5-Bedroom Homes for Sale in Westside

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  /39

  $499,000

  • 5 Beds
  • 4.5 Baths
  • 2,283 Sq Ft

  201 Jetty Way, Davenport, FL 33897

  Just Steps from the Clubhouse & Community Amenities, Plus Your Own Private South-Facing Pool!This immaculate, light-filled townhome offers the perfect blend of convenience and relaxation—just a few steps from the vibrant clubhouse and all the fantastic amenities Windsor Island Resort has to offer. When you're ready to unwind, retreat to your own private backyard and enjoy a stunning

  Alyssa Barker THE JERRY BARKER GROUP LLC

  201 Jetty Way, Davenport, FL 33897
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  /26

  $745,000

  • 7 Beds
  • 5 Baths
  • 3,234 Sq Ft

  3348 Lilac Way, Davenport, FL 33897

  Escape to your own private oasis just moments away from the magic of Disney at Windsor Island Resort. This exquisite vacation home offers the ultimate in luxury and convenience, boasting 7 bedrooms, 5 bathrooms, and an array of upscale amenities to accommodate even the largest of families or groups. Step inside this stunning retreat and be greeted by an impeccably designed interior, meticulously

  Reinaldo Rosado LPT REALTY, LLC

  3348 Lilac Way, Davenport, FL 33897
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  /26

  $435,000

  • 5 Beds
  • 3 Baths
  • 2,388 Sq Ft

  238 N Hampton Dr, Davenport, FL 33897

  Welcome Home to your Florida Paradise! This is a beautiful 5 bed 3 bath home on one of the biggest lots in the exclusive golf community of Highlands Reserve, large kitchen with eating space and a breakfast bar and the family room is a wonderful place to enjoy the West facing pool. Upstairs, the very large Master suite has great walk in closets and a spa like bathroom. Bedrooms 3, 4 & 5 are a good

  Diego Francisco WEICHERT REALTORS HALLMARK PRO

  238 N Hampton Dr, Davenport, FL 33897
• 

  

  

  /20

  $980,000

  • 10 Beds
  • 8 Baths
  • 4,399 Sq Ft

  2190 Lelani Cir, Davenport, FL 33897

  Escape to your own private oasis just moments away from the magic of Disney at Windsor Island Resort. This exquisite vacation home offers the ultimate in luxury and convenience, boasting 10 bedrooms, 8 bathrooms, and an array of upscale amenities to accommodate even the largest of families or groups. Step inside this stunning retreat and be greeted by an impeccably designed interior, meticulously

  Reinaldo Rosado LPT REALTY, LLC

  2190 Lelani Cir, Davenport, FL 33897
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  /43

  $564,900

  • 6 Beds
  • 4.5 Baths
  • 2,835 Sq Ft

  219 Plumoso Loop, Davenport, FL 33897

  Welcome to this stunning 6-bedroom, 4.5-bath home in the heart of Davenport, Florida! Perfectly situated in a highly convenient area, this spacious property offers the ideal combination of luxury, comfort, and accessibility. Whether you're hosting family gatherings or enjoying quiet evenings, the expansive floor plan provides ample space for every need. With top-of-the-line finishes, a

  Gercilaine Desouza ALLISON JAMES ESTATES & HOMES

  219 Plumoso Loop, Davenport, FL 33897
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  /57

  $579,000

  • 5 Beds
  • 4 Baths
  • 2,482 Sq Ft

  1611 Kona Ln, Davenport, FL 33897

  Discover modern luxury in this stunning 5-bedroom, 4-bathroom vacation home, nestled within the highly sought-after, 24-hour guard-gated Windsor Island Resort. SHORT-TERM RENTALS ALLOWED (AIRBNB ALLOWED)! Located just a quick walk from the resort’s clubhouse, this home offers convenience and unparalleled access to world-class amenities.During your stay, you and your guests will enjoy

