On Top Of The World Homes under $250,000

On Top Of The World Homes under $250,000

Welcome to On Top Of The World, a vibrant and welcoming subdivision nestled in the heart of sunny Florida! This charming community is designed for those seeking an active lifestyle packed with amenities and a sense of belonging. With homes priced under $250,000, On Top Of The World offers an incredible opportunity for first-time buyers, retirees, and everyone in between to find their dream home without breaking the bank.

As you explore this delightful neighborhood, you'll discover a variety of well-maintained properties that cater to diverse tastes and preferences. Whether you're looking for a cozy villa or a spacious single-family home, On Top Of The World has something to suit every need. The homes are thoughtfully designed, featuring open floor plans, modern kitchens, and beautiful outdoor spaces perfect for enjoying the warm Florida sunshine.

Residents of On Top Of The World enjoy a wealth of amenities that enhance their lifestyle. The community boasts an array of recreational facilities, including swimming pools, fitness centers, and walking trails, encouraging an active and healthy lifestyle. Social clubs and organized activities foster a strong sense of community, making it easy to make friends and connect with neighbors.

Located conveniently close to shopping, dining, and entertainment options, On Top Of The World offers the perfect blend of tranquility and accessibility. With its affordable homes and a vibrant community atmosphere, this subdivision is the ideal place to call home in Florida. Come discover the magic of On Top Of The World, where your dream home awaits!

Newest On Top Of The World Homes under $250,000

9156 Sw 91st Circle, Ocala
$224,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Welcome to this beautifully maintained Madison model courtyard home in the premier, gated 55+ community of On Top of the World! Offering an inviting blend of comfort, style, privacy, and convenience, this home is designed for enjoying the best years of life with less maintenance and more time for the things you love. From the moment you enter the foyer, you'll appreciate the vaulted ceilings, spacious feel, and thoughtfully designed split-bedroom floor plan. Meticulously cared for and loaded with desirable updates, this home offers peace of mind along with plenty of room to relax and entertain. The spacious living and dining areas provide an open, welcoming atmosphere, while the large eat-in kitchen is sure to impress. Beautiful wood cabinetry with crown molding, soft-close doors and drawers, granite countertops, under-cabinet task lighting, convenient pull-out pantry storage, and abundant drawers make this kitchen as functional as it is attractive. An additional pantry in the laundry room provides even more storage. The generously sized primary bedroom suite is a wonderful private retreat, featuring a walk-in closet, additional closet, linen closet, and a spacious ensuite bath with a large vanity, comfort-height features, roomy step-in shower with frameless glass door, and separate potty room. Guests will appreciate their own private bedroom with walk-in closet and a conveniently designed guest bath featuring a separate shower and comfort height toilet. Love the outdoors? You'll especially enjoy the beautiful, fenced private courtyard, completely remodeled with attractive pavers, seating areas, outdoor lighting, and a fire pit. It's the perfect place for morning coffee, entertaining friends, or relaxing under the Florida sunshine. The insulated, enclosed lanai features dual-pane argon gas windows and offers peaceful views of the backyard, with extra distance from neighboring homes. Furnishings are available. You'll appreciate the many valuable updates and features, including: Roof replaced in 2013. HVAC replaced in 2015. Energy-efficient Pella double-pane windows installed in 2018. Insulated garage door installed in 2018. Water heater replaced in 2018. Newer flooring throughout, including tile, carpeting, and attractive wood-look flooring. Custom plantation shutters. Granite countertops in kitchen and bathrooms. Wood cabinetry with crown molding and soft-close doors and drawers. Comfort-height bathroom vanities and commode. Private courtyard and enclosed lanai. Oversized garage with additional insulation. And there's even more to love! Enjoy the On Top of the World lifestyle! Your monthly HOA fee includes an impressive array of amenities and services, helping make everyday living easier and more enjoyable. Take advantage of lawn care, access to the fitness center, multiple swimming pools, exercise classes, 24-hour gated security, exterior painting, and more! Whether you're looking forward to staying active, enjoying social activities, entertaining friends and family, or simply relaxing and enjoying a beautiful Florida home, this community offers wonderful opportunities to make the most of every day. Come discover the comfort, privacy, convenience, and lifestyle you've been looking for. This special Madison courtyard home is ready to welcome you home!

