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$279,900
2 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Virtually Staged. Welcome to this charming cottage-style home tucked away on a quaint, tree-lined street in the beloved Haile Plantation community of Quail Court. With its inviting front porch, private fenced backyard, and wonderful walkable location, this delightful home offers a warm and cozy place to call home. Beautifully updated and lovingly refreshed, this 2-bedroom, 2-bath home features BRAND NEW kitchen cabinets and granite countertops, a NEW ROOF in 2025, NEW vinyl flooring throughout in 2024, and NEW kitchen tile in 2026. Both bathrooms have been completely remodeled, adding to the home’s fresh and inviting appeal. The exterior deck and front porch have also been freshly painted and are ready to enjoy. Inside, the spacious living area features high ceilings and charming French doors with built-in blinds that open to the private, fully fenced backyard — a lovely spot for morning coffee, gardening, entertaining, or simply enjoying a little peace and quiet. The thoughtful layout includes two comfortable bedrooms, two full bathrooms, and a convenient interior laundry room. A storage closet provides additional space for all of life’s extras. One of the home’s many special features is its location on a peaceful, quaint street with no through traffic. Just a short stroll away, you’ll find the Haile Village Center and community pool, along with restaurants, shopping, banking, and other everyday conveniences. Enjoy all that Haile Plantation has to offer, including beautiful walking trails, the popular Saturday farmers market, and a wonderful sense of community. This charming cottage is not only a lovely place to live — it’s a place to slow down, enjoy the neighborhood, and truly feel at home. Come take a leisurely stroll through this charming home and discover all it has to offer. Call today to schedule your private viewing!

5441 Sw 88 Court, 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
$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
$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
$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
$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