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%
457 CAPRON ASH LOOP Casselberry, FL Under contract-accepting backup offers. This Casselberry home has been thoughtfully update...	3 beds \| 3 baths \| 1,828 sq.ft.	$440,000	Airbnb cash on cash: 5.47% Traditional cash on cash: 3.23% Airbnb Rental Income: $4249 Traditional Rental Income: $2431 Airbnb ROI: 5.47% Traditional ROI: 3.23%
1528 BURNING SAGE LANE Casselberry, FL Welcome to this move-in ready four bedroom, three full bathroom residence situated in the ...	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%
1693 CANTERBURY CIRCLE Casselberry, FL Under contract-accepting backup offers. MULTIPLE OFFERS RECEIVED. PLEASE SUBMIT YOUR BEST...	4 beds \| 2 baths \| 1,636 sq.ft.	$389,900	Airbnb cash on cash: 8.17% Traditional cash on cash: 6.32% Airbnb Rental Income: $4888 Traditional Rental Income: $3208 Airbnb ROI: 8.17% Traditional ROI: 6.32%
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.	$184,900	Airbnb cash on cash: 8.14% Traditional cash on cash: 5.74% Airbnb Rental Income: $3120 Traditional Rental Income: $1989 Airbnb ROI: 8.14% Traditional ROI: 5.74%
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%
3732 IDLEBROOK CIRCLE #102 Casselberry, FL This beautiful, first floor end unit is located in the highly desirable gated community of...	1 beds \| 1 baths \| 645 sq.ft.	$160,000	Airbnb cash on cash: 6.12% Traditional cash on cash: 5.05% Airbnb Rental Income: $2297 Traditional Rental Income: $1561 Airbnb ROI: 6.12% Traditional ROI: 5.05%
526 E FOOTHILL WAY Casselberry, FL "Rent to own only - buyer/renter to pay approximately 6% in closing costs. Payment is $3,0...	4 beds \| 2 baths \| 1,556 sq.ft.	$339,900	Airbnb cash on cash: 9.54% Traditional cash on cash: 5.67% Airbnb Rental Income: $4888 Traditional Rental Income: $2648 Airbnb ROI: 9.54% Traditional ROI: 5.67%
4192 BUGLERS REST PLACE Casselberry, FL Welcome home to 4192 Buglers Rest Place an adorable 2-bedroom 2-bathroom split plan home n...	2 beds \| 2 baths \| 1,398 sq.ft.	$339,950	Airbnb cash on cash: 5.03% Traditional cash on cash: 4.74% Airbnb Rental Income: $3120 Traditional Rental Income: $2320 Airbnb ROI: 5.03% Traditional ROI: 4.74%
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.	$225,000	Airbnb cash on cash: 6.98% Traditional cash on cash: 4% Airbnb Rental Income: $3120 Traditional Rental Income: $1776 Airbnb ROI: 6.98% Traditional ROI: 4%
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.	$165,000	Airbnb cash on cash: 8.33% Traditional cash on cash: 8% Airbnb Rental Income: $2297 Traditional Rental Income: $1673 Airbnb ROI: 8.33% Traditional ROI: 8%
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%
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%
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: N/A Traditional cash on cash: 7.79% Airbnb Rental Income: $null Traditional Rental Income: $3791 Airbnb ROI: N/A Traditional ROI: 7.79%
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%
107 THRUSH LANE Casselberry, FL Under contract-accepting backup offers. This fully renovated 3-bedroom, 2-bathroom, 1,383 ...	3 beds \| 2 baths \| 1,383 sq.ft.	$365,000	Airbnb cash on cash: 7.68% Traditional cash on cash: 4.94% Airbnb Rental Income: $4249 Traditional Rental Income: $2415 Airbnb ROI: 7.68% Traditional ROI: 4.94%
230 S EMBREY DRIVE Casselberry, FL Discover the perfect balance of peace and convenience in this well-kept 3 bedrooms, 2 full...	3 beds \| 2 baths \| 1,352 sq.ft.	$349,990	Airbnb cash on cash: 8.69% Traditional cash on cash: 5.98% Airbnb Rental Income: $4249 Traditional Rental Income: $2461 Airbnb ROI: 8.69% Traditional ROI: 5.98%
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%
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%
492 B STREET Casselberry, FL Welcome Home to Lake Kathryn Village Discover an inviting retreat in this charming 1-bedr...	1 beds \| 1 baths \| 690 sq.ft.	$150,000	Airbnb cash on cash: 6.25% Traditional cash on cash: 4.77% Airbnb Rental Income: $2297 Traditional Rental Income: $1513 Airbnb ROI: 6.25% Traditional ROI: 4.77%
523 SUNDOWN TRAIL Casselberry, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Gr...	3 beds \| 2 baths \| 1,694 sq.ft.	$330,000	Airbnb cash on cash: 9.1% Traditional cash on cash: 6.89% Airbnb Rental Income: $4249 Traditional Rental Income: $2665 Airbnb ROI: 9.1% Traditional ROI: 6.89%
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%
