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PLANTERS WALK - O6393480 - 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884 Just Added on 04/08/2026 5:55PM
$269,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a private retreat, complete with a dedicated primary bathroom and a large walk-in closet. Practical features include an attached 2-car garage, a separate laundry room, and a combination of carpet and tile flooring throughout.
Listing is courtesy of: ENTERA REALTY LLC
LAKE ASHTON WEST PH 01 - L4960893 - 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 Just Added on 04/08/2026 5:40PM
$579,900 | Single Family Home | 3 beds | 2.0 baths | 3 gar
WAIT !!! DON"T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. This amazing DESIGNER CUSTOM BUILT HOME has everything you are looking for..... From the Beautiful Front Door, and enclosed screened Entrance ... To the exceptional entrance with High Ceilings, and offering Coffered and Tray Ceilings in the Great Room and Master Bedroom. When you enter this amazing HOME, you will be awed by the Beautiful Designer Features that this home offers, that gives it an elegance that you will admire and enjoy for years to come. You will LOVE THE EXPANSIVE WATER VIEW OVER THE LAKE in the Back, that you can see easily from the extended Screened Veranda, LOOKING TOWARDS THE CLUBHOUSE and OVER THE GOLF COURSE... it is simply amazing. A Huge benefit in choosing this home is that "You" are going to save thousands on this property because the CDD DEBT IS COMPLETELY PAID IN FULL! The OPEN FLOOR PLAN sets the stage for seamless living combined with elegance. This HOME IS MOVE-IN READY. Some of the many designer upgrades in this home include: Large 20" Diagonal Tile throughout the home in most rooms with excellent upgraded carpeting in the bedrooms, the Gourmet Kitchen with Stainless Steel Appliances, which is open to the Great Room, has 42" All Wood Cherry Cabinets w/ crown molding "bump up and out cabinets, high end Tile Backsplash ( 2022) New Range (2022) Dishwasher (2023) Newer Refrigerator, Custom Pendant lights over the Kitchen Bar that looks into the GREAT ROOM, and beautiful Granite that completes the designers influence. This floor plan allows easy access to the extended Veranda through the 3 Sliding glass doors which opens from the Great Room into the Large SCREENED Veranda (14 X 34). The View looks over the Golf Course and Lake in the back. The Expanded Den creates a comfortable reading or gathering room for friends and family. The Master Bedroom boasts of a Tray Ceiling and sliders with Silhouette Vertical Blinds that lead to the Expanded Veranda. Throughout the house you will enjoy Designer Ceiling Fans, Window Tinting, Vertical Blinds at the Kitchen and Great Room Sliders, also Designer upgrades in the bathrooms that compliment the Master Bathroom Suite. Other important upgrades are the NEW ROOF in JULY 2025, Newer Water Heater in 2020, and the A/C is only 6 years old. The 2 car + Golf Cart garage adds additional storage that leads into the inside laundry room with a wash tub and Washer and dryer with lots of cabinet space. You will enjoy the Active Lifestyle present in Lake Ashton that sets this community apart from other communities in the Central Florida area. 2 Large Clubhouses, 3 Natural Lakes, 2 Private Golf Courses, Bowing Alley, Movie Theater, Tennis, Pickleball, Basketball court indoor, 2 Pools, 1 indoor and 1 outdoor Pool with Hot Tubs, Sauna, 2 Fitness Centers, Cards, Crafts, Entertainment, Fishing, Boating and close to stores, shopping, and lots or Restaurants. Call today for your private tour and see how much this Active Lifestyle Community will add to your health and enjoyment during these Golden Years.
Listing is courtesy of: ROOST REALTY GROUP LLC
HACKLES ADD - TB8495578 - 508 AVENUE I SE, WINTER HAVEN, FL 33880 Just Added on 04/08/2026 5:37PM
$189,000 | Single Family Home | 3 beds | 2.0 baths
Florida classic with NEW ROOF now available in Winter Haven! This 3/2 is close to everything, and walking distance to the High School. A/C was replaced in 2022, all appliances convey, and home is clean and move-in ready! Home also includes 2 living areas, a large screened porch (carport), a dining area with terrazzo floors, and a huge backyard with shade tree. Better Hurry!
