Location: Winter Haven , 33884
Do Not Show Listings
2362 BRASSIE CT, WINTER HAVEN, FL 33884
$274,900101 Days on yellowkey MLS ID: O6384404
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 2022Monthly Fee: $18 Tax: $5,003 (2025)Community: VillmarSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,003
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Millie Brockmeyer (407-970-9782)
1148 TYLER LOOP, WINTER HAVEN, FL 33884
$265,00074 Days on yellowkey MLS ID: L4960292
4 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Monthly Fee: $16 Tax: $7,039 (2025)Community: Peace River ReserveSingle Family
Taxes:$7,039
Elementary School: None
High School: None
Middle School: None
Remarks: Short Sale. SHORT SALE working on lender approval Rare opportunity to own a Next-Gen multigenerational home in Winter Haven’s Peace Creek Reserve. Built in 2023, this thoughtfully designed 4-bedroom, 3-bath residence offers over 2,100 square feet of living space and features a private in-law suite with its own entrance, kitchenette, living area, bedroom, and bathroom — ideal for extended family, guests, or potential income opportunities. The main home features an open-concept layout designed for modern living, while two covered lanais create seamless indoor-outdoor Florida lifestyle space. The property also includes a vinyl privacy fence, irrigation system, and a two-car garage. Located in a newer community in the heart of Winter Haven, residents enjoy convenient access to shopping, dining, and the Chain of Lakes lifestyle that makes Central Florida so desirable.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Sarah Armstrong (863-287-0252)
6309 GROVE POINTE DR SE, WINTER HAVEN, FL 33884
$159,75058 Days on yellowkey MLS ID: P4938313
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1986Monthly Fee: $65 Tax: $2,108 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$2,108
Remarks: OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring throughout. The floor plan is open with the living room and dining room upon entering. The kitchen provides space for a bistro table, has a pantry, and great cabinet space. New Ceiling fans, faucets, regularly maintained AC, with 25 yr shingles from 2015. Inside laundry also has a utility sink! Both bedrooms are well sized and have walk-in closets. Primary bedroom has an en suite bathroom. Average total utilities are $150/month...water, sewer, electric! The owner has provided a copy of their 4-Point report just done in March for their insurance company. No grey pipe!
Listing is courtesy of: GOOD COMPANY REALTY INC. (863-585-9610)
Listing Agent: Sanda Andrews (863-585-9610)
5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884
$370,09059 Days on yellowkey MLS ID: L4960822
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2587 Built: 2026Monthly Fee: $17Community: VillamarSingle Family
Taxes:$0
Remarks: Under Construction. New construction home with 2587 square feet two-story including 4 bedrooms with loft, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and 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 walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 3 and 4 share a jack-and-Jill bathroom. Plus, enjoy a 2-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 décor do not convey."
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
688 AUGUSTA RD, WINTER HAVEN, FL 33884
$337,00096 Days on yellowkey MLS ID: P4937966
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1586 Built: 1980Monthly Fee: $137 Tax: $3,636 (2025)Community: Cypresswood Fairway Patio HomesSingle Family
Taxes:$3,636
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: Welcome to this meticulously maintained 3-bedroom, 2-bath pool home located in the highly sought-after 24-hour guard-gated Cypresswood Golf and Country Club community of Winter Haven. Thoughtfully designed with a desirable split-bedroom floorplan, this residence offers both privacy and functionality for everyday living and entertaining. Plus, seller is currently in the process of installing a NEW ROOF! Step inside to find beautiful hardwood and tile flooring throughout, creating a warm yet low-maintenance living environment. The spacious primary suite serves as a private retreat, complete with direct access to the screen-enclosed pool deck — perfect for enjoying your morning coffee or an evening swim under the stars. The heart of the home flows seamlessly into a dedicated dining area, with an exciting bonus room just beyond featuring a fun wet bar — ideal for hosting gatherings, game nights, or creating your own lounge space. Two additional bedrooms are situated on the opposite side of the home, providing comfort and privacy for family or guests. Outdoors, the screened pool deck offers the perfect space for relaxing or entertaining year-round. The garage includes a dedicated workshop area, making it ideal for hobbyists, DIY enthusiasts, or extra storage needs. Beyond the home itself, residents enjoy an exceptional lifestyle within this premier community, featuring a championship 18-hole golf course, community pool, fitness center, clubhouse, on-site restaurant, and pro shop. Exciting new amenities are on the way, including lighted tennis courts, pickleball, and basketball courts — offering something for everyone. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando and Tampa International Airports, and the gulf-side beaches of Tampa/St. Pete! This is more than just a home — it’s a lifestyle. Schedule your private showing today!
Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)
Listing Agent: Kayly Malinas, Pa (863-258-1426)
238 RUBY LAKE LN, WINTER HAVEN, FL 33884
$759,000219 Days on yellowkey MLS ID: P4936774
1 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2525 Built: 2000Monthly Fee: $71 Tax: $4,817 (2024)Community: Ruby Lake Ph 04Single Family
Taxes:$4,817
Tax Year: 2024
Remarks: Under contract-accepting backup offers. **WONDERFUL PRICE IMPROVEMENT on this lovely lakefront, pool home, nestled in the charming, gated, SE community of Ruby Lake. This beautiful and spacious 4-bedroom, 3-bath provides the perfect blend of elegance and comfort, with views of Ruby Lake from almost every room in the home. Known for being two of the most sought-after lakes for water skiing and fishing, Ruby Lake and Lake Bess are connected by a canal allowing for plenty of space for all water activities. Both feature slalom courses and jump ramps, delivering high excitement and endless entertainment! Perched on gentle elevation, this property boasts breathtaking sunsets and lush scenery, while also offering some of the best views in this quaint and walkable neighborhood. The elegant entryway leads to the formal living and dining area, with spectacular views of the pool and lake. High ceilings throughout the home, enter the open-concept kitchen, breakfast area, and family room that also showcase the incredible views through an abundance of windows. Savor the gentle breezes flowing through open windows and doors at the back of the home, as the calming sounds of the pool waterfall invite you to unwind. The spacious kitchen features plenty of cabinets, solid surface countertops, a generously sized closet pantry, and a welcoming layout, making it easy for everyone to participate in gatherings. The Main Bedroom serves as a private retreat offering the same stunning pool and lake views, featuring high ceilings, two walk-in closets, and a luxurious en-suite bath with a shower, tub, and dual vanities. A true split floor plan featuring spacious and inviting 2nd and 3rd bedrooms, with generously sized closets, wonderful views and a nicely appointed guest bath in between each. The 4th bedroom is currently being used as an office and is conveniently located near the full pool bath allowing privacy for the whole family and guests. The backyard is a true oasis, boasting a screened-in pool, an outdoor kitchen added in 2016, a relaxing sandy beach area, lush gardens, a dock with a boat lift built in 2020, and irrigation conveniently sourced from the lake. The dock also features a cozy sitting area, perfect for enjoying sunsets or catching the Legoland fireworks. Both the front and back yards create a tropical paradise, filled with majestic Palms, Oaks, Crepe Myrtles, and exotic plants that provide a park-like setting, reduce energy costs, and enhance the serene beauty. Park the car, step into the kitchen from the oversized two-car garage and enjoy the convenience of a spacious laundry room with storage just steps away. The large driveway offers plenty of space for family and guest parking. Relax with peace of mind knowing the roof was updated in 2022, new HVAC March 2026, and the hot water heater is newer. Enjoy this wonderful community and its proximity to all things Central Florida to include nearby theme parks, the Winter Haven Chain of Lakes, known as the "Water Ski Capital of the World", local shopping and restaurants and nearby beaches. Come home to this truly delightful and serene retreat—call today to schedule your private showing!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Carmen Padilla (863-968-4233)
236 W LAKE INA DR, WINTER HAVEN, FL 33884
$430,00060 Days on yellowkey MLS ID: O6395853
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2576 Built: 1979 Tax: $4,971 (2025)Community: Eloise Woods Lake Roy Unit Pb 14 Pg 19Single Family
Taxes:$4,971
Remarks: Live the lake life you've been dreaming of in this beautifully maintained 3-bedroom, 2-bath home in Winter Haven! Perfectly positioned for those who love being on the water, this property offers lake access with use of two community docks ideal for boating, fishing, or catching stunning Florida sunsets. Step inside to find a bright, comfortable layout enhanced by new windows that fill the home with natural light. Major updates have already been taken care of, including a newer roof, HVAC system, water heater, new garage door giving buyers peace of mind and true move-in-ready convenience. The easy access to the docks makes it simple to embrace an active, outdoor lifestyle without the high price of direct waterfront. Located just minutes from LEGOLAND Florida Resort, shopping, dining, and entertainment, this home offers the perfect balance of adventure and convenience. Whether you're a boating enthusiast, weekend adventurer, or simply someone who loves being near the water, this property delivers the lifestyle -- not just the home.
