Happy Trails Houses for Sale with Private Pool

/25
$660,000
- 6 Beds
- 5.5 Baths
- 3,843 Sq Ft
740 Drop Shot Dr, Davenport, FL 33896

Experience resort-style living every day in this beautifully fully furnished and professionally decorated 6-bedroom, 6-bathroom home located in the exclusive 24-hour guard-gated Champions Gate Golf Resort Community. Perfectly situated just minutes from Disney, 30 minutes from Orlando International Airport, and about an hour from Florida’s beautiful beaches, this home offers year-round enjoyment

Eileen Scates SCATES REALTY & INVESTMENT PRO

740 Drop Shot Dr, Davenport, FL 33896
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/64
$669,000
- 6 Beds
- 5 Baths
- 3,291 Sq Ft
8944 Cabot Cliffs Dr, Davenport, FL 33896

INVESTORS!!! Beautiful Single Family House 6 bedrooms 5 bathrooms Fully furnished with a beautiful private heated pool and spa, screen enclosed patio with lake view, short term rental allowed, this house is located in the desired community gated community of Champions Gate with a lot of amenities like Water park, pools, restaurants, Golf, Volleyball, tennis basketball and soccer courts, gym

Carlos Villamil MY REALTY GROUP, LLC.

8944 Cabot Cliffs Dr, Davenport, FL 33896
/58
$628,990
- 6 Beds
- 5 Baths
- 3,291 Sq Ft
8940 Cabot Cliffs Dr, Kissimmee, FL 34747

INVESTORS!!! Beautiful Single Family House 6 bedrooms 5 bathrooms Fully furnished with a beautiful private heated pool and spa, screen enclosed patio with lake view, short term rental allowed, this house is located in the desired community gated community of Champions Gate with a lot of amenities like Water park, pools, restaurants, Golf, Volleyball, tennis basketball and soccer courts, gym

Carlos Villamil MY REALTY GROUP, LLC.

8940 Cabot Cliffs Dr, Kissimmee, FL 34747
/70
$629,900
- 6 Beds
- 4.5 Baths
- 3,142 Sq Ft
1788 Lima Ave, Kissimmee, FL 34747

Epic 6-Bedroom Vacation Retreat in Windsor at Westside – Your Dream Getaway Awaits!Get ready to experience the ultimate Orlando escape! This jaw-dropping 6-bedroom, 5-bathroom luxury vacation home in the upscale Windsor at Westside Resort is your ticket to unforgettable memories with family and friends. Just minutes from world-famous theme parks like Disney, Universal Studios, SeaWorld,

Jeffrey Friedman FANNIE HILLMAN & ASSOCIATES

1788 Lima Ave, Kissimmee, FL 34747
/78
$645,000
- 8 Beds
- 6 Baths
- 4,041 Sq Ft
8849 Rhodes St, Kissimmee, FL 34747

A phenomenal vacation rental investment opportunity with great income potential! Discover this prime lot in the vibrant Windsor at Westside, perfectly nestled across from the clubhouse with stunning lake view. This impeccably maintained vacation home is fully furnished with upgraded furniture, including three lavish primary suites and fun themed bedrooms, perfect for large vacation groups. The

Sherry Wang KELLER WILLIAMS CLASSIC

8849 Rhodes St, Kissimmee, FL 34747
/29
$659,000
- 9 Beds
- 6 Baths
- 4,391 Sq Ft
2183 Tripoli Ct, Kissimmee, FL 34747

This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor plans in the community, the home is ideal for large vacationing groups for investors and for your own pleasure. The open-concept floor plan features multiple living areas, a large upstairs loft/game room, and a modern kitchen with granite countertops,

Ann Yu AAA GLOBAL VENTURES PA

2183 Tripoli Ct, Kissimmee, FL 34747
/38
$629,000
- 5 Beds
- 3 Baths
- 2,599 Sq Ft
8998 Croquet Ct, Champions Gate, FL 33896

*Golf club membership and Tennis included plus use of Oasis club , Retreat Water park and Plaza residents only pools, gym , pickel ball courts ,grill and bar with $75 monthly food credit included*The HOA also covers yard maintenance, TV,home phone, high speed internet & cable via Spectrum.Stand out home that must be seen ,this vibrant Newcastle model has open sight lines with 4 bedrooms ( two

