Cypress Gardens, FL Homes for Sale under $300,000

**BOATING-SKIING-KAYAKING**CANAL FRONT PROPERTY LEADING TO BEAUTIFUL LAKE NED! NO HOA! LOCATED IN SOUTHEAST WINTER HAVEN, this spacious 3BR/2BA 1788 SF home has easy care flooring thought out & no carpeting. The popular floorplan is great for entertaining & has versatile room options. NEW ROOF 2022, AC CONDENSER 2019 & INSULATED DUAL PANE WINDOWS. The interlocking paver driveway is extended along

Chris Goode JUDY B CLEAVES PROPERTIES INC

Immaculately kept patio home in Orchid Springs featuring exceptional wooded and pasture views—truly a buyer’s paradise. The wrap-around driveway offers abundant parking for friends, family, and guests, while the serene surroundings set the tone for this lovely residence. Inside, an open and spacious floorplan makes entertaining effortless. This patio home stands out from others in the community

Cynthia Cole FLORIDA REALTY MARKETPLACE

LOVELY FULL-SIZE HOME ON A CORNER LOT. Step inside and you'll find a generous family room ideal for relaxing and gathering, a formal living room with soaring ceilings that create an open and airy feel, and a formal dining room. THE HOUSE HAS MANY UPDATES, INCLUDING BUT NOT LIMITED TO PAINTING AND FLOORING. THE KITCHEN HAS BEEN BEAUTIFULLY RENOVATED, AND THE BATHROOM IS CLEAN AND REFRESHING..

Tina Marie TINA MARIE LLC

Welcome to your next home in the highly desirable Osprey Pointe community of Winter Haven! This home is a one-story block/brick home featuring 3 bedrooms, 2 full baths, 2 car garage, and approximately 1,729 sq ft. of living space. Osprey Pointe is a water-front community on Lake Ned, that is conveniently located near shopping, grocery stores, and entertainment as Legoland is approximately a 10

Andre Vance COLDWELL BANKER REALTY

NATURE CALLS, flies, and strolls by this beautiful NEW CONSTRUCTION Villa. Complete, and ready for its 1st happy homeowner. Bright, fresh, and relaxing 2 bedroom 2 bath with 2 car garage. The beautifully finished kitchen comes complete with a full stainless steel appliance package, granite tops, and modern gray cabinets. These lovely cabinets, and countertops also complement both the primary

Marti Sutton CENTURY 21 WATSON & MYERS REALTY

NEW CONSTRUCTION! This brand-new single-story, two bedroom, two bath Villa is located in Vienna Square, a 55+ gated community in Winter Haven. Live a low maintenance lifestyle with tranquil views from your screened lanai which is accessible from the villa’s open floor plan. This villa features a two car garage, paver driveway, granite counter tops, shaker cabinets, new Whirlpool appliances, Delta

Austin Schreiber DGCF REALTY ADVISORS LLC

Welcome Home to Fox Ridge!This beautifully maintained 3-bedroom, 2-bath Winter Haven home offers comfort, convenience, and family-friendly living. Located less than a mile from Garden Grove Elementary, only 6 minutes from Legoland, and just 15 minutes from downtown Winter Haven, you’ll love being close to parks, shopping, and entertainment. Step inside to find a spacious open floor plan with

Katie Sweet WATSON REALTY CORP.

One or more photo(s) has been virtually staged. Welcome to your dream home in Cypress Landing, where comfort meets convenience in this inviting three-bedroom, two-bathroom residence featuring a spacious two-car garage. The open-concept design effortlessly combines the dining and living areas, enhanced by high ceilings and an abundance of natural light from a large wall of windows and sliding

David Small KELLER WILLIAMS REALTY SMART 1

Short Sale. Welcome to your 3 bedroom 2 bathroom home located conveniently in Winter Haven with easy access to shopping, dining, and major roadways. The roof and AC were replaced in 2023. This home features luxury vinyl plank flooring throughout. The living room is spacious and features vaulted ceilings. The kitchen has been remodeled and features newer cabinets and granite countertops and a

Casandra Vann KELLER WILLIAMS REALTY SMART

Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll

Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

This property is located in one of the best neighborhoods in Winter haven.

