Location: Winter Haven
Do Not Show Listings
260 GREENFIELD RD, WINTER HAVEN, FL 33884
$393,00064 Days on yellowkey MLS ID: P4937787
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1947 Built: 1978Monthly Fee: $152 Tax: $5,885 (2025)Community: Cypresswood Greenfield VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,885
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family pool home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle.Tucked away on the golf course with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando International Airport, and the gulf-side beaches of Tampa/St. Pete! Schedule your private showing today, and don't miss the opportunity to make this incredible home yours. AGENTS, please see remarks.
Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)
Listing Agent: Kayly Malinas, Pa (863-258-1426)
688 AUGUSTA RD, WINTER HAVEN, FL 33884
$337,00049 Days on yellowkey MLS ID: P4937966
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1586 Built: 1980Monthly Fee: $137 Tax: $3,636 (2025)Community: Cypresswood Fairway Patio HomesSingle Family
Taxes:$3,636
Remarks: Welcome to this meticulously maintained 3-bedroom, 2-bath pool home located in the highly sought-after 24-hour guard-gated Cypresswood Golf and Country Club community of Winter Haven. Thoughtfully designed with a desirable split-bedroom floorplan, this residence offers both privacy and functionality for everyday living and entertaining. Plus, seller is currently in the process of installing a NEW ROOF! Step inside to find beautiful hardwood and tile flooring throughout, creating a warm yet low-maintenance living environment. The spacious primary suite serves as a private retreat, complete with direct access to the screen-enclosed pool deck — perfect for enjoying your morning coffee or an evening swim under the stars. The heart of the home flows seamlessly into a dedicated dining area, with an exciting bonus room just beyond featuring a fun wet bar — ideal for hosting gatherings, game nights, or creating your own lounge space. Two additional bedrooms are situated on the opposite side of the home, providing comfort and privacy for family or guests. Outdoors, the screened pool deck offers the perfect space for relaxing or entertaining year-round. The garage includes a dedicated workshop area, making it ideal for hobbyists, DIY enthusiasts, or extra storage needs. Beyond the home itself, residents enjoy an exceptional lifestyle within this premier community, featuring a championship 18-hole golf course, community pool, fitness center, clubhouse, on-site restaurant, and pro shop. Exciting new amenities are on the way, including lighted tennis courts, pickleball, and basketball courts — offering something for everyone. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando and Tampa International Airports, and the gulf-side beaches of Tampa/St. Pete! This is more than just a home — it’s a lifestyle. Schedule your private showing today!
2336 W CANNON TER NW, WINTER HAVEN, FL 33881
$729,00092 Days on yellowkey MLS ID: L4958323
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1856 Built: 1995 Tax: $6,634 (2025)Community: West Cannon TerraceSingle Family
Taxes:$6,634
Elementary School: None
High School: None
Middle School: None
Remarks: HUGE PRICE DROP! Completely renovated home with new pool on Cannon Lake! Welcome to your dream lakeside retreat on a sprawling lot with 120 feet of pristine lakefront on Lake Cannon. This completely renovated three-bedroom, two-bathroom home boasts an open floor plan with high ceilings and a desirable split-bedroom layout. The stunning kitchen features granite countertops, a counter-height breakfast bar, and brand-new Samsung bespoke appliances, including an induction stove, perfect for culinary enthusiasts. The expansive primary suite offers a luxurious en suite bath with a large shower equipped with multiple showerheads, including a rain showerhead, and sliding glass doors that lead to an impressive outdoor entertaining space. The screened-in patio, perfect for hosting gatherings, overlooks the brand-new saltwater, heated pool and spa, completed in 2025, creating an idyllic setting for relaxation and fun. Additionally, the home features a new roof and new windows, ensuring peace of mind for years to come. Enjoy unobstructed views of the lake from your large outdoor area, ideal for summer barbecues or evening stargazing. Conveniently located near shopping, restaurants, and entertainment, this home truly offers the best of lakeside living on the chain of lakes.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
1864 EMILY DR, WINTER HAVEN, FL 33884
$297,000154 Days on yellowkey MLS ID: TB8447490
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1836 Built: 2005Monthly Fee: $25 Tax: $3,788 (2024)Community: Emily EstatesSingle Family
Taxes:$3,788
Tax Year: 2024
