Cherrywood Estate Homes for Sale in Ocala - 11 homes

Remarks: Welcome to this beautifully renovated three-bedroom, two-bathroom home in the highly desirable Cherrywood Estates, where modern updates meet comfortable Florida living. Currently being converted into a true 3/2 layout, this home has been fully renovated from wall to wall and floor to ceiling, offering a fresh, move-in-ready interior. A new roof installed in 2021 provides added value and peace of mind. Step inside to discover stylish luxury vinyl flooring throughout, soaring high ceilings, and a bright open living and dining room combination designed for both everyday living and entertaining. The BRAND NEW kitchen features stainless steel appliances, abundant cabinetry, and ample counter space, making it both functional and inviting. Sliding glass doors create seamless indoor-outdoor living, filling the home with natural light and providing easy access to the backyard. The spacious primary suite offers a walk-in closet and a private ensuite bathroom complete with dual sink vanities and a step-in shower. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. The home also features a two-car garage with additional storage space and a generously sized backyard perfect for relaxing, gardening, or entertaining. Cherrywood Estates is a vibrant, active community offering an impressive array of amenities and social activities. Residents enjoy access to a clubhouse with a community pool and spa, fitness center, billiard room, and library. Outdoor recreation options include tennis courts, shuffleboard, bocce ball, and organized activities such as line dancing classes. The community also features deed restrictions, park areas, wheelchair access, and allows golf carts. HOA fee includes cable TV, internet, and trash service, providing convenience and value. Don’t miss this opportunity to own a fully renovated home in one of Ocala’s most welcoming and amenity-rich communities. Schedule your private showing today!

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Robert Paolini (727-365-8335)

Remarks: One or more photo(s) has been virtually staged. Move-in ready and beautifully refreshed, this inviting home blends modern style with everyday comfort. A soft, neutral designer palette creates a light and airy atmosphere, offering the perfect backdrop for any décor style. The tastefully updated kitchen is sure to impress, featuring a stylish accent backsplash that adds character and charm—ideal for both casual meals and entertaining. The primary suite offers a relaxing retreat, highlighted by a well-appointed en-suite bath with dual vanities for added functionality and convenience. Step outside to your private patio, the perfect spot to enjoy morning coffee, unwind in the evenings, or host intimate gatherings. Fresh interior paint enhances the home’s crisp, clean feel, making it truly turnkey and ready for its next owner. Offering a seamless blend of comfort, style, and livability, this home is a must-see. Schedule your private showing today and make it yours!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jeff Jones (205-902-3584)

Remarks: NEWLY RENOVATED 2 BEDROOM 2 BATH HOME in exclusive and affordable 55+ Cherrywood estates. This is the perfect home with a unique layout for the meticulous and those looking for a Turnkey Home that is ready to move IN! Brand New Kitchen Appliances which include microwave, range, and refrigerator. Brand New Flooring throughout the house. The Interior just completed a full and fresh Painting of the ceilings, walls, baseboards, and doors. The home also has brand new Ceiling Fans for every room! The bathrooms were also updated with brand new toilets, grab bars, and more. Large .26 acre property with fenced in backyard. Cherrywood amenities boast a low monthly HOA fee, Clubhouse and Pool with activities such as Bingo, shuffleboard, Billard’s, Cards, BBQs, and so much more. Close to the Cherrywood Publix, Shopping, Medical Centers, Restaurants, and so much more. This house is ready for you in a friendly community for your next adventure. Price drastically Reduced, Seller MOTIVATED! All offers entertained!

