The six-bedroom residence on Highlands by the Lake Way, set in the gated Highlands by the Lake community with direct frontage on Banana Lake, went under contract 4 days after the current listing date. It led five reported sales across the Lakeland, Florida metro area that combined for $5.87 million for the week ending September 6, 2026.
Three of the week’s closings were recorded inside Lakeland, with the other two in Winter Haven and Haines City. The five properties span build years from 1926 to 2013, from a Cleveland Heights bungalow near Lake Hollingsworth to homes in the Crescent Woods, Lake Regions Country Place and Sequoyah Ridge communities.
No. 1 — $2,000,000 · 3040 Highlands BY The Lake Way, Lakeland, Florida
A six-bedroom lakefront estate at 3040 Highlands by the Lake Way in Lakeland closed on September 3, 2026, for $2,000,000, the No. 1 sale in RealtyWire’s Lakeland Metro Area Top 5 for the week. Built in 2006 in the gated Highlands by the Lake community, the home offers a reported 5,340 square feet on nearly an acre of Banana Lake frontage. The property went under contract 4 days after the current listing date and previously changed hands for $1,717,500 in 2022.
Iron Cantera doors open to ceilings that rise 13 to 16 feet and a domed dining room, with pocketing sliding doors joining the main interior to the lakeside setting. The kitchen pairs a gas cooktop with custom all-wood cabinetry and a stainless-steel utility suite, while a theater room with Sony cinema equipment and an integrated Sonos surround-sound system handles entertainment. Recent updates include new Pella windows through most of the house, two tankless water heaters, a new HVAC system and refreshed flooring in the primary wing, plus three garage bays finished with insulated doors, epoxy floors and a Tesla charger.
Outside, a screened saltwater pool and an elevated Trex party deck step down to the water, where a recently improved dock with an electric lift gives direct access to Banana Lake. Residents of Highlands by the Lake also share a community clubhouse, pool, pickleball and tennis courts, and the neighborhood sits along the I-4 corridor between Tampa and Orlando. The $2,000,000 closing put Maggie Olivera of Keller Williams Realty at the listing side of the metro’s highest-priced reported sale of the week.
Maggie Olivera of Keller Williams Realty was the listing agent. Kristen Perry Costa of Live Florida Realty represented the buyer.
See this property in Google Street View →
No. 2 — $1,167,000 · 6768 Crescent Woods Circle, Lakeland, Florida
At 6768 Crescent Woods Circle in Lakeland, a five-bedroom, four-bath home with a reported 4,054 square feet brought $1,167,000, with the closing recorded September 4, 2026. The 2013-built residence sits in the Crescent Woods community in the Lakeland Highlands area and ranked No. 2 among the metro’s reported sales for the week.
The home went under contract 3 days after the current listing date and previously changed hands for $700,000 in 2019. The quick contract put Jody Ciavardone of Premier Realty Network, Inc on the listing side of the week’s No. 2 reported sale. Detailed listing remarks were not available for this property.
Jody Ciavardone of Premier Realty Network, Inc was the listing agent. Maggie Olivera of Keller Williams Realty represented the buyer.
See this property in Google Street View →
No. 3 — $1,050,000 · 1645 Crump Road, Winter Haven, Florida
In Winter Haven, a five-bedroom, four-bath pool home on 5 acres at 1645 Crump Road sold for $1,050,000, closing at its full asking price September 4, 2026, after going under contract 6 days after the current listing date. The custom home, built in 2003 by builder Bill Reed, carries a reported 3,612 square feet and previously changed hands for $505,000 in 2019.
Details include a great room with tall ceilings, an open kitchen with gas cooking, a walk-in pantry and a butler’s pantry, a poured safe room, crown molding and a downstairs primary suite, plus separate one-bedroom guest quarters above the three-car garage. A metal roof, a large front porch, a new pool and hot tub, and a new outdoor kitchen with covered seating round out the property.
The 5-acre parcel sits among mature oaks adjacent to the Country Club of Winter Haven and a natural creek, with its own quarter-acre pond, a fire pit and a gazebo, about 3 miles from Highway 27 and minutes from downtown Winter Haven. The full-price closing ranked No. 3 in the metro’s Top 5 for the week and put Cathy Kluytenaar and Zac Kluytenaar of The K Team Real Estate Services LLC on the listing side.
Cathy Kluytenaar and Zac Kluytenaar of The K Team Real Estate Services LLC were the listing agents. Zac Kluytenaar of The K Team Real Estate Services LLC represented the buyer.
See this property in Google Street View →
No. 4 — $850,000 · 2214 Coventry Avenue, Lakeland, Florida
A 1926 wood-shake bungalow at 2214 Coventry Avenue in Lakeland’s Cleveland Heights closed on September 1, 2026, for $850,000, a figure $100 above its final asking price of $849,900. The four-bedroom home, three houses from Lake Hollingsworth on brick-lined Coventry Avenue, offers a reported 4,558 square feet and previously changed hands for $646,000 in 2021.
Original character runs through the house: ceiling beams, oak flooring laid in a log-cabin pattern, arched doorways, a grand staircase, a wood-burning fireplace and icing-plaster detailing on the dining room ceiling. The kitchen was updated with porcelain countertops, a large island and an induction cooktop set directly into the island’s porcelain surface, and a whole-house water filtration system serves the home.
An enclosed porch styled as a bar area, a built-in outdoor grill, a Trex deck and a sunken hot tub extend the entertaining space, while a basement suite of more than 500 square feet adds a bedroom, full bath, kitchenette and its own exterior entrance. Updates include a 2022 roof, 2025 windows and 2025 water heaters, and the property sits near the Lake Hollingsworth walking and biking path with lake views from the front yard. The above-asking closing ranked No. 4 for the week and put Paige Wagner of Paige Wagner Homes Realty on the listing side.
Paige Wagner of Paige Wagner Homes Realty was the listing agent. Emerson Garriott of Paige Wagner Homes Realty represented the buyer.
See this property in Google Street View →
No. 5 — $799,900 · 2920 Chickasaw Circle, Haines City, Florida
In Haines City, a custom-built four-bedroom home on 1.63 landscaped acres at 2920 Chickasaw Circle closed September 4, 2026, for $799,900, its full asking price, after going under contract 24 days after the current listing date. The 2006 residence in the gated Sequoyah Ridge community carries a reported 2,954 square feet, and the sale included an adjacent parcel, creating one of the larger homesites in the community. The property previously changed hands for $615,000 in 2024.
Professionally designed landscaping surrounds the home with decorative boulders, raised garden walls, landscape lighting, a water feature, magnolias, crepe myrtles and flowering plantings, backed by a new irrigation system. An extended screened lanai overlooks the private backyard, joined by a pool deck finished in decorative concrete, raised garden beds, a fenced dog run and a wood playground set into the grounds.
Inside, tile flooring runs through the main rooms and hardwood through all four bedrooms, and the kitchen features granite countertops and abundant cabinetry overlooking the main gathering areas. Custom closet systems, a central vacuum, built-in speakers and a whole-house generator are included, and the roof and exterior paint were both new in 2023. The full-asking-price sale placed the property at No. 5 in the metro’s Top 5 for the week, with Terri Cristaldi of Cristaldi Realty LLC on the listing side.
Terri Cristaldi of Cristaldi Realty LLC was the listing agent. Brian Hamaoui of Real Broker, LLC represented the buyer.
See this property in Google Street View →
RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, September 6, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
Were you involved in one of these transactions? Contact RealtyWire to verify or correct your professional credit or submit information for a future edition.
See full market data on our Lakeland, Florida market page.
