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$200,000
2 Beds ⋅ 1 Baths ⋅ Eula Vista Sub SubDv. ⋅ 33881 Zip Code
EXCELLENT INVESTMENT OPPORTUNITY IN THE HEART OF WINTER HAVEN! LOCATED AT 601 AVE U NE, THIS PROPERTY OFFERS INCREDIBLE POTENTIAL FOR RENTAL INCOME OR FUTURE DEVELOPMENT. WITH A SPACIOUS LOT AND SOLID STRUCTURE, IT'S PERFECT FOR INVESTORS LOOKING TO RENOVATE, RENT, OR FLIP. CONVENIENTLY SITUATED NEAR DOWNTOWN WINTER HAVEN, SCHOOLS, SHOPPING, AND MEDICAL FACILITIES, THIS LOCATION IS IDEAL FOR LONG-TERM TENANTS OR RESALE VALUE. BENEATH THE EXISTING CARPETING, YOU WILL FIND WELL-PRESERVED HARDWOOD FLOORING READY TO BE DISCOVERED AND ENJOYED. DO NOT MISS YOUR CHANCE TO OWN A PIECE OF RAPIDLY GROWING WINTER HAVEN-OPPORTUNITIES LIKE THIS DO NOT LAST LONG!

601 Avenue U Ne, Winter Haven
$259,999
3 Beds ⋅ 2 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

6056 Navona Way, Winter Haven
$229,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code
This meticulously maintained and professionally updated 2 bedroom 2 bath villa is located in the sought after "Enclave" neighborhood in Cypresswood, a gated golf community in SE Winter Haven. The open floor plan features an expansive kitchen with breakfast nook, spacious living/dining room combo, split bedrooms with ample closets, inside laundry area equipped with a washer and dryer, screened lanai and a 2 car garage with garage door opener. Per the owner, recent upgrades include removal of a wall separating the kitchen from the living area thereby creating a true open-concept living area, upgraded matching stainless kitchen appliances, flooring in the kitchen, living room, foyer, hall and 2 bedrooms, New granite counter-tops, sinks and faucets in the kitchen and both bathrooms, new LED lighting, New front entry door, new window treatments and fresh interior paint. This is truly a move-in-ready villa with quality upgrades that set it ahead of the competition. Come and enjoy the Florida Country Club Lifestyle in this low maintenance villa. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and brand new tennis and pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

14 Enclave Drive, Winter Haven
$200,000
Silvercrest Add SubDv. ⋅ 33881 Zip Code
SELLER MOTIVATED! MAKE OFFER. Your next professional office, medical suite, or live-work space in the heart of the city's Medical District awaits. Zoned MX (Mixed Use), this updated concrete block building offers flexibility for commercial, residential, or combined use. With approximately 1,191 square feet of updated interior space, this property is ideal for small business owners, independent practitioners, or investors looking for a centrally located, turnkey office near Winter Haven Hospital, Polk State College, and downtown amenities. The home on the corner is currently used for a commercial business. Step inside to find a light and bright layout with fresh interior paint, luxury vinyl plank flooring throughout, and abundant natural light—creating a clean and professional feel. The spacious front room is perfect for a reception area or conference space, while the adjacent formal dining area could easily function as a team meeting room or second office. The updated kitchen features granite countertops, white cabinetry, open shelving, a deep teal subway tile backsplash, and stainless steel appliances—including a 2023 refrigerator. This space could serve as a break room or kitchenette for staff or clients. The three additional rooms—each with ceiling fans and windows—are ideal for use as private offices, treatment rooms, or traditional bedrooms if kept as residential. The full bathroom has been completely renovated with stylish tile, a new vanity, and modern finishes. Toward the back, the enclosed Florida room provides a perfect flex space for waiting clients, telehealth services, or even an on-site studio or consultation area. Extensive updates make this a worry-free investment: new roof (2023), updated electrical panel and wiring (2023), new PVC plumbing (2025), and a brand-new tankless Rheem water heater (2025). The exterior features a fully fenced backyard with paver patio, shaded sitting areas, and a detached block shed that currently houses the laundry and additional storage—ideal for maintenance tools or file storage. There is ample space for parking or potential reconfiguration to suit commercial needs. Located on a freshly resurfaced street (2024) with no HOA, this location offers excellent visibility, walkability, and access. It’s just steps from the Winter Haven Hospital campus, medical offices, downtown retail, public transportation, and recreational lakes. Whether you're a business owner looking for an affordable office alternative, a practitioner wanting to be close to the medical hub, or an investor seeking a unique income property—this one offers flexibility and value. Click on the Virtual Tour for your 24/7 digital walkthrough or schedule your private showing today. 104 Avenue K NE is ready for your next big move—commercial, residential, or both.

