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205 Santa Rosa Drive, Winter Haven
$480,000
3 Beds ⋅ 2 Baths ⋅ Overlook Estates SubDv. ⋅ 33884 Zip Code
Immaculate move-in ready pool home in the gated community of Overlook Estates! This custom-designed residence features a split floor plan made for entertaining, with pool views from nearly every room. The kitchen is a chef’s delight with custom cabinetry, granite countertops, decorative backsplash, bar seating with accent lighting, and upgraded appliances. Formal living and dining areas boast vaulted ceilings, custom lighting, and laminate flooring. The spacious family room impresses with a dramatic stone accent wall, wood-burning fireplace, and pool views. The primary suite is a true retreat, offering sliding doors to the pool and patio, a beautifully remodeled bath with soaking tub, large shower, and a walk-in closet. Additional bedrooms feature walk-in closets and share a remodeled bath with direct pool access. Step outside to your private oasis—an expansive screened lanai with covered seating, custom brick pavers, and a 30' x 16' swimming pool. The oversized fenced yard includes a gardening shed, irrigation well, and plenty of room for outdoor fun. The two-car garage also offers an air-conditioned workshop or extra storage. Recent upgrades include: new roof, remodeled baths, kitchen remodel, pool resurfacing (lifetime warranty), new pool heater, new windows, new appliances, California Closets, new flooring throughout, and more. Located just minutes from LEGOLAND, shopping, dining, and medical facilities, this timeless pool home is a rare find in one of the area’s most desirable gated communities. Don’t miss it!

205 Santa Rosa Drive, Winter Haven

737 Santa Maria Drive, Winter Haven
$478,000
4 Beds ⋅ 3 Baths ⋅ Overlook Estates SubDv. ⋅ 33884 Zip Code
Already appraised for the listing price, this home is a great opportunity for massive savings every month on utility bills. Current owners typical electric bill in heat of summer is approx. $16 Solar panels WILL be PAID IN FULL by Sellers at closing. 4 BR/2.5 BA w/NEW ROOF 2025, NEW AC 2024. Durable porcelain wood plank-look floors throughout. Stone, wood burning fireplace in great room. Very private, screened 32 x 16 HEATED pool with large covered seating area, cabana bath, outdoor shower and and roomy storage. Well established, small gated community convenient to shopping, downtown WH, chain-of-lakes recreation. Easy going HOA. Pet friendly! Safe concrete block/stucco construction and NO CDD. Don't miss this opportunity to protect yourself from future electric rate hikes. It's move in ready!

737 Santa Maria Drive, Winter Haven

728 Santa Maria Drive, Winter Haven
$430,000
4 Beds ⋅ 3 Baths ⋅ Overlook Estates SubDv. ⋅ 33884 Zip Code
Spacious pool home in Overlook Estates East featuring an open split floor plan, formal living and dining rooms, a family room, vaulted ceilings, and generously sized bedrooms. The screened inground pool area includes new pool fans on the lanai, a resurfaced pool and pool deck, upgraded LED pool lighting, and a newer saltwater system. Enjoy a large covered lanai, fenced backyard (new in 2024), and an oversized lot. Interior updates include remodeled bedrooms and bathrooms, new flooring in the family and living room areas, and LED lighting throughout most of the home. Major improvements include PEX re-piping, a replaced septic drainfield with added cleaner access, and a breaker box equipped with a direct access plug for a generator. The roof was replaced in 2014 and treated in 2024. A new air conditioning system was installed in 2023. This home is located in a well-established community with low HOA fees and convenient access to shopping, schools, and the Chain of Lakes.

728 Santa Maria Drive, Winter Haven

262 Santa Rosa Drive, Winter Haven
$280,000
4 Beds ⋅ 2 Baths ⋅ Overlook Estates SubDv. ⋅ 33884 Zip Code
HUGE PRICE REDUCTION! Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas feature tile flooring; sliding glass doors in three rooms recess into the wall and open to a 31x50 pool deck — perfect for indoor/outdoor living. Additional highlights: 95x130 lot, terraced front walkway, 7x8 laundry with cabinetry and utility sink, 22x23 garage with built-in storage, tankless water heater, and leaf filter gutter guards. Ready for your finishing touches!

262 Santa Rosa Drive, Winter Haven