Location: Winter Haven , 33884
Do Not Show Listings
3204 HERON CV, WINTER HAVEN, FL 33884
$799,000241 Days on yellowkey MLS ID: P4936093
REDUCED by $11,000 (1.4%) on 04/20/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3640 Built: 1999Monthly Fee: $214 Tax: $6,459 (2025)Community: Heron CaySingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,459
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Price Improvement. Offered for the first time, this stunning custom-built luxury home in SE Winter Haven in the gated community of Heron Cay. This exquisite Mediterranean style home features 3,640 square feet of living space with 4 bedrooms, plus a large flex room, 3 ½ baths plus a gorgeous pool and outside entertaining area on a lot measuring .61 acres. As you enter through the front double doors with custom decorative iron work and a soaring ceiling of over 21 feet, you are in a magnificent foyer. The living room has the first of two wood/gas fireplaces with views and access to your private pool via the oversized arched glass French doors on either side of the fireplace. The elegant dining room is oversized and perfect for large family gatherings or entertaining and is adjacent to your cook’s dream kitchen. In addition, off the entry foyer is a home office with a massive built in book case and desk with the flexibility to also be a 4th bedroom. The kitchen is a culinary dream with custom cabinetry, granite countertops, a spacious island, a walk-in pantry and upscale stainless appliances including a gas stove and double wall oven. The kitchen overlooks the great room, the breakfast nook and the pool. The great room ceiling beams are another architectural feature, and a second wood/gas fireplace is a focal point of this amazing room. Crown molding, columns, hurricane rated windows, and a neutral color palette are throughout this home. Next to the great room is a large bonus/ flex space with French doors that can be used as a playroom, a library or even a workout space. The oversized primary bedroom has access out to the pool and features a spa type ensuite complete with a soaking tub and dual vanities. Twin oversized, walk-in closets feature built in shelves for keeping everything organized with access being via barn doors with glass panels. The guest rooms on the other side of the house have separate toilet/vanity areas with a shared tub/shower and private hallway. These are the only two rooms with carpet and it is a low pile neutral Berber style. Both guest rooms have oversized, walk in closets and there is a large linen closet in the private hallway. An indoor laundry room with built ins is well-located next to the kitchen and includes a laundry tub. Outdoor entertaining is perfect for celebrations in the screened lanai with your heated pool and outdoor kitchen! It is also a tranquil space to enjoy your friends and family as the pool features both a fountain and an area for plants. A pool bathroom is off the covered lanai and features a shower making an after swim shower really convenient. All of this beauty is set on professionally landscaped grounds with a whole house natural gas generator (2023) fed from the street and hurricane rated windows. The attached 3 car garage is oversized and features 3 separate garage doors and a driveway complete with a paver turnaround area for easy access in and out of the home. The home features a tile roof and many exterior trim details including landscape lighting only found in a custom, luxury home like this. The irrigation system is from this home’s private well. Built by the original owners and meticulously maintained showing pride of ownership throughout. This home has a low HOA that includes cable tv and Wi-Fi and is convenient to shopping, doctors, hospitals and local state colleges. Centrally located for an easy commute to Orlando or Tampa. Enjoy the virtual tour via the link.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Susan Mayrant (863-255-2715)
525 DRAYTON RD, WINTER HAVEN, FL 33884
$289,90074 Days on yellowkey MLS ID: R4910727
0 Days Off yellowkey (back on 4/24/2026)
REDUCED by $4,100 (1.4%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1876 Built: 2006Monthly Fee: $31 Tax: $4,580 (2025)Community: Savanna PointeSingle Family
Taxes:$4,580
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Mclaughlin Academy Of Excellence
Remarks: Under contract-accepting backup offers. BEAT NEW CONSTRUCTION COSTS! Seller offering up to $7,000 toward closing costs, prepaid expenses, or interest rate buydown; helping reduce your cash to close and monthly payment. Move-in ready with NO CDD!This beautifully updated 3-bedroom, 2-bathroom home with a bonus room is ideally located just minutes from LEGOLAND Florida, as well as shopping, restaurants, hospitals, and major attractions. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property delivers comfort, space, and modern upgrades. Step inside to a bright, interior featuring new ceramic tile flooring throughout the entire home (absolutely NO carpet), offering easy maintenance and a clean, modern look. The homehas been freshly painted and thoughtfully updated to feel truly move-in ready. The renovated kitchen features new cabinetry, granite countertops, stainless steel appliances, a spacious pantry, and a breakfast nook perfect for casual meals. For hosting and special occasions, enjoy a formal dining room that adds both function and elegance.The spacious primary suite is a true retreat, offering a beautifully appointed en-suite bathroom with double sinks (ideal for busy mornings), granite countertops, an enclosed shower, and a relaxing garden tub.Both bathrooms have been upgraded with new cabinets and granite countertops, adding a cohesive and modern finish throughout the home. A versatile bonus room provides the perfect space for a home office, playroom, gym, or guest area. For added convenience, the laundry room is located inside the home.Step outside to the screened lanai, overlooking a generous lot being an ideal setting for weekend BBQs, family gatherings, or simpl enjoying Florida?s indoor-outdoor lifestyle.This home combines modern upgrades, flexible living spaces, and an unbeatable location near LEGOLAND Florida. With both roof & HVAC replaced in 2024 there is reassurance of major system being warranted - A must-see property!
