Location: Winter Haven
Keyword(s): Lake Region High
Keyword(s) High School: Lake Region High
Do Not Show Listings
206 DILLON ST, WINTER HAVEN, FL 33880
$215,00018 Days on yellowkey MLS ID: L4962158
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $2,000 (0.9%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1017 Built: 1996 Tax: $1,600 (2025)Community: Jan Phyl VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,600
Elementary School: Pinewood Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Westwood Middle
Remarks: Under contract-accepting backup offers. 3 bedroom, 2 bathroom concrete block home with a 1-car garage situated on a corner lot in the Jan Phyl Village area of Winter Haven with NO HOA. Several major updates were completed in 2021 including the roof, kitchen, flooring, guest bathroom flooring, and hot water heater. The home also features a newer dishwasher and new garage door. The backyard provides a great space for relaxing or entertaining. Conveniently located near Polk Parkway access, shopping, dining, schools, and surrounding Central Florida areas for an easier commute. Located in an established neighborhood with friendly neighbors and just a short distance from Winter Haven’s Chain of Lakes area. A solid option for a primary residence or investment property at an affordable price point.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Aubrie Flint (863-618-6347)
241 GROVE BRANCH RD, WINTER HAVEN, FL 33880
$234,900257 Days on yellowkey MLS ID: L4956146
REDUCED by $5,000 (2.1%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1140 Built: 2009Monthly Fee: $57 Tax: $3,774 (2024)Community: Squires GroveSingle Family
Taxes:$3,774
Tax Year: 2024
Remarks: Charming 3-Bedroom, 2-Bathroom Home – Move-In Ready! Welcome to this well- maintained, single-family home, located in the desirable Squires Grove subdivision in Eagle Lake. Step inside to find brand new commercial-grade, waterproof, laminate flooring throughout. The spacious living room is perfect for relaxing and entertaining, while the kitchen includes a cozy dinette area. Enjoy Florida living at its best with a screened-in back patio, complete with lighting and tile flooring. The patio opens up to your large back yard. This home also includes a two-car garage. BRAND NEW A/C system installed in March 2025, ensuring comfort year-round and a NEW roof coming soon!
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Tony Fridovich (863-698-4267)
423 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880
$319,50027 Days on yellowkey MLS ID: TB8508845
REDUCED by $5,500 (1.7%) on 06/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1941 Built: 2006Monthly Fee: $29 Tax: $2,729 (2025)Community: Gardens Ph 01Spa: NoSingle Family
Taxes:$2,729
Middle School: Denison Middle
Remarks: Welcome to this spacious home Located in the gated community of The Gardens, this spacious 4-bedroom, 2-bath home offers an open layout designed for comfortable living and entertaining. The large primary suite features a tray ceiling, two walk-in closets, dual sinks, a tile shower, and a garden tub. Step outside to enjoy a generous backyard with an outdoor kitchen/BBQ area, above-ground pool, storage shed, and plenty of room to relax or entertain.
