Location: Winter Haven , 33880
Do Not Show Listings
509 CLAYTON CIR, WINTER HAVEN, FL 33880
$305,000117 Days on yellowkey MLS ID: O6385911
1 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1974 Tax: $2,876 (2025)Community: Jan Phyl VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,876
Elementary School: Pinewood Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Westwood Middle
Remarks: Virtually Staged. Pending accepting backup offers. NO HOA!!! 20 MINUTES AWAY FROM LEGOLAND!!! NEW FLOORING INSTALLED IN FEBRUARY 2026!!!! NEW ROOF INSTALLED IN 2022!!! This 3-bedroom, 2-bathroom home offers the perfect combination of comfort, functionality, and location. The property features a screened-in back porch overlooking a private, fully fenced backyard — ideal for relaxing or entertaining. Enjoy your own private pool with both shallow and deep areas, perfect for family fun or hosting guests. The backyard also includes an area of synthetic grass and a basketball hoop, creating a versatile outdoor space for all ages. A standout feature of this home is the spacious storage shed, thoughtfully divided into two areas. One half is fully set up as an office, complete with a wooden desk, chair, wall-mounted whiteboard, and air conditioning — perfect for working from home. The other half offers additional storage space. The home was extensively updated, with a new roof installed in 2022, along with renovations completed the same year. The flooring was replaced in February 2026, giving the home a fresh, modern feel. High-quality, newer appliances add both style and functionality to the kitchen. Conveniently located just 20 minutes from LEGOLAND Florida Resort and about one hour from Tampa and the beautiful beaches of Florida’s west coast. You’re also just minutes away from Publix, McDonald's, restaurants, and everyday conveniences. The seller is highly motivated and welcomes offers — don’t miss this opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Julia Ferreira (352-298-7325)
215 10TH WAHNETA ST W, WINTER HAVEN, FL 33880
$147,097470 Days on yellowkey MLS ID: P4934066
REDUCED by $1 (0.0%) on 06/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 800 Built: 1962 Tax: $475 (2023)Community: Wahneta FarmsSpa: NoSingle Family
Taxes:$475
Elementary School: Wahneta Elem
Tax Year: 2023
Remarks: 2 Lots and 2 Homes for the price of One. Attention investors and those looking for a great deal! Seize a truly unique opportunity to own two homes for the price of one. This property includes a single-family home with 2 bedrooms and 1 bathroom address 215 10th Wahneta St W Winter Haven FL, as well as a single-wide mobile home from 1988 with 2 bedrooms and 1 bathroom address 213 10th Wahneta St W Winter Haven FL 33880. The single-family & Mobile home needs Lot's TLC but has great potential. It could be perfect for someone willing to put in some work or an investor looking to flip or rent it out. Also included on the property is a detached garage offering an extra 480 square feet of storage space. This unique setup offers flexibility depending on your needs. This is truly a rare find at this price point. Don't miss out on this fantastic investment opportunity! Dual Rental Income, Fix-and-Flip Potential, Multi-Generational Living
Listing is courtesy of: J&T PROPERTY SOLUTIONS GROUP LLC (863-440-3603)
Listing Agent: Jennifer Daniell (863-440-3603)
507 LAKE LULU DR, WINTER HAVEN, FL 33880
$309,99940 Days on yellowkey MLS ID: L4961910
1 Days Off yellowkey (back on 6/22/2026)
REDUCED by $5,000 (1.6%) on 06/08/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1829 Built: 1961 Tax: $4,193 (2025)Community: Southeast TerraceSingle Family
Taxes:$4,193
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Discover the perfect blend of character, comfort, and convenience at this charming mid-century modern home near beautiful Lake Lulu! Featuring 3 bedrooms and 3 bathrooms, this unique property offers flexible living space with a private mother-in-law suite complete with its own entrance through the carport — ideal for multi-generational living, a young adult retreat, guest quarters, or even a spacious primary suite. Inside, you’ll find timeless mid-century charm paired with thoughtful updates, including newer double-pane windows and sliding glass doors that bring in natural light while improving energy efficiency. The AC and roof are both only 8 years old, and the home also features a newer water heater for added peace of mind. Located just moments from shopping, dining, and the renowned Chain of Lakes, this home puts you close to everything Winter Haven has to offer — all with NO HOA and NO CDD fees! Whether you’re looking for a primary residence, an investment opportunity, or a home with room to grow, this one is full of possibilities and ready for you to make it your own.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Daniel Cook (863-430-8338)