9156 Sw 91st Circle, Ocala
2417 Persian Drive Unit 3, Clearwater
$249,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Step into effortless resort-style living at On Top of the World in Clearwater! This beautifully refreshed unit is ready to impress with updated flooring, a newer A/C, professionally applied fresh paint, tastefully updated bathrooms, energy-efficient upgraded windows with window dressings, hurricane shutters, elegant crown molding, updated doors throughout, and the convenience of an in-unit washer and dryer. Relax on your private covered patio overlooking the courtyard. Owners enjoy free golf on two private courses (9-hole and 18-hole), two activity centers, heated pools, fitness center, tennis and pickleball courts, dog park, hobby studios, walking trails, and a vibrant calendar of clubs and social activities. You’re just minutes from the sugar sands of Clearwater Beach, shopping, dining, and the Pinellas Trail, with easy access to the charm of Dunedin, Safety Harbor, downtown St. Petersburg, beachside St. Pete, the iconic Don CeSar, the Dali Museum, and Tampa. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required. Schedule your showing today—you won’t want to miss this one!

2417 Persian Drive Unit 3, Clearwater
2401 Franciscan Drive Unit 39, Clearwater
$150,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Located in On Top of the World, a premier 55+ adult condominium community on over 300 acres offers resort-style living with two golf courses that are free to the residents, pickleball courts, shuffleboard/lawn bowling, 4 tennis courts, horseshoe pits, two recreation centers with events that include live bands and balls, over 60 active clubs, billiards room, craft room, café, fitness center with 13 exercise classes, wood working and craft rooms, dog park, two pools including one heated pool with hot tub, lakes with fishing pier, picnic areas with grills, ponds and lakes with walking trails, and more. There is a free resident shuttle that operates 5 days a week to local grocery stores and the malls. **The monthly HOA fee includes Cable TV, Internet, Water/Sewer/Trash, Exterior Maintenance, Grounds Maintenance, Building Insurance, Roof, and community amenities. ** This is a rare opportunity to purchase up to two units next door (MLS TB8495481) to create one large home, multi-generational living, or a live-in caregiver. Your home also has one reserved parking space, plus there is adjacent guest parking. This top-floor second-story unit is located in a prime location adjacent to the golf course and only 1,800 feet from the recreation center and pool. The windows were upgraded to impact-resistant windows, and the floors are a combination of luxury vinyl and tile. The spacious open floor plan has a large living room and dining room in front of the home, and a kitchen with a dinette, plus a large 300-foot Florida room. There are also two additional bedrooms with two bathrooms. A stacked Washer/Dryer combo is included with the home, plus there is a laundry facility down the hallway. There is also an outdoor breezeway with room for a table in front of the home. Minutes to Clearwater Beach, Dunedin, shops, restaurants, and easy access to Tampa International Airport.

2401 Franciscan Drive Unit 39, Clearwater
9028 Sw 91st Circle, Ocala
$249,000
3 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Welcome Home! This 3/2/2 home is move in ready with many upgrades. So much to do in OTOW and Williamsburg has their own get-togethers. 1. Gutters w/ Leaf filter installed{lifetime warranty} 2Appliances are 2 years or less 3.contiguous LVP 4. custom built cabinets is dining room 5.UV Ray film on windows in Bonus rm and Master 6. Granite counter tops and reverse osmosis in Kitchen 7.Upgraded bathrooms 8.New lighting and fans 9. new paint inside and out 10. New air conditioning system. There is mor, see list in the home. Take a look and get closed before the end of year to take advantage of homestead and other discounts from the county

9028 Sw 91st Circle, Ocala
2255 Philippine Drive Unit 45, Clearwater
$190,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to one of the better priced, updated, 1400 sqft condo in the Top of the World. It's a 2/2, 3rd floor unit (nobody above you), that combines comfort & resort style living. It has a desirable floor plan & is move in ready. The kitchen features new hardware, wood cabinets, new granite counter tops, a new under counter sink & faucet, new back splash, a new range top, stainless steel refrigerator/dishwasher/microwave, butler station, lament flooring, plus plenty of countertop space & cabinets. The Florida room has added counter tops/cabinets, large pantry closet, double pane windows, & lament flooring. The master bedroom has luxury vinyl tile and an approved 2020 stack washer/dryer closet (which conveys). The ensuite bathroom has a stand-alone shower, new toilet, new vanity sink/cabinet w/ a marble top, lighted mirror, and luxury vinyl tile. The 2nd/guest bathroom has a shower/tub combo w/ hand grip, new sink/vanity, & luxury vinyl tile. The 2nd/guest bedroom has Berber carpet. The front windows are hurricane impact. The main living area has lament flooring. The entry way has a new storm door. All rooms have recently been painted, all flooring is recent, all rooms but the kitchen/bathrooms have ceiling fans. The water heater is new, and the ac system is 2018 (well maintained & serviced yearly). Newer blinds throughout. Assigned parking. This pet friendly 55+ community has 2 activity centers/club houses, 2 heated pools, 2 golf courses (9 & 18 holes), jacuzzi, computer center, gym/exercise room, fenced dog park, hobby studio/wood shop, billiards, shuffleboard, tennis, horseshoes, lawn bowling, picnic areas, entertainment, classes, clubs, cards, library, dancing, the on-site Good Karma Cafe, & more. Your HOA covers all the amenities, 120 channel basic cable/high speed internet, water/sewer, trash, and everything outside the walls. This unit is fee simple. HOA approval is required & if financing, there is a min down payment requirement. You will be close to everything, the beach, airports, the mall, shopping, entertainment, health facilities, restaurants, pet care, hairdressers, banking, downtown Dunedin/Safety Harbor, Honeymoon Island, & more. All rooms sizes are approximate.

