15

Kissimmee, FL Homes for Sale in 55+ Community

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  • /58

    $69,900

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft

    1744 Sugar Pine Ave Unit 239, Kissimmee, FL 34758

    SELLER MOTIVATED--LIMITED TIME OFFER: Enjoy 1 MONTH FREE Lot Rent---This fully renovated 2 bed/ 2 bath home is situated in the sought-after 55 Plus--Whispering Pines community of Kissimmee. The interior features modern vinyl plank flooring, updated bathrooms including high rise toilets and new shower, a stylish kitchen equipped with stainless steel appliances and granite countertops. The

    Lisa Dobbs LISA DOBBS LLC

    1744 Sugar Pine Ave Unit 239, Kissimmee, FL 34758
  • /14

    $49,000

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    1735 Balsam Ave Unit 253, Kissimmee, FL 34758

    Welcome to this beautifully maintained 2,2. Spacious Screened Florida room- perfect for relaxing with your morning coffee or entertaining guests. This beautiful home also has a nice screened porch so you can sit and relax and watch the sun go down. This beautiful home is nestled in a calm and friendly 55 plus community, This home offers both comfort and convenience. Located just minutes from

    Maria Orozco Four Star Homes, Inc.

    1735 Balsam Ave Unit 253, Kissimmee, FL 34758
  • /37

    $420,000

    • 3 Beds
    • 3 Baths
    • 2,070 Sq Ft

    142 Olympus Way, Kissimmee, FL 34759

    Welcome to 142 Olympus Way, in the highly desirable 55-plus gated community of Solivita. This beautifully maintained single-family home features three bedrooms, three baths and a spacious open-concept layout ideal for comfortable living and entertaining. Enjoy a modern kitchen with updated appliances, a generous two primary suites with walk-in closets, and a private backyard ideal for relaxing in

    Walter Mackelburg PREMIER SOTHEBYS INT'L REALTY

    142 Olympus Way, Kissimmee, FL 34759
  • /23

    $50,000

    • 2 Beds
    • 2 Baths
    • 936 Sq Ft

    1717 Conifer Ave, Kissimmee, FL 34758

    Welcome to 1717 Conifer Ave, a move-in-ready home offering comfort, style, and peace of mind with many recent upgrades. This spacious 2-bedroom, 2-bath residence is located in a friendly 55 plus community, perfect for enjoying Floridas sunshine and relaxed lifestyle. The home features new PVC plumbing, new appliances, and a dual-fuel generator (gasoline and propane) for added convenience. The

    Maria Orozco Four Star Homes, Inc.

    1717 Conifer Ave, Kissimmee, FL 34758
  • /53

    $326,000

    • 2 Beds
    • 2 Baths
    • 1,590 Sq Ft

    105 Palazzo Ln, Kissimmee, FL 34759

    HUGE PRICE ADJUSTMENT on this Lovely Bergamo Model Home in the Vestrella Neighborhood of Soliviita, on a lot surrounded by open spaces, trees and the beauty of Central Florida. This home is well maintained and ready for a new owner. The Lanai has a Peaked Roof and is screened offering a space to enjoy the outdoors plus a pavered patio for grilling. The public areas of this home have crown

    Debra DiCintio BELLA VERDE REALTY LLC

    105 Palazzo Ln, Kissimmee, FL 34759
  • /77

    $60,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1756 Western Redwood Ave Unit 169, Kissimmee, FL 34758

    Experience the perfect Florida lifestyle in this premier 55-plus community in Kissimmee, where the second resident can be as young as 45. This gorgeous two-bedroom, two-bathroom home offers the ultimate peace of mind with a brand-new 2025 roof, a high-efficiency 2024 AC, and energy-saving double-pane Low-E windows and doors. The exterior provides instant curb appeal with professional landscaping

    Lisa Dobbs LISA DOBBS LLC

    1756 Western Redwood Ave Unit 169, Kissimmee, FL 34758
  • /94

    $589,900

    • 3 Beds
    • 3.5 Baths
    • 2,616 Sq Ft

    772 San Raphael St, Kissimmee, FL 34759

    Welcome Home to 772 San Raphael St in the Portofino Estates Neighborhood of Solivita. Impressive VENETIAN model home with Glass Double Door entry and a Stunning Waterfront View. 3 Bedrooms, each with their own full bath, plus a Powder Bath, Gourmet Kitchen, Dining Room, Breakfast Room and a Den. Open plan with 8' Doors and Windows plus 12' Ceilings. The Kitchen is open to the Great Room and

    Debra DiCintio BELLA VERDE REALTY LLC

    772 San Raphael St, Kissimmee, FL 34759
  • /44

    $299,999

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    188 Olympus Way, Kissimmee, FL 34759

    Welcome to this stunning home in a vibrant 55-plus resort-style community! On a prime corner lot, this beautifully built 2022 home boasts modern and clean finishes throughout. Natural light pours in through large windows, creating a bright and airy atmosphere. The spacious kitchen features an oversized island and stainless-steel appliances, ideal for preparing meals and entertaining. With a

