Location: Winter Haven
Do Not Show Listings
4160 GIORGIO DR, WINTER HAVEN, FL 33884
$283,490121 Days on yellowkey MLS ID: O6366024
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1665 Built: 2025Monthly Fee: $18 Tax: $3,035 (2025)Community: Villamar Phase 6 And Phase 6DSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,035
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Mclaughlin Middle
Remarks: This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
406 RUBY LAKE PL, WINTER HAVEN, FL 33884
$629,00036 Days on yellowkey MLS ID: TB8484755
0 Days Off yellowkey (back on 3/29/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2835 Built: 1999Monthly Fee: $71 Tax: $7,328 (2025)Community: Ruby Lake Ph 04Single Family
Taxes:$7,328
Middle School: Denison Middle
Remarks: Under contract-accepting backup offers. Welcome home to Ruby Lake, an established gated neighborhood of only 214 executive homes nestled between beautiful Lake Ruby and Lake Bess in Winter Haven. Known for its peaceful setting and pride of ownership, this sought after community captures the charm of lake life. This beautifully renovated pool home has been thoughtfully updated from top to bottom and offers incredible features rarely found in this price point, including a full, private entry in-law suite and fully paid solar panels for remarkable low energy costs. Sitting on a pristine quarter acre lot, several tall palm trees and mature landscaping welcome your arrival. Once inside, you have a clear view of the sparkling pool and lush green yard beyond the double sliding glass doors, connecting indoor-outdoor living. Durable easily maintained laminate flooring flows throughout most of the home, with upgraded LVP in the in-law suite and neutral porcelain tiles at the entry and kitchen. Entirely carpet free for clean, easy living. Privately positioned at the front of the home, the primary suite serves as a quiet retreat tucked away from the main living area. The fully renovated ensuite bathroom is striking, featuring designer finishes throughout – including bohemian-inspired tile flooring, dramatic floor to ceiling shower tile, a custom shower bench and niches, matte black fixtures and a stunning arched window that fills the space with natural light. Dual vanities, a dedicated vanity space and additional overhead storage complete the bathroom. The standout feature of this home is the versatile in-law wing. With its own private entrance and driveway, spacious bedroom, full bath, personal living room with lanai access, and a full kitchen with all appliances included, this private suite offers endless possibilities. It’s ideal for extended guests, multigenerational living, or even a private retreat. The main kitchen is both stylish and functional, featuring quartzite countertops and tiled backsplash, freshly painted wood cabinetry, farm sink, stainless steel appliances and a deep built-in pantry with charming barn door access. A breakfast bar under custom pendant lights provides casual seating, while the sunny breakfast nook with built-in bench seating offers a relaxed spot to start the day. Sliders from the master, living, and family room all open to the screened lanai, showcasing beautiful pool views. The saltwater pool is surrounded by plenty extra deck space for both alfresco dining and pool side sunbathing. Outdoors, the fully fenced yard is over a quarter acre and has room to relax, play or garden. The home backs up to the neighborhood retention space, providing added privacy with no rear neighbors. Nestled in Ruby Lake, a peaceful and well-established neighborhood with no CDD and a low HOA, residents enjoy proximity to the area’s beautiful lakes while remaining centrally located between Tampa and Orlando’s shopping, dining and world-class attractions. Experience the comfort, flexibility and Florida lifestyle this exceptional home has to offer. Welcome home!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Beth Stevens, Pa (813-967-0772)
4454 GLENNS LNDG, WINTER HAVEN, FL 33884
$259,00046 Days on yellowkey MLS ID: P4938011
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1526 Built: 1991Monthly Fee: $83 Tax: $2,292 (2025)Community: Cypress Landing Ph 03Single Family
Taxes:$2,292
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Remarks: One or more photo(s) has been virtually staged. This beautifully maintained 2-bedroom, 2-bath home with a 2-car garage offers the perfect blend of comfort, smart updates, and lifestyle perks. There’s something about 4454 Glenns Landing that feels like home before you even step inside. Maybe it’s the quiet charm of the neighborhood — families out walking at sunset, riding bikes, neighbors waving as they pass. Maybe it’s knowing you’re not just buying a house…you’re stepping into a true community. Inside, enjoy the natural light through new windows installed in 2021 and the roof was also replaced in 2020, giving you peace of mind and eliminating two major expenses right from the start. The kitchen has a quaint eat-in area as well as great counter space for food prep and stainless steel appliances. The seamless flow between the living room and dining area creates a spacious feel while keeping everything connected — perfect for entertaining guests, hosting family dinners, or simply enjoying a cozy night at home. The primary suite is a relaxing retreat, featuring a spacious walk-in closet and a private bath with solid surface countertops that add both durability and elegance. The secondary bathroom also showcases matching solid surface countertops, creating a cohesive and polished feel throughout. One of the home’s best surprises, the fully enclosed porch with its own air vent, seamlessly adding extra square footage of living space. Whether you envision a sunroom, home office, reading nook, or second living area, this flexible space gives you room to live the way you want. Step outside your front door and enjoy a neighborhood designed for connection. Residents enjoy access to: a clubhouse with a sparkling pool, a fishing pier and dock, boat slips available on a first-come, first-serve basis, a vibrant social club that plans activities year-round.
