Location: Winter Haven
Do Not Show Listings
2302 BRASSIE CT, WINTER HAVEN, FL 33884
$269,900202 Days on yellowkey MLS ID: S5138665
0 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1629 Built: 2022Monthly Fee: $17 Tax: $5,679 (2024)Community: Villamar Ph 3Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,679
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2024
Middle School: McLaughlin Academy Of Excellence
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. BEST PRICED IN THE NEIGHBORHOOD! Motivated Seller Offering up to $10,000 in buyers incentives toward rate buy-down! Newer home currently available in Winter Haven. Built in 2022, this move-in ready 3-bedroom home offers modern finishes, open living space, and unbeatable value compared to waiting for new construction. PRICED TO SELL ! Great INVESTMENT opportunity in the desirable community of Winter Haven. Situated for both comfort and convenience with an additional bonus room perfect for an office, playroom, gym, or extra living space. Sliding glass doors off the family living area leads to the backyard, offering indoor-outdoor living. Must see, do not look any further. Freshly painted throughout, kitchen is fully equipped with modern appliances and a functional countertop and updated finishing touches. The laundry room is already equipped. This home sits on a large 5,663 sq ft lot, offering plenty of outdoor space for entertaining and relaxing. Nearby Attractions include , Legoland Florida, the Chain of Lakes, golf courses, and public parks. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. This move in home is ready for the new owners! Skip the construction wait and move in immediately.
Listing is courtesy of: TOP AGENCY REALTY INC (407-592-9211)
Listing Agent: Elena Garcia (407-592-9211)
4048 GIORGIO DR, WINTER HAVEN, FL 33884
$286,090174 Days on yellowkey MLS ID: O6364898
4 Days Off yellowkey (back on 5/28/2026)
INCREASED by $1,000 (0.4%) on 05/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2025Monthly Fee: $17 Tax: $3,147 (2025)Community: Villamar Phase 6Single Family
Taxes:$3,147
Tax Year: 2025
Remarks: This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *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)
1558 DREXEL AVE NE, WINTER HAVEN, FL 33881
$384,00056 Days on yellowkey MLS ID: L4960971
REDUCED by $15,500 (3.9%) on 05/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1957 Tax: $2,598 (2025)Community: Lake Elbert Heights Unit 01 02 RepSingle Family
Taxes:$2,598
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. HUGE $15,000 PRICE DROP! Completely renovated and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida. Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. The stunning kitchen has been completely updated with beautiful soft-close cabinetry, luxurious quartz countertops, stainless steel appliances, and recessed lighting—offering a sleek, contemporary look and exceptional functionality. Luxury vinyl plank flooring runs throughout the home, complemented by fresh interior paint, modern fixtures, and stylish ceiling fans that complete the elegant finish. The primary suite provides a private retreat, while additional bedrooms offer flexibility for family, guests, or a home office. Both bathrooms have been tastefully remodeled with updated tile, vanities, and fixtures. Outside, enjoy your private backyard oasis—fully enclosed with a block wall for enhanced privacy. A sparkling inground pool with paver deck sets the stage for year-round Florida living, whether you’re hosting a gathering or enjoying a quiet evening under the stars. Additional features include a separate exterior laundry/storage room for added convenience. Ideally located near shopping, dining, schools, and major roadways, this home offers easy access to Winter Haven’s famous Chain of Lakes and other nearby Central Florida attractions. Every detail has been updated—move right in and start enjoying the Florida lifestyle today! Schedule your private showing before it’s gone.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
6003 LIVE OAK DR, WINTER HAVEN, FL 33880
$364,99989 Days on yellowkey MLS ID: S5145500
2 Days Off yellowkey (back on 6/9/2026)
REDUCED by $4,000 (1.1%) on 05/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1907 Built: 2006Monthly Fee: $20 Tax: $2,549 (2025)Community: Oak Preserve Ph 02Single Family
Taxes:$2,549