Paul McKay FLORIDA REALTY MARKETPLACE

8998 Croquet Ct, Champions Gate, FL 33896
/45
$649,000
- 6 Beds
- 4.5 Baths
- 3,142 Sq Ft
2121 Morocco Way, Kissimmee, FL 34747

Investor’s Dream! 6BR SMART HOME w/ POOL AND HEATED SPA, GAME ROOM AND THEATER located in the much sought after gated community of Windsor at Westside Resort.Beautifully renovated, this fully upgraded 6-bedroom, 4.5-bath SMART HOME is designed for both Comfort and Profitability, it’s ideal as a high-performing short-term rental or luxury vacation retreat.Property features a FULLY

Jeannette Lopez ORLANDO REGIONAL PROPERTY MANAGEMENT

2121 Morocco Way, Kissimmee, FL 34747
/33
$640,000
- 7 Beds
- 5 Baths
- 4,018 Sq Ft
1201 Challenge Dr, Davenport, FL 33896

ONE OF THE FEW HOUSES WITH 7 BEDROOMS IN CHAMPIONS GATE COMMUNITY. FULLY FURNISHED, TASTEFULLY DECORATED AND EQQUIPED FOR THE PERFECT VACATION RENTAL. RENT, ENJOY AND MAKE MONEY ON THIS ARIBNB PERFECT COMMUNITY.

Natalia Araujo EXP REALTY LLC

1201 Challenge Dr, Davenport, FL 33896
/39
$649,000
- 6 Beds
- 4.5 Baths
- 3,142 Sq Ft
8901 Rhodes St, Kissimmee, FL 34747

Welcome to your dream Oasis at Windsor at Westside! This professionally decorated, fully furnished 6-bedroom, 4 1/2-bathroom retreat is located just steps from the resort’s clubhouse, placing world-class amenities right at your doorstep. Designed with luxury and comfort in mind, this home boasts two spacious primary suites—one on the main floor and another upstairs—offering ultimate flexibility

Camila Riva RIVA REALTY GROUP LLC

8901 Rhodes St, Kissimmee, FL 34747
/15
$678,000
- 9 Beds
- 6 Baths
- 4,391 Sq Ft
1606 Lima Ave, Kissimmee, FL 34747

This luxurious gem is nestled within the sought-after Windsor at Westside Resort community—a breathtaking 9-bedroom, 6-bathroom estate that exemplifies the pinnacle of modern elegance and resort-style living. Designed with meticulous attention to detail, this expansive home seamlessly blends sophistication and comfort, featuring sun-drenched open-concept living spaces, high-end finishes, and a

Dennesha Leachman GLOBAL SAPPHIRE REALTY LLC

1606 Lima Ave, Kissimmee, FL 34747
/36
$425,000
- 4 Beds
- 3 Baths
- 1,834 Sq Ft
2233 Wyndham Palms Way, Kissimmee, FL 34747

Located in the highly desirable Windsor Palms community in Kissimmee, this fully furnished home offers the perfect combination of comfort, entertainment, and investment potential. Zoned for short term rentals, it is ideal as a vacation retreat or income producing property. The home features a spacious layout with a private screened pool and spa, creating the perfect space to relax after a day of

Jane Fochler COMPASS FLORIDA LLC

2233 Wyndham Palms Way, Kissimmee, FL 34747
/80
$494,900
- 6 Beds
- 3 Baths
- 2,816 Sq Ft
8006 King Palm Cir, Kissimmee, FL 34747

Welcome to 8006 King Palm Circle, a beautifully maintained **Fully Furnished** home located in the highly desired resort-style gated community of Windsor Palms. whether you’re seeking a profitable vacation rental, a primary residence, or a second home, this property offers the perfect blend of comfort, convenience, and investment potential. featuring an updated kitchen with modern cabinetry,