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Ray Garza (407-607-9382)
1709 TEAGAN LN, WINTER HAVEN, FL 33884
$250,00021 Days on yellowkey MLS ID: O6409550
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1060 Built: 2024Monthly Fee: $78 Tax: $5,619 (2025)Community: Peace Creek Reserve 40'SSingle Family
Taxes:$5,619
Elementary School: Wahneta Elem
Remarks: One or more photo(s) has been virtually staged. Experience modern Florida living in this recent construction 2024 build, located in the serene Peace Creek Reserve community of Winter Haven. Perfectly suited for a first time homebuyer or anyone looking to transition into a more manageable, contemporary space, this haven offers both style and convenience. The home’s curb appeal is defined by its clean, modern lines and manicured landscaping. Situated on a quiet street, this property provides a retreat from the hustle and bustle. The backyard offers a blank canvas, perfect for weekend gardening or creating your own outdoor sanctuary. Step inside to find an expansive main living area where the kitchen, dining, and family rooms flow together seamlessly. The vaulted ceilings and tile flooring create an airy atmosphere that feels much larger than its footprint. The windows invite natural light to bounce off the walls, enhancing the bright and inviting feel of the home. The modern kitchen is a chef’s delight, featuring a large peninsula with breakfast bar seating, solid surface countertops, and sleek stainless steel appliances. Whether you are hosting a dinner party in the adjacent dining area or keeping an eye on the family while preparing a meal, this open layout ensures you are always part of the conversation. The home features three well appointed bedrooms designed for rest and relaxation. The primary suite offers direct access to the backyard and a spacious walk in closet. It shares a stylishly updated bathroom with the hallway, which features a modern glass enclosed shower with elegant tile work and a spacious vanity. A second bedroom also includes a walk in closet, providing ample storage. For added convenience, the home is equipped with a dedicated laundry closet complete with a stackable washer and dryer, as well as an attached one car garage. Residents of Peace Creek Reserve enjoy premium community amenities, including a sparkling resort style pool and a vibrant playground, along with picnic areas. Beyond the community gates, you are in the heart of the "Chain of Lakes" city. You’ll be just minutes away from world class attractions like LEGOLAND Florida Resort and the Peppa Pig Theme Park. Outdoor enthusiasts will love the proximity to over 26 linked lakes, perfect for boating, fishing, and kayaking. Commuting is a breeze with easy access to highway 27 and I-4, placing you just 30 miles from the magic of Walt Disney World. Experience every detail of this modern turn-key home through the immersive 3D virtual tour, and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Joel Marrero (407-883-1515)
4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880
$309,90076 Days on yellowkey MLS ID: L4960603
REDUCED by $5,000 (1.6%) on 06/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2038 Built: 2007Monthly Fee: $32 Tax: $4,387 (2025)Community: Magnolia PreserveSingle Family
Taxes:$4,387
Elementary School: Eagle Lake Elem
Remarks: Completely renovated and move in-ready Large 4 bedroom, 2 bathroom house awaits your family! On a desirable corner lot, in a quiet neighborhood. New Roof, New Paint, New Flooring all through the house, New Stainless Steel Appliances, New Kitchen Faucet, Like a New Home!! Master Bath has a walk in closet and Garden Tub and Seperate Shower with a Seat. This home offeres a Separate Dining area and a Office or Playroom. Close to the new Polk Parkway extension, so travel to schools, shopping, restaurants and entertainment is super convenient. Great school district and priced to sell quickly. Call today for a showing!
Listing is courtesy of: AVERY PROPERTIES INC. (863-682-1902)
Listing Agent: Anne Greenhow (863-698-4562)
4000 OAK PRESERVE DR, WINTER HAVEN, FL 33880
$309,9004 Days on yellowkey MLS ID: L4962513
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1901 Built: 2006Monthly Fee: $20 Tax: $1,874 (2025)Community: Oak Preserve Ph 01Spa: NoSingle Family
Taxes:$1,874
Remarks: Welcome to this spacious 3-bedroom, 2-bath home with a dedicated office/flex room in the Oak Preserve neighborhood of Winter Haven. Offering a popular split-bedroom floor plan, generously sized rooms, an open-concept layout, and attached two-car garage, this home provides the space and flexibility today's buyers are looking for. The kitchen serves as the heart of the home, featuring abundant cabinet and counter space, two pantries, a breakfast bar, and a large dining nook with room for a full-sized table and chairs. The kitchen flows seamlessly into the living room and formal dining area, creating an ideal setup for entertaining guests, hosting holidays, or simply enjoying everyday life. The private primary suite offers a spacious retreat with a large walk-in closet and an ensuite bath featuring dual sinks, a soaking tub, and a separate shower. Two additional bedrooms and a generously sized office/den provide plenty of room for family, guests, remote work, hobbies, or a playroom. Outside, the fenced backyard offers privacy and space to enjoy the Florida lifestyle. A standout feature of the property is the detached 10' x 20' workshop complete with electricity and its own mini-split air conditioning system. Whether you need a workshop, home gym, studio, storage space, or a place to pursue your hobbies, this versatile building provides endless functionality. The home has been well maintained, and the sellers plan to install a new roof prior to closing, providing added value and peace of mind for the future owner. The yard is ready for a fresh landscaping vision, creating an opportunity to personalize the outdoor space and enhance the home's curb appeal. Conveniently located near shopping, dining, medical facilities, schools, and major roadways, this Winter Haven home combines a functional floor plan, flexible living spaces, a fenced yard, detached workshop, and an excellent location. If you've been searching for a move-in ready home with space to spread out and room to make it your own, this property deserves a closer look.