Remarks: Honey, stop the car! This is the one you’ve been waiting for. This beautifully maintained 4-bedroom, 2-bathroom home sits on a spacious 0.45-acre fenced lot, offering the space, privacy, and outdoor lifestyle today’s buyers are searching for. Enjoy the soon-to-be easy access to Avalon and Disney via Sawgrass Rd extension. Step inside and you’re welcomed by a spacious foyer that flows into a cozy sitting area and formal dining room—perfect for gathering with family or entertaining guests. The open-concept kitchen features a charming breakfast nook and overlooks the main living area, creating a warm, connected space where everyone can come together. The private primary suite is a true retreat, complete with dual vanities, a relaxing soaking tub, a walk-in shower, and a large walk-in closet. The split floor plan provides privacy for everyone, while soaring high ceilings throughout the home create a bright and airy feel. Step outside and discover what truly sets this property apart—an outdoor entertainer’s dream. The covered paver lanai opens to a massive fenced backyard with endless possibilities for entertaining, gardening, play, or simply enjoying peaceful Florida evenings. Additional highlights include: New roof installed in 2021 Covered paver lanai perfect for outdoor gatherings Large private backyard with storage shed Two-car garage Interior laundry room Move-in ready condition in a quiet, established neighborhood Homes with this much space, privacy, and charm don’t come around often. Don’t miss your chance—schedule your private showing today before someone else calls it home.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Paul Shearn (407-713-2127)
542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880
$290,00064 Days on yellowkey MLS ID: L4960889
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1292 Built: 2021Monthly Fee: $38 Tax: $3,061 (2025)Community: Eagle Landing Phase ISingle Family
Taxes:$3,061
Remarks: Welcome to the Eagle Landing community in Winter Haven, FL. This well-maintained single-family home is move-in ready and waiting for its new owner(s). The open-floor concept creates a comfortable flow throughout the main living areas, while the split floor plan provides added privacy for the primary bedroom and bath with spacious walk-in closet. The kitchen features stainless steel appliances and granite countertops, offering both style and functionality. Additional conveniences include a laundry room, two car garage and low HOA dues, making this home an affordable and practical choice. Experience the charm of small-town living while enjoying the growth and expansion happening throughout Winter Haven. Conveniently located just minutes from Legoland, shopping, dining, and entertainment, and centrally positioned between Tampa and Orlando for easy travel in either direction. Solar panels will be paid off at closing, providing the new owner with the benefit of low electricity bills. The spacious backyard offers room to relax or entertain.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Carla Miro (786-897-4081)
2352 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881
$314,90093 Days on yellowkey MLS ID: L4960041
1 Days Off yellowkey (back on 5/5/2026)
REDUCED by $2,500 (0.8%) on 04/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 2020Monthly Fee: $23 Tax: $4,127 (2025)Community: Eagle CrestSingle Family
Taxes:$4,127
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Welcome to this beautiful 3-bedroom, 2-bathroom home in the heart of Winter Haven! Featuring a desirable open floor plan, this home offers comfortable living with plenty of space to relax and entertain. The modern kitchen is highlighted by granite countertops, ample cabinetry, large island, and a seamless flow into the main living area, making it perfect for gatherings. Just off the entrance, you’ll find a versatile flex space that can easily serve as a home office, dining room, or playroom to suit your needs. The spacious primary suite is a true retreat, complete with a large bedroom and dual master closets, offering plenty of storage. Two additional bedrooms and a second full bathroom provide comfortable accommodations for family or guests. Step outside from the large sliding doors to enjoy the fenced-in backyard, ideal for pets, outdoor activities, or relaxing evenings. Located in a great neighborhood in the heart of Winter Haven, this home is conveniently close to shopping, restaurants, and local schools, offering both comfort and convenience. Don’t miss the opportunity to make this wonderful home yours!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Bethany Jack (606-584-0518)
