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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
$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
$199,900
2 Beds ⋅ 3 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Virtually Staged. Beautiful 2 bedroom, 2.5 bath townhouse located in Haile Plantation’s Plantation Villas community, these are single family attached townhomes that offer the ease of low maintenance living, with the association responsible for exterior maintenance including the roof and siding, as well as landscape maintenance! This well-maintained home offers two reserved parking spaces conveniently located directly in front of the unit. As you enter, you’ll immediately notice the beautiful hardwood flooring throughout the first floor. Brand new interior paint and new carpet upstairs completed in 2026 make this home truly move-in ready. The kitchen has been updated with wood cabinets, newer countertops, and appliances, including the refrigerator, oven, and dishwasher. Major improvements include a new central AC and gas furnace installed in 2023, along with windows and front door replacement in 2019. Enjoy the incredible Haile Plantation lifestyle with quick access to scenic walking trails, perfect for nature lovers, and the nearby Haile Village Center featuring restaurants, coffee shops, and boutiques. Hawkstone Golf & Country Club is also located within the community and offers a variety of membership options with access to golf, tennis, pickleball, swimming pools, fitness amenities, clubhouse dining, and more. Conveniently located just minutes from the University of Florida, UF Health/Shands, the VA, Celebration Pointe, Butler Plaza, and North Florida Regional, this home offers the perfect combination of comfort, convenience, and community living in one of Gainesville’s most sought-after neighborhoods.

5258 Sw 97th 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
$653,362
Haile Plantation SubDv. ⋅ 32608 Zip Code
Prime Corner Building in Haile Village Central Business District. 5 Building Package DealOffered at a discounted $4.4M for the full portfolio (MLS Listings: GC533939, GC533943, GC533944, GC533945, GC533946. Take advantage of this high-visibility corner property located in the heart of Haile Village's thriving Central Business District. This building offers an ideal combination of retail, office, and residential spaces. Building Features: Unit A Retail/Office Suite (Ground Floor. Currently Vacant Previously leased at $3,200/month. This flexible space is perfect for a wide range of retail, office, or mixed-use tenants. Now listed for lease, offering an opportunity for immediate income or your own use in this sought-after location. Upstairs Residential Units Two 1-bedroom apartments at 750 sq ft each A long term resident $975/month ends 7/31/2026 B new tenant $1,400/month ends 7/31/2026. PGI $5,575m/$66,900a Desirable Central Business Locations: Retail and office spaces in Haile Village. Ideal for Investors looking for a flexible, income-producing asset in a high-demand location. Business owners seeking prime office/retail space in a thriving community. Developers interested in expanding or enhancing commercial and residential offerings. Portfolio Buyers seeking diverse asset classes and long-term returns in one of Gainesville's most sought-after areas.

5214 Sw 91st Terrace, Gainesville
$644,572
Haile Plantation SubDv. ⋅ 32608 Zip Code
Prime location and Investment Opportunity in Haile Village; a vibrant mixed-use community with strong foot traffic and established retail/office demand. Portfolio Sale available. Portfolio MLS Listings: GC533939, GC533943, GC533944, GC533945, GC533946. Property Details Unit A Commercial Space: 1,728 sq. ft., recently updated. All inclusive leases total ($2250) Plus 1 Vacant $900 on market to lease. Upstairs Residential Unit B $1,400/mo m2m. PGI $5,200/m $62,000/a. Step into the heart of Haile Village Center, Gainesville’s most charming and walkable live-work-play destination. Surrounded by bustling professional offices, boutiques, cafes, and restaurants, this highly visible corner building offers exceptional exposure and curb appeal. Flexible Layout for a variety of uses; medical, creative, consulting, wellness, legal, financial, real estate. Walkable area with ample parking. This is more than just an office—it’s a place your team and clients will enjoy visiting every day.

5216 Sw 91st Terrace, Gainesville
$1,044,030
Haile Plantation SubDv. ⋅ 32608 Zip Code
Offered at a discounted $4.4M for the full portfolio (MLS Listings: GC533939, GC533943, GC533944, GC533945, GC533946). Charming building featuring exceptional curb appeal with oversized patios, located in the vibrant Haile Village Center. HVC offers the perfect mix of retail and residential income. This meticulously maintained property offers the opportunity for steady cash flow and long-term growth. Unit A Retail Space 2,592 sq ft leased to the Haile Village Spa & Salon, a well-established tenant with strong local demand $4,282/month. Units B & C Residential Apartments: Each unit is a spacious 2-bedroom, 2-bath layout at 1,250 sq ft. Unit B 1,250 sq ft $1,975/month ends 6/30/2026 Unit C $1,975/month ends 7/31/2026. Total Gross $8,232m/$98,784a Spa business may also be. Ideal for investors seeking a diverse, income-generating portfolio with upside potential, owner-users who wish to occupy the retail space and collect rental income. Step into the heart of Haile Village Center, Gainesville’s most charming and walkable live-work-play destination. Surrounded by bustling professional offices, boutiques, cafes, and restaurants, this highly visible corner building offers exceptional exposure and curb appeal. Flexible Layout for a variety of uses; medical, creative, consulting, wellness, legal, financial, real estate. Walkable area with ample parking. This is more than just an office—it’s a place your team and clients will enjoy visiting every day.

5207 Sw Sw 91st Terrace, Gainesville
$930,913
Haile Plantation SubDv. ⋅ 32608 Zip Code
Investment Opportunity in Haile Village Center – 5-Building Package DealOffered at a discounted $4.4M for the full portfolio (MLS Listings: GC533939, GC533943, GC533944, GC533945, GC533946). This is an opportunity to own five income-generating buildings in the heart of Haile Village Center; one of Gainesville's most desirable live-work-play communities. Featured Building Breakdown: Ground Floor Commercial Unit A 2,497 sq ft Fully remodeled retail/office space ideal for an owner-user, medical/professional services, boutique retail, or creative co-working hub. Leased month-to-month at $5,200/mo – offering flexibility for repositioning or renewing at market rent. Upstairs Residential Units; Two 2BR Units at 1,250 sq ft providing steady income and potential for corporate housing, Airbnb, or long-term tenant upside. Unit B: $1,900/mo ends 7/31/2026 Unit C: $1,825/mo ends 2/28/2026 Current Gross Income $8,925m/$107,100a. Potential to increase revenue through;Strategic Subleasing, Shared office model or boutique co-working for entrepreneurs and remote professionals. Creative Mixed-Use Concepts; Art gallery, wine bar, wellness studio, or a hybrid office-retail-café model. Ideal for Owner-occupants seeking rental income to offset costs, Investors looking for turnkey cash flow with upside, Companies seeking flagship presence with onsite housing, creative developers exploring mixed-use or live/work concepts.

4965 Sw 91st Terrace, Gainesville
$965,368
Haile Plantation SubDv. ⋅ 32608 Zip Code
Package Price discounted price $4.4M for five buildings buyers MLS GC533979, GC533978, GC533977, GC533976, GC533975. Boutique Office Demand: With businesses downsizing from large footprints, Haile’s smaller, character-rich offices align perfectly with today’s flexible work trend. This building features; Ground Floor: 3 private offices, total monthly rent $2,635. Upstairs Residences: 2 private units, total monthly rent $4,575. Total Gross $7,210m/$86,520a. New exterior paint and modern interior upgrades attract creative tenants such as photographers, beauticians, and medical professionals. Why Now; Growing preference for boutique-style offices over large-scale space. Haile’s expansive parks and charming village design create a ready-made canvas for a vibrant Gainesville destination.

9111 Sw 91st Terrace, Gainesville