    Kasey Borders PREMIER SOTHEBYS INT'L REALTY

    188 Olympus Way, Kissimmee, FL 34759
  • /28

    $43,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    1738 Sugar Pine Ave, Kissimmee, FL 34758

    Step into sunny serenity with this charming 2 bedroom, 2 bath home nestled in the vibrant 55 plus community of Whispering Pines in Kissimmee. Just 15 minutes from Disney, and moments from shopping, This partially furnished 1999 gem offers spacious bedrooms, an open layout, and tons of natural light streaming through every room. Enjoy coffee on your screened in porch, take a stroll through lush,

    Mylvia Nova Four Star Homes, Inc.

    1738 Sugar Pine Ave, Kissimmee, FL 34758
  • /43

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 2,470 Sq Ft

    7916 Hanson Bay Place, Kissimmee, FL 34747

    Welcome to this beautifully upgraded Dominica model home located in the highly sought after 55 plus community Four Seasons at Orlando. Offering 3 bedrooms, 2.5 bathrooms, a spacious bonus room, a dedicated storage room, and a 2 car garage, this thoughtfully designed residence blends comfort, functionality, and refined style.Over $60,000 in builder upgrades enhance nearly every space. The

    Andre Kressler KRESSLER REAL ESTATE

    7916 Hanson Bay Place, Kissimmee, FL 34747
  • /23

    $40,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    1731 Douglas Ave, Kissimmee, FL 34758

    This well maintained 2 bedroom 2 bathroom home has been updated with new flooring, a refreshed kitchen, and modernized bathrooms, giving it a fresh and comfortable feel at a great value. Located in a welcoming 55 plus community, you will enjoy a peaceful lifestyle with access to amenities, friendly neighbors, and a convenient location close to shopping, dining, and everyday essentials. This home

    Angel Sauri Four Star Homes, Inc.

    1731 Douglas Ave, Kissimmee, FL 34758
  • /24

    $127,000

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    1605 Straight St, Kissimmee, FL 34746

    One of the Finest homes in the NON-PROFIT GOOD SAMARITAN SOCIETY 55 PLUS COMMUNITY. LOW LOT RENT is KEY to ownership in this park with so many amenities to list from Golf and indoor swimming pool to all your health needs! This 3 bedroom and 2 bath home is high up on a wooded lot with flowers abound. The quality of this newer home shows pride in ownership. All upgrades from Walnut cabinets to

    Joanne Gauthier Four Star Homes, Inc.

    1605 Straight St, Kissimmee, FL 34746
  • /14

    $45,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4681 Blue Spruce Ave Unit 104, Kissimmee, FL 34758

    This newer home in Whispering Pines 55 plus community is a must see. This home has 2 large bedrooms and 2 baths. This home has a great front porch as well as a side screened in porch to enjoy cool breeze in the evenings. Vinyl plank flooring throughout living area. This community has all the amenities, and a large dog park with a washing station. Come sit under a tiki hut and enjoy the beautiful

    Joanne Gauthier Four Star Homes, Inc.

    4681 Blue Spruce Ave Unit 104, Kissimmee, FL 34758
  • /19

    $24,900

    • 2 Beds
    • 2 Baths
    • 1,146 Sq Ft

    1726 Conifer Ave Unit 42, Kissimmee, FL 34758

    Do not miss this beautifully maintained 2-bedroom, 2-bath home located in the highly desirable Whispering Pines gated 55 Plus community in Kissimmee. This cozy home features a 2017 roof and a 2021 AC unit, offering peace of mind and great value. Enjoy comfort and convenience just minutes from shopping, hospitals, schools, and world-famous Disney attractions. Experience Florida living at its best

    Isabel Dalgleish Four Star Homes, Inc.

    1726 Conifer Ave Unit 42, Kissimmee, FL 34758
  • /76

    $64,000

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1755 Conifer Ave Unit 29, Kissimmee, FL 34758

    Imagine a life where your hardest decision is whether to spend the afternoon under a Tiki Hut or on the pickleball court. This isn't just a home; it is an invitation to a permanent vacation in a premier 55-plus community that welcomes a second resident as young as 45. While many homes require a long list of "to-do" projects, this residence is completely furnished and offers total peace

    Lisa Dobbs LISA DOBBS LLC

    1755 Conifer Ave Unit 29, Kissimmee, FL 34758

Home Trends in Kissimmee, FL

Housing Trends

Median Sale Price
$374,900
Median Single Family Sale Price
$395,000
Median Townhouse Sale Price
$362,000
Median 2 Bedroom Sale Price
$220,000
Median 1 Bedroom Sale Price
$145,000
Average Price Per Sq Ft
$214
Number of Homes for Sale
3,002
Last 12 months Home Sales
5,457
Months of Supply
6.60
Median List Price
$395,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
1%
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