  Michael Chen LA ROSA REALTY LLC

  1611 Kona Ln, Davenport, FL 33897
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  /47

  $399,500

  • 5 Beds
  • 3.5 Baths
  • 1,992 Sq Ft

  220 Brunello Dr, Davenport, FL 33897

  Calling all savvy investors and Disney enthusiasts! Discover this stunning Mediterranean-style townhome, perfectly positioned just minutes from the enchantment of Walt Disney World. Offered fully furnished and turn-key, this home provides an incredible chance to tap into Orlando’s flourishing vacation rental market, with impressive financials to showcase its earning potential.Step inside

  Zheni K Espana PA NONA LEGACY POWERED BY LA ROSA

  220 Brunello Dr, Davenport, FL 33897
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  /45

  $1,150,000

  • 10 Beds
  • 8 Baths
  • 4,399 Sq Ft

  3083 Mahalo Dr, Davenport, FL 33897

  Welcome to a 10-Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.11 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, movie theater room, game room, bedrooms with themes and lighting. Solar panels including to save the energy. Enjoy all the thrills of a theme park

  He Gao U S GLORY REALTY

  3083 Mahalo Dr, Davenport, FL 33897
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  /64

  $549,000

  • 5 Beds
  • 4.5 Baths
  • 2,280 Sq Ft

  4294 Lana Ave, Davenport, FL 33897

  LUXURY ** PROFESSIONALLY DESIGNED BY TOP DECORATORS ** INCOME-READY 5BR VACATION HOME IN ORLANDO’S #1 RESORT ** PRE-BOOKED 2025 DATES. Why choose this home? This 2023-built, 5BR/4.5BA home is Orlando’s ultimate vacation rental,

  Tatiana Felice MS LAND & BUILDING LLC

  4294 Lana Ave, Davenport, FL 33897
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  /99

  $718,900

  • 5 Beds
  • 5.5 Baths
  • 2,621 Sq Ft

  1166 Aloha Blvd, Davenport, FL 33897

  Discover an exceptional opportunity in Windsor Island Resort—a premier short-term rental destination near Orlando’s world-famous attractions.This spacious 5-bedroom, 5.5-bathroom vacation home offers over 2,600 square feet of well-designed living space and comes fully furnished and rental-ready. Unlike waiting months for new construction, this home is available today—turnkey and ready for

  Patrick Keating IT'S YOUR MOVE PROPERTY GROUP INC.

  1166 Aloha Blvd, Davenport, FL 33897
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  /60

  $529,000

  • 5 Beds
  • 3 Baths
  • 2,949 Sq Ft

  128 Higher Combe Dr, Davenport, FL 33897

  BOTH AC units have been REPLACED. The ROOF is 3 years old, the POOL PUMP was REPLACED last year, and the POOL HEATER was REPLACED last month! Located in the desirable Highlands Reserve Golf Community, this 5-bedroom, 3-bathroom home offers comfort, luxury, and convenience.The home features a formal living and dining room, a cozy family room, and a kitchen with a breakfast island. The

  Astrid Rivas COLDWELL BANKER REALTY

  128 Higher Combe Dr, Davenport, FL 33897
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  /56

  $720,000

  • 7 Beds
  • 5.5 Baths
  • 3,354 Sq Ft

  1671 Kona Ln, Davenport, FL 33897

  We present a magnificent two-story fully furnished home designed to provide comfort and sophistication. This property features 7 spacious bedrooms and 5 modern bathrooms, providing ample space for family living or hosting guests in style. Highlights include a private pool with a screen enclosure, ensuring worry-free outdoor enjoyment without insects. The home also includes a heated spa for

  Tatiana Calegaro WRA BUSINESS & REAL ESTATE

  1671 Kona Ln, Davenport, FL 33897
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  /52

  $837,500

  • 10 Beds
  • 8 Baths
  • 4,399 Sq Ft

  4141 Lana Ave, Davenport, FL 33897

  Owner got crazy again !!! Huge Price Reduction !!! Luxurious Turn-Key 10-Bedroom Pool Home in Windsor Island Resort – The Pinnacle of Vacation Living and Investment Welcome to your ultimate investment opportunity in the Windsor Island Resort! This Clearwater Grand model is fully designed and decorated by a renowned luxury design firm, setting it apart as the crown jewel of Orlando vacation homes.

