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 55+ active adult community nestled in the heart of Florida. This enchanting subdivision is more than just a place to live—it's a lifestyle designed for those who appreciate the finer things in life. With a perfect blend of comfort, convenience, and camaraderie, On Top Of The World offers an idyllic setting for your golden years.

The homes in this community are thoughtfully crafted, featuring modern designs and spacious layouts that cater to a variety of tastes and preferences. Each residence is equipped with contemporary amenities, ensuring you enjoy a lifestyle of ease and sophistication. Whether you're looking for a cozy retreat or a larger space for entertaining family and friends, you'll find the perfect home in this charming neighborhood.

One of the standout features of On Top Of The World is its extensive network of trails and amenities. Nature enthusiasts will delight in the beautifully maintained walking and biking paths that wind through the lush landscapes, providing an excellent opportunity for exercise and relaxation. Imagine waking up to the sound of birds chirping, taking a leisurely stroll along the trails, or enjoying a brisk bike ride surrounded by Florida's stunning scenery.

In addition to the trails, residents have access to a wealth of amenities, including a clubhouse, fitness center, swimming pools, and recreational facilities that foster an active and engaged community. With a calendar full of social events and activities, you'll never run out of opportunities to make new friends and create lasting memories.

Discover the charm and vibrancy of On Top Of The World—where every day feels like a vacation!

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

$190,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Virtually Staged. This Montgomery model end-unit villa offers an appealing combination of privacy, thoughtful updates, and an end-unit location with a retention pond behind the villa and no close rear neighbors. Inside, luxury vinyl plank flooring installed in 2023 extends throughout the home, including both bathrooms, creating a clean, cohesive look with no carpet. The kitchen has been updated with solid wood cabinetry featuring convenient pull-out storage and granite countertops, providing generous storage and workspace. The primary bathroom has been refreshed with an updated vanity and new shower doors, while comfort-height toilets in both bathrooms add everyday convenience. Additional improvements include a 2019 roof, updated HVAC, and a December 2023 water heater. The lanai features newer windows, creating additional space to relax and enjoy the added separation from neighboring homes. The garage includes a newer garage door opener with the ability to add phone-controlled operation. With its end-unit location, no close neighbors behind, updated interior, and major improvements already completed, this Montgomery villa offers a comfortable, low-maintenance Florida lifestyle. Located in On Top of the World, residents enjoy golf, swimming pools, fitness centers, pickleball, recreation, clubs, entertainment, and golf-cart access to shopping, dining, and everyday conveniences.

9078 Sw 82nd Terrace Unit D, Ocala
$150,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Tucked into the sought-after On Top of the World 55+ community, this well-maintained 2-bedroom, 2-bath residence offers 1,100 square feet of comfortable living space with a layout that feels open, functional, and easy to enjoy. The spacious living and dining areas flow naturally together, creating plenty of room for quiet evenings at home or gathering with friends and family. The kitchen offers abundant cabinetry, generous counter space, a ceiling fan, and a dedicated eat-in area for casual meals or morning coffee. The primary suite provides a private place to unwind, complete with ample closet space and an en suite bath. A second bedroom and full bath offer flexibility for overnight guests, a home office, hobby space, or whatever best fits your lifestyle. One of the home's standout features is the enclosed Florida room, adding valuable extra space that can be enjoyed throughout the year. Use it as a reading room, sitting area, game room, craft space, or simply a comfortable spot to relax and enjoy the Florida lifestyle. Living in On Top of the World means more than just having a place to call home. Residents enjoy an active, resort-style community with golf, swimming pools, fitness facilities, walking areas, clubhouses, social clubs, activities, and recreation designed for a wide range of interests. Whether you're looking for a full-time residence, seasonal escape, or an easy-to-maintain home in an established 55+ community, 2370 Jamaican Street, Unit 30 offers a comfortable setting, versatile living space, and access to one of the area's most popular active-adult lifestyles.

