Between $700,000 - $800,000 Winter Haven FL Real Estate, Homes, Condos for Sale

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

$765,000

5 Beds ⋅ 4 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code

Over 3,800 square feet of beautifully designed living space featuring 5 bedrooms, 3.5 baths, large bonus room, inside storage room, formal living and dining rooms, a spacious family room—all perfectly positioned on a beautifully landscaped 0.40 acre corner lot in sought-after Hamilton Pointe. This immaculate home offers the perfect blend of quality finishes, versatile spaces, and detailed craftsmanship throughout—making it both impressive and move-in ready. From the moment you arrive, you'll be drawn in by the lush, meticulously maintained landscaping that offers year-round color, texture, and curb appeal. Twin driveways and an oversized side-entry three-car garage provide generous parking and storage, ideal for multi-vehicle households, guests, or recreational toys. Step through the welcoming foyer into a light-filled interior defined by soaring ceilings, elegant crown molding, and custom built-ins that speak to the elevated level of construction found throughout the home. Formal living and dining rooms offer ideal spaces for entertaining, while the expansive first family room features tranquil pool views and flows seamlessly into a chef-inspired kitchen. Here, you’ll find all-wood cherry cabinetry with upgraded 15-inch-deep uppers, granite countertops, newer stainless steel appliances, a breakfast bar, and a walk-in pantry. A cozy, window-lined dinette is perfect for casual meals or morning coffee with views of the sparkling pool. A triple-split bedroom layout ensures privacy and flexibility, making the home suitable for a wide variety of family dynamics. The primary suite is tucked away on its own wing, offering private access to the lanai, a spacious walk-in closet, and a spa-like bath complete with dual vanities, a jetted soaking tub, and a tiled walk-in shower. Four additional bedrooms are generously sized and feature wood flooring, ceiling fans, and ample closet space with extra built-in storage above. The guest bathrooms are tastefully appointed with tile-surround tub and shower combinations, offering comfort and convenience for family or visitors. In addition to the dedicated office, a large rear bonus room serves as the second family/TV room and can easily transform into a game room, media center, craft room, or additional living area. Step outside and unwind in your private backyard retreat, where a screen-enclosed pool deck and covered lanai overlook a solar-heated pool powered by 2020 panels. The lush landscaping and privacy fencing create a resort-like atmosphere perfect for year-round enjoyment. Additional highlights include a 2020 architectural shingle roof, new water heater, energy-efficient tinted windows, Kinetico whole-house water filtration system, irrigation well, newer pool pump, and dual HVAC systems. Located in one of Winter Haven’s most established and well-cared-for communities, Hamilton Pointe is known for its manicured lawns, mature oaks, and true pride of ownership. Residents enjoy easy access to the Winter Haven Chain of Lakes, downtown dining and entertainment, Legoland, and major roadways like the Polk Parkway—placing Orlando, Tampa, beaches, and international airports all within reach. Don’t miss your chance to own this exceptional home that offers space , quality, and lifestyle in one of Central Florida’s most desirable neighborhoods.

328 Hamilton Shores Drive Ne, Winter Haven

$750,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood Golf & Country Club SubDv. ⋅ 33884 Zip Code

*Special financing incentives may be available through the seller's preferred lender* Over 1 Acre with Golf Course Views in Cypresswood Golf & Country Club. Discover a rare opportunity to own one of the LARGEST residential lots in Cypresswood Golf & Country Club, one of Winter Haven's premier gated golf communities. Built in 2023 and situated on 1.17 acres, this exceptional 4-bedroom, 3-bathroom residence offers luxury, privacy, and modern living with expansive views of the 2nd green and 9th tee of the Ron Garl-designed championship golf course. A long private driveway lined with Florida-friendly landscaping leads to an expansive paver parking courtyard and oversized three-car garage featuring a professionally finished epoxy floor. Ebony-finished tongue-and-groove ceilings on both the front entry and rear screened lanai create an impressive first impression, while the Therma-Tru insulated front door with decorative glass insert welcomes you inside. The thoughtfully designed OPEN-CONCEPT FLOOR PLAN features luxury vinyl plank flooring throughout, soaring ceilings with decorative beam details, custom millwork, recessed lighting, and large windows that fill the home with natural light. The spacious great room is anchored by a custom shiplap feature wall with an electric fireplace and opens seamlessly to the covered lanai through oversized sliding glass doors. A premium Denon surround sound system serves both the great room and lanai, making entertaining effortless. The gourmet kitchen combines style and functionality with quartz countertops, a large center island, solid wood cabinetry, under-cabinet lighting, a walk-in pantry with custom shelving, Frigidaire Professional Series stainless steel appliances, and a natural gas cooktop. The spacious primary suite offers a tray ceiling with decorative beams, an oversized walk-in closet, and a luxurious ensuite bath featuring dual vanities, a garden tub, walk-in shower, and private water closet. The split-bedroom floor plan provides privacy for family and guests, and every bedroom includes a walk-in closet. Step outside and enjoy the freedom of owning more than an acre with panoramic golf course views and plenty of room to create your dream outdoor living space. Residents of Cypresswood Golf & Country Club enjoy an 18-hole championship golf course, clubhouse, restaurant, junior Olympic-sized pool, tennis and pickleball courts, and scenic roads perfect for walking, running, and biking. Conveniently located near US-27, I-4, the Polk Parkway, downtown Winter Haven, and LEGOLAND Florida Resort, this home offers an exceptional combination of luxury, space, and location.

