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$399,000
4 Beds 3 Baths Pine Terrace Rep SubDv. 33881 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home situated on a desirable corner lot in Winter Haven! Offering a flexible floor plan, the spacious 4th bedroom can easily serve as a bonus room, home office, playroom or guest suite to fit your lifestyle. Inside, you'll find a stylish luxury vinyl plan flooring throughout and an open-concept living area perfect for everyday living and entertaining. The kitchen features granite countertops, ample cabinetry and an eat-in dining area. Step outside to your private backyard oasis complete with a sparkling pool, ideal for enjoying Florida's year-round sunshine. With a low HOA and a convenient location between Tampa and Orlando, this home offers the perfect combination of comfort, flexibility, and value. Schedule your private showing today!

2925 E Lake Hartridge Drive, Winter Haven

$315,000
3 Beds 2 Baths Shadow Wood SubDv. 33880 Zip Code
Welcome home to this beautifully updated 3-bedroom, 2-bath single-family pool home offering 1,860 square feet of living space with NO HOA! This well-maintained property features a desirable floor plan with formal living and dining rooms, family room with cathedral ceiling and 2 car garage with opener. The spacious kitchen has tons of counter space and is equipped with a center island, quartz countertops, newer cabinetry, and matching Whirlpool stainless steel appliances. Just off the kitchen, you'll find a convenient inside laundry closet with washer and dryer hookups. The large family room features a cozy fireplace and ceiling fan while overlooking the screened pool lanai. The primary bedroom offers a private retreat with an en-suite bath, step-in closet, and sliding glass doors providing direct access to the pool lanai. Recent updates include newer luxury vinyl flooring throughout, recessed lighting, renovated bathrooms and a 2019 roof & A/C system. Step outside to enjoy the screened lanai with a large in-ground pool and a nice-sized partially fenced backyard, providing plenty of space for relaxation and outdoor activities. Conveniently located near the Polk Parkway with easy access to I-4, this home is just a short drive from Legoland, Orlando theme parks, shopping, dining, and a variety of recreational amenities. Don't miss this opportunity to own a move-in ready pool home in a prime Central Florida location!

4201 Shadow Wood Drive, Winter Haven

$265,000
4 Beds 2 Baths Timber Wood SubDv. 33880 Zip Code
Welcome to 3357 Timberline Rd W, located in the charming city of Winter Haven, FL. This exquisite house, a wonderful opportunity to experience comfortable living in a desirable location. Currently renting as an Airbnb. The home boasts a timeless design, showcasing a welcoming exterior that hints at the warmth found within. As you step inside, you'll be greeted by well-appointed spaces that cater to both relaxation and entertainment. The layout of this property is thoughtfully designed to provide functionality and style. Experience the convenience of living in a home that meets your needs, whether you're relaxing in your favorite space or hosting gatherings with loved ones. The exterior of the property complements the interior, offering a harmonious balance of indoor and outdoor living. Enjoy all that this beautiful home has to accord in the heart of Winter Haven.

3357 Timberline Road W, Winter Haven

$377,999
3 Beds 2 Baths Lake Ring SubDv. 33884 Zip Code
WATERFRONT VIEWS, Private Screened POOL, Nearly ½ Acre Lot, NO HOA, Expansive Screened Lanai, Spacious Indoor & Outdoor Living Room for Boat, RV & Toys (verify restrictions), Established Neighborhood, Convenient Winter Haven Location Welcome to your own private Florida retreat! Nestled on an oversized waterfront lot in one of Winter Haven's established neighborhoods, this beautifully maintained pool home offers the perfect blend of comfort, privacy, and outdoor living. Wake up each morning to peaceful water views, spend sunny afternoons relaxing by the sparkling screened pool, and entertain family and friends on the expansive lanai designed for year-round Florida living. With nearly half an acre of land, there's plenty of room to spread out while enjoying the serenity of your own backyard oasis. Inside, you'll find spacious living areas filled with natural light and a functional floor plan that is perfect for everyday living and entertaining alike. Whether you're hosting holiday gatherings, enjoying quiet evenings overlooking the water, or creating lasting memories poolside, this home delivers the Florida lifestyle buyers dream about. Located just minutes from shopping, dining, medical facilities, golf courses, and LEGOLAND Florida Resort, with convenient access to both Tampa and Orlando, you'll enjoy the perfect balance of peaceful surroundings and everyday convenience. This is more than just a home—it's a lifestyle. Whether you're looking for a primary residence, a place to entertain, or your own private escape, this exceptional waterfront pool home checks all the boxes. Schedule your private showing today! Don't miss this rare opportunity to own a home where every day feels like a vacation. Schedule your private showing today! **Home is currently on AirBnb so showings are limited based on bookings ** FREE Incentive: Sellers preferred lender offering a 1-0 temporary rate buydown and/or lender credits up to 1 point for qualified buyers.

