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Kissimmee, FL 55+ Retirement Communities and Homes

Kissimmee, Florida, is a vibrant city offering an exciting lifestyle for active adults 55+. Located near Orlando's world-renowned attractions, Kissimmee provides easy access to theme parks like Walt Disney World and Universal Studios. The city boasts beautiful lakes, such as Lake Tohopekaliga, perfect for boating and fishing. Residents can enjoy a variety of outdoor activities, including golfing at championship courses and exploring the scenic trails in nearby parks. Kissimmee also features a lively downtown area with local shops, restaurants, and cultural events. With its warm climate and diverse entertainment options, Kissimmee is perfect for a dynamic and fulfilling retirement lifestyle.

55+ communities, or active adult communities, are residential areas designed for individuals aged 55 and older. These communities offer a lifestyle tailored to older adults, featuring low-maintenance housing and various amenities such as fitness centers, swimming pools, and walking trails. Social interaction is encouraged through organized events, hobby groups, and recreational activities. Many communities provide additional services like healthcare facilities, transportation, and dining options. Located in desirable climates and scenic areas, they offer a serene and enjoyable living environment. The primary goal is to foster a vibrant, supportive atmosphere where residents can enjoy their retirement years with a focus on health, wellness, and social connections.

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Whispering Pines

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1420 Sq. Ft.

1744 Sugar Pine Avenue, 239
Kissimmee, FL 34758

LIMITED TIME OFFER: Enjoy 1 MONTH FREE Lot Rent! REDUCED ---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 ...

Community Lifestyles: 55+ Communities, Active Retirement

Kissimmee Gardens - Sun Communities

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2 Beds | 1.5 Baths | 768 Sq. Ft.

2522 Rancho Drive
Kissimmee, FL 34741

Site # 0146 Addr: 2522 Rancho Drive

Beautiful home in Kissimmee's 55+ community. This 2-bedroom, 1-bathroom, 1.5-bath home features a comfortable living room and ceiling fans. Kissimmee Gardens has numerous amenities, including a spacious clubhouse and gourmet kitchen for parties and events, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Kissimmee Gardens - Sun Communities

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1080 Sq. Ft.

2521 Hickoc Place
Kissimmee, FL 34741

Site # 0195 Addr: 2521 Hickoc Place

Your Next Chapter Starts Here! Welcome to this beautifully cared-for 2-bedroom, 2-bathroom home offering the perfect mix of space, style, and functionality. Whether you're growing your family, working from home ( perfect for the office, first room located ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Kissimmee Gardens - Sun Communities

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2 Beds | 2 Baths | 896 Sq. Ft.

2538 Prairie Drive
Kissimmee, FL 34741

Site # 0021 Addr: 2538 Prairie Drive

Welcome to this beautifully maintained 2 bed, 2 bath home that blends style, comfort, and creative freedom. This layout offers plenty of space to relax, entertain, and personalize to fit your lifestyle. With a bright living area, and comfortable bedrooms, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

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3 Beds | 2 Baths

196 Crane Ln.
Haines City, FL 33844

This 1232 square feet, 3.0 bed 2.0 bath manufactured home in Blue Heron Bay offers a spacious and inviting layout. The living room, dining room, and Florida room provide ample space for relaxation and entertaining. The master bedroom includes a walk-in ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Lake Hammock Village

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3 Beds | 2 Baths | 1140 Sq. Ft.

107 Reineke Rd.
Haines City, FL 33844

Open, Spacious, Move-In Ready 3/2 Split Plan Home

Open, Spacious 3BR / 2Bath Split-Plan Home is Move-in Ready. This Home Features: Custom Kitchen with loads of cabinet and counter space, Quartz Countertops, Wrap around Counter Bar, S/S Appliances. Washer and Dryer included, also has a Deep Utility Sink ...

Community Lifestyles: 55+ Communities, Active Retirement

Heartland Estates

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2 Beds | 2 Baths | 1196 Sq. Ft.

1701 W Commerce Ave Lot #244
Haines City, FL 33844

New roof 2022 - New flooring 2022

Welcome to Heartland Estates, A warm, welcoming & well-established 55+ community. We are beautifully secluded atop one of the highest points in Polk County-Second only to Bok Towers. This well -maintained & loved home has 2 bedrooms & 2 bathrooms, New ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1352 Sq. Ft.

3000 US HWY 17/92 W, LOT #125
Haines City, FL 33844

Site # 0125 Addr: 3000 US HWY 17/92 W, LOT #125

Step into the irresistible charm of this snug 2-bedroom, 2-bath haven adorned with the timeless elegance of laminated wood flooring a true feast for the eyes! The heart of the home unfolds in an open concept kitchen, designed with your entertainment ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Waterfront Living (or near)

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1012 Sq. Ft.

3000 US HWY 17/92 W LOT #562
Haines City, FL 33844

Site # 0562 Addr: 3000 US HWY 17/92 W LOT #562

New 2-bedroom, 2-bath manufactured home with a modern open layout. Features include vinyl flooring throughout, a farmhouse-style stainless steel kitchen sink, and black matte faucets and fixtures for a sleek, contemporary look. Home comes unfurnished, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Waterfront Living (or near)

Heartland Estates

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2 Beds | 2 Baths | 1144 Sq. Ft.

1701 W Commerce Ave Lot #158
Haines City, FL 33844

New plumbing 2025 - New HWT 2020

Welcome to Heartland Estates, A 55+ lifestyle community! Where your new home & active new lifestyle awaits you! This loved & priced to sell home has 2 bedrooms/2 bathrooms, New plumbing 2025, New HWT 2020.This incredibly well maintained home has 3 ceiling ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Heartland Estates

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2 Beds | 2 Baths | 1196 Sq. Ft.

