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$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
$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
$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
$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
$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
$379,000
3 Beds ⋅ 2 Baths ⋅ Valhalla SubDv. ⋅ 33884 Zip Code
Valhalla - A GATED subdivision with pool, club house and more! 3-bedroom, 2-bath villa home with a connecting property but considered a single family home. This special villa has a functional layout with updated features throughout. A screened entry with leaded glass doors opens to vaulted ceilings and custom architectural touches. The open concept kitchen includes granite countertops, custom cabinetry, a center island with breakfast bar, Bosch dishwasher, stainless oven and range, walk-in pantry, and a passthrough to the living area for open flow. Wood plank flooring runs throughout the main spaces. The living room features large windows and an adjacent flex space for dining, office, or den use. The primary suite includes an ensuite bathroom with slate tile, jacuzzi tub, glass shower, dual sinks, and the laundry room is part of the primary. The guest room features a window seat and recessed lighting. A third room functions well as an office or additional guest space. HOA covers lawn care, water, trash, basic cable, pool, and tennis access.

104 Woden Way, Winter Haven
$379,000
3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $10K PRICE IMPROVEMENT on 7/24! Now offered at another improved price, this waterfront home on Lake Rochelle delivers the best value currently available on the Winter Haven Chain of Lakes. Located in the desirable Island Lakes community, this well-maintained 3-bedroom, 2-bath home combines lakefront living, major recent updates, and everyday functionality. A brand new roof was installed in February 2026, offering added peace of mind and potential insurance advantages for the next owner. Fresh landscaping and new sod create excellent curb appeal, while the open split-bedroom floorplan provides comfortable living with beautiful natural light throughout. The spacious primary suite overlooks the water and includes a private bath and walk-in closet. The living and dining areas flow easily into the kitchen, making the home ideal for entertaining, weekend guests, or simply enjoying the lake lifestyle. Step outside and enjoy direct access to the Chain of Lakes with boating, fishing, kayaking, and sunset views right from your backyard. Conveniently located near shopping, dining, medical facilities, and major roadways while still offering a peaceful waterfront setting. Whether you’re looking for a primary residence, winter retreat, or investment opportunity, this property checks all the boxes for Florida lakefront living. Schedule your private showing today.

4099 Island Lakes Drive, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code
NO CDD fees! Welcome to Peach Crossings, Winter Haven’s newest community! This brand-new three-bedroom, two-bathroom home is designed for both comfort and style. The kitchen is the heart of the home, offering ample counter space—perfect for meal prep and entertaining. It comes fully equipped with Whirlpool stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! Granite countertops and modern cabinetry provide a classic, elegant touch. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy the outdoors year-round with the covered patio, a great spot for dining, relaxing, and taking in the fresh air—made even better by the privacy of having no rear neighbors and a beautiful pond view. This home is packed with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom off the garage offers the perfect drop zone for shoes, bags, and coats, making daily routines easier. Located next to the laundry room, this space helps keep everything organized and clutter-free. Situated in Polk County, Peach Crossings offers a balance of peaceful lake life and easy access to shopping, dining, and major attractions. Families will love the top-rated Polk County schools, and the community features a playground and picnic area for all to enjoy. Don’t miss out on this incredible opportunity—schedule your tour today!

1787 White Elephant Loop, Winter Haven
$259,000
2 Beds ⋅ 2 Baths ⋅ Vienna Square Phase 3a SubDv. ⋅ 33884 Zip Code
NEW CONSTRUCTION! This brand-new single-story, two bedroom, two bath Villa is located in Vienna Square, a 55+ gated community in Winter Haven. Live a low maintenance lifestyle with tranquil views from your screened lanai which is accessible from the villa’s open floor plan. This villa features a two car garage, paver driveway, granite counter tops, shaker cabinets, new Whirlpool appliances, Delta fixtures, designer lighting, inside laundry and more. In the owners retreat, there is a walk-in closet and tiled walk-in shower. The guest bathroom has a tub/shower combo. Lawn maintenance and most exterior maintenance are included in the monthly HOA dues, along with Spectrum basic cable/internet, access to the clubhouse, heated pool, fitness center, and more. This new home comes with a structural warranty. Call today!