70 S WINTER PARK DRIVE Casselberry, FL Discover this beautifully updated home in the heart of Casselberry, FL. This 3-bedroom, 2-...	3 beds \| 2 baths \| 1,620 sq.ft.	$389,900	Airbnb cash on cash: 7.61% Traditional cash on cash: 5.69% Airbnb Rental Income: $4249 Traditional Rental Income: $2649 Airbnb ROI: 7.61% Traditional ROI: 5.69%
111 RAINTREE DRIVE Casselberry, FL Under contract-accepting backup offers. Welcome home to this charming 2-bedroom, 2-bath to...	2 beds \| 2 baths \| 1,136 sq.ft.	$289,000	Airbnb cash on cash: 6.06% Traditional cash on cash: 4.77% Airbnb Rental Income: $3120 Traditional Rental Income: $2058 Airbnb ROI: 6.06% Traditional ROI: 4.77%
1052 LAURA STREET Casselberry, FL Experience true privacy and space in this exceptional lakefront estate set on 2.5 acres, o...	5 beds \| 5 baths \| 3,090 sq.ft.	$649,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.01% Airbnb Rental Income: $null Traditional Rental Income: $4266 Airbnb ROI: N/A Traditional ROI: 5.01%
1000 LAKE OF THE WOODS BOULEVARD #101F Casselberry, FL Move-In Ready Ground-Floor Corner Condo â Exceptional 1BR/1BA Opportunity! Welcome to...	1 beds \| 1 baths \| 768 sq.ft.	$132,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 5.64% Airbnb Rental Income: $2297 Traditional Rental Income: $1518 Airbnb ROI: 7.27% Traditional ROI: 5.64%
3520 JERICHO DRIVE Casselberry, FL Welcome home to 3520 Jericho Drive, a beautifully maintained single family residence nestl...	3 beds \| 2 baths \| 2,333 sq.ft.	$489,900	Airbnb cash on cash: 5.75% Traditional cash on cash: 5.55% Airbnb Rental Income: $4249 Traditional Rental Income: $3261 Airbnb ROI: 5.75% Traditional ROI: 5.55%
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%
211 DOVERWOOD ROAD Casselberry, FL Under contract-accepting backup offers. Completely renovated and move-in ready! This stunn...	4 beds \| 2 baths \| 2,092 sq.ft.	$569,900	Airbnb cash on cash: 5.3% Traditional cash on cash: 3.29% Airbnb Rental Income: $4888 Traditional Rental Income: $2817 Airbnb ROI: 5.3% Traditional ROI: 3.29%
620 LILAC ROAD Casselberry, FL Charming 2-bedroom, 1-bath home located in an established Casselberry neighborhood with co...	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 Welcome home to this beautifully maintained 2-bedroom, 2-bath first-floor condominium in t...	2 beds \| 2 baths \| 1,342 sq.ft.	$215,000	Airbnb cash on cash: 7.54% Traditional cash on cash: 5.09% Airbnb Rental Income: $3120 Traditional Rental Income: $1912 Airbnb ROI: 7.54% Traditional ROI: 5.09%
127 MARK DAVID BOULEVARD Casselberry, FL Under contract-accepting backup offers. Nestled in the highly desirable City of Casselberr...	3 beds \| 2 baths \| 1,436 sq.ft.	$385,000	Airbnb cash on cash: 7.14% Traditional cash on cash: 3.77% Airbnb Rental Income: $4249 Traditional Rental Income: $2134 Airbnb ROI: 7.14% Traditional ROI: 3.77%
2008 CENTER DRIVE Casselberry, FL Welcome to 2008 Center Drive, a private estate offering the rare combination of nearly 3 w...	5 beds \| 5 baths \| 4,635 sq.ft.	$1,695,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.44% Airbnb Rental Income: $null Traditional Rental Income: $5181 Airbnb ROI: N/A Traditional ROI: 1.44%
226 N GRIFFIN DRIVE Casselberry, FL Under contract-accepting backup offers. Opportunity is knocking on your door with this 3 b...	3 beds \| 2 baths \| 1,599 sq.ft.	$379,900	Airbnb cash on cash: 7.68% Traditional cash on cash: 5.84% Airbnb Rental Income: $4249 Traditional Rental Income: $2698 Airbnb ROI: 7.68% Traditional ROI: 5.84%
2941 LOWELL COURT Casselberry, FL Welcome to this beautifully updated and well-maintained townhome offering comfort, style, ...	3 beds \| 3 baths \| 1,344 sq.ft.	$295,000	Airbnb cash on cash: 9.32% Traditional cash on cash: 5.66% Airbnb Rental Income: $4249 Traditional Rental Income: $2335 Airbnb ROI: 9.32% Traditional ROI: 5.66%
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%
516 B ST Casselberry, FL One or more photo(s) has been virtually staged. Welcome to easy, lakefront-inspired living...	1 beds \| 1 baths \| 690 sq.ft.	$158,000	Airbnb cash on cash: 5.7% Traditional cash on cash: 4.5% Airbnb Rental Income: $2297 Traditional Rental Income: $1543 Airbnb ROI: 5.7% Traditional ROI: 4.5%
570 S TRIPLET LAKE DRIVE Casselberry, FL Under contract-accepting backup offers. Experience the best of Florida lakefront living wi...	3 beds \| 2 baths \| 1,649 sq.ft.	$565,000	Airbnb cash on cash: 4.82% Traditional cash on cash: 3.38% Airbnb Rental Income: $4249 Traditional Rental Income: $2589 Airbnb ROI: 4.82% Traditional ROI: 3.38%