1701 W Commerce Ave Lot #195
Haines City, FL 33844

New HWT 2023 - All rooms and furnishings have been updated

Welcome to Heartland Estates, a fantastic 55+community, where friends & a active Lifestyle awaits you! We are excited to present this Professional South Florida design, split bedroom, 2B2B home. Many upgrades have been done for you, Making this a move-in ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Lake Hammock Village

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2 Beds | 2 Baths | 1120 Sq. Ft.

120 Silver Crest Dr.
Haines City, FL 33844

MOVE IN READY 2/2 SPLIT-PLAN HOME

OWNER IS MOTIVATED TO SELL This Open, Spacious 2BR / 2Bath Split-Plan Home is Move-in Ready. Home has Brand New Roof, Complete Interior Paint, Including all Cabinets, New Faucets and Light Fixtures. This Home also Features: Kitchen with loads of Cabinet ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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2 Beds | 2 Baths | 1252 Sq. Ft.

74 Silver Crest Dr.
Haines City, FL 33844

BRAND NEW 2/2 +DEN MODEL HOME

Brand New Home!!!! Open Bright and Airy 2BR / 2Bath plus Den Split-Plan Home . This New Home Features: Open, Spacious Living Areas, 8 Foot Ceilings Throughout. Kitchen has Morning Room along with upgraded S/S Appliances. Spacious Primary Bedroom with ...

Community Lifestyles: 55+ Communities, Active Retirement

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

3000 US HWY 17/92 W LOT #660
Haines City, FL 33844

Site # 0660 Addr: 3000 US HWY 17/92 W LOT #660

New home with Waterview!! Experience modern living in this beautifully designed 2-bedroom 2-bathroom manufactured home featuring a modern open layout with vinyl flooring throughout. The contemporary kitchen offers additional storage space, stainless-steel ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Waterfront Living (or near)

Lake Hammock Village

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3 Beds | 2 Baths | 1456 Sq. Ft.

199 Glen Este Blvd.
Haines City, FL 33844

BRAND NEW 3/2 MODEL HOME

Brand New Open Bright and Airy 3BR / 2Bath Split-Plan Home Available NOW! This New Home Features: Open Spacious Living Areas. Kitchen has Large Island with Seating and Lots of Storage, All Upgrade Appliances, and a Walk-In Pantry. Spacious Master Bedroom ...

Community Lifestyles: 55+ Communities, Active Retirement

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

309 MAPLECREST DRIVE
Haines City, FL 33844

Site # 0309 Addr: 309 MAPLECREST DRIVE

Charming and well maintained home located in a desirable 55+ community, offering both comfort and privacy! Partially furnished home. This property features a covered carport with ample parking and a cozy outdoor sitting area, perfect for relaxing or ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

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2 Beds | 2 Baths

272 Egret Dr.
Haines City, FL 33844

This charming 1512 square foot manufactured home, built in 1996 by Palm Harbor, features 2 bedrooms and 2 bathrooms in the Blue Heron Bay community in Haines City, FL. The spacious interior includes a welcoming all seasons room, a cozy living room and ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 918 Sq. Ft.

3000 US HWY 17/92 W, LOT #244
Haines City, FL 33844

Site # 0244 Addr: 3000 US HWY 17/92 W, LOT #244

Don t miss this incredible opportunity to own a charming, friendly home with endless potential! Priced to sell, this 2-bedroom, 2-bath fixer-upper is perfect for buyers looking to add their personal touch. Step inside to an open-concept layout filled ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Waterfront Living (or near)

Blue Heron Bay

Nearby Location MatchNearby Location Match

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3 Beds | 2 Baths

281 Crane Ln.
Haines City, FL 33844

This beautiful 1456 square feet manufactured home in Blue Heron Bay features 3 bedrooms and 2 bathrooms, making it perfect for a couple looking for a nice place to call their own. The home was built in 2026 by Jacobsen Homes, known for their quality ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Lake Hammock Village

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1568 Sq. Ft.

180 Glen Este Blvd.
Haines City, FL 33844

SPACIOUS 3/2 SPLIT-PLAN HOME

Move-In Ready, Excellent Condition 3BR / 2Bath Split- Plan Home is Priced to Sell Now. This Home Features: Open Spacious Living Areas, Laminate Flooring Throughout. Kitchen with all Appliances including Washer and Dryer, Morning Room, and a Walk-In Pantry. ...

Community Lifestyles: 55+ Communities, Active Retirement

Kissimmee, Florida, is a vibrant city offering an exciting lifestyle for active adults 55+. Located near Orlando's world-renowned attractions, Kissimmee provides easy access to theme parks like Walt Disney World and Universal Studios. The city boasts beautiful lakes, such as Lake Tohopekaliga, perfect for boating and fishing. Residents can enjoy a variety of outdoor activities, including golfing at championship courses and exploring the scenic trails in nearby parks. Kissimmee also features a lively downtown area with local shops, restaurants, and cultural events. With its warm climate and diverse entertainment options, Kissimmee is perfect for a dynamic and fulfilling retirement lifestyle.

55+ communities, or active adult communities, are residential areas designed for individuals aged 55 and older. These communities offer a lifestyle tailored to older adults, featuring low-maintenance housing and various amenities such as fitness centers, swimming pools, and walking trails. Social interaction is encouraged through organized events, hobby groups, and recreational activities. Many communities provide additional services like healthcare facilities, transportation, and dining options. Located in desirable climates and scenic areas, they offer a serene and enjoyable living environment. The primary goal is to foster a vibrant, supportive atmosphere where residents can enjoy their retirement years with a focus on health, wellness, and social connections.

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