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Kissimmee, FL Homes for Sale in 55+ Community

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  • /58

    $69,900

    $39K PRICE DROP
    • 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
  • /44

    $15,000

    • 2 Beds
    • 2 Baths

    1730 Balsam Ave, Kissimmee, FL 34758

    This home offers a wonderful opportunity to join a vibrant 55-plus community where a second resident can be 45 years or older. Priced at only $15,000, this residence features a front porch, a lanai, a convenient shed, and includes a washer and dryer, providing a great foundation for you to make it your own with a little TLC. The monthly lot rent of $1,226.14 covers water, sewer, trash, and access

    Lisa Dobbs LISA DOBBS LLC

    1730 Balsam Ave, Kissimmee, FL 34758
  • /75

    $79,999

    • 3 Beds
    • 2 Baths

    1746 Sugar Pine Ave Unit 240, Kissimmee, FL 34758

    This 1,536-square-foot partially furnished 3 bed/ 2 bath home is located in a Kissimmee 55-plus community where the second resident can be as young as 45. The kitchen and dining area feature a spacious open-concept layout with tile and laminate flooring offering a modern and easy-to-maintain living space. The home has been meticulously kept with a roof replaced in November 2017, a one-year-old

    Lisa Dobbs LISA DOBBS LLC

    1746 Sugar Pine Ave Unit 240, Kissimmee, FL 34758
  • /23

    $24,995

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 672 Sq Ft

    3602 Wonderland Park Ln, Kissimmee, FL 34746

    Welcome to this well-maintained 3-bedroom, 2-bathroom manufactured home located in the desirable Good Samaritan 55 plus community, offering low lot rent and a comfortable lifestyle in the heart of Central Florida. As you enter the home, you are greeted by a spacious utility room featuring a washer and dryer, along with an additional sink perfect for laundry needs or extra cleaning convenience.

    Joanne Gauthier Four Star Homes, Inc.

    3602 Wonderland Park Ln, Kissimmee, FL 34746
  • /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

    Corali Fuentes Four Star Homes, Inc.

    1717 Conifer Ave, Kissimmee, FL 34758
  • /69

    $69,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    1640 Calvin Cir, Kissimmee, FL 34746

    Welcome to this 55-plus community and this 2-bedroom, 2-bathroom home located on a large corner lot. The exterior features well-maintained landscaping with New mulch and plants. This home has been extensively updated with a New Roof, New Air Conditioning, New Piping throughout, New Vinyl Plank Flooring, and Freshly Painted Walls. It comes completely furnished and includes a large living room, a

    Lisa Dobbs LISA DOBBS LLC

    1640 Calvin Cir, Kissimmee, FL 34746
  • /28

    $35,000

    $13K PRICE DROP
    • 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
  • /100

    $540,000

    • 3 Beds
    • 3 Baths
    • 3,078 Sq Ft

    352 Hamrick Dr, Kissimmee, FL 34759

    GOLFER’S DREAM HOME! This beautifully designed BOLERO on GOLF COURSE floor plan includes a convenient CASITA, perfect for visiting family, a private office, or a hobby retreat. Offering 3,078 sq. ft. of interior living space and a total of 3,752 square feet this EXCEPTIONAL home is truly ONE OF A KIND! Located CLOSE to the vibrant VILLAGE CENTER offering easy access to all major events, the

    Debra DiCintio BELLA VERDE REALTY LLC

    352 Hamrick Dr, Kissimmee, FL 34759
  • /77

    $49,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths

    1743 Conifer Ave Unit 23, Kissimmee, FL 34758

    Enter this 2-bedroom, 2-bathroom home located in a premier Kissimmee 55-plus community, which allows a second resident to be age 45 or older. A large carport provides ample space for two vehicles, leading you into an open dining and kitchen area designed for entertaining with crisp white cabinets and newer appliances. The interior features durable vinyl plank flooring, spacious closets for all

    Lisa Dobbs LISA DOBBS LLC

    1743 Conifer Ave Unit 23, Kissimmee, FL 34758
  • /66

    $69,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths

    1650 Calvin Cir, Kissimmee, FL 34746

    This two-bedroom home in Kissimmee's premier 55-plus community delivers a functional design focused on ease and accessibility. The interior features a spacious pass-through kitchen that opens directly to the dining room overlooking the living room, creating a cohesive flow complemented by durable vinyl plank flooring throughout. The master suite serves as a private retreat with its own walk-in

    Lisa Dobbs LISA DOBBS LLC

    1650 Calvin Cir, Kissimmee, FL 34746
  • /58

    $35,000

    $8K PRICE DROP
    • 2 Beds
    • 2 Baths

    1735 Balsam Ave, Kissimmee, FL 34758

    Seller Motivated. Reduced ---This home in Kissimmee offers a wonderful opportunity to join a vibrant 55-plus community where a second resident can be 45 years or older. This residence features both a side lanai and a back lanai, a convenient shed. The property is well-maintained with a roof from 2018 and an AC system from 2013. Inside, the dining and living room feature matching chandeliers that

    Lisa Dobbs LISA DOBBS LLC

    1735 Balsam Ave, Kissimmee, FL 34758
  • /24

    $124,900

    $4K PRICE DROP
    • 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
  • /12

    $30,000

    • 2 Beds
    • 2 Baths
    • 1,075 Sq Ft

    1738 Western Redwood Ave, Kissimmee, FL 34758

    This lovely 2br/2ba home, located in a 55 plus community, is spacious and welcoming and just waiting for you to come home! Plank flooring and an open floorplan provides warmth and charm. Bedrooms are large with great closet space and front lanai off your large living room allows a fantastic spot to enjoy your morning coffee. Whispering Pines is an active 55 community nestled in a country setting,

    Todd Newby NEWBY REALTY INC

    1738 Western Redwood Ave, Kissimmee, FL 34758
  • /60

    $29,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths

    1739 Red Pine Ave, Kissimmee, FL 34758

    SELLER MOTIVATED---This home in Kissimmee provides an excellent opportunity to reside in an active 55-plus community where a second resident may be 45 years or older. The exterior includes a front lanai and a helpful storage shed, with a ramp installed in 2009 for convenient access. Inside, you will find washer and dryer hookups along with an open floor plan featuring brand-new carpet and vinyl

    Lisa Dobbs LISA DOBBS LLC

    1739 Red Pine Ave, Kissimmee, FL 34758
  • /37

    $55,000

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 12,662 Sq Ft

    1727 Red Pine Ave, Kissimmee, FL 34758

    Beautifully maintained 2016 mobile home offering 2 bedrooms, 2 bathrooms, and approximately 1,248 square feet of comfortable, open living space. Located in the desirable 55 PLUS community of Whispering Pines in Kissimmee on leased land, this home provides relaxed Florida living in a well-established setting. The open-concept layout creates a bright and welcoming atmosphere, ideal for both

    Mylvia Nova Four Star Homes, Inc.

    1727 Red Pine Ave, Kissimmee, FL 34758
  • /76

    $49,900

    $14K PRICE DROP
    • 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 or Unfurnished and

    Lisa Dobbs LISA DOBBS LLC

    1755 Conifer Ave Unit 29, Kissimmee, FL 34758

Home Prices in Kissimmee, FL

Home Price Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$389,990
Median Townhouse Sale Price
$355,995
Median 2 Bedroom Sale Price
$259,000
Median 1 Bedroom Sale Price
$131,500
Average Price Per Sq Ft
$210
Number of Homes for Sale
2,979
Last 12 months Home Sales
5,559
Months of Supply
6.40
Median List Price
$389,990
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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