Location: Winter Haven, 33881
Do Not Show Listings
6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881
$136,90017 Days on yellowkey MLS ID: S5146696
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1985Monthly Fee: $46 Tax: $147 (2025)Community: Lake N Golf EstatesManufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$147
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms, 2 bathrooms with a spacious and functional layout, including a Florida room, formal dining room, breakfast nook and a dedicated laundry/storage room, providing plenty of flexibility for everyday living and entertaining. Updated HVAC system (2024) & automated thermostat. Additional exterior features include awnings for added shade and energy efficiency, along with a spacious carport for convenient covered parking. Sprinkler well. The home is situated within an established, beautifully maintained community known for its welcoming atmosphere and convenient access to nearby shopping, dining, medical facilities, and major roadways. Residents of Lake N Golf Estates enjoy fantastic amenities including a clubhouse, heated pool, spa, shuffleboard courts and community boat slip access, perfect for taking full advantage of the scenic lakefront setting. With OWNED land, low maintenance living, this community offers both comfort and peace of mind. Whether you're looking for a seasonal retreat or a fulltime residence, this is a wonderful opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and experience all that Lake N Golf Estates has to offer!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
28 CASARENA CT, WINTER HAVEN, FL 33881
$195,00022 Days on yellowkey MLS ID: S5146381
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2045 Built: 1989Monthly Fee: $26 Tax: $3,928 (2025)Community: Casarena On LakesTownhouse
Taxes:$3,928
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
Remarks: Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
218 TOWHEE RD, WINTER HAVEN, FL 33881
$425,00029 Days on yellowkey MLS ID: O6390928
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2000 Built: 2004Monthly Fee: $42 Tax: $4,579 (2025)Community: Hamilton West Phase OneSingle Family
Taxes:$4,579
Elementary School: Frank E. Brigham Academy
Middle School: Denison Middle
Remarks: Under contract-accepting backup offers. Discover Florida living at its finest in this beautifully maintained single-story pool home located in the desirable Hamilton West community of Winter Haven. Situated on an impressive ¼-acre lot with no rear neighbors, this property offers both privacy and space with approximately 2,000 heated square feet designed for comfortable living and effortless entertaining. This 4-bedroom, 2-bathroom home has been meticulously cared for and thoughtfully updated. Major improvements include a new roof installed in 2020 and HVAC replaced in 2017, giving buyers peace of mind. Inside, the home was freshly painted in 2022 and enhanced with numerous tasteful upgrades including taller baseboards, updated lighting, doorknobs, faucets, showerheads, towel bars, and toilet paper holders. Additional updates include a new garbage disposal (2022), new cabinet and mirror in the guest bathroom, a new ceiling fan in one of the bedrooms, and a wine cooler added to the dry bar area—perfect for entertaining guests. Step outside and experience a backyard designed for making memories. The sparkling pool is enclosed with brand-new screening (2023) and complemented by a fully installed outdoor kitchen (2023) that creates the ultimate space for weekend cookouts and gatherings. Paver sidewalks and portions of the backyard were added in 2023, enhancing both style and functionality, while a white privacy fence installed in 2022 neatly conceals the garbage cans and pool equipment. The interior features honeycomb shades and curtains throughout, with room-darkening shades in the bedrooms for added comfort and relaxation. The lush landscaping has been lovingly expanded by the homeowners with additional foliage and fruit-bearing trees including key lime, lime, lemon, and banana, bringing a touch of Florida’s natural beauty right to your backyard. With its spacious lot, private setting, inviting pool area, and extensive updates, this home is ideal for relaxing evenings, lively gatherings, and enjoying the Florida lifestyle year-round. Located near parks and outdoor recreation, it’s a place where family and friends will always want to visit.