Listing is courtesy of: EASY REALTY (321-895-4636)
Listing Agent: Greg Owen
314 TERRANOVA BLVD, WINTER HAVEN, FL 33884
$425,0008 Days on yellowkey MLS ID: O6401702
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1884 Built: 2006Monthly Fee: $55 Tax: $5,141 (2025)Community: Terranova Ph IvSpa: NoSingle Family
Taxes:$5,141
Remarks: Welcome to this stunning 3-bedroom + den pool home in a desirable gated community in Winter Haven—where space, style, and Florida living come together beautifully! Designed with a highly sought-after split-bedroom floor plan, this home offers both privacy and functionality. The luxurious primary suite is a true retreat, featuring elegant tray ceilings, dual walk-in closets, and a spa-inspired ensuite bath with dual vanities, a private water closet, a relaxing garden tub, and a separate walk-in shower. At the heart of the home, the gourmet kitchen impresses with granite countertops, stainless steel appliances, and a huge walk-in pantry, providing both style and ample storage. The versatile den/formal living room offers flexibility—perfect for a home office, media room, or additional living space. Step outside to your screened-in outdoor oasis, complete with a sparkling inground pool and an expansive lanai—ideal for entertaining, relaxing, or enjoying sunny Florida days. The fully fenced backyard offers plenty of room for a garden, pets, or play. With its premium features, flexible layout, and resort-style outdoor space, this home is a true standout. Don’t miss your chance—schedule your private showing today and make this Winter Haven pool home yours!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
7 TWILIGHT LN, WINTER HAVEN, FL 33884
$219,0008 Days on yellowkey MLS ID: O6401069
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1972 Tax: $2,848 (2025)Community: Haven Grove ManorSingle Family
Taxes:$2,848
Remarks: One or more photo(s) has been virtually staged. DISCOVER THE SERENE BEAUTY OF THIS STUNNING HOME! GORGEOUS 2-BEDROOM, 2-BATHROOM, 1-CARPORT HOME boasting a SPACIOUS FLOOR PLAN that effortlessly blends functionality with modern style. From the moment you step inside, you’ll be greeted by an OPEN-CONCEPT LIVING AREA filled with NATURAL LIGHT, creating a warm and inviting atmosphere. .This home is LOADED WITH UPGRADES, including: New Roof with better type 30-Year Shingles, NEWER KITCHEN featuring NEW SLEEK STAINLESS STEEL APPLIANCES, Newer HVAC System from 2023, Newer Septic drain field in 2024, Renovated Bathrooms, Fresh Interior & Exterior Paint, New Light Fixtures, Faucets, Toilets, Interior Doors, and Closet Doors. Step outside to enjoy a fenced backyard and A huge screened-in porch that extends your living area, creating the perfect spot for relaxing, dining, or entertaining, .CONVENIENTLY LOCATED near all major highways, shopping, restaurants, and entertainment—this move-in-ready home truly has it all! All measurements are approximate and should be verified by the buyer, Virtual Staging was added to some of the pictures.
