Location: Winter Haven
Do Not Show Listings
3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$304,00087 Days on yellowkey MLS ID: P4938216
REDUCED by $2,500 (0.8%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1729 Built: 2005Monthly Fee: $210 Tax: $3,251 (2025)Community: Osprey PointeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,251
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: **SELLER IS OFFERING UP TO $2500 TO ASSIST BUYER WITH CLOSING COSTS** Located in Osprey Pointe on Lake Ned, 3905 Osprey Pointe Cir. is everything you've been looking for in the heart of Central Florida. This 3 bed, 2 bath home was built to last and withstand anything that comes it's way. Using solid poured concrete tilt walls, the house is incredibly strong and comfortable. Offering over 1700 square feet of air conditioned space, you will never feel confined. The family room, kitchen and dining area have soaring vaulted ceilings, while the primary bedroom feels spacious with a beautiful tray ceiling. The kitchen has many upgrades including solid cabinets, granite counter tops and a natural gas range. You'll also have access to the community clubhouse, pool and dock. With a location just minutes from great shopping, restaurants, grocery stores, medical facilities and Legoland! This home is in great shape and has a wonderful location. It will not last long, come see it before it's gone.
Listing is courtesy of: STRAIGHT UP REALTY & PM LLC (863-698-7547)
Listing Agent: Cole Bataille (863-698-7547)
3821 AVENUE J NW, WINTER HAVEN, FL 33881
$227,90018 Days on yellowkey MLS ID: TB8508879
REDUCED by $2,000 (0.9%) on 06/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1962 Tax: $1,679 (2025)Community: DeerwoodSingle Family
Taxes:$1,679
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome Home to your 3 bedroom/2 bath home! NEW luxury vinyl plank flooring and freshly painted throughout, granite in the kitchen and baths, new lighting, 6-panel doors and ceiling fans. Kitchen has new cabinets and newer stainless-steel appliances. The Primary Suite features lots of light, double vanities and walk-in shower. The flex room connected to the Primary Suite would be perfect for an office, reading room, playroom, craft room or a nursery. Two additional bedrooms and hall bath round out this concrete block home located just west of Winter Haven and within minutes from numerous lakes. Close to major thoroughfares, restaurants, and shopping.
Listing is courtesy of: POWERS REAL ESTATE SOLUTIONS LLC (904-703-0905)
Listing Agent: Lynne Powers (904-703-0905)
4121 GIORGIO DR, WINTER HAVEN, FL 33884
$329,990127 Days on yellowkey MLS ID: O6382578
4 Days Off yellowkey (back on 5/8/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 2026Monthly Fee: $18 Tax: $3,035 (2025)Community: Villamar Phase 6 And Phase 6DSingle Family
Taxes:$3,035
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: McLaughlin Academy Of Excellence
Remarks: Under Construction. This BEATIFUL ROBIE Model home has 5 bedrooms, 3 baths & a 2-car garage-2447 SqFt. NEWLY UPGRADED! Large 2-STORY open floor plan with Living & Dining room & Kitchen to entertain & enjoy the company of your guests. One bedroom located in the first floor, W/FULL BATH. Your very spacious master suite located on the 2nd floor with a large walk-closet & a double sink vanity with stall shower. This Home provides Stainless Appliances which include range, hood microwave, refrigerator, dishwasher and much more. We also provide Smart Home Technology which allows you to set the scene and connect to your home with your voice, from your smart phone, or through the smart panel interface. Your Smart Home comes with Alarm app, Echo Dot, Kwikset Smart Front Lock, IQ Panel, SkyBell, Z-Wave Thermostat, and a Z-Wave Light Switch. *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)
WINTER HAVEN, FL 33881
$245,0002 Days on yellowkey MLS ID: P4939088
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1700 Built: 1925 Tax: $2,964 (2025)Community: Lake Elbert HeightsSpa: NoSingle Family
Taxes:$2,964
Remarks: A recently renovated 3-bedroom, 1-bath home featuring a bonus room and a spacious family room, offering flexible living space for work, play, or guests. Updates include new ceramic tile flooring, some new kitchen cabinets, a remodeled bathroom, fresh interior paint, and a partially new fence. The property also offers a 1?car garage and sits on a large lot, providing room for outdoor enjoyment or future possibilities. This home is ideal for first-time buyers or a strong addition to a rental portfolio. Owner financing may be available, offering additional flexibility for qualified buyers. Conveniently located near Lake Elbert Elementary School, Polk State College, the new Publix
