Circle Square Woods Homes with Pool Amenities

Circle Square Woods Homes with Pool Amenities

Welcome to Circle Square Woods, a hidden gem nestled in the heart of Ocala, Florida, in the picturesque Marion County. This charming subdivision is designed for those who appreciate a serene lifestyle without sacrificing convenience. Surrounded by lush greenery and scenic landscapes, Circle Square Woods offers a perfect blend of tranquility and community spirit, making it an ideal place to call home.

The homes in Circle Square Woods are thoughtfully designed to cater to a variety of lifestyles, featuring open floor plans, modern amenities, and spacious layouts that invite natural light. One of the standout features of this community is the availability of homes with pool amenities. Imagine stepping out into your backyard oasis, where a sparkling pool awaits you, perfect for those sunny Florida days. Whether you’re hosting a summer barbecue with friends or enjoying a peaceful evening swim, these homes provide the ultimate in relaxation and entertainment.

Residents of Circle Square Woods enjoy easy access to a wealth of local attractions, including beautiful parks, golf courses, and shopping centers. The vibrant Ocala community is known for its equestrian culture, outdoor activities, and friendly atmosphere, making it a wonderful place to raise a family or enjoy retirement.

With its prime location, beautiful homes, and inviting community feel, Circle Square Woods is more than just a place to live; it’s a lifestyle waiting to be embraced. Come explore what makes this subdivision truly special and discover your dream home with a pool in this enchanting corner of Florida!

Newest Circle Square Woods Homes with Pool Amenities

2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code

Welcome to this beautifully renovated Augusta model home located in the much sought after 55+ community of On Top of the World. Recent updates include fresh interior paint, modern lighting, ceiling fans, and ample storage—creating a clean, move-in-ready home. Community + Amenities. Enjoy resort-style living with access to multiple clubhouses, swimming pools, fitness centers, pickleball and tennis courts, racquetball, walking trails, and a hobby building. This fully renovated 2-bedroom, 2-bathroom villa offers 1,761 sq ft of thoughtfully designed, low-maintenance living with gorgeous finishes throughout. Step inside to engineered hardwood floors that are in the main living areas, giving a warm and inviting atmosphere. The spacious living room opens to a fully updated kitchen including granite countertops, a large center island, white cabinetry, and stainless steel appliances—perfect for everyday meals and entertaining with family and friends. A light and bright sunroom at the back of the home provides a great area for morning coffee. Just off the sunroom, a versatile bonus room offers flexibility—use it as a third bedroom as it is now or, a hobby space, home office, or den. The generous primary suite is a great retreat, highlighted by a barn door leading to the en-suite bath with dual granite vanities, double closets, a glass-enclosed shower with bench, and a linen closet. The second bedroom is nicely sized with carpet and there is a guest bath with a tub/shower combo and granite vanity. Recent updates include fresh interior paint, modern lighting, ceiling fans, and ample storage—creating a clean, move-in-ready home. Community + Amenities. Enjoy resort-style living with access to multiple clubhouses, swimming pools, fitness centers, pickleball and tennis courts, racquetball, walking trails etc. This golf cart–friendly community also offers a wide variety of social clubs and activities. The Bottom Line-Quality upgrades, flexible living space, and an unbeatable location in one of Ocala’s most vibrant 55+ communities—don’t miss it. Call for your appointment to view today!

8874 Sw 95th Street Unit E, Ocala

2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code

PRICE IMPROVEMENT!! Seller is motivated. Welcome to the highly desirable On Top of the World 55+ community, where comfort, entertainment, and maintenance-free living come together! Situated on a desirable corner lot and within short distance to all the amazing amenities, this beautifully maintained home offers the perfect blend of convenience and active living. Enjoy resort-style amenities including a clubhouse, pickleball courts, swimming pools, fitness centers, bingo nights, and countless social activities. The monthly HOA covers lawn care, exterior house painting, sprinkler system maintenance, gate access, trash service, dumpsters, mailboxes, and even a golf cart sticker for added convenience. This move-in ready home features fresh interior paint completed in 2025, updated flooring, a new roof in 2025, A/C replaced in 2023, and a water heater installed in 2021. Enjoy peace of mind with Leaf Filter gutter protection throughout the home and annual pest control service. The spacious lanai includes beautiful plantation shutters installed in 2020, adding a versatile and elegant touch to the home while providing excellent natural light control and privacy. The renovated primary bedroom completed in 2021 adds a modern and comfortable touch, while the kitchen offers stainless steel appliances, tile flooring, and plenty of functionality. Bathrooms feature cozy carpeting for added comfort. If you are looking for an active 55 community with endless amenities, low-maintenance living, and a prime location, this home is a must-see!

9820 Sw 89th Terrace Unit E, Ocala

2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code

Nestled down a quiet, tree-canopy lined road in On Top Of The World, you will find 9357 C SW 82nd Terrace, Ocala FL. This property sits at the front edge of the OTOW community- making it just 1 mile from Wawa, 1.4 miles from Publix, 0.8 miles from Sprouts, and so much more. It also backs up to a retention pond- so you can enjoy the view of mature, lush landscaping. The floors are new, the paint is fresh, and the price is right to bring your vision to life. There’s even a workbench already in the garage! A sky tube provides abundant natural light, and the plantation shutters are already in place to keep the light out when you don’t want it. An enclosed Florida Room faces the green back yard area. 2 spacious bedrooms and 2 bathrooms with stone tiling and walk in closets provide comfort and function. A breakfast nook off the kitchen provides a cozy place to read the news and sip your coffee, with a separate dining area to sit for dinners with friends. Move in ready, or update it to your hearts desire.

