On Top Of The World Homes with Trail(s) Amenities

On Top Of The World Homes with Trail(s) Amenities

Welcome to On Top Of The World, a vibrant and welcoming subdivision nestled in the heart of sunny Florida. This exceptional community is designed for those who seek an active lifestyle while enjoying the serenity of nature and the comforts of modern living.

On Top Of The World offers a delightful array of homes that cater to diverse tastes and preferences. From charming single-family residences to spacious villas, each property is thoughtfully designed with quality craftsmanship and attention to detail. Residents can revel in the picturesque surroundings, as lush landscaping and beautiful views create a serene backdrop for everyday life.

One of the standout features of this community is its extensive network of trails, perfect for walking, jogging, or biking. These scenic paths wind through the neighborhood, allowing residents to immerse themselves in the natural beauty that Florida has to offer. Whether you’re enjoying a peaceful morning stroll or an invigorating afternoon run, the trails provide a perfect escape right at your doorstep.

In addition to the trails, On Top Of The World boasts a wealth of amenities designed to enhance your lifestyle. From clubhouses and fitness centers to recreational facilities and organized activities, there’s always something happening in this lively community. Whether you’re looking to socialize with neighbors or engage in your favorite hobbies, you’ll find endless opportunities to connect and thrive.

Experience the charm of On Top Of The World, where a vibrant community, beautiful homes, and an active lifestyle await you. Discover your perfect oasis in Florida today!

Newest On Top Of The World Homes with Trail(s) Amenities

$330,000
3 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Virtually Staged. EXPANDED WATERFORD WITH GOLF COURSE VIEWS, REMODELED KITCHEN & PRIME LOCATION! Located on a quiet cul-de-sac with desirable eastern rear exposure, this expanded Waterford offers generous living space, thoughtful updates, excellent curb appeal, and a beautiful setting overlooking a dry retention pond with golf course views. Ideally located near the Arbors Fitness Center and the new Summit, this home puts some of On Top of the World's newest amenities close at hand. The spacious floor plan provides plenty of room to spread out, featuring a formal dining room, separate living room, and an open kitchen overlooking the great room and breakfast nook. Crown molding adds an elevated finishing touch throughout the main living areas. The recently remodeled kitchen features new cabinetry with soft-close features, under-cabinet lighting, stone countertops with a full-height backsplash, stainless steel appliances, pantry, and island with seating overlooking the great room. A matching craft table creates a seamless transition between the living room and the room currently being used as a craft room, offering a versatile space for hobbies, an office, or additional living space. The primary suite features two walk-in closets and an ensuite bath with newer split vanities, soaking tub, and separate shower. Two additional bedrooms provide comfortable accommodations for guests or hobbies. Flooring is primarily tile and laminate, with carpet in the two guest bedrooms. Enjoy the Florida lifestyle from the large screened birdcage overlooking the dry retention pond and golf course. The eastern exposure provides a pleasant setting for enjoying your morning coffee or entertaining outdoors. Additional updates include a 2022 generator and 2020 HVAC. The large two-car garage features an attic fan, adding an extra practical touch to this well-equipped home. Located in On Top of the World, Ocala's premier 55+ active adult, golf resort community, residents enjoy an incredible array of amenities, activities, clubs, social opportunities, and recreational options designed for an active lifestyle. Multiple fitness centers, swimming pools, golf, pickleball, tennis, walking trails, social clubs, classes, entertainment, and community events are just part of the lifestyle. Golf cart access makes it easy to reach shopping, dining, entertainment, banking, health and beauty services beyond the community.

9275 Sw 99th Court Road, Ocala
$135,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Beautiful! This remodeled condo truly has it ALL, with thoughtful attention to detail throughout. Enjoy easy-care luxury vinyl flooring, a beautifully remodeled kitchen, an elegant marble primary bath with modern glass shower sliders, a remodeled second bath, and sophisticated crown molding that adds the perfect finishing touch. The A/C and hot water heater were both replaced in 2022, giving you even more peace of mind. Ideally located close to all the activities in the highly desirable, active 55+ On Top of the World community, this is where you can truly enjoy the Florida lifestyle! Within walking distance of two beautifully maintained golf courses, you'll also have access to two heated pools and two recreation centers offering an incredible variety of activities and classes, including exercise, line dancing, ceramics, woodworking, and lapidary. Stay active in the state-of-the-art fitness center or enjoy tennis, pickleball, lawn bowling, and so much more. Entertain family and friends at the gazebo with built-in BBQ pits, catch a live show, dance the night away, or simply relax and enjoy the peaceful surroundings. The activities are endless—you can be as busy or as quiet as you want. This isn't just a beautiful condo...it's the On Top of the World lifestyle!