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Greg Staker (407-589-1600)
1417 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881
$270,00036 Days on yellowkey MLS ID: TB8484616
2 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1597 Built: 2019Monthly Fee: $30 Tax: $4,072 (2025)Community: Lucerne ParkSingle Family
Taxes:$4,072
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Boone Middle
Remarks: Built in 2019 and thoughtfully designed for modern living, this well-maintained 4-bedroom, 2-bath residence offers nearly 1,600 square feet of comfortable living space in the established community of Lucerne Park. The single-story layout features an open floor plan that seamlessly connects the living and dining areas, creating an inviting setting for both everyday living and entertaining. Ceramic tile flooring anchors the main living spaces, while the kitchen is equipped with stone countertops, ample cabinetry, and a full appliance package including a built-in oven, range, refrigerator, dishwasher, and disposal. The private primary suite provides a quiet retreat with a spacious walk-in closet and an en-suite bath, while three additional bedrooms offer flexibility for guests, a home office, or hobbies. Additional highlights include central air and heat, a dedicated laundry area, window treatments, and a two-car attached garage. Set on a 0.16-acre homesite with paved streets and sidewalks, the property also features a welcoming front porch and contemporary Florida-style architecture with durable block and stucco construction. Residents of Lucerne Park enjoy deed-restricted community living with golf carts permitted, sidewalks throughout the neighborhood, and convenient access to nearby schools, parks, and everyday amenities. With a low HOA of approximately $30 per month and located in Flood Zone X, this home presents a compelling opportunity for those seeking a newer construction home in Polk County.
Listing is courtesy of: ENGEL & VOLKERS SOUTH TAMPA (813-448-2876)
Listing Agent: Desiree Swanz (813-727-1336)
1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$199,90022 Days on yellowkey MLS ID: L4960484
Bed: 4 Bath: 1.5 Liv Area Sq Ft: 1104 Built: 1972 Tax: $3,182 (2025)Community: Carefree CoveSingle Family
Taxes:$3,182
Remarks: Short Sale. Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Garrett Robinson (863-838-5210)
3015 AVENUE I NW, WINTER HAVEN, FL 33881
$179,900349 Days on yellowkey MLS ID: O6304872
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1050 Built: 1959 Tax: $1,951 (2024)Community: Westwood SubSingle Family
Taxes:$1,951
Tax Year: 2024
Remarks: Charming and well-maintained 3 bedroom home located at 3015 Avenue I NW in a quiet, established Winter Haven neighborhood, freshly painted inside and out and ideal for first-time buyers or investors. The home features a bright, open layout with durable flooring throughout, a spacious kitchen with ample cabinet space, an updated roof, central AC, a covered carport, mature landscaping, no HOA, and a large backyard perfect for entertaining, gardening, or future expansion. The septic tank was inspected in December 2025 and is in normal working condition. Living in Winter Haven offers an exceptional lifestyle thanks to its renowned Chain of Lakes, including Lake Howard, Lake Cannon, and Lake Shipp, where residents enjoy boating, fishing, kayaking, and scenic sunsets, along with nearby attractions such as LEGOLAND Florida Resort, parks, and walking trails. The location is highly convenient, with easy access to US-17, US-92, the Polk Parkway (SR-570), and I-4, allowing for a smooth commute to Lakeland in approximately 20–25 minutes and to Orlando in about 45–55 minutes, depending on traffic. A standout advantage is proximity to Lakeland International Airport (LAL), a growing and less congested airport offering easy parking, quick check-in, and expanding domestic flights to major U.S. cities, as well as direct service to Puerto Rico, making travel for work, family, or leisure significantly more convenient. This property perfectly combines comfort, location, connectivity, and lifestyle value in the heart of Central Florida, making it an excellent option for buyers seeking quality and convenience.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Omar Rodriguez (321-442-2001)
3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881
$479,900148 Days on yellowkey MLS ID: P4936971
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2023 Built: 2014Monthly Fee: $17 Tax: $4,603 (2024)Community: Island LakesSingle Family
Taxes:$4,603