Listing is courtesy of: STORMS REALTY
PEACE CRK RESERVE - O6397178 - 961 HAROLD PASS, WINTER HAVEN, FL 33884 Just Added on 04/08/2026 4:14PM
$265,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
BEAUTIFUL home built in 2025, featuring 3 bedrooms, 2 baths, and an open living area. The kitchen boasts an open and airy design, with a spacious center island perfect for entertaining, complemented by new stainless-steel appliances,and a walk-in pantry. The dining room is perfectly placed near the kitchen, providing the ideal setting for meals and celebrations of any kind. The family room serves as the natural gathering space of the home, perfect for entertaining friends and family or relaxing with a favorite book or movie. The living area, laundry room, and baths texture luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. The owner's suite includes a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. 2-car garage, architectural shingles. Peace Creek Reserve is a Masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. safe small town feel with convenience, the perfect place to raise a family.
Listing is courtesy of: LPT REALTY, LLC
VILLAMAR PH 1 - P4938389 - 416 CORSO LOOP, WINTER HAVEN, FL 33884 Just Added on 04/08/2026 2:07PM
$364,500 | Single Family Home | 5 beds | 3.0 baths | 2 gar
• Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.
Listing is courtesy of: COLDWELL BANKER REALTY
PEACE CREEK RESERVE - S5146407 - 1658 TEAGAN LN, WINTER HAVEN, FL 33884 Just Added on 04/08/2026 12:49PM
$315,990 | Single Family Home | 4 beds | 2.5 baths | 2 gar
One or more photo(s) has been virtually staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story residence offers 4 bedrooms and 2.5 bathrooms, combining comfort and functionality. The open-concept floor plan seamlessly connects the family room, dining area, and kitchen—complete with a central island—creating the perfect space for everyday living and entertaining. Located in the desirable peace creek reserve community, residents enjoy a serene setting surrounded by nature, including a picturesque creek. situated in winter haven—known as the chain of lakes city with over 26 connected lakes—this area offers a variety of shopping, dining, and outdoor activities such as biking and water recreation. Peace creek reserve provides the perfect balance of a peaceful, small-town atmosphere with everyday convenience—an ideal place to call home.
Listing is courtesy of: GLASSTONE GROUP INC
RUBY LAKE PH 01 - P4938379 - 131 RUBY LAKE DR, WINTER HAVEN, FL 33884 Just Added on 04/08/2026 10:09AM
$375,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
One or more photo(s) has been virtually staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest. Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette overlooking the family room. A standout feature is the seamless connection to the outdoor space, with three separate access points to the 33x10 screened-in lanai, from the dinette, formal dining area, and primary suite—creating true indoor-outdoor living. The kitchen has been tastefully updated with brand new granite countertops, new range, and new microwave, along with ample cabinetry, a closet pantry, and breakfast bar. The primary suite is generously sized and opens into an en-suite featuring dual walk-in closets, split vanities, a garden tub, walk-in tile shower, and a private water closet. The split-bedroom floor plan offers privacy, while all bedrooms include walk-in closets. Recent improvements make this one stand out from others in the neighborhood, including brand new carpet throughout, fresh interior paint, and a new water heater, giving buyers peace of mind from day one. Located in the gated Ruby Lake community in Southeast Winter Haven, just minutes from convenient access to shopping, dining, Publix, Walmart, Legoland, and Hwy 27 for an easy commute.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN
HIGHLAND ESTATES - A4689208 - 1501 7TH ST SE, WINTER HAVEN, FL 33880 1 Day on yellowkey SHORT SALE
$389,900 | Single Family Home | 5 beds | 3.0 baths
Short Sale. Welcome Home to this 5 bedroom 3 bath POOL Home on a large corner lot in Winter Haven. Upgrades galore. NEW ROOF, NEW POOL EQUIPMENT, 2 NEW A/C UNITS. The home features luxury vinyl wood flooring throughout. The kitchen has been renovated featuring white wood shaker cabinets, quartz countertops and stainless steel appliances. The bathrooms have been fully renovated as well and feature modern updated finishes. The living room features a large brick fireplace. The large fenced in backyard has a large underground pool just waiting for its new homeowners to spend their afternoons building memories and soaking up the Florida sun. The front of the home features 2 driveways. This home is close to Legoland, Lakes galore and amazing shopping, dining and entertainment.