146 Lake Ring Drive, Winter Haven

$750,000
4 Beds 3 Baths 33880 Zip Code
EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack room and hay and feed room. Additional barn with two overhead doors for tractors and equipment as well as workshop. Both barns have metal roofs. Seller currently has a horse and donkey on the property. Property is beautifully landscaped with an abundance of tropical plants under large spreading oak trees. Plenty of parking spaces for your recreational vehicles and toys. This beautiful home has been meticulously maintained thru out the years with lots of upgrades. Wood look tile throughout, salt water inground pool overlooks the pasture. Stone fireplace welcomes you into the family room. Large gourmet kitchen with lots of room for the family cooks. Two master suites or use one for an in-law suite. House roof is shingle and was replaced in 2017 and AC is 3-4 years old. This property is one of a kind and hard to find so convenient to Winter Haven and Lakeland. These properties rarely come on the market so don’t wait to see this one.

7 Lake Arrowhead Drive, Winter Haven

$525,990
4 Beds 3 Baths Tuscany At Winterset SubDv. 33884 Zip Code
Nestled within the exclusive gated community of Tuscany, a charming neighborhood of just 18 homes in Southeast Winter Haven, this 4 bedroom, 3 bath pool home offers over 3,300 square feet under roof on a private 0.33 acre lot. Designed for both comfortable living and entertaining, the home features a dedicated office, formal dining room, living room, and an impressive 25' x 17' poolside bonus room complete with a custom wall-to-wall hardwood entertainment center, surround sound, upgraded lighting, tile flooring, and ceiling fan. The spacious kitchen showcases abundant Kraft Maid cabinetry, granite countertops, generous workspace, and a sunny breakfast nook overlooking the pool. A thoughtfully designed triple-split bedroom floor plan provides privacy for family and guests, while multiple access points lead to the screened pool and outdoor living areas. The spacious primary suite features a double-sink vanity, garden tub, separate shower, private water closet, and oversized walk-in closet. It also as access to the pool area. Additional highlights include hand-scraped real wood flooring throughout most of the home, including the primary suite, an outdoor summer kitchen with built-in gas grill, sink, and refrigerator, indoor laundry room, oversized two-car garage, expanded driveway with parking for up to eight vehicles, a separate entrance to the bonus room, and mature landscaping with an irrigation system on a dedicated meter. The large private backyard offers plenty of space beyond the screened pool area, creating a peaceful retreat while remaining conveniently located less than a mile from schools and Publix supermarket. Experience this exceptional property like never before with a 3D Interactive Virtual Tour or Virtual Reality featuring a 2D Floor Plan and immersive 3D Dollhouse Model, plus a 360-degree Interactive Aerial Virtual Tour showcasing the entire Tuscany community and panoramic views as far as the eye can see. The home features a stunning collection of modern gold crystal chandeliers throughout, including a 23.6" dimmable LED crystal chandelier with adjustable color temperatures in the hallways and kitchen, an elegant gold crystal flush-mount chandelier in the master bedroom, a large modern crystal LED chandelier that serves as a beautiful focal point in the living room, and a luxurious 40" gold rectangular crystal chandelier with 16 lights above the dining area, creating a cohesive, contemporary design with lighting and timeless elegance throughout the home. Meticulously maintained, this one-of-a-kind pool home is a rare opportunity to own a beautiful property in one of Southeast Winter Haven's most desirable gated communities.

445 Talamone Drive, Winter Haven

$280,000
3 Beds 2 Baths Country Walk/Winter Haven SubDv. 33881 Zip Code
Welcome to a home that makes everyday living simple and enjoyable. Located in the established Country Club community, this property offers a practical layout, comfortable spaces, and a setting that supports an easy Florida lifestyle. Inside, you’ll find well-proportioned living areas with plenty of natural light, creating an open and functional feel. The kitchen connects seamlessly to the main living space, ideal for daily routines and casual gatherings. Bedrooms are arranged for privacy, with a primary suite that provides a comfortable place to recharge. The interior bedrooms also feature NEW CARPETS and a double primary bedroom closet space for his and hers. Outdoors, enjoy an above-ground pool with a screened enclosure—perfect for Florida afternoons, weekend gatherings, or low-maintenance relaxation year-round. The yard still offers space for outdoor seating, play, or gardening without excessive upkeep. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers easy access to everything Winter Haven has to offer, including local lakes and recreation. A solid choice for buyers seeking comfort, convenience, and value in a well-located neighborhood.

