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$59,900
1 Beds 1 Baths Orchid Spgs Vill 400 San Miguel SubDv. 33884 Zip Code
Welcome Home to Orchid Springs Village! Step into comfort with this inviting 1-bedroom, 1.5-bath condo located on the second floor of the peaceful Orchid Springs 55+ community. Surrounded by mature landscaping, this residence offers a quiet and comfortable setting, ideal for those looking to enjoy a relaxed Florida lifestyle. You’ll appreciate being conveniently close to shopping, dining, medical facilities, Winter Haven Hospital, US Hwy 27, and I-4. The monthly HOA fee covers water, sewer, trash, natural gas, lawn maintenance, grounds upkeep, and use of the community room, allowing for easy, maintenance-free living. An assigned parking space is included, and one pet is welcome with HOA approval (size and breed restrictions apply). Buyer approval is also required by the HOA. Whether you’re searching for a year-round home or a seasonal retreat, this well-maintained condo at Orchid Springs Village offers comfort, convenience, and a welcoming community atmosphere.

400 El Camino Drive Unit 223, Winter Haven

$450,000
Bryson R H Sub SubDv. 33880 Zip Code
If you’ve been looking for a clean, standalone commercial building in a prime, high-visibility location, this is it. Located on 1st Street South, surrounded by busy auto dealerships and professional offices, and just minutes from downtown Winter Haven, this freestanding building offers excellent exposure with steady drive-by traffic throughout the day. The property features ample paved parking, including front and side spaces, and sits on a corner with easy access and visibility from multiple directions. Inside, you’ll find a bright, open layout with flexible rooms that can be adapted for many types of businesses — salon, boutique, medical office, professional services, or even a small café or studio. The building features a welcoming front entry, updated lighting, two restrooms, and central air conditioning units. Winter Haven continues to grow rapidly, attracting both residents and investors due to its central location in Polk County and proximity to Lakeland, Orlando, and Tampa. This property gives you a chance to own a piece of that growth in one of the most active corridors in town. Highlights: freestanding commercial building with great curb appeal, Plenty of on-site parking.High-traffic corridor near car dealerships and retail centers. Ideal for office, salon, or professional use Easy access to U.S. 17 and Cypress Gardens Blvd.

1610 1st Street S, Winter Haven

$256,500
2 Beds 1 Baths Tranquility Park 02 Rep SubDv. 33880 Zip Code
Welcome to this beautifully updated home in Winter Haven! This move-in ready property combines classic charm with modern upgrades, featuring stunning high-gloss marble-style porcelain flooring throughout that creates a bright and elegant living space. Enjoy a spacious layout filled with natural light, a well-maintained kitchen with stainless steel appliances, wood cabinetry, and a stylish backsplash — perfect for everyday living. The home also offers a renovated bathroom with modern finishes and a convenient interior laundry area. Step outside to a large, fully fenced backyard, ideal for entertaining, pets, or simply enjoying your own private outdoor space. The covered carport and extended driveway provide ample parking. Located in a quiet, well-established neighborhood, this home is perfect for first-time buyers or investors. Property is being sold AS-IS, presenting a great opportunity for buyers looking for value and flexibility. Schedule your private showing today!

1601 Roselawn Street Sw, Winter Haven

$385,000
5 Beds 3 Baths Jace Lndg SubDv. 33881 Zip Code
Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residence provides nearly 2,700 square feet of living space designed for comfort, flexibility, and contemporary living. The open-concept layout features a bright and spacious great room, modern finishes, and a large kitchen with stainless steel appliances, ample cabinetry, and an oversized island perfect for family gatherings and entertaining. The first floor also includes a versatile flex room or optional sixth bedroom and a full bathroom, making it ideal for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a private retreat with a large walk-in closet and an ensuite bath featuring dual vanities and a walk-in shower. Four additional bedrooms and a convenient upstairs laundry room create plenty of space for the whole family. This home is built with durable block construction on both levels and includes smart-home technology with Alexa integration and energy-efficient systems throughout. Outside, enjoy the covered patio and spacious backyard — perfect for relaxing or hosting outdoor get-togethers. Conveniently located just minutes from downtown Winter Haven, Legoland, shopping, dining, and with easy access to I-4, this home combines modern comfort with everyday convenience. Don’t miss your chance to own this move-in-ready home in one of Winter Haven’s most desirable communities.