Listing is courtesy of: RELENTLESS REAL ESTATE CO. (321-302-0763)
Listing Agent: Scott Loveridge (321-302-0763)
1374 BENEVENTO DR, WINTER HAVEN, FL 33884
$199,90067 Days on yellowkey MLS ID: O6390730
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 2020Monthly Fee: $15 Tax: $5,650 (2025)Community: Villamar Ph 2Single Family
Taxes:$5,650
Remarks: Short Sale. Subject to lender approval. Property has sustained prior storm-related damage with documented mold and interior environmental conditions. Due to these conditions, interior access is limited and not suitable for routine showings. Property is being sold AS-IS and will require substantial remediation, including potential structural and electrical work. Access is restricted to serious, qualified buyers and must be coordinated with the listing agent. Property includes leased solar panels. Buyer to verify terms and assume existing lease. Buyer to verify all measurements, square footage, HOA, and property information.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Hien Nguyen (479-926-7079)
1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884
$359,00075 Days on yellowkey MLS ID: P4938156
REDUCED by $10,000 (2.7%) on 04/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2476 Built: 2024Monthly Fee: $30 Tax: $6,401 (2025)Community: Harmony/Lk Eloise Ph 1Single Family
Taxes:$6,401
Elementary School: John Snively Elem
Remarks: Welcome to this stunning 2024-built Ensley model located in the highly sought-after Harmony at Lake Eloise community in Winter Haven, Florida. Offering, 2,476 square feet of beautifully designed living space and over 2,900 total square feet under roof and all exterior block construction. This two-story smart home perfectly blends modern style, comfort, and functionality. Step inside to an inviting open-concept floor plan featuring a spacious living area that flows seamlessly into the kitchen and dining area—ideal for entertaining and everyday living. The kitchen is a true centerpiece, showcasing sleek quartz countertops, stainless steel appliances, ample cabinetry, and a large island for gathering. The first floor also includes a convenient bedroom and full bathroom, perfect for guests or a private home office. Upstairs, you’ll find a versatile spacious loft space that can serve as a second living area, media room, or guest retreat. The second floor also features three additional bedrooms, including a generously sized primary suite complete with a walk-in closet and a well-appointed en-suite bathroom. A dedicated laundry room adds convenience to the upper level. This home is equipped with a smart home system, allowing you to control key features with ease and efficiency. The two-car garage provides plenty of storage and parking space. Located in the desirable Harmony at Lake Eloise community, residents enjoy a low HOA of just $30 per month along with excellent amenities including a community swimming pool and sidewalks. Even more exciting, and only a stones throw away the neighborhood is expanding to include a future lakefront clubhouse on Lake Eloise, one of 25 canal connected lakes connected to the world renowned "Winter Haven Chain of Lakes" offering endless fishing, skiing and recreational opportunities. Also future plans include playground, and boat slips on Lake Eloise for homeowners—offering a true Florida lifestyle experience. Don’t miss your opportunity to own this move-in-ready, nearly new home in one of Winter Haven’s premier neighborhoods.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY (833-765-3244)
Listing Agent: Brad Martin (863-307-5074)
974 LUNAR LN, WINTER HAVEN, FL 33884
$339,506315 Days on yellowkey MLS ID: R4909641
5 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1816 Built: 2025Monthly Fee: $63Community: Crescent PointeSingle Family
Middle School: Mclaughlin Middle
Remarks: 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.
