8,488

Westside Homes

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  • /72

    $499,990

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

    4254 Lana Ave, Davenport, FL 33897

    One of the most desirable short term rental community with great location and amenities, plus the rental history showing a wonderful ROI, furthermore fully furnished where you and your guest can be confident you are going to enjoy of an amazing profesional decoration

    Agent Photo

    Jorge Ruiz

    AGENT TRUST REALTY CORPORATION

    (863) 593-8993

    4254 Lana Ave, Davenport, FL 33897
  • /19

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Townhouse for Rent

    352 Caribbean Dr Unit Main, Davenport, FL 33897

    Townhome in the desired community of "Island Club West". As one enters the first level, on the left there is a stairway and straight forward the kitchen, dining area, and open Living space with sliding doors to a patio. There are 2 bedrooms on the second level: the master bedroom has a private on-suite bathroom and a closet, and there is 1 additional bedroom with a private bathroom. The community

    Agent Photo

    Z Colon

    ELITE REALTY AGENCY LLC

    (863) 208-5661

    352 Caribbean Dr Unit Main, Davenport, FL 33897
  • /2

    $350,000 Sold Sep 19, 2025

    • 1,929 Sq Ft
    • $181/SF
    • 127 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2000

    550 Castlemain Cir, Davenport, FL 33897

    Explore your ideal Florida lifestyle at 550 Castlemain Circle, located in the sought-after Hampton Lakes community! Imagine moving effortlessly into this tastefully furnished 4-bedroom, 2-bath home, where thoughtful renovations guarantee immediate comfort and elegance. Visualise sunlit afternoons by your immaculate, screened pool, recently upgraded with new tiles and lining – your personal oasis

    James Donovan TEAM DONOVAN

    550 Castlemain Cir, Davenport, FL 33897
    • /2

      Est $362,609 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,571 Sq Ft

      1134 Bloomingdale Dr, Davenport, FL 33897

      1134 Bloomingdale Dr, Davenport, FL 33897
  • /25

    $535,000

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

    518 Brighton Dr, Davenport, FL 33897

    Spacious 5-Bedroom Pool Home with a Bonus Room in the desirable Highlands Reserve Golf Community. This well-maintained and fully furnished existing vacation home is ready for a new owner and it could be you! Centrally located in the Four Corners area, the home features a functional and open layout with formal living and dining areas, a large family room, and a spacious kitchen with a breakfast

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 434-7850

    518 Brighton Dr, Davenport, FL 33897
  • /10

    $950 per month

    • 1 Bath
    • 250 Sq Ft
    • Apartment for Rent

    352 Caribbean Dr Unit Front, Davenport, FL 33897

    This studio is ready for a new tenant. The studio is located in the gated community of Island Club West. It has a parking space for 1 vehicle ONLY and the unit has a private bathroom. Inside you will have closet space and a kitchenette that consists of a microwave, cooktop, and a small refrigerator. The property is ready for move-in. NO Pets are allowed and the property requires 2 application

    Agent Photo

    Z Colon

    ELITE REALTY AGENCY LLC

    (863) 343-1529

    352 Caribbean Dr Unit Front, Davenport, FL 33897
  • /61

    $265,000 Sold Sep 19, 2025

    • 1,856 Sq Ft
    • $143/SF
    • 249 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    467 La Mirage St, Davenport, FL 33897

    Located on the renowned resort of Regal Palms just off Hwy 27 and close to the Disney area, this popular 4 bed, 3 bath end unit is ideally positioned just a short walk to the clubhouse and resort amenities. Enjoy access to pools, a lazy river, fitness center, spa, on-site restaurants, market, and more—all just steps from your front door!This is one of the most sought-after Bermuda models,

    Howard Thorne HOMES OF AMERICA REALTY GROUP,

    467 La Mirage St, Davenport, FL 33897
    • /33

      Est $296,044 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,856 Sq Ft

      646 Calabria Ave, Davenport, FL 33897

      646 Calabria Ave, Davenport, FL 33897
  • /76

    $935,000

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

    4157 Lana Ave, Davenport, FL 33897

    Best deal in the Windsor Island Resort! Fully Upgraded & Themed Vacation Home!Step into a world of luxury and imagination with this spectacular 10-bedroom, 8-bathroom vacation home. Designed to accommodate over 20 guests, this fully furnished retreat is perfect for unforgettable family getaways or a lucrative short-term rental investment. The owner invested $170,000 in upgrades to create

