Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Living Area Square Feet: 2500 to 2999
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Winter Haven - 64 properties found
5457 HOGAN LN, WINTER HAVEN, FL 33884
$589,00027 Days on yellowkey MLS ID: P4938326
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2676 Built: 2013Monthly Fee: $5 Tax: $8,313 (2025)Community: Lake Ashton West Atlee AddSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,313
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 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. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
5365 HOGAN LN, WINTER HAVEN, FL 33884
$599,90035 Days on yellowkey MLS ID: P4938226
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2591 Built: 2007Monthly Fee: $5 Tax: $5,104 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$5,104
Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.
Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)
Listing Agent: Brad Kirwan (863-280-0390)
1280 DENALI DR, WINTER HAVEN, FL 33881
$409,00095 Days on yellowkey MLS ID: G5107453
INCREASED by $10,000 (2.5%) on 04/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 2024Monthly Fee: $92 Tax: $6,203 (2025)Community: Lake Lucerne IiSingle Family
Taxes:$6,203
Elementary School: Bethune Academy
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: One or more photo(s) has been virtually staged. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender may choose one of the following: a 4.5 interest rate or $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender). Welcome to this stunning 3-bedroom, 2.5-bath two-story home located on a quiet cul-de-sac in the desirable Lake Lucerne II community. Built in 2024 and beautifully enhanced with thoughtful upgrades, this home offers the peace of new construction with the added value buyers are looking for. The backyard is truly a showstopper, backing up to conservation land with a serene pond view, creating the perfect setting to enjoy your morning coffee or unwind at the end of the day. Vinyl fencing along the sides and a rear metal fence preserve privacy without obstructing the view. Inside, the home features high ceilings throughout, luxury vinyl flooring (with carpeted stairs and tile in bathrooms and laundry), an open-concept floor plan, and elegant design touches including a detailed foyer wall and a charming electric fireplace in the living room. The upgraded kitchen boasts stone countertops, beautiful cabinetry, stainless steel appliances, a large island with bar seating, and a pantry, making it ideal for both everyday living and entertaining. Downstairs also includes a flex room perfect for a home office or guest space, a half bath, and a 2-car garage. Upstairs, a spacious loft offers endless possibilities, family room, playroom, or potential 4th bedroom. The primary suite is a true retreat, featuring tray ceilings, generous space for a king-sized bed, and an upgraded California Closet–designed walk-in closet offering exceptional storage and organization. The primary bath includes dual sinks and a walk-in shower. Two additional bedrooms, a full bath, and a well-appointed laundry room with sink complete the upper level. Additional upgrades include a whole-home water filtration system, security system, and a hybrid heat-pump water heater that efficiently heats water while cooling the garage. Enjoy resort-style living with no CDD, a community clubhouse, two pools, and a playground. Conveniently located near shopping, golf courses, and with easy access to I-4, you’re perfectly positioned between Orlando and Tampa, sunrise to sunset. This home is move-in ready and truly special. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Luisa Hurtado (646-259-1153)
2664 COUNTRY CLUB RD N, WINTER HAVEN, FL 33881
$525,00071 Days on yellowkey MLS ID: L4959468
0 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2696 Built: 2001 Tax: $6,393 (2025)Community: Poinsettia ParkSingle Family
Taxes:$6,393
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4 bedroom, 3 bathroom pool home featuring a 3-car garage and situated on over half an acre. This expansive property offers a massive driveway, providing exceptional space for a boat, RV, or simply added privacy between neighbors—an increasingly rare find. Step inside to an inviting layout enhanced by luxury vinyl plank flooring and tile throughout. The home features a spacious front sitting room and an open-concept design that seamlessly connects the main living areas. At the heart of the home is the upgraded kitchen, complete with granite countertops, stainless-steel appliances, ample cabinetry, generous counter space, and a large island overlooking the bright and open living room—ideal for gatherings and everyday living. The primary suite offers a peaceful retreat with an ensuite bathroom featuring dual vanities, a garden tub, walk-in shower, and a walk-in closet. French doors from the primary bedroom lead directly to the screened-in patio, creating a private connection to the outdoor oasis. The additional bedrooms are located on the opposite side of the home, equal in size and conveniently positioned near two full guest bathrooms. Step outside to enjoy true Florida living on your large screened-in pavered patio overlooking the inground pool, perfect for entertaining family and friends. The property also includes a storage shed for added convenience. Recent upgrades include interior and exterior paint (2026), a new metal roof (2025), and new pool screens, offering peace of mind and move-in readiness. Located near a variety of restaurants, retailers, and everyday conveniences, this home combines space, privacy, and modern comfort in a highly desirable setting.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: John Hubbert, Jr (863-243-4024)
5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884
$370,09031 Days on yellowkey MLS ID: L4960822
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2587 Built: 2026Monthly Fee: $17Community: VillamarSingle Family
Taxes:$0
Remarks: Under Construction. New construction home with 2587 square feet two-story including 4 bedrooms with loft, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 3 and 4 share a jack-and-Jill bathroom. Plus, enjoy a 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey."
