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$449,756
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
If you are looking for a late 20th Century updated beautiful home, this is it. Enter on the large front porch and Walk through the beautiful front door. Be prepared to be stunned. To the right is are two large rooms to hang out and for special dining with enough to seat a large group. Follow the new flooring around the corner to a brand new kitchen featuring wonderful quartz countertops surrounded by an overrsized fridge equipped with an ice maker to get yourself a cool drink. Make whatever you like in your newer cooktop or new oven, or heat up leftovers in you oversized microwave. Cleanup is a breeze with your new double sink, and new dishwasher for larger dinner parties. While you prepaqre dinner, watch the ball game or news in the family room directly adjacent to the kitchen. All the while feel the cool air in summer with a brand new HVAC Heat Pump delivering monitored cooling efficiency only avaiable with a one year old System. New Stairs for Loft. New flooring throughout. Newer Vinyl Composite rear porch. Newer Roof. Newer HVAC. Newer bathrooms updated kitchen! You must see to believe.

8613 Sw 55th Place, Gainesville
$325,000
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Craftsman style 3 BR/2 BA in the walkable community of Chickasaw Way at Haile Plantation. Roof was replaced August 2024. Hardiboard exterior. Spacious great room with vaulted ceiling and gas fireplace. French doors open to back patio. Paddle fans. Wood laminate flooring throughout. Open kitchen has stainless appliances & wine rack. Master suite w/walk-in closet. Inside laundry room w/storage closet. Side entrance 2-car garage. Sprinkler system. Nearby Haile Village Center and Publix Market Square offer restaurants & shopping & Farmer’s Market. The private Hawkstone Golf and Country Club located inside Haile has a championship golf course, swimming lanes, tennis courts, and a fitness center. There are miles of scenic walking trails within Haile. The Chickasaw Way Association maintains the front yard and front wood picket fences. Currently zoned schools: Wiles Elementary, Kanapaha Middle, & Buchholz HS. Located near UF Health/Shands, HCA, Florida Health Care facilities, and Celebration Pointe. Available for immediate occupancy!

10301 Sw 52nd Avenue, Gainesville
$474,000
4 Beds ⋅ 3 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Virtually Staged. This super cute two-story Haile Plantation Matheson Woods house is located literally in the heart of Haile, just one block from the members’ only Hawkstone Country Club, and footsteps away from accessing the 13.5 miles of paved walking paths that meander throughout this SW Gainesville subdivision. Tucked away in the cul de sac is this 4-bedroom, 2.5 bath home with 2063 SF is move-in ready with updated interior paint and laminate flooring in all of the living spaces downstairs. As you enter the home, the dining space is immediately to your left. This room features Plantation Shutters, east-facing windows, and a direct access to a hallway that connects the dining space with the kitchen. The front living space has a vaulted ceiling; use this room for a secondary family room or bonus space. The family room has a corner wood-burning fireplace with custom mantle, and a set of sliding glass doors that offer direct views of the private rear yard. The family room and kitchen connect, with a spacious breakfast nook adjacent to both. There is a sliding glass door that opens onto the corner screen enclosed rear porch, also with views of the private backyard. The kitchen has an ample amount of perimeter cabinetry, and a center prep island. Just outside the kitchen is the pantry, which is conveniently located between the kitchen and the garage for easy, quick storage when coming home from the grocery store. The hallway that connects the kitchen/pantry and the dining room. Within this hallway is a convenient half bath for guests and a large, under-staircase storage closet. The master bedroom is downstairs, and features brand new high-end laminate flooring, including the walk-in closet. The en suite master bathroom features a soaking tub, a separate walk in shower and a double sink vanity. Upstairs you will find three guest rooms. The guest room on the left has a wall of custom built-ins, making this room a perfect home office, playroom, or as a guest suite. The second guest bedroom has a custom closet organizational system. Between these two guest rooms and the third guest room is a double door hallway closet. Across from this closet is the full hallway bath. The home’s additional feature includes a separate laundry room with washer and dryer. Matheson Woods is within a short walk or bike ride to the Haile Village Center where you will enjoy local restaurants, shopping, a coffee shop, and recreational facilities. Haile Plantation is an award-winning golf course community, where you can join the Club to enjoy the members’ only 18-hole Gary Player golf course, two pools, a Club restaurant, tennis and pickleball courts, and a fitness facility.