  Carlos Selmo BEKK HOMES LLC

  4141 Lana Ave, Davenport, FL 33897
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  /96

  $449,900

  • 5 Beds
  • 4.5 Baths
  • 2,283 Sq Ft

  826 Paradise Dr, Davenport, FL 33837

  ***BACK ON THE MARKET****seller very motivated***Huge Price Reduction*****offering pool and large patio area~~~~Turn key Short Term Rental or Airbnb Townhome with oversized patio ~~~In an active rental program~~~future bookings can be conveyed to buyer~~~Fully furnished, equipped and ready to go~~offering one bedroom on first floor with bathroom~~~pool area offers half bathroom and

  Sandy Sills GIFF GROUP SELLS HOMES

  826 Paradise Dr, Davenport, FL 33837
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  /50

  $579,990

  • 5 Beds
  • 4.5 Baths
  • 2,283 Sq Ft

  4322 Lana Ave, Davenport, FL 33897

  A FANTASTIC SHORT-TERM INVESTMENT OR 2ND HOME OPPORTUNITY near Walt Disney! This stunning 5-bedroom, 4.5-bath, 2263 sqft townhouse with a private pool is located in the prestigious Windsor Island Resort community. Built in 2023, every room in this home is thoughtfully themed and impeccably designed, making it one of the most visually captivating properties in the community. The first floor

  Braner De Lima Dantas FLORIDA CONNEXION PROPERTIES

  4322 Lana Ave, Davenport, FL 33897
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  /29

  $499,900

  • 5 Beds
  • 4.5 Baths
  • 2,283 Sq Ft

  866 Paradise Dr, Davenport, FL 33837

  This FULLY FURNISHED 5 bedroom 4.5 bath townhome is located in sought after Windsor Island Resort, just a SHORT WALK FROM THE CLUBHOUSE. *Turnkey Ready* for immediate occupancy and rental. The property is fully equipped and professionally designed with thematic rooms, providing a welcoming "home away from home" experience. Its modern open floor plan is perfect for hosting gatherings, whether

  Nicole Duque Estrada Almeida Per TALENT REALTY SOLUTIONS

  866 Paradise Dr, Davenport, FL 33837
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  /28

  $440,000

  • 5 Beds
  • 4 Baths
  • 2,376 Sq Ft

  612 Bloomingdale Dr, Davenport, FL 33897

  NEW ROOF, & A/C Floors, Drywalls, Appliances, and completely remodeled to host guests! This fabulous large 5/4 home is situated in the beautiful Hampton Lakes Estates off. The fantastic layout is great for entertaining family and friends. Two Master Suites are located on the first floor. An open staircase overlooks the spacious kitchen and family room. This extends to the spa like environment of

  Steven Koleno BEYCOME OF FLORIDA LLC

  612 Bloomingdale Dr, Davenport, FL 33897
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  /98

  $630,000

  • 5 Beds
  • 4.5 Baths
  • 2,263 Sq Ft

  4306 Lana Ave, Davenport, FL 33897

  ONE-OF-A-KIND TOWNHOME WITH LUXURY DESIGN! Experience the pinnacle of opulence and comfort in this remarkable 5-bedroom, 4.5-bathroom vacation haven situated within an exclusive gated community in Orlando. This residence, a harmonious blend of style and functionality, offers a captivating escape for guests in the enchanting city. Nestled in a highly coveted neighborhood, the property not only

  Vinny Machado Da Silva ONLI REALTY GROUP LLC

  4306 Lana Ave, Davenport, FL 33897
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  /37

  $450,000

  • 5 Beds
  • 4.5 Baths
  • 2,283 Sq Ft

  287 Jetty Way, Davenport, FL 33897

  MOTIVATED OWNER - FULLY FURNISHED and stunning 5-bedroom, 4-bathroom resort residence, nestled in the newly developed Windsor Island Resort, offers luxurious living with a private splash pool. The home boasts a spacious, open floor plan, perfect for entertaining and family living.Main LevelLiving Area: The expansive living room is perfect for relaxation and socializing, with a sliding