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
238 RUBY LAKE LN, WINTER HAVEN, FL 33884
$759,000191 Days on yellowkey MLS ID: P4936774
1 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2525 Built: 2000Monthly Fee: $71 Tax: $4,817 (2024)Community: Ruby Lake Ph 04Single Family
Taxes:$4,817
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2024
Middle School: Denison Middle
Remarks: Under contract-accepting backup offers. **WONDERFUL PRICE IMPROVEMENT on this lovely lakefront, pool home, nestled in the charming, gated, SE community of Ruby Lake. This beautiful and spacious 4-bedroom, 3-bath provides the perfect blend of elegance and comfort, with views of Ruby Lake from almost every room in the home. Known for being two of the most sought-after lakes for water skiing and fishing, Ruby Lake and Lake Bess are connected by a canal allowing for plenty of space for all water activities. Both feature slalom courses and jump ramps, delivering high excitement and endless entertainment! Perched on gentle elevation, this property boasts breathtaking sunsets and lush scenery, while also offering some of the best views in this quaint and walkable neighborhood. The elegant entryway leads to the formal living and dining area, with spectacular views of the pool and lake. High ceilings throughout the home, enter the open-concept kitchen, breakfast area, and family room that also showcase the incredible views through an abundance of windows. Savor the gentle breezes flowing through open windows and doors at the back of the home, as the calming sounds of the pool waterfall invite you to unwind. The spacious kitchen features plenty of cabinets, solid surface countertops, a generously sized closet pantry, and a welcoming layout, making it easy for everyone to participate in gatherings. The Main Bedroom serves as a private retreat offering the same stunning pool and lake views, featuring high ceilings, two walk-in closets, and a luxurious en-suite bath with a shower, tub, and dual vanities. A true split floor plan featuring spacious and inviting 2nd and 3rd bedrooms, with generously sized closets, wonderful views and a nicely appointed guest bath in between each. The 4th bedroom is currently being used as an office and is conveniently located near the full pool bath allowing privacy for the whole family and guests. The backyard is a true oasis, boasting a screened-in pool, an outdoor kitchen added in 2016, a relaxing sandy beach area, lush gardens, a dock with a boat lift built in 2020, and irrigation conveniently sourced from the lake. The dock also features a cozy sitting area, perfect for enjoying sunsets or catching the Legoland fireworks. Both the front and back yards create a tropical paradise, filled with majestic Palms, Oaks, Crepe Myrtles, and exotic plants that provide a park-like setting, reduce energy costs, and enhance the serene beauty. Park the car, step into the kitchen from the oversized two-car garage and enjoy the convenience of a spacious laundry room with storage just steps away. The large driveway offers plenty of space for family and guest parking. Relax with peace of mind knowing the roof was updated in 2022, new HVAC March 2026, and the hot water heater is newer. Enjoy this wonderful community and its proximity to all things Central Florida to include nearby theme parks, the Winter Haven Chain of Lakes, known as the "Water Ski Capital of the World", local shopping and restaurants and nearby beaches. Come home to this truly delightful and serene retreat—call today to schedule your private showing!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Carmen Padilla (863-968-4233)
236 W LAKE INA DR, WINTER HAVEN, FL 33884
$430,00032 Days on yellowkey MLS ID: O6395853
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2576 Built: 1979 Tax: $4,971 (2025)Community: Eloise Woods Lake Roy Unit Pb 14 Pg 19Single Family
Taxes:$4,971
Remarks: Live the lake life you've been dreaming of in this beautifully maintained 3-bedroom, 2-bath home in Winter Haven! Perfectly positioned for those who love being on the water, this property offers lake access with use of two community docks ideal for boating, fishing, or catching stunning Florida sunsets. Step inside to find a bright, comfortable layout enhanced by new windows that fill the home with natural light. Major updates have already been taken care of, including a newer roof, HVAC system, water heater, new garage door giving buyers peace of mind and true move-in-ready convenience. The easy access to the docks makes it simple to embrace an active, outdoor lifestyle without the high price of direct waterfront. Located just minutes from LEGOLAND Florida Resort, shopping, dining, and entertainment, this home offers the perfect balance of adventure and convenience. Whether you're a boating enthusiast, weekend adventurer, or simply someone who loves being near the water, this property delivers the lifestyle -- not just the home.