Fernando Pavon Sosa CHARLES RUTENBERG REALTY ORLANDO

8006 King Palm Cir, Kissimmee, FL 34747
/45
$514,990
- 5 Beds
- 4 Baths
- 2,136 Sq Ft
8120 Pomo Dr, Kissimmee, FL 34747

This beautiful 5-bedroom, 4-bathroom pool home in the desirable Indian Creek community features NO HOA and NEW QUARTZ COUNTERTOPS throughout the kitchen and bathrooms. Enjoy the convenience of one-story living with no stairs and no carpet, offering a clean, modern, and low-maintenance lifestyle. The home has been beautifully updated with a new roof (2022), new laminate flooring (2023), fresh

Jamie Cheng YELLOW MOUNTAIN REALTY, LLC

8120 Pomo Dr, Kissimmee, FL 34747
/31
$599,999
- 6 Beds
- 5 Baths
- 3,291 Sq Ft
1013 Leader St, Davenport, FL 33896

Owner Motivated!!Call now to schedule a private showing! Se habla español. Fully furnished 6-bed, 5-bath home with a loft, pool, and game room in the highly desirable Champions Gate resort community—perfect as a vacation home or investment property. Features include: Open floor plan with natural light and pool views Modern kitchen with quartz countertops and stainless steel appliances

Rita Tabora Barrera TABORA INTERNATIONAL REALTY LL

1013 Leader St, Davenport, FL 33896
/26
$699,000
- 8 Beds
- 5 Baths
- 3,915 Sq Ft
8845 Cruden Bay Ct, Davenport, FL 33896

Locates in ChampionsGate – One of the Top luxury Resort Golf Community in Orlando with only 15 minutes drive to Walt Disney World. Fully furniture resort home with 8 bedroom and 5 bathroom with a huge video room. spread over a roomy 3,915 square feet. It comes with no rare neighbor to enjoy your vacation with privacy on the rear patio screen. This open floorplan combines the kitchen, dining room

He Gao U S GLORY REALTY

8845 Cruden Bay Ct, Davenport, FL 33896
/71
$570,000
- 5 Beds
- 5 Baths
- 3,081 Sq Ft
860 Sticks St, Davenport, FL 33896

The Alexander Palm is a magnificent two-story home offering five bedrooms and five bathrooms. The spacious dining and family room flows seamlessly into the covered patio, perfect for entertaining. This home features two luxurious owner suites, a fully-equipped kitchen, and a convenient one-car garage. The upstairs loft adds extra space for relaxation or activities.Built by Lennar, this home

Clarissa Estevez WATSON REALTY CORP.

860 Sticks St, Davenport, FL 33896
/41
$735,000
- 8 Beds
- 6 Baths
- 4,041 Sq Ft
2133 Malta Terrace, Kissimmee, FL 34747

(some are still old photos with carpet showing). Discover this stunning 8-bedroom, 6-bathroom luxury home located in the highly sought-after Windsor at Westside Resort, just 15 minutes from Walt Disney World! This property sits on one of the most desirable lots in the community —just a one-minute walk to the magnificent clubhouse in Phase I.This turn-key, fully furnished vacation home is

Lucia Wu GOLDEN SUN REALTY INC

2133 Malta Terrace, Kissimmee, FL 34747
/29
$799,000
- 3 Beds
- 2 Baths
- 2,072 Sq Ft
305 Hargrove Ln, Kissimmee, FL 34747

Modern Farm Retreat on 5 Acres in Gated Happy Trails – Kissimmee, FL Discover the perfect blend of country living and modern comfort in this stunning 3-bedroom, 2-bath home located in the exclusive gated section of Happy Trails. Nestled on 5 private acres, this over 2,000-square-foot residence offers serenity, space, and sophistication just minutes from the attractions, dining, and shopping of

Bertrand Lehelly FCG REALTY

305 Hargrove Ln, Kissimmee, FL 34747
/51
$699,900
- 8 Beds
- 6 Baths
- 4,041 Sq Ft
8824 Bengal Ct, Kissimmee, FL 34747

Make your dream a reality. Enjoy this turnkey, conveniently located, luxury Central Florida lifestyle Home.