Real Estate investment in Casselberry, FL

There are 54 properties for sale in the city of Casselberry . The median list price in Casselberry is $331,900 and the average price per square foot is $203. In April 2026, the average monthly cash on cash return in Casselberry is 5.00%. The average monthly rental income in Casselberry is $2,433.

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

There are 54 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%

457 CAPRON ASH LOOP

Casselberry, FL

3 beds | 3 baths | 1,828 sq.ft.

$440,000

Airbnb cash on cash: 5.47%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $4249

Traditional Rental Income: $2431

Airbnb ROI: 5.47%

Traditional ROI: 3.23%

1528 BURNING SAGE LANE

Casselberry, FL

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%

1693 CANTERBURY CIRCLE

Casselberry, FL

4 beds | 2 baths | 1,636 sq.ft.

$389,900

Airbnb cash on cash: 8.17%

Traditional cash on cash: 6.32%

Airbnb Rental Income: $4888

Traditional Rental Income: $3208

Airbnb ROI: 8.17%

Traditional ROI: 6.32%

612 KENWICK CIRCLE #103

Casselberry, FL

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

$184,900

Airbnb cash on cash: 8.14%

Traditional cash on cash: 5.74%

Airbnb Rental Income: $3120

Traditional Rental Income: $1989

Airbnb ROI: 8.14%

Traditional ROI: 5.74%

1375 LAKE DRIVE

Casselberry, FL

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%