Listing is courtesy of: REDI REAL ESTATE, LLC (352-512-8130)

Listing Agent: Joseph Regnier (352-304-2684)

Remarks: Set in Cherrywood Estates (Cherrywood), a well-known Ocala 55+ community, this solid block home delivers the low-maintenance Florida lifestyle with the upgrades buyers want and the everyday conveniences close by. Positioned on a desirable corner lot, the home offers great curb appeal and extra breathing room—perfect for enjoying outdoor space, entertaining, or simply having a little more privacy. Step inside and you’ll immediately notice the vaulted ceilings that open up the main living areas with an airy, inviting feel. Plantation shutters throughout add timeless character while also giving you excellent light control and privacy. Out back, the lanai becomes your everyday retreat—ideal for morning coffee, evening unwinding, and indoor-outdoor living year-round. Practicality is just as strong here, with an in-home laundry room that keeps daily life easy and tucked away. Location-wise, this address puts you close to the essentials along Ocala’s southwest corridor. Grocery runs are simple with Publix (Cherrywood Market) nearby, and additional shopping and pharmacy options are close as well, including Walmart Neighborhood Market on SW Hwy 200—plus a wide range of restaurants and retail along the same corridor. If you’re looking for a home that blends corner-lot presence, comfortable interior volume, and major-update peace of mind—all in a community setting known for convenience—this one checks the boxes in a big way!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Robert Kidwell (614-972-4631)

Remarks: Under contract-accepting backup offers. Welcome to 9981 SW 59th Circle, a 3-bedroom, 2-bath home located in a vibrant 55+ community. This home offers plenty of space and comfort, with a handy office and a separate dining room for gatherings or quiet meals. The kitchen features granite countertops, and the screened-in porch or sunroom is perfect for relaxing or enjoying the fresh air. Outside, the fenced backyard offers privacy and space for pets, gardening, or just hanging out. Come take a look—schedule your tour today!

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

Listing Agent: Alex Harding (843-730-0788)

Remarks: Motivated Seller! Furniture is negotiable! Welcome to this charming 3-bedroom, 2-bathroom home in the sought-after 55+ community of Cherrywood Estates. With 1,855 square feet of living space, this property offers both comfort and functionality. Step up to the beautiful front porch and into a bright, open interior featuring high vaulted ceilings and a formal dining room—perfect for gatherings. The spacious kitchen includes stainless steel appliances, plenty of counter space, and ample cabinetry, flowing seamlessly into the breakfast nook and living room for easy everyday living. The primary suite is a relaxing retreat with tray ceilings, a walk-in closet, and an en suite bath complete with a large vanity, separate shower, and soaking tub. Two additional bedrooms and a second full bath offer flexibility for guests or hobbies. Enjoy year-round relaxation in the enclosed Florida room overlooking the expansive, fenced backyard. The home is connected to public water and sewer, while the irrigation system operates on a private well—adding extra convenience. Major updates include a new roof (2021), A/C (2019), and recently installed water heater. Cherrywood Estates offers a range of amenities including a clubhouse, pool, fitness center, and tennis courts, all just a short distance from shopping centers, grocery stores, Ocala International Airport, and more. This home combines comfort, location, and community—making it a great place to call home.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: William Larsen (407-538-9277)

Remarks: Welcome to Cherrywood! This beautiful 2-bed, 2-bath home is situated in the heart of Cherrywood, a vibrant 55+ community in SW Ocala in close proximity to Ocala’s latest dining, shopping, and entertainment, this home offers the perfect blend of style, function, and location. Perfectly positioned on a oversized corner lot . Roof was done in 10/2022 and A/C was done in 2020 which adds peace of mind for years to come !

Listing is courtesy of: SELLSTATE NEXT GENERATION REAL (352-387-2383)

Listing Agent: Christopher Pierce (352-804-0014)

Remarks: Welcome to your new Move in ready Home In Cherrywood Estates.Your new home is located in one of Ocala's premier 55+ communities close to shopping, restaurants, medical facilities, offices, and everyday essentials. This Cardinal Model has been fully uodated with new vinyl flooring, fresh paint throughout, Brand new stainless steel aplliances,ceiling fans,fixtures and blinds. The Master Bath & Guest bath feature new vanities, flooring and toilets. All 3 bedrooms have new carpeting. The roof & AC were repalced in 2019. Your new community offers a Pool, Spa, Clubhouse, Tennis and Pickleball courts, Shuffleboard, Workout facilities, Exercise classes, Bocce ball, Pool Tables, Card room, Library and a Variety of Social events, including Mahjong groups, and Line dancing, The HOA fee of $185.34 includes the community center with pool and amenities and maintenace of all common areas, The other HOA fee of $142.75 incudes for the Spectrum TV/Cable and Internet as well as trash removal every Friday. Come see your new home and community today, conveniently available for viewing aanytime.

Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)

Listing Agent: Moe Mossa (888-490-1268)

Remarks: Welcome home to this inviting 3 bedroom, 2 bathroom property in the established 55+ Cherrywood community. Inside, a great room with high-ceilings flows into an open, bright kitchen with abundant cabinetry—ideal for everyday living and entertaining. Enjoy the freshly painted interior, a split bedroom floor plan, and a comfortable primary suite with walk-in closet and an en-suite bath featuring a step-in shower, and generous storage. Brand new carpet in the guest bedrooms and the lanai. New roof 2020. Morning coffee is a delight in the window-enclosed lanai; evenings move naturally to the paver patio and fenced backyard for easy outdoor living. Community perks include a clubhouse with fitness center, billiards, library and ballroom; outdoor pool & spa; tennis, bocce & shuffleboard courts; horseshoes; basketball; picnic area and hobby rooms—a full calendar of activities, with something for everyone. Great SW Ocala location close to shopping and dining at Market Street at Heath Brook and Paddock Mall, near medical care at HCA Florida West Marion Hospital, and a short drive to year-round events, dining, and entertainment at the World Equestrian Center – Ocala.

Listing is courtesy of: NEXTHOME PROFESSIONAL REALTY (352-644-6398)

Listing Agent: Courtney Moody (352-572-6940)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in the desirable 55+ Cherrywood community. From the moment you arrive, you’ll be drawn in by the amazing curb appeal, highlighted by meticulously manicured landscaping that sets the tone for what’s inside. Step through the door to discover luxury vinyl flooring flowing seamlessly throughout the home, creating a clean, modern feel that’s both stylish and easy to maintain. Designed with comfort and flexibility in mind, the spacious open-concept kitchen, living, and dining areas are perfect for everyday living or entertaining guests. The bright, open kitchen offers ample space to cook and gather, while a dedicated bonus room adds endless possibilities—whether you envision a home office, hobby room, or cozy retreat. Enjoy low-maintenance living and an active lifestyle in this welcoming community, all just minutes from shopping, dining, and healthcare in Ocala.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Christopher Vitale (347-678-3674)

Remarks: You won't want to miss this Well-Kept, Thoughtfully-Updated, Freshly-Painted Exterior, 3-bedroom, 2-Full bath Home, Featuring New Luxury Vinyl Flooring, All New Thermal Pane Windows, Upgraded Lighting, & Florida Room that brings the Indoors, Out! ... On a Beautifully Landscaped, Oversized Lot. Set in the Desirable Cherrywood Estates, a Friendly and Active 55+ Community, with Mature Trees and a Welcoming layout, the Home backs up to a Natural Preserve, Providing a Relaxing and Private Oasis. This Home is the Perfect blend of Upgrades, Outdoor Appeal, and Vibrant Community Living. The Cardinal II floorplan, boasts solid wood cabinets, granite countertops, an optional kitchen island, and pantry with convenient pull-out storage. Appliances include Refrigerator, Range, Washer, and Dryer - all included. The Home also features a LENNOX Air Conditioning System, a top-rated, efficient brand, installed in 2025 with a Transferable 10-year Warranty. Additional Upgrades include ceiling fans, Granite counter in Primary Suite with Tile shower, Custom Walk-in Closet, Extensive Garage Storage, as well as Gutters & a Rain Barrel! The HOA fee includes Internet, Cable, and Trash pickup, and the Community is conveniently located close to Shopping, Restaurants, and Local Amenities. Residents Enjoy a Community Pool, Clubhouse, Tennis and Pickleball courts, Shuffleboard, Workout room, Exercise classes, Clubs, Bocce ball, Pool Table(s), and a Variety of Social events, including Mahjong groups, and Line dancing, Making this Community both Convenient and Engaging for its residents.

Listing is courtesy of: WILSON & WILSON GROUP INC (941-755-3101)

Listing Agent: Angela Stiner (941-299-1570)