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 anyone looking to embrace the beauty of nature while enjoying modern conveniences.

Circle Square Woods is renowned for its picturesque landscapes, featuring lush greenery, mature trees, and winding trails that invite residents to explore the great outdoors. Whether you’re taking a leisurely stroll or biking along the scenic paths, the natural beauty of this community is sure to captivate your heart.

The homes for sale in Circle Square Woods are as diverse as the residents who call it home. From charming single-family residences to contemporary designs, each property exudes warmth and character. Many homes boast spacious layouts, modern amenities, and inviting outdoor spaces perfect for entertaining or simply relaxing in the Florida sunshine. With a range of prices and styles, there’s something for every buyer in this delightful community.

Living in Circle Square Woods means enjoying a lifestyle rich in recreational opportunities. Residents have access to community amenities, including parks, pools, and social clubs, fostering a strong sense of camaraderie among neighbors. Plus, with Ocala's vibrant downtown just a short drive away, you’ll find an array of shopping, dining, and entertainment options at your fingertips.

Discover the charm of Circle Square Woods and find your dream home in this idyllic Ocala community today!

Newest Circle Square Woods Homes for Sale

$219,500
2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
Welcome to Easy Living in a Desirable 55+ Community! Enjoy comfort, convenience, and a relaxed lifestyle in this beautifully maintained home located in a sought-after 55+ community. Featuring a charming covered front porch, this inviting residence offers a spacious open-concept design that's perfect for both everyday living and entertaining. The heart of the home is the expansive kitchen, complete with abundant cabinetry, a large center island with seating, granite countertops, stainless steel appliances, and ample workspace for preparing your favorite meals. The kitchen flows seamlessly into the dining and living areas, creating a bright and welcoming atmosphere. The well-designed floor plan provides comfortable bedrooms, generous storage, and easy-maintenance tile flooring throughout the main living areas. Large windows fill the home with natural light, while neutral finishes make it easy to personalize your space. Outside, you'll appreciate the attractive landscaping, oversized corner lot, and peaceful setting—ideal for enjoying your morning coffee on the front porch or spending time outdoors with friends and neighbors. As a resident of this vibrant 55+ community, you'll enjoy a low-maintenance lifestyle with access to amenities and activities designed to keep you active, social, and engaged. Whether you're looking to downsize without compromising space or searching for the perfect place to enjoy retirement, this exceptional home offers the ideal combination of comfort, style, and community living. Schedule your private showing today and discover everything this wonderful home has for you!

Ocala
$189,000
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
$139,900
2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
Welcome home to this well-maintained Philadelphian model villa in the highly sought-after On Top of the World community! Offering 2 bedrooms, 2 bathrooms, and 1,179 square feet of comfortable living space, this home is move-in ready and waiting for its new owner. Step inside to find a freshly painted interior that creates a bright, clean, and welcoming atmosphere. The spacious floor plan features a generous primary suite complete with a walk-in closet and private bath, providing the perfect retreat at the end of the day. Outside, you'll love relaxing on the back patio, ideal for enjoying your morning coffee or Florida's beautiful weather. Pet owners will appreciate the fenced yard area, offering a safe outdoor space for your furry friend to enjoy. The garage provides plenty of room for parking, storage, or hobbies. Located in the premier On Top of the World community, residents enjoy an incredible lifestyle with amenities including golf, swimming pools, fitness centers, walking trails, clubs, activities, pickleball, tennis, and countless social events. Whether you're looking for an active lifestyle or a peaceful place to call home, this villa offers the best of both worlds. Don't miss your opportunity to make this charming home your own—schedule your private showing today!

8874 Sw 95th Street Unit C, Ocala
$234,000
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
$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
$139,900
2 Beds ⋅ 2 Baths ⋅ Circle Square Woods SubDv. ⋅ 34481 Zip Code
END UNIT!! Welcome to one of the most desirable 55+ communities in Ocala, the highly sought after golf cart community of On Top of the World! This beautifully updated 2 bed, 2 bath Philadelphian villa offers with the perfect blend of comfort, style, and low maintenance living. The home features fresh interior paint, newly painted garage walls and floors, updated trim, real wood interior doors, modern light fixtures, and stunning Pergo TimberCraft laminate flooring throughout. The guest bathroom includes a new toilet, and the primary bedroom offers brand new closet cabinets for added storage and organization. Enjoy year round comfort in the Florida room under heat and air, along with a spacious and inviting front porch perfect for morning coffee or evening relaxation. Major updates include a 2022 HVAC system and a 2015 roof, plus a brand new washing machine and like new dryer. The monthly HOA fee includes basic Spectrum cable, irrigation water, roof maintenance and repair, exterior painting every seven years, exterior maintenance, landscaping, trash and recycling, and 24/7 guarded gates, providing true peace of mind. Residents enjoy access to top of the line amenities including multiple pools, two fitness centers, pickleball, tennis, shuffleboard, bocce ball, billiards, an archery range, over 175 clubs, a woodworking shop (additional fee), a library, and so much more. Schedule your showing today! Enjoy year round comfort in the Florida room under heat and air, along with a spacious and inviting front porch perfect for morning coffee or evening relaxation. Major updates include a 2022 HVAC system and a 2015 roof, plus a brand new washing machine and like new dryer. The monthly HOA fee includes basic Spectrum cable, irrigation water, roof maintenance and repair, exterior painting every seven years, exterior maintenance, landscaping, trash and recycling, and 24/7 guarded gates, providing true peace of mind. Residents enjoy access to top of the line amenities including multiple pools, two fitness centers, pickleball, tennis, shuffleboard, bocce ball, billiards, an archery range, over 175 clubs, a woodworking shop (additional fee), a library, and so much more. This is more than a home, it’s a lifestyle!

8637 Sw 97th Lane Road Unit A, 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
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