Circle Square Woods Real Estate

Circle Square Woods Real Estate

Welcome to Circle Square Woods, a picturesque subdivision nestled in the heart of Ocala, Florida, within the enchanting Marion County. This charming community offers a perfect blend of natural beauty and modern living, making it an ideal choice for families, retirees, and everyone in between.

Circle Square Woods is renowned for its serene surroundings, featuring lush landscapes and mature trees that create a tranquil atmosphere. Residents enjoy easy access to the stunning natural wonders of Ocala, including nearby parks, lakes, and trails perfect for hiking, biking, and horseback riding. The area is also home to the famous Ocala National Forest, where outdoor enthusiasts can immerse themselves in nature's splendor.

The subdivision is designed with community in mind, featuring well-maintained streets and a welcoming neighborhood vibe. Circle Square Woods boasts a variety of housing options, from cozy single-family homes to spacious properties that cater to diverse lifestyles. Each home is thoughtfully designed to provide comfort and functionality, ensuring that every resident feels right at home.

Conveniently located, Circle Square Woods offers easy access to a wealth of amenities. Residents can enjoy shopping, dining, and entertainment options just a short drive away in downtown Ocala. The community is also in proximity to top-rated schools, medical facilities, and recreational activities, making it an excellent choice for families.

Experience the charm and warmth of Circle Square Woods, where the beauty of nature meets the comforts of modern living. Come discover your dream home in this delightful Ocala community!

Newest Listings in Circle Square Woods

8556 Sw 90th Lane Unit F, Ocala
$169,000
2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
Welcome to this end-unit 2-bedroom, 2-bath home in On Top of the World, Ocala. Enjoy a covered porch with white railing and an enclosed lanai/sun room with ceiling fan, next door to a very large vacant lot for extra privacy. Inside, luxury vinyl plank flooring runs through the living/dining combination and both bedrooms. The kitchen offers a breakfast nook, large pantry, white appliances including dishwasher, stove and side-by-side refrigerator, over-range hood and Formica countertops. Ceiling fans are in the bedrooms, kitchen and lanai. The primary bedroom has a walk-in closet and an ensuite bath with built-in shower. The second bedroom has a built-in closet. The common bath features an updated double vanity and a tub with grab bar. An extra-wide 1-car garage, golf-cart friendly, has laundry in the garage. Electric water heater and electric heat. Some furniture is negotiable.

8556 Sw 90th Lane Unit F, Ocala
9951 Sw 88th Court Road Unit C, Ocala
$95,000
2 Beds ⋅ 3 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
Pictures coming soon !!!! What a one of a kind!!! True Ocala Barn Villa Home ...Come enjoy an amazing Florida lifestyle in this spacious 1,853-square-foot villa offering 2 bedrooms, 2.5 bathrooms, and both a full-size family room and living room. Located in the Circle Square Woods neighborhood of On Top of the World, Ocala's premier, gated 55+ community known for top-of-the-line resort-style amenities, this home offers all of the living space you have been looking for. A tree-shaded front yard overlooks peaceful and beautifully manicured grounds with a park-like common area complete with a gazebo, providing a relaxing place to enjoy the outdoors. Golf cart access makes it easy to reach nearby shopping, dining, and essential services, and abundant community activities and amenities are only a short distance away. The versatile layout includes a full-size living room and a separate family room centered around a cozy stone-surround fireplace that adds warmth and character to gatherings with friends and family. The kitchen features stainless-steel appliances and a large center island overlooking the family room. The stairway walls of this villa have also been constructed to allow for the installation of a motorized chair lift, making the upper level more easily accessible. The owner’s suite provides a generous retreat with plenty of room to unwind, along with an en suite bath that includes a spacious step-in shower with detailed tilework and a conveniently located linen closet. DUAL CLOSETS !!! The guest bedroom also features its own private en-suite bath, while an additional half bath serves the main level. A covered rear patio and vinyl-fenced area create an inviting outdoor space ideal for pets, relaxation, or entertaining. Carefree living awaits as the monthly HOA fee includes basic cable, irrigation water, roof repair, exterior painting every seven years, exterior maintenance and insurance, landscaping, trash & recycling, and 24/7 monitored gates. Kick back and unwind, or head out and enjoy the endless activities available in this vibrant community overflowing with top-tier amenities. Residents have access to three golf courses, indoor and outdoor pools, recreation centers, clubs, concerts, dedicated RV parking, and Veterans’ Park, along with golf cart access to nearby shopping centers and beautiful Shalom Park. Ideally situated off Hwy 200, OTOW is close to banks, restaurants, and medical facilities, and just a short drive south of the World Equestrian Center.

9951 Sw 88th Court Road Unit C, Ocala
8841 Sw 93rd Place Unit E, Ocala
$224,900
2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
MOVE-IN READY VILLA WITH BEAUTIFUL UPGRADES THROUGHOUT! Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa with a spacious bonus room/den, offering the perfect combination of comfort, style, and functionality! Thoughtfully updated and truly move-in ready, this home is packed with desirable features and modern improvements. Step inside to discover a bright, inviting interior featuring wood parkay in the living room, tile flooring in both bathrooms, freshly updated ceilings with the popcorn texture removed, and interior paint completed in 2022. Adjustable LED ceiling lighting, featured ceiling fans, solar tubes, updated paddle-style light switches, and stylish dining room light fixtures add to the home's modern appeal. The kitchen offers stainless steel appliances (2023), a stainless steel single-basin sink, and a convenient wine rack, making it both functional and inviting. The spacious primary bathroom features beautiful quartz countertops, a new exhaust fan, a ceiling heat lamp with timer, and a heated towel rack for an added touch of everyday luxury. Enjoy the versatility of the oversized bonus room/den, ideal for a home office, hobby room, additional sitting area, or whatever best fits your lifestyle. The generously sized lanai, complete with plantation shutters, provides a wonderful space to relax and unwind. Additional improvements include exterior paint (2025), a tankless water heater (2024), an LG stackable washer and dryer (2024), pull-down shades (2023), and gutter screens installed within the past few years. With so many thoughtful upgrades already completed, this villa offers easy, low-maintenance living without the hassle of a long renovation to-do list. Simply bring your belongings, settle in, and start enjoying your new home!

8841 Sw 93rd Place Unit E, Ocala
8665 Sw 94th Street Unit B, Ocala
$144,900
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
8891 Sw 96th Lane Unit B, Ocala
$185,000
2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
Your next chapter starts here-No renovations ,no-to-do-list, just move in and live. This Fully furnished villa has been completely remodeled: new flooring and windows throughout, a beautiful new kitchen and two updated baths with walk in tiled showers and built-in benches. Single-level living makes everyday easy, from the new Florida room to you private paver patio-made for morning coffee and Golden-hour evenings. With a 2018 Roof, 2018 water heater, new A/C and new garage door, the big expenses are already behind you. A Amenity-rich community with sparkling community pools, where neighbors become friend. Your cats and dogs are welcome too. Come see the easy Florida lifestyle you've earned.

8891 Sw 96th Lane Unit B, Ocala
9820 Sw 89th Terrace Unit E, Ocala
$189,000
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
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