Remarks: 2023 Roof, 2022 POOL! Welcome to this pristine, beautifully maintained home in the quiet and highly desirable Island Lakes community—where there’s no through traffic and peaceful living comes naturally. This property features a newer roof put on in 2023, a newer in-ground pool put in 2022, and a large backyard shed, offering the perfect blend of comfort, storage, and outdoor enjoyment. Step outside and you’ll fall in love with the vinyl-planked dock that gives you direct access to the Chain of Lakes, making it ideal for boating, fishing, and sunset cruises. Whether you prefer relaxing in the screened-in outdoor area or lounging by the sparkling pool, this home is designed for anyone who loves outdoor living. Inside, the home is in immaculate condition. It offers three bedrooms, including a spacious master suite complete with a walk-in tub for easy washing and added convenience. Every room feels well cared for, move-in ready, and prepared for its next owner to enjoy. This stunning property truly has it all—comfort, water access, serenity, and style. It’s ready and waiting for the next buyer who wants to fully embrace lakeside living.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Keith St. Onge (863-651-1397)
6304 RED HERRING DR, WINTER HAVEN, FL 33881
$250,00019 Days on yellowkey MLS ID: O6394150
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 2016Monthly Fee: $174 Tax: $5,633 (2025)Community: Lakeside Landings Ph 01Single Family
Taxes:$5,633
Remarks: LOCATION, LOCATION, LOCATION! ONLY MINUTES FROM ATTRACTIONS. THIS HARWICH FLOOR PLAN IS GREAT FOR ENTERTAINING WITH IT'S OPEN FLOOR PLAN. HOME IS WELL EQUIPED WITH SIDE BY SIDE FRIDGE, GLASS TOP RANGE, DISHWAHER, WASHER, DRYER, NEW 2026 ROOF AND MUCH MORE. MASTER SUITE IS VERY SPACIOUS AND MASTER BATH WITH STAND UP SHOWER AND DOUBLE VANITY. LAKESIDE LANDINGS IS A BEAUTIFUL COMMUNITY WITH A LOT OF GREEN SPACE, A NATURE TRAIL AND PARK AT LAKE CONINE, 2 POOLS (FREEFORM AND LAP), LARGE COVERED LANAI AREA WITH SEATING AND RESTROOMS, AND PLAYGROUND. STOP BY AND TAKE A LOOK AT LAKESIDE LANDINGS COMMUNITY.
Listing is courtesy of: KELLER WILLIAMS REALTY PREMIER (305-595-2844)
Listing Agent: Aileen Garciga (786-286-9372)
1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$420,00043 Days on yellowkey MLS ID: L4959736
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1912 Built: 2022Monthly Fee: $63 Tax: $3,339 (2025)Community: Chestnut CreekSingle Family
Taxes:$3,339
Remarks: Welcome to 1097 Sandpiper Loop, a beautifully maintained home situated in an intimate community of fewer than 90 residences. Conveniently positioned just off Country Club Road in Winter Haven, this property offers the best of both worlds—quick access to downtown amenities while enjoying the comfort of spacious quarter-acre lots that provide added breathing room. As you enter, you’re welcomed by attractive luxury vinyl flooring that runs throughout the main living spaces, creating a cohesive and low-maintenance design. The kitchen is thoughtfully designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and a generous walk-in pantry. It flows seamlessly into a flexible dining area that can easily adapt to formal gatherings or casual meals. In addition to the main living areas, the home includes a versatile flex room—perfect for a home office, study, playroom, or additional lounge space. The primary suite offers ample space and comfort, paired with a well-appointed bathroom designed with quality finishes and a relaxing atmosphere. Step outside to enjoy the extended covered and screened patio, providing a peaceful outdoor retreat overlooking a fully enclosed backyard. Numerous upgrades throughout the home enhance both functionality and overall appeal. Don’t miss your chance to own this thoughtfully designed home in a desirable Winter Haven location. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881
$300,000131 Days on yellowkey MLS ID: TB8453876
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1962 Tax: $4,496 (2024)Community: North Lake Elbert HeightsSingle Family
Taxes:$4,496
Elementary School: Elbert Elem
Remarks: Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to 29 Golfview Circle NE, a beautifully modernized Winter Haven property offering a rare combination of charm, flexibility, and income-producing potential. The main residence features 3 bedrooms and 2 baths with an open, inviting layout that includes spacious living and dining areas, stainless steel appliances, and a comfortable primary suite with a walk-in closet. Enjoy outdoor living from the covered front porch, the screened back patio, and the fully fenced yard. Additional updates— including a 2021 roof and numerous interior improvements—add peace of mind and long-term value. What truly sets this property apart is the detached 1BR/1BA guest house, completed in 2022 and designed as an ideal in-law suite or rental unit. This private space features polished concrete floors, a sleek updated kitchen, a modern bathroom with a large walk-in shower, an oversized closet with washer/dryer hookups, stainless steel appliances, its own fenced yard, and dedicated parking. Together, both structures offer approximately 2,228 sq. ft. of combined living space and 2,573 sq. ft. total under roof. Located on a corner lot directly across from Polk State College, this home delivers outstanding convenience with exceptional versatility—perfect for multigenerational living, additional income, or both. Opportunities like this are hard to find. Come see everything this remarkable property has to offer!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Chris Sakamoto (904-200-7535)