440 Palma Ceia Road, Winter Haven

$750,000

4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code

EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack room and hay and feed room. Additional barn with two overhead doors for tractors and equipment as well as workshop. Both barns have metal roofs. Seller currently has a horse and donkey on the property. Property is beautifully landscaped with an abundance of tropical plants under large spreading oak trees. Plenty of parking spaces for your recreational vehicles and toys. This beautiful home has been meticulously maintained thru out the years with lots of upgrades. Wood look tile throughout, salt water inground pool overlooks the pasture. Stone fireplace welcomes you into the family room. Large gourmet kitchen with lots of room for the family cooks. Two master suites or use one for an in-law suite. House roof is shingle and was replaced in 2017 and AC is 3-4 years old. This property is one of a kind and hard to find so convenient to Winter Haven and Lakeland. These properties rarely come on the market so don’t wait to see this one.

7 Lake Arrowhead Drive, Winter Haven

$775,000

3 Beds ⋅ 2 Baths ⋅ Gaines Cove SubDv. ⋅ 33884 Zip Code

Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning upgrades throughout, including an updated kitchen, modern bathrooms, and spacious living areas designed for both comfort and entertaining. The gorgeous kitchen is complete with brand-new appliances and flows seamlessly into the main living space, creating the perfect atmosphere for family gatherings and everyday living. Additional upgrades include a Kinetico water filtration system and an allergen air filtration system to help provide cleaner water and improved indoor air quality throughout the home. Step outside to your own private oasis featuring a heated pool, incredible outdoor kitchen, and a perfectly maintained yard that makes outdoor living effortless year-round. This move-in-ready home truly has it all — luxury, comfort, thoughtful upgrades, and plenty of space to live, work, and entertain!

3831 Gaines Drive, Winter Haven

$739,900

4 Beds ⋅ 4 Baths ⋅ Hamilton Ridge SubDv. ⋅ 33881 Zip Code

Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, complete with a heated swimming pool, screened-in patio, and an impressive 32x48 insulated and air-conditioned workshop. From the moment you arrive, you’ll appreciate the curb appeal with a well-maintained exterior, extended driveway, and ample parking leading to the detached workshop — ideal for multiple vehicles, equipment, or recreational toys. Inside, the home offers a bright and functional layout with tasteful finishes throughout. The kitchen is both stylish and practical, featuring warm wood cabinetry, granite countertops, stainless steel appliances, and plenty of counter space — perfect for everyday living and entertaining. The open flow provides easy access to dining and living areas, creating a welcoming environment for family and guests. The primary bathroom is a true retreat, showcasing a spa-like design with a freestanding soaking tub, separate walk-in shower, dual vanities, and modern finishes — offering both comfort and elegance. Step outside and enjoy your private backyard oasis, complete with a heated swimming pool and screened-in patio — ideal for year-round relaxation, bug-free outdoor living, and entertaining. The expansive lot provides plenty of room for additional outdoor activities, storage, or future possibilities. A standout feature is the 32x48 insulated and air-conditioned metal workshop, complete with its own half bathroom, offering endless possibilities for a home business, workshop, vehicle storage, or hobby space. This fully climate-controlled building is a rare find and adds tremendous value and functionality. In addition, the property includes a fully insulated and air-conditioned detached flex space, perfect for a home office, gym, studio, or private retreat — giving you even more versatility to fit your lifestyle. With a rare combination of indoor comfort, outdoor enjoyment, and multiple climate-controlled structures, this property is ideal for those seeking space, functionality, and flexibility.