Listing is courtesy of: RELENTLESS REAL ESTATE CO. (321-302-0763)
Listing Agent: Scott Loveridge (321-302-0763)
1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$442,50033 Days on yellowkey MLS ID: S5146706
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2536 Built: 2022Monthly Fee: $60 Tax: $739 (2025)Community: Chestnut CrkSingle Family
Taxes:$739
Remarks: Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of the home is a wide-open living area and a huge kitchen featuring a gigantic island, 42-inch upper cabinets, a spacious pantry, and top-of-the-line stainless steel appliances. Whether you are relaxing, hosting, or cooking, the home provides boundless space to move and mingle. High-quality finishes are found throughout, including granite countertops in the bathrooms, luxury vinyl plank flooring in the main areas, and premium carpeting in the bedrooms. This isn't just a home; it’s an investment featuring $30,000 in upgrades available for your review! One of the standout benefits of this property is the incredible energy efficiency. Powered by solar panels plus a solar-powered attic fan, the home’s energy costs are cut in half compared to neighboring homes that have much smaller living areas. The solar panel lease is a manageable $180 a month, which keeps the actual electric bill payable to TECO energy as low as $5 to $20 a month. For added convenience, the home also includes a paid security system and a water softener system paired with reverse osmosis in the kitchen. The outdoor space is just as impressive, featuring a large, private backyard on a quarter-acre lot fully enclosed by a vinyl fence. You can enjoy the Florida weather from the comfort of a huge, screened-in lanai, surrounded by custom pavers that wrap seamlessly around the sides and back of the home. The meticulous landscaping is easily maintained by a full irrigation system. Located in a quiet, peaceful community in Polk County, you are perfectly positioned near Highway 27 for an easy drive to Disney and the Orlando Airport. Best of all, there are no CDD fees and a low HOA of only $725 a year. This home is being sold AS IS and is ready for you to move in. Schedule your showing today!
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Mary Sorrell (765-434-1802)
2984 PLANTATION RD, WINTER HAVEN, FL 33884
$455,00049 Days on yellowkey MLS ID: P4938154
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2520 Built: 1991Monthly Fee: $137 Tax: $3,236 (2025)Community: Cypresswood PlantationsSingle Family
Taxes:$3,236
Remarks: NEW PRICE, JUST REDUCED!!! ON THE GOLF COURSE! CUSTOM BUILT 4 BEDROOM 2.5 BATH POOL HOME IN CYPRESSWOOD GOLF & COUNTRY CLUB'S PLANTATIONS! This beautiful home is on an oversized lot that offers space and privacy with fabulous golf course views & a circular driveway that accommodates ample parking for guests. Step into the foyer that leads to a large, open and bright living area with fireplace and triple sliding glass doors to the lanai. Enjoy the formal dining room with oversized windows & Plantation shutters. The hardwood floors in the main living area are gorgeous. The spacious kitchen with lots of storage has cabinets galore and a long breakfast bar, a dream for busy cooks! Adjacent to the kitchen is a cozy nook for informal dining overlooking the lanai, pool, Jacuzzi & golf course! The expansive primary suite is a true retreat with French doors that open to the lanai and pool area & the en-suite bath is complete with walk-in closets, dual vanities, a jetted bathtub and separate shower. Plenty of room for everyone with the three additional bedrooms, all large rooms with nice closets and privacy for all. The guest room has pool and lanai access through the French doors. Enjoy the golf course views from the screened lanai featuring a sparkling pool & spa. Entertaining is a breeze on the covered lanai with built-ins and TV. This home has been lovingly maintained. New roof in 2020, new hot water heater in 2026, freshly painted interior in 2026, Plantation shutters throughout, utility room with large laundry sink, oversized garage and the whole house generator is included. Cypresswood residents enjoy "the good life" in this golf community that features a 24-hour guarded entrance gate, 18-hole championship golf course, junior Olympic sized community pool, tennis & pickle ball facilities. The clubhouse includes a Pro Shop, bar & restaurant, making it easy to enjoy an active social lifestyle! Biking & walking are relaxing in Cypresswood with Resort style perks in an established & sought-after community that is convenient to shopping, dining, entertainment, medical and in close proximity to LEGOLAND and major highways. Call now to view this exceptional property and make it your own!!
