Circle Square Woods Homes with Restaurant Community Features

Circle Square Woods Homes with Restaurant Community Features

Welcome to Circle Square Woods, a serene and inviting subdivision nestled in the heart of Ocala, Florida, within the picturesque Marion County. This charming community is perfect for those seeking a blend of tranquility and modern conveniences, offering a unique lifestyle that caters to both relaxation and social engagement.

Circle Square Woods is renowned for its beautiful homes that are thoughtfully designed to enhance your living experience. Whether you’re looking for a cozy retreat or a spacious family residence, you’ll find a variety of architectural styles and floor plans that suit your needs. Each home is crafted with quality materials and features that ensure comfort and functionality, making it easy to create lasting memories with loved ones.

One of the standout features of Circle Square Woods is its vibrant restaurant community. Residents enjoy the luxury of having diverse dining options right at their doorstep, from casual eateries to fine dining establishments. This culinary variety not only satisfies your palate but also fosters a sense of community, as neighbors gather to share meals and experiences.

Beyond the delectable dining, Circle Square Woods offers a wealth of amenities designed to enhance your lifestyle. Enjoy leisurely strolls through lush landscapes, take advantage of recreational facilities, or participate in community events that bring everyone together. The friendly atmosphere and welcoming spirit make it easy to feel at home.

Discover the charm of Circle Square Woods, where beautiful homes and a thriving community await you in sunny Ocala, Florida. Embrace a lifestyle of comfort, connection, and culinary delight in this idyllic subdivision!

Newest Circle Square Woods Homes with Restaurant Community Features

$144,900
2 Beds ⋅ 2 Baths ⋅ OM731150 MLS
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
$159,900
2 Beds ⋅ 2 Baths ⋅ OM728166 MLS
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
$193,000
2 Beds ⋅ 2 Baths ⋅ GC540724 MLS
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
$145,000
2 Beds ⋅ 2 Baths ⋅ OM724573 MLS
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
$179,000
2 Beds ⋅ 2 Baths ⋅ OM720506 MLS
MOTIVATED SELLER Big price reduction for 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
$144,999
2 Beds ⋅ 2 Baths ⋅ OM715630 MLS ⋅ G BLDG.
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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