2321 Ecuadorian Way Unit 31, Clearwater
$189,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Not your traditional Bostonian! This thoughtfully reconfigured end-unit villa offers a flexible, open layout designed for today's lifestyle. The original formal living and dining rooms were transformed to create an exceptionally spacious second bedroom with room for both sleeping and sitting areas, along with generous additional closet storage. This versatile space is ideal for extended-stay guests, a private retreat, or a combined bedroom and lounge. The updated, open-concept kitchen flows directly into the extended great room, creating abundant space for gathering, relaxing, and entertaining. It features ceiling-height white cabinetry, stainless-steel appliances, granite countertops, a decorative tile backsplash, and a breakfast bar with seating. A fully illuminated ceiling provides bright, even lighting throughout the kitchen, while pendant lights add warmth above the breakfast bar. The primary bedroom offers a large walk-in closet and an en-suite bathroom with a step-in shower. Tile and luxury vinyl plank flooring extend throughout the home - no carpet! The living space continues outdoors with a screened and tiled porch and an additional paver patio overlooking a private, backyard with no rear neighbors. Additional highlights include a covered front porch, two-car garage, quiet tree-lined street, freshly painted both inside and out and a roof installed in June 2021. With its end-unit location, expanded interior, and private outdoor spaces, this distinctive Bostonian offers much more than the traditional floor plan. On Top of the World is Ocala's premier 55+ golf course community with world class amenities and golf cart access to dining, shopping, entertainment, health, and beauty.

9257 Sw 82nd Terrace Unit H, Ocala
$315,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Virtually Staged. Welcome to this beautifully upgraded Juliana model located in the desirable Providence neighborhood in On Top of the World. This thoughtfully designed home offers 2 bedrooms, 2 bathrooms, a versatile flex room, an expanded garage, and an open-concept layout perfect for everyday living and effortless entertaining. The gourmet kitchen features granite countertops, upgraded cabinetry, premium appliances, and a large island overlooking the main living area. Elegant quartz countertops in both bathrooms, soaring 9'4" ceilings, and upgraded 8-foot interior doors create a bright, spacious feel throughout the home. Ceramic tile flows throughout the main living areas, while the bedrooms offer the comfort of plush carpeting. The secondary bathroom features a beautifully tiled shower, adding both style and functionality. Relax on the covered lanai or enjoy the maintenance-free lifestyle and world-class amenities that make On Top of the World one of Ocala's premier 55+ communities. From golf and fitness centers to pools, pickleball, walking trails, and countless clubs and activities, this move-in-ready home offers the very best of Florida living.

9269 Sw 97th Circle, Ocala
$124,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Discover comfortable, low-maintenance living in this Expanded Philadelphian villa located in the desirable Friendship Colony of On Top of the World! This 2-bedroom, 2-bath home, built in 1990, offers 1,366 square feet of thoughtfully designed living space, generously sized bedrooms, and an oversized 1-car garage with plenty of room for additional storage, a golf cart, or a workshop. The bright and inviting living room is enhanced by a solar tube, while the spacious dining area flows seamlessly into the kitchen, creating a functional layout for everyday living. The kitchen features white appliances, ample cabinetry, a pantry, and a cozy breakfast nook overlooking the all-season Florida room. This under-air bonus area provides additional flexibility with peaceful views of the trellis patio, making it a wonderful spot for reading, relaxing, or enjoying your morning coffee. The spacious primary suite features crown molding, a ceiling fan, walk-in closet, and ensuite bath with a tiled walk-in shower. The guest bedroom includes blinds, a ceiling fan, and a walk-in closet. The guest bath offers an extended vanity and tiled tub/shower. Recent updates include a 2021 roof, 2024 water heater, and recent interior paint. Whether you're looking for a full-time residence, seasonal retreat, or a home with the opportunity to make it your own, this villa is ready for its next owner. Enjoy the maintenance-free lifestyle and exceptional amenities, recreation, clubs, and activities that make On Top of the World one of Ocala's premier 55+ communities.