Listing is courtesy of: VANTAGE PROPERTY MANAGEMENT LLC (863-687-2700)
Listing Agent: Ed Laderer (863-640-3461)
2202 GARDEN LAKE DR, WINTER HAVEN, FL 33884
$249,000157 Days on yellowkey MLS ID: P4937345
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1442 Built: 2000Monthly Fee: $230 Tax: $3,336 (2025)Community: Richmond Square SubSingle Family
Taxes:$3,336
Remarks: Experience resort-style living in the prestigious gated community of Winterset, just minutes from Legoland. This captivating 3-bedroom, 2-bath villa, featuring Mediterranean-inspired architecture, offers the perfect blend of elegance, comfort, and tranquility. Upon arrival, you’re welcomed by a charming covered screened porch accented with a leaded glass entry door, setting the tone for the inviting interior. The thoughtfully designed split-bedroom floor plan includes a spacious great room highlighted by a wood-burning fireplace, a decorative built-in media center, and glass sliders that open to the Florida room—seamlessly blending indoor and outdoor living. Easy-to-maintain solid surface flooring flows throughout the home. The well-appointed kitchen showcases white cabinetry with crown molding, an upgraded stainless steel appliance package including a gas range and beverage cooler. Granite countertops that adorn the expansive breakfast bar and a double-bowl sink with a gooseneck faucet adds both style and functionality. The open-concept layout is ideal for entertaining, with the formal dining room flowing effortlessly into the living area. The primary bedroom suite serves as a luxurious retreat, featuring laminate flooring, a spacious walk-in closet, and a glass slider providing private access to the Florida room. The primary bathroom offers a granite-topped vanity, upgraded brushed nickel fixtures, a comfort-height toilet, and a tub/shower combination with a decorative tile surround. Both guest bedrooms are generously sized and include walk-in closets, providing ample storage. Outdoor living is elevated with an extended Florida room offering peaceful pond views—an ideal space to relax and unwind. Additional Features: Laundry room with washer and dryer, New ceiling fans throughout with remote controls, new water heater, Updated AC system (2021), Epoxy-finished flooring in the Florida room and garage, Exterior carriage lighting, Gutters, Tile roof, One-car garage with garage door opener. The Winterset community offers an exceptional array of amenities, including a lakefront clubhouse, tennis courts, shuffleboard, a heated pool, hot tub, and access to Lake Winterset, part of the renowned Winter Haven Chain of Lakes. HOA fees include exterior maintenance, grounds maintenance, security, and access to community amenities, ensuring truly carefree living. Conveniently located near shopping, dining, medical facilities, and entertainment, this villa provides a lifestyle defined by luxury, comfort, and convenience.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
6133 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$140,00083 Days on yellowkey MLS ID: L4959932
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1234 Built: 1995Monthly Fee: $65 Tax: $1,039 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,039
Remarks: Priced to Sell! Fully furnished! Excellent opportunity in the desirable 55+ community of Garden Grove Oaks where you own your land and enjoy low HOA fees. Located at 6133 Grand Oaks Dr SE in Winter Haven, this home offers a great layout with spacious living and dining areas and plenty of natural light. The kitchen provides ample cabinet and counter space, and the primary bedroom includes a private en-suite bath. A second bedroom and bath provide space for guests or a home office. Enjoy relaxing on the screened porch overlooking the peaceful community setting.This home is being sold AS-IS and offers a fantastic opportunity for buyers looking to update and add their own personal touches. Garden Grove Oaks is a well-maintained community conveniently located near shopping, dining, medical facilities, and Winter Haven’s Chain of Lakes with easy access to major highways to Orlando and Tampa.Great value and priced for a quick sale — don’t miss this opportunity!