4511 REDWOOD ST, WINTER HAVEN, FL 33880
$113,00090 Days on yellowkey MLS ID: L4960495
REDUCED by $2,000 (1.7%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1979Monthly Fee: $156 Tax: $1,584 (2025)Community: Oakwood EstatesManufactured Home
Taxes:$1,584
Remarks: Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood with a welcoming atmosphere and a beautiful lake view to enjoy. Recent updates include new kitchen and bathroom flooring, new windows, and new interior and exterior doors, along with a roof that is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Jody Pagan (863-604-2367)
1150 HIGH SEAS ST, WINTER HAVEN, FL 33880
$270,600195 Days on yellowkey MLS ID: O6366431
REDUCED by $4,200 (1.5%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1702 Built: 2013Monthly Fee: $67 Tax: $3,910 (2024)Community: Shores At Lake SearsSingle Family
Taxes:$3,910
Tax Year: 2024
Remarks: Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts a 4-piece appliance package, ample storage, hard surface countertops, and an eat-in dining room. This split floorplan offers the primary bedroom on one side of the home and two secondary on the other. Come and see for yourself the possibilities that this home has to offer!
Listing is courtesy of: EVERYSTATE INC. (501-725-1234)
Listing Agent: Blake Keathley (661-900-9145)
39 KIMBERLY CT, WINTER HAVEN, FL 33880
$154,900163 Days on yellowkey MLS ID: P4937502
4 Days Off yellowkey (back on 6/22/2026)
REDUCED by $5,000 (3.1%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1044 Built: 1985Monthly Fee: $260 Tax: $2,128 (2025)Community: Brandy Chase Village A RepSingle Family
Taxes:$2,128
Remarks: Welcome to Brandy Chase Village!! This well desired 55+ community located in Winter Haven Florida is centrally located between Tampa and Orlando. The beautiful 2 bedroom and 2 bathroom home is well maintained and ready for you! Enjoy your oversized sunroom that adds extra square footage of living space for you to enjoy. Updated appliances and a new AC was installed in 2021 , as well as it was replumbed in 2021. Assigned covered parking space with additional guest parking spot. Are looking for a new primary residence , to downsize or a winter getaway? Either way you will not be disappointed with everything this property offers. Beautiful grounds and low cost HOA fee which includes water/sewer, garbage,lawn care, clubhouse and pool maintenance. Minutes from the Polk Parkway and the neighboring cities of Lakeland , Auburndale and Bartow this is the perfect location for you! Call today for your showing , don't miss out on your opportunity to call Brandy Chase your home!
Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)
Listing Agent: Rosalia Abreu (954-854-3694)
2218 ABBEY RD, WINTER HAVEN, FL 33880
$179,999427 Days on yellowkey MLS ID: O6301632
REDUCED by $2,991 (1.6%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1984Monthly Fee: $135 Tax: $2,635 (2024)Community: Stonebridge Vls Ph 02Spa: NoVilla
Taxes:$2,635
Elementary School: Lake Shipp Elem
High School: Winter Haven Senior
Remarks: Turnkey Villa in Stonebridge — Low Maintenance Living, Prime Location Step into easy Florida living with this move-in ready 2-bedroom, 2-bath villa in the highly desirable Stonebridge community. With vaulted ceilings, abundant natural light, and an open-concept layout, the home feels bright, spacious, and immediately inviting. The thoughtfully designed split-bedroom floor plan offers ideal privacy for guests, roommates, or a dedicated home office. The primary suite provides a relaxing retreat with a walk-in closet and a spacious walk-in shower. The kitchen is both functional and welcoming, featuring generous counter space, ample cabinetry, and a breakfast bar that flows seamlessly into the main living area—perfect for everyday living or casual entertaining. Major systems—including the roof, HVAC, and water heater—are all approximately 3 years old, giving buyers peace of mind from day one. Step outside and enjoy one of the home’s standout features: direct proximity to the community pool—just steps away for effortless relaxation. Conveniently located near downtown Winter Haven, Legoland, Disney, and major roadways with access to Florida’s beaches, this home is ideal for full-time living, a seasonal retreat, or an investment opportunity. Opportunities like this don’t last—schedule your private showing today.