Listing is courtesy of: IHOME REALTY FL LLC (407-730-9971)
Listing Agent: Karen Sweat (407-730-9971)
262 SANTA ROSA DR, WINTER HAVEN, FL 33884
$350,00051 Days on yellowkey MLS ID: L4960100
REDUCED by $45,000 (11.4%) on 04/23/2026
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
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
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)
3142 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884
$370,00063 Days on yellowkey MLS ID: O6386254
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2203 Built: 2006Monthly Fee: $95 Tax: $3,991 (2025)Community: Whispering Trails Ph 01Single Family
Taxes:$3,991
Remarks: Minutes from Walmart, Winn Dixie, Restaurants, Shopping and Legoland, this charming home offers comfort and convenience in a prime location. Featuring a spacious layout perfect for everyday living and entertaining, its nestled in a well-maintained GATED COMMUNITY with Clubhouse, Pool and Scenic Walking Trails. Recent upgrades inlcude: Kitchen Cabinets, Tile Floors, New Stair Rails and Stair Flooring, updated Bathroom Tile Wall, Refrigerator and Oven, Back Porch, Fenced Yard and enhanced Front Landscaping and Decorative Stones. Enjoy nearby Chain of Lakes recreation, Downtown Winter Haven boutique shopping, farmers market, The Ritz Theatre and lakeside restaurants. Move-In Ready and waiting for you!
Listing is courtesy of: NEWBERRY REALTY & DEV GRP INC. (321-607-2354)
Listing Agent: Gylwerd Sevilla Oviedo (305-989-7853)
3098 LAUREL OAK LN, WINTER HAVEN, FL 33884
$299,00029 Days on yellowkey MLS ID: O6390090
REDUCED by $26,000 (8.0%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 2023Monthly Fee: $18 Tax: $6,208 (2025)Community: Villamar Ph 5Single Family
Taxes:$6,208
Remarks: Short Sale. Located in the Villamar community of Winter Haven, this 3-bedroom, 2-bath home built in 2023 offers modern construction with a two-car garage and a functional layout designed for everyday living. The home features open living spaces, well-sized bedrooms, and contemporary finishes typical of newer construction. The property appears to require cosmetic refreshing, presenting an opportunity for buyers to personalize a relatively new home without undertaking a major renovation. With a low HOA of approximately $212 and no flood zone designation, this home offers both affordability and added peace of mind. Conveniently located near shopping, dining, schools, and major roadways throughout Winter Haven and Polk County. Buyers are encouraged to conduct their own inspections to determine condition. Agents: Please review all private remarks prior to scheduling a showing.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Jonathon, Pa Mcleod (239-357-8938)
5331 MICKEY AVE, WINTER HAVEN, FL 33884
$344,999179 Days on yellowkey MLS ID: S5137804
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2670 Built: 2025Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Taxes:$0
Remarks: Discover this must-see Tourmaline home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering 42" cabinets, quartz countertops, a roomy pantry, a center island and an adjacent dining area; a beautiful primary suite showcasing an immense walk-in closet and a private bath; a convenient laundry; an airy loft; a storage area and a covered patio. This home also offers ceiling fan prewiring in select rooms. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Stephanie Morales, Llc (407-399-2055)
5347 MICKEY AVE, WINTER HAVEN, FL 33884
$349,99931 Days on yellowkey MLS ID: S5146851
INCREASED by $478 (0.1%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2077 Built: 2026Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Remarks: This home offers, 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home, all bedrooms, family room, and covered lanai are prewired for ceiling fans, secondary bedroom with its own bathroom. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
2307 SCARLET AVE, WINTER HAVEN, FL 33884
$260,000182 Days on yellowkey MLS ID: S5137553
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1343 Built: 2024Monthly Fee: $11 Tax: $5,533 (2025)Community: Peace Creek ReserveSpa: NoSingle Family
Taxes:$5,533
Elementary School: Spook Hill Elem
Remarks: ***SELLER INCENTIVE! Seller offering $3,000 credit to buyer that can be used toward closing costs or interest rate buy-down.*** Welcome home to this beautifully maintained 3-bedroom, 2-bath residence in the desirable Peace Creek Reserve community of Winter Haven! This inviting home features an open, split-bedroom floor plan with plenty of natural light and modern finishes throughout. The kitchen offers ample counter space, stainless steel appliances, and a breakfast bar that overlooks the spacious living and dining areas perfect for entertaining. The owner’s suite provides a peaceful retreat with a private bath and generous closet space. Step outside to enjoy your fully fenced backyard ideal for pets, play, and outdoor gatherings. Additional highlights include a two-car garage, covered entry, and a convenient location near shopping, dining, and top-rated schools. Don’t miss the chance to make this move-in ready gem your new home!