Listing is courtesy of: ELEVATE REALTY LLC
LAKERIDGE ESTATES - L4960883 - 2037 LAKERIDGE DR, WINTER HAVEN, FL 33881 1 Day on yellowkey
$305,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to Lakeridge Estates—your gateway to carefree lake life living on the beautiful Winter Haven Chain of Lakes! This gated community on Lake Hartridge offers peace of mind, low HOA fees, no CDD, and a lifestyle centered around comfort and convenience. This well-maintained home sits on a exterior lot with no rear neighbors, offering privacy and quiet living. Enjoy the extended driveway, fresh upgraded exterior paint, and beautifully treated and fertilized lawn the moment you arrive. Step inside to high ceilings and a triple split open floorplan that feels bright and spacious. The charming kitchen features stainless steel appliances, USB outlet convenience, and has a front bay window for natural light. The open floorplan has easy access to the screened lanai—perfect for morning coffee or evening relaxation. The home offers luxury carpet, elegant detailing, and excellent natural light throughout. The primary suite is a true retreat with double tray ceilings, his-and-her walk-in closets, dual sinks, a deep garden tub, and a large walk-in shower. Major updates bring peace of mind, including:2024 AC with iFlow system,Roof 2014, In-wall pest control system, Gutters installed, Clean freshly painted garage, Screened in lanai. Enjoy quiet, low-maintenance living in one of Winter Haven’s desirable lakefront communities. Homes here rarely become available—schedule your private showing today and experience the best of Lakeridge Estates living!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1
HARMONY ON LAKE ELOISE PHASE 4 - O6396937 - 3827 POMELO DR, WINTER HAVEN, FL 33881 1 Day on yellowkey
$329,490 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, 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 luxury vinyl plank 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 have 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 Harmony at Lake Eloise, 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. *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
COLLEGE GROVE REP - L4960890 - 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL 33881 1 Day on yellowkey
$350,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Beautiful 3BR/2BA home in desirable College Grove, just off Lake Elbert with its new walking trail. Prime location (with NO HOA) close to downtown Winter Haven, shopping, hospitals, and Polk State College Open floor plan with separate living, dining, and family room featuring cathedral ceilings and a gas fireplace. Updated kitchen with island, breakfast bar, granite countertops, stainless appliances, recessed lighting, and closet pantry. Split bedroom plan for added privacy. Spacious primary suite with walk-in closet, dual sinks, and tub/shower combo. French doors from primary bedroom, living, and family rooms lead to screened lanai with spa and waterfall—perfect for relaxing or entertaining. New Roof 2021. NEW AC 2020. Additional features include luxury vinyl flooring throughout, walk-in closets in all bedrooms, tankless water heater, and irrigation system. Situated on a .30-acre fenced lot with plenty of room for outdoor activities. Schedule your showing today!
Listing is courtesy of: LOCKHART & ASSOCIATES INC
LAKE ASHTON WEST ATLEE ADD - P4938326 - 5457 HOGAN LN, WINTER HAVEN, FL 33884 1 Day on yellowkey
$589,000 | Single Family Home | 4 beds | 2.0 baths | 3 gar
Welcome to 5457 Hogan Lane, Winter Haven, FL, a stunning home with lake views and a SPOOL (8x16) in Lake Ashton, an Exclusive 55 Plus community with Resort Style Amenities & Planned Activities! The CDD Debt has been PAID IN FULL on this home. This Ashton Floor plan home with an oversize garage(30x23) features a double car entry & separate single car entry. It has amazing curb appeal with flower bed retaining walls and additional pavers. This 4 bedroom / 2 Bath home is positioned on an oversized lot with no rear neighbors; this property offers an exceptional level of privacy and space and amazing water views. Designed with a thoughtful layout and a luxurious blend of upgrades, this home is both elegant and highly functional. The gourmet kitchen features SS appliances, Vented range with applique & induction cook top, expansive cabinetry, granite counter tops, under cabinet lighting, single level breakfast bar, recessed lighting for ambiance and accent. It opens seamlessly into a spacious family room with trey ceiling, creating the perfect space for entertaining, while a large formal dining room provides