Location: Winter Haven , 33881
Do Not Show Listings
3022 HICKORY ST NW, WINTER HAVEN, FL 33881
$265,000186 Days on yellowkey MLS ID: A4674941
REDUCED by $5,000 (1.9%) on 06/09/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1602 Built: 1955 Tax: $1,866 (2024)Community: Biltmore ShoresSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,866
Elementary School: Auburndale Central Elem
High School: Auburndale High School
Tax Year: 2024
Middle School: Westwood Middle
Remarks: This move-in ready 3-bedroom Winter Haven pool home offers a fantastic combination of comfort, upgrades, and true Florida living on an oversized lot with no HOA. The home features a brand-new roof, new HVAC system and thermostat, new water heater, new pool pump and chlorinator, new laundry units, new exterior front doors, and an expanded driveway with ample parking. Inside, you’ll find a functional layout with generous living space and fresh improvements throughout. The private in-ground pool creates a relaxing backyard setting, while the large lot provides room for outdoor entertaining, storage, or future additions. Located minutes from the Winter Haven Chain of Lakes, Gene’s Lakeside Marina, LEGOLAND Florida Resort, golf courses, shopping, dining, and local parks, this property sits in one of Central Florida’s most desirable and fast-growing areas. With major updates already completed and convenient access to boating, recreation, and upcoming community development, this home is an excellent opportunity for first-time buyers, families, or investors.
Listing is courtesy of: THE URBAN GROUP, INC. (954-522-6226)
Listing Agent: Ashlee Morrell (941-740-9134)
2021 BUCKEYE RD NE, WINTER HAVEN, FL 33881
$339,0003 Days on yellowkey MLS ID: O6415489
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2144 Built: 1984 Tax: $5,045 (2025)Community: Saxon-Myers Rep Ph 1Apartment
Taxes:$5,045
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: None
Remarks: Income-Producing Duplex on Corner Lot – No HOA! Exceptional opportunity in Winter Haven! This well-maintained duplex at 2021/2023 Buckeye Rd NE features two spacious 2-bedroom, 2-bathroom units — 1,070 sq ft each — both with the convenience of indoor laundry hookup. Unit 2021 is vacant and move-in ready, while Unit 2023 is occupied by a reliable tenant who just renewed their lease at $1,300/month for another full year — instant income from day one! With market rents for comparable renovated units ranging from $1,400–$1,500, there's built-in upside on both sides. Perfect for the savvy house hacker: live in one unit while your tenant covers a significant portion of your mortgage. Investors will love the turnkey setup — lease the vacant unit at market rate and enjoy strong dual rental income with room to grow. Situated on a desirable fenced corner lot with no HOA fees or restrictions. Roof replaced in 2018, keeping maintenance minimal and insurance affordable. Opportunities like this — generously sized units, in-place income, and rent upside — don't last long. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Pranesh Palanisamy (321-663-2195)
5828 MARSH LANDING DR, WINTER HAVEN, FL 33881
$387,500123 Days on yellowkey MLS ID: L4958953
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2078 Built: 2017Monthly Fee: $173 Tax: $4,932 (2025)Community: Lakeside Landings Ph 01Single Family
Taxes:$4,932
Elementary School: None
High School: None
Remarks: Welcome to refined Florida living in the serene, gated, 55+ community of Preserve at Lakeside Landings. This community designed with enjoying your Florida lifestyle, is home to 44 residences, 2 pools, a playground, and sidewalks to keep you active. HOA includes lawn maintenance which allows you to relax in your stunning new home! Thoughtfully designed with a triple-split floorplan, this residence offers exceptional privacy and versatility—ideal for multi-generational living. Manicured tropical landscaping and pristine sidewalks lead you inside, where the first split features two guest bedrooms and a shared bathroom. Continuing into the main corridor, you’ll find the third bedroom or office along with the conveniently located laundry room.The home then opens into a bright, airy living space with 9-foot ceilings and tile flooring. An elegant dining area overlooks the pool, while the beautifully appointed kitchen showcases solid wood cabinetry, granite countertops, stainless steel appliances, and a generous island perfect for entertaining. The primary suite serves as a peaceful retreat with updated flooring, a walk-in closet, and a spa-inspired bath complete with dual sinks, granite, and a glass walk-in shower. Outdoors, the property transforms into a true tropical sanctuary. A stunning saltwater pool with a cascading waterfall is framed by lush landscaping that is home to several citrus trees. This secluded, spa-like atmosphere is ideal for relaxation or entertaining. With a tranquil natural backdrop and effortless indoor-outdoor flow, this home blends elegance, comfort, and resort-style appeal. Fresh interior paint, an immaculate garage, energy-efficient insulation, and lawn care included in the HOA make this home truly move-in ready—offering a lifestyle of ease, beauty, and authentic Florida living. Upgrades include kitchen appliances 2025, new disposal, Pentair salt system is 4 years old. Pool deck was sealed one year ago. Don't hesitate, opportunities like this are rare, so make your appointment today!