3136 Country Club Circle, Winter Haven

$389,999
3 Beds 2 Baths Jan Phyl Village SubDv. 33880 Zip Code
Discover this beautifully remodeled home located in the desirable Jan Phyl Village community. This property offers the perfect combination of comfort, functionality, and space to enjoy Florida living. The home features 3 bedrooms, 2 bathrooms, a cozy wood-burning fireplace, and a versatile bonus room that can be adapted to fit a variety of needs. The interior provides a warm and inviting atmosphere filled with natural light. Step outside to enjoy a private pool and a fully fenced backyard, ideal for entertaining, relaxing, or enjoying the Florida sunshine. The property includes two lots, offering added privacy and flexibility for future possibilities. Conveniently located near shopping, dining, entertainment, and everyday conveniences. With no HOA restrictions, this property offers greater flexibility for both homeowners and investors. A wonderful opportunity to own a move-in-ready home in a prime Winter Haven location.

614 Sidney Circle, Winter Haven

$775,000
3 Beds 2 Baths Gaines Cove SubDv. 33884 Zip Code
Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning upgrades throughout, including an updated kitchen, modern bathrooms, and spacious living areas designed for both comfort and entertaining. The gorgeous kitchen is complete with brand-new appliances and flows seamlessly into the main living space, creating the perfect atmosphere for family gatherings and everyday living. Additional upgrades include a Kinetico water filtration system and an allergen air filtration system to help provide cleaner water and improved indoor air quality throughout the home. Step outside to your own private oasis featuring a heated pool, incredible outdoor kitchen, and a perfectly maintained yard that makes outdoor living effortless year-round. This move-in-ready home truly has it all — luxury, comfort, thoughtful upgrades, and plenty of space to live, work, and entertain!

3831 Gaines Drive, Winter Haven

$309,500
2 Beds 2 Baths Eloise Woods East Lake Mariam Unit SubDv. 33884 Zip Code
This 2-bedroom, 2-bathroom home features a private, screened-in backyard pool. Enjoy nearly non-existent electric bills thanks to a fully paid-off SolarEdge solar system, complemented by a whole-house 22 kW Generac generator with a 250-gallon propane tank, hurricane-rated windows, a 5-year-old architectural shingle roof, and a Rinnai tankless water heater. The spacious interior boasts a large galley kitchen with stainless steel appliances and a gas stove, a convenient indoor laundry room with extra storage, a 2-car garage, and a versatile 16x12 climate-controlled Florida room. This property has been an Airbnb and can be purchased fully furnished, making it a turnkey investment or a move-in-ready retreat!

132 Duval Road, Winter Haven

$439,900
5 Beds 3 Baths Buckeye Pointe SubDv. 33881 Zip Code
Welcome to 3097 Buckeye Pointe Drive, a fully updated pool home in Winter Haven, Florida, offering the space, flexibility, and upgrades today's buyers are searching for in Polk County. If you've been looking for a move-in ready home with a private pool, screened spa, modern finishes, and no rental restrictions, this property deserves a spot at the top of your list.Located in the established Buckeye Pointe community, this spacious two-story home features 5 bedrooms, 2.5 bathrooms, and more than 2,500 square feet of living space. The versatile floor plan includes a first-floor bedroom, making it ideal for multigenerational living, visiting guests, a private home office, or a fitness room.From the moment you step inside, you'll notice the extensive updates throughout. The entire first floor showcases oversized 24x36 porcelain tile, creating a clean, modern look that is both stylish and easy to maintain. The renovated kitchen serves as the heart of the home with updated cabinetry, a large center island, upgraded lighting, and newer appliances including the refrigerator and dishwasher. Every bathroom has been remodeled, while fresh interior and exterior paint give the home a bright, updated feel throughout.Step outside and enjoy the Florida lifestyle year-round. The screened and heated pool and spa create the perfect setting for relaxing after work, entertaining family and friends, or enjoying weekend gatherings. The vinyl fenced backyard offers privacy, while mature fruit trees provide character and charm that are increasingly difficult to find. Major improvements include a newer 2023 roof and a 2020 water heater, giving buyers added confidence and helping reduce future maintenance concerns. One of the most attractive features of this property is the absence of rental restrictions. Buyers searching for an Airbnb-friendly home in Winter Haven, a Florida vacation home, a second home near Orlando attractions, or an income-producing investment property will appreciate the flexibility this community offers. Conveniently located near shopping, restaurants, medical facilities, schools, and major transportation routes, this home provides easy access to everything Central Florida has to offer. Whether you're commuting to Orlando, exploring nearby lakes, visiting world-famous attractions, or simply enjoying the growing Winter Haven lifestyle, this location puts you close to it all. Buyers frequently searching for "homes with pools in Winter Haven," "5-bedroom homes in Polk County," "updated homes near Orlando," "Airbnb investment properties in Central Florida," "homes with no rental restrictions," or "move-in ready Florida homes with a pool" will find everything they're looking for at 3097 Buckeye Pointe Drive. This is more than just a house. It's a move-in ready Florida lifestyle with room to grow, space to entertain, and the flexibility to fit your future plans. With a recent price improvement, this home offers exceptional value in today's market. Schedule your private showing and see everything this property has to offer.