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Lucy Martinez (863-521-4156)
1199 SOPHIA BLVD, WINTER HAVEN, FL 33881
$279,9002 Days on yellowkey MLS ID: S5151706
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2019Monthly Fee: $25 Tax: $2,791 (2025)Community: Buckeye RdgSingle Family
Taxes:$2,791
Elementary School: Elbert Elem
Remarks: **MLS PUBLIC REMARKS** Welcome to this beautiful 3-bedroom, 2-bathroom home with a 2-car garage located in the desirable Buckeye Ridge community of Winter Haven. This well-maintained home features an open and inviting layout, a spacious primary suite, and a covered rear patio perfect for relaxing or entertaining. Enjoy the convenience of community sidewalks and a location close to shopping, dining, schools, medical facilities, and major roadways. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity, this home offers comfort, convenience, and value. Schedule your private showing today!
Listing is courtesy of: DEAL MAKERS REALTY TEAM CORP (407-288-0260)
Listing Agent: Maria Pagan (407-288-0260)
1213 MICHELANGELO LN, WINTER HAVEN, FL 33884
$559,90036 Days on yellowkey MLS ID: O6408212
REDUCED by $5,000 (0.9%) on 06/19/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2894 Built: 2022Monthly Fee: $76 Tax: $4,722 (2025)Community: Estates/Lk FlorenceSingle Family
Taxes:$4,722
Remarks: NO CDD Fees • Low HOA • *Lower Taxes • Luxury Heated Pool • Resort-style backyard • Move-In Ready Home. Welcome to this beautifully maintained and gently lived-in upscale home situated on an oversized 70’ wide homesite in a desirable community offering low HOA fees and *lower property taxes. Designed for both comfort and entertaining, this expansive 4-bedroom, 3.5-bath, two-story home has approximately 2,894 sq. ft. of thoughtfully designed living space, including TWO primary suites — one conveniently located on the first floor with a luxury bath and spacious walk-in closet, and a second upstairs primary suite featuring its own full bath and walk-in closet. The first floor also includes a versatile enclosed flex room which can be used as a home office, guest room, or potential 5th bedroom. The second floor has three other bedrooms with walk-in closet and oversized loft about 21'x17'. Step outside into your private resort-style backyard featuring a heated, fully automated full-size pool and spa with premium PebbleTec finish, already prepped for expansion with a concrete footer for future screen enclosure installation, upgraded pavers, large covered lanai, gutters and downspouts for improved drainage, fully fenced yard and extended front porch — creating the perfect Florida outdoor living experience— for entertaining, relaxing, pets, and family gatherings. Inside, the open-concept kitchen is beautifully upgraded with: • premium color cabinets, • oversized island, • stylish backsplash, • single-bowl sink, • granite countertops, • pendant lighting, • and stainless-steel appliances. Additional interior highlights include: • recessed LED lighting throughout, • tile flooring in wet areas, kitchen, hallway, and gathering room, • exterior-vented microwave, • and abundant natural light throughout. This truly move-in-ready home includes: • first-floor family room sofa set with wall-mounted 75” TV, • upstairs loft recliner sofa set with wall-mounted 75” TV, • refrigerator, washer, dryer, and window blinds, • home alarm system, • outdoor security cameras, • video doorbell, • and remote thermostat. Additional peace of mind includes: • transferable Pulte Homes 5/10-year warranty, • and 1 year of complimentary pool maintenance. This home has the perfect blend of luxury, functionality, and convenience in a family-friendly community with a safe small-town feel while remaining close to shopping, dining, everyday amenities and just minutes away from Legoland. READY TO MOVE IN. *Some photos have been virtually rendered.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880
$290,00075 Days on yellowkey MLS ID: L4960889
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1292 Built: 2021Monthly Fee: $38 Tax: $3,061 (2025)Community: Eagle Landing Phase ISingle Family
Taxes:$3,061