1095 W Lake Hamilton Drive, Winter Haven

$749,900

Winter Haven Heights SubDv. ⋅ 33880 Zip Code

Location , Location , Location!! Prime commercial strip center opportunity on Central Ave in Downtown Winter Haven. Located within the city’s Primary Activity Center, Urban Core, and Central Business District, this high-visibility property benefits from strong vehicle and pedestrian traffic with AADT exceeding 11,400 cars each day. Positioned two blocks from the Winter Haven Post Office and the Downtown Historic District, the site is surrounded by ongoing redevelopment, restaurants, retail, and professional services. New Mini split a/c units in building. One remaining unit available in a four-unit building. Ideal for retail, office, medical, restaurant, service, or owner-user occupancy. Property features include individual electric meters, central air, rear alley delivery access, and on-site parking with 12 spaces. Landlord pays water, sewer, and trash, helping reduce tenant operating expenses. Zoned C-3 allowing a wide range of commercial uses including retail, coffee shop, bakery, restaurant, pharmacy, medical/dental, fitness, childcare, pet services, professional office, and other service-based businesses. Strong downtown location with excellent visibility, flexible zoning, and continued area growth makes this an attractive opportunity for investors, tenants, and owner-operators seeking exposure in one of Winter Haven’s most active commercial corridors.

211 E Central Avenue, Winter Haven

$750,000

5 Beds ⋅ 5 Baths ⋅ Wyndsor At Lake Winterset SubDv. ⋅ 33884 Zip Code

Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Step inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two Full entry closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Perfect for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022), Leafgutter 2024, 5 stage Water filter & reverse osmosis system (2023), and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.

2656 Wyndsor Oaks Way, Winter Haven

$799,900

4 Beds ⋅ 3 Baths ⋅ Brogden Point Rep SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Custom-built by Hulbert Homes, known for exceptional quality and craftsmanship, this one-of-a-kind 4-bedroom, 3-bath residence is situated on nearly ¾ of an acre in a private, in-town Winter Haven community. From the moment you arrive, the home impresses with custom mahogany double doors, a charming rocking chair front porch, soaring ceilings, crown molding, and luxury vinyl flooring throughout. The thoughtfully designed open-concept layout seamlessly connects the Great Room, dining area, and chef’s kitchen, creating an ideal space for both everyday living and entertaining. The kitchen serves as the heart of the home, featuring a massive island, stainless steel appliances, gas range, and custom backsplash. The Great Room offers a cozy gas fireplace and built-in Sonos sound system, while abundant natural light enhances the home’s light, bright feel. The private 4th bedroom includes its own en-suite bath and direct access to the lanai, making it perfect for guests or multi-generational living, while a dedicated office/den with built-ins and a functional mudroom with additional storage add versatility. The luxurious primary suite is a true retreat, complete with a second gas fireplace, an expansive 12x8 walk-in closet with custom shelving, and a spa-inspired bath with dual vanities and a walk-in shower. Step outside to your own private oasis featuring an expansive screened lanai with a saltwater pool, above-ground hot tub, covered entertaining area with wet bar, and remote-controlled hurricane shutters and shades. Additional highlights include an oversized 31x43 garage with epoxy floors, a whole-house Generac generator, and a tankless water heater. Built with efficiency and durability in mind, the home features a low-maintenance metal roof with no exposed fasteners, spray foam insulation (8–12”) for enhanced energy efficiency, a Carrier Infinity A/C system with humidity control, insulated and wind-resistant garage doors, in-wall Taexx pest control, and an in-foundation termite treatment system. Utility costs remain impressively low, with average electric around $325, water approximately $75 (without irrigation), and gas about $25. Ideally located near Legoland, the Chain of Lakes, shopping, dining, and more, this exceptional property offers the perfect blend of luxury, comfort, and Hulbert Homes’ signature excellence.