Listing is courtesy of: FLORIDA REAL ESTATE COMPANY (863-701-3487)
Listing Agent: Cyleste Goodson (863-701-3487)
2436 EDWIN ST NE, WINTER HAVEN, FL 33881
$249,611135 Days on yellowkey MLS ID: P4937644
REDUCED by $100 (0.0%) on 06/14/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1813 Built: 2026 Tax: $313 (2025)Community: Smart SubSpa: NoManufactured Home
Taxes:$313
High School: Lake Region High
Middle School: Denison Middle
Remarks: Welcome to 2436 Edwin St NE, Winter Haven, FL 33881(POLK COUNTY). This beautifully designed 4-bedroom, 2-bathroom brand-new manufactured home offers a spacious, open floor plan ideal for modern living. Designed for the modern lifestyle, the spacious open floor plan is bathed in natural light and features durable, high-end vinyl flooring throughout (no carpet!). The massive living room transitions seamlessly into the dining area and kitchen, creating an ideal layout for entertaining. Need extra space? The separate family room provides the perfect footprint for a home office, media room, or playroom. The heart of the home is a chef-inspired kitchen that checks every box: Brand-new stainless-steel appliances, Oversized central island with breakfast bar seating, Stylish shaker-style cabinets with ample storage. The master suite is a private sanctuary, featuring a massive walk-in closet and a luxurious en-suite bath complete with a modern walk-in shower. Three additional generously sized guest bedrooms and a second full bathroom with a soaking tub ensure plenty of room for family and guests. Home also features Sliding Glass door. Enjoy the peace of country living while staying minutes away from Winter Haven’s Chain of Lakes, shopping, dining, and major Central Florida attractions (LEGOLAND, DISNEY, UNIVERSAL STUDIOS). With a dedicated utility/laundry room and a brand-new energy-efficient build, this home is move-in ready and built to last. Schedule your private tour today and experience the best of Florida living! Schedule your private tour today and experience the best of Florida living!
Listing is courtesy of: J&T PROPERTY SOLUTIONS GROUP LLC (863-440-3603)
Listing Agent: Jennifer Daniell (863-440-3603)
111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
$284,999102 Days on yellowkey MLS ID: S5145191
REDUCED by $1 (0.0%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1543 Built: 2023Monthly Fee: $83 Tax: $3,628 (2025)Community: Krenson BaySingle Family
Taxes:$3,628
Elementary School: Frank E. Brigham Academy
Remarks: Virtually Staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carolina Flores, Llc (954-471-5909)
6733 KENSINGTON DR NE, WINTER HAVEN, FL 33881
$175,0001 Day on yellowkey MLS ID: G5113718
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1985Monthly Fee: $46 Tax: $329 (2025)Community: Lake N Golf EstatesManufactured Home
Taxes:$329
Remarks: Charming 2-Bedroom, 2-Bath Home on a Corner Lot Near Lake Henry. Welcome to this beautifully maintained 2-bedroom, 2-bathroom home, where pristine evidence is noticed from the moment you arrive. From the unique guitar-themed driveway artwork to the immaculate interior, this inviting residence is ready for you to move in and enjoy. Situated on a desirable corner lot, the home is located on a street that leads directly to the community boat dock overlooking scenic Lake Henry. Residents enjoy an active lifestyle with a variety of community amenities and social events offered throughout the month. Inside, the thoughtfully designed floor plan features a bright kitchen with white cabinetry, white appliances, and a convenient center island with seating—perfect for casual dining. Just off the kitchen, the indoor laundry area includes upper cabinets for additional storage and organization. The formal dining room offers a built-in china cabinet, creating an elegant space for entertaining family and friends. The adjacent family room flows seamlessly into the dining area and features sliding glass doors that open to an oversized lanai spanning nearly the entire width of the home, providing abundant space for relaxing and enjoying Florida living. Both bedrooms offer the convenience and privacy of en-suite bathroom access, making overnight guests feel right at home. Ideally located near shopping, medical facilities, restaurants, and live entertainment, this home also provides easy access to the many recreational and social activities available within the community.
Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)
Listing Agent: Cynthia Cole (863-514-4461)
2500 21ST ST NW #47, WINTER HAVEN, FL 33881
$177,0001 Day on yellowkey MLS ID: L4962052
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1229 Built: 1975Monthly Fee: $412 Tax: $2,939 (2025)Community: Casa Del Sol Condo Village Ph 01Condo
Taxes:$2,939
Remarks: Nestled on beautiful Lake Hartridge, is this completely remodeled and move-in ready, stunning 2-bedroom, 2.5-bath condo in Casa Del Sol Village. This unit offers modern updates and a comfortable layout in the heart of Winter Haven. Every inch has been refreshed — featuring luxury vinyl flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living area and guest half bath downstairs make entertaining easy, while both upstairs bedrooms feature private ensuite baths for added convenience. Enjoy low-maintenance living with a 2-car attached garage, access to the community pools, and a location that’s close to shopping, dining, and the Chain of Lakes. Perfect as a primary home, seasonal retreat, or investment property — this move-in-ready condo combines style, comfort, and convenience in one incredible package.
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Nikki James (863-581-3499)
1100 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$214,00034 Days on yellowkey MLS ID: O6407265
REDUCED by $3,000 (1.4%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1019 Built: 1969 Tax: $1,264 (2025)Community: Carefree CoveSpa: NoSingle Family
Taxes:$1,264
Remarks: Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively refreshed presentation. Partial flooring replacement further updates the interior living spaces, while a fenced in backyard provides practical outdoor areas. This property embodies a fresh approach to comfortable living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
256 MEREDITH BLVD, WINTER HAVEN, FL 33881
$339,99051 Days on yellowkey MLS ID: G5111558
REDUCED by $35,000 (9.3%) on 06/04/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2531 Built: 2026Monthly Fee: $6 Tax: $500 (2024)Community: WillowbrookSingle Family
Taxes:$500
Elementary School: Lake Alfred Elem
Remarks: Virtually Staged. Welcome to this stunning Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz counter tops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests. This home is ideally situated just minutes from the scenic Port 27 and downtown Winter Haven, making it convenient for shopping, dining, and entertainment. Additionally, it's only a short drive to Highway 27 and about 20 minutes to I-4, providing easy access to nearby cities and attractions. Don’t miss the chance to own this beautiful home in a prime location—schedule your tour today!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
248 MEREDITH BLVD, WINTER HAVEN, FL 33881
$259,99051 Days on yellowkey MLS ID: G5111557
REDUCED by $25,000 (8.8%) on 06/04/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 2026Monthly Fee: $6 Tax: $500 (2025)Community: Willowbrook NorthSingle Family
Remarks: Welcome to this stunning Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,625 square feet of living space, and provides excellent curb appeal in it's elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests. This home is ideally situated just minutes from the scenic Port 27 and downtown Winter Haven, making it convenient for shopping, dining, and entertainment. Additionally, it's only a short drive to Highway 27 and about 20 minutes to I-4, providing easy access to nearby cities and attractions. Don’t miss the chance to own this beautiful home in a prime location—schedule your tour today!
1701 36TH ST NW, WINTER HAVEN, FL 33881
$259,999121 Days on yellowkey MLS ID: S5143914
REDUCED by $3,000 (1.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1815 Built: 1960 Tax: $2,806 (2025)Community: InwoodSingle Family
Taxes:$2,806
Remarks: Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer!