Remarks: Come to see this move-in-ready, 4-bedroom 2-bath home located in the Beautiful Community of Emily Estates!! Featuring shiny new stainless steel appliances, fresh interior and exterior paint, and brand new plumbing fixtures, this home feels like it was just built! You will love everything about this house, but especially its light and bright floorplan, showering sunlight on the wide open living areas, a kitchen with plenty of cabinet and counter space, and a breakfast bar, ceramic tile throughout for easy maintenance, a beautiful backyard with tons of room to run and play or relax and soak up some sun. Located in a great neighborhood close to shopping, dining, and right down the road from Legoland!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Octavia Cheveresan (727-403-8948)
2800 SUNSET DR NW, WINTER HAVEN, FL 33881
$349,000300 Days on yellowkey MLS ID: P4935252
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1536 Built: 1972 Tax: $1,432 (2024)Community: Idylwild HeightsSingle Family
Taxes:$1,432
Elementary School: Walter Caldwell Elem
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. This 3 bedroom, 2 bathroom home is located in Idylwild Heights a charming residential subdivision nestled in Winter Haven, Florida. Winter Haven is a picturesque city celebrated for its chain of lakes and friendly community atmosphere. Known for its welcoming ambiance and established neighborhood feel, Idylwild Heights offers residents an appealing blend of suburban tranquility and convenient urban access.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Lucy Martinez (863-521-4156)
4749 MAGNOLIA PRESERVE AVE, WINTER HAVEN, FL 33880
$299,90022 Days on yellowkey MLS ID: O6393069
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 2015Monthly Fee: $32 Tax: $2,273 (2025)Community: Magnolia Preserve Phase TwoSingle Family
Taxes:$2,273
Elementary School: Eagle Lake Elem
High School: Lake Region High
Remarks: Under contract-accepting backup offers. Beautiful 4-bedroom, 2-bath home in Magnolia Preserve with an open-concept layout, high ceilings, and a large backyard overlooking a pond with a fountain. The spacious great room features wood-look flooring, recessed lighting, and a ceiling fan, while the kitchen offers a large breakfast bar, ample cabinetry, stainless steel appliances, and generous counter space. The primary suite includes a walk-in closet and an en-suite bath with dual sinks, garden tub, and separate shower. Enjoy the covered rear patio, interior laundry room, and 2-car garage. Move-in ready and conveniently located near shopping, dining, and major roadways.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jeremy Harper, Pa (863-288-0886)
638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884
$244,90030 Days on yellowkey MLS ID: O6390069
REDUCED by $5,000 (2.0%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1989Monthly Fee: $35 Tax: $3,649 (2025)Community: Lake Dexter Woods Ph 02Single Family
Taxes:$3,649
Elementary School: Chain O Lakes Elem
Remarks: This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
205 WESTWOOD AVE, WINTER HAVEN, FL 33880
$210,00033 Days on yellowkey MLS ID: TB8485945
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 806 Built: 2021 Tax: $2,703 (2025)Community: Brysons R H SubSingle Family
Taxes:$2,703
Elementary School: Frank E. Brigham Academy
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Charming 2-bedroom, 1.5-bath home located in Winter Haven presenting a great opportunity for first-time home buyers or investors. This property features a functional layout with comfortable living spaces and a practical design suited for everyday living. The home sits on a generously sized lot, providing plenty of outdoor space for entertaining, gardening, or future improvements. Conveniently located near local schools, shopping, dining, and major roadways, this property provides both accessibility and convenience. With strong potential as a starter home, rental property, or investment opportunity, this home is a great option for buyers looking to enter the market or expand their portfolio in the growing Winter Haven area.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Jay Patel (863-399-5820)
6036 NAVONA WAY, WINTER HAVEN, FL 33884
$304,999202 Days on yellowkey MLS ID: TB8431493
1 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2039 Built: 2025Monthly Fee: $18 Tax: $8,495 (2025)Community: Villa MarSingle Family
Taxes:$8,495
Elementary School: Pinewood Elem
Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Contact or make an appointment for more details on interest rates. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
5480 SAN PIETRO DR, WINTER HAVEN, FL 33884
$378,120246 Days on yellowkey MLS ID: TB8416862
58 Days Off yellowkey (back on 3/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2292 Built: 2025Monthly Fee: $18 Tax: $2,768 (2025)Community: Villa MarSingle Family