2255 Philippine Drive Unit 45, Clearwater
2295 Mexican Way Unit 21, Clearwater
$125,000
1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
COME AND SEE This First floor condo is across from the 18 hole golf course and backs up to a beautiful backyard with a nice patio for grilling out and spending relaxing, cool and peaceful evenings. This condo has been completely remodeled with an open floor plan as you enter. The kitchen features granite counter with a beautiful eating bar. Come see this completely furnished move in ready home and make it your own. Hurry, this one will not last. Assigned parking just outside your door. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and many restaurants. All room sizes, floor plans and square footage are approximate.

2295 Mexican Way Unit 21, Clearwater
9698 Sw 94th Avenue Unit D, Ocala
$159,850
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Come see this nicely updated END UNIT Grand Lafayette, where thoughtful upgrades and flexible living spaces make everyday living easy! Featuring 2 bedrooms, 2 bathrooms, and a 1.5-car garage, this home offers plenty of appealing features. The updated kitchen is designed for maximum storage with newer white cabinetry featuring soft-close features, 42-inch upper cabinets, a pantry, granite countertops, a stylish tile backsplash, and newer stainless steel appliances. LVP flooring runs throughout the home, complemented by newer light fixtures, ceiling fans, and blinds. The great room offers a comfortable gathering space, while the den just off the kitchen provides the perfect spot for hobbies, crafting, a media room, or a home office. Both bathrooms have been refreshed with new vanities, commodes, and shower surrounds. A portable generator easily connects to the home for added peace of mind. Major updates include a roof replaced in 2026, HVAC in 2019, and windows in 2016. Outside, the manicured yard creates a welcoming first impression, while the front porch and rear patio offer inviting spots to enjoy your morning coffee or unwind at the end of the day. Enjoy all that On Top of the World, Ocala?s premier 55+ active adult resort community, has to offer! Residents can take advantage of world-class amenities, golf, recreational facilities, clubs, and a full calendar of activities. Convenient golf cart access to shopping, dining, entertainment, banking, health, and beauty services makes it easy to enjoy the active Florida lifestyle you?ve been looking for!

9698 Sw 94th Avenue Unit D, Ocala
2462 Brazilia Drive Unit 70, Clearwater
$95,000
2 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Enjoy maintenance-free living in this spacious 2 bedroom, 1 bath, 1,100 square foot, 3rd floor condo located in the highly desirable 55+ community of On Top of the World. Filled with natural light, the home features a large living and dining area, a mirrored accent wall that enhances the open feel, and a bright Florida room that provides additional living and dining space. The building is at the end of a quiet cul-de-sac and the Florida room has tranquil views of a lush, green backyard. Two exterior entrances provide added convenience, with one located near the elevator access. Residents of On Top of the World enjoy an extensive list of amenities, including two private golf courses with free resident golf, two heated pools, tennis and pickleball courts, a remodeled fitness center, billiards, hobby and woodworking studios, fitness classes, entertainment, and more than 150 clubs and activities. The community is pet-friendly and features a fenced dog park, two private fishing piers, and the on-site Good Karma Café. Conveniently located near Clearwater Beach, downtown Dunedin, shopping, dining, medical facilities, parks, golf courses, and airports, this community offers easy access to everything the Clearwater area has to offer while maintaining a private, resort-style setting. 35% down payment is required for financing per OTOW rules.

2462 Brazilia Drive Unit 70, Clearwater
9780 Sw 90th Street, Ocala
$234,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
GOLF COURSE VIEWS | NEW ROOF JULY 2026 | NEW HVAC JUNE 2026 | NEW WATER HEATER Enjoy expansive green space and picturesque golf course views from this Hanover model in the Providence neighborhood of On Top of the World. Set back from the fairway, this 2-bedroom, 2-bathroom home features a versatile flex room and a 2-car garage. Major updates include a roof replaced in July 2026, a new HVAC system installed in June 2026, and a new water heater. Inside, 9-foot-4-inch ceilings enhance the spacious great room, while a separate dining room and breakfast nook provide comfortable spaces for everyday meals and entertaining. The generous kitchen features oak wood cabinetry and neutral countertops. French doors offer privacy in the flex room, making it ideal for a home office, hobby room, or reading retreat. The primary bathroom includes dual sinks and a walk-in shower, while a bay window brings natural light and character to the guest bedroom. A concrete driveway complements the home's curb appeal. Located in Ocala's established 55+ active adult community, this home offers golf cart access to entertainment, shopping, banking, healthcare, and beauty salons. With major systems recently updated and peaceful golf course views, this home is ready for your next chapter.

