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$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
$900,000
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
$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