2370 Jamaican Street Unit 30, Clearwater
$199,990
3 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Welcome home to this beautifully maintained Winthrop Villa, one of the most sought-after villa floor plans in Friendship Park at On Top of the World. Ideally situated on a private end-unit lot with no rear neighbors, this spacious 3-bedroom, 2-bathroom home with an extended 2-car garage offers the perfect combination of privacy, comfort, and low-maintenance living. From the moment you step inside, you'll appreciate the open layout highlighted by vaulted ceilings that enhance the spacious great room. The well-designed kitchen features a center island, abundant cabinetry, a large pantry, and newer stainless steel appliances, making it equally suited for everyday living and entertaining. The thoughtfully designed split-bedroom floor plan provides exceptional privacy. The spacious primary suite offers a large walk-in closet and an ensuite bathroom complete with a large sink vanity and walk-in shower. Guests will enjoy their own private wing featuring a generously sized second bedroom and adjacent full bath. The versatile third bedroom, complete with a closet and a French door that allows natural light to flow in, is ideal as a home office, hobby room, or additional guest space. One of the reasons the Winthrop remains a favorite floor plan is its generous interior living space and convenient indoor laundry closet- a feature that maximizes functionality without sacrificing living space. Outside, you'll find meticulously maintained landscaping that creates beautiful curb appeal, while the fenced backyard offers a rare and valuable space for pets, gardening, or simply relaxing in complete privacy with no rear neighbors. This lovingly cared-for home is truly move-in ready with a brand-new HVAC (2026), newer stainless steel appliances, and exceptional pride of ownership evident throughout. Shutter blinds and furniture available to negotiate Located in Friendship Park at On Top of the World, Ocala's premier 55+ active adult, golf resort community, residents enjoy world-class amenities, multiple golf courses, fitness centers, indoor and outdoor pools, pickleball and tennis courts, walking trails, clubs, entertainment, and the convenience of golf cart access to shopping, dining, banking, healthcare, and everyday services. Discover the resort lifestyle you've been dreaming of in one of the community's most popular villa floor plans.

8964 Sw 95th Street Unit A, Ocala
$199,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Move in ready, Wakefield model home with 2-bedrooms, 2-bathrooms, 2-car garage plus a flex/den room in the Avalon area of On Top of the World. This 2006 built home, with 1,504 sq ft under air has been very well maintained. The spacious kitchen features lots of cabinet space with pull out drawers, a breakfast nook and large pantry. Quartz counter tops, large basin sink and subway tile backsplash. The home is tiled throughout the wet areas, vinyl in the living areas. The master suite features a walk in closet and convenient step in shower. The home also features a separate laundry room. This exterior of the home was painted by the HOA in 2022 and will be due again in 2029. A/C 2024; Water Heater 2025. Close to the amenities in OTOW via your golf cart: indoor/outdoor pools, 3 golf courses, 2 restaurants, multiple exercise facilities with plenty of top-of-the-line equipment, water aerobics, yoga, exercise classes, steam and sauna, Pickleball courts, RC plane airport, RC car track, min golf, wood working, 100’s of clubs and continuing education, bocce, horseshoes, shuffleboard, billiards, game room. Social activities galore with great residents. The amenities are too much to list. On Top of the World is Ocala's premier, gated, active 55+ community, loaded with amenities and includes golf cart access to three shopping centers.

10045 Sw 91st Place, Ocala
$199,800
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Welcome to this well-maintained Wakefield in Avalon, ideally located near the Arbors Recreation Center and the brand-new Summit, putting some of On Top of the World's newest and most popular amenities within easy reach. This 2-bedroom, 2-bath home also features a versatile flex room, perfect for a home office, den, hobby room, or additional living space, plus a 2-car garage. Inside, the home is completely carpet-free, with beautiful wood flooring throughout the main living areas and bedrooms and tile in the wet areas. The kitchen features warm wood cabinetry and opens to the living spaces, creating a comfortable layout for everyday living and entertaining. The HVAC system was replaced in 2022, providing added peace of mind. The northern-facing lanai is enclosed with acrylic windows, creating a comfortable additional living space that can be enjoyed throughout the year. Outside, the beautifully landscaped lawn features decorative stone in the front yard, offering attractive curb appeal while helping reduce water usage and keep lawn maintenance and irrigation costs down. Located in Avalon within On Top of the World, Ocala's premier 55+ active adult, golf resort community, residents enjoy an incredible selection of amenities, activities, clubs, recreation, and golf, along with convenient golf-cart access to shopping, dining, entertainment, banking, health, and beauty services.