Remarks: Welcome to the Eagle Landing community in Winter Haven, FL. This well-maintained single-family home is move-in ready and waiting for its new owner(s). The open-floor concept creates a comfortable flow throughout the main living areas, while the split floor plan provides added privacy for the primary bedroom and bath with spacious walk-in closet. The kitchen features stainless steel appliances and granite countertops, offering both style and functionality. Additional conveniences include a laundry room, two car garage and low HOA dues, making this home an affordable and practical choice. Experience the charm of small-town living while enjoying the growth and expansion happening throughout Winter Haven. Conveniently located just minutes from Legoland, shopping, dining, and entertainment, and centrally positioned between Tampa and Orlando for easy travel in either direction. Solar panels will be paid off at closing, providing the new owner with the benefit of low electricity bills. The spacious backyard offers room to relax or entertain.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Carla Miro (786-897-4081)
814 SUNSET COVE DR, WINTER HAVEN, FL 33880
$305,00014 Days on yellowkey MLS ID: GC540983
3 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1768 Built: 2002Monthly Fee: $25 Tax: $3,730 (2025)Community: Sunset Cove Ph 01Single Family
Taxes:$3,730
Remarks: Under contract-accepting backup offers. Welcome to 814 Sunset Cove Drive in Winter Haven! This move-in ready 4-bedroom, 2-bathroom home offers the perfect combination of comfort, style, and convenience. Nestled in a wonderful neighborhood, this well-maintained property features a spacious and functional floor plan designed for both everyday living and entertaining. Step outside to your own private retreat and enjoy the beautiful pool area, perfect for relaxing on sunny Florida days, hosting family gatherings, or creating lasting memories with friends. The backyard provides an inviting outdoor space to enjoy year-round. Inside, you’ll find generously sized bedrooms, comfortable living spaces, and a layout that makes you feel at home the moment you walk through the door. Whether you’re looking for your first home, a place to grow, or simply a move-in ready property with an exceptional outdoor living area, this home checks all the boxes. Don’t miss the opportunity to make this beautiful Winter Haven home your own!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ricky Catanzano, Jr (352-359-8991)
1740 2ND ST NE, WINTER HAVEN, FL 33881
$230,000250 Days on yellowkey MLS ID: L4956531
REDUCED by $5,000 (2.1%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1683 Built: 2025 Tax: $308 (2024)Community: Maud MeadowsSingle Family
Taxes:$308
Tax Year: 2024
Remarks: Price reduced to $235,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Daryl Ash, Ii (863-934-1548)
3155 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881
$310,00039 Days on yellowkey MLS ID: S5149714
REDUCED by $20,000 (6.1%) on 06/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 2020Monthly Fee: $30 Tax: $3,236 (2025)Community: Country Walk/Winter HavenSingle Family
Taxes:$3,236
Remarks: Welcome to this beautifully maintained home featuring a spacious open floor plan and numerous recent upgrades. The heart of the home boasts brand-new solid wood kitchen cabinets, providing both style and durability for the home chef. Step outside to your private backyard oasis, which comes fully equipped with a pristine above-ground pool, a secure fence encompassing the entire property for ultimate privacy, and a convenient storage shed. Additional premium features include a whole-house water softener system and the added financial benefit of NO CDD fees and a very low HOA. This move-in-ready residence perfectly combines modern interior updates with an outdoor space designed for relaxation and entertainment in the heart of Winter Haven.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Luceyda Rodriguez Otero (407-301-8394)
9480 WATERFORD OAKS DR, WINTER HAVEN, FL 33884
$1,200,0003 Days on yellowkey MLS ID: L4960912
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4824 Built: 2002Monthly Fee: $188 Tax: $12,402 (2025)Community: Waterford OaksSpa: YesSingle Family
Taxes:$12,402