Yevgeniy Vilkovskiy VMY REALTY INC

8824 Bengal Ct, Kissimmee, FL 34747
/56
$584,990
- 6 Beds
- 4.5 Baths
- 3,142 Sq Ft
8936 Prague Way, Four Corners, FL 34747

SOUTH FACING POOL. FULLY FURNISHED, All Newer Flooring, EV Charger, TURN KEY READY. A fantastic choice to be your Vacation Rental Property in Windsor at Westside Resort! 6 Bedrooms - 4.5 Bathrooms and a Gorgeous Loft. As you step inside, you are greeted by a foyer and entrance high ceiling. The main level features a master bedroom with a bathroom that connects to the pool area, perfect for

Gabriel Andrada FLORIDA SPIRIT HOMES

8936 Prague Way, Four Corners, FL 34747
/43
$700,000
- 8 Beds
- 5 Baths
- 3,916 Sq Ft
541 Pebble Beach Dr, Davenport, FL 33896

Resort-Style Living Awaits in this 8-Bedroom Champions Gate Oasis. Discover the epitome of luxury Florida living in this stunning two-story home, nestled within the world-class Champions Gate Resort. Boasting an impressive eight bedrooms and five bathrooms, this residence is designed for grand-scale entertaining and effortless comfort.Step inside to an open-concept living area that flows

Grace Feng INTOP REALTY LLC

541 Pebble Beach Dr, Davenport, FL 33896
/52
$750,000
- 8 Beds
- 5 Baths
- 3,915 Sq Ft
8809 Cruden Bay Ct, Davenport, FL 33896

Luxury 8-Bedroom Resort Home – NO REAR NEIGHBORS, PRIVATE MOVIE THEATER AND GAMES ROOM. Step into resort-style living at its finest with this exceptional 8-bedroom, 5-bathroom home located in the highly sought-after Retreat at ChampionsGate, Offering 3,915 sqft of beautifully furnished living space, this residence has been professionally designed to combine elegance, comfort, and

Anne Silcock RE/MAX HERITAGE

8809 Cruden Bay Ct, Davenport, FL 33896
/50
$699,000
- 6 Beds
- 5 Baths
- 3,291 Sq Ft
791 Drop Shot Dr, Champions Gt, FL 33896

Prime luxury living in Champions Gate Resort, this turnkey sanctuary sits in the highly sought-after Luxury Resort community and offers unmatched access to major theme parks, dining, shopping, and roadways, with a 16,000 sq ft clubhouse and resort amenities right at your doorstep. The home is offered fully furnished with a meticulous, modern aesthetic, and the backyard backs to a peaceful pond

Alyssa Barker THE JERRY BARKER GROUP LLC

791 Drop Shot Dr, Champions Gt, FL 33896
/25
$440,000
- 4 Beds
- 3 Baths
- 1,567 Sq Ft
8160 Fan Palm Way, Kissimmee, FL 34747

Located in the sought-after Windsor Palms Resort, this fully furnished 4-bedroom, 3-bath pool home offers a rare second en-suite, making it ideal for multi-generational stays, rental flexibility, or added guest comfort. The open-concept layout connects the kitchen, dining, and living areas seamlessly, flowing out to a screened-in private pool and covered lanai — perfect for relaxing after a day

Nicholas Vaseloff REAL BROKER, LLC

8160 Fan Palm Way, Kissimmee, FL 34747
/77
$950,000
- 9 Beds
- 6.5 Baths
- 4,363 Sq Ft
1594 Mermaid Cove Way, Kissimmee, FL 34747

Welcome to this stunning 9-bedroom, 6.5-bath fully furnished home located in the highly desirable Solara Resort in Kissimmee. Offering over 4,300 sq. ft. of living space, this beautifully designed property blends comfort, style, and entertainment—making it a true turnkey short-term rental or luxury vacation retreat! The open-concept floor plan features a bright, spacious living area, a

Yi Cai Wang REALTY HUB

1594 Mermaid Cove Way, Kissimmee, FL 34747
/60
$998,000
- 9 Beds
- 5 Baths
- 3,909 Sq Ft
851 Pebble Beach Dr, Davenport, FL 33896

Welcome to your ultimate investment opportunity or luxurious vacation retreat in the prestigious, guard-gated Champions Gate Resort Community! This stunning 2019-built single-family residence boasts 9 spacious bedrooms and 5 full bathrooms across 3,909 sq ft of heated living space (4,780 sq ft total). This turnkey-furnished villa is designed for seamless short-term rentals, currently top income