Listing is courtesy of: THE K TEAM REAL ESTATE SERVICES LLC (863-604-1601)
Listing Agent: Cathy Kluytenaar (863-604-6220)
204 INMAN BLVD, WINTER HAVEN, FL 33881
$369,900115 Days on yellowkey MLS ID: L4958414
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 2022Monthly Fee: $49 Tax: $4,974 (2024)Community: Inman GrovesSingle Family
Taxes:$4,974
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: New Price and $2500 Seller Credit!! Relocating to Florida? This pristine 5-bedroom, 3-bath home offers nearly 2,700 square feet of thoughtfully designed living space in the heart of Central Florida, providing the space, flexibility, and value many buyers from northern states and high-cost markets are seeking. Priced at $374,900—approximately $140 per square foot—this home delivers exceptional value compared to similar properties in California and many northern metro areas. The well-planned layout includes five true bedrooms, three full bathrooms, and a versatile flex space that could easily be converted into a sixth bedroom. This additional space makes the home ideal for growing families, multigenerational living, aging parents, young adults living at home, or a private home office or hobby room. A guest suite on the first floor adds even more functionality and convenience. The main living areas feature upgraded tile flooring, while the kitchen is finished with granite countertops and ample workspace for everyday living and entertaining. The home has been meticulously maintained and is in pristine, move-in-ready condition. Outdoors, enjoy added privacy with no rear neighbors, creating a peaceful and open backdrop rarely found in newer communities. Located just 5 minutes from downtown Winter Haven, residents enjoy easy access to historic charm, the Ritz Theatre, Saturday farmers markets, a beautiful public library, and a growing selection of high-end and locally owned dining options. A brand-new Publix grocery store is currently under construction within walking distance, adding everyday convenience and long-term appeal. The community features a very low HOA and no CDD fees, helping keep ownership costs manageable—an important advantage for relocating buyers. Ideally positioned just 5 minutes from Legoland Florida and approximately 30 minutes from Disney, the home offers access to Central Florida attractions while maintaining a comfortable residential setting. With generous square footage, flexible living spaces, privacy, and proximity to downtown amenities, this home is an outstanding opportunity for buyers ready to trade cold winters or high housing costs for a more flexible and comfortable Florida lifestyle.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Veronica Bard (863-670-7526)
3667 PLYMOUTH DR, WINTER HAVEN, FL 33884
$340,000192 Days on yellowkey MLS ID: S5136779
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2562 Built: 2016Monthly Fee: $504 Tax: $2,928 (2025)Community: Traditions Ph 02Single Family
Taxes:$2,928
Remarks: Under contract-accepting backup offers. GOLF CART INCLUDED IN THE SALE OF THE HOME! This spacious single-story home offers over 2,500 square feet of living space. This well-maintained home includes 3 bedrooms, 3 full bathrooms, and a den/flex room that can be used as an office, hobby room, or guest space. The primary suite features an ensuite bathroom with TWO large closets, a walk in shower, tub, dual sinks, and a private water closet. High ceilings throughout the home add to the open feel. The large kitchen provides ample cabinet storage and workspace. Enjoy your enclosed lanai year round. Traditions is a gated 55+ community with a clubhouse, pool, spa, fitness center, tennis and pickleball courts, walking trails, lake access with a dock, and regularly scheduled social activities. HOA fees include: lawn care and trimming of shrubs, mulch, pest and weed control, exterior painting, internet, and cable. Maintenance Free, Stress Free, and Retirement at its Finest. Call today to see this perfect home! Conveniently located near shopping, dining, medical facilities, and major roadways. Easy access to Lakeland, Orlando, and Tampa.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Amy Berland (941-807-0148)
5736 ROYAL HILLS CIR, WINTER HAVEN, FL 33881
$345,000111 Days on yellowkey MLS ID: O6373185
1 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2532 Built: 2013Monthly Fee: $25 Tax: $4,052 (2025)Community: Royal HillsSingle Family