344 Alexzander Way, Winter Haven

$325,000
3 Beds 2 Baths Harmony On Lake Eloise Phase 1 SubDv. 33884 Zip Code
Welcome to 1122 Brimstone Cir, a stunning nearly new home built in 2023 located in the highly desirable Harmony at Lake Eloise community in Winter Haven! This modern residence offers 3 bedrooms, 2 bathrooms, and a spacious open floor plan filled with natural light, elegant finishes, and energy-efficient features. The kitchen is the heart of the home, featuring stone countertops, stainless steel appliances, and a large island perfect for gatherings. The owner’s suite includes a walk-in closet and a private ensuite bathroom. Enjoy relaxing afternoons on the covered lanai overlooking a peaceful backyard. ? Bonus Feature: This property is equipped with leased solar panels, helping reduce monthly utility costs. The solar lease must be assumed by the buyer as part of the purchase. Built with quality block construction and a two-car garage, this home offers durability and style. Located close to shopping, dining, schools, and major highways, it’s the perfect balance of comfort and convenience. Don’t miss this opportunity to own a move-in-ready home in one of Winter Haven’s most sought-after areas — schedule your private tour today!

1122 Brimstone Cir, Winter Haven

$303,000
3 Beds 2 Baths Peace Crk Reserve SubDv. 33884 Zip Code
Beautiful modern single-family home located in one of Winter Haven’s most desirable and peaceful communities. This charming residence features spacious living areas, a modern kitchen, and a cozy backyard perfect for relaxing or entertaining family and friends. Filled with abundant natural light, the home offers a warm, inviting atmosphere and a functional layout designed for comfortable everyday living. Conveniently located near Winter Haven’s renowned Chain of Lakes, residents can enjoy boating, fishing, and a variety of outdoor activities year-round. Just minutes from LEGOLAND Florida Resort, shopping centers, restaurants, schools, and local attractions, this property combines the charm of a welcoming community with the convenience of having everything you need nearby. Whether you're looking for your next home or a smart investment opportunity, this property is a must-see. Schedule your private showing today!

757 Reggie Road, Winter Haven

$400,000
4 Beds 2 Baths Gates Of Lake Region SubDv. 33881 Zip Code
ALMOST PARADISE! Enjoy the peaceful surroundings and relaxing environment from this 2142 SF executive style home located in The Gates of Lake Region, a well maintained and GATED community close to the Winter Haven Country Club! NEED SPACE? This customized 4BR/2BA home was designed with an open floor plan with split bedrooms, formal dining room and living room ( which could be easily used as a study, library and/or den), family room and interior laundry room. Note the Curb Appeal of the landscaping, TILE ROOF and BRICK paver driveway and walkway! The inviting and covered front porch provides respite from inclement weather. As you enter the entry foyer, the living room will be to the immediate left and the dining room to the right. Straight ahead is the family room with a set of sliding glass doors that opens onto the screened in lanai. Settle back, listen to the birds singing and observe the cows on the adjacent ranch property! To the left of the family room are bedrooms #2 and #3 and to the right is the kitchen, dining nook, primary bedroom suite, bedroom #4 and the laundry room! The well planned kitchen has a breakfast bar, white cabinetry with neutral colored solid countertop and stainless steel appliances. The kitchen appliances have been updated from 2018-2025. The spacious primary suite has sliding glass doors leading to the lanai, two walk-in closets and an ensuite bathroom with dual vanities, jetted tub, separate shower and a water closet! Bedroom #4 is currently used as a home office. The floor plan allows creativity of use. Most recent updates include: Water Heater replaced Feb. 2026; AC/Heat system April 2025; garbage disposal and microwave 2025; and lanai screen & door 2025. The PERIMETER 90 X 120 lot is a generous in size. There is room to add a pool, outdoor kitchen, play area and/or garden! The HOA fee provides re-use irrigation water and maintenance of the gate and common areas. Perfect for a year round or winter residence, this home is a blank canvas just waiting for YOUR decorating touches! For those who enjoy golf and/or tennis, the Country Club of Winter Haven is just 2 Blocks away! Publix Supermarket is conveniently located within 0.8 mile with additional stores and a bank currently under construction! Easy access to downtown Winter Haven, HWY 27 and I-4. Legoland, Bok Tower, world-famous theme parks of Disney, Universal Orlando, Sea World, water adventure parks, downtown Orlando and various other nature parks are within a 7 to 60 mile drive. Be sure to make your appointment to view this outstanding property! Measurements are approximate. All information is believed to be accurate but not guaranteed.