10021 Sw 42nd Road, Gainesville
$410,000
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Experience the lifestyle that has made Haile Plantation one of Southwest Gainesville's most popular communities. Known for its tree-lined streets, miles of scenic walking and biking trails, playgrounds, top-rated schools, and close-knit neighborhood feel, Haile offers the perfect balance of natural beauty, convenience, and community. Nestled within this vibrant neighborhood, this beautifully maintained 3-bedroom, 2-bath home offers 1,968 square feet of thoughtfully designed living space with a split-bedroom floor plan ideal for families, professionals, or anyone seeking comfort and privacy. Step inside to find beautiful wood-look laminate flooring, formal living and dining rooms, and a spacious family room centered around a cozy wood-burning fireplace. The generous primary suite provides a private retreat complete with a sitting area that's perfect for a home office, reading nook, fitness space, or simply a quiet place to relax. The kitchen combines style and function with granite countertops, warm wood cabinetry, newer stainless steel appliances, and abundant workspace, all opening to the family room for easy everyday living and entertaining. Just beyond, the screened back porch overlooks a privacy-fenced backyard with a garden area, creating an inviting space for morning coffee, weekend gatherings, or enjoying Florida's year-round outdoor lifestyle. Additional features include a spacious two-car garage, 2026 gas water heater and a 2021 HVAC system, offering added comfort and peace of mind. Ideally located just minutes from the University of Florida, UF Health Shands Hospital, the VA Medical Center, Celebration Pointe, Butler Plaza, shopping, dining, and everyday conveniences, this home offers the rare opportunity to enjoy the exceptional Haile Plantation lifestyle in one of Gainesville's most desirable locations.

10427 Sw 55th Place, Gainesville
$470,000
3 Beds ⋅ 3 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Golf course living at its finest & just a chip away from the 7th green! The residence boasts a chef’s kitchen with granite countertops, premium stainless steel appliances, subway tile, gas range. First floor owners suite with owners suite bath with granite & accent tiles will be a relaxing oasis after a day of golf. Living room with gas fireplace, custom bookcase, and wood floors thoughout the home. Enjoy 90° views from the patio. All this, just steps from walking trails, golf, and convenient to Village Center, Market Square and the popular Saturday Farmer’s Market in Haile Village. Front yard maintained by association & reclaimed water for irrigation. You won't want to miss this one

10334 Sw 51st Lane, Gainesville
$479,900
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Virtually Staged. Are you looking for a home that is on move-in condition? Wow, come take a look at all of the new upgrades. In August of 2026, the sellers painted the interior, installed new granite countertops, a new kitchen backsplash, luxury vinyl flooring in the main living areas, and new carpet in the bedrooms. The sellers also installed a new hot water heater. If you've been waiting for an opportunity to get into one of Haile Plantation's most desirable neighborhoods, this may be the one. Located on a wooded golf course lot overlooking the 7th fairway of Hawkstone Country Club, this Chickasaw Way home offers 2,200+ square feet of living space, a super-flexible floor plan, and the low-maintenance lifestyle that has made this neighborhood so popular. The spacious living and dining room provides plenty of room for entertaining, while the separate family room features a gas fireplace, built-in shelving, and views of the golf course beyond the wooded green space. In 2019, the owners enclosed the sunroom and added a dedicated mini-split HVAC system, creating a comfortable year-round retreat for morning coffee, reading, or simply enjoying the view. Outside, you'll appreciate the wooded setting, golf course frontage, and low-maintenance yard. Chickasaw Way is tucked into a quiet corner of Haile Plantation, approximately 1 mile from Haile Village Center, where you'll find local restaurants, shops, and the popular Saturday farmers market.

10310 Sw 51st Lane, Gainesville
$940,000
5 Beds ⋅ 4 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
One or more photo(s) has been virtually staged. Haile Plantation Whitaker Oaks pool home! This home sits on a premium cul-de-sac, 0.83 acre lot in the idyllical Haile Plantation neighborhood of Whitaker Oaks. At 3854 square feet, the home has 5 bedrooms plus an office w/ closet ( 6th bedroom) plus 4 full baths, 3 car garage, open floorplan and 4 way split. The Haile Village Center is just a short walk away, with local restaurants, boutiques, and a weekly farmers market, along with miles of walking trails and the fairways of Hawkstone Golf & Country Club at your doorstep. This home holds space for both connection and quiet, right where you want to be.