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Stephanie Florez (407-810-5874)
2735 GLADIOLA RD, WINTER HAVEN, FL 33884
$259,990130 Days on yellowkey MLS ID: O6369084
2 Days Off yellowkey (back on 3/10/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2025Monthly Fee: $164 Tax: $1,773 (2025)Community: Harmony On Lake Eloise Phase 4Townhouse
Taxes:$1,773
Elementary School: John Snively Elem
Remarks: Under Construction. The Vale is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This all-concrete block construction home is sure to please, with 1,758 square feet, 3 bedrooms ad 2 and a half bathrooms. Step inside to discover sleek, contemporary design elements complemented by high-end finishes throughout. Entertaining is a breeze, as this townhome features a spacious kitchen island, breakfast nook/dining area and a spacious walk-in pantry. The open-concept living area is ideal for both relaxation and entertainment, featuring a kitchen equipped with stainless-steel appliances, granite countertops, and ample cabinet space. As you enter the foyer you are welcomed with a powder room, and a spacious family room overlooking a covered rear lanai, perfect for dining or simply soaking in the sunshine. Upstairs, the primary bedroom serves as a tranquil retreat, complete with a lavish ensuite bath featuring dual sinks and a separate walk-in shower. Two additional bedrooms offer flexibility for guests, home offices, or hobbies, while a convenient laundry room adds practicality to daily life. Experience the ultimate convenience with smart home technology integrated throughout, allowing you to control lighting, temperature, security, and more with ease. With energy-efficient features and modern amenities, this townhome provides a sophisticated urban lifestyle in a desirable location. Contact us today and find your home at Harmony at Lake Eloise. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
2705 GLADIOLA RD, WINTER HAVEN, FL 33884
$267,990182 Days on yellowkey MLS ID: O6356986
6 Days Off yellowkey (back on 12/9/2025)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2025Monthly Fee: $164 Tax: $1,617 (2025)Community: Harmony At Lake EloiseTownhouse
Taxes:$1,617
Remarks: Under Construction. The Vale is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This all-concrete block construction home is sure to please, with 1,758 square feet, 3 bedrooms and 2 and a half bathrooms. Step inside to discover sleek, contemporary design elements complemented by high-end finishes throughout. Entertaining is a breeze, as this townhome features a spacious kitchen island, breakfast nook/dining area and a spacious walk-in pantry. The open concept living area is ideal for both relaxation and entertainment, featuring a kitchen equipped with stainless-steel appliances, granite countertops, and ample cabinet space. As you enter the foyer you are welcomed with a powder room, and a spacious family room overlooking a covered rear lanai, perfect for dining or simply soaking in the sunshine. Upstairs, the primary bedroom serves as a tranquil retreat, complete with a lavish ensuite bath featuring dual sinks and a separate walk-in shower. Two additional bedrooms has flexibility for guests, home offices, or hobbies, while a convenient laundry room adds practicality to daily life. Experience the ultimate convenience with smart home technology integrated throughout, allowing you to control lighting, temperature, security, and more with ease. With energy-efficient features and modern amenities, this townhome provides an urban lifestyle in a desirable location. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
4004 GIORGIO DR, WINTER HAVEN, FL 33884
$304,990175 Days on yellowkey MLS ID: O6355059
51 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2025Monthly Fee: $17 Tax: $3,148 (2025)Community: VillamarSingle Family
Taxes:$3,148
Remarks: Under Construction. Introducing the Cali floorplan at Villamar, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including quartz countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Villamar, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. Contact us today and find your home at Villamar. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
129 MORNING GLORY CIR, WINTER HAVEN, FL 33884
$317,00039 Days on yellowkey MLS ID: P4938153
REDUCED by $18,000 (5.4%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2002Monthly Fee: $52 Tax: $3,638 (2025)Community: Morningside Ph 02Single Family
Taxes:$3,638
