Circle Square Woods Homes with Restaurant Community Features

Circle Square Woods Homes with Restaurant Community Features

Welcome to Circle Square Woods, a hidden gem nestled in the heart of Ocala, Florida. This enchanting subdivision offers a unique blend of serene living and vibrant community life, making it the perfect place to call home. With its picturesque landscapes and charming homes, Circle Square Woods is designed for those who appreciate both nature and community.

One of the standout features of Circle Square Woods is its commitment to fostering a connected lifestyle. Residents can enjoy the convenience of on-site dining options that bring a delightful culinary experience right to their doorstep. Imagine savoring delicious meals at a local restaurant without the hassle of travel—this community truly embodies the essence of convenience and comfort.

The homes in Circle Square Woods are thoughtfully designed, showcasing modern architecture and spacious layouts that cater to a variety of lifestyles. Whether you’re a young professional, a growing family, or looking to retire in style, you’ll find a home that suits your needs. Each residence is surrounded by lush greenery, offering a peaceful retreat from the hustle and bustle of everyday life.

Beyond the beautiful homes and dining options, Circle Square Woods is committed to creating a vibrant community atmosphere. Residents can engage in various activities, from social gatherings to outdoor adventures, fostering friendships and a sense of belonging.

If you’re seeking a place that combines the tranquility of nature with the excitement of community living, Circle Square Woods in Ocala, Florida, is the perfect destination. Come and discover the charm of this delightful subdivision—your dream home awaits!

Newest Circle Square Woods Homes with Restaurant 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
$145,000
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
$199,000
2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
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
$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
$126,000
2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
Welcome to carefree living in the highly sought-after On Top of the World community in beautiful Ocala, Florida! This charming 2-bedroom, 2-bath villa offers the perfect blend of comfort, space, and potential, ready for you to move in and make it your own! Step inside to find a bright, open living area that’s perfect for entertaining or relaxing in style. The neutral color palette throughout complements the ceramic tile and laminate flooring, creating a clean, inviting atmosphere. Enjoy your morning coffee or evening breeze from the screened-in back patio, ideal for year-round Florida living. The kitchen and bathrooms are functional and ready for your personal updates; a fantastic opportunity to add your own modern touch and build instant equity! The washer and dryer are included, and you’ll love the convenience of indoor laundry in the garage. Located in one of Ocala’s premier 55+ active lifestyle communities, you’ll enjoy world-class amenities including golf, swimming, fitness centers, clubs, and endless social activities. Schedule your private showing today before this gem is gone!

9331 Sw 84th Terrace Unit D, Ocala
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