104 Avenue K Ne, Winter Haven
$75,000
3 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
This 3-bedroom, 2-bath home located in the community of Orange Manor West is perfect for settling into an active community for the 55+. The home features metal roof, vinyl siding, carport, outside storage and corner lot. Inside home has a spacious living /dining room combo, a nicely sized open kitchen, inside laundry room, with luxury vinyl and carpet highlights the interior. The community of Orange Manor has an active community with pool, putt putt golf, clubhouse, and other amenities. Located conveniently in Southeast Winter Winter Haven with ease of access to Highway 27. Check this one out today!

95 Parson Drive, Winter Haven
$310,000
4 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
SELLER MOTIVATED!!! Welcome to this stunning corner-lot home located in the desirable community of Harmony on Lake Eloise — just minutes from LEGOLAND and perfectly situated between Tampa and Orlando! This beautifully designed property offers a modern open-concept floor plan ideal for today’s lifestyle. Step inside to find elegant shaker-style cabinets, quartz countertops, and a stainless-steel range hood vented to the exterior. The kitchen is fully equipped with Whirlpool stainless-steel appliances including range, dishwasher, refrigerator, washer, and dryer — all included! The spacious layout provides comfort and style with thoughtful upgrades throughout. The large corner lot offers a generous backyard, perfect for entertaining, relaxing, or even building your dream outdoor space. Built with quality in mind, the home features block-on-block construction, architectural shingles, and a sleek stucco exterior for long-lasting durability and curb appeal. Inside, integrated smart home technology allows you to control lighting, temperature, and more — all from the palm of your hand. Living in Harmony on Lake Eloise means enjoying Florida’s outdoor lifestyle with access to the Chain of Lakes, nearby parks, shopping centers, restaurants, and golf courses. Plus, with easy access to major highways, commuting is a breeze. Don’t miss your chance to own this move-in-ready home in one of Central Florida’s most convenient and charming communities!

1340 Daisy Field Dr, Winter Haven
$395,000
4 Beds ⋅ 3 Baths ⋅ Crossroads At Lake Region SubDv. ⋅ 33881 Zip Code
MAJOR PRICE DROP! SELLER MOTIVATED!!! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality. As you arrive, you’re welcomed by a handsome paver driveway that adds both charm and curb appeal. Step inside to soaring vaulted ceilings and an open-concept floor plan, ideal for both everyday living and entertaining. Expansive living and dining areas flow effortlessly, creating a bright, airy feel throughout the home. The oversized primary suite, located just off the main living area, is a true retreat. It features a luxurious en suite bathroom complete with a large soaking tub, separate walk-in shower, dual sinks, and a spacious walk-in closet. Fresh interior paint gives the home a crisp, updated look, and a new roof provides added peace of mind. A private office offers the perfect space to work from home or can easily flex to fit your lifestyle. This home is situated just a short distance away from the community pool and hot tub. This one checks all the boxes!

1908 Crossroads Boulevard, Winter Haven
$29,900
33881 Zip Code
Great opportunity to buy land in the fastest growing city in Florida. Primo location.

Nw 26th Street, Winter Haven
$399,900
3 Beds ⋅ 2 Baths ⋅ Lake Thomas Woods Add 03 SubDv. ⋅ 33880 Zip Code
This 3 bedroom 2 bath home is located in an established neighborhood close to the Polk parkway for easy access to Orlando or Tampa. The Kitchen is equipped with stainless steel appliances, wood cabinets, granite counter tops, breakfast bar. There is a fire place and a wet bar in the large living room with beautiful tile & wood flooring throughout the home. The back porch is screened and the entire backyard is beautifully landscaped with mature landscaping, various trees and surrounded with a brick wall. There is also a detached workshop that is completely finished with tile floors and air conditioning. The home features a gas tankless hot water heater and smart lock on the doors.