126 Lake Region Circle, Winter Haven

$280,000
3 Beds 2 Baths Lake Smart Estates SubDv. 33881 Zip Code
HUGE PRICE REDUCTION! POND-VIEW MOVE-IN READY HOME! Enjoy a serene setting and modern updates including tile flooring & kitchen backsplash (2022) and a NEW ROOF (2023). Kitchen features granite countertops and stainless steel refrigerator. Spacious master suite with pond view, walk-in closet, and large bathroom. Split bedroom layout offers privacy and comfort. Located near Lake Smart with Chain of Lakes access! Community offers a pool and is just a short walk to the lake. This community also offers a community dock so bring your poles. Conveniently located near HWY 27, I-4, and HWY 60. Approx. 6 miles to LEGOLAND, 4 miles to Winter Haven Hospital & Publix, and 6 miles to Winter Haven Regional Airport. Furnishings negotiable (TVs do not convey). Schedule your showing today—don’t miss this opportunity!

3843 Eloise Estates Court, Winter Haven

$1,550,000
Taprell Terrace Sub SubDv. 33881 Zip Code
Exceptional Commercial Property with High Traffic Exposure – Auto Repair Business Included. Unlock the potential of this expansive 8,056 sq. ft. commercial property, currently operated as a successful auto repair shop. Situated on a prime corner lot at a busy intersection with over 30,000 vehicles passing daily, this property offers unbeatable visibility and accessibility—ideal for a wide range of business ventures. The building features multiple rooms and flexible spaces that can be easily adapted or leased for various uses, such as retail, office, or service-based businesses. Whether you're looking to expand an existing operation, launch a new enterprise, or invest in a high-traffic commercial location, this property delivers endless possibilities. Included in the sale are the land, the building, and the existing auto repair business, offering a turn-key investment opportunity with established income potential. This property is not only a functional business. It is a long-term asset in a thriving commercial corridor. Whether you continue the auto business or reposition the space, the location and layout present endless opportunities for growth and income. Schedule a private tour today and explore the full potential of this exceptional property.

2010 8th Street Nw, Winter Haven

$220,000
3 Beds 2 Baths Jan Phyl Village SubDv. 33880 Zip Code
Short Sale. Welcome to this charming three-bedroom, two-bathroom home, perfectly situated for comfortable living. The inviting open concept layout seamlessly integrates the kitchen, living, and dining areas, adorned with luxury vinyl plank flooring that adds both style and durability. The well-appointed kitchen features beautiful granite countertops, complemented by sleek black appliances, crisp white cabinets, and a classic white subway tile backsplash, along with a convenient counter-height breakfast bar for casual dining. With significant updates including a new roof, air conditioner, and water heater all installed in 2022, this home offers peace of mind for future years. Enjoy the ease of laundry access off the carport and relax in the privacy of the fenced backyard. With a one-car carport and a warm, welcoming ambiance, this home is a delightful find for anyone seeking a cozy retreat.

