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281 Gerber Dairy Road, Winter Haven
$700,000
3 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code
NEARLY 5 ACRES | NO HOA | PRIVACY, SPACE & ENDLESS POSSIBILITIES! Welcome to 281 Gerber Dairy Road, where peaceful country-style living meets the convenience of Central Florida! Situated on nearly 5 acres in Winter Haven, this unique property offers the space, privacy, and freedom that can be hard to find. A gated entrance and long private driveway welcome you home, creating a sense of seclusion as you approach this spacious 3-bedroom residence surrounded by beautiful greenery and expansive open space. Whether you're looking for room to spread out, enjoy outdoor hobbies, create beautiful gardens, accommodate recreational equipment, or simply escape the close quarters of traditional neighborhoods, this property offers incredible flexibility. The expansive grounds provide plenty of space for outdoor activities, entertaining, or simply relaxing and enjoying the peaceful surroundings. A detached shed, currently used as a charming "she shed," offers additional space for storage, hobbies, or creative projects. One of the property's standout features is NO HOA! Enjoy the freedom of acreage living without the rules and restrictions of a traditional homeowners association. With nearly 5 acres to make your own, you'll have the opportunity to create an outdoor lifestyle that suits your needs, subject to local zoning and land-use regulations. While the property offers a peaceful, private setting, you're still conveniently located near everything Winter Haven has to offer. Enjoy boating, fishing, and kayaking along the area's famous Chain of Lakes, explore downtown Winter Haven's restaurants, shops, and entertainment, or spend the day at nearby LEGOLAND Florida Resort, Peppa Pig Theme Park, and Bok Tower Gardens. Winter Haven's Central Florida location also provides convenient access to the greater Orlando and Tampa areas. If you've been searching for acreage, privacy, and the freedom to enjoy your property without an HOA, this is an opportunity you won't want to miss. Nearly 5 acres, a gated entrance, and room to make it your own! Schedule your private showing today and discover the possibilities at 281 Gerber Dairy Road!

281 Gerber Dairy Road, Winter Haven

644 Hart Lake Drive, Winter Haven
$699,000
4 Beds ⋅ 3 Baths ⋅ Hart Lake Hills Ph 01 SubDv. ⋅ 33884 Zip Code
From the moment you enter, it is immediately apparent this is not your typical lakefront home. Elevated sightlines extend across the pool to the tranquil waters of Hart Lake, creating a dramatic first impression and an almost infinity-edge style of living. Situated on approximately half an acre in the gated SE Winter Haven community of Hart Lake Hills, this immaculate custom residence offers 4 bedrooms, 3 baths and over 2,500 SF of refined living space with a level of finish and customization rarely found at this price point. Designed for upscale everyday living and impressive entertaining, the home showcases gorgeous travertine and wood flooring, substantial millwork, designer lighting, custom tile and stonework, granite surfaces and distinctive architectural details throughout. Statement fixtures incorporating sculptural, crystal and glass elements add another layer of sophistication. The open, triple-split bedroom floor plan includes a spacious family room, formal dining, office/den, kitchen with dinette and inside laundry. The family room captures panoramic lake views through expansive glass doors opening to the pool and features a custom wood TV wall accented with natural-edge detailing. The kitchen offers quartz countertops, stainless appliances, custom wood cabinetry, breakfast bar and a light-filled dinette overlooking the pool and lake. The adjoining dining room is illuminated by a dramatic faceted glass chandelier, while the office/den room provides flexibility as an office, study or additional sitting room. The primary suite features wood flooring, a large walk-in closet with built-ins and an extraordinary spa-inspired bath. Travertine and stone surround a floating-edge soaking tub with black stone deck, dramatic underlighting and sleek linear fireplace. An oversized open shower features multiple body sprays, handheld fixture and rainfall shower, complemented by floating cabinetry, granite-topped vanity, designer lighting and a private water closet. Three generously sized guest bedrooms are privately positioned away from the primary suite with excellent closet space and access to beautifully customized guest baths. The third bath also serves the pool and features a glass-enclosed MrSteam steam shower. Outside, wide steps transition from the elevated interior to an expansive screened outdoor living area where the saltwater pool appears visually connected to Hart Lake beyond. A large covered lanai with travertine flooring offers room for dining and lounging, while generous deck space provides plenty of room for entertaining and enjoying the Florida sunshine. Hart Lake offers opportunities for fishing, boating and enjoying the natural waterfront setting. Additional features include double-pane windows, insulated sliding doors, central vacuum, irrigation well, 2019 roof, 2020 A/C and a pool enclosure refurbished in 2024 with new screening, doors and screws. All this and centrally located between Tampa and Orlando, approximately 10 minutes from shopping, dining and medical facilities, and within walking distance of Chain of Lakes Elementary.

