Circle Square Woods Homes with Gated Community - Guard Community Features

Circle Square Woods Homes with Gated Community - Guard Community Features

Welcome to Circle Square Woods, a hidden gem nestled in the heart of Ocala, Florida. This enchanting subdivision, located in Marion County, offers a unique blend of tranquility and modern living, making it the perfect place to call home.

Circle Square Woods is a gated community, providing residents with an added layer of security and peace of mind. With 24-hour guard service, you can enjoy the comfort of knowing that your safety is a top priority. The community is designed to foster a close-knit atmosphere, encouraging friendly interactions among neighbors while maintaining a serene environment.

The homes in Circle Square Woods are thoughtfully designed, showcasing a variety of architectural styles that cater to diverse tastes. Each residence boasts spacious layouts, modern amenities, and beautifully landscaped yards, creating an inviting ambiance that welcomes you home. Whether you’re looking for a cozy retreat or a larger family home, you’ll find the perfect fit within this charming community.

Residents can take advantage of a plethora of amenities that enhance the Circle Square Woods lifestyle. Enjoy leisurely strolls through tree-lined streets, participate in community events, or simply relax in the beautifully maintained common areas. The surrounding natural beauty of Ocala adds to the allure, with nearby parks, recreational opportunities, and scenic views that celebrate Florida’s picturesque landscape.

Experience the best of both worlds at Circle Square Woods, where a secure, gated environment meets the warmth of community living. Discover your dream home today in this idyllic Ocala neighborhood!

Newest Circle Square Woods Homes with Gated Community - Guard Community Features

$159,900
2 Beds 2 Baths Circle Square Woods SubDv. 34481 Zip Code
Welcome to this beautifully maintained Charlotte model villa in the sought-after Friendship Village of On Top of the World, Ocala's premier 55+ community. Offering 1,484 square feet of thoughtfully designed living space, this inviting 2-bedroom, 2-bath home combines comfort, convenience, and low-maintenance living. Step inside to discover luxury vinyl plank flooring in both bedrooms, while the main living areas, kitchen, bathrooms feature attractive ceramic tile for easy upkeep. The open-concept floor plan is bright and welcoming, creating the perfect setting for everyday living and entertaining. A standout feature of this home is the climate-controlled Florida room providing additional living space to enjoy year-round—ideal for relaxing with your morning coffee, entertaining guests, or pursuing your favorite hobbies in comfort.The oversized one-car garage offers plenty of room for your vehicle plus extra space for a golf cart, workshop, or storage. A built-in mezzanine provides even more storage, making it easy to keep everything organized. Enjoy the exceptional lifestyle that On Top of the World is known for, with amenities including golf, resort-style pools, fitness centers, pickleball and tennis courts, walking trails, clubs, restaurants, and endless social activities. Conveniently located near shopping, dining, medical facilities, and all that Ocala has to offer, this move-in-ready villa is ready for you to call home. Schedule your private showing today and experience the best of active adult living!

8711 Sw 96th Lane Unit C, Ocala

$198,000
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

$139,900
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

$169,000
2 Beds 2 Baths Circle Square Woods SubDv. 34481 Zip Code
Welcome to a home that doesn’t whisper potential… it announces it. New roof installed by the association in 2021 and a high-efficiency HVAC system updated in 2019. This beautifully maintained end-unit villa offers 2 bedrooms, 2 bathrooms, and over 1,200 square feet of thoughtfully designed living space — all on one level for effortless flow and comfort. From the moment you arrive, you’ll appreciate the private feel of an end unit, the attached garage, and the clean architectural lines that make this residence feel both timeless and fresh. Step inside and you’re greeted by an expansive living and dining combination that feels open, bright, and incredibly livable. Natural light pours in, enhanced by skylights that elevate the space and create an airy, uplifting atmosphere. The luxury vinyl flooring adds a sleek, modern touch while offering durability for everyday life. The kitchen is perfectly positioned for connection and convenience, featuring a full suite of appliances including a range, refrigerator, microwave, dishwasher, disposal, plus washer and dryer. Whether you’re hosting friends for dinner or enjoying a quiet morning coffee, this layout makes everything feel seamless. The primary suite is generous in size, offering a spacious 14x14 bedroom retreat complete with a walk-in closet. It’s the kind of space that allows you to truly unwind at the end of the day. The second bedroom is ideal for guests, a home office, or a creative space — flexible and comfortable with built-in closet storage. One of the standout features? The Florida Room. That bonus space you didn’t know you needed but won’t want to live without. Morning sunlight, evening relaxation, reading, entertaining — this is where lifestyle happens. Add in the enclosed front and rear porch areas and sliding doors that blend indoor and outdoor living, and you have a home that truly embraces the Florida way of life. Built with solid block construction on a slab foundation and topped with a shingle roof, this residence offers peace of mind along with comfort. Central air and heat pump systems ensure year-round efficiency and comfort. The attached garage with opener and driveway parking add practicality to the lifestyle appeal. And here’s where it gets even better. This gated, guard-secured community delivers resort-style living every single day. Enjoy access to a clubhouse, fitness center, tennis courts, basketball court, park areas, restaurant, dog park, and a sparkling community pool. Golf carts are welcome, and golf course proximity adds to the elevated lifestyle experience. This isn’t just a villa. It’s ease. It’s light. It’s low-maintenance living with high-impact comfort. It’s waking up in a space that feels organized, flowing, and calm. It’s pulling into your garage after a long day and knowing everything you need is right here. If you’ve been waiting for a home that combines smart design, solid construction, flexible living space, and vibrant community amenities — this is it. Opportunities like this don’t sit still. They move. The question is… will you?

8556 Sw 90th Lane Unit F, Ocala

$159,999
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

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