Remarks: Designed for the way you live today, this beautifully updated 3BR/2BA home offers a modern, open floor plan ideal for gathering with family, entertaining friends and great for enjoying relaxed backyard barbecues. Built in 2002, offering just under 1900 square feet of comfortable living space. Topped with a long-lasting, low maintenance tile roof designed for lasting durability, this home is ideally positioned with no direct neighbors-backing up to peaceful green space for added privacy. Thoughtfully updated with numerous recent improvements, providing peace of mind for the next owner. Major upgrades include new HVAC system (2023), hot water heater (2025), new flooring throughout (2025), freshly painted, complemented by new ceiling fans, light fixtures and hardware throughout. While functionality has been enhanced inside recent upgrades outside include irrigation improvements (2023), a garden sump pump (2026) and exterior paint just completed, offering even more value and curb appeal. Enjoy resort-style living in this gated community featuring a heated pool, spa, tennis/pickleball courts and Community Clubhouse. Residents also have access to a private boat ramp and dock-perfect for fishing or taking in breathtaking sunsets on Lake Winterset. Winter Haven is a vibrant and growing lakeside city known for its Chain of Lakes lifestyle, charming downtown with weekend farmers market and ski shows. Winter Haven is also home to attractions like LEGOLAND Florida Resort and Peppa Pig-offering the perfect balance of relaxation, recreation and convenience to Lakeland/Tampa, Orlando, major airports and both coasts. The perfect place to call home!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Laurie Nock (937-218-0031)
221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884
$315,00054 Days on yellowkey MLS ID: L4959992
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1999Monthly Fee: $500 Tax: $2,554 (2025)Community: Lake Bess Country ClubSingle Family
Taxes:$2,554
Remarks: MILLION DOLLAR GOLF COURSE VIEW out your back windows! No back yard neighbors ...JUST the peaceful golf course. BRIGHT & Open Home features Split floor plan with Great Room & Formal Dining together, nice for entertaining. Lovely Kitchen offers Breakfast Nook & CHARMING Built in Shelving. Primary Suite with Tray Ceiling, Walk-in Closet, Dual Sink Vanity, Large Tiled Shower, & Garden Tub with Jets. Crown Molding throughout adds personality! QUALITY Ceiling Fans. THREE SEASON ROOM with windows that lock delivers the Most Relaxing GOLF COURSE View. INSIDE Utility. Oversized Garage (28X25) will fit the LARGER VEHICLE, with Golf Cart Garage Door. EXTREMELY WELL MAINTAINED, which means A LOT! Roof/house/front walk/driveway just pressure washed 2025. A/C & heat pump 2019. Security system and smoke detectors updated in 2019. Lake Bess Country Club INCLUDES 1 of 49 shares to the golf club which = 2 memberships, unlimited Golfing, Driving Range, Putting Green, Community Pool, Clubhouse (conveniently located ACROSS THE STREET), & Lawn Maintenance. You will love this home!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Jenni Thompson (863-899-5255)
802 MARCIA LOOP, WINTER HAVEN, FL 33884
$359,90064 Days on yellowkey MLS ID: P4937120
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1539 Built: 2003Monthly Fee: $27 Tax: $2,905 (2024)Community: Crystals LandingSingle Family
Taxes:$2,905
Tax Year: 2024
Remarks: Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the street! The lake is visible from the living room, kitchen, dining room, as well as the primary bedroom! Enjoy the amazing view of Lake Ruby while relaxing on the back patio, which is accessible from the living room and primary bedroom! This home is equipped with a solar panels. BONUS: SOLAR PANELS WILL NOW BE PAID OFF AT CLOSING! This will allow the buyer to benefit from the energy savings from day one! With 3 bedrooms, 2 bathrooms and over 1,500 square feet of living area this home provides ample space. This home sits on just over 1/4 acre, which is the largest lot in the community! Windows and sliding doors were replaced in 2024! Recent kitchen upgrades include: countertops, backsplash and appliances in 2024. The home is also equipped with water filtration, reverse osmosis and an ADT security system. Lake Ruby connects via canal with Lake Bess, providing more area to explore while fishing, boating, etc. Lake Ruby is a 259 acre lake and the access to Lake Bess offers enjoyment of another 146 acres of water. Both lakes have slalom courses and ramps, fitting for the “Water Ski Capital of the World”. Skiing is allowed on Lake Ruby so build a dock and bring a boat in! The laundry room provides a space to complete that chore within the comfort of your home. Winter Haven is centrally located which provides easy access to many parts of the state. The theme parks and airports of Orlando and Tampa are approximately one hour drives in their respective directions. LegoLand, Publix, Wal-Mart and the AdventHealth ER are all within 5 minutes of this home! Buyer and buyer’s agent are responsible for verifying information. Schedule your showing today!