602 Taylor Boulevard, Winter Haven

$240,000
Le Valley Sub Pb 37 Pg 24 SubDv. 33881 Zip Code
COME BUILD YOUR DREAM HOME RIGHT ACROSS THE STREET FROM LAKE JESSIE ! LIVE THE BEST LIFE OF WHAT FLORIDA HAS TO OFFER NEAR BEAUTIFUL LAKE JESSIE ! THIS VACANT LAND HAS 3 SEPARATE PARCELS THAT HAVE BEEN DEEDED TOGETHER TO MAKE ONE BUILDABLE LOT THAT IS “JUST SHY” OF ONE ACRE ! THE TOTAL SIZE OF THIS LAND IS .73 OF AN ACRE APPROXIMATELY ! YOU CAN ACCESS LAKE JESSIE WHERE YOU CAN ENJOY THE BEST LAKE ACTIVITIES THAT ARE AVAILABLE SUCH AS : WAKEBOARDING, WATERSKIING, PADDLEBOARDING, KAYAKING, BOATING AND BAREFOOT SKIING ! THIS LOT/LAND IS LOCATED 10 MINUTES FROM DOWNTOWN WINTER HAVEN WHERE YOU CAN FIND RESTAURANTS, THEATERS, HOSPITAL AND CENTRAL PARK EVENTS ! YOU ARE ONLY 30-45 MINUTES FROM THE BEST OF FLORIDA’S RESORT PARKS LIKE DISNEY WORLD, LEGO LAND AND UNIVERSAL STUDIOS ! WITH NO HOA YOU CAN PICK YOUR OWN BUILDER ! WITH THE RIGHT DESIGN AND BUILDING PLANS YOU CAN VIEWS OF THE LAKE EVERYDAY ! PLEASE COME DRIVE BY THIS LOT ANYTIME YOU WOULD LIKE TO SEE IT IN PERSON !

757 Lake Jessie Drive, Winter Haven

$220,000
Deerwood Or Harriben Investment Co SubDv. 33881 Zip Code
Seize a prime investment opportunity in the heart of Winter Haven with this vacant corner lot. Ideal for building your dream home or for savvy investors and developers aiming to meet the rising demand for single-family homes. Zoned residential, it supports the construction of 4 single family homes. Essential infrastructure— electricity—is readily accessible. Enjoy unparalleled convenience with nearby schools, public transportation, and major roads. Don’t let this exceptional chance slip by. Documents have been submitted to have the lot split into 4 lots with Polk county! Please use caution when entering and walking this vacant wooded land. Uneven terrain, vegetation, wildlife, and other natural conditions may pose potential hazards. By entering the property, you acknowledge and assume all risks associated with access. The Seller and Broker make no representations regarding safety and shall not be held liable for any injury, accident, or harm that may occur while on the property. Entry is at your own risk.

38th Street Nw, Winter Haven

$289,500
4 Beds 2 Baths Eagle Lndg Ph Ib SubDv. 33880 Zip Code
Welcome to this stylish and energy-conscious 4-bedroom, 2-bath home located in the highly desirable Eagles Landing Community, located in beautiful Winterhaven Florida. Built just three years ago, this home offers a spacious open-concept floor plan that’s perfect for both everyday living and entertaining. The large windows throughout the home allow for an abundance of natural light, creating a warm and inviting atmosphere. The heart of the home features a modern kitchen that flows seamlessly into the dining and living areas, creating a bright and welcoming space. The primary suite includes a generous en-suite bathroom, while three additional bedrooms that offer plenty of room for family, guests, or a home office. One of the standout features of this home is the solar panels. These solar panels not only reduce energy costs but also contribute to a more sustainable lifestyle. You'll have the opportunity to benefit from lower energy bills and a reduced carbon footprint while enjoying the modern amenities of this home. Another feature of this beautiful home is the water filtration system, which provides clean and healthy water for you and your family. This added convenience ensures that you can enjoy fresh purified water right from your tap Outside, you'll find a well-maintained yard, perfect for enjoying the Florida weather. While the home does offer a comfortable and inviting space to call home. Additionally, there’s ample room for installing a luxurious underground pool to enjoy the delightful Florida Climate. Plus, the backyard is partially fenced for added privacy and security. Great for First Time Homebuyers, Vacation Home or Investment Property Don't miss the chance to make this wonderful property in Winterhaven, Florida your new home. Also with easy access to shopping, dining, and local attractions.