644 Hart Lake Drive, Winter Haven

2004 Leisure Drive, Winter Haven
$675,000
4 Beds ⋅ 3 Baths ⋅ Leisure Shores SubDv. ⋅ 33881 Zip Code
Experience true Florida waterfront living on beautiful Lake Hartridge, one of the larger lakes on Winter Haven's famous Chain of 24 interconnected lakes. With miles of navigable waterways, you'll enjoy waterfront dining & various live music venues which have docks, as well as fishing, water skiing, kayaking, sailing, and endless exploration without ever leaving the chain. Beautifully renovated 4-bedroom, 3-bath lakefront home, offering approximately 90 feet of shoreline with a private dock, which offers the perfect blend of comfort, convenience, and breathtaking scenery. Begin each day with spectacular sunrise views from the spacious screened lanai overlooking the lake, where you'll regularly enjoy sightings of bald eagles, ospreys, herons, otters, and other native Florida wildlife. Entertain lakeside or spend the afternoon on the water. Lake Hartridge Park and the public boat ramp are conveniently located just down the street. Inside, soaring vaulted ceilings and an open, light-filled floor plan create an inviting atmosphere that complements the waterfront setting. The thoughtfully designed split-bedroom layout includes two Master Suites, each featuring a private bath, walk-in closets, and direct access to the screened lanai. There is also direct access to a bathroom from the patio; perfect after boating, swimming, fishing, gardening, or enjoying a day on the lake. Extensive renovations and recent improvements provide exceptional comfort, efficiency, and peace of mind, including: • Brand-new kitchen appliances • New 22-mil luxury vinyl plank flooring throughout • New RHEEM water heater • New lighting and ceiling fans throughout the home • Additional blown-in attic insulation for significantly improved energy efficiency • 2025 Goodman/Daikin 5-ton HVAC system with a transferable 5-year parts and labor warranty, which is transferable to you. • 2023 Generac 22-kW whole-house generator, recently professionally serviced, tested, and ready to provide uninterrupted power whenever needed • Durable 40-year metal roof with approximately 15+ years of expected service life remaining Additional features include public water, sewer, and natural gas service, a wood-burning fireplace with a natural gas starter for effortless fires, a spacious two-car garage with a recently installed automatic garage door opener, and a lake-fed irrigation system that keeps the lawn lush without costly municipal water. Whether you're looking for a year-round residence, a luxurious waterfront retreat, or a home designed for the boating lifestyle, opportunities like this on the Winter Haven Chain of Lakes are becoming increasingly difficult to find. This property combines modern updates, dependable major systems, and one of Central Florida's waterfront locations into a truly exceptional place to call home.

2004 Leisure Drive, Winter Haven

611 Morgan Road, Winter Haven
$695,000
3 Beds ⋅ 3 Baths ⋅ Peace River Dev SubDv. ⋅ 33880 Zip Code
Beyond the gated entrance, a tree-lined drive leads to a beautifully renovated estate set on 6.21 private acres, where modern updates meet the quiet charm of country living. The 3-bedroom, 3-bath main residence has been thoughtfully renovated with luxury vinyl plank and tile flooring throughout, new appliances, and an inviting layout designed for both everyday living and entertaining. Two of the bedrooms feature private en suite bathrooms, offering added comfort and flexibility. A spacious wraparound porch overlooks the property's private pond, creating the perfect place to enjoy morning coffee, unwind in the evenings, or simply take in the peaceful surroundings. Just beyond the main home, the detached 2-bedroom, 2-bath guest house offers a full kitchen, attached garage, and a screened porch with views of the pasture. Whether used for extended guests, a home office, or other permitted uses, it provides exceptional versatility. The property also includes a detached 2-bay shop, offering ample space for equipment, hobbies, storage, or recreational vehicles. With 6.21 acres of open land, there is plenty of room to enjoy gardening, outdoor recreation, agricultural pursuits, or simply the privacy and tranquility that make this property so special. Offering the perfect balance of modern updates, flexible living spaces, and peaceful surroundings, this one-of-a-kind property delivers the country lifestyle you've been searching for while remaining just minutes from shopping, dining, and everyday conveniences. Schedule your private showing today and experience everything this exceptional property has to offer.