8526 Sw 91st Street Unit D, Ocala
$249,999
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Virtually Staged. Welcome to 9526 SW 92nd Place Road, where comfortable living, thoughtful updates, and the On Top of the World lifestyle come together in a home designed to make everyday life easy. Featuring a FULL ROOF REPLACEMENT IN 2020, a newer tankless gas water heater, new gas range, and new washer and dryer, this approximately 1,896-square-foot home offers 2 bedrooms, 2 bathrooms, plus a dedicated flex room that works beautifully as a home office, hobby room, reading retreat, or additional guest space. Step inside to an open and inviting floor plan highlighted by vaulted ceilings, abundant natural light, and a split-bedroom design that provides added privacy for owners and guests. The spacious living and dining areas flow naturally into the kitchen, creating an easy layout for quiet evenings at home or entertaining friends and family. The kitchen offers generous counter space, stainless-steel appliances, a NEW GAS RANGE, and a casual breakfast-bar setting that keeps the heart of the home connected to the main living areas. The primary suite provides plenty of room to unwind and includes a walk-in closet and private bath with dual sinks and a walk-in tub for added convenience and accessibility. The guest bedroom and second full bathroom are positioned separately, creating a comfortable setup when family or friends come to visit. One of the home's standout features is the enclosed patio, providing additional flexible space for morning coffee, reading, hobbies, or simply relaxing and enjoying the Florida lifestyle. The attached two-car garage offers ample parking and storage and includes the NEW WASHER AND DRYER. Beyond the home itself, residents enjoy the active 55+ lifestyle On Top of the World is known for, with recreation, social opportunities, golf-cart-friendly surroundings, and convenient access to shopping, dining, medical services, and everything Southwest Ocala has to offer. With a 2020 roof, newer tankless gas water heater, recent appliance updates, generous living space, a flexible floor plan, and a location within one of Ocala's most established active-adult communities, 9526 SW 92nd Place Road offers buyers an opportunity worth seeing in person. Schedule your private showing and discover how easily this home could fit your next chapter.

9526 Sw 92nd Place Road, Ocala
$199,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Virtually Staged. RARE FIND! Welcome to this beautifully maintained Expanded Bostonian villa offering a truly unique setting in the desirable On Top of the World community. Tucked away in a peaceful location, this end-unit home sits on a private corner lot surrounded by greenspace, with an elevated position that provides added privacy and separation from neighboring villas. Featuring 2 bedrooms, 2 bathrooms, and an oversized 2-car garage, this well-cared-for home offers peace of mind with a NEW 2025 roof, HVAC replaced in 2016, replumbed plumbing, and LVP flooring throughout. The inviting front porch welcomes you into a comfortable and thoughtfully designed floor plan filled with natural light and desirable features. The kitchen includes newer stainless-steel appliances, while ceiling fans throughout the home add comfort and convenience. The spacious living and dining areas provide plenty of room for everyday living and entertaining, with access to the screened lanai where you can relax and enjoy the tranquil surroundings. The primary suite offers a walk-in closet and private ensuite bath, while the guest bedroom provides a comfortable space for family or visitors. With its exceptional lot, end-unit location, beautiful greenspace views, and important updates already completed, this Expanded Bostonian is a wonderful opportunity to enjoy the privacy and convenience that make On Top of the World living so desirable. Enjoy all the amenities of this premier 55+ active adult community, including golf, pools, fitness centers, pickleball, clubs, entertainment, and so much more.

9882 Sw 88th Terrace Unit B, Ocala
$269,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to this stunning corner-unit condo offering 2 bedrooms and 2 bathrooms, beautifully updated with luxury vinyl flooring throughout. Filled with natural light, this bright and inviting home features an open-concept kitchen that flows seamlessly into the living and dining areas, creating the perfect space for everyday living and entertaining. With approximately $47,000 in upgrades, this home has been thoughtfully enhanced for both style and peace of mind. The kitchen is equipped with stainless steel appliances installed in 2023, while updated hurricane-impact windows provide added security and energy efficiency. The water heater was replaced in 2025, and the primary bathroom has been tastefully renovated with modern finishes. The location is exceptional situated just steps from the clubhouse and pool, you'll enjoy easy access to community amenities. Relax from the comfort of your home with front-row views of clubhouse activities or simply walk over and join the fun. This move-in-ready residence combines modern updates, abundant natural light, and an unbeatable location.

2380 World Parkway Boulevard Unit 40, Clearwater
$189,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Welcome to this spacious Augusta model villa, ideally situated on a picturesque lot in the highly sought-after On Top of the World 55+ golf community. This desirable end unit offers abundant green space and the shade of a beautiful mature oak tree. Begin your mornings with coffee on the large front porch, then step inside to a generous living and dining area. A separate study or home office provides extensive built-in cabinetry and storage. The oversized kitchen features tile flooring, Corian countertops, and plentiful cabinets, flowing into a comfortable dining area with attractive wood-look flooring. An enclosed Florida room expands the home’s living and entertaining space, while the outdoor concrete patio offers an ideal setting for grilling and relaxing. Plantation shutters add timeless style throughout the main living areas. The spacious primary suite includes two closets, one of which is a large walk-in, plus a bathroom with an updated step-in glass-enclosed shower with grab bar. The comfortably sized guest bedroom is conveniently located near the second bathroom, featuring a tub-and-shower combination, grab bar, and comfort-height toilet. Recent major updates offer added peace of mind, including: Roof replaced in 2024, HVAC installed in 2025 & Brand-new electric water heater. The two-car garage is equally impressive, with a screened front, epoxy flooring, and a dedicated washer and dryer area. With its spacious layout, valuable updates, inviting outdoor spaces, and opportunity for a few personalized finishing touches, this villa is ready to become your dream home