1703 Linz Court, Winter Haven
$579,900
3 Beds ⋅ 3 Baths ⋅ Heron Cay SubDv. ⋅ 33884 Zip Code
BUYER COULDN'T SECURE FINANCING.. BACK ON MARKET! Welcome to 3206 Heron Cove. As you step into the foyer, you'll find an expansive main living area which boasts spacious living & dining areas, as well as a large family room. These areas, combined with a luxury kitchen create an unbelievable space for your loved ones to gather. The kitchen flaunts tons of cabinetry & granite counters, a cooking island, a HUGE walk-in pantry, a breakfast bar, casual dining nook, and it comes fully equipped with all of the appliances. So much space and versatility for entertaining. Each of the bedrooms are generously sized and a split layout lends everyone privacy of their own. You’ll especially love the master suite. It has a large private bathroom with a jetted tub, a step-in shower, separate vanity/sinks, and dual walk-in closets with organizers- making it easy to share space without much overlap. In addition to the bedrooms, there's also an office, as well as a bonus room that could also be used as a home office or craft/hobby room. Outdoors is just as impressive as the interior and has its own list of fantastic amenities. There is a wonderful screened lanai that houses a heated swimming pool & spa and has a large covered area with summer kitchen. Overlooking the large backyard, it’s sure to be your favorite spot to relax & entertain. Too many to list, the extras & improvements here include high & tray ceilings and 8' doors throughout, an inside laundry rm (appliances included), dual CHA systems, a security system, an irrigation system, a whole house generator system, and much more. Situated on a little less than ½ acre in a quiet, exclusive gated community, this fabulous find is conveniently located with easy access to shopping and restaurants. BRAND NEW ROOF INSTALLED 10/2025! Schedule your appointment today! OWNER MOTIVATED!!

3206 Heron Cove, Winter Haven
$229,500
2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 2a SubDv. ⋅ 33884 Zip Code
YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA OFFERS AN OPEN GREAT ROOM DESIGN WITH SPLIT BEDROOMS. THE MASTER ENSUITE HAS WALK IN CLOSET WITH STEP IN SHOWER FOR CONVENIENCE. THE 2ND BEDROOM OFF FRONT ENTRANCE OF HOME HAS AN ADJOINING BATH WITH TUB AND SHOWER. DON'T WAIT, THIS GREAT GATED COMMUNITY HAS CLUBHOUSE, FITNESS CENTER, POOL, TENNIS COURTS AND OFFERS SO MUCH TO YOUR OVER 55 LIFESTYLE. CONVENIENT TO SHOPPING, RESTAURANTS AND ONLY MINUTES TO DOWNTOWN WITH SOMETHING FOR EVERYONE. THIS VILLA HAS AN OPEN FLOOR PLAN WITH HIGH CEILINGS, CEILING FANS, CERAMIC TILE IN THE LIVING AREA AND CARPETING IN THE BEDROOMS. RELAX ON YOUR ENCLOSED LANAI OVERLOOKING THE SERENE ATMOSPHERE OF THE PEACEFUL WOODED AREA BEHIND YOUR UNIT WITH NO REAR NEIGHBORS. THE MONTHLY HOA FEE INCLUDES EXTERIOR PAINT, ROOF, IRRIGATION WATER, LAWN MAINTENANCE AND RECENT ADDITION OF SPECTRUM TV/WIFI SERVICE. THIS VILLA HAS BEEN CLEANED AND READY FOR YOUR MOVE.

1561 Vienna Square Drive, Winter Haven
$250,000
3 Beds ⋅ 2 Baths ⋅ Osprey Landings Ph 01 SubDv. ⋅ 33880 Zip Code
Beautiful 3BR/2BA home in a gated community of Osprey Heights. All floors are covered with wood laminate. The Solar system is paid off and included in the price of the home with no extra payment.

123 Osprey Heights Drive, Winter Haven
$360,000
5 Beds ⋅ 3 Baths ⋅ Squires Grove Ph 2 SubDv. ⋅ 33880 Zip Code
Minutes from Legoland and Peppa Pig Theme Park, this 5-bedroom, 3-bath home offers comfort and functionality in a quiet cul-de-sac. The open-concept layout features a spacious kitchen, main-floor den, and a first-floor guest suite with full bath. Upstairs includes a versatile loft and a primary suite with walk-in closet and dual vanity. Additional highlights include second-floor laundry, tile in wet areas, a 2-car garage, and a large backyard ideal for entertaining. Conveniently located near shopping and dining. Low HOA—perfect for first-time buyers or investors. (Tenant Occupied - Lease ends October 2026)

821 Sun Burst Road, Winter Haven