Remarks: This sprawling two-story luxury pool residence showcases exceptional craftsmanship and timeless elegance, enhanced by extensive upgrades throughout and a Generac home generator. From the moment you enter, you'll be captivated by soaring tray and cathedral ceilings, rich crown molding, and refined architectural details that create an atmosphere of sophistication and grandeur. Designed to inspire culinary excellence, the chef’s kitchen is appointed with a professional-grade gas cooktop, custom solid wood cabinetry, a hidden walk-in pantry, farmhouse sink, and a picturesque window framing serene views of Lake Winterset. A convenient built-in workstation, located near the spacious laundry room and oversized three-car garage, provides added functionality for everyday living. The sumptuous primary suite serves as a private retreat, featuring beautiful custom built-ins, dual vanities, a chandelier-accented soaking tub, an expansive walk-in shower, and generous his-and-her custom closets. A tranquil sitting area offers the perfect space for reading and relaxation, while French doors provide direct access to the poolside lanai. Created for effortless entertaining, the grand great room seamlessly connects indoor and outdoor living through pocketing sliding glass doors that open to a spectacular pavered lanai complete with a summer kitchen, sparkling pool, and elegant water feature. Two additional en-suite bedrooms with walk-in closets are conveniently located on the main level, while a well-appointed powder bath serves guests. The upper level offers a private guest or in-law retreat featuring a spacious en-suite bedroom, full bath, media room, and a sizable studio or flex space overlooking the tranquil waters of Lake Winterset. Elegant formal living and dining rooms provide the perfect backdrop for memorable gatherings, enhanced by exquisite finishes and statement lighting. A distinguished library or executive home office, adorned with rich burled wood cabinetry and custom doors, delivers both privacy and sophistication.Situated on an oversized corner homesite, this exceptional residence is enveloped by lush, mature landscaping that creates a sense of privacy and exclusivity. Combining luxurious amenities, breathtaking lake views, and thoughtfully designed living spaces, this remarkable estate offers an unparalleled lifestyle in a truly spectacular setting.
Listing is courtesy of: RED BIRD REALTY (850-201-8810)
Listing Agent: Lisa Kleine (863-660-6787)
852 CINNAMON DR, WINTER HAVEN, FL 33880
$235,0005 Days on yellowkey MLS ID: O6416669
0 Days Off yellowkey (back on 6/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1072 Built: 1981 Tax: $1,109 (2025)Community: Cinnamon Ridge Ph 02Single Family
Taxes:$1,109
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained concrete block residence, perfectly situated on a spacious lot in the heart of Winter Haven. Offering 3 bedrooms and 2 updated bathrooms, this home combines comfort, functionality, and exceptional living space both inside and out. The true centerpiece of this home is the stunning, fully renovated kitchen—a chef's dream designed for both everyday living and entertaining. Featuring brand-new cabinetry, beautiful new countertops, and a complete suite of new appliances, this impressive space offers abundant storage, generous prep areas, and a fresh, modern design that is sure to impress family and guests alike. Whether preparing a weeknight meal or hosting a gathering, this kitchen is designed to be the heart of the home. Just beyond the kitchen, you'll find one of the property's most remarkable features: an enormous permitted enclosed porch with soaring ceilings and double-pane windows. This versatile space offers endless possibilities and could easily become a bonus room, game room, home office, fitness area, media room, or additional family living space with the addition of air conditioning. Fresh interior and exterior paint provide a crisp, move-in-ready feel throughout. Additional updates include a new roof installed in 2018, a new air conditioning system installed in 2022, double-pane windows, and beautifully renovated primary and secondary bathrooms. The converted garage adds even more flexibility and can serve as a man cave, children's playroom, hobby room, oversized laundry area, or be converted back into a single-car garage if desired. A charming screened front porch provides the perfect place to enjoy your morning coffee or unwind after a long day. Conveniently located just minutes from Publix, schools, shopping, and dining, with easy access to the Polk Parkway for quick commutes to Tampa and Orlando. Nestled in the heart of Central Florida, Winter Haven offers an exceptional quality of life with its picturesque Chain of Lakes, year-round sunshine, and welcoming community atmosphere. Residents enjoy a blend of small-town charm and modern conveniences, along with endless opportunities for boating, fishing, outdoor recreation, dining, and entertainment. This must-see home offers outstanding value, a spectacular renovated kitchen, versatile living spaces, and an unbeatable location. Schedule your private showing today and experience everything this exceptional property has to offer.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Gregory Buckley (407-383-9620)