Listing Agent: Jose Hooker-Gomez (407-272-6986)
3050 CRUMP RD, WINTER HAVEN, FL 33881
$768,900133 Days on yellowkey MLS ID: L4959091
REDUCED by $100 (0.0%) on 06/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2397 Built: 1982 Tax: $10,845 (2025)Community: Magnolia ShoresSpa: YesSingle 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)
3421 HICKORY ST NW, WINTER HAVEN, FL 33881
$187,00014 Days on yellowkey MLS ID: O6412571
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 690 Built: 1955 Tax: $962 (2025)Community: Biltmore ShoresSingle Family
Taxes:$962
Remarks: NO HOA! This 2 bedroom, 1 bathroom property has an eat-in kitchen with granite countertops & dining space, and a separate living room for gathering. There is luxury vinyl plank (LVP) floors throughout the home and the bathroom has been newly tiled. The home has UV double-insulated windows, 8x10 shed with finished interior, electricity & wall A/C unit, and a spacious fenced backyard with vehicle gate. Seller updates include screen-enclosed front entry, landscape & sod, bathroom tile, crown molding, living room ceiling fan, LVP & baseboards, and finished shed. This home sweet home is tucked away approximately a half mile to Havendale Blvd which leads to groceries, restaurants and connecting highways/roads for commutes. A brand new Publix will soon be opening right next to this neighborhood! Bring your watercraft because you're approximately one mile to a public boat ramp for Lake Jessie which is known for its fishing, aviation activity (including seaplanes!), and is part of Winter Haven's famous Chain of Lakes.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Juan Castro (407-808-5353)
961 DREXEL AVE NE, WINTER HAVEN, FL 33881
$305,000112 Days on yellowkey MLS ID: L4959592
REDUCED by $10,000 (3.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1948 Tax: $3,409 (2025)Community: Anna MarSingle Family
Taxes:$3,409
Elementary School: Inwood Elem
Remarks: ***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Lisa Ford (863-510-3890)
1055 30TH ST NW, WINTER HAVEN, FL 33881
$199,90033 Days on yellowkey MLS ID: TB8507249
REDUCED by $10,000 (4.8%) on 06/13/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1955 Tax: $1,715 (2025)Community: Rosewood ManorSingle Family
Taxes:$1,715
Remarks: **Price Improvement** Move-in ready and fully remodeled from top to bottom, this 4-bedroom, 1-bathroom home at 1055 30th Street NW in Winter Haven is a true turnkey opportunity. Brand new roof (2026), brand new AC (2026), brand new windows (2026), new plumbing, and a new water heater mean all the big-ticket items are already handled — just bring your furniture and move right in. Inside, you'll find all new vinyl flooring throughout, a beautifully updated kitchen, and a flexible bonus room that can easily serve as a 4th bedroom, home office, playroom, or guest bedroom — whatever fits your lifestyle. Tucked into a quiet Winter Haven neighborhood with quick access to Highway 17, US-27, and Legoland, you're minutes from shopping, dining, and some of Polk County's best lakes.
Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)
Listing Agent: Philips Joseph (813-955-1966)
2235 LAKERIDGE DR, WINTER HAVEN, FL 33881
$300,00066 Days on yellowkey MLS ID: P4938412
REDUCED by $5,000 (1.6%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1893 Built: 2015Monthly Fee: $65 Tax: $2,614 (2025)Community: Lakeridge EstatesSingle Family
Taxes:$2,614
Remarks: Welcome to 2235 Lakeridge Estates, your opportunity to enjoy the Florida lifestyle in one of Winter Haven's growing and desirable communities near scenic Lake Hartridge and the Beautiful Winter Haven Chain of Lakes. An exceptional opportunity to own a beautifully designed home in the heart of Winter Haven. Nestled within the desirable Lakeridge Estates community near scenic Lake Hartridge, this well-maintained 3-bedroom, 2-bathroom residence offers nearly 1,893 square feet of thoughtfully designed living space, blending comfort, functionality, and Florida lifestyle appeal. From the moment you arrive, you’re greeted by a welcoming entry that opens into a bright, open-concept floor plan featuring vaulted ceilings and a seamless flow between the living and dining areas—perfect for both everyday living and entertaining. The spacious kitchen is a standout, complete with stainless steel appliances, ample cabinetry, a center island, and a pantry, making it as practical as it is stylish. The split-bedroom layout offers privacy and comfort, with a generously sized primary suite featuring a walk-in closet and an en-suite bath with dual features designed for relaxation. Two additional bedrooms provide flexibility for guests, family, or a home office. Step outside to one of this home’s most desirable features—a spacious backyard, ideal for outdoor gatherings, pets, or creating your own private oasis. The covered rear porch extends your living space outdoors, capturing the essence of Florida indoor-outdoor living. Location is key, and this home delivers. You’re just minutes from everyday conveniences including shopping destinations, along with casual dining options. Beyond daily conveniences, Winter Haven is known for its vibrant charm and attractions. Enjoy weekends exploring the nearby Chain of Lakes, or take a short drive to world-renowned destinations like LEGOLAND Florida Resort, a major area highlight for entertainment and recreation. The revitalized downtown district offers local boutiques, dining, and community events, adding to the area’s growing appeal. Whether you’re a first-time buyer, growing household, or investor, 2235 Lakeridge Drive presents a compelling blend of space, location, and lifestyle—an inviting place to call home in one of Central Florida’s most steadily growing markets.