5561 TAVERNA LOOP, WINTER HAVEN, FL 33884
$278,99064 Days on yellowkey MLS ID: O6396753
INCREASED by $2,000 (0.7%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2026Monthly Fee: $53 Tax: $2,689 (2025)Community: Villamar Phase 7Single Family
Taxes:$2,689
Remarks: 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.*
4948 KAIA, WINTER HAVEN, FL 33884
$283,900153 Days on yellowkey MLS ID: O6370131
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2025Monthly Fee: $203 Tax: $3,396 (2025)Community: Villamar Phase 6 Pb 203 Pg 7-17 Lot 225Single Family
Taxes:$3,396
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 offer 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.*
4952 KAIA AVE, WINTER HAVEN, FL 33884
$283,900265 Days on yellowkey MLS ID: O6345029
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2025Monthly Fee: $17 Tax: $1,047 (2025)Community: VillamarSingle Family
Taxes:$1,047
4815 KHLOE CT, WINTER HAVEN, FL 33884
$281,9901 Day on yellowkey MLS ID: O6414954
INCREASED by $2,090 (0.7%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2026Monthly Fee: $18 Tax: $3,036 (2025)Community: VillamarSingle Family
Taxes:$3,036
4081 GIORGIO DR, WINTER HAVEN, FL 33884
$285,9001 Day on yellowkey MLS ID: O6414935
961 DREXEL AVE NE, WINTER HAVEN, FL 33881
$305,000106 Days on yellowkey MLS ID: L4959592
REDUCED by $10,000 (3.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1948 Tax: $3,409 (2025)Community: Anna MarSingle Family
Taxes:$3,409
Elementary School: Inwood Elem
Middle School: Westwood Middle
Remarks: ***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Lisa Ford (863-510-3890)
563 HONEY BELL RD, WINTER HAVEN, FL 33880
$305,000Listed 06/09/2026 12:51AM MLS ID: S5151545
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 2022Monthly Fee: $63 Tax: $5,252 (2025)Community: Squires Grove Ph 2Single Family
Taxes:$5,252
Elementary School: Pinewood Elem
Remarks: Welcome to 563 Honey Bell Rd, a home that beautifully blends modern comfort, style, and the relaxed Florida lifestyle. From the moment you arrive, you’ll feel the inviting atmosphere of this well-kept community and the pride of ownership reflected throughout this 4-bedroom, 2-bath residence. Step inside and experience a bright, open floor plan filled with natural light—an uplifting space that instantly feels like home. The heart of the property is its elegant, contemporary kitchen, featuring stainless steel appliances, a spacious island, and generous counter space that makes cooking, gathering, and entertaining effortless. The seamless flow into the living and dining areas creates a warm, connected environment perfect for everyday living and special moments with family and friends. Large windows overlook the backyard, allowing sunlight to pour in and giving the home a fresh, airy feel throughout the day. The primary suite offers a peaceful retreat with a spacious layout and a private bath designed for relaxation. Three additional bedrooms provide versatility for guests, a home office, or a growing household. Every corner of this home feels thoughtfully designed to support comfort, convenience, and a lifestyle that feels elevated. Step outside to a spacious backyard that invites you to unwind, enjoy the Florida breeze, or create the outdoor oasis you’ve always imagined. Whether it’s morning coffee on the porch, weekend barbecues, or quiet evenings under the sky, this outdoor space offers the perfect backdrop for relaxation and connection. Lake view. Located in one of Winter Haven’s most desirable and fast-growing areas, this home offers exceptional convenience for professionals commuting to Orlando, Lakeland, or Davenport. You’re just minutes from shopping, dining, hospitals, scenic lakes, parks, and the excitement of Legoland Florida. Here, you enjoy the rare combination of accessibility, tranquility, and a welcoming neighborhood atmosphere. An added advantage: this property already features a reliable tenant in place, making it an excellent opportunity for investors seeking immediate income in a high-demand rental market. Whether you’re looking for a primary residence or a strong investment asset, 563 Honey Bell Rd delivers value, comfort, and long-term potential. This home is more than a place to live—it’s a space to build memories, find comfort, and enjoy the best of Central Florida living. Move-in ready, beautifully maintained, and perfectly located, it offers an exceptional opportunity for anyone seeking quality, convenience, and a lifestyle that feels truly elevated.
