Location: Winter Haven , 33881
Do Not Show Listings
126 LAKE REGION CIRCLE, WINTER HAVEN, FL 33881
$400,000188 Days on yellowkey MLS ID: P4936583
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2142 Built: 2003Monthly Fee: $95 Tax: $3,169 (2025)Community: Gates Of Lake RegionSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,169
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: ALMOST PARADISE! Enjoy the peaceful surroundings and relaxing environment from this 2142 SF executive style home located in The Gates of Lake Region, a well maintained and GATED community close to the Winter Haven Country Club! NEED SPACE? This customized 4BR/2BA home was designed with an open floor plan with split bedrooms, formal dining room and living room ( which could be easily used as a study, library and/or den), family room and interior laundry room. Note the Curb Appeal of the landscaping, TILE ROOF and BRICK paver driveway and walkway! The inviting and covered front porch provides respite from inclement weather. As you enter the entry foyer, the living room will be to the immediate left and the dining room to the right. Straight ahead is the family room with a set of sliding glass doors that opens onto the screened in lanai. Settle back, listen to the birds singing and observe the cows on the adjacent ranch property! To the left of the family room are bedrooms #2 and #3 and to the right is the kitchen, dining nook, primary bedroom suite, bedroom #4 and the laundry room! The well planned kitchen has a breakfast bar, white cabinetry with neutral colored solid countertop and stainless steel appliances. The kitchen appliances have been updated from 2018-2025. The spacious primary suite has sliding glass doors leading to the lanai, two walk-in closets and an ensuite bathroom with dual vanities and sinks, jetted tub, separate shower and a water closet! Bedroom #4 is currently used as a home office. The floor plan allows creativity in use. Most recent updates include: Water Heater replaced Feb. 2026; AC/Heat system April 2025; garbage disposal and microwave 2025; and lanai screen & door 2025. The PERIMETER 90 X 120 lot is a generous in size. There is room to add a pool, outdoor kitchen, play area and/or garden! The HOA fee provides re-use irrigation water and maintenance of the gate and common areas. Perfect for a year round or winter residence, this home is a blank canvas just waiting for YOUR decorating touches! For those who enjoy golf and/or tennis, the Country Club of Winter Haven is just 2 Blocks away! Publix Supermarket and additional stores are currently under construction and are located within 0.8 mile! Easy access to downtown Winter Haven, HWY 27 and I-4. Legoland, Bok Tower, world-famous theme parks of Disney, Universal Orlando, Sea World, water adventure parks, downtown Orlando and various other nature parks are within a 7 to 60 mile drive. Be sure to make your appointment to view this outstanding property! Measurements are approximate. All information is believed to be accurate but not guaranteed.
Listing is courtesy of: JUDY B CLEAVES PROPERTIES INC (863-299-5878)
Listing Agent: Carol Jean Sheil (863-412-3801)
4094 GREAT EGRET DR, WINTER HAVEN, FL 33881
$305,000231 Days on yellowkey MLS ID: S5133843
1 Days Off yellowkey (back on 3/9/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2019Monthly Fee: $12 Tax: $4,235 (2024)Community: Lakeside Lndgs Ph 3Single Family
Taxes:$4,235
Elementary School: Frank E. Brigham Academy
High School: Winter Haven Senior
Tax Year: 2024
Middle School: Davenport School of the Arts
Remarks: Under contract-accepting backup offers. Step into a home where every space invites you to stay and every corner is designed to create beautiful memories. This stunning, well-cared-for 4-bedroom, 2-bath single-family home is located in a quiet and peaceful area of Winter Haven, Florida, offering the perfect balance of comfort, warmth, and everyday tranquility. From the very first moment, this home welcomes you with an open, light-filled layout that brings the living and dining areas together—ideal for laughter-filled gatherings, special celebrations, and cozy nights at home. This is where life happens. At the heart of the home, the modern kitchen stands out with a spacious center island and drop-in sink, creating the perfect setting to cook, connect, and share unforgettable moments with family and friends. Just beyond, the screened porch becomes your personal retreat—perfect for morning coffee, evening conversations, or simply unwinding as the day fades away. The primary suite is a true private escape, offering space, comfort, and serenity. Enjoy an elegant ensuite bathroom with an oversized shower and a generous walk-in closet designed to make daily living effortless and enjoyable. Thoughtfully designed extras—including an indoor laundry room, a two-car garage, and a 6-speaker sound system throughout the home—add comfort, convenience, and the perfect atmosphere for every occasion. Located less than 13 minutes from downtown Winter Haven, you’re close to everything you need—shopping, dining, schools, and services—while still enjoying the peace of a calm, welcoming neighborhood.