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (863) 837-4807

    4157 Lana Ave, Davenport, FL 33897
  • /17

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    405 Caribbean Dr Unit Main, Davenport, FL 33897

    Nice Townhome within the desired community of "Island Club West". As one enters the first level, on the left there is a stairway and straight forward the kitchen, dining area, and open Living space with sliding doors to a patio. There are 2 bedrooms on the second level: the master bedroom has a private on-suite bathroom and a closet, and there is 1 additional bedroom with a private bathroom. The

    Agent Photo

    Z Colon

    ELITE REALTY AGENCY LLC

    (863) 862-5368

    405 Caribbean Dr Unit Main, Davenport, FL 33897
  • /2

    $285,000 Sold Sep 18, 2025

    • 1,140 Sq Ft
    • $250/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    328 Walpole Loop, Davenport, FL 33897

    Welcome to your Florida retreat! This charming 3-bedroom, 2-bath pool home in sunny Davenport offers the perfect blend of comfort, convenience, and short-term rental potential. Whether you're looking for a primary residence, vacation getaway, or income-generating Airbnb, this property delivers.Step inside to a bright and open floor plan with tile flooring throughout the main living areas.

    Natalie Citarelli CITARELLI REALTY GROUP LLC

    328 Walpole Loop, Davenport, FL 33897
    • /44

      Est $266,048 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,482 Sq Ft

      4123 Calabria Ave, Davenport, FL 33897

      4123 Calabria Ave, Davenport, FL 33897
  • /25

    $584,000 Pending

    • 5 Beds
    • 4 Baths
    • 2,504 Sq Ft

    1820 Summer Dr, Davenport, FL 33897

    Prime short-term rental investment opportunity in the sought-after Windsor Island Resort! This spacious 5-bedroom, 4-bathroom single-family home is the perfect turnkey investment in one of Central Florida’s premier vacation communities. The first floor features a convenient guest bedroom and full bath, ideal for multigenerational stays. Upstairs, you'll find an oversized owner’s suite, an

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (863) 343-1080

    1820 Summer Dr, Davenport, FL 33897
  • /16

    $1,850 per month

    • 3 Beds
    • 3 Baths
    • 1,364 Sq Ft
    • Townhouse for Rent

    161 Coco Plum Dr, Davenport, FL 33897

    BACK ON THE MARKET. Move-in ready townhouse with 3 bedrooms and 3 bathrooms in the desired area of Davenport. Each bedroom has a private bathroom. The first level is fully laminated and has great relaxing views of the pond. On the first level is bedroom #3 which is an in-law suite with separate access. The kitchen, dining room, and living room are also located on the first floor. The appliances

    Agent Photo

    Z Colon

    ELITE REALTY AGENCY LLC

    (863) 509-5973

    161 Coco Plum Dr, Davenport, FL 33897
  • /2

    $225,000 Sold Sep 18, 2025

    • 1,482 Sq Ft
    • $152/SF
    • 129 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2004

    416 Calabria Ave, Davenport, FL 33897

    This beautiful lake view fully furnished two-story, three-bedroom, three-bath town home in the popular, sought-after resort known as Regal Palms. This beautifully furnished accommodation provides flat screen TVs in the living room and every bedroom. It has a dining room, living room combo with sofa bed, which is in addition to the three en-suite bedroomed accommodations. There is a back patio for

    Linda Foo PREMIER SOTHEBYS INT'L REALTY

    416 Calabria Ave, Davenport, FL 33897
    • /38

      Est $250,456 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,482 Sq Ft

      3929 Calabria Ave, Davenport, FL 33897

      3929 Calabria Ave, Davenport, FL 33897
  • /63

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    211 Lockbreeze Dr, Davenport, FL 33897

    Welcome to this spacious beautifully maintained and highly desirable updated home in Hampton Lakes community of Davenport. this home offers comfort, convenience, and Florida lifestyle living at its best. Step inside to find an open floor plan filled with Beautiful Oversized Porcelain Tile, natural light, vaulted ceilings, and multiple living areas designed for both relaxation and entertaining.

