Circle Square Woods Homes for Sale in Ocala - 27 homes

Remarks: Welcome to this beautifully refreshed 2-bedroom, 2.5-bath townhouse located in the charming Americana Village, known for its vintage European-inspired setting. Thoughtful cosmetic updates throughout provide a fresh, updated look while preserving the character that makes this community so admired. The inviting floor plan features a cozy living area with a fireplace, creating a warm connection between the family room and kitchen, ideal for everyday living or relaxing evenings at home. Each bedroom offers its own private bath, with an additional half bath conveniently located on the main level. Enjoy a peaceful lifestyle surrounded by manicured grounds, including a gazebo nestled within a park-like setting—perfect for enjoying Florida’s beautiful weather. This townhome offers easy access by golf cart to nearby shopping, dining, and community conveniences. Residents also enjoy access to a wide range of amenities designed to support an active, engaging lifestyle. A wonderful opportunity to own a low-maintenance home in a quiet, well-established community with timeless appeal.

Listing is courtesy of: NEXT GENERATION REALTY OF MARION COUNTY (352-342-9730)

Listing Agent: Patricia Mcleod (352-207-3162)

Remarks: Enjoy comfortable, low maintenance living in On Top of the World, one of Ocala’s most sought after 55+ communities. This move in ready meticulously home features 2 bedrooms, 2 baths, 1,341 Sq.Ft. of living space, and a 1 car garage on a beautifully maintained lot. Tile flooring throughout creates a clean, cohesive look while keeping upkeep simple and convenient. As you enter, a spacious living room flows naturally into kitchen and dining area. Updated kitchen offers soft close cabinetry, granite countertops, pantry with pull out drawers and stainless steel appliances, combining style and functionality. Primary bedroom is generously sized and includes a large walk in closet and en suite bathroom featuring a walk in tile shower. Guest bedroom is also spacious with a bigger closet for extra storage. The guest bathroom is conveniently located nearby and features a tile tub/shower combination. Step outside to enjoy screened lanai and paver patio enclosed with vinyl fence, providing a private outdoor space perfect for relaxing, entertaining, or accommodating pets. Major recent updates include New Roof (2018) with architectural shingles and New HVAC system (2026) making this home truly move in ready. As a part of On Top of the World, residents enjoy an unmatched lifestyle with access to multiple pools, fitness centers, dog parks, tennis courts, shuffleboard, golf courses, RC Field, weekly activities and so much more, all within a community that also offers golf cart access to nearby restaurants, doctors and shopping. Schedule your private showing and see the possibilities this home has to offer!

Listing is courtesy of: KELLER WILLIAMS CORNERSTONE RE (352-369-4044)

Listing Agent: Chad Macblain (740-801-0071)

Remarks: 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?

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: David Amerio, Jr (352-922-3667)

Remarks: Ready to enjoy the relaxed, sunny Florida lifestyle? This charming 2-bedroom, 2-bath villa offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside and you’ll appreciate the spacious rooms and smart, efficient floor plan that make everyday living easy. The bright Florida room is a true highlight — ideal for morning coffee, reading, hobbies, or simply soaking in the sunshine. It opens right out to the patio, giving you a great spot for grilling or unwinding outdoors. The community offers a wide variety of amenities, so you’ll always have something fun and engaging to enjoy. Plus, shopping, restaurants, and parks are just a short golf-cart or car ride away, making this an ideal location for convenience and an active lifestyle. Come see this lovely villa and discover how effortless Florida living can be.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Jenni Kennedy (352-775-0078)

Remarks: 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.

Listing is courtesy of: ENGEL & VOLKERS OCALA (352-820-4770)

Listing Agent: Escarlin Mancia (352-812-0645)

Remarks: 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.

Listing is courtesy of: CENTRAL CITY REALTY (352-456-1941)

Listing Agent: Nathaniel Suleiman (352-456-1941)

Remarks: This beautiful villa is in the On Top of the World, a Premiere 55+ Gated Golf Community! With 2 bedrooms, 2 baths, 1.5 car garage (sufficient for a car & golf cart), and finished FL room. This villa is centrally located within the community for easy access to the amenities. Cute front porch perfect for enjoying your morning coffee, or evening beverage, and meeting your neighbors! Step inside the spacious living room, To the left are the bedrooms with the guest bedroom in front with large-deep closet. Guest/hall bath divides the bedrooms. Guest/hall bath with tub, tile surround, and comfort height toilet. The primary bedroom is in the back right of the home for privacy and is large enough for king sized bed! There is also a large walk-in closet suite, the bath with step-in shower and comfort height toilet! The dining room has plenty of space. The eat-in kitchen is light and bright, with access to the 1.5 car garage, also where the laundry is located. The two finished Florida rooms are off the kitchen. Lots of space/potential out back for patio. The monthly HOA fee includes Basic Spectrum Cable, roof repair, exterior painting every seven years, irrigation water, exterior maintenance and insurance, landscaping, trash & recycling, 24/7 monitored gates and all the amenities that OTOW has to allow you to have a good time; 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. Centrally located 20 minutes from the World Equestrian Center, easy drive to 4 cruise ports and/or airports, and close proximity to entertainment complexes in Orlando.

Listing is courtesy of: ENGEL & VOLKERS OCALA (352-820-4770)

Listing Agent: Escarlin Mancia (352-812-0645)