Location: Winter Haven
Do Not Show Listings
5171 KINSLEY DR, WINTER HAVEN, FL 33884
$336,899234 Days on yellowkey MLS ID: S5133352
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2050 Built: 2025Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: An inviting covered entry welcomes guests to this inspired Tarragon home. Pass two bedrooms, a shared bath, a flex room and a laundry on your way to a spacious great room with an adjacent covered patio. The well-appointed kitchen boasts a center island, a walk-in pantry and a dining nook. Showcasing a generous walk-in closet and an attached bath with double sinks. An additional bedroom and bathroom round out this inspired plan. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Stephanie Morales, Llc (407-399-2055)
5331 MICKEY AVE, WINTER HAVEN, FL 33884
$344,999164 Days on yellowkey MLS ID: S5137804
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2670 Built: 2025Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Remarks: Discover this must-see Tourmaline home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering 42" cabinets, quartz countertops, a roomy pantry, a center island and an adjacent dining area; a beautiful primary suite showcasing an immense walk-in closet and a private bath; a convenient laundry; an airy loft; a storage area and a covered patio. This home also offers ceiling fan prewiring in select rooms. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
6092 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884
$180,00079 Days on yellowkey MLS ID: L4958637
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1993Monthly Fee: $65 Tax: $1,086 (2025)Community: Garden Grove OaksSingle Family
Taxes:$1,086
Remarks: Price decrease! Welcome to Garden Grove Oaks, a desirable 55+ community in Winter Haven! This charming move in ready 2-bedroom, 2-bath home offers comfort, convenience, and low-maintenance living in a beautifully maintained setting. The property features a full-yard irrigation system and beautifully landscaped grounds, along with the convenience of an inside laundry room. The sub-floor has been completely redone and Luxury Vinyl Plank has been installed. The primary bathroom has dual sinks with a walk in shower. There is a seperate storage shed for your convenience. Enclosed lanai/Florida room with a side air conditioner. One car covered carport and ample parking on the driveway. The low HOA of just $65 monthly includes access to a heated community pool, clubhouse, shuffleboard courts, and a full calendar of planned activities, plus scenic community walkways. Winter Haven offers an abundance of nearby amenities including restaurants, gyms, shopping, churches, hospitals, and medical facilities, as well as entertainment at the movie theater, the historic Ritz Theatre, and Theatre Winter Haven. LEGOLAND is just down the street, and Highway 27 is easily accessible. Enjoy the area’s many lakes for fishing, boating, or watching stunning sunsets. Orlando and Tampa attractions are approximately an hour away, making this an ideal location for both relaxation and adventure. Own your home and land and enjoy nearly maintenance-free living in this welcoming community.
Listing is courtesy of: MEEKS REAL ESTATE LLC (863-604-9287)
Listing Agent: Carla Meeks (863-604-9287)
1123 CYPRESS PT W, WINTER HAVEN, FL 33884
$1,150,000270 Days on yellowkey MLS ID: P4934938
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2713 Built: 1977Monthly Fee: $29 Tax: $6,114 (2024)Community: Cypress PointSingle Family
Taxes:$6,114
Tax Year: 2024
Remarks: ELEGANT POOL HOME ON CHAIN OF LAKES! Paradise awaits you at this fabulous lakefront residence that offers the ultimate in comfort, space and sunset views Thoughtfully designed for lake living and entertaining, the home captures the beauty of Lake Eloise from both, inside and out. This home is situated on .72 acres with fencing, dock, boathouse and on a quiet cul de sac. Inside this spacious residence are 3 bedrooms, 3.5 baths, formal rooms and plenty of relaxed living space. The handsome two-story entry hall features a beautiful staircase and Mexican tile flooring. This foyer is flanked by the formal living room and formal dining room, both showcasing gorgeous wood floors and fabulous millwork of chair railing, crown molding and finish work, all of which continues throughout much of this custom home. The wonderful kitchen boasts beautiful wood cabinets, including pantry-style, a center island w/seating, gorgeous granite counters, stainless appliances, a desk area with bookcase and handy pass-throughs to the casual dining room, family room and the lanai. An impressive family room is perfect space for family and when entertaining guests as it presents meticulous mill work, a warm fireplace, wet bar, durable, attractive Mexican tile flooring, with access to the lanai, spacious pool area and amazing view across Lake Eloise. A lovely guest bedroom is adjacent to the family room and a full bathroom with an attractive tile shower and stone countertop vanity. The second level of the home houses two, spacious master en suites situated on either side of a bonus room that is ideal as den or office. The primary master’s suite has a wonderful view of