    Agent Photo

    Deborah Charron

    KELLER WILLIAMS REALTY AT THE LAKES

    (863) 431-3293

    211 Lockbreeze Dr, Davenport, FL 33897
  • /13

    $1,100 per month

    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    102 Mango Dr Unit Front, Davenport, FL 33897

    Beautiful studio in the desirable community of "Island Club West". Upon entering you will see the bedroom with a closet and its private bathroom. The studio includes a kitchen with a two-burner stove, refrigerator, and microwave. The rental price includes a tenant benefits package that includes pest control, credit monitoring, and renters insurance, among other things. The community has great

    Agent Photo

    Z Colon

    ELITE REALTY AGENCY LLC

    (863) 265-4227

    102 Mango Dr Unit Front, Davenport, FL 33897
  • /2

    $365,000 Sold Sep 17, 2025

    • 1,562 Sq Ft
    • $234/SF
    • 13 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2000

    1510 Casterton Cir, Davenport, FL 33897

    Welcome to this beautiful 4-bedroom, 3-bath POOL HOME located in a peaceful Davenport community within the gated Westridge neighborhood. This property offers the perfect blend of comfort, style, and flexibility. Whether you’re searching for your dream home or a smart investment, this home is ideal. With no rental restrictions, it can serve as a primary residence, vacation retreat, Airbnb, or

    Kaleb Shaw ROBERT SLACK LLC

    1510 Casterton Cir, Davenport, FL 33897
    • /48

      Est $289,190 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,950 Sq Ft

      2628 Bella Vista Dr, Davenport, FL 33897

      2628 Bella Vista Dr, Davenport, FL 33897
  • /53

    $439,000

    • 5 Beds
    • 4 Baths
    • 2,216 Sq Ft

    1000 Solana Cir, Davenport, FL 33897

    Experience Solana Resort in the heart of Davenport in this beautiful 5 bedroom 4 bath FURNISHED pool home located on an insanely private LARGE lot, (over 1/4 acre). Solana Resort entrance has a 24 hour manned gate, Outstanding amenities including Clubhouse, Fitness center, Community pool, Miniature Golf course, Tiki bar, volleyball, Arcade, and playground. Solana Resort is conveniently located

    Agent Photo

    Robert Anarumo

    FLORIDA REALTY MARKETPLACE

    (863) 262-7332

    1000 Solana Cir, Davenport, FL 33897
  • /59

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    502 Oxford Dr, Davenport, FL 33897

    This beautifully appointed 3-bedroom 2 bath home situated in the exclusive Golf Community of Highlands Reserve open kitchen with quartz counter tops SS appliances, ceramic tile floors, sparkling pool, washer and dryer. Close to shops, restaurants, Disneyworld and other famous Florida attractions.

    Agent Photo

    Theresa Jacome

    Instyle Properties, LLC

    (863) 340-7727

    502 Oxford Dr, Davenport, FL 33897
  • /2

    $350,000 Sold Sep 16, 2025

    • 1,748 Sq Ft
    • $200/SF
    • 123 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    225 Highgate Park Blvd, Davenport, FL 33897

    The property you are inquiring about is located in Davenport, FL in the Highgate Park area of Polk County. This is approximately 1,748 sq.ft., all appliances staying, open floor plan, divided bedrooms, and a great home for entertaining. Located in the heart of the entertainment world in Florida - easy access! Legacy Park is a beautiful community. Highgate Park is a secured community with many

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    225 Highgate Park Blvd, Davenport, FL 33897
    • /14

      Est $262,696 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,482 Sq Ft

      2622 Calabria Ave, Davenport, FL 33897

      2622 Calabria Ave, Davenport, FL 33897
  • /34

    $635,000

    • 7 Beds
    • 5 Baths
    • 3,303 Sq Ft

    1200 Aloha Blvd, Davenport, FL 33897

    Best-priced 7-bedroom home in Windsor Island! This beautiful, fully furnished vacation rental has no rear neighbors and features a serene open view from the backyard. Located just minutes from Disney, Epcot, Universal, SeaWorld, and top golf courses, Windsor Island Resort offers the ultimate in convenience and luxury.The home boasts 7 bedrooms and 5 bathrooms, including 3