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Larry King (404-441-5050)
1 BROGDEN CT SE, WINTER HAVEN, FL 33880
$799,90096 Days on yellowkey MLS ID: L4960380
REDUCED by $25,100 (3.0%) on 06/22/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 3020 Built: 2022 Tax: $9,754 (2025)Community: Brogden Point RepSpa: YesSingle Family
Taxes:$9,754
Elementary School: Elbert Elem
Middle School: Denison Middle
Remarks: Custom-built by Hulbert Homes, known for exceptional quality and craftsmanship, this one-of-a-kind 4-bedroom, 3-bath residence is situated on nearly ¾ of an acre in a private, in-town Winter Haven community. From the moment you arrive, the home impresses with custom mahogany double doors, a charming rocking chair front porch, soaring ceilings, crown molding, and luxury vinyl flooring throughout. The thoughtfully designed open-concept layout seamlessly connects the Great Room, dining area, and chef’s kitchen, creating an ideal space for both everyday living and entertaining. The kitchen serves as the heart of the home, featuring a massive island, stainless steel appliances, gas range, and custom backsplash. The Great Room offers a cozy gas fireplace and built-in Sonos sound system, while abundant natural light enhances the home’s light, bright feel. The private 4th bedroom includes its own en-suite bath and direct access to the lanai, making it perfect for guests or multi-generational living, while a dedicated office/den with built-ins and a functional mudroom with additional storage add versatility. The luxurious primary suite is a true retreat, complete with a second gas fireplace, an expansive 12x8 walk-in closet with custom shelving, and a spa-inspired bath with dual vanities and a walk-in shower. Step outside to your own private oasis featuring an expansive screened lanai with a saltwater pool, above-ground hot tub, covered entertaining area with wet bar, and remote-controlled hurricane shutters and shades. Additional highlights include an oversized 31x43 garage with epoxy floors, a whole-house Generac generator, and a tankless water heater. Built with efficiency and durability in mind, the home features a low-maintenance metal roof with no exposed fasteners, spray foam insulation (8–12”) for enhanced energy efficiency, a Carrier Infinity A/C system with humidity control, insulated and wind-resistant garage doors, in-wall Taexx pest control, and an in-foundation termite treatment system. Utility costs remain impressively low, with average electric around $325, water approximately $75 (without irrigation), and gas about $25. Ideally located near Legoland, the Chain of Lakes, shopping, dining, and more, this exceptional property offers the perfect blend of luxury, comfort, and Hulbert Homes’ signature excellence.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brian Stephens (863-647-8600)
410 AVENUE A WAHNETA E, WINTER HAVEN, FL 33880
$154,9005 Days on yellowkey MLS ID: L4962867
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1998 Tax: $1,600 (2025)Community: Wahneta FarmsManufactured Home
Taxes:$1,600
Remarks: This charming 3 BEDROOM 2 BATH SPLIT PLAN DOUBLEWIDE MANUFACTURED HOME is ready for a new owner! Upon entering the home, you'll notice the SPACIOUS LIVING AREA with the primary suite to the right and the other bedrooms to the left. There's NO CARPETING in this home - NEW LAMINATE FLOORING was recently installed throughout. The kitchen has NEW LOWER CABINETS. Both bathrooms have NEW TOILETS AND VANITIES, and the guest bath has a NEW TUB/SHOWER UNIT. There is a LAUNDRY CLOSET that is conveniently located just off the kitchen. Enjoy your morning coffee on the COVERED BACK PORCH that overlooks the back yard. This home is located on a SPACIOUS CORNER LOT in the Wahneta area of Winter Haven where you don't have to worry about deed restrictions as there is NO HOA. The roof was replaced in 2017 and the AC in 2025.