271 INMAN BLVD, WINTER HAVEN, FL 33881
$340,000197 Days on yellowkey MLS ID: W7881213
REDUCED by $10,000 (2.9%) on 06/18/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2274 Built: 2024Monthly Fee: $49 Tax: $1,347 (2024)Community: Inman GrovesSpa: NoSingle Family
Taxes:$1,347
Remarks: PRICE ADJUSTMENT!!! PRISTINE AND MOVE-IN READY! Come and see this barely lived in 5 BEDROOM, 2.5-BATH home nestled in the solar-friendly community of INMAN GROVES. Built in 2024 and set on a corner lot with NO REAR NEIGHBORS, this home offers peaceful views, unbeatable privacy, and all the advantages of brand-new construction—without the wait. Step inside and be greeted by a bright and open first floor layout designed for effortless living and entertaining. The spacious great room flows seamlessly into the stunning kitchen, featuring QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, A LARGE CENTER ISLAND, SPACIOUS PANTRY, and ABUNDANT CABINET SPACE. The adjacent dining area makes gathering and conversation feel natural and inviting. A HALF BATH and INSIDE LAUNDRY ROOM add everyday convenience. Upstairs, a VERSATILE LOFT offers the perfect second living space ideal as a TV lounge, playroom, homework hub, or home office. Tucked away in its own private corner is the PRIMARY BEDROOM, complete with an oversized WALK-IN CLOSET and spa-inspired en-suite bathroom with DUAL SINKS, QUARTZ VANITY, and an elegant WALK-IN TILE SHOWER. FOUR SPACIOUS SECONDARY BEDROOMS are thoughtfully arranged around a full bathroom with dual sinks, making room for everyone. Step outside to your FENCED BACKYARD, where a patio awaits—perfect for grilling, lounging, and enjoying Florida’s year-round sunshine. Enjoy low utility costs with your energy-efficient SOLAR PANELS leased at only $93/month. Home is located just off Dundee Road and gives you quick access to Hwy 27, Hwy 17 and Polk Parkway, theme parks like Legoland, Disney and Universal. Close to Winter Haven downtown, hospitals, restaurants, breweries, Chain of lakes and Florida beaches. With contemporary design, energy savings, and an unbeatable location, this home checks every box. Don’t miss your chance to make 271 Inman Blvd your New Haven—schedule your private showing today!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (352-688-2227)
Listing Agent: Isabelle Maye (540-840-8849)
2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881
$399,990101 Days on yellowkey MLS ID: L4960012
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $15,010 (3.6%) on 04/17/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1968 Built: 1962 Tax: $1,813 (2025)Community: Idyl Ridge ViewSpa: NoSingle Family
Taxes:$1,813
Remarks: Under contract-accepting backup offers. HUGE $15,000 PRICE DROP! Welcome to this completely renovated 4-bedroom, 3-bath POOL home in the highly desirable Idylridge community of Winter Haven. No expense has been spared in transforming this home into a modern, move-in ready masterpiece with high-end upgrades inside and out. Additional highlights include a brand-new roof with new soffit and fascia, two new AC units, new electrical including a 60-amp outdoor generator plug, a three-car carport, and a driveway that fits up to NINE vehicles. Inside, you’ll find a bright, open layout with all-new paint, luxury vinyl plank flooring, and luxury tile in the bathrooms. Each room features modern ceiling fans, and crown molding throughout, creating both comfort and style throughout the home. The stunning kitchen is a chef’s dream, featuring brand-new stainless steel appliances, granite countertops, a large new island, soft-close cabinet drawers, and a new walk-in pantry. A chef’s natural gas stove lets you cook while enjoying views of the pool and backyard, making this space perfect for entertaining or everyday living. The home offers TWO master suites, one with a large walk-in closet, plus two additional bedrooms and three fully updated bathrooms with contemporary fixtures and backlit mirrors for a