Taxes:$4,052
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Remarks: Under contract-accepting backup offers. MOTIVATED SELLER. PRICE IMPROVEMENT TO $345,000. Beautiful and spacious 3-bedroom, 2.5-bath, two-story home ready for its new owners. BRAND NEW ROOF REPLACED MAY 2025 AND BRAND NEW AC JUST INSTALLED. Seller is offering a credit toward new carpet, giving buyers the opportunity to customize the home to their own style and preferences. This home features a 3-car garage, a versatile first-floor bonus room ideal as a bedroom or office, and an oversized primary suite with an attached flex space perfect for a private office or sitting area. Enjoy generous walk-in closets, a cozy fireplace, and a spacious kitchen with an island, ample cabinetry, and abundant pantry storage. Vinyl flooring flows throughout the main living areas, with a second-floor loft perfect for a playroom, study, or additional lounge space. Step outside to a large fenced backyard with plenty of room to relax or entertain, complete with a screened-in lanai for year-round enjoyment. Mature fruit trees add charm and privacy. Located in a quiet community just 15 minutes from Legoland, under an hour to Walt Disney World, and within easy reach of Tampa, with shopping, dining, and daily conveniences nearby. Ideal as a primary residence, vacation home, or investment opportunity. Don’t miss this move-in ready home with major updates already completed. Schedule your private showing today.
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Diana Rodriguez (407-493-9860)
148 LAKE OTIS RD, WINTER HAVEN, FL 33884
$459,000105 Days on yellowkey MLS ID: L4958667
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2663 Built: 1974Monthly Fee: $100 Tax: $6,141 (2025)Community: LakewoodSingle Family
Taxes:$6,141
Remarks: Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level home offers a perfect blend of modern luxury and comfort. With a spacious layout, a private pool, and an abundance of natural light, this home is designed for both relaxation and entertaining. As you enter, you’ll immediately notice the bright and airy atmosphere created by large windows that allow natural light to flood the home. The home features stunning luxury vinyl plank flooring and a beautiful brick fireplace, adding warmth and character to the space. The kitchen is of good size and boasting sleek countertops, new modern appliances, and ample cabinet space. Enjoy casual meals in the eat-in kitchen or step outside to the screened-in porch, an ideal spot for dining al fresco or simply relaxing while overlooking the expansive backyard and pool. Come add your personal touches and make this house your beautiful home!
Listing Agent: Michelle Armbruster (863-521-6879)
2005 CARNOSTIE RD, WINTER HAVEN, FL 33884
$330,000312 Days on yellowkey MLS ID: TB8400791
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2616 Built: 2022Monthly Fee: $16 Tax: $4,400 (2024)Community: Villamar Ph 3Single Family
Taxes:$4,400
Middle School: Mclaughlin Middle
Remarks: Short Sale. Welcome home to this inviting 5-bedroom, 3-bath family home offering 2,601 sq. ft. of comfortable living on an oversized lot. This move-in ready home is priced to sell fast, and the seller is motivated; don’t wait on this one! Step inside and enjoy the spacious, open-concept layout designed with families in mind. The main floor features a bedroom and office/bonus room, perfect for guests, remote work, or playtime. The family-style kitchen is both beautiful and functional, showcasing granite countertops, upgraded cabinetry, and stainless steel appliances; the perfect space for cooking and connecting. Upstairs, the primary suite offers a comfortable retreat with dual vanities and two walk-in closets, while the loft and three additional bedrooms provide plenty of room for everyone to spread out and enjoy. This home has it all, space, comfort, and convenience, in one of the area’s most desirable communities. Don’t miss your chance to make it yours! The fenced backyard offers privacy for entertaining and is spacious enough for a future pool. A 10-year builder warranty provides added peace of mind. The community residents enjoy a lakeside pool and playground, all conveniently located near US-27 and Thompson Nursery Road. Priced to sell, don’t miss this opportunity!