4273 Stafford Drive, Winter Haven
$200,000
3 Beds ⋅ 1 Baths ⋅ Silvercrest Add SubDv. ⋅ 33881 Zip Code
SELLER VERY MOTIVATED. NO HOA!!!!! MAKE OFFER! Looking for an affordable, move-in ready home under $210k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find a modern kitchen with granite countertops, stainless steel appliances, open shelving, and deep teal subway tile that pops. The layout is open and airy with luxury vinyl plank floors, fresh paint, and natural light throughout. Major updates are already done for you—roof (2023), updated electrical (2023) and panel (2026), PVC plumbing (2025), HVAC (2019) and a new tankless water heater (2025). There's also a detached shed with laundry and extra storage, plus room to park a boat, RV, or trailer—no HOA rules to worry about. Located across from public lakes and close to downtown Winter Haven, the Baycare Winter Haven Hospital, Urgent Care, Polk State College, parks, trails, tennis and pickleball courts and transit, this home makes it easy to live, work, and play in one of the most walkable parts of town. If you've been searching for a 3-bed home with updates and a fenced yard near the heart of Winter Haven, 104 Avenue K NE is ready to welcome you home.

104 Avenue K Avenue Ne, Winter Haven
$319,532
3 Beds ⋅ 2 Baths ⋅ Crescent Pointe SubDv. ⋅ 33884 Zip Code
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

959 Lunar Lane, Winter Haven
$341,066
4 Beds ⋅ 2 Baths ⋅ Crescent Pointe SubDv. ⋅ 33884 Zip Code
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

974 Lunar Lane, Winter Haven
$307,000
3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Great investment opportunity in the desirable community of Winter Haven. It also presents an excellent option for those planning a future move to Winter Haven, as the home can serve as a primary residence once the lease term concludes. Located in a rapidly developing area with ongoing residential and commercial growth, the property offers strong long-term value. Convenient access to major highways, shopping, dining, medical facilities, and well-rated schools enhances its appeal. Nearby attractions include Legoland Florida, the Chain of Lakes, golf courses, and public parks, making this home a well-rounded opportunity for both investors and future homeowners.

1780 Carnostie Road, Winter Haven
$295,529
4 Beds ⋅ 3 Baths ⋅ Villa Mar Phase 3 SubDv. ⋅ 33884 Zip Code
Under Construction. This two-story home features 4 bedrooms and 2 and a half baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms and the designated laundry room. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional shingles Cementitious masonry finish walls & gables, Termite treated with Bora care-renewable after 1st year Designer paint schemes Two convenient garden hose bibs, Dead bolt locks on all exterior doors, Low maintenance aluminum fascia and vinyl soffit Professionally landscaped yards, two exterior weatherproof electrical outlets, Insulated, fiberglass front & rear doors, Decorative coach lights on garage and front entry. EXCEPTIONAL INTERIOR includes Stain resistant designer carpet, Recessed LED lighting in kitchen & family room, Level 1 tile standard in kitchen, laundry, foyer, and bathrooms Prewire for ceiling fan and 4 LED discs in family room, Pre-wiring for ceiling fans in all bedrooms with dual switches LED Disc, with rocker switches in all bedrooms, Doorbell chimes and protective smoke detectors Knock down texture on all interior walls and ceiling, Generous walk in closets with ventilated shelving,6 TV/Cable jacks or phone jacks, Vaulted ceilings, Wood Window Sills Brushed nickel hinges, fixtures and door knobs Indoor laundry room, Upgraded 5 1/4 baseboards throughout,5 panel smooth finish interior doors with brushed nickel, lever door handles, Garage door opener prewire, Two tone Interior paint package 220-volt dryer outlet Custom cased openings, GOURMET KITCHEN includes Designer recessed lighting Custom wood cabinets with adjustable shelves Included 36” upper cabinets with crown molding and custom bump out Stainless steel double bowl sink. Single lever brushed nickel faucet with pull out sprayer, Energy efficient multi-cycle dishwasher, Smooth top stove with self-cleaning feature, Space saver microwave above the range, Ice maker connection Spacious pantry with ventilated shelving. LUXURY BATH AREA includes Easy care garden tub/shower combination in master bath, Elongated toilets, Pull out drawers in most cabinets, Dual rectangle sinks, Upgraded brushed nickel faucets ENERGY EFFICIENCY includes Double pane insulated windows with tilt-in sash for easy cleaning, Energy efficient Whirlpool appliance package,R-38 ceiling insulation, Continuous soffit attic ventilation, Off ridge roof ventilation,15 SEER Heat Pump with digital thermostat Low volume flush toilets CONSTRUCTION QUALITY includes Interior wood studs 16” on center, Professionally engineered roof truss system, Fiber reinforced concrete slabs with vapor barrier 200 AMP service, Engineered to meet or exceed all wind codes 50-gallon water heater, Finished garage interiors Concrete, block construction ,Tax built-in pest control system(tubes in wall) This community is only a short, 10-minute drive to downtown and less than 5 minutes to shopping, schools, and more! Winter Haven is perfectly situated in the middle of Tampa and Orlando, each of which is only an hour's drive away. Villa Mar is perfect for those seeking vacation amenities alongside neighborhood conveniences. Winter Haven is home to Legoland Florida, Willowbrook Golf Course, and Auburndale Speedway. Within Villa Mar itself, there will be many amenities to suit whatever stage of life your family is in.