the lake and an elaborate layout with his and her dressing rooms that include remarkable wardrobes and closet systems; this suite has a luxurious bathroom outfitted with hydro-spa tub, extraordinary walk-in shower with multi-spray heads and bench, plus a lengthy dual sink vanity. The additional upstairs en suite has a large walk-in closet, single sink vanity and a tile walk-in shower. A special room-with-a-view is the library/reading room that is adjacent to the bonus room; the wall of windows gives a panoramic view across the property and lake. The back lanai, patio and pool area is a true highlight that is perfect for relaxation or entertainment. Here, you’ll find an outdoor kitchen, heated pool & spa creating a serene setting for lounging, swimming, or hosting gatherings with friends and family. Outdoor enthusiasts will delight in the lakefront provisions of the fishing dock and boathouse with lift and metal roof; spend the day out fishing and boating or enjoy a sunset cruise throughout the Winter Haven Chain. Don’t miss this exceptional opportunity to embrace a lifestyle of elegance, convenience in your own slice of paradise of Central Florida! Call today for a private tour of the home and property.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Erin Floyd (863-412-2286)
2017 MISTY MORNING DR, WINTER HAVEN, FL 33880
$360,00097 Days on yellowkey MLS ID: L4958297
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1728 Built: 2004Monthly Fee: $33 Tax: $4,095 (2025)Community: Country Walk Ph 02Single Family
Taxes:$4,095
Remarks: Under contract-accepting backup offers. ** RECENT $20K PRICE REDUCTION as of 3/10/2026!!** Corner Lot 3 Bedroom Home in Winter Haven | Granite Kitchen | Fully Fenced Yard | Extra Parking Located at 2017 Misty Morning Dr in Winter Haven, FL 33880, this 3-bedroom, 2-bath home sits on a spacious corner lot with a fully fenced vinyl privacy yard and extended driveway offering additional parking space. The open-concept layout features vaulted ceilings, abundant natural light, and durable tile flooring throughout the main living areas. The kitchen includes granite countertops, stainless steel appliances, ample cabinetry, and a breakfast bar that overlooks the living and dining spaces—ideal for everyday living and entertaining. The split-bedroom floor plan provides separation and privacy, with a comfortable primary suite and well-sized secondary bedrooms. Outside, the large white vinyl fence encloses the backyard, creating a secure space for pets, outdoor gatherings, or future enhancements. The oversized lot provides more yard space than many homes in the area. Additional features include: • 2-car garage • Extended driveway with additional parking pad • Covered front entry • Neutral interior finishes • Move-in ready condition Conveniently located in Winter Haven with easy access to major highways, shopping, dining, and Central Florida commuting routes, this property offers space, privacy, and everyday functionality in the 33880 market.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Don Jerue (863-259-9550)
3661 QUEENS COVE BLVD, WINTER HAVEN, FL 33880
$259,99024 Days on yellowkey MLS ID: S5146164
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1632 Built: 2005Monthly Fee: $12 Tax: $3,706 (2025)Community: Queens CoveSingle Family
Taxes:$3,706
Elementary School: Eagle Lake Elem
High School: Lake Region High
Middle School: Westwood Middle
Remarks: Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable and functional layout with approximately 1,500+ square feet of living space, featuring a spacious living area, a well-designed kitchen, and generously sized bedrooms that provide both comfort and flexibility for everyday living. As you enter, you’ll appreciate the natural flow of the home, creating a warm and welcoming environment that feels both practical and easy to enjoy. The layout allows for a seamless transition between living spaces, making it ideal for relaxing or hosting gatherings. Each area of the home has been designed to maximize usability and comfort. The property offers a great balance between space and simplicity, making it a solid option for buyers seeking a home that is both functional and full of potential. Whether you are looking for your next primary residence or simply a well-located property, this home presents a great opportunity. Situated within a well-established neighborhood, the home provides convenient access to main roads and is just a short drive to Lakeland, LEGOLAND Florida Resort, and within reach of the greater Orlando area, offering a great balance between quiet residential living and access to Central Florida attractions. This is a great opportunity to own a home in a steadily growing area. Schedule your private showing today.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Julio Portillo Castro (407-879-1772)
3339 QUEENS COVE LOOP, WINTER HAVEN, FL 33880
$254,90043 Days on yellowkey MLS ID: O6386232
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1158 Built: 1994Monthly Fee: $12 Tax: $3,511 (2025)Community: Queens Cove Ph 02Single Family
Taxes:$3,511
Remarks: This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
5125 SYLAS JAX AVE, WINTER HAVEN, FL 33884
