Haile Plantation Homes under $500,000

Haile Plantation Homes under $500,000

Welcome to Haile Plantation, a picturesque subdivision nestled in the heart of Gainesville, Florida. This vibrant community, located in Alachua County, is renowned for its lush landscapes, friendly atmosphere, and a rich tapestry of amenities that cater to all lifestyles. Whether you’re a young professional, a growing family, or looking to retire in comfort, Haile Plantation offers a unique blend of charm and convenience.

One of the standout features of this enchanting neighborhood is the variety of homes available for under $500,000. Here, you’ll find beautifully designed residences that combine modern comfort with classic Southern elegance. From cozy single-family homes to spacious townhouses, there’s something to suit every taste and budget. Many properties boast open floor plans, inviting outdoor spaces, and access to community parks, making it easy to enjoy the sunshine and fresh air that Florida is famous for.

Haile Plantation is not just about beautiful homes; it’s also about community. Residents enjoy access to a plethora of amenities, including walking trails, golf courses, and a vibrant town center filled with shops, restaurants, and cafes. The area is also known for its excellent schools and friendly neighborhoods, making it a fantastic place to raise a family or enjoy a fulfilling lifestyle.

With its ideal location, stunning homes, and welcoming community spirit, Haile Plantation is truly a hidden gem in Gainesville. Come explore the possibilities and discover your dream home in this delightful subdivision!

Newest Haile Plantation Homes under $500,000

4623 Sw 83rd Drive, Gainesville
$359,900
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
True Gem: Beautifully and extensively renovated 3/2 cottage in Founder's Hill, Haile Plantation. Exceptionally private wooded setting combines the charm and mature landscape of a Haile neighborhood with thoughtful, quality finishes, renovation and recent updates. Gorgeous Kahrs Swedish wood flooring throughout the home brings natural tones, character and warmth to the home. Light filled interior, vaulted ceiling, fireplace and open concept living and dining spaces create a relaxing environment which welcomes you home. Large windows frame the surrounding greenery and peaceful wooded areas with occasional deer and other wildlife enjoying the surrounding woods of Haile. The kitchen is updated in 2020 with Martha Steward cabinetry, stone countertops, farmhouse sink, 2026 stainless steel appliances and breakfast bar seating. The home's recently air-conditioned addition (2026) provides an exceptionally versatile third bedroom/flex room/home office. It features 3 walls of windows facing the beautifully wooded backyard and features a closet exterior access. Both bathrooms recently updated (2026). Roof 2022, A/C 2026, water heater 2025, see attached list of recent 125k 2026 renovations plus recent updates.

4623 Sw 83rd Drive, Gainesville
9438 Sw 39th Avenue, Gainesville
$465,000
3 Beds ⋅ 2 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Welcome to this beautiful 3 bedroom, 2 bath split plan home in Hamstead Park located in the desirable golf community of Haile Plantation. This happy home feels calm and inviting the minute you walk through the front door. The home has been well maintained and it shows. Features include new HVAC installed in 2022, fireplace, Florida Room, large master suite, laundry room, and 2 car garage. Tucked away at the back of the home is a cozy secluded garden space with a beautiful walkway leading up to a spacious outdoor deck area that offers a quiet and scenic escape from the daily hustle. Conveniently located just minutes from Shands Hospital, HCA Florida North Florida Hospital, Butler Plaza, Celebration Pointe, the Oaks Mall and in a desirable school district. You won’t want to miss this lovely home!

9438 Sw 39th Avenue, Gainesville
5441 Sw 88 Court, Gainesville
$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
5226 Sw 97th Way, Gainesville
$230,000
2 Beds ⋅ 3 Baths ⋅ Haile Plantation SubDv. ⋅ 32608 Zip Code
Welcome to this inviting 2-bedroom, 2.5-bath townhouse in Plantation Villas, ideally situated in the highly desirable Haile Plantation community. The well-equipped kitchen features a cooktop, oven, refrigerator, and dishwasher. A convenient half bath is located downstairs, while both bedrooms and full bathrooms offer comfortable private spaces upstairs. Additional highlights include generous closet space, an interior laundry closet, and a screened porch perfect for relaxing outdoors. Enjoy easy access to Haile Village, with nearby shopping, restaurants, a farmers' market, and the Haile Plantation Golf & Country Club. This townhouse combines comfort, convenience, and an exceptional location.

5226 Sw 97th Way, Gainesville
8613 Sw 55th Place, Gainesville
$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
10301 Sw 52nd Avenue, 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
10021 Sw 42nd Road, 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
10427 Sw 55th Place, 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
10310 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
5208 Sw 86th Terrace, Gainesville
$263,000
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
5231 Sw 103rd 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
Start Your Search