Taxes:$2,768
Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Meet the Esperanza, a single-story, multi-generational home designed for modern living with flexibility and comfort. This 4-bedroom, 3-bathroom, 2-car garage home features a separate multi-gen suite with its own bathroom and kitchenette, ideal for extended family or guests. The spacious layout offers distinct areas for gathering and relaxing, including an open-concept living and dining space paired with a thoughtfully designed kitchen featuring quartz countertops, stainless steel appliances, and smart home technology for everyday convenience. With smart design and stylish touches throughout, the Esperanza balances independence and togetherness, providing room to grow—together. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
3324 FOX RIDGE DR, WINTER HAVEN, FL 33884
$275,00021 Days on yellowkey MLS ID: TB8490277
1 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1422 Built: 1985 Tax: $3,619 (2025)Community: Fox Ridge Ph 01Single Family
Taxes:$3,619
Remarks: Under contract-accepting backup offers. Nestled within the peaceful community of Fox Ridge, this exquisite 3-bedroom, 2-bathroom home serves as a sanctuary for those in search of tranquility combined with modern amenities. As you step inside, you'll be greeted by bright, fresh interiors enhanced by newly installed luxury vinyl plank flooring throughout the main living areas. The kitchen, a chef's delight, features stainless steel appliances, sleek white cabinets, and elegant granite countertops. The generous primary suite includes dual closets and a convenient ensuite bathroom for added comfort. An expansive sunroom beckons you to unwind throughout the year, while the private, fenced-in backyard is ideal for gatherings or enjoying a peaceful afternoon. This home also features a new ROOF, a new HVAC system, a two-car garage, and updated lighting and fixtures throughout, ensuring it's move-in ready. Don’t miss the chance to explore this charming retreat today!
Listing is courtesy of: URBAN CORE REALTY (813-418-0207)
Listing Agent: Monica Dudas (813-418-0207)
1546 JESSICA BLVD, WINTER HAVEN, FL 33884
$275,490181 Days on yellowkey MLS ID: O6353135
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Monthly Fee: $14 Tax: $32 (2024)Community: Peace Creek Reserve 40'SSingle Family
Taxes:$32
Elementary School: Wahneta Elem
Remarks: One or more photo(s) has been virtually staged. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. 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 (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
4057 GIORGIO DR, WINTER HAVEN, FL 33884
$317,99061 Days on yellowkey MLS ID: O6382512
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2305 Built: 2026Monthly Fee: $18 Tax: $3,148 (2025)Community: Villamar Phase 6 And Phase 6DSingle Family
Taxes:$3,148
Middle School: Mclaughlin Middle
Remarks: Under Construction. his BEATIFUL ELSTON II Model home has 4 bedrooms, 2.5 baths & a 2-car garage-2305 SqFt. NEWLY UPGRADED! Large 2-STORY open floor plan with spacious great room & kitchen to entertain & enjoy the company of your guests. All bedrooms & laundry located on the 2nd floor. 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 from your smart phone, or through the smart panel interface. Your Smart Home comes with Alarm app, Kwikset Smart Front Lock, IQ Panel, Video Doorbell, Z-Wave Thermostat, and a DEAKO Smart 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)
5535 TAVERNA LOOP, WINTER HAVEN, FL 33884
$284,49077 Days on yellowkey MLS ID: O6377623
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2026Monthly Fee: $53 Tax: $2,689 (2025)Community: Villamar Phase 7Single Family
Taxes:$2,689
Remarks: Under Construction. Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, 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 has flexibility for various lifestyles. The primary suite 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. Like all homes in Villamar, the Harper 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. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. Contact us today and find your home at Villamar. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
5147 MAGNOLIA PRESERVE BLVD, WINTER HAVEN, FL 33880
$269,90090 Days on yellowkey MLS ID: TB8462440
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1460 Built: 2019Monthly Fee: $32 Tax: $868 (2025)Community: Magnolia Preserve Ph 4Single Family
Taxes:$868
Remarks: This move-in-ready 3-bedroom, 2-bath home features fresh interior paint, new carpet, and new LVP flooring throughout. The large living room showcases vaulted ceilings, creating an open and airy feel, while the kitchen offers a convenient breakfast bar. Step outside to enjoy a private yard with a patio—perfect for relaxing or entertaining.
Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)
Listing Agent: Rob Jones (844-448-0749)
238 RUBY LAKE LN, WINTER HAVEN, FL 33884
$759,000172 Days on yellowkey MLS ID: P4936774
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
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)
240 MEREDITH BLVD, WINTER HAVEN, FL 33881
$329,99013 Days on yellowkey MLS ID: G5110519
0 Days Off yellowkey (back on 4/2/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2110 Built: 2025Monthly Fee: $6 Tax: $500 (2025)Community: Willowbrook NorthSingle Family
Taxes:$500
Elementary School: Fred G. Garnier Elem
Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning Dream Finders Poinciana floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2,110 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous white cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
1645 NANTUCKET WAY, WINTER HAVEN, FL 33884
$338,90013 Days on yellowkey MLS ID: TB8493547
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Taxes:$0
Remarks: Welcome to the Summit model in Peach Crossings, a beautiful brand-new home featuring four bedrooms and two bathrooms with an inviting open-concept design. This home boasts high ceilings, enhancing the spacious and airy feel throughout. The master retreat is a true sanctuary, offering a generously sized bedroom that connects to a luxurious en-suite bathroom with a dual sink vanity for added convenience and a step-in shower for a spa-like experience. The kitchen is designed for both function and style, featuring exceptional counter space and brand-new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A spacious hall closet provides extra storage, keeping everything organized. The family room is the perfect space for cozy movie nights, with ample room for a large sectional and entertainment setup. Whether it’s a movie marathon or a casual night in, this space is designed for relaxation, laughter, and quality time with loved ones. Step outside to the lanai, with no rear neighbors, an ideal spot for enjoying warm Florida evenings with family and friends. The home also features professional front yard landscaping, adding to its curb appeal. This home is Located in the heart of Polk County, Peach Crossings offers the best of lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, and the community features a playground and picnic area for added enjoyment. With all upgrades included, this home is move-in ready! Schedule your showing today!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
236 W LAKE INA DR, WINTER HAVEN, FL 33884
$430,00013 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)
3832 TRADITIONS BLVD N, WINTER HAVEN, FL 33884
$250,00013 Days on yellowkey MLS ID: TB8490822
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2006Monthly Fee: $504 Tax: $1,304 (2025)Community: Traditions Ph 01 Plat Book 131 Pgs 47 Thru 54 LotSingle Family
Taxes:$1,304
Remarks: One or more photo(s) has been virtually staged. Freshly painted in Oct 2025, this well-maintained home in Traditions offers a split floor plan, water views, and a spacious primary suite with dual closets and a private bath. Enjoy a screened lanai, open living areas, and a well-equipped kitchen. Community amenities include a clubhouse, pool, fitness center, and lake access. Conveniently located near Winter Haven with easy access to Lakeland, Tampa, and Orlando. HOA includes lawn care and exterior painting.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Bridget Franklin (813-424-9043)
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