an ideal setting for gatherings and celebrations. Offering an abundance of natural light, this upgraded home features: upgraded Casement Windows, Plantation Shutters, Triple Sliders that stack into a pocket in the LR, Engineered hardwood flooring, front entry with double doors and screened enclosure, an epoxy garage floor, whole house surge protector, whole house water treatment equipment (Culligan), Crown Moulding, 250 gallon Propane tank that services the Spool, newer carpet in 2 bedrooms, utility sink in the laundry/flex room, Magic Chef wine cooler in the flex room, silhouette and slider shades, Rheem Platinum 50 Gallon Heat Pump Electric Water Heater, Roof Replacement (2023), newer garage door openers, LG French Door Refrigerator (2024), complete lanai paver resetting, Home Exterior painted (2024), complete lanai rescreen (2024), resealed all pavers (2024) 2 Pumps and Motor Replacement for the SPOOL ( 2025) and Master Temp 400,000 BTU Gas Heater for Spool (2025). These upgrades enhance the home's upscale architectural appeal. Additional living spaces include an oversized Bedroom 2 and Guest Bath. The laundry/flex room has a generous amount of shelving & counter top space, ideal for crafts & storage needs. The generously sized Primary suite with walk in closets serves as a peaceful retreat with a luxurious En-suite bathroom. The Primary Suite has Engineered Hardwood floors, French Doors that lead to the Outdoor Living area and Trey Ceiling. The Primary Bath features a large soaking tub, His and Her Vanities, Oversized Walk In Shower and separate Water Closet. A cozy eat-in kitchen nook offers the perfect spot for casual meals. The screened lanai with lake view is a true highlight—complete with a SPOOL, perfect for relaxing in the Florida sunshine or unwinding with a sunset view. The oversized lot not only enhances curb appeal but also provides rare privacy in community living. Located in Lake Ashton, residents enjoy a vibrant, resort-style lifestyle with access to a 36-hole private golf course, two community clubhouses, resort-style swimming pools, tennis and pickleball courts, fitness centers, a bowling alley, movie theater, ballroom, craft and game rooms, an on-site Pro Shop and bar, and a calendar full of clubs and social events. The community is golf cart-friendly, making it easy to explore and enjoy everything it has to offer.
Listing is courtesy of: LAKE ASHTON REALTY INC.
TRADITIONS PH 02 - O6396509 - 3863 BEDFORD AVE, WINTER HAVEN, FL 33884 1 Day on yellowkey
$355,000 | Single Family Home | 2 beds | 2.0 baths | 2 gar
As you walk into this beautiful home, you are welcomed by a den/office on the right with double doors, which can easily be used as a third bedroom if desired. Continuing through the home, you’ll find a spacious formal dining room separate from the main living area. As you exit the dining room, the home opens up into a bright open-concept space featuring the living room, kitchen, and a cozy coffee/breakfast area, perfect for everyday living and entertaining. The gourmet kitchen features upgraded Kraft Maid cabinetry, Cambria quartz countertops, newer KitchenAid appliances, and a gas convection range, all overlooking the spacious living room with large windows and sliding glass doors that bring in plenty of natural light. The home offers three sliding glass doors that lead out to a large screened-in lanai, perfect for relaxing and enjoying the Florida lifestyle. The lanai also features an extended screened area with artificial turf. The spacious primary bedroom includes a walk-in California closet system and an en-suite bathroom with dual sinks, comfort-height vanity, separate toilet room, and a walk-in tiled shower. Throughout the home you will find crown molding, imported Italian tile flooring, engineered wood flooring, plantation shutters, and Hunter Douglas remote-control shades. Additional features include a laundry room with washer and dryer, double-pane low-E windows, an AO Smith hybrid water heater, Pelican salt-free water filtration system, gutters, and a stone exterior façade with a brick paver driveway and extended front walkway. The two-car garage features an insulated garage door, garage door opener, overhead storage racks, and a workbench area with pegboard and additional workspace. Located in the desirable Traditions 55+ gated community, residents enjoy resort-style amenities including a clubhouse, heated pool and hot tub, ballroom, craft room, meeting rooms, library, computer room, fitness center, tennis and pickleball courts, dog park, and more. Monthly HOA fees include lawn service, cable TV, internet, and exterior house painting.
