Location: Overlook Estates, Winter Haven
Do Not Show Listings
737 SANTA MARIA DR, WINTER HAVEN, FL 33884
$478,000Listed 04/22/2026 9:01PM MLS ID: P4938535
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2571 Built: 1993Monthly Fee: $46 Tax: $3,220 (2025)Community: Overlook EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,220
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: 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!
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Julie Phillips (561-906-1118)
215 SANTA ROSA DR, WINTER HAVEN, FL 33884
$329,90017 Days on yellowkey MLS ID: TB8494313
REDUCED by $20,000 (5.7%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2355 Built: 1988Monthly Fee: $46 Tax: $3,255 (2025)Community: Overlook EstatesSingle Family
Taxes:$3,255
Remarks: One or more photo(s) has been virtually staged. This is a 4 bedroom, 2 bathroom single family home with approximately 2,355 square feet on about 0.34 acres, a 2 car garage, a wood burning fireplace, and a screen enclosed pool and jacuzzi inside a gated community just minutes from Legoland. This home stands out for buyers who want strong square footage, a functional layout, and outdoor features that are already in place. The floor plan gives plenty of room for daily living, guests, or flexible use, and the 2 car garage adds practical storage and parking that matters for long term ownership. The gated setting brings added privacy and neighborhood appeal while keeping the property close to shopping, dining, schools, and the main conveniences that make this part of Winter Haven attractive. Inside, the home gives a buyer a solid starting point with the chance to update key finish areas over time. The kitchen and bathrooms are the main spaces where a future owner may choose to remodel, making this a value add opportunity for someone who wants to improve the home around an already desirable footprint. The wood burning fireplace adds character to the living area and helps give the interior more presence than a basic builder layout. This is the kind of house that works well for a buyer who wants size, location, and lifestyle features first, then the freedom to make design changes at their own pace. The outdoor setup is a major part of the appeal. The screen enclosed pool and jacuzzi create a more complete Florida living experience and give the backyard a true entertaining and relaxation element. The screened enclosure adds usability and helps the pool area feel like an extension of the home rather than just an extra feature. The pool is reported to be working, with the main noted item being a light, and seller will have the pool fully cleaned and ready to go. For buyers searching online for a Winter Haven pool home, a gated community home near Legoland, a house with jacuzzi and screened pool, or a Polk County property with indoor and outdoor living space, this home checks multiple search points that matter. Major system notes also help frame the opportunity clearly. The AC is reported at about 10 years old, the water heater about 2 years old, and the roof about 10 years old, with a prior note that inspection suggested roof replacement due to age and mentioned one small leak in a closet. The septic system was replaced, which is an important update for future maintenance planning. HOA is reported at approximately $550 a year, and rental restrictions are reported as no. For buyers looking for a 4 bedroom 2 bathroom home in Winter Haven, a gated neighborhood property near Legoland, or a Florida home with pool, fireplace, garage, and room to personalize, 215 Santa Rosa Dr presents a strong opportunity. SOME PHOTOS HAVE BEEN VIRTUALLY EDITED.
Listing is courtesy of: SILVER DOOR REALTY LLC (954-993-0696)
Listing Agent: Michelle Paez (954-589-0144)
720 SANTA MARIA DR, WINTER HAVEN, FL 33884
$339,00097 Days on yellowkey MLS ID: P4937320
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 1990Monthly Fee: $46 Tax: $4,473 (2025)Community: Overlook Estates EastSpa: YesSingle Family
Taxes:$4,473
Elementary School: None
High School: None
Middle School: None
Remarks: IMPRESSIVE HOME IN GREAT LOCATION! Move-In-Ready— This home has a wonderful design of open concept living, formal dining room, split bedroom plan and screen lanai overlooking a wooded area giving a peaceful setting without rear neighbors. A welcoming foyer leads to the formal dining room and a step down into the lovely living room featuring a cathedral ceiling, fireplace, built-in entertainment center and sliding glass doors that give view and access to the relaxing lanai highlighting an inground spa. The living room links to the dinette with lanai access and a breakfast bar joining the kitchen. This appealing kitchen has elegant cabinetry accented with upper cabinets of frosted glass doors, pantry storage, decorative tile backsplash, dark stone counters and stainless appliances including a gas range. The home’s design has a contemporary flair that is prominent within the owners’ en suite. Privately situated, this spacious bedroom not only has a walk-in closet and French doors to the lanai, but its unique design delivers an elaborate, elevated and open bathroom featuring a sunken marble bathtub, tile & glass surroundings, lengthy dual sink vanity, shower stall and water closet. The opposite side of the home houses a full bathroom and two lovely bedrooms, one with French doors accessing the lanai. The home is outfitted with an abundance of good-looking ceiling fans and attractive floor coverings including the brick decking on the lanai with the in-ground hot tub! Additional elements that make this a fabulous home include the brand New Roof, New Water Heater, New A/C, large driveway for extra parking, peaceful backyard and lovely gated community. This is a great location offering convenience to all shopping, dining, entertainment, schools and medical around Winter Haven. Call to arrange your appointment today, don’t miss out on this opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Amanda Plowden (863-224-7088)
262 SANTA ROSA DR, WINTER HAVEN, FL 33884
$395,00043 Days on yellowkey MLS ID: L4960100
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2336 Built: 1987Monthly Fee: $46 Tax: $739 (2025)Community: Overlook EstatesSingle Family
Taxes:$739
Remarks: 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. Ready for your finishing touches!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
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