$265,90021 Days on yellowkey MLS ID: L4960626
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1358 Built: 2025Monthly Fee: $18Community: VillamarSingle Family
Remarks: New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a raised bar, fully open to the gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a private en-suite bath, a tiled shower. Plus, enjoy a covered lanai, 1-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
144 MORNING GLORY CIR, WINTER HAVEN, FL 33884
$299,90021 Days on yellowkey MLS ID: P4938259
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 2006Monthly Fee: $160 Tax: $3,265 (2025)Community: Morningside At WintersetSingle Family
Taxes:$3,265
Remarks: Welcome to the beautiful waterfront resort-style gated community of Winterset. ! Enjoy the charming 3-bedroom, 2-bathroom home offering a delightful living experience. Built in 2006, this well maintained home is move in ready. The open floor plan seamlessly connects the main living areas, creating a spacious and airy feel throughout. The master bedroom is a serene retreat, complete with ample space, a walk-in closet, and an en-suite bathroom. The additional two bedrooms available for a home office, a guest room, or a personal hobby spa. . Enjoy the resort-style amenities that make this community truly exceptional. The clubhouse serves as a gathering place for residents. The sparkling pool and hot tub invite you to take a refreshing. Bring your boat- ramp available for enjoying Winter Haven’s famous chain-of-lakes.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Sharon Watson (863-557-4800)
441 ARCHAIC DR, WINTER HAVEN, FL 33880
$694,900212 Days on yellowkey MLS ID: P4936265
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2947 Built: 1998Community: Village Spirit Lake Ph 01Single Family
Taxes:
Tax Year:
Remarks: Discover this spacious & stunning lakefront 4BR, 3BA home where elegant living & breathtaking panoramic views create the perfect Florida lifestyle. This lakeside haven is ~3000 sq ft LA & has upgrades galore including new windows, granite countertops, lots of ceiling fans & engineered hardwood floors throughout with upgraded tile in the wet areas. Enter into a spacious, light-filled foyer facing formal areas with high ceilings. Perfect for gatherings, the formal dining room boasts an ornate mirrored wall & a picturesque arched window with plantation shutters. The living room is complemented with triple-glass sliders leading out to the pool area with serene waterfront scenery, where sparkling lake views become part of your everyday backdrop. The beautifully remodeled gourmet kitchen features tall cabinetry with crown moulding, granite counters & backsplash, modern under lighting, & comes fully equipped with all of the upgraded appliances . A quaint dinette area with a seamless window overlooks the pool & lake with a door conveniently leading to the patio. The cozy yet hosting-ready family room boasts 2 bright & cheery windows with recessed shades, a gasp-worthy lake view, & an 85" TV placed in between that stays with the home. This desirable triple split BR plan offers all generously sized rooms. Because of its close proximity to the formal areas, the 4th BR is ideal as an office with its French doors & plantation shutters. The primary BR includes a sitting area & 2 nice walk-in closets. The primary BA offers a whirlpool tub, tiled walk-in shower, & dual granite vanities. The laundry room offers ample cabinetry, granite counters, a conveniently placed sink & comes complete with W/D. Both guest BAs are remodeled: one with tub/shower combo, the other with a walk-in shower & direct pool access. Outdoors, the large screened pool & patio invite endless relaxation with multiple covered sitting areas, a passthrough window from the kitchen & a mini fridge for convenience. The solar-heated pool with waterfall becomes the centerpiece, framed by serene lake views. Beyond the screen, the backyard transforms into your private retreat: an expansive lawn leading to a sandy beach with protective seawall, a sun deck with pavers & firepit for unforgettable evenings, & a long dock stretching into the lake with a covered section complete with electricity & an overhead fan. Additional features include a double car garage, irrigation system, full-house portable generator with propane tanks, intercom, solar attic fans for energy efficiency, Aquasana water filtration system, Ring security system, & Armor hurricane screens for the entire house. Recent updates include: roof (2024), zoned C/H/A (2020), house repaint (2024), driveway redo (2024), tankless gas water heater (2023), pool cage (2023), pool pump & deck (2024), & new piping for pool solar panels (2023). Whether for close-knit evenings or lively gatherings, this home showcases lakefront living at its finest! Best yet, it's nestled in a gated community w/ an abundance of community amenities including a nice clubhouse, a large swimming pool, tennis, pickleball, basketball, a playground, a boat ramp & a dock onto Spirit Lake. This beauty is located in the heart of Central Florida w/ easy access to the Polk Parkway making it convenient & easy for commuting to Lakeland, Tampa or Orlando! All measurements are approximate.