Listing is courtesy of: ASCENSION REALTY INTERNATIONAL (863-513-0208)
Listing Agent: Sharonda Lawrence (863-513-0208)
1123 CYPRESS PT W, WINTER HAVEN, FL 33884
$1,150,000288 Days on yellowkey MLS ID: P4934938
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2713 Built: 1977Monthly Fee: $29 Tax: $6,114 (2024)Community: Cypress PointSingle Family
Taxes:$6,114
Remarks: ELEGANT POOL HOME ON CHAIN OF LAKES! Paradise awaits you at this fabulous lakefront residence that offers the ultimate in comfort, space and sunset views Thoughtfully designed for lake living and entertaining, the home captures the beauty of Lake Eloise from both, inside and out. This home is situated on .72 acres with fencing, dock, boathouse and on a quiet cul de sac. Inside this spacious residence are 3 bedrooms, 3.5 baths, formal rooms and plenty of relaxed living space. The handsome two-story entry hall features a beautiful staircase and Mexican tile flooring. This foyer is flanked by the formal living room and formal dining room, both showcasing gorgeous wood floors and fabulous millwork of chair railing, crown molding and finish work, all of which continues throughout much of this custom home. The wonderful kitchen boasts beautiful wood cabinets, including pantry-style, a center island w/seating, gorgeous granite counters, stainless appliances, a desk area with bookcase and handy pass-throughs to the casual dining room, family room and the lanai. An impressive family room is perfect space for family and when entertaining guests as it presents meticulous mill work, a warm fireplace, wet bar, durable, attractive Mexican tile flooring, with access to the lanai, spacious pool area and amazing view across Lake Eloise. A lovely guest bedroom is adjacent to the family room and a full bathroom with an attractive tile shower and stone countertop vanity. The second level of the home houses two, spacious master en suites situated on either side of a bonus room that is ideal as den or office. The primary master’s suite has a wonderful view of the lake and an elaborate layout with his and her dressing rooms that include remarkable wardrobes and closet systems; this suite has a luxurious bathroom outfitted with hydro-spa tub, extraordinary walk-in shower with multi-spray heads and bench, plus a lengthy dual sink vanity. The additional upstairs en suite has a large walk-in closet, single sink vanity and a tile walk-in shower. A special room-with-a-view is the library/reading room that is adjacent to the bonus room; the wall of windows gives a panoramic view across the property and lake. The back lanai, patio and pool area is a true highlight that is perfect for relaxation or entertainment. Here, you’ll find an outdoor kitchen, heated pool & spa creating a serene setting for lounging, swimming, or hosting gatherings with friends and family. Outdoor enthusiasts will delight in the lakefront provisions of the fishing dock and boathouse with lift and metal roof; spend the day out fishing and boating or enjoy a sunset cruise throughout the Winter Haven Chain. Don’t miss this exceptional opportunity to embrace a lifestyle of elegance, convenience in your own slice of paradise of Central Florida! Call today for a private tour of the home and property.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Erin Floyd (863-412-2286)
441 ARCHAIC DR, WINTER HAVEN, FL 33880
$694,900230 Days on yellowkey MLS ID: P4936265
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2947 Built: 1998Community: Village Spirit Lake Ph 01Single Family
Taxes:
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Remarks: Discover this spacious & stunning lakefront 4BR, 3BA home where elegant living & breathtaking panoramic views create the perfect Florida lifestyle. This lakeside haven is ~3000 sq ft LA & has upgrades galore including new windows, granite countertops, lots of ceiling fans & engineered hardwood floors throughout with upgraded tile in the wet areas. Enter into a spacious, light-filled foyer facing formal areas with high ceilings. Perfect for gatherings, the formal dining room boasts an ornate mirrored wall & a picturesque arched window with plantation shutters. The living room is complemented with triple-glass sliders leading out to the pool area with serene waterfront scenery, where sparkling lake views become part of your everyday backdrop. The beautifully remodeled gourmet kitchen features tall cabinetry with crown moulding, granite counters & backsplash, modern under lighting, & comes fully equipped with all of the upgraded appliances . A quaint dinette area with a seamless window overlooks the pool & lake with a door conveniently leading to the patio. The cozy yet hosting-ready family room boasts 2 bright & cheery windows with recessed shades, a gasp-worthy lake view, & an 85" TV placed in between that stays with the home. This desirable triple split BR plan offers all generously sized rooms. Because of its close proximity to the formal areas, the 4th BR is ideal as an office with its French doors & plantation shutters. The primary BR includes a sitting area & 2 nice walk-in closets. The primary BA offers a whirlpool tub, tiled walk-in shower, & dual granite vanities. The laundry room offers ample cabinetry, granite counters, a conveniently placed sink & comes complete with W/D. Both guest BAs are remodeled: one with tub/shower combo, the other with a walk-in shower & direct pool access. Outdoors, the large screened pool & patio invite endless relaxation with multiple covered sitting areas, a passthrough window from the kitchen & a mini fridge for convenience. The solar-heated pool with waterfall becomes the centerpiece, framed by serene lake views. Beyond the screen, the backyard transforms into your private retreat: an expansive lawn leading to a sandy beach with protective seawall, a sun deck with pavers & firepit for unforgettable evenings, & a long dock stretching into the lake with a covered section complete with electricity & an overhead fan. Additional features include a double car garage, irrigation system, full-house portable generator with propane tanks, intercom, solar attic fans for energy efficiency, Aquasana water filtration system, Ring security system, & Armor hurricane screens for the entire house. Recent updates include: roof (2024), zoned C/H/A (2020), house repaint (2024), driveway redo (2024), tankless gas water heater (2023), pool cage (2023), pool pump & deck (2024), & new piping for pool solar panels (2023). Whether for close-knit evenings or lively gatherings, this home showcases lakefront living at its finest! Best yet, it's nestled in a gated community w/ an abundance of community amenities including a nice clubhouse, a large swimming pool, tennis, pickleball, basketball, a playground, a boat ramp & a dock onto Spirit Lake. This beauty is located in the heart of Central Florida w/ easy access to the Polk Parkway making it convenient & easy for commuting to Lakeland, Tampa or Orlando! All measurements are approximate.
Listing is courtesy of: JULIE MATTHEWS GROUP LLC (863-528-0037)
Listing Agent: Kennedy Matthews (863-207-4722)
2935 PLANTATION RD, WINTER HAVEN, FL 33884
$598,90040 Days on yellowkey MLS ID: L4959891
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2724 Built: 1983Community: Cypresswood PlantationSingle Family
Remarks: Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800 square feet of spacious living when pool room footage is added. The offering includes a private pool, and a 9x9 pool house complete with a half bath, perfect for guests, poolside entertaining, or an additional flex space. Inside, the home boasts a formal living room and an open-concept family room, dining area, and kitchen, creating a bright and inviting atmosphere ideal for both everyday living and hosting. Also features granite countertops, resurfaced garage, private office, freshly painted interior, paver driveway, and so much more. Enjoy the comfort, privacy, security, and lifestyle that come with living in one of Winter Haven’s premier golf communities.