  Emily Bastos Porto COLDWELL BANKER RESIDENTIAL RE

  287 Jetty Way, Davenport, FL 33897
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  /23

  $433,000

  • 5 Beds
  • 4 Baths
  • 2,106 Sq Ft

  238 Carrera Ave, Davenport, FL 33897

  Gated community with Clubhouse with pool, spa, Arcade, fitness center and a playground with mini golf course. Convenient to all Theme parks, shopping and dining. Property being Sold as is and all offers must submit bank preapproval letter or proof of funds if cash buyer. House is fully furnished ready move in for residence, short term rental or long term rental. Large pool deck with screened

  Annabelle Maharaj ORLANDO REALTY SOLUTIONS LLC

  238 Carrera Ave, Davenport, FL 33897
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  /51

  $439,000

  • 6 Beds
  • 4.5 Baths
  • 2,771 Sq Ft

  256 Sevilla Ave, Davenport, FL 33897

  House appraised, but buyer couldn't qualify for financing. Don't miss this opportunity on a great deal! Unbelievable value and best price by SF in Solana!! Furnished TURN-KEY property with maximum rental FLEXIBILITY. Owner made over $30,000 in rental income after expenses in 2024. RESORT-STYLE living.

  Dustin Eshenroder IMAGINATION REALTY, INC

  256 Sevilla Ave, Davenport, FL 33897
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  /30

  $525,000

  • 5 Beds
  • 3 Baths
  • 2,338 Sq Ft

  139 Belfry Dr, Davenport, FL 33897

  Experience luxury and comfort in this beautifully maintained home, tucked away in the sort after Highland Reserve Golf Community. From the moment you arrive, the striking curb appeal and panoramic views of the golf course, lush greenbelt, and vibrant sunsets will capture your heart. Inside, you’ll find a light-filled, open-concept living space with soaring ceilings and timeless elegance

  Gillian Redman REAL BROKER, LLC

  139 Belfry Dr, Davenport, FL 33897
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  /28

  $1,150,000

  • 8 Beds
  • 6.5 Baths
  • 4,036 Sq Ft

  3625 Lily Ln, Davenport, FL 33897

  Welcome to your dream home in Davenport! This stunning, spacious residence offers 8 bedrooms and 6 bathrooms, providing ample room for a large family or someone who needs plenty space. The inviting layout combines comfort and elegance, with cozy living areas and a beautifully designed interior. Step outside to enjoy the private pool, perfect for relaxing or entertaining guests. Don’t miss the

  Vivian Branco MS LAND & BUILDING LLC

  3625 Lily Ln, Davenport, FL 33897
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  /51

  $949,000

  • 10 Beds
  • 8 Baths
  • 4,399 Sq Ft

  3209 Lilac Way, Davenport, FL 33897

  ** Welcome to 209 Lilac Way, a stunning 4,399 sq ft single-family home built in 2022, offering the ultimate in modern luxury and comfort. This 10-bedroom, 8-bathroom home is perfect for large families or investors seeking a high-performing vacation rental.**Property Highlights:** - 10 beautifully designed bedrooms, each featuring unique themed décor for a memorable stay - 8 full

  Samir Naim NAIM REAL ESTATE LLC

  3209 Lilac Way, Davenport, FL 33897
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  /40

  $515,000

  • 5 Beds
  • 3.5 Baths
  • 2,487 Sq Ft

  476 Calabay Parc Blvd, Davenport, FL 33897

  SELLER MOTIVATED!!! VACANT AND EASY TO SHOW!! $5,000 SELLER CONCESSIONS TO BUYER!!!! Welcome to 476 Calabay Parc Blvd.! A stunning and spacious 5 bedroom and 4 bathroom POOL home in the desirable community of Calabay Parc Community. This home comes FULLY FURNISHED ready for move in, short term rental or a second home. The home also includes FOUR NEW standup arcade games. Updated appliances,