Listing Agent: Lindsey Haubner (863-640-1181)
335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884
$484,9005 Days on yellowkey MLS ID: L4962358
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2406 Built: 1999Monthly Fee: $71 Tax: $3,154 (2025)Community: Ruby Lake Ph 02Spa: NoSingle Family
Taxes:$3,154
Elementary School: Chain O Lakes Elem
Remarks: Located in one of SE Winter Haven's most desirable gated communities, this meticulously maintained 4-bedroom, 3-bath pool home offers the perfect blend of elegance, comfort, and Florida outdoor living. Showcasing a desirable triple-split floor plan and numerous updates, including a new roof in 2022 and a new water heater in 2026, this move-in-ready residence is designed to accommodate both everyday living and entertaining with ease. Stepping through the front door, you'll immediately appreciate the soaring ceilings, elegant crown molding, and luxury vinyl flooring that flows seamlessly throughout the entire home. The thoughtfully designed layout offers both formal and casual living spaces, providing a warm and inviting atmosphere. The formal living room features stacking sliding glass doors that open to the lanai and pool, creating seamless indoor-outdoor living, while the adjacent formal dining room provides an elegant setting for gatherings and special occasions. At the heart of the home, the spacious kitchen has been beautifully updated with professionally painted maple wood cabinetry, granite countertops, stainless appliances, a breakfast bar, and a double-door closet pantry offering exceptional storage. The adjoining family room creates a comfortable space to relax and enjoy time with family and friends. The primary suite is a true retreat, featuring pool access, two walk-in closets, and a spacious en-suite bathroom with dual vanities, a soaking tub, and a separate walk-in shower. The home's triple-split layout provides excellent privacy, with two guest bedrooms sharing a full bathroom while the fourth bedroom is tucked away at the rear of the home behind a pocket door alongside the third bathroom, creating an ideal guest suite, in-law space, or home office. The third bathroom also serves as a pool bath. All guest bedrooms are generously sized, and one bedroom features sliding barn doors and a custom-made Lego wall. The interior laundry room adds convenience with built-in cabinetry and a hanging rack. Spend sunny Florida afternoons relaxing in the screen-enclosed swimming pool, lounging on the expansive pool deck, or enjoying shade beneath the covered lanai. The vinyl-fenced backyard offers exceptional privacy with no rear neighbors, creating a peaceful setting for entertaining, pets, or simply enjoying the outdoors. An irrigation well helps keep the landscaping lush while reducing monthly water expenses. Additional features include a generator connection with transfer switch (2024), new toilets (2023), rain gutters, garage work/storage station, extended driveway for additional parking, and more. Residents of Ruby Lake enjoy the security of a gated entrance along with a warm, neighborly atmosphere. Spend peaceful afternoons birdwatching by the scenic community pond, enjoy leisurely bike rides through the neighborhood, or connect with neighbors during an evening stroll along the quiet streets. Conveniently located in Winter Haven with easy access to Legoland FL, downtown restaurants, farmers markets, arts festivals, shopping and a vibrant nightlife scene. Centrally positioned between Tampa and Orlando, this location also provides convenient access to major airports, world-famous attractions, and beautiful Gulf and Atlantic Coast beaches. Combining quality craftsmanship, exceptional privacy, and a desirable location, this beautifully maintained pool home offers an outstanding opportunity to enjoy the very best of Florida living.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Deanna Stone (863-412-2080)
1533 MAJESTIC LN, WINTER HAVEN, FL 33880
$250,00096 Days on yellowkey MLS ID: L4960031
REDUCED by $15,000 (5.7%) on 06/05/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1957 Built: 2023Monthly Fee: $38 Tax: $4,059 (2025)Community: Eagle Lndg Ph IiSingle Family
Taxes:$4,059
Remarks: **PRICE IMPROVEMENT** Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Cheryl Brewer (863-224-0045)
996 SUMMER GLEN DR, WINTER HAVEN, FL 33880
$314,9006 Days on yellowkey MLS ID: O6412843
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 2019Monthly Fee: $25 Tax: $3,961 (2025)Community: Coventry Cove Ph IlSpa: NoSingle Family
Taxes:$3,961
Elementary School: Lake Shipp Elem