Listing is courtesy of: SILCO REAL ESTATE EXCHANGE, IN (863-644-7583)
Listing Agent: Julie Roberson (863-557-1972)
333 LAKE HOWARD DR NW #304B, WINTER HAVEN, FL 33880
$80,00031 Days on yellowkey MLS ID: L4961973
0 Days Off yellowkey (back on 6/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1973Monthly Fee: $529 Tax: $1,937 (2025)Community: Imperial Harbours Ph ICondo
Taxes:$1,937
Remarks: Under contract-accepting backup offers. Top-floor condo with INCREDIBLE lake views in the desirable 55+ community of Imperial Harbours on Lake Howard! This three-bedroom, two-bath condo offers tons of potential and is ready for your personal touches and a little TLC. The kitchen features a convenient pass-through window overlooking the dining and living areas, creating an open and functional layout. The spacious primary suite includes an en suite bathroom and walk-in closet, while bedrooms two and three share a second full bath. A small bonus room overlooks the lake and would make a great office, sitting room, or hobby space. This beautifully maintained waterfront community offers maintenance-free living with access to a private dock and fishing pier on the famous Chain of Lakes. Amenities include a community pool and cabana, shuffleboard courts, extra storage, covered parking, and elevator access. Association dues cover cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Conveniently located near downtown Winter Haven, shopping, dining, and medical facilities. Call today to schedule your private showing!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
238 AVENUE F SE, WINTER HAVEN, FL 33880
$204,9004 Days on yellowkey MLS ID: L4962934
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1953 Tax: $887 (2025)Community: Havencrest AddSingle Family
Taxes:$887
Remarks: Welcome to this charming 3-bedroom, 2-bath home with a new roof, updated bathroom, and spacious fenced yard with a storage shed. The property could use some finishing touches, making it the perfect opportunity to add your own style and build equity. With ample outdoor space and plenty of potential, don't miss your chance to make this home your own! Just minutes away from Downtown Winter Haven, full of shops and restaurants.
Listing is courtesy of: HARPER REALTY FL, LLC (863-687-8020)
Listing Agent: Audrey Yopp (863-430-4409)
472 ARCHAIC DR, WINTER HAVEN, FL 33880
$538,00018 Days on yellowkey MLS ID: L4962519
3 Days Off yellowkey (back on 6/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2725 Built: 2003Monthly Fee: $79 Tax: $3,572 (2025)Community: Village Spirit Lake Ph 01Spa: NoSingle Family
Taxes:$3,572
Elementary School: Eagle Lake Elem
Remarks: Lake-access living meets modern comfort in this beautifully updated corner-lot home. Welcome to 472 Archaic Drive, originally custom built, this updated 4-bedroom, 3-bath home is situated on a corner lot in one of Winter Haven's most desirable gated communities. With a heated pool, fully fenced yard, oversized garage with tool shed/workshop, and access to outstanding neighborhood amenities, this almost 2,800 sqaure foot home offers the perfect combination of comfort, style, and functionality. You'll appreciate the spacious layout, soaring ceilings, abundant natural light, and thoughtful upgrades throughout. The stunning chef-inspired kitchen serves as the heart of the home, showcasing abundant 42" custom cabinetry, luxury stone countertops, a large center island with additional sink, stainless steel appliances, and a stylish subway tile backsplash, a walk-in pantry, and breakfast nook. Thoughtfully updated with modern finishes and timeless design, this kitchen is perfectly suited for everyday living and entertaining alike. The thoughtfully designed split-bedroom floor plan provides privacy for everyone. The spacious primary suite serves as a true retreat, featuring a luxurious ensuite bath complete with dual vanities, a relaxing soaking tub, a separate walk-in shower, and a private water closet. Generous closet space and a serene atmosphere make this the perfect place to unwind at the end of the day. Two additional bedrooms are well-sized with built in storage window seats, and separated by a unique jack-and-jill bathroom with dual vanities, creating an ideal layout for families and guests. The fourth bedroom with closet makes a great added space to the home. A third full bathroom conveniently provides supplemental access to the backyard oasis where a heated self-cleaning swimming pool, covered lanai, and fully fenced yard create the ultimate setting for year-round entertainment. Residents of this sought-after gated community enjoy access to outstanding amenities including a clubhouse, community pool, playground, private boat ramp, and dock, providing endless opportunities for recreation and enjoyment. Easy access to get to Bartow and the Polk Parkway With a new roof in 2021, this beautifully updated, meticulously maintained, and ideally located home offers the perfect combination of luxury, comfort, and Florida living.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Suzie Rudd (863-508-3000)