Listing Agent: Braulymar Gonzalez Inojosa (239-672-3217)
276 MEREDITH BLVD, WINTER HAVEN, FL 33881
$329,9901 Day on yellowkey MLS ID: G5113493
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2110 Built: 2025Monthly Fee: $7 Tax: $500 (2025)Community: Willowbrook NorthSingle Family
Taxes:$500
Elementary School: Fred G. Garnier Elem
Remarks: 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 Gray cabinets complemented by sleek quartz counter tops 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)
265 MAJESTIC GARDENS LN, WINTER HAVEN, FL 33880
$310,0001 Day on yellowkey MLS ID: L4962565
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1951 Built: 2006Monthly Fee: $33 Tax: $4,273 (2025)Community: Gardens Ph 01Single Family
Taxes:$4,273
Remarks: Located in a desirable gated community on a oversized corner lot, paved driveway and low HOA fee and convenient access to everything Central Florida has to offer. This spacious and well-maintained home offers flexibility, comfort, and thoughtful upgrades throughout. Step inside to discover a bright and airy floor plan featuring a spacious living room with soaring vaulted ceilings and an open-concept design perfect for both everyday living and entertaining. The kitchen overlooks the main living area, creating a seamless flow, and features solid wood cabinetry, ample counter space, and plenty of storage. The versatile office can easily be converted into a fourth bedroom, providing additional space for family, guests, or a home office. The spacious primary suite is a true retreat, complete with elegant tray ceilings and a luxurious en-suite bathroom featuring dual vanities, a relaxing garden tub, walk-in shower, and a large walk-in closet. Additional highlights include a roof replaced in 2022, two AC units for enhanced comfort and efficiency, a large rear lanai perfect for outdoor relaxation, and a storage shed offering extra space for tools and equipment. Ideally situated in Winter Haven, you'll enjoy easy access to excellent shopping, dining, and entertainment options. Popular destinations include the vibrant downtown Winter Haven district, numerous waterfront restaurants along the Chain of Lakes, and shopping at nearby centers featuring national retailers and local boutiques. Outdoor enthusiasts will appreciate the area's beautiful lakes, parks, boating opportunities, and recreational amenities. Families and visitors alike will enjoy being just a short drive from LEGOLAND Florida Resort, one of Central Florida's premier attractions. Whether you're looking for a growing family home, extra space for remote work, or simply a peaceful gated community lifestyle, this exceptional property offers the perfect combination of location, value, and functionality. Schedule your private showing today!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Andrew Fearn (863-812-1755)
151 1ST ST S, WINTER HAVEN, FL 33880
$258,000Listed 06/08/2026 10:31PM MLS ID: O6413676
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1259 Built: 2024 Tax: $2,032 (2025)Community: Leslie J A SubSingle Family
Taxes:$2,032
Remarks: One or more photo(s) has been virtually staged. NO HOA !!!!! BUILT IN 2023 - Welcome to this beautifully maintained 3-bedroom, 2-bath home built in 2023. Situated at the end of a quiet dead-end street, this property offers a functional layout with an open-concept living area designed for comfortable everyday living and entertaining. The kitchen features granite countertops, a large breakfast bar, ample cabinet space, and a spacious pantry. The primary bedroom features en-suite and living areas are filled with natural light, creating a bright and inviting atmosphere throughout the home. Outside, enjoy a generously sized backyard with banana and mature trees providing shade and privacy, along with a storage shed for additional convenience. The attached one-car garage adds extra storage and parking flexibility. Conveniently located near shopping, dining, schools, major roadways, and the many amenities Winter Haven has to offer, this move-in-ready property presents an excellent opportunity for homeowners and investors alike.