Remarks: Come and see this move-in ready four-bedroom, two-bathroom home in the lovely Coventry Cove neighborhood. This home features a spacious open floor plan that seamlessly connects the living spaces for a highly functional and airy feel. The updated kitchen boasts beautiful granite countertops and stainless steel appliances, keeping the chef of the family engaged with the rest of the home. A well-appointed bathroom includes the convenience of a double vanity. Step outside to enjoy a private, fully fenced-in backyard that serves as a perfect space for outdoor entertaining or relaxing. Ideally located in Winter Haven, this home offers easy access to excellent shopping, dining, and vibrant local attractions. Schedule your private showing today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
2415 BRASSIE CT, WINTER HAVEN, FL 33884
$289,00057 Days on yellowkey MLS ID: P4938435
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1629 Built: 2022Monthly Fee: $18 Tax: $2,101 (2025)Community: Villamar Ph 3Spa: NoSingle Family
Taxes:$2,101
Remarks: Like-new 2022-built home on a desirable corner lot in the heart of 33884, located in a community loaded with amenities! This beautifully maintained 3-bedroom, 2-bath home offers modern living with an open, functional layout and split floorplan. A standout feature is the upgraded enclosed patio/all-seasons room, complete with windows and screens—perfect for relaxing year-round, entertaining guests, or enjoying Florida living without the bugs. The home shows like new and offers peace of mind with newer construction, while the community amenities add incredible value and lifestyle appeal. Conveniently located near shopping, dining, and everything Winter Haven has to offer. Move-in ready and priced to sell—don’t miss this one!
Listing Agent: Katherine Montana - De Jesus (863-508-3000)
3732 GIORGIO DR, WINTER HAVEN, FL 33884
$260,00049 Days on yellowkey MLS ID: S5147116
REDUCED by $10,500 (3.9%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1713 Built: 2024Monthly Fee: $15 Tax: $6,432 (2025)Community: Villamar Ph 6 & Ph 6DSingle Family
Taxes:$6,432
Remarks: Short Sale. Welcome to this beautiful Winter Haven home! Villamar This property offers a spacious layout, abundant natural light, and comfortable living areas ideal for everyday living and entertaining. The backyard provides great outdoor potential. Conveniently located near shopping, dining, schools, and major highways. Short Sale opportunity — perfect for buyers looking for value and investment potential.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Yoja Mirabal (407-543-7789)
2729 GLADIOLA RD, WINTER HAVEN, FL 33884
$255,990139 Days on yellowkey MLS ID: O6376046
1 Days Off yellowkey (back on 6/5/2026)
INCREASED by $1,000 (0.4%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2025Monthly Fee: $164 Tax: $1,773 (2025)Community: Harmony On Lake Eloise Phase 4Townhouse
Taxes:$1,773
Elementary School: John Snively Elem
Remarks: Under Construction. The Glen is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This all-concrete block construction home is sure to please, with 1,673 square feet, 3 bedrooms and 2 and a half bathrooms. Step inside to discover sleek, contemporary design elements complemented by high-end finishes throughout. The open concept living area is ideal for both relaxation and entertainment, featuring a kitchen equipped with stainless-steel appliances, granite countertops, and ample cabinet space. Enjoy seamless indoor-outdoor living with a covered rear lanai, perfect for dining or simply soaking in the sunshine. Upstairs, the primary bedroom serves as a tranquil retreat, complete with a lavish ensuite bath featuring dual sinks and a separate walk-in shower. Two additional bedrooms offer flexibility for guests, home offices, or hobbies, while a convenient laundry room adds practicality to daily life. Experience the ultimate convenience with smart home technology integrated throughout, allowing you to control lighting, temperature, security, and more with ease. With energy-efficient features and modern amenities, this townhome provides a sophisticated urban lifestyle in a desirable location. Contact us today and find your home at Harmony at Lake Eloise. *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)
1826 WALLACE MANOR LN, WINTER HAVEN, FL 33880
$264,9006 Days on yellowkey MLS ID: O6412836
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1265 Built: 2019Monthly Fee: $42 Tax: $4,146 (2025)Community: Central PointeSingle Family
Taxes:$4,146
Remarks: Come and make this move-in ready three-bedroom, two-bathroom home your own in Central Pointe! The interior features two spacious living areas with vaulted ceilings and plenty of natural light, creating an airy atmosphere. The main living areas flow seamlessly with the kitchen and dining area, perfect for everyday living and entertaining. The primary bedroom offers ample storage space with a large walk-in closet and beautifully updated ensuite with large soaking tub and walk-in shower. Step outside to enjoy the privacy of a fully fenced-in backyard that overlooks serene waterfront views. Conveniently located near shopping, restaurants, schools, and medical facilities, this home also provides quick access to major highways for an easy commute to Tampa or Orlando. Schedule your private showing today!