9780 Sw 90th Street, Ocala
2426 Persian Drive Unit 52, Clearwater
$132,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Step inside this inviting third-floor condo in the sought-after 55+ community of On Top of the World and start making your Florida lifestyle dreams a reality! From the moment you enter, you’ll appreciate the open-concept living and dining area, offering plenty of space for relaxing, entertaining, and gathering with family and friends. Just around the corner from the dining area, you’ll find the kitchen, conveniently positioned near an additional bonus room filled with natural light from its ample windows. This versatile flex space offers so many possibilities—create a comfortable family room, game room, hobby space, reading retreat, or simply make it your own! Back through the main living area, the hallway leads to the home’s private living spaces. The generously sized guest bedroom features a spacious wall closet, while the nearby guest bathroom offers a convenient tub/shower combination. Just around the corner is the primary suite, complete with abundant wall closet space and a private en-suite bathroom featuring a step-in shower. As an added bonus, the primary bedroom also provides direct access to the light-filled family/bonus room. Of course, life at On Top of the World is about so much more than the condo itself! This vibrant 55+ community is known for its tremendous array of amenities and activities, including golf, clubhouses, swimming pools, walking trails, planned activities, and so much more. Whether you’re looking to stay active, meet new friends, or simply enjoy the Florida sunshine, there’s something here for everyone. Come discover what makes On Top of the World such a special place to call home. Schedule your showing today and see all that this wonderful condo and community have to offer!

2426 Persian Drive Unit 52, Clearwater
8711 Sw 92nd Place Unit D, Ocala
$199,850
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Stylish Expanded Bostonian End Unit with Exceptional Privacy and Outdoor Living! This beautifully updated 2-bedroom, 2-bath home features an oversized 2-car garage and a prime corner-lot location with deep, wooded green space providing peaceful, private views. The kitchen offers white cabinetry with crown molding, a center island overlooking the great room, and updated lighting, backsplash, and a beverage center. Luxury vinyl plank flooring throughout, a stone-front fireplace, and designer touches add style throughout the home. Outdoor living takes center stage with covered front and rear porches, a rear deck, patio, and fenced yard, all set against a generous backdrop of natural green space. Major updates include HVAC (2025), roof (2024), rear deck (2024), shower and faucets (2024), kitchen backsplash and lighting (2024), kitchen beverage center and bench (2023), and luxury vinyl plank flooring throughout (2022). Additional improvements include chair-height toilets in both bathrooms, ceiling fans, and a new garbage disposal. Located in On Top of the World, Ocala?s premier 55+ active adult resort community, residents enjoy an impressive array of amenities, including golf, recreation and fitness centers, pools, clubs, and social activities. Golf cart access connects residents to shopping, dining, entertainment, banking, health, and beauty services

8711 Sw 92nd Place Unit D, Ocala
9370 Sw 85th Terrace Unit B, Ocala
$165,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 34481 Zip Code
Beautifully maintained with thoughtful updates and peaceful green space views, this Montgomery model offers the perfect setting to enjoy the Florida lifestyle! Located in the highly sought-after On Top of the World community, this 2-bedroom, 2-bath home with a 2-car garage welcomes you with beautiful curb appeal, mature shade trees, manicured landscaping, and an inviting covered front porch overlooking green space across the street. Imagine enjoying your morning coffee while taking in the peaceful surroundings! Inside, you'll find crown molding throughout, decorative wall molding, and tile and luxury vinyl plank flooring for easy maintenance. The spacious living area flows into the kitchen, featuring a convenient breakfast bar, stainless steel appliances, ample cabinetry, a decorative backsplash, and an updated kitchen sink faucet. The light-filled Florida room is surrounded by windows and features a convenient kitchen pass-through, creating a wonderful space for relaxing, entertaining, or enjoying your favorite hobbies. The updated primary bathroom adds another appealing touch to this well-cared-for home, while the guest bathroom features an updated faucet and a new comfort-height toilet. Major improvements include a new A/C installed in October 2026, water heater replaced in 2022, roof replaced in 2018, and windows replaced in 2012. The 2-car garage offers additional space for parking and storage. Whether you're looking for a full-time residence or a seasonal Florida retreat, this home offers comfort, functionality, and a welcoming atmosphere. Residents of On Top of the World enjoy an incredible selection of amenities, including golf, swimming pools, fitness centers, tennis, pickleball, walking trails, and a variety of clubs and social activities. Come experience everything this wonderful home and community has to offer. Schedule your private showing today!

9370 Sw 85th Terrace Unit B, Ocala
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