Listing is courtesy of: MILLI REAL ESTATE SERVICES LLC (407-274-6202)
Listing Agent: Milli Collins (407-274-6202)
1787 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$303,900444 Days on yellowkey MLS ID: TB8364733
3 Days Off yellowkey (back on 3/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Taxes:$0
Remarks: Welcome to Peach Crossings, Winter Haven’s newest community! This brand-new three-bedroom, two-bathroom home is designed for both comfort and style. The kitchen is the heart of the home, offering ample counter space—perfect for meal prep and entertaining. It comes fully equipped with Whirlpool stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! Granite countertops and modern cabinetry provide a classic, elegant touch. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy the outdoors year-round with the covered patio, a great spot for dining, relaxing, and taking in the fresh air—made even better by the privacy of having no rear neighbors and a beautiful pond view. This home is packed with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom off the garage offers the perfect drop zone for shoes, bags, and coats, making daily routines easier. Located next to the laundry room, this space helps keep everything organized and clutter-free. Situated in Polk County, Peach Crossings offers a balance of peaceful lake life and easy access to shopping, dining, and major attractions. Families will love the top-rated Polk County schools, and the community features a playground and picnic area for all to enjoy. Don’t miss out on this incredible opportunity—schedule your tour today!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884
$875,00029 Days on yellowkey MLS ID: TB8506932
REDUCED by $24,000 (2.7%) on 06/05/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3799 Built: 1994Monthly Fee: $83 Tax: $5,583 (2025)Community: SkidmoreSingle Family
Taxes:$5,583
Remarks: Winter Haven, FL is known as the Chain of Lakes City, and this home is located in a beautiful gated subdivision (Skidmore) that sits on Lake Eloise. This subdivision has 1/2 acre lots, with lake views on your neighborhood walk as well as mature and expansive trees and friendly neighbors. Across the lake you can see Lego Land fireworks on special occasions. Note: short term (VRBO) rentals are prohibited in this neighborhood. This house is truly move-in ready, due to recent updates and upscale additions. The house is very light, with plantation shutters on all windows and 6 sets of French doors. No carpet. Floor plan is exceptional, and it’s a true one story. Open floor plan. 4 bedrooms or 3 and an office. Ceiling heights and finishes are amazing, including a 14 foot ceiling in the formal living room, dining room and covered lanai, vaulted ceiling in the kitchen and family room, and a coffered ceiling in the game room. Double iron front door. The family room and game room share a dual sided fireplace with beautiful surrounds. The wet bar is strategically placed between the family room, kitchen and game room. The kitchen has Thermador appliances, granite countertops, desk, tall built in book shelf, wine rack, and 3 pantries. The laundry room has a large farmhouse sink, cabinets to the ceiling, granite countertop, and a built in ironing board. The master bedroom is very large, with his and her closets, and hers is large and 3 tiered. The en-suite master bath was updated in 2020 and has a standalone tub with tub filler, a shower with jets, double sinks, vanity and granite countertops. The outside space is equally beautiful, with a 1/2 acre lot, a screened pool, a separate screened patio, several large trees, and a very long privacy hedge. Updates: The flooring in the house was all replaced in 2020. All surfaces were painted in 2020. The game room, fireplace and screened patio were added in 2021. The roof was replaced in 2023 and the house was fully repiped in 2024. The Skidmore neighborhood is very friendly, and it sits on Lake Eloise, across from Lego Land. Enjoy Lego Land fireworks from the front of the house and beautiful sunsets over the pool in the back.
Listing is courtesy of: LISTED SIMPLY (800-995-5879)
Listing Agent: Sinan Zakaria (800-995-5879)
2362 BRASSIE CT, WINTER HAVEN, FL 33884
$273,900109 Days on yellowkey MLS ID: O6384404
REDUCED by $1,000 (0.4%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 2022Monthly Fee: $18 Tax: $5,003 (2025)Community: VillmarSpa: NoSingle Family
Taxes:$5,003
Remarks: One or more photo(s) has been virtually staged. Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Millie Brockmeyer (407-970-9782)
871 REFLECTIONS LOOP E, WINTER HAVEN, FL 33884
$213,000174 Days on yellowkey MLS ID: O6367947
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1264 Built: 2002Monthly Fee: $23 Tax: $543 (2024)Community: Reflections East Ph 02Single Family
Taxes:$543
Remarks: Beautiful opportunity home with 3 bedrooms plus a den easily convertible into another room. The main room with its bathroom. This property is ideal for both investment and housing, located in a very quiet and pleasant area, perfect for those seeking comfort and quality of life. Very close to Legoland The property offers spacious and functional spaces, a large backyard and a comfortable environment that invites you to feel at home from the first moment. It is ideal to live comfortably, enjoy with your family and create new memories in a safe and welcoming environment. In addition, the owner is highly motivated to sell, which makes this property an opportunity that you cannot miss.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Soraya Rios Afanador (407-969-2030)
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