6636 WESTCHESTER DR NE, WINTER HAVEN, FL 33881
$225,00049 Days on yellowkey MLS ID: L4959620
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2190 Built: 2005Monthly Fee: $46 Tax: $1,339 (2025)Community: Lake N Golf Estates Add A Rep Tr BManufactured Home
Taxes:$1,339
Remarks: Welcome home to Lake N Golf Estates, a well loved 55+, no pet community situated on the sparkling shores of Lake Henry in sunny Winter Haven, FL! This beautifully maintained 2005 residence offers 2 bedrooms, 2 bathrooms, plus a dedicated office, and boasts an impressive 2,190 square feet of living space — making it the largest home in the community. Major updates provide peace of mind, including a brand new roof, HVAC system, and carport (2025). Inside, you’ll find a newly redone kitchen that serves as the heart of the home, along with a spacious and functional layout designed for both everyday comfort and entertaining. A brand new washer and dryer are also included. Additional features include an irrigation system to keep the landscaping lush and green, and the home is being sold partially furnished — making your move even easier. Located in a land-owned community with low HOA dues, residents enjoy a relaxed lifestyle in a prime Winter Haven location near shopping, dining, medical facilities, and more. This exceptional home combines size, updates, and value — a rare opportunity in Lake N Golf Estates!
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Laura Villardi (317-402-6277)
3050 CRUMP RD, WINTER HAVEN, FL 33881
$789,90071 Days on yellowkey MLS ID: L4959091
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2397 Built: 1982 Tax: $10,845 (2025)Community: Magnolia ShoresSingle Family
Taxes:$10,845
Remarks: Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Central Florida is known for. Situated on approximately 1.08 acres along Lake Hamilton, this residence combines a thoughtfully updated main home with a private guest studio, outdoor living, and boating amenities. The main home features three bedrooms and two bathrooms with an open and functional layout. A bonus room with built in entertainment cabinetry and surround sound opens through double sliding doors to the pool deck, creating seamless indoor-outdoor living. The living room showcases beautiful wood beams, a wood burning brick fireplace, and triple sliding glass doors overlooking the pool and lake. Tile flooring runs throughout the main living areas, with wood flooring in the bedrooms. The kitchen is designed for everyday living and entertaining, featuring granite countertops, updated cabinetry with pullouts, a large island, built in desk space, wine refrigerator, stainless steel appliances, and a built-in oven/microwave combination. A separate guest studio apartment adds flexibility, complete with a kitchenette and triple sliding glass doors leading directly to the pool area. This space is ideal for guests, extended household needs, or flexible use. Outdoor features include a screened pool with new heater and an 8-foot depth, a spa that conveys, and a gas fireplace on the patio with underground piping in place (propane tank has been removed, but can easily be replaced by the new homeowner). The pool screen was recently replaced. The property includes a private boat dock and lift, allowing easy access to Lake Hamilton and nearby lakefront restaurants by water. Additional highlights include fruit trees in the front yard, RV parking for up to 31 feet with additional storage space, and a metal roof. Practical upgrades and systems include a new air conditioning system installed July 2024 with annual maintenance, water softener, well for irrigation, public water for the home, an inside laundry room, and a 2-car garage. The hot water heater was installed in 2011. Septic service was last completed June 2023. Solar panels are leased at $381.75 per month, with an average Duke Energy bill of approximately $30 per month. Televisions in the main living areas convey, excluding bedrooms. This lakefront retreat offers privacy, functionality, and a connection to the water, all set along beautiful winding roads in a peaceful Winter Haven setting.