9357 Sw 82nd Terrace Unit C, Ocala

2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code

END UNIT!! Welcome to one of the most desirable 55+ communities in Ocala, the highly sought after golf cart community of On Top of the World! This beautifully updated 2 bed, 2 bath Philadelphian villa offers with the perfect blend of comfort, style, and low maintenance living. The home features fresh interior paint, newly painted garage walls and floors, updated trim, real wood interior doors, modern light fixtures, and stunning Pergo TimberCraft laminate flooring throughout. The guest bathroom includes a new toilet, and the primary bedroom offers brand new closet cabinets for added storage and organization. Enjoy year round comfort in the Florida room under heat and air, along with a spacious and inviting front porch perfect for morning coffee or evening relaxation. Major updates include a 2022 HVAC system and a 2015 roof, plus a brand new washing machine and like new dryer. The monthly HOA fee includes basic Spectrum cable, irrigation water, roof maintenance and repair, exterior painting every seven years, exterior maintenance, landscaping, trash and recycling, and 24/7 guarded gates, providing true peace of mind. Residents enjoy access to top of the line amenities including multiple pools, two fitness centers, pickleball, tennis, shuffleboard, bocce ball, billiards, an archery range, over 175 clubs, a woodworking shop (additional fee), a library, and so much more. Schedule your showing today! Enjoy year round comfort in the Florida room under heat and air, along with a spacious and inviting front porch perfect for morning coffee or evening relaxation. Major updates include a 2022 HVAC system and a 2015 roof, plus a brand new washing machine and like new dryer. The monthly HOA fee includes basic Spectrum cable, irrigation water, roof maintenance and repair, exterior painting every seven years, exterior maintenance, landscaping, trash and recycling, and 24/7 guarded gates, providing true peace of mind. Residents enjoy access to top of the line amenities including multiple pools, two fitness centers, pickleball, tennis, shuffleboard, bocce ball, billiards, an archery range, over 175 clubs, a woodworking shop (additional fee), a library, and so much more. This is more than a home, it’s a lifestyle!

8637 Sw 97th Lane Road Unit A, Ocala

2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code

This END UNIT villa at On Top of the World in Ocala's premiere 55+ Gated community. A spacious front porch perfect for enjoying your morning coffee or evening beverages welcomes you to this home. Step inside into the living room/dining room area and notice the laminate flooring throughout. The bedrooms are on the left side of the home with the guest/hall bath with tub and tile surround in between. The primary bedroom is in the back for privacy with an ensuite bath along with a step-in shower and large walk-in closet. The kitchen has been nicely updated with Granite countertops and newer appliances! The Florida Room is fully finished with heat/AC. Hello I just took a look at the listing. It has water filter/softener system for the whole house.The lanai has been converted into an all season room. With 1.5 Garage , the Washer/Dryer are in the garage. The monthly HOA fee includes basic Spectrum cable, irrigation water, roof maintenance & repair, exterior painting every seven years, exterior maintenance and insurance, landscaping, trash & recycling, 24/7 guarded gates and all the amenities that OTOW provides, three pools (2 outside & 1 inside & another under construction), two state of the art fitness centers, pickleball, billiards, archery range, corn hole, bocce ball, tennis, shuffleboard, horse shoes, remote control flying field and race cars, 175+ clubs, woodworking shop (extra fee), library, and much, much more! A golf cart community with access to three shopping centers. 2 years warranty is offered by the seller.

8883 Sw 93rd Lane Unit F, Ocala

2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code

Welcome to this exceptionally well-maintained and thoughtfully upgraded 2-bedroom, 2-bath residence located in the highly sought-after On Top of the World community. This move-in-ready home offers peace of mind and modern comfort with numerous recent improvements throughout. The newly renovated kitchen is a true centerpiece, featuring quartz countertops, a classic farmhouse sink, and stainless steel appliances that blend style and functionality. The open and efficient layout provides ample counter space and storage, making it ideal for both everyday use and entertaining. Major system upgrades include a brand-new electrical breaker box, brand-new water heater, and a new AC coil, ensuring reliability and energy efficiency. The home also includes all new window screens and rain gutters, adding to its overall durability and curb appeal. The spacious primary suite is a relaxing retreat, complete with an extra-large walk-in closet and a beautifully designed walk-in shower in the en-suite bath. The second bedroom and bathroom provide comfort and flexibility for guests, a home office, or hobbies. Outdoor living is just as inviting, with a charming front seating area perfect for morning coffee, an outdoor rear BBQ patio ideal for gatherings, and a rear enclosed lanai that provides additional year-round living space. These areas create multiple options for relaxing, entertaining, and enjoying the surroundings. On Top of the World is one of Central Florida’s most vibrant and sought-after active adult communities. Known for its resort-style lifestyle and exceptional amenities, this master-planned neighborhood offers residents endless opportunities to stay active, social, and engaged. With over 175 clubs and interest groups, multiple golf courses, fitness centers, tennis and pickleball courts, swimming pools, and community events, there’s always something to enjoy right at your doorstep. The community’s welcoming atmosphere, on-site dining, farmers market, and golf-cart-friendly layout create a truly connected and fulfilling way of life. On Top of the World continues to be celebrated as one of the nation’s premier 55+ communities, blending leisure, wellness, and neighborly spirit in a beautiful Florida setting. Truly move-in ready, this property is perfect for buyers seeking comfort, convenience, and a beautifully updated home in a desirable community.

8868 Sw 97th Lane Road Unit G, Ocala

Start Your Search