2335 Brassie Court, Winter Haven
$339,999
4 Beds ⋅ 3 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code
This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, you’ll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner’s suite is nearby, offering a generous walk-in closet and a private bath with optional dual sinks, a shower and a separate soaking tub. A laundry room and a fourth bedroom with its own private bath complete the home. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5163 Kinsley Drive, Winter Haven
$105,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Welcome to your move in ready home in Oakwood Estates, a gated community designed for those aged 55 and older. This beautifully maintained 2-bedroom, 2-bathroom manufactured home comes fully furnished and is being sold as-is, allowing you to move in comfortably without additional expenses. The double panes windows add thermal efficiency, and the 2014 shingle roof is in great condition . Features Include: - Two spacious bedrooms (split bedroom ) and bathrooms - Two attached screened-in porches, perfect for enjoying the Florida sunshine - Utility shed for additional storage (houses washer/dryer) - Parking space for two vehicles - Access to community amenities, including swimming, shuffleboard, fishing pier, and tennis Location: Conveniently located close to shopping centers and restaurants, everything you need is just a short drive away. Enjoy a vibrant community lifestyle with various social activities and events right at your doorstep. This section is a “No Dog” area but other inside pets are acceptable (cat, bird, fish)

4246 Cedarwood Street, Winter Haven
$150,000
Woodpointe Phase Three SubDv. ⋅ 33884 Zip Code
Large residential lot that will accommodate a variety of floor plans. Builder and building plans must be approved by Owner.

1776 Lakehill Drive, 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
$314,900
4 Beds ⋅ 2 Baths ⋅ Country Walk/Winter Haven SubDv. ⋅ 33881 Zip Code
PRICE TO SELL!! Seller very Motivated !! This home is located in the awesome Lake Region of Winter Haven. In a very desired area of right off Dundee road onto Country Club. Central to everything! Minutes away from Legoland & 45 min to Tampa or all of the Orlando attractions and close to downtown Winter Haven area, shopping, several lakes and travel.! This meticulously 4 Bedroom,2 bath, over 1828 sf., split floor plan have ceramic tiled entryway with 2 additional storage closets. Towards the entry of the home there are the 2 guest bedrooms & Full guest Bathroom that has extra tall vanity & granite countertops! Keep heading down the hallway you will find the 3rd guest bedroom & walk in laundry room, then, to your right you will find the heart of the home!! The chefs kitchen with Large island, walk in pantry. Breakfast bar that is open to the living/dining areas. Stainless Steel appliances! Dark wood cabinets & gorgeous Granite! Dining area is off the kitchen and open to living area! Sliding glass doors open up to into lanai and a private backyard for family fun & Back yard BBQ!!. NO CCD and very Low HOA fees. Perfect for Investors!!! Schedule your private showing today!!

3132 Country Club Circle, Winter Haven
$305,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 2a SubDv. ⋅ 33884 Zip Code
Beautiful, spacious, and cozy house, practically new, with an open feel that gives it a pleasant and welcoming feeling of family togetherness. All appliances included. Beautiful laminate flooring throughout the house's social areas. The house has a screen in the front and back. Solar panels. Pleasant and spacious backyard. The community has a pool, playground, dog park, and walkways. Location: 3 minutes from elementary and middle schools, 5 minutes from Legoland theme park, 10 minutes from downtown Winter Haven, 10 minutes from Walmart and Publix, and 5 minutes from US 27. Don't miss this magnificent opportunity to live in this beautiful home! Contact me to schedule your appointment.