Neree Augustin PREMIUM REAL ESTATE SERVICES

Welcome to your dream home in the serene 55-plus gated community of Vienna Square in Winter Haven! This exquisite 2-bedroom, 2-bathroom villa is designed for comfortable living and entertaining, featuring an inviting open floor plan that welcomes you with warmth and style. As you step inside, you'll appreciate the spacious layout where the dining room and living room seamlessly combine, creating

John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

Beautiful community of Osprey Pointe on Lake Ned. This 2 bedroom/2 bath home is move in ready. Kitchen with stainless steel appliances, granite counter tops, tile flooring, dinette area. The open floor plan is great for entertaining complete with a large screened in porch and extended paver patio area. No rear neighbors. Living room has newer laminate flooring, master bath has ceramic tile, dual

Jonathan Minerick HOMECOIN.COM

Welcome to 1865 4th St. SE, Winter Haven, FL! Step into charm and possibility with this delightful 3-bedroom, 2-bathroom home nestled in a serene neighborhood. From the moment you enter, you'll be greeted by a spacious living room bathed in natural light—perfect for cozy evenings or lively family gatherings.The kitchen offers generous cabinet space and a welcoming eat-in area, ideal for

Nette Nelson EXP REALTY LLC

Conventional loans only. VERY MOTIVATED SELLER!! Welcome to this charming 3 Bedroom 2 Bath single-family home, where you can enjoy the peace of mind that comes with a newer roof, new carpet, and newer A/C. This inviting home offers a harmonious blend of comfort and functionality with its single-story layout and open floor plan, creating a seamless flow between rooms and ensuring easy

Candice Knoll EXP REALTY LLC

NEW ROOF already installed september 2025, however non functional electrical panel, non functional AC so only CASH and Private HARD MONEY is available for this home. New Roof & Great Structure. With some upgrades and TLC the possibilities are endless as the enclosed carport can be expanded for additional 2 bedrooms to bring to a total 5 bedroom home Rental or for a Large Family to Enjoy. View of

Jean Cidel SUNSTATE REALTY OF CENTRAL FL

Fall in love with the laid-back Florida lifestyle! *** BRAND NEW TILE ROOF *** This standout 2-bedroom, 2-bathroom patio home sits on an expansive, oversized lot that offers unmatched outdoor space, lush landscaping, and total privacy with no rear neighbors. Originally built as a model home and lovingly cared for by its one and only family, this property combines charm, space, and serenity in a

Bethany Cromwell KELLER WILLIAMS REALTY SMART

Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene and secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exteri9or features; Paved drive and walkways, attractive canopies and covered front

Dee Norris NEXTHOME NORRIS & COMPANY REALTY

***Seller motivated*** Home now includes most furniture and wall decor shown in the listing photos with the exception of a few small items. This is perfect for seasonal or year round living. All you need to do is pack your personal belongings and move on in!! Introducing to you, your dream retirement oasis! Nestled in a serene 55+ community, this charming 2-bedroom, 2-bathroom abode offers

Paula Aponte LPT REALTY, LLC

Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vibrant and growing Winter Haven area. Conveniently close toLEGOLAND, shopping centers, hospitals, and medical offices, it offers both comfort and accessibility. Solar Panels( worth $44K) will be paid by seller at closing ! This home has a nice

Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

Short Sale. ***THIS IS AN UNAPPROVED SHORT SALE TRANSACTION***Spacious 4/2 with a duplex layout. an impressive 12,000sqft+ lot that includes a covered back patio, nice sized pool, and detached garaged.Property needs new roof, pool work, and a variety of other repairs throughout the property. Tenant occupied. 24hr notice needed

Brandon Ford TOWER TEAM REALTY, LLC

Short Sale. "SHORT SALE!! Seller accepting CASH ONLY!! APPROVED SHORT SALE PRICE BY LIEN HOLDER AND CAN CLOSE QUICKLY. Needs TLC. This midcentury POOL home has much potential. It features 3 bedrooms and 3 baths. It has a formal living room area, an office area and a large dining/family room for family gatherings. The fireplace has been converted to gas. Pool enclosure can be developed to be an

Kelly Hansell COLDWELL BANKER REALTY

Once a classic 3-bedroom, 2-bath home, now transformed through a thoughtful and stylish renovation into a spacious 4-bedroom, 2-bath retreat. The updated floor plan adds versatility and comfort, perfect for growing families, hosting guests, or creating the ideal home office. Step inside to discover modern finishes, fresh upgrades, and abundant natural light that highlight the home’s inviting