4208 Sw 96th Drive, Gainesville
$265,000
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Tucked away in the highly sought-after Haile Plantation, this freshly renovated home offers the rare experience of a private nature retreat while still delivering elevated design and everyday convenience. Upon arrival, you’re welcome with a stately fireplace anchored between double French doors, vaulted ceilings, expansive natural light from the abundance of framed windows, and warm, timeless finishes that create an elevated yet inviting atmosphere throughout. The fully refreshed kitchen serves as the heart of the home with open concept views, and boasts butcher block countertops, farmhouse sink, updated cabinetry, stainless steel appliances, and designer backsplash. The primary suite is a true retreat, with a STUNNING, fully updated primary bathroom, a custom-designed closet with built-ins, and direct views of your wooded backdrop. With over $30,000 in improvements completed within the last 3 years, major updates have already been thoughtfully done for you - allowing for truly move-in ready living. The living area flows seamlessly to the oversized back deck where the true magic of this property unfolds. Backing directly to Haile Plantation’s nature preserve, your backyard transforms into a peaceful wooded escape with tranquil views in every direction - offering the perfect setting for morning coffee, quiet evenings, or entertaining under the trees. Beyond the home itself, enjoy everything that makes Haile Plantation so beloved — scenic walking trails, Haile Village Center with local shops and restaurants, the weekly Farmer’s Market, nearby Publix shopping, and optional Hawkstone Golf & Country Club memberships for golf, tennis, swimming, and more. All while being just minutes to UF, UF Health, HCA and VA hospitals, Celebration Pointe, Butler Plaza, and top-rated schools. This isn’t just a beautifully updated home - it’s the kind of place that completely changes how everyday life feels. Call today to schedule your showing! *Home has been virtually staged.

5208 Sw 86th Terrace, Gainesville
$419,900
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Owner financing available with ATTRACTIVE TERMS, including LOW DOWN PAYMENT and FIXED Interest rate. Contact listing agent for complete details A must see home with paid off solar in highly desirable Haile Plantation - Chickasaw Way. Situated on a corner lot, this 3 bedroom 2 bath home with a flex bonus room offers a clean, move-in ready feel with no carpet throughout. You will notice crown molding, high ceilings, updated bathrooms, and granite countertops that bring both style and function together. The split floor plan provides ideal privacy, with the primary suite tucked away on its own side of the home. Step outside to a fully fenced backyard that feels like your own private Florida retreat, perfect for entertaining or relaxing with family and friends. Major systems have already been taken care of with the roof and AC replaced in 2018. The hot water heater was replaced in 2021. The paid off solar panels provide significant savings and protection from high energy costs. Located just a short distance to Haile Village Center where you can enjoy local favorites like Volcanic Sushi, Patticakes, The Queens Arms, and Brickroad. This home combines comfort, efficiency, and location in one strong package.

5108 Sw 103rd Way, Gainesville
$775,000
3 Beds ⋅ 4 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Incredible Rental Property! 2/2 Main House rents $3,500/month and 1/1 Apartment Rents $2500/month. Discover this beautifully updated 2025 Charleston-style home located in the heart of Haile Village Center. The property includes 2 bedrooms and 2.5 bathrooms in the main residence, plus a private 1 bedroom, 1 bathroom carriage-style apartment with a full kitchen and separate entrance—ideal for extended family, guests, or generating additional rental income. Whether you’re looking for a primary residence with flexibility or an investment opportunity, this home offers versatile living options and excellent rental potential in one of Gainesville’s most desirable neighborhoods. Inside the main home, enjoy soaring 10- and 12-foot ceilings, all-new flooring, bathrooms, appliances, and custom finishes throughout. A striking iron and glass front door opens into a private front courtyard. The spacious layout provides serene courtyard views from both the kitchen and formal dining room, complemented by elegant French doors and professional outdoor lighting. The kitchen is a true highlight, featuring three ovens, an expansive island, and a large butler’s pantry. The open family room includes a gas fireplace, and a convenient mudroom leads to an oversized two-car garage. Upstairs, the primary suite opens to a private balcony overlooking a tranquil fountain and includes a luxurious en-suite bathroom with a glass walk-in shower and marble accent wall. A second bedroom also features its own en-suite bath and balcony access. Community Highlights: Access to clubhouse, pools, fitness centers, tennis courts & golf course Walkable to shops, restaurants, and a local coffee spot Weekly Saturday farmers’ markets Scenic walking and biking trails 6.5 miles to UF and Shands Hospital Free park-and-ride village shuttle Timeless charm, modern upgrades, and built-in flexibility—this unique property is perfect for those seeking comfort, community, and long-term value.

5043 Sw 91 Drive, Gainesville
$409,900
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Beautiful home in quaint Chickasaw Way. On the golf course with a wooded common area between the home and the course. The home features a split plan, high ceilings, wood floors and very quiet living. Access the rear screened porch from the “hide-away” slider or the master bedroom. Zero lot line makes maintenance a breeze. The large sky light in the kitchen gives a great airy feel to the dining room. This home has a very cozy relaxed feel that lends itself to an easy life style. Check out the tour and give your Realtor a call.

5231 Sw 103rd Drive, Gainesville