621 Vittorio Drive, Winter Haven
$250,000
4 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Short Sale. Requires a some TLC & Refresh. Pool Home.

119 Allen Avenue, Winter Haven
$899,000
3 Beds ⋅ 3 Baths ⋅ Mirro Mac SubDv. ⋅ 33881 Zip Code
Virtually Staged. Mid-century modern lakefront pool home on the beautiful Winter Haven Chain of Lakes! Welcome to The Guest House, a rare Mid-Century Modern residence designed and built by internationally recognized architect Gene Leedy. Quietly tucked away at the end of a cul-de-sac on the crystal-clear waters of Lake Mirror, the setting feels surprisingly hidden despite being just minutes from shopping, dining, and convenient access to Lakeland, the Polk Parkway, and Interstate 4 for an easy commute between Tampa and Orlando. Originally commissioned for Thelma Guest, "The Guest House" is a striking example of Leedy’s signature architectural style, blending precast concrete construction, dramatic cantilevered forms, walls of glass windows and doors, deep overhangs, and natural light in a way that still feels timeless today. From the street, the design sits perfectly among mature trees and lush landscaping, setting the stage for what awaits inside. The layout was thoughtfully designed around openness, symmetry, and connection to the outdoors. A towering two-story glass entry and interior atrium create an immediate architectural focal point, while the open staircase and original vintage elevator add both character and functionality between levels. The main living spaces are positioned upstairs to maximize natural light and elevated lake views, with expansive glass overlooking the pool, shoreline, and towering oaks draped in Spanish moss. Nearly every upstairs bedroom and living area opens onto long covered balconies, creating seamless indoor and outdoor living. Downstairs offers an entirely different experience with additional flexible living areas surrounding the central atrium and opening directly to the lakefront grounds and pool area . The heated salt-filtered pool feels perfectly integrated into the original architecture, framed by Leedy’s iconic double “T” beam design and expansive covered patios that naturally extend the living space outdoors. The clean geometry, broad overhangs, and shaded entertaining areas create a resort-like atmosphere that feels both private and connected to the lakefront setting. The property itself offers direct frontage on beautiful Lake Mirror , known for its clear water, scenic shoreline, and access to the larger Winter Haven Chain of Lakes — a connected system of more than 20 lakes popular for boating, skiing, fishing, waterfront dining, and exploring by water. A lightly used public boat ramp located immediately next door makes launching effortless without sacrificing usable shoreline space on the property itself. Additional highlights include solar panels, tasteful modern updates, integrated storage and closet systems true to the Mid-Century aesthetic, two covered carports, circular drive, low-maintenance landscaping, and no HOA restrictions. Rarely does a home combine architectural significance, true Chain of Lakes waterfront living, privacy, and Central Florida convenience in such a compelling way. The Guest House is more than a lakefront residence — it is a piece of Winter Haven architectural history.

1540 N Lake Mirror Drive Nw, Winter Haven
$399,000
Lake Add SubDv. ⋅ 33880 Zip Code
TWO Redesigned and remodeled office buildings by local architect. Front building is known as 737 W Central Avenue, the rear building is known as 739 W Central Avenue. These buildings are located close to downtown, shopping, and retail centers.

737 W Central Avenue, Winter Haven
$1,300,000
Inwood SubDv. ⋅ 33881 Zip Code
The property at 1701 42nd Street NW in Auburndale, Florida, includes 4 parcels, encompasses approximately 6.8 acres and features about 540 feet of frontage along 42nd Street NW. Additionally, it boasts roughly 900 feet of frontage on Lake Blue, offering significant waterfront access. This site is zoned for Residential Medium Land Use. However, there’s potential for commercial or industrial development, subject to land use modifications or annexation and rezoning into the City of Auburndale.