8802 Sw 92nd Street Unit A, Ocala
$167,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Welcome home to this meticulously maintained expanded Montgomery model located in the highly sought after gated 55+ golf community of On Top of The World. Enter through the covered front porch and welcome your friends and family into the spacious and open Living/Dining Room. As you walk into the back of the home into the kitchen you can enjoy your morning cup of coffee at the breakfast bar next to the convenient pantry with ample storage. Just through the kitchen is the family room that provides access to an enclosed lanai with heat and AC perfect for year round enjoyment. To the left of the Living/Dining Room are the primary bedroom with newly renovated ensuite bathroom and custom shower and spacious walk-in closet and the guest bedroom is located at the front left corner of the home with an extra deep storage closet joined by a common hallway and guest bathroom. Walk into the expanded two car heated and AC garage with pull down attic stairs to access attic storage and space for the washer, dryer and utility sink in a comfortable space with garage screen. If you are looking for a move-in ready villa with upgraded windows, a new roof (2022) newly painted exterior (2026) primary ensuite bathroom with new shower (2026) and so much more... There's no place like home here in this spacious villa. All furnishings are negotiable (except Artwork in the living room) Come and enjoy lawn care, fitness center, swimming pools, exercise classes, security gates, exterior house painting and so much more included in your monthly HOA fee. You will enjoy being part of the On Top of the World Community with so many clubs to join, and friends to meet and places to see in Ocala and the surrounding communities. Please be sure to look at the photos and video for a more complete list of features and upgrades. This is a wonderful opportunity to own a one of a kind villa. Schedule your appointment to take a look today!!!

8878 Sw 90th Lane N Unit B, Ocala
$114,000
2 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Virtually Staged. Move-In Ready 2-Bedroom Condo in Desirable On Top of the World! Welcome home to this bright and inviting 2-bedroom, 1-bath condominium in Clearwater's sought-after On Top of the World 55+ community. Offering approximately 1,100 square feet of comfortable living space, this well-maintained residence is vacant and move-in ready, making it an excellent opportunity for year-round living or a seasonal Florida retreat. The thoughtful floor plan features spacious living and dining areas, generous bedroom sizes, and the convenience of both front and rear entrances. Window coverings are included, allowing you to settle in immediately and add your own personal touches over time. Residents of On Top of the World enjoy an active, resort-style lifestyle with an impressive array of amenities. The community offers multiple swimming pools, fitness facilities, tennis and pickleball courts, shuffleboard, lawn bowling, hobby studios, a woodworking shop, billiards, card rooms, library, and numerous clubs and social activities. Golf enthusiasts will appreciate access to the community's golf courses, while pet owners can enjoy the on-site dog park. Beautiful walking paths, scenic ponds, and mature landscaping create a peaceful setting throughout the neighborhood. Ideally located, you'll be just minutes from Clearwater's award-winning Gulf beaches, shopping, dining, medical facilities, cultural attractions, and both Tampa International and St. Pete-Clearwater International airports. The monthly HOA fee of $500.23 provides exceptional value and includes a wide range of community amenities, helping you enjoy a carefree Florida lifestyle. Whether you're looking for a full-time residence or a winter getaway, this inviting home offers comfort, convenience, and the vibrant lifestyle that has made On Top of the World one of Clearwater's most popular active adult communities.

2451 Canadian Way Unit 29, Clearwater
$161,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
This is a well-maintained, beautiful Philadelphian model villa that is located in the 55+ golf community of On Top of The World. It is a 2-bedroom, 2 bath home with an attached 1.5 car garage and a total of 1350 sq ft. of living area under heat and A/C. Some of the updates include new AC in 2023, roof was done in 2016, solar tubes in 2019 and both bathrooms have been remodeled. The kitchen counters have been upgraded to granite. This villa has newer vinyl flooring throughout. The primary bedroom is roomy and has a large walk-in closet. The guest bath has been redone with a large tiled walk-in shower. The Florida room is under heat and air which makes it a great place to sit and enjoy your morning coffee and as an additional bonus the back yard is fenced so your fur babies have a safe place to go while you're having that coffee! On Top of the World is an award-winning 55+ community offering nearly every recreational facility that you can think of, including golf courses, multiple indoor & outdoor swimming pools, pickleball & tennis courts, dog parks, state-of-the-art fitness centers, a library, billiards room, learning center, remote-control complex for planes & vehicles, over 200 clubs, & a newer Veterans? Park w/ archery, basketball, shuffleboard, horseshoes, grills, and so much more. Shopping & dining are accessible by golf cart, including the grocery store, restaurants, haircuts, post office, & pharmacies. Don?t miss out on this great opportunity to enjoy this vibrant, active community ? schedule your showing today!

8658 Sw 95th Lane Unit B, Ocala
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