Listing is courtesy of: PRESTIGE LEGACY REALTY (407-760-1521)
Listing Agent: Gil Medina (407-760-1521)
100 LAKESIDE RANCH DR, WINTER HAVEN, FL 33881
$120,000362 Days on yellowkey MLS ID: O6303367
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1972Monthly Fee: $143 Tax: $1,364 (2024)Community: Lakeside Ranch For Mobile HomesMobile Home
Taxes:$1,364
Remarks: LAKEFRONT COMMUNITY...Welcome home to Lakeside Ranch, a gated 55+ community with NO LOT RENT! This 2 Bedroom/2 Bath home features a large living room that leads to the lovely Florida room.This open concept home has a tastefully renovated kitchen with lots of counterspace and cabinets, a dining room with built-in cabinetry, a large living room with lighted ceiling fan, luxury vinyl plank flooring throughout. Utility shed all offers additional storage space and includes washer and dryer. Sold Furnished or Vacant, your choice. HOA inscludes water, sewer, lawn service and security. The community features a large clubhouse with a variety of scheduled activities and holiday events, library, meeting space, a boat ramp and fishing dock on Lake Henry, trailer storage area, heated swimming pool, shuffleboard, horseshoe area, and a billiards room. Are you ready for an active lifestyle? Or just relax and fish the day away? This is the place for you either way! Live here year-round or escape the cold winters in sunny Florida!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Chanmarlie Lim (407-376-1813)
6308 BAYBERRY BLVD NE, WINTER HAVEN, FL 33881
$155,700477 Days on yellowkey MLS ID: P4933148
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1982Monthly Fee: $34 Tax: $2,262 (2025)Community: Brookhaven VillageManufactured Home
Taxes:$2,262
Remarks: LOW-COST YEAR AROUND LIVING! VERY WELL MAINTAINED! Fully Furnished* Gorgeous updating, Very Clean & Move-In ready! Brookhaven Village Resident Owned and located in the heart of Central Florida is a well-established and maintained age 55+ community. You Own your Lot! Perfect for winter months or year around living. Very affordable $34.00 monthly HOA which includes Clubhouse activities, Heated Pool, Shuffleboard, Common grounds maintenance and a boat or trailer storage parking area. This home has numerous updates including a new metal Roof in 2022, New central HVAC 2022, house has been Replumbed, Kitchen and Bath updates and more. This home also features convenient double wide driveway parking, carport, attached utility/workshop/storage, 16X12 Florida porch with screen and vinyl windows, plus a rear 13X11 open patio. No rear neighbors. Located just steps from the Clubhouse/Heated Pool and activities. Take a Look! Easy to show. Quick response to offers and can close fast. All items on property will convey!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Don Cleveland, Jr (863-206-4953)
5736 ROYAL HILLS CIR, WINTER HAVEN, FL 33881
$345,00099 Days on yellowkey MLS ID: O6373185
1 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2532 Built: 2013Monthly Fee: $25 Tax: $4,052 (2025)Community: Royal HillsSingle Family
Taxes:$4,052
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Remarks: Under contract-accepting backup offers. MOTIVATED SELLER. PRICE IMPROVEMENT TO $345,000. Beautiful and spacious 3-bedroom, 2.5-bath, two-story home ready for its new owners. BRAND NEW ROOF REPLACED MAY 2025 AND BRAND NEW AC JUST INSTALLED. Seller is offering a credit toward new carpet, giving buyers the opportunity to customize the home to their own style and preferences. This home features a 3-car garage, a versatile first-floor bonus room ideal as a bedroom or office, and an oversized primary suite with an attached flex space perfect for a private office or sitting area. Enjoy generous walk-in closets, a cozy fireplace, and a spacious kitchen with an island, ample cabinetry, and abundant pantry storage. Vinyl flooring flows throughout the main living areas, with a second-floor loft perfect for a playroom, study, or additional lounge space. Step outside to a large fenced backyard with plenty of room to relax or entertain, complete with a screened-in lanai for year-round enjoyment. Mature fruit trees add charm and privacy. Located in a quiet community just 15 minutes from Legoland, under an hour to Walt Disney World, and within easy reach of Tampa, with shopping, dining, and daily conveniences nearby. Ideal as a primary residence, vacation home, or investment opportunity. Don’t miss this move-in ready home with major updates already completed. Schedule your private showing today.
