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$325,000
3 Beds ⋅ 2 Baths ⋅ GC542638 MLS
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

Listing courtesy of MOELLER REALTY INC. 352-376-4471
$425,000
3 Beds ⋅ 2 Baths ⋅ GC542445 MLS
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

Listing courtesy of BOSSHARDT REALTY SERVICES LLC. 352-371-6100
$310,000
3 Beds ⋅ 2 Baths ⋅ GC542506 MLS
BRAND NEW ROOF and recently UPDATED HVAC! Step into the southern charm of Heritage Green in Gainesville's award winning master planned community of Haile Plantation. This thoughtfully updated and meticulously maintained three bedroom two bathroom home is truly move in ready. From picket fenced yards to oak shaded back porches, you will be caught up in the picturesque setting of this neighborhood and home. As you enter the foyer from the front door, you will be greeted by soaring ceilings, engineered hardwood floors, flush mount lighting, a cozy shiplap wood burning fireplace, and a beautiful kitchen with stainless appliances and granite tile counters. Just off the living room through French doors, you’ll find a spacious screened porch overlooking a fenced back yard and serene forest. The primary suite is a peaceful escape from any stress of the day and features a walk-in closet and gorgeous updated bathroom. The split floor plan includes two more bedrooms and another large bathroom on the other side of the house. The laundry room features generous shelving for additional storage conveniently adjacent to the kitchen. Haile Plantation has miles of shaded and paved walking trails, multiple parks and playgrounds, and many shopping and dining options in its iconic Village Center with brick paved sidewalks and a weekly farmers market. Memberships are available at Hawkstone Country Club a stone’s throw away. Heritage Green’s sought after southwest location offers easy access to Butler Town Center, Celebration Pointe, I-75, HCA North Florida, VA, and Shands Hospitals, Santa Fe College, and the University of Florida! Call today to see this stunning home for yourself.

5225 Sw 86th Terrace, Gainesville

Listing courtesy of MATCHMAKER REALTY OF ALACHUA COUNTY. 352-372-3930
$470,000
3 Beds ⋅ 3 Baths ⋅ GC542152 MLS
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

Listing courtesy of BHHS FLORIDA REALTY. 352-225-4700
$245,000
2 Beds ⋅ 3 Baths ⋅ GC541565 MLS ⋅ 5261 BLDG.
Beautifully updated end unit and very private 2 bedroom/ 2.5bath townhouse PLUS enclosed Florida room and with one car garage in Haile Plantation Villas conveniently located nearby the Haile Village Center. Updated kitchen with solid oak cabinets, butcher block countertop, stainless steel appliances, subway tiles, barn door style pantry and reconditioned dresser for a new kitchen island, and porcelain tiles throughout the lower level. Just off the kitchen is a Florida room or office space air conditioned. The kitchen peninsula creates an open floor plan. Living room features include hardwood crown moldings. The stairs going up to the second floor were redone with solid oak treads, risers and hand railing. The entire second level has been updated with laminate wood plank flooring and baseboards. Guest bath upstairs has been updated with new vanities, countertops, sinks and faucets. Large Owner suite has an owner bathroom and it has been updated with newer vanity and sink. Conveniently located just minutes to UF, Shands Hospital, VA hospital and Celebration Point. Enjoy a scenic quick access to walking trails. Don't miss this gem!

5261 Sw 97th Drive, Gainesville

Listing courtesy of BHGRE THOMAS GROUP. 352-226-8228
$955,000
5 Beds ⋅ 4 Baths ⋅ GC540949 MLS
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

Listing courtesy of BHGRE THOMAS GROUP. 352-226-8228
$199,900
2 Beds ⋅ 3 Baths ⋅ GC540032 MLS ⋅ 5258 BLDG.
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

Listing courtesy of KELLER WILLIAMS GAINESVILLE REALTY PARTNERS. 352-240-0600
$265,000
3 Beds ⋅ 2 Baths ⋅ GC540598 MLS
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

Listing courtesy of KELLER WILLIAMS GAINESVILLE REALTY PARTNERS. 352-240-0600
$419,900
3 Beds ⋅ 2 Baths ⋅ G5112742 MLS
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

Listing courtesy of JACOBS PREMIER PROPERTIES. 352-359-5425
$775,000
3 Beds ⋅ 4 Baths ⋅ GC540399 MLS
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

Listing courtesy of BOSSHARDT REALTY SERVICES LLC. 352-371-6100
$409,900
3 Beds ⋅ 2 Baths ⋅ GC540034 MLS
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

Listing courtesy of MISNER REAL ESTATE SERVICES LLC. 352-519-5754
$199,900
2 Beds ⋅ 2 Baths ⋅ GC536416 MLS ⋅ 5 BLDG.
Virtually Staged. Your next home could be the serene setting of Plantation Villas in Haile Plantation. This wonderful townhome has been well loved and resides just a short distance from the Haile Village Center. This unit has a beautifully updated kitchen with granite counters and upgraded wood cabinetry complimented by stainless steel appliances. Downstairs you will find one bedroom with a large closet and access to the downstairs full bathroom. The downstairs bathroom was updated in recent years with new floor and shower tile and updated vanity. The tile floors in the foyer was upgraded with the same beautiful porcelain tile. The home has formal dining area adjacent to the kitchen. The dinning room has a large closet with mirrored doors that make the space feel even bigger. The spacious living room has a high vaulted ceiling with ceiling fan and access to the breakfast bar as well. The sliding glass doors lead to your back patio which could be perfect for relaxing in the morning with a cup of coffee. Upstairs you will find a large primary bedroom with one walk-in closet and additional standard closet. The ensuite bathroom is spacious and has a walk-in shower. Downstairs you will find the laundry closet conveniently in a closet under the staircase. The HVAC system was updated in 2023. Water heater is a 2021. Roof done in 4/2023. Come take a tour of this fantastic unit and see what potential it holds for you.

5268 Sw 97th Way, Gainesville

Listing courtesy of DAWN REALTY. 352-318-4580
$653,362
GC533977 MLS
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

Listing courtesy of MANAGEMENT CONSULTING & STRATEGY GROUP. 352-379-5000
$644,572
GC533979 MLS
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

Listing courtesy of MANAGEMENT CONSULTING & STRATEGY GROUP. 352-379-5000
$1,044,030
GC533975 MLS
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

Listing courtesy of MANAGEMENT CONSULTING & STRATEGY GROUP. 352-379-5000
$930,913
GC533976 MLS
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

Listing courtesy of MANAGEMENT CONSULTING & STRATEGY GROUP. 352-379-5000
$965,368
GC533980 MLS
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

Listing courtesy of MANAGEMENT CONSULTING & STRATEGY GROUP. 352-379-5000

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