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Tisha Talbot (863-236-7610)
3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881
$479,900151 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
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
1710 GARDEN LAKE DR #1710, WINTER HAVEN, FL 33884
$158,000534 Days on yellowkey MLS ID: L4948430
2 Days Off yellowkey (back on 3/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1986Monthly Fee: $414 Tax: $1,858 (2023)Community: Winterset 02 A Condo Ph 01Condo
Taxes:$1,858
Tax Year: 2023
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Enjoy peaceful lakefront living in this beautifully updated 2-bedroom, 2-bath condo in the gated Winterset community. With an open floor plan, granite countertops, stainless-steel appliances, upgraded cabinets, and a cozy breakfast nook, this home blends style and comfort. The enclosed balcony offers stunning Garden Lake views, perfect for relaxing mornings or golden evenings. Recent updates include new plumbing, electrical, lighting, bathroom vanities, and updated flooring throughout. Winterset features resort-style amenities—pool, spa, clubhouse, tennis and pickleball courts, plus a private pier for fishing or kayaking. Located just 5 minutes from LEGOLAND and under an hour to Disney, this move-in-ready home delivers Florida living at its best. Sale subject to lender approval. SHORT SALE APPROVED at $170,000 (Appraised Value). Great opportunity for investors, first-time buyers, or a winter retreat.
Listing Agent: Valerie Howze (863-604-9080)
1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$420,00046 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)
340 VAIL DR, WINTER HAVEN, FL 33884
$365,00078 Days on yellowkey MLS ID: S5142678
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2042 Built: 1984Monthly Fee: $17 Tax: $3,946 (2025)Community: Cedar Cove Ph 01Single Family
Taxes:$3,946
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove community, just moments from the scenic shores of Lake Eloise. Set on over a quarter-acre lot, this property offers more than 2,000 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 3 full bathrooms, and an enclosed bonus room that can easily function as a 4th bedroom. Inside, bright formal living and dining areas flow effortlessly into a spacious open-concept kitchen, recently remodeled with granite countertops, modern shaker-style cabinetry, and stainless steel appliances. Dual breakfast bars overlook the inviting family room and dining space, creating the perfect setup for entertaining or everyday living. The family room impresses with soaring ceilings and a striking stone wood-burning fireplace, while luxury vinyl plank flooring and upgraded bathroom vanities elevate the home’s style throughout. A convenient third full bath located near the laundry area is ideal for guests or for future pool-day use, just imagine the possibilities. Step out onto the screened porch and enjoy a generously sized backyard—perfect for gatherings or peaceful relaxation. Additional highlights include an oversized garage with ample storage and workspace, brand-new windows for enhanced energy efficiency and natural light, plus a newer roof and A/C system for added peace of mind. Ideally located near local amenities, downtown Winter Haven, and Legoland, with world-famous theme parks just 40 miles away, this home truly has it all. Don’t miss this rare opportunity to own a standout home in one of Winter Haven’s most desirable neighborhoods!