6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$299,4906 Days on yellowkey MLS ID: O6413726
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Remarks: Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$289,4906 Days on yellowkey MLS ID: O6413722
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Remarks: Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
509 CLAYTON CIR, WINTER HAVEN, FL 33880
$305,000104 Days on yellowkey MLS ID: O6385911
1 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1974 Tax: $2,876 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$2,876
Remarks: One or more photo(s) has been virtually staged. Pending accepting backup offers. NO HOA!!! 20 MINUTES AWAY FROM LEGOLAND!!! NEW FLOORING INSTALLED IN FEBRUARY 2026!!!! NEW ROOF INSTALLED IN 2022!!! This 3-bedroom, 2-bathroom home offers the perfect combination of comfort, functionality, and location. The property features a screened-in back porch overlooking a private, fully fenced backyard — ideal for relaxing or entertaining. Enjoy your own private pool with both shallow and deep areas, perfect for family fun or hosting guests. The backyard also includes an area of synthetic grass and a basketball hoop, creating a versatile outdoor space for all ages. A standout feature of this home is the spacious storage shed, thoughtfully divided into two areas. One half is fully set up as an office, complete with a wooden desk, chair, wall-mounted whiteboard, and air conditioning — perfect for working from home. The other half offers additional storage space. The home was extensively updated, with a new roof installed in 2022, along with renovations completed the same year. The flooring was replaced in February 2026, giving the home a fresh, modern feel. High-quality, newer appliances add both style and functionality to the kitchen. Conveniently located just 20 minutes from LEGOLAND Florida Resort and about one hour from Tampa and the beautiful beaches of Florida’s west coast. You’re also just minutes away from Publix, McDonald's, restaurants, and everyday conveniences. The seller is highly motivated and welcomes offers — don’t miss this opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Julia Ferreira (352-298-7325)
111 SUNSET DR E, WINTER HAVEN, FL 33881
$200,000105 Days on yellowkey MLS ID: P4937961
REDUCED by $15,000 (7.0%) on 06/04/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 2078 Built: 1964 Tax: $1,193 (2025)Community: Chris Brown Cemetery ReplatSingle Family
Taxes:$1,193
Elementary School: Jewett School of the Arts
Remarks: PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized, offering a built-in closets. This home is a great candidate to be transformed into your ideal living space or added to your rental portfolio. Property is being sold As-Is. All buyers MUST view the home in person before submitting an offer. Opportunities like this don't last long, schedule your showing today before it's gone! ** FURNISHINGS, WASHER, DRYER, OR REFRIGERATOR DOES NOT CONVEY WITH THE SALE OF HOME.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Twanna Dewdney (863-207-1634)
2540 14TH ST SE, WINTER HAVEN, FL 33884
$369,90014 Days on yellowkey MLS ID: O6411362
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1753 Built: 1956 Tax: $3,789 (2025)Community: South Roy ShoresSingle Family
Taxes:$3,789
Remarks: Turnkey Airbnb opportunity in the heart of Winter Haven! This fully furnished 4-bedroom, 2-bath pool home is perfect for short-term rental income, multi-generational living, or your next investment property. Featuring a flexible multi-generational layout and a suite with its own entrance, the home includes a private in-law suite, creating the ideal setup for guests or extended family. Recent updates include a new roof installed in 2023 for added peace of mind. Inside, you'll find bright and spacious living areas, a functional kitchen with ample cabinet and counter space, and comfortable bedrooms designed for relaxing stays. Outside, enjoy a fully fenced backyard with a private in-ground pool, plenty of room to entertain, and space to unwind. The large driveway and oversized 2-car carport provide ample parking for guests, boats, or multiple vehicles. With no HOA and the property being sold fully furnished, this move-in-ready home offers incredible flexibility as a primary residence, vacation getaway, or income-producing Airbnb. Conveniently located near shopping, dining, schools, and area attractions.