611 Morgan Road, Winter Haven

815 Lake Ned Road, Winter Haven
$649,900
4 Beds ⋅ 3 Baths ⋅ 33884 Zip Code
Enjoy the space and flexibility of this beautifully maintained property situated on 2.42 acres, offering a rare combination of privacy and convenience just minutes from shopping, dining, and everyday amenities in Winter Haven. With no HOA, no deed restrictions, and no CDD fees, this property provides exceptional versatility and is zoned for horses, creating opportunities for a variety of lifestyle and recreational uses. The home offers 3,155 square feet of living space, featuring a welcoming living room with a brick fireplace, an expansive 23' x 19' family room, and a flexible floor plan designed to accommodate today's needs. The formal dining room, highlighted by a beautiful bay window, can easily serve as a home office, hobby space, or additional living area. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the impressive garage facilities, including a three-bay 57' x 31' detached garage with workshop and one bay is a drive-through, along with a spacious two-car attached garage. There is ample room for recreational vehicles, boats, equipment, and additional parking. Numerous updates provide added value and peace of mind, including * Roof replaced in 2021 * Exterior painted in 2024 * New garage door in 2024 * New refrigerator in 2025 * Microwave replaced in 2019 * Two water heaters (2019 and 2025) * Two HVAC systems, including one new unit installed in 2025 and the 2nd unit is 2010 * Brand-new mini-split system added to the family room as a 3rd unit. Offering a unique blend of acreage, functionality, and convenient access to downtown Winter Haven—approximately a 10-minute drive—this exceptional property is ready for its next owner. Schedule your private showing today and discover all the possibilities this remarkable home has.

815 Lake Ned Road, Winter Haven

155 Avenue B  Sw, Winter Haven
$629,000
Winter Haven SubDv. ⋅ 33880 Zip Code
Positioned in the vibrant core of Winter Haven, this exceptional commercial opportunity offers approximately 4325 square feet, creating flexibility that's increasingly hard to find in today's market. With prime downtown visibility and convenient access to local shops, dining, and foot traffic, the property is ideally situated for both owner-users and investors seeking a strategic location. The property consists of 2 parcels with zero lot lines and includes 5 on-site parking spaces. Additionally, the City of Winter Haven has granted the property a parking exemption, providing valuable flexibility regarding municipal parking requirements for this downtown location. The building configuration opens the door to multiple income streams or a blended use concept, allowing the structure to be owner occupied while simultaneously generating rental revenue. The attached garage/studio allows for more usable space and or added storage. Designed with versatility, the space lends itself to a wide range of commercial applications- from boutique retail and professional offices to creative studio environments or wellness services. Whether you're envisioning a flagship storefront, collaborative workspace, or a commercial concept tailored to evolving business needs, this property provides the foundation to bring that vision to life. With its central downtown Winter Haven location, adaptable layout, 2-parcel configuration, five parking spaces, and City parking exemption, this property represents a compelling opportunity in one of Central Florida's steadily growing downtown districts.

155 Avenue B Sw, Winter Haven

530 Sanctuary Boulevard, Winter Haven
$629,900
4 Beds ⋅ 3 Baths ⋅ Sanctuary By The Lake Ph One SubDv. ⋅ 33881 Zip Code
Welcome to this exceptional CUSTOM-BUILT 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design and everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence and refined architectural detail. Step through the beautiful double front doors & experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, & expansive living spaces designed to feel both grand & inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal & casual living areas, creating an ideal setting for both entertaining & relaxed daily living. At the heart of the home lies a beautifully appointed chef’s kitchen, featuring Granite countertops, upgraded Stainless-Steel appliances, a breakfast bar, walk-in pantry & a generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room & dining areas, enhancing the home’s seamless indoor living experience. One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers. Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms & a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity & a very generous walk-in closet. Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes & quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace & sink adds everyday convenience. A 50-amp generator port was added for peace of mind. Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks & year-round entertainment, while nearby access to Lakeland & I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities.