Listing Agent: Bobby Desanto (863-604-7466)
1864 EMILY DR, WINTER HAVEN, FL 33884
$293,900170 Days on yellowkey MLS ID: TB8447490
REDUCED by $3,100 (1.0%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1836 Built: 2005Monthly Fee: $25 Tax: $3,788 (2024)Community: Emily EstatesSingle Family
Taxes:$3,788
Remarks: Come to see this move-in-ready, 4-bedroom 2-bath home located in the Beautiful Community of Emily Estates!! Featuring shiny new stainless steel appliances, fresh interior and exterior paint, and brand new plumbing fixtures, this home feels like it was just built! You will love everything about this house, but especially its light and bright floorplan, showering sunlight on the wide open living areas, a kitchen with plenty of cabinet and counter space, and a breakfast bar, ceramic tile throughout for easy maintenance, a beautiful backyard with tons of room to run and play or relax and soak up some sun. Located in a great neighborhood close to shopping, dining, and right down the road from Legoland!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Octavia Cheveresan (727-403-8948)
737 SANTA MARIA DR, WINTER HAVEN, FL 33884
$478,0009 Days on yellowkey 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
Taxes:$3,220
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)
3732 GIORGIO DR, WINTER HAVEN, FL 33884
$270,5009 Days on yellowkey MLS ID: S5147116
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1713 Built: 2024Monthly Fee: $15 Tax: $6,432 (2025)Community: Villamar Ph 6 & Ph 6DSingle Family
Taxes:$6,432
Remarks: Short Sale. Welcome to this beautiful Winter Haven home! Villamar This property offers a spacious layout, abundant natural light, and comfortable living areas ideal for everyday living and entertaining. The backyard provides great outdoor potential. Conveniently located near shopping, dining, schools, and major highways. Short Sale opportunity — perfect for buyers looking for value and investment potential.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Yoja Mirabal (407-543-7789)
1347 OAKMONT DR, WINTER HAVEN, FL 33884
$384,90040 Days on yellowkey MLS ID: L4960249
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 2020Monthly Fee: $5 Tax: $3,921 (2025)Community: Lake Ashton West Ph 2 SouthSingle Family
Taxes:$3,921
Remarks: Are you looking for a move-in ready home? Well, you found it! This home is like a new build, only better. It is clean as a whistle, has tasteful lighting and fans, luxury plank vinyl, granite countertops, screened lanai, retractable screens on the garage, epoxy garage floor, pad for a grill outback, only naming a few. This is an open floor plan that is great for either entertaining or hanging out at home by yourselves. The home was built in 2020 so it was designed to be eco friendly which makes it easier on the pocketbook. The master has an ensuite bath and a large walk in closet. The two additional bedrooms are a comfortable size for guests. One of the rooms has 3 windows that bow out which allows in lots of natural light, not to mention the bit of extra floor space it adds. It is a perfect space for a desk should you choose to make this your office. All this plus the fact that it is in one of Florida's premier Active Adult Communities. There are two 24 hr manned entrances, 2 pools & hot tubs, billiard rooms, craft rooms, computer libraries, bowling alley, movie theater, 3 dog parks, golf course, pro shop, dances, entertainment and too many clubs and activities to mention. You can be as active or involved as you like. Live and mingle among folks you may have a lot in common with and many of the same interests.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ann Heaton (407-758-1472)
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