1701 42nd Street Nw, Winter Haven
$323,635
4 Beds ⋅ 2 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code
Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 42" cabinets, a center island, a large walk-in pantry, and an open dining area; an immense great room; a secluded primary suite showcasing a generous walk-in closet and a private bath; three secondary bedrooms; a shared hall bath; a central laundry; and a comfortable covered patio. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5147 Kinsley Drive, Winter Haven
$319,950
4 Beds ⋅ 2 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code
Discover this must-see Ruby home. Included features: an inviting covered entry; a well-appointed kitchen offering 42" white cabinets, a walk-in pantry and a center island; an elegant dining room; a spacious great room; a lavish primary suite showcasing a generous walk-in closet and a private bath; a laundry and a covered patio. This could be your dream home! Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5135 Kinsley Drive, Winter Haven
$204,999
3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to 1101 28th St NW, Winter Haven, FL 33881 – a fully remodeled and income-generating property perfect for first-time buyers, investors, or anyone needing a private space for in-laws or extended family! Public records show the home as a 2-bedroom, 1-bathroom, but it now features including a completely separate 1-bedroom, 1-bath apartment currently rented for extra income. The entire property has been tastefully updated—move-in ready with modern finishes throughout. Whether you're looking to offset your mortgage, expand your rental portfolio, or bring your parents closer while maintaining privacy, this home checks all the boxes. Don’t miss this unique opportunity

1101 28th Street Nw, Winter Haven
$280,000
5 Beds ⋅ 3 Baths ⋅ Lakes/Lucerne Park Ph 4 SubDv. ⋅ 33881 Zip Code
Discover a rare opportunity for instant equity with this spacious 5-bedroom, 3-bathroom home in Winter Haven. Ideal for multi-generational living or growing households, the first floor features an open layout plus a bedroom and a full bathroom—perfect for guests or extended family. Upstairs, the generous master suite includes a walk-in closet and private bath, along with a large loft for flexible use and a convenient laundry. Enjoy outdoor potential with a fully fenced yard and a 2-car garage. Just 10 minutes from US Hwy 27 with quick access to I-4, shopping, and dining—this is a smart buy in a fast-growing area. Bring your vision and unlock this home’s full potential!

235 Hibiscus Street, Winter Haven
$145,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where you OWN THE LAND! Enjoy peaceful water views right from your backyard plus take advantage of a 39k price improvement, making this home an incredible value. This charming 2 bedroom, 2 bath residence offers the perfect blend of comfort, modern updates and Florida lifestyle living. The spacious, open floorplan features laminate flooring throughout the main living areas, creating a bright & inviting atmosphere. The kitchen has been tastefully updated with new cabinet facings, countertops and Stainless-Steel appliances, offering both style and functionality. The Florida room, complete with vinyl plank flooring, updated sliding doors & custom blinds, provides the perfect spot to relax & soak in the tranquil water views. Additional updates include double-pane windows throughout, as well as refreshed flooring, toilet, and faucets in the guest bathroom. The primary suite offers a barn door entry and private ensuite bathroom, while the guest bedroom provides flexibility for visitors or a home office. Garden Grove Oaks is a welcoming, well-maintained community offering a heated pool, clubhouse, & a active social calendar, all with NO LOT RENT. With its waterfront setting, modern updates & excellent value, this home is truly move-in ready. Don’t miss the opportunity to make it yours, schedule your private showing today!

6044 Grand Oaks Drive Se, Winter Haven
$275,000
2 Beds ⋅ 2 Baths ⋅ Orchid Springs Patio Homes SubDv. ⋅ 33884 Zip Code
NEW ROOF 6/2026. 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 & secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exterior features; Paved drive and walkways, attractive canopies and covered front porch invites you inside to discover a charming home. The kitchen boasts custom pantry space, ample counter area & is thoughtfully designed for hosting guests without compromising meal preparation. Beyond the kitchen, the spacious living room, flex apace is adjacent to a second private patio. The large family room offers expansive sliding doors and windows making the perfect space for relaxation. Leading to a beautiful lanai ideal for sharing a glass of wine or enjoying a barbeque, with its scenic outlook. The dining room is designed for casual or formal entertainment. The master bedroom features an ensuite bath and picturesque views while additional bedrooms and guest bathroom complete the layout. Flooring; Tiled foyer, kitchen and bathrooms with plush carpet in the master bedroom as well as the second bedroom, living and dining rooms. Designed with single level living in mind this Orchid Springs Patio Home offers ease of mobility and low maintenance. Stop outside to the spacious outdoor area enveloped by lush trees providing privacy and a natural ambiance. Additional amenities include a spacious 2 car garage with natural gas water heater & washer & dryer. Roof will be replaced before closing. Conveniently located in SE Winter Haven, this central Florida home provides easy access to downtown, Chain of Lakes boat launches, LegoLand, and major highways. The neighborhood also features a community clubhouse and pool, enhancing the overall Florida lifestyle experience.

441 San Jose Drive, Winter Haven