1000 LENA RUN CT, WINTER HAVEN, FL 33880
$549,00017 Days on yellowkey MLS ID: L4962371
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2624 Built: 2007Monthly Fee: $129 Tax: $3,309 (2025)Community: Hidden CreekSpa: NoSingle Family
Taxes:$3,309
Remarks: Under contract-accepting backup offers. Welcome to 1000 Lena Run Ct — a thoughtfully designed 4-bed, 3-bath pool home offering space, privacy, and timeless appeal. The moment you step inside, you’ll notice the attention to detail, soaring ceilings, and a smart split floor plan that truly makes sense. With an additional office or bonus room and a three-car garage, this home delivers flexibility for modern living. Perfectly positioned on nearly half an acre in one of Winter Haven’s most desirable gated communities Hidden Creek, it offers rare privacy with no rear neighbors, peaceful natural views, and regular visits from local wildlife — including bald eagles and turkeys. The layout is ideal for families, multigenerational living, or anyone seeking extra space. The screen-enclosed pool area creates a true Florida retreat — perfect for relaxing, entertaining, or enjoying year-round outdoor living. The primary suite is a haven of comfort, featuring a soaking tub and walk-in shower designed for unwinding after a long day. Located just minutes from the Polk Parkway, this home provides easy access to Lakeland and Winter Haven’s top-rated dining, shopping, medical facilities, and attractions — including Legoland, Chain of Lakes recreation, and other local favorites. Move-in ready and beautifully maintained, this property blends convenience with a tucked-away feel — a rare opportunity to own a private pool home in a sought-after Winter Haven community.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Sarah Garner (863-303-4665)
333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880
$109,90053 Days on yellowkey MLS ID: L4961519
REDUCED by $8,100 (6.9%) on 06/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1973 Tax: $361 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$361
Remarks: Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and the shores of Lake Howard. From both the bedroom and enclosed Florida room, take in peaceful views of the community pool and landscaped courtyard—an ideal backdrop for quiet mornings or unwinding at the end of the day. Located in Building Two, this second-floor unit offers convenient access via elevator or stairs and provides a comfortable, easygoing layout designed for everyday living. The bright and open great room flows seamlessly into the dining area, creating a welcoming space for both relaxing and entertaining. The primary suite is spacious and features a walk-in closet along with a private en suite bath complete with a step-in shower. The guest bedroom offers flexibility for visitors or additional use, while the kitchen provides ample cabinetry, stainless steel appliances, stone countertops with workspace for everyday needs. Interior features include tile flooring throughout and the convenience of an in-unit stackable washer and dryer. Condo is being sold fully furnished. Residents enjoy a variety of amenities, including a lakeside fishing pier, community pool, fitness area, meeting room, assigned covered parking, and extra storage. The condo fee simplifies daily living by covering cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Ideally situated just minutes from shopping, dining, and the charm of downtown Winter Haven, this property offers an easy, enjoyable Florida lifestyle with lake access right at your doorstep.
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Deborah Grogan (863-812-5944)
4146 SPRUCEWOOD ST, WINTER HAVEN, FL 33880
$140,0003 Days on yellowkey MLS ID: P4939076
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1982Monthly Fee: $166 Tax: $1,024 (2025)Community: Oakwood EstatesManufactured Home
Taxes:$1,024
Remarks: You won't want to miss this opportunity. This 1344 sf home located in Oakwood Estates, a 55+ community. From the carport walk into the lanai, perfect for entertaining. From there step through the French doors into the open and inviting home with an open and updated kitchen with newer appliances including a cooktop, built in double ovens, built in microwave, and nice sized refrigerator. Past the kitchen you will see the comfortable dining area with built in cabinetry. Then follow through to the spacious living room with more built in cabinets. Returning back through the kitchen you will find the family room area which is open to the kitchen, just perfect for those family and friends get togethers. The main bathroom has been updated with a beautiful shower and updated stool. The guest bedroom is attached to this bath. At the back of the home you will find the primary bedroom complete with two built in closets and a nice sized bathroom attached. The shingled room was installed in 2025 and the air conditioner and water heater were installed in 2021. Oakwood Estates offers many amenities as well as activities. You can join in on the activities or just sit back and watch the world go by.