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (863) 264-5272

    1200 Aloha Blvd, Davenport, FL 33897
  • /40

    $2,850 per month

    • 4 Beds
    • 3 Baths
    • 1,919 Sq Ft
    • House for Rent

    1101 N Hampton Dr, Davenport, FL 33897

    Beautifully home ready for an August move-in. The property comes with 4 bedrooms and 3 bathrooms. Two of the bedrooms are equipped with 2 twin beds each. Bedroom #3 has a queen-sized bed and the Master bedroom comes with a king-sized bed. Three bathrooms with one having direct access to the patio area. Both bathrooms #2 and#3 have bathtubs while the master bathroom comes with double sinks and a

    Agent Photo

    Z Colon

    ELITE REALTY AGENCY LLC

    (863) 400-1091

    1101 N Hampton Dr, Davenport, FL 33897
  • /2

    $430,000 Sold Sep 16, 2025

    • 2,451 Sq Ft
    • $175/SF
    • 222 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2005

    256 Lancaster Dr, Davenport, FL 33897

    Fully Furnished Home in Highgate Park- A Gated Community in Legacy ParkDiscover your dream home in the exclusive gated community of Highgate Park, located in Legacy Park. This exquisite 5-bedroom, 3.5-bathroom property features a private pool and offers unmatched versatility as a primary residence, a vacation retreat, or a lucrative income-generating rental property. As you step through

    Patricia Hernandez CENTURY 21 BE3

    256 Lancaster Dr, Davenport, FL 33897
    • /42

      Est $479,846 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 2,368 Sq Ft

      241 Vista Loop, Davenport, FL 33897

      241 Vista Loop, Davenport, FL 33897
  • /48

    $424,900

    • 4 Beds
    • 3 Baths
    • 1,895 Sq Ft

    1019 Tuscan Hills Blvd, Davenport, FL 33897

    Do you want to live the vacation lifestyle? Have you visited Orlando so much that you thought...it may simply just make more sense to purchase a turn-key home....well you are 100% right it makes sense! 1019 Tuscan Hills Blvd in Davenport is just that; a turn-key, fully furnished home in a gated community that you can use at your leisure, and then place it into a rental program to make you money

    Agent Photo

    Steven Horner

    RE/MAX PRIME PROPERTIES

    (863) 474-8447

    1019 Tuscan Hills Blvd, Davenport, FL 33897
  • /5

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Apartment for Rent

    636.5 Orchid Dr, Davenport, FL 33897

    One-bedroom apartment unfurnished RENNOVATED, UPDATED and ready for a quick move-in. Located inside the community of Island Club West and near to so much. The apartment comes with a kitchenette that includes a large stand-alone refrigerator and cooktop. There is also space for a dining area and an ample living area. Very spacious bedroom with space for a seating area as well. The community has

    Agent Photo

    John Hill

    TOP AGENCY REALTY INC

    (863) 243-6215

    636.5 Orchid Dr, Davenport, FL 33897
  • /2

    $357,000 Sold Sep 13, 2025

    • 1,808 Sq Ft
    • $197/SF
    • 86 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    307 Dalton Ct, Davenport, FL 33897

    Renovated POOL house offering NEW roof, NEW water heater, NEW GRANITE countertops with updated kitchen and bathrooms. Kitchen beautifully appointed with NEW stainless-steel appliances and more.

    Laura Hilton CHARLES RUTENBERG REALTY ORLANDO

    307 Dalton Ct, Davenport, FL 33897
    • /26

      Est $343,824 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,788 Sq Ft

      232 Willow Bend Dr, Davenport, FL 33897

      232 Willow Bend Dr, Davenport, FL 33897
  • /43

    $236,000

    • 3 Beds
    • 3 Baths
    • 1,326 Sq Ft

    904 Charo Pkwy Unit 525, Davenport, FL 33897

    Welcome to Bella Piazza, a Tuscan-style resort. A rare opportunity to own this immaculate well taken care of SOUTH FACING CORNER UNIT overlooking the pool. The original owner is selling, this was a former model for the builder and it has never been rented! This beautiful 3 bedroom 3 bath condo has crown moulding throughout and full of upgrades. As you walk in the condo and approach the open