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Diana Rodriguez (407-493-9860)
1518 FUJI CT, WINTER HAVEN, FL 33881
$285,90086 Days on yellowkey MLS ID: TB8468713
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 2023Monthly Fee: $92 Tax: $3,746 (2025)Community: Lake Lucerne IiSingle Family
Taxes:$3,746
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: Discover resort-style living in this charming 3-bedroom, 2-bath home built in 2023, nestled in the amenity-rich Villages at BridgeWater community. Boasting 1,537 sq ft of modern comfort on a 5,998 sq ft lot, enjoy an open floor plan with vaulted ceilings, a modern kitchen with large island, and a private primary suite. Community perks include a pool, fitness center, tennis courts, and a playground – perfect for families! Convenient to US-27, shopping, and top employers. Low HOA includes cable/internet. Move-in ready for your Florida lifestyle!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: John Crusinberry (813-815-2535)
235 6TH ST NW #307, WINTER HAVEN, FL 33881
$125,000169 Days on yellowkey MLS ID: P4936842
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1982 Tax: $1,976 (2025)Community: The HavenCondo
Taxes:$1,976
Elementary School: Lake Shipp Elem
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. Downtown Winter Haven condo located in one of Winter Haven’s most iconic hotels, The Haven. This residence has been transformed into boutique historic condos just steps from downtown, Lake Howard, restaurants, coffee shops, nightlife, parks, and the popular Saturday Farmers Market. With its blend of vintage charm, modern updates, and low-maintenance living, this 1-bedroom, 1-bath unit is ideal for first-time buyers, investors, seasonal residents, or anyone seeking an affordable condo with great rental potential. Located on the 3rd floor, the residence features tall ceilings, large windows, and bright natural light with elevated views of downtown. The updated kitchen offers granite countertops, brand-new stainless steel appliances, and dual pantry/utility closets—perfect for maximizing storage in a condo setting. The spacious primary bedroom boasts oversized historic windows, a walk-in closet, and room for a king-sized bed. The bathroom has been refreshed with granite counters, a tiled tub surround, and a traditional tub/shower combo. The Haven provides sought-after condo amenities, including secure key-fob access, elevators, a community pool, assigned parking, on-site laundry, additional storage rooms, and a beautifully restored historic lobby. Residents also enjoy a private pool courtyard surrounded by lush landscaping, creeping fig walls, palm trees, and peaceful lounging areas—ideal for relaxation or working remotely outdoors. This walkable location offers the best of downtown Winter Haven living. Enjoy immediate access to dining, shopping, entertainment, and lakefront walking paths. With 50 lakes—including the world-famous Winter Haven Chain of Lakes—you’re minutes from boating, fishing, skiing, and sunset views. Everyday conveniences like Publix, Walmart, Aldi, TJ Maxx, medical facilities, and LEGOLAND Florida Resort are all close by. If you’re looking for an affordable, updated, low-maintenance condo with historic character and the convenience of downtown living, this stylish unit at The Haven checks every box.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
1586 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881
$675,000170 Days on yellowkey MLS ID: L4957040
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2493 Built: 2023 Tax: $4,242 (2024)Community: Buckeye HeightsSingle Family
Taxes:$4,242
Remarks: Under contract-accepting backup offers. Welcome to 1586 Martin Luther King Blvd NE, Winter Haven, FL 33881—an exceptional custom-built residence completed in 2022 that seamlessly blends refined elegance with modern innovation. Nestled on a beautifully landscaped half-acre lot, this stunning home offers 4 bedrooms, 3 bathrooms, and a private office with French doors, encompassing 2,493 square feet of thoughtfully designed living space. The property is privately gated with a Ghost Controls automatic gate and Remootio remote access, surrounded by lush clumping bamboo that creates a natural living fence along both the front and rear property lines for serene privacy. Step inside to soaring 10-foot ceilings, elegant trey details, and custom wood beams accenting both the great room and primary suite. Every detail of this home has been carefully curated, from the insulation-injected block construction to the seamless integration of style, comfort, and technology. The heart of the home—the kitchen—is