sleek, contemporary feel. Step outside to your private backyard oasis with a refreshed pool featuring a brand-new liner, new screen enclosure, and new tile surrounding the deck. The large, fully fenced yard includes partially new fencing and three separate entrances with double gates, ideal for vehicles, boats, or recreational equipment. A 17 x 16 block shed on a slab with a brand-new metal roof provides extra storage or workshop space. Conveniently located in Winter Haven, the home is minutes from shopping, dining, parks, and the Chain of Lakes, as well as attractions like LEGOLAND Florida Resort. This fully renovated, move-in ready pool home offers space, style, and unmatched upgrades—inside and out. Don’t miss your opportunity to own a truly exceptional property in one of Winter Haven’s most sought-after neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
1491 AXEL CIR, WINTER HAVEN, FL 33880
$489,000130 Days on yellowkey MLS ID: P4937768
REDUCED by $10,900 (2.2%) on 05/26/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3022 Built: 2023Monthly Fee: $71 Tax: $4,969 (2025)Community: Pinnacle PointSingle Family
Taxes:$4,969
Elementary School: Lake Shipp Elem
Middle School: Westwood Middle
Remarks: Winter Haven near the scenic Chain of Lakes, this 5 Bedroom 3 Bathroom home with two Flex Rooms is move in ready and close to everything loved like easy commuting, Grocery Stores, Shopping, Dining, Boat Ramps, Scenic Walking Trails, Legoland Florida Resort, and Beaches just an hour and a half away! Step outside to your private oasis featuring a Caged Saltwater Pool with a Safety Alarm System, perfect for peace of mind. The spacious Gazebo adds a relaxing shaded retreat for outdoor dining, lounging, or entertaining. Unique Bonus Room with a Sound Proofing wall, ideal for Recording Studios, Podcasters, Musicians, Content Creators or any Work from home professionals needing their quiet space. This home shows like new with Fresh interior paint, New Luxury Laminate flooring, Carrara porcelain tile for a sleek modern finish, Bright open concept living spaces and a Spacious Kitchen perfect for gatherings. With this home offering flexibility for Large Families, Multi Generational living or hosting guests comfortably, it is a must see! Schedule your showing soon!
Listing Agent: Andrea Friedmann (863-661-6535)
29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881
$300,000198 Days on yellowkey MLS ID: TB8453876
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1604 Built: 1962 Tax: $4,496 (2024)Community: North Lake Elbert HeightsSingle Family
Taxes:$4,496
Remarks: Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to 29 Golfview Circle NE, a beautifully modernized Winter Haven property offering a rare combination of charm, flexibility, and income-producing potential. The main residence features 3 bedrooms and 2 baths with an open, inviting layout that includes spacious living and dining areas, stainless steel appliances, and a comfortable primary suite with a walk-in closet. Enjoy outdoor living from the covered front porch, the screened back patio, and the fully fenced yard. Additional updates— including a 2021 roof and numerous interior improvements—add peace of mind and long-term value. What truly sets this property apart is the detached 1BR/1BA guest house, completed in 2022 and designed as an ideal in-law suite or rental unit. This private space features polished concrete floors, a sleek updated kitchen, a modern bathroom with a large walk-in shower, an oversized closet with washer/dryer hookups, stainless steel appliances, its own fenced yard, and dedicated parking. Together, both structures offer approximately 2,228 sq. ft. of combined living space and 2,573 sq. ft. total under roof. Located on a corner lot directly across from Polk State College, this home delivers outstanding convenience with exceptional versatility—perfect for multigenerational living, additional income, or both. Opportunities like this are hard to find. Come see everything this remarkable property has to offer!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Chris Sakamoto (904-200-7535)
3223 AVENUE S NW, WINTER HAVEN, FL 33881
$110,0006 Days on yellowkey MLS ID: S5151903
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1956 Tax: $783 (2025)Community: Hundred Lakes Corps InwoodSingle Family
Taxes:$783
Elementary School: Inwood Elem
