casselberryâ...	3 beds \| 2 baths \| 1,513 sq.ft.	$389,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.37% Airbnb Rental Income: $1793 Traditional Rental Income: $2189 Airbnb ROI: 1.95% Traditional ROI: 4.37%
1779 LAUREL BROOK LOOP Casselberry, FL Welcome to 1779 Laurel Brook Loop, a beautifully updated home in a quiet gated Casselberry...	4 beds \| 2 baths \| 1,959 sq.ft.	$450,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 3.7% Airbnb Rental Income: $2648 Traditional Rental Income: $2694 Airbnb ROI: 2.09% Traditional ROI: 3.7%

Real Estate investment in Casselberry, FL

There are 70 properties for sale in the city of Casselberry . The median list price in Casselberry is $343,238 and the average price per square foot is $213. In January 2026, the average monthly cash on cash return in Casselberry is 4.00%. The average monthly rental income in Casselberry is $2,244.

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

There are 70 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 $2,244.

Your search for investment property begins and ends here

Investment Property for Sale in Casselberry, FL

648 KENWICK CIRCLE #205

Casselberry, FL

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

$130,000

Airbnb cash on cash: -2.11%

Traditional cash on cash: 6.05%

Airbnb Rental Income: $1003

Traditional Rental Income: $1667

Airbnb ROI: -2.11%

Traditional ROI: 6.05%

481 HIBISCUS ROAD

Casselberry, FL

3 beds | 1 baths | 1,112 sq.ft.

$284,999

Airbnb cash on cash: 2.7%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $1793

Traditional Rental Income: $1826

Airbnb ROI: 2.7%

Traditional ROI: 4.64%

3799 SUTTERS MILL CIRCLE

Casselberry, FL

4 beds | 2 baths | 1,683 sq.ft.

$415,000

Airbnb cash on cash: 2.83%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $2648

Traditional Rental Income: $2594

Airbnb ROI: 2.83%

Traditional ROI: 4.31%

351 LILAC ROAD

Casselberry, FL

3 beds | 2 baths | 1,602 sq.ft.

$409,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $1793

Traditional Rental Income: $2279

Airbnb ROI: 0.83%

Traditional ROI: 3.37%

4226 CLOVERLEAF PLACE

Casselberry, FL

4 beds | 2 baths | 1,676 sq.ft.

$394,000

Airbnb cash on cash: 3.19%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $2648

Traditional Rental Income: $2426

Airbnb ROI: 3.19%

Traditional ROI: 4.29%

636 KENWICK CIRCLE #105

Casselberry, FL

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

$179,000

Airbnb cash on cash: -1.53%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1003

Traditional Rental Income: $1655

Airbnb ROI: -1.53%

Traditional ROI: 4.39%

520 GEORGETOWN DRIVE

Casselberry, FL

3 beds | 2 baths | 1,344 sq.ft.

$222,500

Airbnb cash on cash: 0.98%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $1793

Traditional Rental Income: $1806

Airbnb ROI: 0.98%

Traditional ROI: 3.36%

3965 JOURNEY COURT

Casselberry, FL

3 beds | 2 baths | 1,304 sq.ft.

$358,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $1793

Traditional Rental Income: $2041

Airbnb ROI: 0.83%