3097 Buckeye Pointe Drive, Winter Haven

$260,000
3 Beds 2 Baths Berryhill SubDv. 33884 Zip Code
Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll love the screened-in lanai and Private Pool—perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida’s top attractions. Call today to schedule your private showing—this home is priced to sell and won’t last long!

307 Sterling Drive, Winter Haven

$1,195,000
5 Beds 6 Baths Na SubDv. 33881 Zip Code
Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter Haven Chain of Lakes. Situated on approximately 1.3 acres with an impressive 115 feet of waterfront, this exceptional property offers a rare combination of luxury, privacy, and breathtaking panoramic water views, all tucked away on a peaceful dead-end street. Mature oak trees and lush tropical landscaping create a timeless Old Florida ambiance while blending seamlessly with the home’s fresh, modern updates. A long private driveway welcomes you to the property, leading to an oversized detached two-car garage complete with a private apartment above—ideal for guests, multigenerational living, rental income, or a secluded home office—and a convenient full bathroom below. Inside the main residence, an expansive and thoughtfully designed floor plan features four spacious bedrooms and 4.5 beautifully appointed bathrooms. One bedroom is currently styled as a cozy movie room, creating the perfect entertainment space for relaxing evenings or family gatherings. The luxurious first-floor primary suite serves as a true retreat, offering a spacious sitting area with stunning views overlooking the sparkling screened pool and tranquil lakefront setting. The spa-inspired primary bathroom showcases a soaking tub, oversized walk-in shower, elegant dual vanities, and generous space designed for comfort and relaxation. At the center of the home is the beautifully updated gourmet kitchen, featuring sleek quartz countertops, modern cabinetry, stainless steel appliances, and abundant prep and storage space sure to impress any chef. Elegant porcelain flooring flows throughout the main living areas, while plush carpeting adds warmth and comfort to the bedrooms. Recent upgrades, including a new roof and new AC system, provide peace of mind and enhance the home’s fresh, move-in-ready appeal. Designed to maximize the spectacular lake views, the expansive lanai and private screened-in pool area with an in-ground hot tub create the ultimate outdoor oasis for year-round Florida living. Newly refreshed pool and lanai screening further elevate the experience, seamlessly blending indoor and outdoor entertaining spaces. For boating enthusiasts, the property truly stands out with a private covered dock featuring a metal roof and boat lift, offering direct access to the renowned Winter Haven Chain of Lakes, known for boating, fishing, watersports, and unforgettable sunset cruises. Additional highlights include dedicated RV parking with electrical, water, and sewer hookups, making this property ideal for those seeking adventure without sacrificing luxury and convenience. Located in the heart of Winter Haven, known as the “Chain of Lakes City,” residents enjoy easy access to over 50 interconnected lakes, waterfront dining, boutique shopping, recreational trails, and convenient access to both Tampa and Orlando attractions. This extraordinary lakefront estate perfectly combines modern updates, timeless elegance, and resort-style living—offering a truly rare opportunity to own a one-of-a-kind waterfront retreat.