Listing is courtesy of: ENGEL & VOELKERS LAKELAND (863-412-6633)
Listing Agent: Lisa Matheny (863-412-6633)
241 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$280,000125 Days on yellowkey MLS ID: S5139974
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1725 Built: 2020Monthly Fee: $17 Tax: $6,605 (2024)Community: Lucerne Park ReserveSingle Family
Taxes:$6,605
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: Welcome home! This cheerful 3-bedroom, 2-bath beauty is just four years young and sits in the sought-after community of Lucerne Park Reserve. Step inside and you’ll be greeted by bright open spaces and plenty of space for the whole family. The island kitchen is ready for real everyday living with stainless steel appliances and a roomy pantry that keeps everything in its place. The primary suite offers a comfortable retreat with a walk-in closet and a comfortable walk-in shower featuring a dual-sink vanity. With its split floor plan, you’ll also enjoy two additional bedrooms, a second full bath, and the convenience of an indoor laundry room. Out back, the covered porch gives you a relaxing spot to unwind and soak up that famous Florida sunshine. You’ll be less than 10 minutes from Highway 27 and only about 20 minutes from Legoland—making everyday errands and weekend fun easy. This is a solid home in a community people love. Schedule your showing today—you don’t want to let this one slip by.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Luis Colon, Jr (407-748-2765)
2007 40TH ST NW, WINTER HAVEN, FL 33881
$275,000445 Days on yellowkey MLS ID: S5119269
0 Days Off yellowkey (back on 3/28/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 3304 Built: 1957 Tax: $4,257 (2024)Community: Not In SubdivisionSingle Family
Taxes:$4,257
Remarks: Under contract-accepting backup offers. HUGE PRICE REDUCTION FOR YOU! MULTI-FAMILY SPECIAL! THIS WILL NOT LAST. 8 BEDROOMS AND 6 BATHS. 1 BLOCK SINGLE FAMILY HOME, 2/1 2 MOVIL HOMES 2/2 AND 3/2 - SINGLE WIDE 1 ADDITIONAL STUDIO 1/1 ALL INCLUDED IN ONE PRICE. CASH ONLY! MULTI-UNIT INCOME PROPERTY – MOTIVATED SELLER Value-add opportunity in Winter Haven. Multiple dwelling units on one parcel with strong rental upside. Ideal for investor or owner-occupant looking to house hack. Property offers separate living spaces, multiple bedrooms/baths, and flexible layout. Rents below market with upside potential. Seller offering flexible closing. Cash or hard money welcome. Sold AS-IS. All information deemed reliable but buyer to verify use, zoning, and units.”
Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)
Listing Agent: Ada Molina (407-301-4841)
508 LAKESIDE RANCH WAY, WINTER HAVEN, FL 33881
$79,000414 Days on yellowkey MLS ID: P4933855
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1976Monthly Fee: $145 Tax: $1,445 (2024)Community: Lakeside Ranch For Mobile HomesMobile Home
Taxes:$1,445
Remarks: ENJOY THIS WELL KEPT FURNISHED MANUFACTURED HOME IN GATED 55 AND OVER COMMUNITY. THIS PROPERTY IS IN A CO-OP. THE AIR CONDITIONER 2025, KING AND QUEEN SIZE BEDS WITH MATCHING DRESSERS, SOFA BED, 70 IN TV, LEATHER COUCH AND ROCKING RECLINERS. SUN ROOM HAS TV WITH LARGE BAR WITH STOOLS. LAMINATE FLOORS IN ALL ROOMS EXCEPT BEDROOMS HAVE CARPET. BRING YOUR TOOTHBRUSH, EVERYTHING ELSE IS READY FOR YOU TO MPVE IN. ENJOY SCHEDULED ACTIVITIES COMMUNITY HEATED POOL, LIBRARY, SHUFFLEBOARD, HORSESHOES, BILLIARDS, AND MORE. TRAILER STORAGE AREA AND LAUNDRY. SELF CONTAINED WATER AND SEWER SYSTEM WITH BACKUP GENERATORS. NO PETS EXCEPT SERVICE ANIMALS. NO MOTORCYCLES. THE $11,000 SHARE IS INCLUDED IN SALES PRICE. LAKE HENRY IS AN 810 ACRE PRIVATE LAKE.