Listing is courtesy of: JULIE MATTHEWS GROUP LLC (863-528-0037)
Listing Agent: Kennedy Matthews (863-207-4722)
1509 COVEY RISE TER, WINTER HAVEN, FL 33884
$357,83530 Days on yellowkey MLS ID: W7883981
4 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2021 Built: 2026Community: Ashton CoveySingle Family
Remarks: Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms and a full bath with double vanity. A versatile flex space upgraded to a study. In the dining area, prepare to be wowed. This space is highlighted by a gourmet kitchen with a large island overlooking a lanai and a great room where friends and family will gather. Your luxurious owner’s suite includes a beautiful tray ceiling, a double vanity owner’s bath and a huge walk-in closet. The Panama is pure bliss. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)
Listing Agent: Bill Maltbie (813-819-5255)
1919 19TH ST NW, WINTER HAVEN, FL 33881
$359,000330 Days on yellowkey MLS ID: P4934625
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1752 Built: 1954Community: Van Duyne ShoresSingle Family
Remarks: It's a renovated 4-bedroom block home beauty in upscale neighborhood. No HOA. Park your trailers or vehicles in back yard or side yard with gate. Boat ramp in neighborhood. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and bathrooms are totally renovated 2024. If you like drawers, this kitchen has a few 36" and 30." HUGE master bedroom runs from the back of the house to the front of the house, plenty of relaxing space, and a fireplace. This is a split plan house with 4 bedrooms,2 living rooms, and all bathrooms have double sinks. Tropical pineapple garden is in front of the front porch and trees have been trimmed. The back shed has a metal roof and can be used as a workshop; she shed or transformed for mother-in-law or rental. Large back porch has new concrete steps, a renovated laundry room and lake view. ZAP CAP from TECO, surge voltage protection. Parks, trails, splash pads, grocery, movies, pharmacy, public boat ramps are all nearby, Access to I-4 or the Polk parkway is easy. Winter Haven is a diverse city which offers lots of things to do such as, dinner cruises, walking parks, farm markets, LEGOLAND park and water parks, Circle B gator park, walking trails, skateboard park, water skiing and free water-skiing shows. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Kimberly Saddler (863-221-0604)
3206 HERON CV, WINTER HAVEN, FL 33884
$619,900503 Days on yellowkey MLS ID: L4949141
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3050 Built: 2002Community: Heron CaySingle Family
Remarks: 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!