Listing is courtesy of: EXIT REALTY 4CORNERS (863-344-3948)
Listing Agent: Carlos Dejesus (407-818-6868)
100 EL CAMINO DR #202, WINTER HAVEN, FL 33884
$64,900243 Days on yellowkey MLS ID: TB8418090
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1971Monthly Fee: $751 Tax: $302 (2024)Community: Orchid Spgs Vill 100 CondominiumCondo
Taxes:$302
Remarks: One or more photo(s) has been virtually staged. Waterfront Serenity Meets Effortless Living in the Heart of Winter Haven. Step into a lifestyle where your biggest daily decision is whether to enjoy coffee overlooking the lagoon or take a refreshing dip in the heated community pool. Nestled on the second floor of the meticulously maintained 55+ Granada Building, Unit 202 is more than just a home; it’s your private sanctuary in the sought-after Orchid Springs community. A Layout Designed for Connection and calm. Experience an open-concept living and dining area bathed in Florida’s natural light. The expansive Florida Roomacts as your front-row seat to nature, offering tranquil water views and lush landscapes that make every sunset feel like a private event. The Primary Retreat: A generously sized suite featuring a massive walk-in closet for ultimate organization. Modern Flexibility: Enjoy the convenience of an elevator and on-site laundry, with the rare added potential to install your own in-unit washer/dryer hookup. Seamless Comfort: A brand-new AC system ensures year-round peace of mind. The Gold Standard of HOA Value. Rarely does an HOA work this hard for you. This "all-inclusive" lifestyle eliminates the stress of multiple bills, saving you hundreds monthly. High-Tech Package: Includes Premium Cable and High-Speed Internet (a $250/month value). Total Utility Coverage: Gas, water, sewer, and trash removal are all covered. Maintenance-Free: Pest control, exterior upkeep, and grounds care are included, so you can spend your weekends at the private park or the clubhouse instead of mowing the lawn. The Best of Winter Haven at Your Doorstep. Beyond the gates of Orchid Springs, you are minutes from the vibrant energy of downtown Winter Haven. Indulge in local favorites like Nutwood or LoveBird, explore the world-famous Chain of Lakes, or enjoy the convenience of being just a stone's throw from LEGOLAND® Florida. Claim Your Piece of Paradise. With a recently adjusted price of $64,900, this move-in-ready residence offers a rare combination of waterfront beauty and unbeatable financial value. Schedule your private tour today and discover why life is better at Orchid Springs.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Carlos Diez Cordova (813-694-6208)
1985 SARAH ST, WINTER HAVEN, FL 33884
$298,00085 Days on yellowkey MLS ID: TB8467800
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1874 Built: 2025Monthly Fee: $14 Tax: $3,665 (2024)Community: Peace Crk ReserveSingle Family
Taxes:$3,665
Remarks: Check out this upgraded Columbus on a corner lot! This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, which has upgraded contertops, dining room and family room, with a patio extending the interior space outdoors, patio has also been upgraded with a 12x8 concrete flooring perfect for a lania or sunroom. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite with upgraded master bath and closet. Completing the home is a convenient two-car garage. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
Listing Agent: Garrett Collins (623-466-3925)
29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881
$300,000134 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 Agent: Chris Sakamoto (904-200-7535)
6636 WESTCHESTER DR NE, WINTER HAVEN, FL 33881
$225,00052 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
$789,90074 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
$280,000128 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
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
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
$275,000448 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
$79,000417 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 Agent: Jean Murphy (863-412-8751)
1117 MICHELANGELO LN, WINTER HAVEN, FL 33884
$400,00029 Days on yellowkey MLS ID: O6392049
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2626 Built: 2023Monthly Fee: $89 Tax: $4,323 (2025)Community: Estates/Lk FlorenceSingle Family
Taxes:$4,323
Remarks: Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 3 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation from the main living areas. The versatile floor plan is ideal for both everyday living and entertaining, offering a seamless flow throughout the home. The kitchen and living spaces showcase a clean, modern aesthetic, perfect for today’s lifestyle, while large windows bring in plenty of natural light. Whether you're starting a family or need more room to grow, this layout adapts to your needs with ease. Step outside to a huge fully fenced backyard with endless possibilities, create your dream outdoor oasis, add a pool, or design the perfect space for gatherings and play. Conveniently located just minutes from Legoland, shopping, dining, and major roadways, this home combines comfort, location, and value all in one. Don’t miss your opportunity to own a practically new home in one of Winter Haven’s growing areas!