Listing is courtesy of: EXP REALTY LLC
RUBY LAKE PH 04 - P4938358 - 220 RUBY LAKE LN, WINTER HAVEN, FL 33884 1 Day on yellowkey
$799,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to this beautifully upgraded lakefront home nestled inside a private gated community, offering 2,705 square feet of thoughtfully designed living space. Perfectly positioned on scenic Lake Ruby, which connects to Lake Bess, this west-facing property delivers breathtaking sunset views that can be enjoyed daily from your own backyard. Inside, the home features a stunning, oversized living room with cathedral ceilings and expansive views of the water—creating a bright, open atmosphere that truly feels like the heart of the home. The home boasts sliding glass doors that fully retract, inviting in cool breezes during the milder months. These sliders have been freshly tinted, along with the bath door, for added privacy and energy efficiency. Step outside to your private oasis where the recently remodeled pool and professionally leveled pavers provide a clean, modern look. The screened-in pool area also features a covered patio—perfect for relaxing or enjoying meals outdoors rain or shine. Additional exterior upgrades include 22 all new windows and screens, a lanai screen roof on the west side upper screens, lanai fans, solar exhaust attic fans, dock lights, dock power, and a boat lift motor with decking at the bow. The entire exterior has been enhanced with fresh flowers, and the north path walkway has been updated alongside the pool lite timer. The lanai also includes a separate 220 volt outlet to accommodate a hot tub.Entertaining is effortless with a convenient pool bathroom, allowing guests to shower or refresh without entering the main home—thanks to the new shower diverter in the master and fully upgraded plumbing, including all faucets (3 bathrooms, kitchen, and garage), toilet innards, and a new guest toilet. A cozy wood burning fireplace adds warmth and charm, while the overall condition of the home reflects true pride of ownership—impeccably maintained and move-in ready. Interior finishes include fresh interior paint, crown molding, electronic door locks on all 3 exterior doors, an electronic garage door lock, in-wall medicine cabinets, kitchen backsplash, pantry can closet, anti-skid tiles & garage floor, regrouted all bath wall tiles, and slider rollers & rebalance. Built-in cabinets in the living room have been removed for a more open feel, and the floor in the TV room has been updated. The home also features new smoke detectors throughout.Electrical upgrades are extensive: new lighting in the halls, bath, and garage, washer & dryer, master closet, dock lights, generator outlet, generator cutoff, additional lanai power, dock power, pool lite timer, and more. The HVAC system has been enhanced with an added garage AC split system, blown insulation, solar exhaust attic fans, and an insulated garage door. The garage offers exceptional versatility with its own AC split unit, insulated garage door, garage door springs, electronic garage door lock, and upgraded LED lighting, making it ideal for a workshop, home gym, or additional functional space. Additional thoughtful touches include all outside hose bibs x4, the main drain “Roto Rootered”, pool fill line. The property features lake-fed irrigation, removed lake grass and lake rocks for a clean, polished waterfront appearance. This home combines luxury, comfort, and functionality in a serene waterfront setting—an exceptional opportunity to enjoy Florida living at its finest. You'll also be able to enjoy the fireworks from LegoLand and Disney is only 30 miles away.
Listing is courtesy of: LA ROSA REALTY PRESTIGE
CASARENA ON THE LAKES - P4938356 - 4 CASARENA CT, WINTER HAVEN, FL 33881 1 Day on yellowkey
$529,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake Cannon, the property delivers stunning water views and a peaceful setting that’s hard to match. Located within a gated, low-maintenance community, this home allows you to enjoy all the perks of ownership without the added upkeep. The community pool and hot tub sits just steps away—offering the feel of a personal pool without the responsibility. Residents also enjoy access to a community dock with first-come, first-served boat slips, making it easy to embrace the lake lifestyle. The property itself features an extended lot, a fenced yard, and a beautiful pergola—perfect for relaxing, entertaining, or enjoying the serene lakefront setting. The garage is equipped with a 2021 split-unit AC system, creating a versatile space ideal for a workshop, gym, or even additional living area. For added peace of mind, the home includes a gas-powered generator that automatically kicks on when needed. Inside, the home is nothing short of impressive—boasting soaring cathedral ceilings, expansive balconies with breathtaking views, and a layout that is both majestic and thoughtfully designed. The primary suite is a true retreat, featuring a private balcony, dual vanities, and a luxurious soaking tub designed for relaxation. Additional office and bonus spaces offers flexibility and can easily be converted into extra bedrooms to fit your needs. Updates include two AC units installed in 2017, along with a durable metal roof added in 2021 and the roof tiles were sealed and coated for an extra long life. Whether you’re looking for a full-time residence, a seasonal getaway, or a place to gather with family and friends, this home delivers a warm, inviting atmosphere with unique architectural character throughout. Enjoy peaceful mornings overlooking the lake, afternoons gardening in your yard, or evenings unwinding on the balcony while taking in the surrounding wildlife. Conveniently located near shopping, grocery stores, and Home Depot, this is more than just a home—it’s a lifestyle. A property like this must be seen in person to truly appreciate the grandeur and exceptional living experience it offers.