  Elmy Peralta LA ROSA REALTY KISSIMMEE

  476 Calabay Parc Blvd, Davenport, FL 33897
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  /65

  $749,900

  • 7 Beds
  • 5 Baths
  • 3,282 Sq Ft

  1697 Kona Ln, Davenport, FL 33897

  NEW PRICE! Welcome to your dream vacation home located in the exclusive Windsor Island Resort Community! Prime lot no rear neighbors!! This stunning 7-bedroom, 5-bathroom pool house is perfect for short-term rentals, offering a spacious and luxurious getaway for families and large groups. Nestled on a prime lot, the home boasts exceptional amenities designed for relaxation and

  Liliana Acevedo LPT REALTY, LLC

  1697 Kona Ln, Davenport, FL 33897
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  /29

  $830,000

  • 10 Beds
  • 8 Baths
  • 4,399 Sq Ft

  2031 Lelani Cir, Davenport, FL 33897

  PRICE REDUCED! SELLER MOTIVATED! Discover the charm of this exquisite home that has 10 spacious bedrooms and 8 bathrooms, perfect for large families or hosting guests. The newly updated kitchen features modern amenities, while the cozy living room provides a welcoming space for relaxation. Enjoy the expansive layout, abundant natural light, and a refreshing pool. This property provides a unique

  Vivian Branco MS LAND & BUILDING LLC

  2031 Lelani Cir, Davenport, FL 33897
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  /31

  $437,000

  • 5 Beds
  • 3 Baths
  • 2,210 Sq Ft

  241 Grosvenor Loop, Davenport, FL 33897

  New price!!Seller very motivated. NEW ROOF IN JULY 2025 and NEW AC 2023. This home is perfect for families or investors as it allows long or short term rentals and it's close to theme parks.This spacious villa boasts 5 bedrooms, with two located downstairs and three upstairs, offering plenty of room for family and guests. Master bedroom has an en suite bathroom with double sink, tub and

  Grisel Pardo LPT REALTY, LLC

  241 Grosvenor Loop, Davenport, FL 33897
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  /30

  $874,000

  • 7 Beds
  • 5.5 Baths
  • 3,286 Sq Ft

  4424 Kaipo Rd, Davenport, FL 33897

  Price reduced !!Fully Furnished Spectacular 7bedroom, 5.5 bathroom Short Term Rental home features a pool in the back. Located in Windsor Island Resort, Perfect for short term rental. Community includes gym, water park, mini golf, swimming pool, recreation center with arcade and so much more. You get to enjoy Disney fireworks from his home and just 15 minutes away from the Disney world. Also

  Selma White WRA BUSINESS & REAL ESTATE

  4424 Kaipo Rd, Davenport, FL 33897
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  /79

  $514,000

  • 5 Beds
  • 4 Baths
  • 2,832 Sq Ft

  492 Tupelo Cir, Davenport, FL 33897

  Welcome home! This stunning 5 bed / 4 bath home, with the flexibility if needed, to be a 6 bedroom, looks and presents like the Central Florida paradise you’ve been wanting. The home features two master suites, upstairs and downstairs, both with private ensuite bathrooms. The upstairs ensuite bathroom was recently renovated as well! An additional bedroom downstairs, with jack-and-jill

  Steve Perez KONA REALTY SERVICES LLC

  492 Tupelo Cir, Davenport, FL 33897
• 

  

  /20

  $729,000

  • 6 Beds
  • 4.5 Baths
  • 3,286 Sq Ft

  4063 Lana Ave, Davenport, FL 33897

  Exceptional property alert. Come see this amazing Windsor Island 6-bedroom vacation home. This property is brand new and features custom decor and furnishings. If you want a pristine vacation home for personal and or rental purposes, this is it! Turnkey for rental, with very high-quality Sturdy furniture that will hold up for many years. Also featuring an amazing clubhouse adventure with full