Listing Agent: Kathy Devor (573-450-1679)
840 PIEDMONT DR SE, WINTER HAVEN, FL 33880
$425,00018 Days on yellowkey MLS ID: L4962339
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1870 Built: 1960 Tax: $4,220 (2025)Community: Cooper EstatesSpa: NoSingle Family
Taxes:$4,220
Remarks: Welcome to your own private backyard retreat in the heart of Winter Haven! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacious .31-acre lot with NO HOA and offers the perfect blend of comfort, convenience, and Florida living. The true showstopper is the incredible approximately *983-square-foot covered lanai*, creating an expansive outdoor living space rarely found in homes of this size. Perfect for entertaining, relaxing, outdoor dining, or even a home gym, this massive covered retreat overlooks the sports-style pool, oversized fenced backyard, custom playground, firepit, raised irrigated garden beds, and turf-and-tile entertaining area. Best of all, enjoy spectacular *LEGOLAND fireworks* views right from your own backyard. Inside, you'll find a bright and inviting floor plan with generous living spaces, comfortable bedrooms, and a well-appointed kitchen that flows seamlessly into the living and dining areas. Recent updates provide peace of mind, including a New Roof (2023), New Covered Lanai (2023), whole-home re-plumbing (2024), reverse osmosis system in the kitchen (2024), stainless steel dishwasher (2021), gas water heater (2021), irrigation system for yard (2023), updated light fixtures throughout, Ring security system with automatic flood lights, and added recessed lighting in the living room and kitchen. The outdoor space was thoughtfully enhanced in 2024 with stained fencing, rocked and irrigated landscape borders, a fully sealed playground, and beautifully designed gathering spaces that make this property ideal for everyday living and entertaining alike. Conveniently located just minutes from Downtown Winter Haven, LEGOLAND Florida Resort, major hospitals, shopping, dining, and everyday conveniences, this move-in-ready home offers the perfect combination of location, lifestyle, and value. Don't miss this rare opportunity to own a beautifully updated pool home with an extraordinary outdoor living experience. Schedule your private showing today!
Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)
Listing Agent: Jenna Henderson (850-524-3843)
23 OAKWOOD RD, WINTER HAVEN, FL 33880
$574,90053 Days on yellowkey MLS ID: L4961490
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2125 Built: 1994 Tax: $5,836 (2025)Community: N/ASingle Family
Taxes:$5,836
Remarks: Privacy, space, and freedom — this gated 2.38-acre Winter Haven estate has it all, with no HOA to tell you what to do with it. Tucked well back from the road behind a remote-operated gate, this 4-bedroom, 2-bath home offers 2,125 sq ft of comfortable living surrounded by mature oaks and wide open sky. The split-bedroom floor plan features formal living and dining rooms, a family room that flows into the kitchen, hardwood floors, and a breakfast bar perfect for morning coffee. The owner's suite is a true retreat with French doors to the screened back porch, a spa-style bath with soaking tub and separate shower, and a generous walk-in closet. Outside, a 42-ft covered front porch and 34-ft screened back porch frame the fully fenced acreage — room for your RV, boat, ATVs, a future pool, a garden, and more. New roof (2023), updated AC, well pump, and New water heater 2026, septic pumped this year. Minutes from the Polk Parkway with easy access to Lakeland, Tampa, and Orlando. Back on the market and ready for its new owners.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Kimberly Davis (850-625-8855)
1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880
$570,00046 Days on yellowkey MLS ID: L4961757
REDUCED by $5,000 (0.9%) on 06/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3086 Built: 2000Monthly Fee: $13 Tax: $5,683 (2025)Community: Grey Fox Hollow Ph ThreeSingle Family
Taxes:$5,683
Remarks: Welcome to 1413 Hidden Creek Lane—a beautifully maintained 4-bedroom, 2.5-bath residence with a spacious loft, perfectly situated on an expansive .75-acre homesite in one of Winter Haven’s desirable established communities. Offering the ideal blend of peaceful country-style living and convenient access, this property is centrally located to Florida’s world-renowned attractions, including Walt Disney World Resort, Universal Orlando Resort, and LEGOLAND Florida Resort, along with easy access to Gulf Coast beaches and Orlando’s premier shopping, dining, and entertainment. From the moment you arrive, you'll appreciate the home’s inviting curb appeal, highlighted by a charming Southern-style front porch with refreshed columns, creating timeless warmth and character. The scenic setting is truly special, featuring picturesque ponds, charming bridges, and peaceful natural surroundings, offering a park-like backdrop that makes everyday living feel like a retreat. Inside, the spacious floor plan offers room for everyone with 4 generously sized bedrooms, 2.5 baths, a versatile loft area, and an added enclosed rear playroom/flex space—perfect for a game room, homeschool area, fitness studio, or additional family living space. Thoughtful updates throughout include renovated bathrooms, tasteful touch-ups, new hardwood flooring in one bedroom, a brand-new well and filtration system, and a meticulously maintained HVAC system with annual servicing—providing comfort and peace of mind for years to come. For added value and security, the home is also equipped with a whole-house generator, a highly desirable feature that ensures convenience and preparedness year-round. Set on three-quarters of an acre, the outdoor possibilities are endless. Whether you envision a pool, garden retreat, entertaining space, or workshop, this oversized homesite provides the room to create it. A storage shed already on the property adds even more functionality for tools, hobbies, or extra storage needs. Offering space, charm, modern updates, and exceptional versatility, 1413 Hidden Creek Lane is a rare opportunity to enjoy tranquil living without sacrificing convenience.