250 Brigham Road Nw, Winter Haven

$489,900
4 Beds 3 Baths Tuscany/Winterset SubDv. 33884 Zip Code
This well-maintained 4-bedroom, 3-bathroom pool home is located in the sought-after gated community of Tuscany at Winterset, offering both comfort and style in a prime setting. Inside, you’ll find an inviting layout highlighted by solid surface countertops, elegant tray ceilings, and detailed crown molding that adds a refined touch throughout the living spaces. Major updates provide peace of mind, including new windows (2025), a newer roof (2021), kitchen remodel (2023) and an updated HVAC system (2023). Step outside to enjoy the brick-paved driveway and your own private pool (2020)—perfect for relaxing or entertaining. This home combines thoughtful upgrades, functional features, and a desirable location—an excellent opportunity in one of the area’s most desirable gated communities.

408 Talamone Drive, Winter Haven

$590,000
4 Beds 4 Baths East View Pkwy SubDv. 33881 Zip Code
Step into timeless elegance with this stunning Mediterranean-style estate in the heart of Winter Haven. Offering over 4,100 square feet of living space, this one-of-a-kind property features a private casita, private pool, and endless possibilities for multi-generational living, guest accommodations, or a home office. Recent updates include a new roof and new AC, giving buyers peace of mind while preserving the home's unique character and charm. Enjoy spacious living areas, beautiful architectural details, and plenty of room for entertaining both indoors and outdoors. With no HOA, ample parking for boats, RVs, and recreational vehicles, and a prime location near Winter Haven's famous Chain of Lakes, this property combines flexibility, privacy, and convenience. Whether you're looking for a family retreat, a home with income potential, or a distinctive property that stands out from the ordinary, this exceptional residence is a must-see. Schedule your private tour today and discover everything this remarkable home has to offer!

815 Lake Jessie Drive, Winter Haven

$553,400
4 Beds 4 Baths Estates/Lk Florence SubDv. 33884 Zip Code
*** No CDD Fees *** • Low HOA • *Lower Taxes • Newly added saltwater luxury Heated Pool and Spa • Mobile App-controlled pool automation system • Resort-style backyard • Oversized 70’ wide homesite • Two primary suites • Main-floor Living room + Upstairs Family room • Convenient first-floor laundry room • Fully fenced yard • Large Kitchen island • Extended Front porch and Large Covered lanai. Beautifully maintained and gently lived-in upscale home designed for both comfort and entertaining, this expansive 4-bedroom, 3.5-bath, two-story home has approximately 2,894+ sq. ft. of thoughtfully designed living space, including TWO primary suites — one conveniently located on the first floor with a luxury bath and spacious walk-in closet, and a second upstairs primary suite featuring its own full bath and walk-in closet. The first floor also includes a versatile enclosed flex room which can be used as a home office, guest room, or potential FIFTH bedroom. The second floor has three other bedrooms with walk-in closet and oversized family room about 21'x17'. Step outside into your private resort-style backyard featuring a heated saltwater pool and spa with premium PebbleTec finish, App-controlled pool system let you manage lighting, pump, spa, and features from your mobile device, already prepped for expansion with a concrete footer for future screen enclosure installation, upgraded pavers, shower, large covered lanai, gutters and downspouts for improved drainage, fully fenced yard and extended front porch — creating the perfect Florida outdoor living experience— for entertaining, relaxing, pets, and family gatherings. Inside, the open-concept kitchen is beautifully upgraded with: • premium color cabinets, • large center island, • stylish backsplash, • single-bowl sink, • walk-in pantry, • upgraded granite countertops, • pendant lighting, • and stainless-steel appliances. Additional interior highlights include: • recessed LED lighting throughout, • exterior-vented microwave, • and abundant natural light throughout. This home includes • technology package with a Wi-Fi-enabled thermostat, video doorbell, garage door opener and wall-mounted 75” TV on both floors. Additional peace of mind includes transferable builder's 5/10-year warranty. This home has the perfect blend of luxury, functionality, and convenience in a family-friendly community with a safe small-town feel and just about five minutes away from Legoland theme park. READY TO MOVE IN. *Some photos have been virtually rendered.

