Winter Haven Condos for Sale by Neighborhood

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  • 645 BROADMOOR CIR #645, WINTER HAVEN, FL - MLS# P4938978

    CYPRESSWOOD VILLAS ON THE GREEN - P4938978 - 645 BROADMOOR CIR #645, WINTER HAVEN, FL 33884
    Just Added on 06/16/2026 8:04AM

    $189,900 | Condo | 2 beds | 2.0 baths

    FLORIDA LIVING AT IT'S BEST!!! Don't miss out on this end unit, spacious 2 bedroom 2 bath townhome in a gated community. This unit is conveniently located right across the street from the clubhouse, pool, tennis courts and golf course!! Great for just starting out or ready to retire. Great Florida Room for relaxing when the weather is nice. Close to shopping and LegoLand!!

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    Listing is courtesy of: CENTURY 21 MYERS REALTY

  • 333 LAKE HOWARD DR NW #312B, WINTER HAVEN, FL - MLS# P4939038

    IMPERIAL HARBOURSPHASES 01 & 02 - P4939038 - 333 LAKE HOWARD DR NW #312B, WINTER HAVEN, FL 33880
    Just Added on 06/15/2026 8:40PM

    $129,000 | Condo | 2 beds | 2.0 baths | 1 car

    Virtually Staged. Introducing a beautifully renovated 2-bedroom, 2-bath condo located on the lakefront of Lake Howard in Winter Haven. This top-floor unit is truly turnkey, offering updated flooring, fresh paint, new drywall, new interior doors, updated kitchen cabinets, and modern appliances. Recent upgrades include energy-efficient double-hung windows, a newer A/C system, and a stackable washer and dryer. The top-floor location provides added privacy with no neighbors above, while elevator access makes daily living easy and convenient. Enjoy relaxing lake breezes and beautiful Lake Howard views within this community in addition to the peaceful pool view from the unit. Community amenities include a pool, shuffleboard, and organized activities. Covered parking and onsite storage lockers are also included. This mint-condition condo offers comfort, convenience, and lakefront living with a low condo association fee in a 55 and older setting. A rare opportunity in a desirable Winter Haven location.

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    Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN

  • WINTER HAVEN, FL - MLS# L4962492

    WINTERSET 01 A CONDO 02 AMD - WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $225,000 | Condo | 2 beds | 2.0 baths

    Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and entertaining. The kitchen is beautifully appointed with custom Kraft Maid wood cabinetry, granite countertops, a breakfast bar, and a complete appliance package. The primary bedroom enjoys peaceful lake views and includes plush carpeting with a gel pad, a large 11' X 7' walk-in closet, a ceiling fan, sliding doors to the patio, and an en-suite bath featuring dual sinks, quartz countertops, and an oversized walk-in shower with a seamless glass door. The guest bedroom is generously sized at 13' x 10', offering ample closet space and convenient access to the guest bathroom, which features quartz countertops and tile flooring. The screened porch is the perfect place to relax and enjoy breathtaking lakefront views and spectacular sunsets. Residents enjoy true resort-style living with access to a community clubhouse, pool, spa, shuffleboard courts, tennis & Pickleball courts. The highly desirable location offers close proximity to shopping, dining, schools, medical facilities, and LEGOLAND Florida Resort. Additional features include a private storage room off the patio, inside laundry, a tile roof, air conditioning, 24-hour security, meticulously maintained grounds, assigned parking, and ample guest parking. This is Florida lakefront living at its finest.

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    Listing is courtesy of: CROSBY & ASSOCIATES, INC.

  • 700 MIRROR TER NW #506, WINTER HAVEN, FL - MLS# P4939037

    SPRING LAKE TOWERS - P4939037 - 700 MIRROR TER NW #506, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $119,000 | Condo | 2 beds | 2.0 baths | 1 car

    PRICED TO SELL!! **GORGEOUS VIEWS FROM THIS FURNISHED DIRECT LAKEFRONT CONDO** THE 2ND BEDROOM EXTENDS THE LIVING AREA AND CAN BE CLOSED FOR GUEST BEDROOM USE. THIS BEAUTIFUL CONDO IS ON THE SOUTH "CHAIN OF LAKES" IN WINTER HAVEN, FLORIDA (CENTER OF THE STATE LOCATION). THE NICE QUALITY FURNITURE IS INCLUDED. The monthly fee includes cable, internet, water, sewer, trash removal, roof, building insurance, ground maintenance, use of the pool, recreational room, exercise room, and library. The custom design features in this condominium are; raised panel wood cabinets in the kitchen, beautiful granite countertops, custom tile backsplash, stainless steel appliances, and up to date paint selections. Spring Lake Towers Condominium is an (age 55+) NON-SMOKING, NO PETS complex. BOAT SLIPS are currently available for a reasonable yearly fee. This condo complex is immaculate and conveniently located to grocery, shopping, movie theater, medical, places of worship, restaurants, bus line & downtown Winter Haven. Spring Lake Towers holds occasional social events and planned group activities if you wish to participate. This is truly living the Florida lifestyle with a gorgeous lakefront setting. Make this your full-time residence or a winter home. All information is believed to be accurate but not guaranteed. Make your showing appointment today as it is sure to sell quickly. Measurements are approximate.

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    Listing is courtesy of: JUDY B CLEAVES PROPERTIES INC

  • 2500 21ST ST NW #47, WINTER HAVEN, FL - MLS# L4962052

    CASA DEL SOL CONDO VILLAGE PH 01 - L4962052 - 2500 21ST ST NW #47, WINTER HAVEN, FL 33881
    3 Days on yellowkey

    $177,000 | Condo | 2 beds | 2.5 baths | 2 gar

    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.

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    Listing is courtesy of: S & D REAL ESTATE SERVICE LLC

  • 1550 11TH ST NE #H1, WINTER HAVEN, FL - MLS# L4962617

    LAKE BUCKEYE CONDO - L4962617 - 1550 11TH ST NE #H1, WINTER HAVEN, FL 33881
    4 Days on yellowkey

    $115,000 | Condo | 2 beds | 2.0 baths

    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.

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.