  Christopher Gabriel EXP REALTY LLC

  4063 Lana Ave, Davenport, FL 33897
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  /76

  $549,000

  • 5 Beds
  • 4.5 Baths
  • 2,283 Sq Ft

  4270 Lana Ave, Davenport, FL 33897

  * HUGE PRICE IMPROVEMENT FOR FAST SALE!* Aloha! Welcome to 4270 Lana Avenue, an impressive 5-bedroom, 4.5-bathroom townhome located in the ICONIC, Hawaiian-themed, Windsor Island Resort in Davenport, FL. This impressive property is a highly successful vacation rental home, perfectly positioned to delight both owners and guests. With consistently high occupancy rates and generating over $50,000

  Susan Benante EXP REALTY LLC

  4270 Lana Ave, Davenport, FL 33897
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  /84

  $569,000

  • 5 Beds
  • 4.5 Baths
  • 2,283 Sq Ft

  900 Paradise Dr, Davenport, FL 33897

  GREAT NEW PRICE! Seller Motivated. Welcome to 900 Paradise Drive in the iconic, Hawaiian themed, Windsor Island Resort located in Davenport, FL – just a few short miles to Walt Disney World, Orlando! Step into a realm of luxury and leisure with this captivating 5-bedroom, 4.5-bathroom PREMIUM END UNIT townhome, meticulously designed for the ultimate getaway experience. As you enter, you'll be

  Susan Benante EXP REALTY LLC

  900 Paradise Dr, Davenport, FL 33897
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  /13

  $890,000

  • 10 Beds
  • 8 Baths
  • 4,399 Sq Ft

  3004 Mahalo Dr, Davenport, FL 33897

  Embrace the epitome of luxury with this extraordinary short-term rental opportunity! Nestled within the exclusive Windsor Island community, this magnificent property boasts 10 bedrooms and 8 bathrooms, providing a haven for both relaxation and entertainment.As you step inside, the expansive living spaces unfold, complemented by tasteful furnishings that create an ambiance of refined comfort.

  Cesar Sarceno C & R ADVISORS REALTY INC

  3004 Mahalo Dr, Davenport, FL 33897
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  /33

  $874,000

  • 8 Beds
  • 6.5 Baths
  • 4,025 Sq Ft

  4189 Lana Ave, Davenport, FL 33897

  Luxuriously furnished – Ready-to-move-in property. Enjoy a heated pool and spa, completely automated. All current bookings will seamlessly transfer to the new owner. Presenting an exquisite 8-bedroom, 6-bathroom home nestled in the highly desirable resort community of Windsor Island Resort. This community boasts round-the-clock manned security, situated just south of US 192 on Hwy 27. The layout

  Daniel De Souza PREMIER SOTHEBYS INT'L REALTY

  4189 Lana Ave, Davenport, FL 33897
• 

  

  /20

  $459,900

  • 5 Beds
  • 3 Baths
  • 2,579 Sq Ft

  151 Prestwick Dr, Davenport, FL 33897

  Excellent investment opportunity in the desirable Highlands Reserve Golf Community in Davenport, Florida. This spacious home features 5 bedrooms and 3 bathrooms, complemented by a private pool and spa. Conveniently located just a short drive from Disney's renowned theme parks, the property is perfectly positioned for short-term rental income, offering strong potential returns for investors. The

  Zachry Elkhander GENSTONE REALTY

  151 Prestwick Dr, Davenport, FL 33897
• 

  

  /45

  $590,000

  • 7 Beds
  • 4.5 Baths
  • 3,611 Sq Ft

  419 McFee Dr, Davenport, FL 33897

  Short Sale. Opportunity, own this 7 Bedroom, 4.5 Bath, 3 Car Garage, Pool Home in the desirable Hampton Estates.Short Sale Bank ApprovedThis property has been completely remodeled inside, new AC units upstairs and downstairs, Luxury Vinyl install in the main areas, is ready for a new owner. All of this lies in a perfect location close to theme parks, dining, shopping, and major highways

  Marcelo Gaitan Estabridis KELLER WILLIAMS REALTY AT THE LAKES

  419 McFee Dr, Davenport, FL 33897

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