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Cindy Strouse (863-581-1605)
1114 BRIMSTONE CIR, WINTER HAVEN, FL 33884
$399,00022 Days on yellowkey MLS ID: O6392519
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2476 Built: 2024Community: Harmony/Lk Eloise Ph 1Single Family
Remarks: Welcome to Harmony at Lake Eloise, a thoughtfully crafted community in the heart of Winter Haven, designed for homeowners who want modern style and smart features. A beautifully designed floor plan offering open concept living, flexible spaces, and contemporary finishes. The home centers on a stylish kitchen with Shaker cabinetry and stainless-steel Whirlpool appliances, creating the perfect setting for everyday living and effortless entertaining. Built with long-lasting quality in mind, homes feature block-on-block construction, architectural shingles, and timeless stucco exteriors. The largest lot in the community. The open floor plan connects the foyer with a spacious great room and dining area, ideal for entertaining or family gatherings. The kitchen features solid-surface countertops, stainless steel appliances, a disposal, and thoughtful layout for everyday meal prep and hosting. The owner's suite includes a spa-style bathroom and walk-in closet; other bedrooms are generous in size and brightness. A dedicated loft space with scenic window views offers the perfect spot for relaxation or a home office. Eco-conscious tenants will appreciate the solar power system, which contributes to energy savings, and a modern security camera system for peace of mind. With a quiet and good-sized lot, perfect to enjoy Florida weather. Inside, integrated smart home technology brings added convenience, comfort, and peace of mind. The community boasts a state-of-the-art, two-story amenity center, an impressive hub for recreation, relaxation, and connection. Residents will also enjoy private boat slips with direct access to Lake Eloise, offering a true Central Florida lifestyle on the water. Harmony at Lake Eloise is where modern living, exceptional amenities, and a connected location come together. Beyond the interiors, residents can enjoy the tranquil surroundings of Lake Eloise, where outdoor activities abound. Whether you prefer strolls along the water or engaging in recreational activities, this community offers a wealth of opportunities to connect with nature. Located in the master-planned community of Harmony at Lake Eloise, residents currently enjoy access to a community pool, sidewalks throughout the neighborhood, walking paths around scenic ponds, and a designated bike accessway. Future community plans include a proposed lakefront amenity center on Lake Eloise and a planned commercial area with neighborhood shops (subject to development timelines and approvals). Conveniently located near LEGOLAND Florida Resort, the AdventHealth Fieldhouse and Conference Center, and the Freedom Boat Club Winter Haven Lake Eloise location, offering an additional boating lifestyle option by membership. Additional sports and recreation facilities are planned nearby, including four collegiate-level baseball fields projected to generate economic activity for the City of Winter Haven (publicly discussed development plans). Cypress Junction Montessori is planned nearby and is currently accepting enrollment for 2026. Polk County has begun clearing and dredging efforts at nearby Lake Lulu, with discussions suggesting a future canoe and kayak launch and park area (subject to county completion and final designation). With continued infrastructure investment, future recreational access to the Chain of Lakes is anticipated in some form, subject to approvals. Discover the harmony of life at Lake Eloise today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Sean Flatley (609-208-8204)
2935 PLANTATION RD, WINTER HAVEN, FL 33884
$598,90022 Days on yellowkey MLS ID: L4959891
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2724 Built: 1983Community: Cypresswood PlantationSingle Family
Remarks: Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800 square feet of spacious living when pool room footage is added. The offering includes a private pool, and a 9x9 pool house complete with a half bath, perfect for guests, poolside entertaining, or an additional flex space. Inside, the home boasts a formal living room and an open-concept family room, dining area, and kitchen, creating a bright and inviting atmosphere ideal for both everyday living and hosting. Also features granite countertops, resurfaced garage, private office, freshly painted interior, paver driveway, and so much more. Enjoy the comfort, privacy, security, and lifestyle that come with living in one of Winter Haven’s premier golf communities.
Listing is courtesy of: LBJ REALTY AND ASSOCIATES LLC (863-206-1552)
Listing Agent: Lovett Johnson (863-206-1552)
543 TERRANOVA CIR, WINTER HAVEN, FL 33884
$399,90045 Days on yellowkey MLS ID: L4959863
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2118 Built: 2003Community: Terranova Ph 01Single Family
Remarks: POOL Home on Pond in TERRANOVA! Located in desirable southeast Winter Haven, this home has it all! Large areas overlooking screened pool and pond frontage and views! Enjoy the security of a gated community close to schools, shopping, churches and LEGOLAND! Call for your private showing today!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
2011 9TH ST NE, WINTER HAVEN, FL 33881
$239,995108 Days on yellowkey MLS ID: L4958098
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1967Community: Lake Idyll EstatesSingle Family
Remarks: Welcome to this well-maintained 3 bedroom, 2 bath home located on a quiet, established street. The Spacious eat in kitchen features tile flooring and a new refrigerator, perfect for everyday living and entertaining. The living room has new vinyl flooring and newly painted, creating a bright and inviting space, while the large family room offers plenty of room to relax or gather. This home also offers a spacious indoor laundry room, a one car garage and whole -house hurricane shutters that are easy to install, providing added piece of mind. Enjoy outdoor living on the screened-in back porch overlooking a fully fenced yard. Conveniently located close to shopping, dining, Polk State College and entertainment. This home combines comfort, functionality and an excellent location.