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Jean Murphy (863-412-8751)
13 BOGEY DR, WINTER HAVEN, FL 33881
$1,895,00091 Days on yellowkey MLS ID: L4958559
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4708 Built: 1994 Tax: $7,481 (2025)Community: N/ASingle Family
Taxes:$7,481
Remarks: Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Haven’s most coveted and tightly held locations—where land, space, and convenience rarely coexist. The 3,800 sq ft main residence has been completely remodeled with a refined, modern vision that blends luxury with everyday livability. Designed for both entertaining and comfortable living, the open-concept layout showcases luxury vinyl plank flooring throughout, expansive living areas, and a beautifully upgraded chef’s kitchen that serves as the heart of the home. With 4 bedrooms and 4 full bathrooms, the residence provides generous space for family and guests alike. Outdoors, a private pool invites relaxation while remaining surrounded by peaceful, natural views. Adding exceptional value and versatility, the property includes a 1,300 sq ft detached guest house featuring 2 bedrooms and 2 bathrooms, along with an upgraded kitchen and bath—ideal for extended family, long-term guests, or a private work-from-home or creative space. The land itself is what truly sets this property apart. The nearly 11-acre setting offers a thoughtful balance of open usable acreage, mature landscaping, and a scenic private pond, creating a sense of separation and tranquility that enhances both privacy and lifestyle. Multiple outbuildings, including a barn/garage and lean-to structure, provide ample room for storage, hobbies, equipment, or future expansion. In a market where acreage is disappearing and privacy is priceless, properties offering this scale of land, level of renovation, and proximity to town are exceptionally rare. This is not just a home—it’s a private retreat, a long-term asset, and an opportunity to own something truly irreplaceable.
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Brock Jennings (863-990-5846)
1650 NW PEARCE RD, WINTER HAVEN, FL 33881
$345,000258 Days on yellowkey MLS ID: L4954652
0 Days Off yellowkey (back on 2/10/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 2025Community: Lake View Sub Pb 3 Pg 80Single Family
Taxes:$0
Remarks: Under contract-accepting backup offers. Discover the perfect blend of modern living and convenience in this brand new 3-bedroom, 2-bathroom home located in the heart of Winter Haven, just minutes from the serene shores of Lake Hartridge. Best of all, there’s NO HOA to worry about! As you step inside, you’ll be greeted by a bright and airy open floor plan that flows seamlessly throughout the home. The luxury vinyl plank flooring adds both elegance and durability, making it a great choice for busy households. The heart of the home is undoubtedly the beautiful kitchen, which features stainless-steel appliances, quartz countertops, and plenty of cabinetry to store all your cooking essentials. The kitchen design allows for easy interaction with guests in the spacious living room, ensuring you never miss a moment while entertaining. Retreat to the primary bedroom, a sanctuary designed for relaxation. This inviting space comes complete with a generous walk-in closet and a luxurious ensuite bathroom, featuring dual sinks and a modern walk-in shower—providing a perfect spot to unwind after a long day. The two additional bedrooms are thoughtfully designed with equal sizing and each boasts a walk-in closet, ideal for family members or guests. The second bathroom, conveniently located near the entrance of the home, includes a shower and tub combination, offering both comfort and functionality. Situated in the heart of WinterHaven, this home places you in close proximity to a variety of retailers, restaurants, and shops, ensuring you have everything you need right at your fingertips. Plus, the adjacent home is also available for sale and currently under construction, offering a unique investment opportunity. Don’t miss your chance to own this exceptional new home in Winter Haven—schedule a tour today and envision the possibilities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: John Hubbert, Jr (863-243-4024)