10080 Sw 90th Loop, Ocala
$184,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Discover comfort, space, and low-maintenance living in this end-unit Bostonian villa, ideally situated on a large corner lot in the highly sought-after 55+ golf community of On Top of the World. Start your mornings on the inviting front porch, then step inside to a bright, flexible living and dining area with attractive tile flooring extending through the main living spaces, hallway, and kitchen. The spacious kitchen is designed for everyday convenience and effortless entertaining, featuring abundant oak cabinetry, generous counter space, and newer stainless-steel appliances. An enclosed 3 season lanai provides additional space, while the concrete patio and vinyl fencing creates an outdoor retreat. The generously sized primary suite offers carpeting, a large walk-in closet, and a private bath with a single-sink vanity, comfort-height toilet, and step-in shower. The second bedroom is ideal for guests, a home office, or hobbies, with a nearby guest bath featuring a tub-and-shower combination. The oversized two-car garage includes the washer and dryer, storage cabinets, and pull-down attic stairs for added storage. Recent updates include an HVAC system replaced in 2021 and a new roof installed in 2025 along with gutters. This spacious corner villa is ready to welcome you home. Schedule your private showing today!

9441 Sw 85th Terrace Unit A, Ocala
$149,999
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Welcome to this freshly painted end-unit Bostonian in the desirable On Top of the World community! Offering 2 bedrooms, 2 bathrooms, and over 1,500 square feet, this light and bright home features a comfortable, functional layout with the added privacy of an end unit. Enjoy the air-conditioned sunroom for additional year-round living space, or relax on the screened porch and enjoy the Florida lifestyle. A two-car garage provides plenty of room for parking and additional storage. On Top of the World offers an incredible array of amenities, including swimming pools, fitness centers, pickleball and tennis courts, golf, walking and biking trails, recreation facilities, hobby and craft areas, clubs, classes, entertainment, and countless social activities. Come enjoy easy, low-maintenance living and everything this active 55+ community has to offer!

8540 Sw 90th Place Unit A, Ocala
$595,850
3 Beds ⋅ 3 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
This exceptional 2025 Arlington offers the rare combination of a barely lived-in home, extensive upgrades, and a private .25-acre homesite in sought-after Longleaf Ridge at On Top of the World. Meticulously maintained, this home still has that fresh- new home smell and feel. With 3 bedrooms, 3 bathrooms, a 3-car garage, and an incredible array of upgrades, this one truly stands apart. The east-west placement provides an eastern-facing lanai overlooking a private yard that backs to the woods, creating a peaceful and private setting. Inside, the gourmet kitchen is a showstopper, featuring light gray staggered cabinetry with crown molding, soft-close doors and drawers, dovetail construction, a spice rack, Lazy Susan, under-cabinet lighting, KitchenAid stainless steel appliances, a walk-in pantry, quartz countertops, and a mosaic tile backsplash. The oversized island features double-sided cabinetry, providing an abundance of additional storage. The desirable split-bedroom floor plan offers exceptional privacy. The spacious primary suite easily accommodates oversized furniture and features an ensuite bath with dual-sink vanity and a large walk-in shower finished with upgraded tile extending all the way to the ceiling. The oversized walk-in closet includes a convenient owner's entry from the laundry room. The laundry room is beautifully outfitted with built-in cabinetry and a Speed Queen washer and dryer. The second and third bedrooms and bathrooms are located on the opposite side of the home, creating a private guest wing. Bedroom two offers the added luxury of its own ensuite bathroom with a full shower, perfect for guests. For the hobbyist, crafter, collector, or workshop enthusiast, the rear portion of the 3-car garage has been transformed into a dedicated man cave/she shed with its own thermostat, making this a versatile space. The climate-controlled sunroom provides an inviting additional living space, while the screened lanai and paver patio create an ideal setting for outdoor entertaining and relaxing while enjoying the private wooded backdrop. The upgrades continue throughout the home with crown molding, tray ceilings, rounded corners, a stone elevation, whole-house water filtration system, and countless thoughtful touches. The golf cart and furnishings are included, making this home truly move-in ready from day one. Located in Longleaf Ridge, you'll be conveniently close to The Summit and the Arbors Fitness Center, with curbside waste collection adding to the ease of everyday living. On Top of the World is Ocala's premier 55+ active adult, golf resort community, offering world-class amenities and golf cart access to shopping, dining, entertainment, banking, health and beauty services.

10050 Sw 106th Circle, Ocala
$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
$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
$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
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