a showpiece of sophistication. Designed for both functionality and visual impact, it features striking quartz countertops, a spacious center island perfect for entertaining, and beautiful display cabinets that elevate the overall aesthetic. Under-cabinet and accent lighting illuminate the rich finishes, while all stainless-steel appliances add a sleek, modern touch. The open layout flows effortlessly into the great room and dining area, creating an inviting environment for gatherings large and small. Retreat to the luxurious primary suite, where craftsmanship and comfort meet. The spa-inspired bathroom features a freestanding soaking tub elegantly positioned within the walk-in shower, surrounded by high-end finishes. Custom closet systems throughout the home ensure both form and function are beautifully balanced. Outdoor living is equally impressive, with front and rear porches finished in tongue-and-groove ceilings that exude timeless charm. The property’s lush, fully irrigated lawn—fed by a dedicated shallow well and managed via a Hydrawise smart controller—is enhanced by thoughtful landscape lighting and buffered plantings for added seclusion. Sustainability and innovation define this home’s infrastructure, including 32 solar panels paired with dual Tesla Powerwall 3 whole-home backup batteries, a Tesla Level 2 wall charger, and a Kinetico whole-home water filtration and softening system. The residence also includes custom driveway, and a fully operational chicken coop. With no HOA and an enviable location in the heart of Winter Haven—renowned for its scenic chain of lakes—this exquisite property offers a rare opportunity to own a modern luxury estate designed for comfort, privacy, and sustainable living. Experience elegance redefined at 1586 Martin Luther King Blvd NE. Schedule your private tour today.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Christine Hubbert (863-370-4915)
1731 AVENUE C NE, WINTER HAVEN, FL 33881
$380,000152 Days on yellowkey MLS ID: S5138718
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1619 Built: 1952 Tax: $2,668 (2025)Community: Elbert AcresSingle Family
Taxes:$2,668
Elementary School: Elbert Elem
High School: Chain of Lakes Collegiate High
Middle School: Westwood Middle
Remarks: Exclusive property in Winter Haven featuring a 4-bedroom main home, private pool, independent studio, and parking for up to 6 cars. Located in a peaceful and welcoming city known for its beautiful lakes and excellent quality of life, this property offers comfort, space, and great potential. The main house includes 4 spacious bedrooms, 2 beautifully updated bathrooms, a fully renovated kitchen with an island and pool views, open-concept living and dining areas, and bright, inviting spaces throughout. Enjoy your own private pool, perfect for relaxation and entertainment. The independent studio is ideal for rental income, guests, or family use, and offers an integrated living/sleeping area, a full kitchen with stove, microwave, and dishwasher, a private bathroom, and its own laundry space. Conveniently located between Orlando and Tampa, Winter Haven provides access to numerous lakes for recreation and water sports, a quiet and safe community, and proximity to schools, shopping, dining, and essential services. Don’t miss this unique opportunity—schedule your visit today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Paola Millan (407-452-7034)
218 TOWHEE RD, WINTER HAVEN, FL 33881
$425,00037 Days on yellowkey MLS ID: O6390928
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
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
$270,00044 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
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
$199,90030 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)
1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$420,00051 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
$300,000139 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
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 Agent: Chris Sakamoto (904-200-7535)
6636 WESTCHESTER DR NE, WINTER HAVEN, FL 33881
$225,00057 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)
508 LAKESIDE RANCH WAY, WINTER HAVEN, FL 33881
$79,000422 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
$1,895,00099 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)
352 ALEXZANDER WAY, WINTER HAVEN, FL 33881
$279,00026 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
$149,50032 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
$349,90074 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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