Circle Square Woods Homes for Sale

Circle Square Woods Homes for Sale

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

Circle Square Woods is characterized by its lush landscapes and meticulously maintained properties, showcasing a variety of architectural styles that cater to diverse tastes. Each home is thoughtfully designed to maximize comfort and functionality, ensuring you find the perfect space to call your own. With homes for sale in this delightful community, you have the opportunity to become part of a neighborhood that values both privacy and camaraderie.

One of the standout features of Circle Square Woods is its commitment to outdoor living. Residents can enjoy scenic walking trails, picturesque parks, and a welcoming atmosphere that encourages social interaction. The community is conveniently located near essential amenities, including shopping centers, dining options, and recreational facilities, ensuring that everything you need is just a stone's throw away.

For those who appreciate nature, Ocala is renowned for its stunning landscapes and proximity to the Ocala National Forest, offering countless opportunities for hiking, biking, and exploring the great outdoors. Whether you're looking to unwind in your own backyard or embark on an adventure, Circle Square Woods provides the perfect backdrop for a fulfilling lifestyle.

If you're ready to find your dream home in this charming subdivision, browse our listings today and discover the exceptional properties available in Circle Square Woods. Your new beginning awaits!

Newest Circle Square Woods Homes for Sale

$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
$189,500
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
$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
$229,500
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
$193,000
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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