EAGLE LANDING PHASE I - L4960889 - 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880 1 Day on yellowkey
$290,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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
OVERLOOK ESTATES - TB8494313 - 215 SANTA ROSA DR, WINTER HAVEN, FL 33884 2 Days on yellowkey
$369,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar
One or more photo(s) has been virtually staged. 215 Santa Rosa Dr 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
VILLAMAR PHASE 7 - O6396753 - 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884 2 Days on yellowkey
$272,990 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. 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.*
LEONARDS SUB - TB8493899 - 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880 2 Days on yellowkey
$250,000 | Single Family Home | 6 beds | 4.0 baths
This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!
Listing is courtesy of: MARZUCCO REAL ESTATE
INWOOD NO 4 PB 9 PGS 35A & 35B - L4960885 - 3396 AVENUE U NW, WINTER HAVEN, FL 33881 2 Days on yellowkey
$289,990 | Single Family Home | 4 beds | 2.0 baths | 1 car
Welcome to a home that checks the boxes and adds a little personality along the way! Located at 3396 Ave U NW in Winter Haven, this beautifully remodeled 4-bedroom, 2-bath residence is move-in ready and waiting for its next chapter. Step inside and you’ll immediately notice the fresh updates throughout—because let’s be honest, no one wants a “project” unless it’s on a vision board. This home features a brand-new roof, HVAC system, and windows, water heater, granite countertops, stainless steel appliances, cabinets + more, giving you peace of mind and energy efficiency from day one. Translation? Less worrying, more living. The layout offers flexibility for a variety of living arrangements, including a separate entrance that opens the door to endless possibilities—whether you’re thinking guest suite, private office, creative studio, or simply a little extra breathing room. You decide how it fits your lifestyle. Outside of the home, the location delivers convenience and entertainment all in one. You’re just minutes from LEGOLAND, perfect for fun-filled weekends or hosting out-of-town guests. Nearby, you’ll find a variety of dining options, shopping centers, and everyday essentials to make life easier. Access to quality healthcare is close by as well, including Winter Haven Hospital, giving added peace of mind when it matters most. Whether you're looking for space to grow, room to host, or simply a place that feels like home the moment you walk in—this one delivers. Schedule your private showing today and come see why this property might just be “the one” you didn’t know you were waiting for.
Listing is courtesy of: OPULENT REALTY INTERNATIONAL
PEACE CREEK RESERVE 50'S - O6396702 - 2102 CHRIS DR, WINTER HAVEN, FL 33884 2 Days on yellowkey
$265,740 | Single Family Home | 4 beds | 2.0 baths | 2 gar
One or more photo(s) has been virtually staged. This new single-story Celeste is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on the opposite side of the home are three secondary bedrooms. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
Listing is courtesy of: LENNAR REALTY
FOREST RIDGE - TB8491651 - 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881 2 Days on yellowkey
$325,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
One or more photo(s) has been virtually staged. Step into comfort, space, and opportunity in this move-in ready 4-bedroom, 2.5-bath home located in the established Forest Ridge community of Winter Haven—with no CDD. From the moment you arrive, the inviting covered front porch and mature landscaping set the tone for what’s inside. The thoughtfully designed layout offers the perfect balance of everyday comfort and flexible living. The main level features an open kitchen and living area, a versatile bonus room near the entry—ideal for a home office, playroom, or creative space—and a convenient half bath for guests. At the center of the home, the open-concept kitchen is built for connection, featuring a center island, black and stainless steel appliances, and seamless flow into the dining and living areas—perfect for entertaining or simply enjoying day-to-day life. Recently upgraded dishwasher and garbage disposal. Durable tile flooring and recently upgraded carpet throughout all the main living spaces and upstairs bedrooms adds a clean, modern feel and abundant natural light creates a bright, welcoming atmosphere. Upstairs, you’ll find all four bedrooms, including a spacious primary suite designed for relaxation, along with two full bathrooms and a conveniently located laundry area equipped with a smart washer and dryer. Each space is designed with comfort and functionality in mind. Step outside to a generously sized backyard ready for your vision—whether it’s a future pool, outdoor kitchen, garden, or play space, the possibilities are endless. Set within the peaceful surroundings of Forest Ridge, you’ll enjoy quiet streets while being just minutes from Highway 27 and a short drive to I-4, giving you easy access to shopping, dining, schools, and everything Central Florida has to offer. This home checks all the boxes—space, flexibility, location, and value. Schedule your private showing today and see the potential for yourself!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA
WAHNETA FARMS - P4938348 - 104 CAVALIER RD, WINTER HAVEN, FL 33880 3 Days on yellowkey
$174,900 | Single Family Home | 3 beds | 1.0 baths
Welcome to 104 CAVALIER ROAD IN WINTER HAVEN!! This 3 Bedroom, 1 Bath offers plenty of Space and is situated on an Overzized FENCED (0.15 Acre) Lot! 21x21 Living Room, Dining Room, Cute Kitchen with little eat in area, Exterior Laundry Room located right off the Kitchen and 2 Huge Storage Bays out back! NO HOA and No Restrictions! Home needs only a small touch of TLC.