Kalanda Scarvers SPANN & ASSOCIATES REAL ESTATE

This cozy home offers a warm and inviting layout, perfect for anyone who prefers comfort and easy living. It features a functional floor plan with a modern kitchen, bright bedrooms, and low-maintenance spaces that make everyday life simple. Ideally located near US-27, US-17, SR-540, and with quick access to I-4, you’re just a short drive from Orlando, Tampa, Disney, Legoland, lakes, parks,

Jenny Caso MY REALTY GROUP, LLC.

Updated Home in Cypress Landings! Move-in ready 2-bedroom, 2-bath home located in the desirable Cypress Landings community in Southeast Winter Haven. This home features brand new flooring throughout, fresh interior paint, new light fixtures, and new ceiling fans. Enjoy the convenience of an inside laundry room and a spacious 2-car garage. Also, the roof is only a few years old. Cypress Landings

Josh Taylor VILLAGE REALTY OF WINTER HAVEN

This beautifully maintained 2-bedroom, 2-bath home has been thoughtfully updated for comfort and peace of mind. Major upgrades were completed in 2018, including all-new wood flooring, a total kitchen renovation featuring custom all-wood cabinetry, updated appliances, and full re-plumbing, as well as a new roof. The primary bathroom has been refreshed with modern finishes, and the guest bedroom

Melissa Witter KELLER WILLIAMS REALTY SMART 1

Discover your ideal Florida retreat in this beautifully maintained, gated Winter Haven neighborhood! Perfectly situated close to shopping centers for effortless errands, just 15 minutes from the exciting attractions of Legoland, and less than an hour from the magical world of Walt Disney World. Tampa is also within a convenient 1-hour drive, offering additional entertainment and amenities. This

Vivian Ortiz OAK AVENUE REAL ESTATE LLC

Welcome Home to this charming 2 bedroom, 2.5 bathroom townhouse in Park Lake, one of Winter Haven's desirable communities located close to shopping, restaurants, schools, lakes, Legoland and the beautiful downtown Winter Haven area. This move in ready home offers a bright and spacious living area located on the first floor with new luxury vinyl flooring, fresh paint and a convenient half bath for

Wendy Watson KELLER WILLIAMS REALTY SMART 1

PRICE REDUCTION!! Discover this stunning lakefront gem on Lake Dexter—a peaceful 166-acre lake in southeast Winter Haven, accessible only through private community ramps. Perfect for fishing, waterskiing, or simply cruising, Lake Dexter has something for everyone.Located in the highly sought-after Lake Dexter Moorings Community, residents enjoy a sparkling community pool and private boat

Tomi Miller-Troupe COLDWELL BANKER REALTY

Recently Fully Renovated Townhouse – Move-In Ready! Don’t miss your chance to own this completely remodeled 2-bedroom, 2.5-bathroom townhouse in Park Lake, now available at an unbeatable price! This home has been beautifully updated from top to bottom, offering modern style and worry-free living. All 3 bathrooms fully renovated with fresh, modern finishes, Brand-new kitchen featuring new

Fatma Higdon HIGDON HOMES REALTY LLC

R E D U C E D ... YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA OFFERS AN OPEN GREAT ROOM DESIGN WITH SPLIT BEDROOMS. THE MASTER ENSUITE HAS WALK IN CLOSET WITH STEP IN SHOWER FOR CONVENIENCE. THE 2ND BEDROOM OFF FRONT ENTRANCE OF HOME HAS AN ADJOINING BATH WITH TUB AND SHOWER. DON'T WAIT, THIS

Glenda Pruitt FLORIDA HOME CHOICE REALTY

IS THIS FOR REAL? ANOTHER HUGE PRICE DROP! CAN'T BEAT THIS PRICE IN THIS COMMUNITY!!! This is a charming 2-bedroom, 2-bath home in a desirable adult living gated community. This well-kept residence features a spacious master suite with a walk-in shower, a bright and open living area, and a functional kitchen perfect for everyday living. Step outside to a screened-in back porch—ideal for relaxing

Don Jerue KELLER WILLIAMS REALTY SMART 1