    Agent Photo

    Abby Anderson Hayes

    REAL BROKER, LLC

    (863) 312-0866

    904 Charo Pkwy Unit 525, Davenport, FL 33897
  • /17

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    711 Caribbean Dr Unit Main Unit, Davenport, FL 33897

    Townhouse for immediate move-in with water & electricity included. This property has 3 bedrooms and 2 bathrooms. As you walk in, you will enjoy the open room where the Dining and Living areas are located. The kitchen comes with a full-size range, a full-size refrigerator, Dishwasher, and a microwave. The laundry is inside the Kitchen and comes with a full-size washer & Dryer. There is also

    Agent Photo

    Z Colon

    ELITE REALTY AGENCY LLC

    (863) 213-7033

    711 Caribbean Dr Unit Main Unit, Davenport, FL 33897
  • /2

    $429,000 Sold Sep 12, 2025

    • 2,772 Sq Ft
    • $155/SF
    • 33 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2003

    344 Bloomingdale Dr, Davenport, FL 33897

    Offered for sale by the original owner, this beautifully maintained and fully furnished 6-bedroom, 4 1/2-bathroom pool home in Hampton Estates is the kind of property that rarely comes along. Lovingly cared for since new, it’s been a much-loved second home and successful short-term rental, but with its generous layout and thoughtful updates, it would work just as well as a full-time residence for

    Nicola Ansons COLDWELL BANKER RESIDENTIAL RE

    344 Bloomingdale Dr, Davenport, FL 33897
    • /45

      Est $298,323 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,856 Sq Ft

      202 Napoli Dr, Davenport, FL 33897

      202 Napoli Dr, Davenport, FL 33897
  • /27

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,562 Sq Ft

    104 Langham Dr, Davenport, FL 33897

    Don’t Miss Out on this Stunning 4BR, 2BA Home with Pool in Westridge Community! Discover your dream home in the charming Westridge Community with this exquisite 4-bedroom, 2-bath gem featuring a sparkling pool and a 2-car garage. This spacious residence offers a thoughtfully designed layout, with a seamless flow between formal living and dining areas, and generously sized bedrooms. The modern

    Agent Photo

    Christina Laidley

    LA ROSA REALTY KISSIMMEE

    (863) 302-9767

    104 Langham Dr, Davenport, FL 33897
  • /13

    $1,250 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    751 Caribbean Dr Unit Front Unit, Davenport, FL 33897

    This is a one-bedroom, one-bath unit for immediate move-in. This property is located in the Four Corners area of Davenport. As you walk in, you will enjoy the open room where the kitchen, dining, and living areas are located. The kitchen comes with a cooktop, a small refrigerator, and a microwave. The Bedroom is separate, very inviting, has ample closet space, and comes with a private bathroom.

    Agent Photo

    Z Colon

    ELITE REALTY AGENCY LLC

    (863) 591-5962

    751 Caribbean Dr Unit Front Unit, Davenport, FL 33897
  • /2

    $741,000 Sold Sep 10, 2025

    • 4,393 Sq Ft
    • $169/SF
    • 25 Days On Market
    • 9 Beds
    • 6 Baths
    • Built 2021

    2131 Lelani Cir, Davenport, FL 33897

    Stunning turnkey 9-Bedroom Vacation Home | High-Performing STR in Windsor Island ResortExceptional opportunity to own an elegantly furnished 9-bedroom, 6-bathroom pool home in the prestigious Windsor Island Resort, one of Central Florida’s most in-demand luxury gated communities. Currently operated by a Superhost with a 62%+ occupancy rate, this home is a high-performing short-term rental

    Nicola Ansons COLDWELL BANKER RESIDENTIAL RE

    2131 Lelani Cir, Davenport, FL 33897
    • /21

      Est $256,563 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,482 Sq Ft

      2235 Calabria Ave, Davenport, FL 33897

      2235 Calabria Ave, Davenport, FL 33897

Showing Results 1 - 40, Page 1 of 18

Home Trends in Westside, FL

Housing Trends

Median Sale Price
$385,000
Median Single Family Sale Price
$410,000
Median Townhouse Sale Price
$322,000
Median 2 Bedroom Sale Price
$149,750
Average Price Per Sq Ft
$201
Number of Homes for Sale
349
Last 12 months Home Sales
367
Months of Supply
11.40
Median List Price
$425,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-1%
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