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Nellymar Albelo Pllc (407-435-1939)
232 W TEMPLE CIR, WINTER HAVEN, FL 33880
$239,000121 Days on yellowkey MLS ID: L4957991
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1999 Tax: $872 (2025)Community: Orange Hill SubManufactured Home
Taxes:$872
Remarks: Spacious & Updated on a Corner Lot! ***Seller is offering $5,000 to buyer's closing costs with an acceptable offer*** Welcome home to this beautifully updated 3-bedroom, 2-bath mobile home situated on a generous .41-acre corner lot with no shortage of outdoor space. Fully fenced for privacy, this property offers both comfort and functionality with room to spread out. And the best part is....NO HOA! Inside, you’ll find NEW windows that enhance energy efficiency and fill the home with natural light. The open and practical layout features a living room and a separate family room. Enjoy your large primary suite complete with a walk-in closet and private bath, creating a relaxing retreat. Two additional bedrooms provide flexibility for family, guests, or a home office. The AC, appliances and roof were all updated in 2017 so you will have peace of mind moving forward. Step outside to the back porch, perfect for morning coffee, grilling, or enjoying Florida evenings. With ample yard space for pets, storage, or future additions, this corner-lot property offers incredible versatility. You have your own little slice of heaven with the privacy you'll love. Ideal for those seeking space, privacy, and affordability—this move-in-ready home checks all the boxes. Schedule your showing today!
Listing is courtesy of: REGAL REAL ESTATE LLC (863-660-7927)
Listing Agent: Tammy Storie (863-698-6000)
6315 GROVE POINTE DR SE, WINTER HAVEN, FL 33884
$160,000156 Days on yellowkey MLS ID: P4936981
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1984Monthly Fee: $65 Tax: $867 (2024)Community: Garden Grove OaksManufactured Home
Taxes:$867
Remarks: This beautiful home is back on the market due to buyer financing falling through right before closing – no fault of the seller. The good news? The seller has already completed lender-required repairs, so the home is ready for a smooth closing! Welcome to 6315 Grove Pointe Drive SE, a beautifully maintained manufactured home in the highly sought after 55+ community of Garden Grove Oaks where you OWN your Land and enjoy low HOA fees in a peaceful, well-maintained neighborhood. This home features two generously sized bedrooms and two full bathrooms. The primary suite boasts a walk in closet and private en-suite bath with both a garden tub and separate shower. Step into the open-concept living space filled with natural light featuring spacious living and dining areas ideal for entertaining or family gatherings. The kitchen is equipped with updated appliances, reverse osmosis water purification system, ample counter space and plenty of storage. The home had a new membrane roof installed in 2021 with a gutter and roof maintenance yearly contract. Roof was just inspected 10/2025. Vinyl plank flooring throughout, updated appliances and electric drapes. Enjoy community amenities, friendly neighbors and the convenience of being just minutes from local shopping,dining, medical facilities,and Winter Haven's world-famous Chain of Lakes. With access to major highways,commuting to nearby cities like Orlando or Tampa is a breeze. Don't miss the opportunity to make this beautifully maintained home in Garden Grove Oaks your new home! Schedule your private showing today and experience all this property for yourself.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Anita Lowe (863-269-6461)
802 AVENUE L SW, WINTER HAVEN, FL 33880
$725,000375 Days on yellowkey MLS ID: L4952026
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1208 Built: 1955 Tax: $9,458 (2024)Community: Hampton Wm SubApartment
Taxes:$9,458
Remarks: This property NOW INCLUDES 20 STORAGE UNITS and nearly 3 acres of land, creating a truly rare lakefront development opportunity within the Winter Haven Downtown CRA District. Enjoy beautiful views of Lake May with direct access to the Winter Haven Chain of Lakes — a prime location for growth and investment. Current DOR use code (0852) permits duplexes, triplexes, and quadplexes — up to 9 units — throughout the Polk City, Auburndale, Lake Alfred, and Winter Haven areas. The property also features a 1,208 sq. ft. concrete block structure built in 1955, offering additional utility or potential for redevelopment. The value lies in the land, location, and flexibility of use. Possible future options include multi-family housing, office/professional, or light industrial projects (subject to approvals). Conveniently close to downtown Winter Haven’s shopping, dining, parks, and major roadways, this site is positioned perfectly for future growth. A rare opportunity to invest, develop, or hold in one of Central Florida’s fastest-growing markets.
Listing Agent: Veronica Bard (863-670-7526)
13 BOGEY DR, WINTER HAVEN, FL 33881
$1,895,00094 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)
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