Circle Square Woods Real Estate

Circle Square Woods Real Estate

Welcome to Circle Square Woods, an enchanting subdivision nestled in the heart of Ocala, Florida. This vibrant community offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and everyone in between.

Circle Square Woods is known for its picturesque landscapes and lush greenery, providing residents with a serene environment that feels like a retreat from the hustle and bustle of everyday life. The community is thoughtfully designed with an array of beautifully crafted homes that cater to various lifestyles and preferences. Whether you're seeking a cozy cottage or a spacious family residence, you'll find the perfect fit within this charming neighborhood.

One of the standout features of Circle Square Woods is its commitment to outdoor living. The area boasts an extensive network of walking and biking trails, allowing residents to explore the natural beauty of Florida’s flora and fauna. For those who enjoy recreational activities, nearby parks and golf courses offer ample opportunities for leisure and relaxation.

In addition to its scenic surroundings, Circle Square Woods is conveniently located near Ocala’s vibrant downtown area, where you can discover an array of shopping, dining, and entertainment options. The community is also in close proximity to major highways, making it easy to access the stunning beaches of Florida's coast or the attractions of Orlando.

Experience the charm of Circle Square Woods, where a friendly atmosphere and a strong sense of community await you. Come discover your dream home in this idyllic Ocala neighborhood, where every day feels like a vacation!

Newest Listings in Circle Square Woods

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

Don’t miss this charming 2-bedroom, 2-bath villa in the sought-after On Top of the World community! Situated on a wide street with mature landscaping, this home offers comfortable Florida living with plenty of potential. One of the standout features is the spacious Florida room, providing valuable additional living space that can easily be used as a home office, gym, hobby room, reading area, or simply extra space to relax and enjoy the Florida lifestyle. Yes, there are several villas currently available, but this one deserves a closer look. It is priced to sell and offers an excellent opportunity for someone looking to make On Top of the World their home. Enjoy the convenience of being close to shopping, restaurants, medical facilities, golf, and the many amenities and activities On Top of the World has to offer. The community is known for its extensive recreational opportunities and active-adult lifestyle. Come see why this villa stands out from the others. It may be exactly what you’ve been looking for!

8665 Sw 94th Street Unit B, Ocala

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

Welcome to this fully furnished, move-in-ready villa. This home has been completely remodeled with new flooring and new windows throughout. It features a stunning, brand-new kitchen equipped with new appliances, custom cabinets, elegant countertops, a stylish backsplash, and two convenient lazy susans. Both bathrooms have been updated with high vanities and walk-in tiled showers with built-in seating benches. Additional upgrades include a new Florida room, a private paver patio, a new garage door, and a new air conditioning system. With a 2018 roof and a 2022 water heater, this home offers stress-free living in an amenity-enriched community.

8891 Sw 96th Lane Unit B, Ocala

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

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

Completely Remodeled INSIDE. Roof 2022, A/C 2023, Hot Water Heater is new. This spacious open floor plan 2 Bed 2 Bath with a Bonus Room (office). Inside of home has been completely updated with stainless steel appliances. all floors replaced with beautiful hardwood floors matching throughout the home. Both bathrooms completely remodeled and all ceiling fans replaced. This home is move in ready. If you are looking for a 2/2 this one is worth taking a personal tour of today.

8743 Sw 90th Lane Unit A, 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

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