Listing is courtesy of: LBJ REALTY AND ASSOCIATES LLC (863-206-1552)
Listing Agent: Lovett Johnson (863-206-1552)
4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884
$325,000193 Days on yellowkey MLS ID: S5137072
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2522 Built: 2023Community: Villamar Ph 5Single Family
Remarks: One or more photo(s) has been virtually staged. Short Sale. Welcome home to Villa Mar, a vibrant and growing community in beautiful Winter Haven! Built in 2023 and occupied for just one year, this 5-bedroom, 3-bathroom home offers that “like-new” feel with thoughtful upgrades throughout. As you step inside, you’re greeted by an inviting open-concept layout designed for both comfort and connection. The kitchen shines with stainless steel appliances, an oversized pantry, and cabinets with updated fixtures, all opening to the main living area with NEW laminate flooring—creating a seamless space for gathering and entertaining. A bedroom and full bathroom on the main floor offer ideal flexibility for guests or multi-generational living. Upstairs, you’ll find four additional bedrooms, a loft that’s perfect for a home office or a cozy nook to unwind and recharge, and a conveniently located laundry room. The oversized primary suite features a large walk-in closet and an ensuite bathroom complete with a stand-alone shower, upgraded shower head, and linen closet for added convenience. Step outside to a fully fenced backyard, offering privacy and plenty of space to create your own outdoor retreat—whether that means adding a future pool, garden, or simply enjoying a quiet evening of relaxation. The oversized under-the-stairs storage and two-car garage add even more practicality, while the LOW HOA helps keep ownership easy and affordable. Perfectly situated just off US-27, residents enjoy proximity to dining, shopping, and grocery options, as well as easy access to I-17. Outdoor enthusiasts will love being near the Winter Haven Chain of Lakes, ideal for boating, kayaking, fishing, or simply soaking up the sunshine. Plus, the charming Downtown Winter Haven Historic District is nearby—home to local restaurants, boutiques, and community events like First Fridays, the Wine, Chocolate & Cheese Festival, and so many more! For a weekend of fun with the family and friends, LEGOLAND is only 3.5 miles away! This home beautifully blends modern comfort, functional space, and a convenient location—making it a must-see in the heart of Winter Haven. This is the one you've been waiting on. Schedule a showing today and make it yours!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brianna Perez Montalvo (407-687-3837)
344 ALEXZANDER WAY, WINTER HAVEN, FL 33881
$390,000187 Days on yellowkey MLS ID: P4936876
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2696 Built: 2021Community: Jace LndgSingle Family
Remarks: Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residence provides nearly 2,700 square feet of living space designed for comfort, flexibility, and contemporary living. The open-concept layout features a bright and spacious great room, modern finishes, and a large kitchen with stainless steel appliances, ample cabinetry, and an oversized island perfect for family gatherings and entertaining. The first floor also includes a versatile flex room or optional sixth bedroom and a full bathroom, making it ideal for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a private retreat with a large walk-in closet and an ensuite bath featuring dual vanities and a walk-in shower. Four additional bedrooms and a convenient upstairs laundry room create plenty of space for the whole family. This home is built with durable block construction on both levels and includes smart-home technology with Alexa integration and energy-efficient systems throughout. Outside, enjoy the covered patio and spacious backyard — perfect for relaxing or hosting outdoor get-togethers. Conveniently located just minutes from downtown Winter Haven, Legoland, shopping, dining, and with easy access to I-4, this home combines modern comfort with everyday convenience. Don’t miss your chance to own this move-in-ready home in one of Winter Haven’s most desirable communities.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Andres Ramirez (863-845-3310)
309 FISH HAWK DR, WINTER HAVEN, FL 33884
$355,00068 Days on yellowkey MLS ID: O6383925
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2952 Built: 2006Community: Hart Lake Cove Ph 02Single Family
Remarks: Spacious two-story home offering 5 bedrooms, 2.5 bathrooms, a dedicated office/flex room, and approximately 2,952 heated square feet in a quiet Winter Haven community. The kitchen features granite countertops (2021), a center island, large pantry, abundant cabinetry, and newer stainless-steel appliances, including a WiFi-enabled smart refrigerator. The kitchen opens to a generous living area, creating an ideal layout for everyday living and entertaining. A formal dining room, half bath, and versatile office/flex room (possible 6th bedroom) complete the main level. A storage closet under the stairs plus multiple additional closets provide excellent storage throughout. Upstairs includes all five bedrooms plus a spacious loft overlooking the foyer. The primary suite features vaulted ceilings, a garden tub, separate shower, and ample closet space. Secondary bathroom includes a tub/shower combination. Laundry hookups are conveniently located upstairs for added functionality. Major updates include a NEW roof, NEW A/C units (2022), updated water system, and solar panels (solar to be assumed by buyer). The fully fenced backyard offers a concrete patio, fire pit area, and newly seeded lawn areas. A concrete wall at the rear of the property adds privacy and helps minimize traffic noise. The neighborhood features paved sidewalks, street lighting for evening walks, and two community ponds — including one across the street where fishing is permitted. Conveniently located near schools, lakes, shopping, dining, and major roadways.
Listing is courtesy of: CITARELLI REALTY GROUP LLC (321-607-3586)
Listing Agent: Ambre Leblanc (407-494-8334)
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