Listing is courtesy of: DALTON WADE INC
LAKE DEXTER MOORINGS - O6396319 - 1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884 3 Days on yellowkey
$272,000 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Beautifully maintained and move-in ready 2BR/2BA home in desirable SE Winter Haven, located in Lake Dexter Moorings with low HOA and access to a community pool, private boat ramp, and dock on Lake Dexter. Major updates include a brand new roof installed February 2026 and fresh exterior paint, showcasing true pride of ownership. This well-cared-for home features a split bedroom plan with the primary suite in the rear and guest bedroom in the front. Spacious living/dining room combo flows into a bright kitchen with breakfast nook and ceiling fan. New laminate flooring throughout (tile in entry). Enjoy the large Florida room with sliding door access—perfect for entertaining. The primary suite offers a walk-in closet and en suite bath with a walk-in shower, and skylight. Guest bath is also updated with a skylight. Additional highlights include a fenced backyard, custom tile patio, and a 2-car garage with washer/dryer hookups, utility sink, and screened sliding door. A truly well-maintained home you don’t want to miss!
Listing is courtesy of: SUNSHINE INTERNATIONAL REALTY LLC
TRADITIONS PHASE 1 - B4902225 - 4040 CARTERET, WINTER HAVEN, FL 33884 4 Days on yellowkey
$269,000 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Here is Central Florida's retirement living at its best. Master planned community with most exterior maintenance included for easy living and full resort-like amenities. Well maintained and on-site managed lakefront community clubhouse for and active lifestyle. Very well maintained home priced below others and close to the side entrance gate for easy access. No rear neighbors provides for a more serene atmosphere and the north facing rear screened porch is pleasantly shady and backyard room to be expanded. Move-in ready.
Listing is courtesy of: KLINE REAL ESTATE SERVICES
COUNTRY CLUB TRAILS - P4938335 - 1729 PEBBLE BEACH ST, WINTER HAVEN, FL 33881 4 Days on yellowkey
$299,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Move-in ready and priced to sell, this beautiful 2013-built 3-bedroom, 2-bath home offers 1,865 sq. ft. of comfortable living space and a 2-car garage in a desirable single-entry community. The split floor plan features tile and luxury vinyl plank flooring throughout, a spacious primary suite with walk-in closet, and a well-appointed bath with dual sinks, a garden tub, and separate shower. The kitchen boasts granite countertops, a breakfast bar, and an eat-in dinette. Enjoy the fenced backyard, inside laundry room, ceiling fans throughout, and recent updates including a new roof in 2024, A/C in 2019, and air handler in 2023. Convenient to shopping, schools, and medical facilities.
Listing is courtesy of: REAL ESTATE BROKERS USA, INC.
LAKESIDE LANDINGS PH 01 - L4960838 - 5840 GREY HERON DR, WINTER HAVEN, FL 33881 4 Days on yellowkey
$257,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Discover waterfront serenity at 5840 Gray Heron Drive, a beautifully maintained Winter Haven retreat featuring a roof replaced just two years ago and a luxurious master bathroom fully renovated in June 2025. This home boasts stylish flooring updated in 2018 and offers a private backyard sanctuary with breathtaking views of a large pond, perfectly complemented by community amenities including two sparkling neighborhood pools. Conveniently located near local favorites like Port 27 and the world-class family fun of Legoland Florida Resort, this property combines modern peace of mind with a premier Florida lifestyle.