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Maria Elena Fernandez (407-704-0732)
3420 AVENUE T NW, WINTER HAVEN, FL 33881
$225,00054 Days on yellowkey MLS ID: L4961252
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1088 Built: 1952 Tax: $1,476 (2025)Community: InwoodSingle Family
Taxes:$1,476
Remarks: 6/12/2026 - NO SHOWINGS UNTIL NEXT WEEK due to flooring install. Fully Remodeled 3 Bed / 3 Bath with No HOA – Move-In Ready in Winter Haven! Welcome to 3420 Avenue T NW — a completely updated 3-bedroom, 3-bathroom home featuring a rare full-bath-for-every-bedroom layout, all-new appliances, and a brand-new 6-foot privacy fence. This home has been renovated with today’s buyer in mind, offering a clean, modern interior with updated flooring, a refreshed kitchen, and a seamless open-concept living space. The kitchen is equipped with brand-new stainless steel appliances and flows easily into the main living areas, making it perfect for both daily living and entertaining. Each bedroom offers direct access to a full bathroom, providing flexibility for families, guests, or multi-use living arrangements — a feature that sets this home apart from typical properties in this range. The fully fenced backyard adds another layer of value, giving you private outdoor space ready for pets, play, or relaxation. If you’re searching for a move-in-ready home with modern updates, functional layout, and strong value, this one checks the boxes.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Don Jerue (863-259-9550)
3426 HICKORY ST NW, WINTER HAVEN, FL 33881
$220,00066 Days on yellowkey MLS ID: O6398170
REDUCED by $10,000 (4.3%) on 05/12/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1044 Built: 1955 Tax: $2,004 (2025)Community: Biltmore ShoresSingle Family
Taxes:$2,004
Remarks: Virtually Staged. NO HOA! LOW TAXES! ASSUMABLE FHA LOAN! NEW FLOORS! NEW FENCE! Bring your boat, your work vehicle and your RV! This home is has plenty of yard to hold all your toys and you won't be bothered by an HOA! This move-in ready property features brand new flooring and fresh interior paint, offering a clean, modern feel throughout. This home is light and bright and ready for its new owner! Whether you enjoy sipping your coffee on the front porch and talking with your neighbors or heading to your huge backyard to climb some trees or stoke up the fire pit, you will have years of happy memories in this solidly built Winter Haven home. A termite bond is in place, providing you added peace of mind! Located in the heart of Winter Haven, this home offers convenient access to major roadways including US-27 and the Polk Parkway, making commuting and travel simple. Enjoy being just 45–60 minutes to Orlando area attractions, including Walt Disney World and about 1.5 to 2 hours to Florida’s Gulf Coast beaches such as Clearwater and St. Pete Beach. Nature lovers will appreciate the close proximity to some of Florida’s most beautiful outdoor destinations. Nearby options include Circle B Bar Reserve which is known for scenic trails and wildlife viewing or Colt Creek State Park, offering hiking, horseback riding, and camping. Prefert the water? Lake Kissimmee State Park is perfect for boating, fishing, and exploring Florida’s natural landscape. Winter Haven itself is known for its chain of lakes, boating lifestyle, and local charm with shopping, dining, and entertainment just minutes away. Whether you’re looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and access to everything that makes Central Florida special!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Heather Walker, Pa (407-383-0762)
1550 11TH ST NE #H1, WINTER HAVEN, FL 33881
$115,0003 Days on yellowkey MLS ID: L4962617
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1974Monthly Fee: $361 Tax: $2,264 (2025)Community: Lake Buckeye CondoSpa: YesCondo
Taxes:$2,264
Remarks: Virtually Staged. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condominium offering effortless Florida living in a highly desirable Winter Haven location. Situated within a well-maintained community featuring a community pool and extensive HOA-covered amenities, this residence is ideal for full-time homeowners, seasonal residents, downsizers, or investors seeking comfort, convenience, and low-maintenance living. Step inside to discover a bright and inviting open-concept living and dining area enhanced by durable tile flooring and abundant natural light. A standout feature of this home is the presence of two separate sliding glass doors within the main living and dining space—one opening to a private outdoor balcony and the other leading to a spacious screened and enclosed patio, creating a seamless connection between indoor and outdoor living. This versatile enclosed space serves as a natural extension of the home and is ideal for a home office, hobby room, reading retreat, fitness area, or additional entertaining