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Carina Lees (540-616-7997)
5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$420,000234 Days on yellowkey MLS ID: P4936039
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2031 Built: 2015Community: Lake Ashton West Ph 01Single Family
Remarks: HUGE PRICE ADJUSTMENT — MOTIVATED SELLER! Welcome to this beautifully, open-concept Sebastian model FULLY FURNISHED and TURNKEY, allowing you to settle in and start enjoying the Lake Ashton lifestyle from day one. Grand, high ceilings immediately draw your eyes to the serene 17th-hole golf view, offering a peaceful backdrop perfect for relaxed living. The living room is anchored by a stunning wood entertainment center with glass display, complemented by plush leather recliners ideal for unwinding or hosting friends. Recessed lighting, neutral tones, and crown molding create a warm, inviting ambiance throughout the home. This home features tile flooring throughout the main living areas, thoughtfully selected furnishings in every room, and a second bedroom equipped with a medical bed for guests or caregiving needs. The gourmet kitchen includes 42" wood cabinetry with crown molding, granite countertops, a stylish backsplash, pendant lighting, Whirlpool stainless steel appliances, and under- and over-cabinet lighting. A washer and dryer are also included for easy, everyday living. The primary suite offers a peaceful retreat with a walk-in closet, dual granite vanities, and a walk-in shower with a corner seat. Triple sliders open to an extended screened veranda, perfect for morning coffee, evening breezes, or simply enjoying the tranquil golf course setting. The Garage is equipped with storage, a golf cart, a leisure bike, and a garage privacy screen, making it easy to embrace the active lifestyle of Lake Ashton. Just unpack and begin enjoying the community, offering two gated entrances with 24/7 guard service and access to two clubhouses featuring a grand ballroom, movie theater, bowling lanes, and on-site dining at Charm City and Eagle Nest. Stay active with amenities including indoor and outdoor pools, fitness centers, racquetball, tennis, pickleball, bocce, shuffleboard, and more.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Candra Alston (407-257-5204)
241 GROVE BRANCH RD, WINTER HAVEN, FL 33880
$239,900202 Days on yellowkey MLS ID: L4956146
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 2009Community: Squires GroveSingle Family
Remarks: Charming 3-Bedroom, 2-Bathroom Home in Squires Grove – Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable Squires Grove subdivision. This move-in ready property offers modern updates and thoughtful features that make it the perfect place to call home. Step inside to find brand new commercial-grade waterproof laminate flooring throughout, adding both durability and style. The spacious living room is perfect for relaxing or entertaining, while the kitchen includes a cozy eating area ideal for casual family meals. Enjoy Florida living at its best with a screened-in back patio, complete with lighting and tile flooring—a great spot for morning coffee or evening gatherings. The patio opens up to a beautiful back yard, offering added peace and privacy. BRAND NEW A/C system installed in March 2025, ensuring comfort year-round. Conveniently located near schools, shopping centers, and parks. Don’t miss this opportunity !
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Tony Fridovich (863-698-4267)
321 MAJESTIC GARDENS DR, WINTER HAVEN, FL 33880
$320,00022 Days on yellowkey MLS ID: L4960597
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2024 Built: 2013Community: Gardens Ph 01Single Family
Remarks: Move In Ready 3BR/2BA + Home Office + Dining / Flex Room and Large Screened Lanai. The Interior Features an Open Floor Plan, High Ceilings, Spacious Bedrooms, New & Updated Lighting & Fans, Fresh Interior Paint, Brand New Carpet in BR's and more! The Large Kitchen Offers a Spacious Breakfast Cafe Overlooking the Lanai & Backyard, Newer Countertops, Tiled Backsplash and New Dishwasher. The Master Suite Offers a Huge Walk-In Closet, Soaking Tub, Double Vanities and Walk-In Shower. The Exterior Offers a Fully Privacy Fence, Large Backyard and Newer Storage Shed. Please Note the Property Link extends another 14' beyond the rear fence. This Gated Community is conveniently located in Winter Haven close to Publix Shopping, Walmart, Restaurants and Legoland. Enjoy all that Winter Haven has to offer - Multiple Lakes for fishing & boating, Nature Trails, Golf Courses and more. Located One Hour from both Tampa and Orlando International Airports, Lakeland Linder Airport now offering domestic flights too.
Listing is courtesy of: SHAWN R MCDONALD REALTYGRP INC (863-287-0213)
Listing Agent: Shawn Mcdonald (863-287-0213)
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