Remarks: Under contract-accepting backup offers. Opportunity is knocking in the heart of Winter Haven! Nestled on a generously sized lot shaded by mature trees, this charming fixer-upper is ready for its next chapter. Whether you're an investor searching for your next project, a first-time buyer looking to build sweat equity, or someone who appreciates the character of an older home, this property offers incredible potential at an affordable price point.As you arrive, you'll be welcomed by a covered carport, a spacious screened front porch, and a beautifully crafted front door that hints at the home's timeless character. Inside, you'll find a functional floor plan with a comfortable living area, an eat-in kitchen, two bedrooms, one bathroom, and plenty of opportunities to update and personalize the space to your taste. Original wood cabinetry and vintage details provide a solid foundation for restoration or renovation.Step outside and discover one of the home's biggest assets—a large backyard with room for gardening, entertaining, pets, storage, or future expansion. The generous lot offers possibilities that are increasingly difficult to find in today's market.Located just minutes from Winter Haven's famous Chain of Lakes, residents enjoy easy access to boating, fishing, waterfront dining, and year-round outdoor recreation. The home is conveniently situated near shopping, restaurants, medical facilities, parks, downtown Winter Haven, and major transportation corridors, while also being within reach of Orlando, Tampa, and Central Florida's world-renowned attractions.The property is being sold as-is and will require updates and repairs. The window A/C unit is currently operational. Buyer should independently verify the condition and functionality of all appliances and systems, including the range, washer, and dryer. The roof is 2 years old. If you've been searching for an affordable Winter Haven property with a large yard, great location, and endless potential, this could be the opportunity you've been waiting for. Bring your vision, your toolbox, and your imagination—this diamond in the rough is ready to shine again.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Chris Loschiavo (863-280-2201)
2026 KINGS XING SW, WINTER HAVEN, FL 33880
$229,90022 Days on yellowkey MLS ID: O6410748
REDUCED by $5,100 (2.2%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1131 Built: 1980Monthly Fee: $165 Tax: $3,604 (2025)Community: Stonebridge Ph 02Spa: NoSingle Family
Taxes:$3,604
Remarks: PRICE ENHANCEMENT!!!! MOVE-IN-READY! WELCOME HOME TO STONEBRIDGE! WHERE COMFORT, STYLE, AND CONVENIENCE COME TOGETHER! NEWER ROOF, NEWER ELECTRIC PANEL, NEWER GUTTERS & DOWNSPOUTS, NEWER SLIDING DOORS! Step through the custom-gated courtyard and discover this beautifully updated residence, truly move-in ready. From the moment you enter, you'll be impressed by the gorgeous porcelain tile flooring that flows throughout the main living areas, creating an elegant and welcoming atmosphere. The spacious Great Room serves as the heart of the home, featuring a stunning wood-paneled fireplace that creates a warm focal point for relaxing or entertaining. Newer (2022) Sliding Doors lead to a private, covered, and screened patio, offering the perfect place to enjoy your morning coffee, unwind after a long day, or entertain guests in a peaceful outdoor setting. Adjacent to the Great Room is a dedicated dining area with a convenient pass-through to the kitchen. The beautifully updated kitchen showcases rich cabinetry, granite countertops, stainless steel appliances, and a breakfast nook, perfect for preparing meals and gathering with family and friends. Enjoy the convenience of the sliding doors out to the private courtyard. Retreat to the spacious primary suite, complete with a walk-in closet and an updated ensuite bath featuring a walk-in shower and modern finishes. The guest bedroom offers generous closet space and flexibility for visitors, a home office, or craft room. The beautifully renovated guest bathroom features a striking designer tile accent wall, creating a stylish, space for family and guests. Additional highlights include a NEW ROOF (2024), NEW GUTTERS/DOWNSPOUTS (2026), NEW ELECTRIC PANEL (2024), NEWER WINDOWS AND SLIDERS (2022), updated bathrooms, washer and dryer, one-car garage, neutral décor throughout, and move-in-ready condition. Outside, enjoy both the private courtyard and the covered screened patio, offering multiple outdoor living spaces rarely found at this price point. Residents of Stonebridge enjoy access to a community pool and a convenient location close to shopping, restaurants, churches, medical facilities, and everyday conveniences. Located in the heart of Winter Haven, known as Florida's Chain of Lakes City, residents enjoy boating, fishing, waterfront dining, golf courses, beautiful parks, and year-round recreation. Winter Haven is also home to LEGOLAND Florida Resort and offers convenient access to both Orlando and Tampa, making it an ideal location for full-time residents, seasonal homeowners, or anyone seeking the Florida lifestyle. Hurry, schedule an appointment today to view this fabulous patio home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Kitty Mark (407-491-6857)