1 Brogden Court Se, Winter Haven

$748,900

3 Beds ⋅ 2 Baths ⋅ 33881 Zip Code

Lakefront living with a proper sunset! Down a private road 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 pool / lap pool with markers on the bottom, lighting and water features, added style with a surfboard outdoor shower, screened in with panoramic panels because this view deserves center stage. The outdoor summer kitchen is outfitted with a refrigerator, table top ice chest, bar area, and a 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 doors. 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, luxury vinyl and ceramic tile throughout, laundry closet for added convenience. The kitchen brings the function and the 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

$700,000

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

$795,000

4 Beds ⋅ 4 Baths ⋅ Orchid Springs Unrecorded SubDv. ⋅ 33884 Zip Code

Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining, a dedicated pool bath for added convenience, and multiple living spaces filled with natural light. Step outside to your private screened-in pool oasis, where tranquil lake views and tropical landscaping create the ultimate Florida lifestyle experience. Enjoy fishing, kayaking, or simply relaxing by the water in this serene, private lakefront setting. With premium finishes throughout and exceptional attention to detail, this home offers everything you need in one of the area's most distinguished neighborhoods. Don’t miss this rare opportunity—schedule your private tour today!

200 Island Way, Winter Haven

$700,000

33880 Zip Code

The property you are viewing is comprised of four individual parcels all being sold together. Also see MLS B4901530. This property has two parcels with single family homes on it , two vacant parcels, and easement parcel. The two single family homes are both concrete block built, 2 bedrooms and 1 bath room The entire sale parcel is almost 1 acre. These parcels are zoned RL 3 but have the potential to have a future land use zoning change. The corner lot sits across from a commercial store. Located on the corner of Eagle Lake Loop and Rifle Range road this area is rapidly growing with both residential and commercial opportunities. Property location has great opportunities for potential land use change based on surrounding parcels.

101 Eagle Lake Loop Road E, Winter Haven

$700,000

2 Beds ⋅ 1 Baths ⋅ 33884 Zip Code

The property you are viewing is comprised of four individual parcels all being sold together. Also see MLS B4901531. This property has two parcels with single family homes on it , two vacant parcels, and easement parcel. The two single family homes are both concrete block built, 2 bedrooms and 1 bath room The entire sale parcel is almost 1 acre. These parcels are zoned RL 3 but have the potential to have a future land use zoning change. The corner lot sits across from a commercial store. Located on the corner of Eagle Lake Loop and Rifle Range road this area is rapidly growing with both residential and commercial opportunities. Property location has great opportunities for potential land use change based on surrounding parcels.

103 Eagle Lake Loop Road, Winter Haven

$749,900

33884 Zip Code

A Gorgeous 8.87 Acre Lakefront Parcel Zoned Mixed Use in the City of Water Haven. Welcome to 2000 Dundee Rd, a truly remarkable opportunity nestled on the shores of Lake Mariam with a daily traffic count of 15,200 AADT. This nearly 9 acre expansive parcel offers a versatile mixed-use zoning, for both residential and low intensity commercial possibilities. With its prime location at the intersection of Dundee Rd and Buckeye Loop Rd, in the thriving city of Winter Haven, this property presents endless potential for those seeking to build their dream home, establish a new or existing business or build multi-family housing as an investment venture. The 500' of lake frontage makes the perfect backdrop for any endeavor and the lakefront is already equipped with a dock with a covered boat slip and a seawall. Capitalize on the high visibility this property offers by developing a commercial business that caters to the growing demands of the Winter Haven community. This property is located immediately to the west of Cypress Lanes Bowling Center and to the east of Brandywyne Apartments & Lake Mariam Health & Rehab Center. Whether you envision a charming lakeside restaurant, an assisted living facility/nursing home, a professional office building, a lakefront bed and breakfast, retail shopping, a dormitory, multi-family residential buildings and more, this property has the potential to bring your entrepreneurial dreams to life with the Neighborhood Activity Center future land use code. Zoning allows for maximum residential density up to 15 units per acre with a maximum of 3 floors up to 42 feet. Electricity is present on the property and water/sewer are available at the road. A right turn lane on the west side of the entrance, and a revised driveway will need to be installed, per the FDOT. Located within 10 minutes of Hwy 27, downtown Winter Haven, Legoland FL, shopping, restaurants and medical facilities. Centrally located between Tampa, Orlando and east and west coast beaches! Call today to schedule a tour!

2000 Dundee Road, Winter Haven

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Between $700K - $800K Winter Haven Real Estate