352 ALEXZANDER WAY, WINTER HAVEN, FL 33881
$279,00018 Days on yellowkey MLS ID: L4960645
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1867 Built: 2021Monthly Fee: $86 Tax: $4,088 (2024)Community: Jace LndgSingle Family
Taxes:$4,088
Elementary School: Walter Caldwell Elem
Remarks: 2021 built beautiful house with 4 beds and 2 baths and inside laundry room and double car garage totaling 2395 Sqft under roof. Centrally located in a very nice, quiet community on a dead-end road. Plenty of open air as there is no neighboring house on one side and back of the house. Open floor plan with Master in one side and other three bedrooms are located on the other side of the house. Stainless appliances are in the kitchen with a large spacious island for meal preparation and breakfast. Master bath with his and her walk-in closet with separate door for the toilet. Double sink and standing shower in the master and tub in the other bath. Tiles in all wet areas and waterproof wood like vinyl flooring throughout the living area and bedrooms floor. Dishwasher (not included with this sale) has power but not hooked up with water (buyer will have to try as is or get their own dishwasher). House is AS IS and buyer to verify as seller never lived on this property.
Listing Agent: Mohammad Iqbal (813-494-8864)
607 COUNTRY LN NE #607, WINTER HAVEN, FL 33881
$149,50024 Days on yellowkey MLS ID: P4938221
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1985Monthly Fee: $325 Tax: $1,884 (2025)Community: Country Lake CondosCondo
Taxes:$1,884
Elementary School: Jewett School of the Arts
Remarks: WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE. THIS CONDO UNIT HAS STORAGE THROUGHOUT, GREAT STORAGE CLOSET OFF THE FLORIDA ROOM, ALSO INSIDE UTILITY WITH WASHER/DRYER HOOKUPS AND THE PRIMARY BEDROOM HAS A WALK IN CLOSET. YOU HAVE THE PRIVACY OF THIS UPSTAIRS UNIT WITH A BEAUTIFUL VIEW, NEW CARPET & INTERIOR PAINT,. IT ALSO FEATURES CONVENIENT COVERED PARKING AND COMMUNITY POOL & TENNIS. LOCATED NEAR POLK STATE COLLEGE , YOU CAN ENJOY A WALK AROUND NEARBY LAKE ELBERT OR DRIVE JUST MINUTES TO DOWNTOWN WINTER HAVEN FOR SHOPPING, RESTAURANTS AND COMMUNITY EVENTS. DON'T MISS OUT ON THIS LAKEFRONT VIEW OF LAKE BUCKEYE .
Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
Listing Agent: Glenda Pruitt (863-412-2727)
5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881
$349,90066 Days on yellowkey MLS ID: O6379870
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2278 Built: 2007Monthly Fee: $25 Tax: $4,478 (2025)Community: Royal HillsSingle Family
Taxes:$4,478
Remarks: One or more photo(s) has been virtually staged. Motivated Seller!! *Welcome to this spacious Move-in-ready 4 bedroom, 2.5 bathroom home tucked away in the heart of Royal Hills, Winter Haven. The Home has recent upgrades including freshly painted Exterior in 2025, Roof 2024. The entire upper level has been revitalized with well-maintained carpeting while the ground floor showcases ceramic tile throughout. The kitchen contains Sleek granite countertops for that touch of sophistication,Stainless-steel appliances along with bright light fixtures.The home also has a BONUS Room on the ground level - perfect for a Home office or Media Room and a HUGE Fenced backyard. Conveniently situated near US-27, this property offers quick access to interstate travel and shopping centers. Don't let the opportunity slip by to make this beautiful house your next family home
Listing is courtesy of: MILLENNIUM REALTY CENTER LLC (407-843-8996)
Listing Agent: Phabie Terzier (407-692-7452)
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