1213 Michelangelo Lane, Winter Haven

$473,999
4 Beds 3 Baths Ruby Lake Sub Ph Ii SubDv. 33884 Zip Code
WONDERFUL POOL HOME IN GATED COMMUNITY Located in Ruby Lake subdivision, this spacious home boasts appealing architectural enhancements with high ceilings throughout its 2,648 sq.ft. of living area. The layout features an open concept design with a formal living room, formal dining room, large family room and a split-plan for the 4 bedrooms and 3 full baths. The centrally located kitchen offers plenty of beautiful wood cabinets and granite counter space along with the conveniences of a pantry, breakfast bar and a dinette giving great view of the outdoor living space and pool. The generous family room has sliding glass doors to the lanai & pool and stands open to the dinette and kitchen. The seamless transition between the kitchen, formal living and dining rooms, and the casual living areas is perfect for daily life and when hosting get-togethers. The master en suite features a generous bedroom with sliding glass doors to the lanai, walk-in closet, and the bathroom has dual vanities, a soaking tub, walk-in shower, and water closet. The second bathroom stands convenient to the additional bedrooms and living areas and the third bathroom stands convenient to the pool area. This great Central Florida location is near shopping, schools, medical facilities and restaurants with easy access to both Tampa and Orlando.

355 Ruby Lake Loop, Winter Haven

$310,000
4 Beds 2 Baths Country Walk/Winter Haven SubDv. 33881 Zip Code
Welcome to this beautifully maintained home featuring a spacious open floor plan and numerous recent upgrades. The heart of the home boasts brand-new solid wood kitchen cabinets, providing both style and durability for the home chef. Step outside to your private backyard oasis, which comes fully equipped with a pristine above-ground pool, a secure fence encompassing the entire property for ultimate privacy, and a convenient storage shed. Additional premium features include a whole-house water softener system and the added financial benefit of NO CDD fees and a very low HOA. This move-in-ready residence perfectly combines modern interior updates with an outdoor space designed for relaxation and entertainment in the heart of Winter Haven.

3155 Country Club Circle, Winter Haven

$559,000
4 Beds 3 Baths Hamilton Pointe SubDv. 33881 Zip Code
Virtually Staged. Located in the desirable Hamilton Pointe community, this beautifully maintained 4-bedroom, 2.5-bath pool home offers 3,114 square feet of living space and sits on a half-acre lot with no rear neighbors, providing peaceful views of a protected conservation area and exceptional backyard privacy. Built in 1992, this home features a spacious kitchen with an eat-in area and French doors leading to the lanai, a grand living room with soaring 13-foot ceilings, crown molding throughout, a striking coral tile fireplace, and two sets of French doors that open to the screened pool and lanai area, creating an abundance of natural light and seamless indoor-outdoor living. The home also features no popcorn ceilings throughout. The split floor plan offers a large primary suite complete with lanai access, dual vanities, a garden tub, walk-in shower, and generous closet space. One secondary bedroom is ideally suited for a home office, while two additional bedrooms and a full bath are located on the opposite side of the home. The formal dining room features French doors that open directly to the pool area, making it ideal for entertaining. Step outside to enjoy the oversized screened lanai and pool area, perfect for hosting family and friends year-round. The pool has been well maintained with resurfacing completed approximately three years ago, a new sand filter installed two years ago, and new screening completed one year ago. Additional updates include a roof (2019), hybrid electric heat pump water heater (2021), whole-house repipe (2021), gutters and screens (2020), and exterior paint (2019). Mature landscaping enhances the home's curb appeal, while the convenient location provides easy access to downtown Winter Haven, Highway 27, LEGOLAND, golf courses, shopping, dining, and area airports.

725 Heritage Drive Ne, Winter Haven

$422,999
2 Beds 2 Baths Lake Ashton West Ph Ii South SubDv. 33884 Zip Code
This is a must see charming oasis located behind the secure gates of Lake Ashton, you don’t want to miss this opportunity of becoming an homeowner in this Exclusive 55+ community in Florida, comes with a upgraded custom13’6 x 28’ saltwater pool with propane heater and expanded screened enclosure that measures 44’ x 24’ tankless propane water heater, and gas hookup for an outdoor kitchen in Lake Ashton! If you are seeking a stunning 2-bedroom, 2-bath property this is the one it sits on the Lake Ashton West golf course and this environment for Living certified Green home features several builder upgrades PLUS extensive builder and owner upgrades Inside, you’ll find tile flooring throughout (no carpet), upgraded kitchen cabinetry with roll-out shelving, Calcatta Silestone countertops with beveled edge; custom kitchen pantry cabinet with roll-outs; under-cabinet lighting, custom closets in both bedrooms and laundry room plus a custom pantry storage. Additional features include custom closets, updated bathrooms with a walk-in shower and glass doors, remote-controlled blinds, upgraded lighting and fans, epoxy garage flooring, and enhanced landscaping Located in Lake Ashton, a premier 55+ community offering two 18-hole golf courses, a 26,000 + sq ft Health and Fitness Center, pickleball courts , a bowling alley, a restaurant and much more, activities are abundant in this exceptional community . Don’t miss this very special pool home. Schedule your showing today.