space. Large windows showcase tranquil views of the mature landscaping and beautiful blooming crepe myrtles, creating a peaceful atmosphere year-round. The thoughtfully designed galley kitchen features classic white cabinetry, a stylish subway tile backsplash, a dual-basin stainless steel sink, full-size appliances, and the added convenience of an INCLUDED WASHER AND DRYER. The primary suite serves as a relaxing retreat, complete with a walk-in closet and a private ensuite bath featuring a walk-in shower. A generously sized second bedroom and full guest bathroom provide comfortable accommodations for family and guests while offering flexibility for additional workspace if desired. This home has been thoughtfully maintained and updated, including an UPDATED HVAC SYSTEM approximately five years old. The building ROOF WAS REPLACED IN 2021 and is maintained by the HOA, while the owner-installed PATIO ROOF WAS UPDATED IN 2022, providing added value and peace of mind for the next owner. Residents enjoy a truly carefree lifestyle with HOA services that include exterior building maintenance, roof maintenance, trash service, driveway maintenance, routine pressure washing, professional landscaping, and community pool maintenance. These comprehensive services allow homeowners to spend less time on upkeep and more time enjoying the Florida sunshine and community amenities. Ideally LOCATED NEAR PICTURESQUE LAKE BUCKEYE, this home offers convenient access to fishing, boating, and scenic outdoor recreation while remaining close to shopping, dining, medical facilities, and everyday conveniences. The property is also just MINUTES FROM DOWNTOWN WINTER HAVEN, THE RENOWNED CHAIN OF LAKES, and LEGOLAND Florida Resort. Major roadways nearby provide easy access to Lakeland, Orlando, and Tampa, making commuting and travel exceptionally convenient. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready condo offers the perfect combination of comfort, convenience, and value in the heart of Winter Haven.
Listing Agent: David Small (407-601-8351)
1280 DENALI DR, WINTER HAVEN, FL 33881
$409,000137 Days on yellowkey MLS ID: G5107453
INCREASED by $10,000 (2.5%) on 04/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 2024Monthly Fee: $92 Tax: $6,203 (2025)Community: Lake Lucerne IiSingle Family
Taxes:$6,203
Elementary School: Bethune Academy
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: Virtually Staged. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender may choose one of the following: a 4.5 interest rate or $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender). Welcome to this stunning 3-bedroom, 2.5-bath two-story home located on a quiet cul-de-sac in the desirable Lake Lucerne II community. Built in 2024 and beautifully enhanced with thoughtful upgrades, this home offers the peace of new construction with the added value buyers are looking for. The backyard is truly a showstopper, featuring a screened enclosure and backing up to conservation land with a serene pond view, creating the perfect setting to enjoy your morning coffee or unwind at the end of the day. Vinyl fencing along the sides and a rear metal fence preserve privacy without obstructing the view. Inside, the home features high ceilings throughout, luxury vinyl flooring (with carpeted stairs and tile in bathrooms and laundry), an open-concept floor plan, and elegant design touches including a detailed foyer wall and a charming electric fireplace in the living room. The upgraded kitchen boasts stone countertops, beautiful cabinetry, stainless steel appliances, a large island with bar seating, and a pantry, making it ideal for both everyday living and entertaining. Downstairs also includes a flex room perfect for a home office or guest space, a half bath, and a 2-car garage. Upstairs, a spacious loft offers endless possibilities, family room, playroom, or potential 4th bedroom. The primary suite is a true retreat, featuring tray ceilings, generous space for a king-sized bed, and an upgraded California Closet–designed walk-in closet offering exceptional storage and organization. The primary bath includes dual sinks and a walk-in shower. Two additional bedrooms, a full bath, and a well-appointed laundry room with sink complete the upper level. Additional upgrades include a whole-home water filtration system, security system, and a hybrid heat-pump water heater that efficiently heats water while cooling the garage. Enjoy resort-style living with no CDD, a community clubhouse, two pools, and a playground. Conveniently located near shopping, golf courses, and with easy access to I-4, you’re perfectly positioned between Orlando and Tampa, sunrise to sunset. This home is move-in ready and truly special. Schedule your private showing today and experience it for yourself.
Listing Agent: Luisa Hurtado (646-259-1153)
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