339 LAKE SMART CIRCLE, WINTER HAVEN, FL 33881
$333,00045 Days on yellowkey MLS ID: S5149280
REDUCED by $5,000 (1.5%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2173 Built: 2021Monthly Fee: $50 Tax: $3,879 (2025)Community: Lake Smart PointeSingle Family
Taxes:$3,879
Remarks: Motivated Seller. Introducing a beautifully maintained home offering an excellent and functional layout. The first floor features a welcoming open concept with a half bathroom, living, dining, and kitchen areas, and a well-appointed kitchen with granite countertops, stylish backsplash, and elegant lighting fixtures. A sliding glass door brings in natural light and provides direct access to the backyard, enhancing the indoor-outdoor connection. The entire main level is finished with tile flooring, providing durability and easy maintenance. Upstairs, you will find three generously sized bedrooms and a versatile loft area, ideal for a playroom, home office, or study space. The primary suite offers a comfortable retreat with a barn door leading into the bathroom, which is also well-designed and spacious. The second and third bedrooms are well sized and highly versatile. This home has been very well cared for and is move-in ready. Enjoy a large backyard, perfect for entertaining, family gatherings, or simply relaxing outdoors. A great opportunity to own a home with space, comfort, and thoughtful design throughout. Schedule your private showing today.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Barbara Prins (407-361-6061)
1302 LAKE ELBERT DR SE, WINTER HAVEN, FL 33880
$589,50015 Days on yellowkey MLS ID: L4962421
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 1947 Tax: $7,971 (2025)Community: Elbert HillsSpa: NoSingle Family
Taxes:$7,971
Remarks: Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the front door of this beautiful Home the hardwood floors will delight your eyes as you look down the long foyer to the right that leads pass the kid's 2 Bedrooms area for them to enjoy, to a large Family room with Lake Views that will be one of your favorite places to relax. Going back down the foyer you will end up seeing the 1st floor Master King Ensuite with Lake views and a private bathroom on the left, and the Stunning Gourmet Kitchen on the right flowing into a light-filled Dining Sunroom with Lake Views, perfect for entertaining. This Home is the ideal home to Live in full time, or Enjoy it here during your favorite time of the year, or use it for a short term rental or longer term while you're at your other home. This Home easily sleeps 10 with it's 5 Bedroom, 4.5 Bathrooms, a kid's area that will sleep 4, while the Adults can appreciate 3 King Master Ensuites with their own Bathrooms. The kid's 2 bedrooms area with a bathroom circles back with a door into the Kitchen, the HUB of the home. You can go out the rear door to the nice patio and the 2 car Garage / Game Room that also has the Laundry Room and a Full Bathroom with a walk in Shower. Back inside, going up to the 2nd floor you have a door going out to the balcony in the front of the home over the 1st floor patio that allows for the peaceful Lake views. The other 2 Master King Ensuites with Walk in Closets and Private Full Bathrooms. Sitting on almost 1/2 acre on a hill up from the Lake, this AMAZING HOME with so much to love and could be Yours's to ENJOY all year or create a Great Cash Flow for your Retirement. It is only about a 10 minutes drive to LEGOLAND, and aproxamently 30 minutes or so to DISNEY WORLD, UNIVERSAL STUDIOS, SEA WORLD, and OTHER PARKS, and only about 1.5 hours to the BEAUTIFUL FLORIDA BEACHES OR EITHER SIDE OF THE STATE. Come and See this Amazing Home the is Priced to SELL.
Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)
Listing Agent: Russ Yerton (863-602-5944)
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