Emidio Dias Carvalho Neto KELLER WILLIAMS REALTY AT THE LAKES

851 Pebble Beach Dr, Davenport, FL 33896
/50
$575,000
- 5 Beds
- 5 Baths
- 3,081 Sq Ft
620 Sticks St, Champions Gt, FL 33896

Discover the perfect blend of comfort, style, and opportunity with this spacious single-family home in the gated resort community of Champions Gate. Designed for both relaxation and entertainment, this property is ideal as a family vacation retreat, a second home, or an income-producing rental.Step inside to an open and inviting floor plan filled with natural light, where vaulted ceilings

Rebecca Redman Hamaoui REAL BROKER, LLC

620 Sticks St, Champions Gt, FL 33896
/56
$495,000
- 5 Beds
- 4 Baths
- 2,492 Sq Ft
1505 Mumbai Way, Four Corners, FL 34747

New to the Market! This FULLY FURNISHED dream vacation home at 1505 Mumbai Way, is located in the sought-after Windsor at Westside community! This stunning five-bedroom, four-bathroom residence is the perfect getaway, featuring two luxurious owner suites and an inviting open floor plan. As you approach the front of the house, you'll be greeted by a beautifully paved driveway and walkway, adding

Bianca Botelho RE/MAX ASSURED

1505 Mumbai Way, Four Corners, FL 34747
/92
$1,050,000
- 9 Beds
- 5 Baths
- 3,909 Sq Ft
771 Pebble Beach Dr, Four Corners, FL 34747

This is the vacation home you've been dreaming of. A rare opportunity to own this stunning 9-bedroom, 5-bath, fully furnished, turnkey short-term rental home, perfectly positioned on the 5th hole of a breathtaking golf course. Located in the highly sought-after, gated resort community of ChampionsGate. Just unpack and start enjoying your vacation—or begin earning immediate income from this

Emmanuel Souza TALENT REALTY SOLUTIONS

771 Pebble Beach Dr, Four Corners, FL 34747
/17
$395,000
- 4 Beds
- 2 Baths
- 1,567 Sq Ft
8117 Fan Palm Way, Kissimmee, FL 34747

Welcome to your own slice of vacation paradise at Windsor Palms! Just a few miles from Disney’s gates, this gorgeous 4 bedroom FULLY FURNISHED villa puts you right in the middle of all the magic. Step inside this home and you’ll find a bright, open Florida floor plan, with 4 bedrooms and 2 full baths, and ready for you and your guests. The garage doubles as a game room with a pool table, ping

Meredith Mahn HOMETOWN REALTY GROUP INC

8117 Fan Palm Way, Kissimmee, FL 34747
/46
$450,000
- 4 Beds
- 3 Baths
- 1,791 Sq Ft
2606 Luiseno Way, Kissimmee, FL 34747

This beautifully maintained single-family home in the desirable Indian Creek neighborhood is fully furnished and move-in ready! Featuring 4 spacious bedrooms, 3 bathrooms, high ceilings, and an open-plan layout, this home feels bright, spacious, and inviting. The private backyard oasis with a pool and spa makes it perfect for entertaining or relaxing. With no HOA and zoning for short-term

Virginia Bibby PREMIUM PROPERTIES REAL ESTATE

2606 Luiseno Way, Kissimmee, FL 34747
/40
$588,000
- 7 Beds
- 5.5 Baths
- 3,314 Sq Ft
8956 Zurich Ln, Kissimmee, FL 34747

Discover your slice of paradise at Windsor at Westside with this magnificent 7-bedroom, 5.5-bath vacation home featuring a fully furnished interior, spacious living areas, a gourmet kitchen, and a private screened heated pool ideal for effortless indoor/outdoor entertaining. Perfectly blending comfort and luxury, this residence offers resort-style amenities including a lazy river, game arcade,

Zheng Liu TRUEPRO REALTY LLC

8956 Zurich Ln, Kissimmee, FL 34747
/80
$585,000
- 5 Beds
- 5 Baths
- 3,048 Sq Ft
731 Whistling Straits Blvd, Davenport, FL 33896

Stunning 5-Bedroom, 5-Bath Home in Champions Gate ResortThis spacious two-story, single-family home features 5 bedrooms and 5 full baths, including two master suites one on the first floor for added convenience. The open floor plan includes a formal dining room, a large living room with high ceilings, and a game space on the second floor. An additional room and full bath on the first floor

Clarissa Estevez WATSON REALTY CORP.

