Haile Plantation Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Haile_Plantation and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Listings in Haile Plantation

$1,025,000

4 Beds ⋅ 4 Baths ⋅ GC542643 MLS

Welcome home to this impeccably maintained, exquisite pool home, located in one of Haile Plantation's most exclusive neighborhoods, Benjamin's Grove. Situated on an oversized .67-acre lot, nestled just off a private cul-de-sac, this home exudes major class and curb appeal. A quality Tommy Waters Custom Home build, this home offers rare and exceptional privacy, while remaining just minutes away from the Haile Village Center, Hawkstone Country Club, shopping, restaurants and top-rated schools. The 3,388 square feet of luxury living space, features 4 spacious bedrooms and 4 full bathrooms with a dedicated office/flex/bonus space with a closet, that can easily serve as a fifth (5th) bedroom. Dramatic and stunning 12- and 14-foot ceilings, abundant natural light, skylights and expansive windows create bright, open and inviting living spaces throughout. Equipped with a breathtaking, centrally located and spacious chef's kitchen, this space is perfectly designed for everyday living and entertaining. Featuring rare and unique granite countertops, a large breakfast bar, a built in 42-inch refrigerator, double wall ovens, a warming oven, a center island with prep sink, and generous cabinet storage, this kitchen is a chef's dream. The kitchen flows seamlessly into the main living areas while teasing beautiful views of the screened pool, travertine tile deck and gorgeous back yard, with mature, very well-maintained landscaping and natural trees and a natural outdoor oasis. The thoughtfully designed floor plan provides excellent separation of living spaces, including a downstairs guest suite with an adjacent full bath and an upstairs retreat with vaulted ceilings, two additional bedrooms and another full, private bathroom. On to the impressive outdoor living space, where you will be welcomed by an enormous travertine tile deck, covered by a beautiful large, screened pool cage. Welcome to your sparkling saltwater pool with a dedicated indoor pool bath, fully equipped summer kitchen and an additional open patio, separate from the home, that overlooks the pristine and peaceful backyard, ideal for relaxing or entertaining year-round. Additional features include an oversized garage, measuring approximately 26'x 22'10", built in storage, double pane insulated windows, hardwood and large format tile flooring, an indoor tankless water heater and low HOA dues. This is a must see and don't miss home that combines architectural character, generous living spaces, privacy and all located in one of Gainesville's most desirable locations. Call today to set up your own exclusive and private tour!

4239 Sw 104th Terrace, Gainesville

$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

$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

$320,000

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

$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

$252,000

2 Beds ⋅ 3 Baths ⋅ GC541565 MLS ⋅ 5261 BLDG.

Beautifully updated end unit and very private 2 bedroom/ 2.5bath townhouse 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. 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

$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

$210,000

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

$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

$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

$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

$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

Start Your Search

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.