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Vikki Thielen (863-604-6627)
258 TERRANOVA BLVD, WINTER HAVEN, FL 33880
$414,00048 Days on yellowkey MLS ID: TB8499276
REDUCED by $5,000 (1.2%) on 06/20/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2639 Built: 2006Monthly Fee: $55 Tax: $6,791 (2025)Community: Terranova Phase IvSingle Family
Taxes:$6,791
Remarks: Welcome to this beautifully renovated home located in a secure gated community, offering not only privacy and peace of mind but also a low annual HOA fee. This spacious property features 4 bedrooms plus a versatile bonus room and 3 fully remodeled bathrooms, thoughtfully designed to provide comfort for everyday living and privacy for guests. As you enter, you are welcomed by high ceilings and an open-concept layout filled with natural light, creating a bright and inviting atmosphere throughout the home. The interior showcases new flooring, fresh paint, and modern finishes that elevate every space. The kitchen has been fully updated with elegant cabinetry, gold hardware, spacious countertops, stainless steel appliances, and stylish lighting, all seamlessly connected to the main living areas, making it ideal for both daily use and entertaining. Both the kitchen and bathroom countertops feature high-quality quartz, offering durability, low maintenance, and a clean, modern look that enhances the overall design of the home. The primary bathroom offers a true luxury experience with floor-to-ceiling tile, a freestanding soaking tub positioned under a large window, a frameless glass shower with modern gold finishes, and a double vanity with contemporary mirrors and lighting. The additional bathrooms have also been completely renovated with clean, modern designs and high-quality materials. The home also includes a three-car garage and a large driveway, providing ample parking and storage space. The backyard offers a private outdoor area with plenty of potential for relaxation or future enhancements. Located in a quiet and well-maintained community, this property combines modern upgrades, functional layout, and an excellent location, making it a perfect option for both homeowners and investors seeking a move-in ready home.
Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)
Listing Agent: Jorge Orama (813-753-4656)
509 SHARON HILL CT, WINTER HAVEN, FL 33880
$239,9004 Days on yellowkey MLS ID: R4911482
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1728 Built: 1992 Tax: $3,439 (2025)Community: TanamoraManufactured Home
Taxes:$3,439
Remarks: USDA financing may be available for qualified buyers, potentially allowing 100% financing with no down payment. Buyers should verify eligibility with their lender. Welcome to your slice of country living with room to breathe! Situated on approximately 0.65 acres, this well-maintained 3-bedroom, 2-bath home offers the perfect blend of privacy, functionality, and convenience. Step inside to find comfortable living spaces designed for everyday living and entertaining. Outside, the possibilities are endless. The oversized lot provides ample space for gardening, pets, recreational vehicles, boats, or simply enjoying the Florida lifestyle without the restrictions often found in subdivision communities. One of the standout features is the large detached metal building/workshop, offering incredible flexibility for hobbyists, contractors, mechanics, small business owners, or anyone needing additional storage space. Whether you’re looking for a workshop, home business setup, equipment storage, or the ultimate man cave, this structure adds tremendous value and versatility. Enjoy the peace and quiet of a larger homesite while remaining just a short drive from shopping, dining, schools, medical facilities, and major commuter routes. If you’ve been searching for a property with space, freedom, and a workshop that’s hard to find in today’s market, this is one you won’t want to miss.
Listing is courtesy of: MILLSHIRE REALTY (863-815-8000)
Listing Agent: Robert Miller, Jr (863-899-9324)
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