731 Whistling Straits Blvd, Davenport, FL 33896
/84
$588,000
- 7 Beds
- 5.5 Baths
- 3,314 Sq Ft
2438 Tangier Dr, Four Corners, FL 34747

Don’t miss this amazing opportunity to buy this beautifully 7 bedroom 5 1/2 bathroom FULL FURNISHED POOL HOME in the most desirable resort,fully screened HEATED POOL & SPA, makes it perfect for indoor/outdoor entertaining. Windsor at Westside is gated resort community , one of thefavorite desired resort style communities around Orlando and Kissimmee. This community has it all, clubhouse,

Richard Lee DOUBLE PINES REALTY, LLC

2438 Tangier Dr, Four Corners, FL 34747
/28
$404,500
- 3 Beds
- 2 Baths
- 1,228 Sq Ft
8052 Indian Creek Blvd, Kissimmee, FL 34747

This wonderful 3 Bedroom turn key pool home. Perfect location just minutes from Margaritaville, the attractions and US 192. Featuring and open floor plan with living and dinning area overlooking the private pool and screened patio with upgraded pavers. Kitchen completely updated has a gorgeous bay window and eat in area. Great split floor plan with the master suite and master bath on one side of

Guiseppina Mottolese VENOSA REALTY LLC

8052 Indian Creek Blvd, Kissimmee, FL 34747
/42
$800,000
- 8 Beds
- 5 Baths
- 4,370 Sq Ft
1154 Drop Ln, Four Corners, FL 34747

Welcome to this beautifully appointed 8-bedroom, 5-bath residence in the gated Championsgate resort community. Built in 2021, the home is being sold fully furnished with designer interiors, providing a turnkey option for owners and investors. The open layout highlights a modern kitchen with stainless steel appliances, spacious dining area, and comfortable living spaces that extend to a covered

Anne Sophie Petit Frere DOUGLAS ELLIMAN

1154 Drop Ln, Four Corners, FL 34747
/79
$750,000
- 6 Beds
- 5 Baths
- 3,291 Sq Ft
8952 Takeaway Way, Davenport, FL 33896

Welcome to your dream vacation home! This exquisite, fully furnished 6-bedroom, 5-bathroom house, located in the ChampionsGate community, offers the perfect blend of elegance, comfort, and entertainment. With its spacious layout, amazing amenities, and prime location, it promises an unforgettable vacation for you and your loved ones. The house features five beautifully decorated bedrooms, each

Carmen Molina LA ROSA REALTY LLC

8952 Takeaway Way, Davenport, FL 33896
/16
$1,249,000
- 9 Beds
- 6 Baths
- 4,391 Sq Ft
2321 Luxor Dr, Kissimmee, FL 34747

Have you been dreaming about a high-performing vacation-based investment strategy? This rare 9-bedroom waterfront estate is a fully operational luxury short-term rental business with custom interior upgrades by luxury interior designer Vera Jaus. Confirmed bookings through 2025 and beyond! Property has a strong income history and offer immediate returns, and with new attractions along with iconic

Federico Gosalvez Fortune Christie's International Real Estate

2321 Luxor Dr, Kissimmee, FL 34747
/37
$709,900
- 8 Beds
- 5 Baths
- 3,922 Sq Ft
8910 Cabot Cliffs Dr, Kissimmee, FL 34747

Welcome to 8910 Cabot Cliffs Drive at the world class Championsgate Resort. This home is a turnkey, waterview 8BR/5BA, with 3,922 SF of elegant living space. Perfect for vacations with privacy near the theme parks of Orlando. The home is fully furnished, very well maintained, and ready from day one. An open, light-filled great room connects to the screened patio with private pool & spa

Matt Dixon COMPASS FLORIDA LLC

8910 Cabot Cliffs Dr, Kissimmee, FL 34747

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