530 Sanctuary Boulevard, Winter Haven

124 Pangola Drive, Winter Haven
$660,000
4 Beds ⋅ 3 Baths ⋅ Lakewood Acres SubDv. ⋅ 33880 Zip Code
Experience lakeside living in this custom-built home, perfectly situated on the shores of Lake Grassy. As you approach the property, you are greeted by a sprawling 13’x60’ front porch complete with a charming swing and ample space for entertaining. Imagine hosting gatherings here, with tables lined up as you enjoy views of the beautifully landscaped front yard. Step inside through a wide foyer that seamlessly flows into a spacious family room, where soaring ceilings amplify the sense of openness and elegance. The heart of the home is the newly renovated kitchen, featuring hickory wood cabinets with convenient roll-out drawers, modern appliances, and an eat-in area framed by a picture window offering breathtaking lake views. Adjacent to the kitchen, the formal dining room features sliding glass doors that open to a cozy back porch, creating the perfect indoor-outdoor flow for dining and relaxation. The home boasts 180 feet of lake frontage, complete with a private boat dock and concrete retaining wall, inviting endless water activities and lakeside enjoyment. Eco-friendly and cost-efficient, this home is equipped with fully paid solar panels and a private well, ensuring significant savings no utility bills. The expansive laundry room provides additional storage space, enhancing functionality. The main bedroom is a serene sanctuary with its own private lake view and sliding glass door that opens to a private lanai, offering a tranquil space to unwind. The main bedroom has on-suite bathroom, separate water closet, double sinks, jacuzzi tub, separate shower and double sinks. The second bedroom is thoughtfully designed with a dog door leading to secure dog fencing, making pet care effortless. The second and third bedrooms have walk in closets and share a convenient 2nd bathroom. Car enthusiasts or hobbyists will appreciate the oversized 35’x38’ garage, perfect for a workshop or extra storage, and includes a full bathroom. Additionally, a detached building is primed to become an in-law suite or a private home office, adapting to your changing needs. Don’t miss the opportunity to own this lakefront gem. Call for your private viewing today and start living your dream on Lake Grassy!

124 Pangola Drive, Winter Haven

3050 Crump Road, Winter Haven
$649,900
4 Beds ⋅ 3 Baths ⋅ Magnolia Shores SubDv. ⋅ 33881 Zip Code
**Seller is MOTIVATED**Major Price Improvement** 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.

3050 Crump Road, Winter Haven

601 Lake Pansy Drive Nw, Winter Haven
$683,069
3 Beds ⋅ 2 Baths ⋅ 33881 Zip Code
Lakefront living with a proper sunset! Down a private drive with NO HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 80' on Lake Pansy and a bonus 80' of canal frontage across the street. The property provides excellent water access and endless sunset views. Outside is where this home really shows off with amenities including a heated saltwater lap pool, lighting and water features, outdoor shower, screened in with panoramic panels because this view deserves center stage. The outdoor summer kitchen is outfitted with a new refrigerator, table top ice chest, and grill supplied by a 99-gallon propane tank, making it well-suited for entertaining all year round. The lanai is glassed in with cedar tongue and groove ceiling and motorized retractable sunshade, while enhanced landscape lighting and mature palm trees set the tropical tone. Additional exterior upgrades include a composite dock, fenced in yard, seamless gutters with leaf filters, and recently replaced garage and front entry door. Inside, the vibe continues with an electric fireplace with customizable lighting (because ambiance matters). Live-edge floating shelves with integrated lighting adds a designer touch. Double-pane replacement windows, custom drapes, California Closets throoughout, luxury vinyl and ceramic tile flooring, laundry closet for added convenience in the primary bedroom. The kitchen brings the function and flair with an island, generous storage, new cabinetry, quartz countertops, a natural gas range with hood ventilation, along with a built in microwave, electric oven, and refrigerator/freezer. Culligan water treatment. The roof and HVAC system are approximately 10 years old. Additional features include epoxy garage floor, LRE foundation improvements, and well-fed irrigation. Prewired generator hook-up installed in garage. The boat ramp is located on the west side of lake Pansy. Conveniently Located 20 minutes from Lego Land, 7 minutes from Publix Super Market, 5 minutes to Home Depot, 3 minutes to the nearest boat ramp to access the Winter Haven Chain of Lakes. This is a rare opportunity to own a turnkey lakefront property with endless sunsets, extensive upgrades, and no HOA restrictions.

601 Lake Pansy Drive Nw, Winter Haven

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