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
3425 COVE CT E, WINTER HAVEN, FL 33880
$255,00026 Days on yellowkey MLS ID: O6408206
2 Days Off yellowkey (back on 6/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1109 Built: 1991Monthly Fee: $14 Tax: $2,851 (2025)Community: Queens CoveSpa: NoSingle Family
Taxes:$2,851
Remarks: Under contract-accepting backup offers. ***UNDER CONTRACT ACCEPTING BACK UP OFFERS*** Tucked away on a oversized lot on a quiet cul-de-sac in Winter Haven, this BEAUTIFULLY RENOVATED POOL HOME offers the perfect blend of comfort, style, and outdoor living at an incredible value. Featuring 3 spacious bedrooms, 2 bathrooms, and walk-in closets, this home was thoughtfully designed for both everyday living and entertaining. Step inside and fall in love with the STUNNING RENOVATED MODERN KITCHEN and OPEN-CONCEPT FLOORPLAN, creating a bright and inviting atmosphere throughout the main living areas. The seamless flow between the kitchen, dining, and living spaces makes this home ideal for hosting family and friends. Outside, your PRIVATE BACKYARD OASIS awaits with a 16’ x 32’ pool, screened porch, expansive patio, and beautifully designed outdoor entertaining space overlooking a peaceful setting with no rear neighbors. The FULLY FENCED BACKYARD provides added privacy and security, perfect for pets, family gatherings, or simply relaxing in tranquility. Located in a quiet and desirable community, this home is one of the best-priced pool homes in the area. Sellers are offering a credit for pool repair, creating an incredible opportunity for the next owner. Whether you are looking for your first home, a vacation retreat, or the perfect place to entertain, this move-in-ready gem checks all the boxes and comes with a LOW ANNUAL HOA. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Caroline Vansevenant (407-946-5675)
303 DILLON ST, WINTER HAVEN, FL 33880
$275,00061 Days on yellowkey MLS ID: TB8496082
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1464 Built: 1975 Tax: $3,612 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$3,612
Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath residence ideally situated in the heart of Winter Haven, just minutes from downtown and surrounded by the area’s picturesque lakes. This move-in ready home has been thoughtfully upgraded throughout, offering stylish vinyl flooring, refreshed bathrooms, modern light fixtures, and a beautifully renovated kitchen featuring granite countertops, updated cabinetry, a trendy backsplash, and stainless steel appliances. The inviting living room is anchored by a cozy fireplace, creating the perfect space to relax or entertain. Step outside to your private, fully fenced backyard complete with a fire pit—ideal for enjoying Florida evenings with family and friends. Additional highlights include a spacious two-car garage with laundry area, a convenient enclosed storage space, and a newer roof (2022) for added peace of mind. With no HOA and a prime location close to shopping, dining, and everything downtown Winter Haven has to offer, this home truly combines comfort, style, and convenience. Don’t miss your chance to make it yours!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Robert Johnson (813-364-2250)
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