Listing Agent: Anita Lowe (863-269-6461)
5163 KINSLEY DR, WINTER HAVEN, FL 33884
$339,999322 Days on yellowkey MLS ID: S5130838
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2077 Built: 2025Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Remarks: 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. *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)
5125 SYLAS JAX AVE, WINTER HAVEN, FL 33884
$265,90067 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."
144 MORNING GLORY CIR, WINTER HAVEN, FL 33884
$299,90067 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)
1509 COVEY RISE TER, WINTER HAVEN, FL 33884
$357,83576 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
Taxes:
Tax Year:
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)
1114 BRIMSTONE CIR, WINTER HAVEN, FL 33884
$399,00068 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
$598,90068 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)
4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884
$325,000221 Days on yellowkey MLS ID: S5137072
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2522 Built: 2023Community: Villamar Ph 5Single Family
Remarks: One or more photo(s) has been virtually staged. Short Sale. Welcome home to Villa Mar, a vibrant and growing community in beautiful Winter Haven! Built in 2023 and occupied for just one year, this 5-bedroom, 3-bathroom home offers that “like-new” feel with thoughtful upgrades throughout. As you step inside, you’re greeted by an inviting open-concept layout designed for both comfort and connection. The kitchen shines with stainless steel appliances, an oversized pantry, and cabinets with updated fixtures, all opening to the main living area with NEW laminate flooring—creating a seamless space for gathering and entertaining. A bedroom and full bathroom on the main floor offer ideal flexibility for guests or multi-generational living. Upstairs, you’ll find four additional bedrooms, a loft that’s perfect for a home office or a cozy nook to unwind and recharge, and a conveniently located laundry room. The oversized primary suite features a large walk-in closet and an ensuite bathroom complete with a stand-alone shower, upgraded shower head, and linen closet for added convenience. Step outside to a fully fenced backyard, offering privacy and plenty of space to create your own outdoor retreat—whether that means adding a future pool, garden, or simply enjoying a quiet evening of relaxation. The oversized under-the-stairs storage and two-car garage add even more practicality, while the LOW HOA helps keep ownership easy and affordable. Perfectly situated just off US-27, residents enjoy proximity to dining, shopping, and grocery options, as well as easy access to I-17. Outdoor enthusiasts will love being near the Winter Haven Chain of Lakes, ideal for boating, kayaking, fishing, or simply soaking up the sunshine. Plus, the charming Downtown Winter Haven Historic District is nearby—home to local restaurants, boutiques, and community events like First Fridays, the Wine, Chocolate & Cheese Festival, and so many more! For a weekend of fun with the family and friends, LEGOLAND is only 3.5 miles away! This home beautifully blends modern comfort, functional space, and a convenient location—making it a must-see in the heart of Winter Haven. This is the one you've been waiting on. Schedule a showing today and make it yours!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brianna Perez Montalvo (407-687-3837)
447 SAN JOSE DR, WINTER HAVEN, FL 33884
$239,900110 Days on yellowkey MLS ID: P4937807
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1600 Built: 1980Community: Orchid Springs Patio HomesSingle Family
Remarks: With expanded living areas and versatile spaces, this home offers a comfortable and practical Florida lifestyle in a well-established Winter Haven community. New flooring and fresh interior paint provide a clean, neutral foundation ready for its next owner. Tucked toward the back of the community and accessed by charming, canopy tree-lined roads, the setting offers a peaceful, neighborhood feel ideal for evening walks or bike rides. The enclosed Florida room adds valuable square footage and serves as a flexible extension of the main living area, perfect for everyday living or casual entertaining. A fully enclosed and roofed former atrium creates a unique bonus space that can be enjoyed year-round, offering additional flexibility for hobbies, relaxation, or storage. The fenced backyard provides a private outdoor retreat and features resident koi fish, adding a tranquil touch. The home is equipped with a whole-house generator, offering dependable peace of mind. Residents also enjoy access to the community clubhouse and amenities. Conveniently located near shopping, dining, medical facilities, and major roadways, this property combines comfort, function, and location within a charming, established neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: J. Michael Nolen, Jr (863-294-7541)
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