913 Eagle Rock Terrace, Winter Haven

$235,000
4 Beds 2 Baths Fox Ridge Ph 01 SubDv. 33884 Zip Code
Short Sale. BANK APPROVED PRICE! 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 closet pantry. The primary bedroom is spacious with a walk in closet and en-suite bathroom. The remaining bedrooms offer plenty of space and share the main hall bathroom featuring a single sink vanity and tub/shower combo. The home also features a large screened in back porch, the perfect spot for entertaining. This home has so much to offer. Schedule your private showing today!

3307 Fox Ridge Drive, Winter Haven

$217,000
3 Beds 2 Baths Deerwood Or Harriben Investment Co SubDv. 33881 Zip Code
Welcome to this charming 3-bedroom, 1.5-bath home nestled in the heart of Winter Haven! Built in 1995, this well-maintained property offers a cozy yet efficient layout that's perfect for first-time buyers, downsizers, or investors. With 892 sq ft of living space, it sits on a spacious lot with room for outdoor living, gardening, or future expansion. Step inside to find a bright, open living area that flows into the Kitchen and dining space. The home features updated systems, including newer HVAC, making it move-in ready. Both bedrooms provide comfortable space and natural light, while the bathroom is designed for functionality. Outside, enjoy a generous backyard with endless potential-whether you envision a patio, play area, or simply a private retreat. The property also offers ample parking and sits on a quiet street, providing a balance of privacy and convenience.

3715 Avenue J Nw, Winter Haven

$600,000
Buckeye Heights SubDv. 33881 Zip Code
Prime development opportunity located at 2400 Buckeye Rd NE in Winter Haven. This 4.45-acre parcel is situated at the intersection of two collector roads—Buckeye Loop Road with an average daily traffic count of 14,800 and Buckeye Road NE with an average daily traffic count of 10,100—offering excellent visibility and access. The property falls within the Residential Low-3 (RL-3) future land use designation, allowing for low-density residential development with a minimum lot size of 10,000 square feet. It is also located within the Buckeye Heights Subdivision. City of Winter Haven water lines run adjacent to the property, and the land is contiguous to city limits, making it eligible for voluntary annexation. Upon annexation, the City may consider assigning zoning designations consistent with nearby uses, including R-2, R-3, or potentially a commercial designation, subject to City Commission approval. This makes the site an excellent candidate for developers looking to build single-family residential homes or explore rezoning options for higher density or mixed-use projects. The area continues to see residential and infrastructure growth, making this an ideal investment for builders or investors seeking a well-positioned piece of land with long-term potential. Please see all attachments for more information.

2400 Buckeye Road Ne, Winter Haven

$295,000
4 Beds 2 Baths Inwood SubDv. 33881 Zip Code
BACK ON MARKET — NOW PRICED UNDER $300K! Seller offering a $5,000 buyer closing cost credit. Occupied Winter Haven duplex generating $2,550/month in gross rental income. Both units are 2 bed / 1 bath and feature stone countertops, laminate flooring, and separate living spaces. No carpet. No HOA. No current vacancy. This property offers immediate income from day one with a practical two-unit setup for long-term rental demand. Located in a quiet residential area less than 2 miles from public schools, near Winter Haven’s Chain of Lakes, Lake Shipp Park, public boat ramps, trails, shopping, dining, and approximately 20 minutes from LEGOLAND Florida. Investors looking for an income-producing asset under $300K should take a serious look. Schedule your showing today.

3356 Avenue Q Nw, Winter Haven