1108 Sawgrass Drive, Winter Haven

$319,900
3 Beds 2 Baths Eloise Woods Lake Mariam Unit SubDv. 33884 Zip Code
PRICE REDUCTION! WELCOME TO YOUR NEW HOME! Experience peaceful lakefront living in a charming SE Winter Haven location, just minutes from LEGOLAND Florida Resort and the beautiful Chain of Lakes. This home is perfect for buyers looking to slow down and enjoy the simple things—morning coffee with a water view, evenings by the lake, and weekends spent fishing or unwinding in your own backyard. While the lake is smaller and offers a more quiet setting with no public boat access, that’s part of its charm—less traffic, more tranquility. Situated on a spacious lot with a fenced backyard, there’s plenty of room for pets, gatherings, or creating your own outdoor oasis. Inside, the home offers a solid foundation and a warm, inviting layout, ready for your personal style and updates to truly make it your own. If you’ve been searching for an affordable lakefront lifestyle with room to grow, this is your opportunity to put down roots and create a home that reflects you.

136 Lake Ring Drive, Winter Haven

$534,900
3 Beds 2 Baths Eloise Woods Lake Mariam Unit SubDv. 33884 Zip Code
Virtually Staged. Wonderful opportunity to live in a Florida lifestyle property with two (2) ($1800 total) income-producing studio apartments on your property that are currently leased. Additionally the Airbnb potential would provide an even larger income stream since it's located only one mile from Legoland and the famous Winter Haven Chain of Lakes. This is a unique opportunity and is located on an oversized fenced corner double lot and only a 1/2 mile to Legoland. Another benefit is the bonus room could also be turned into a 4th bedroom. Plenty of paved parking for at least 10 cars. Corner lot will also allow for a detached garage to be built. No need to worry about skyrocketing electric bills as this home also has electric solar panels which are fully paid off and provide electric bill relief. Also on the property is a lovely sparkling 15' x 30' screened pool to provide escapes & privacy. There are many taste-full updates already done, including remodeled kitchen & bathrooms, new LVP throughout, newer windows, large storage shed, a hot tub, triple car wide concrete driveway & a portable back-up generator hook-up. Move-in ready and no HOA. This could also be a great place for a multigenerational living, short term rental or Airbnb.

100 Alachua Drive, Winter Haven

$734,900
4 Beds 4 Baths Hamilton Ridge SubDv. 33881 Zip Code
Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, complete with a heated swimming pool, screened-in patio, and an impressive 32x48 insulated and air-conditioned workshop. From the moment you arrive, you’ll appreciate the curb appeal with a well-maintained exterior, extended driveway, and ample parking leading to the detached workshop — ideal for multiple vehicles, equipment, or recreational toys. Inside, the home offers a bright and functional layout with tasteful finishes throughout. The kitchen is both stylish and practical, featuring warm wood cabinetry, granite countertops, stainless steel appliances, and plenty of counter space — perfect for everyday living and entertaining. The open flow provides easy access to dining and living areas, creating a welcoming environment for family and guests. The primary bathroom is a true retreat, showcasing a spa-like design with a freestanding soaking tub, separate walk-in shower, dual vanities, and modern finishes — offering both comfort and elegance. Step outside and enjoy your private backyard oasis, complete with a heated swimming pool and screened-in patio — ideal for year-round relaxation, bug-free outdoor living, and entertaining. The expansive lot provides plenty of room for additional outdoor activities, storage, or future possibilities. A standout feature is the 32x48 insulated and air-conditioned metal workshop, complete with its own half bathroom, offering endless possibilities for a home business, workshop, vehicle storage, or hobby space. This fully climate-controlled building is a rare find and adds tremendous value and functionality. In addition, the property includes a fully insulated and air-conditioned detached flex space, perfect for a home office, gym, studio, or private retreat — giving you even more versatility to fit your lifestyle. With a rare combination of indoor comfort, outdoor enjoyment, and multiple climate-controlled structures, this property is ideal for those seeking space, functionality, and flexibility.

1095 W Lake Hamilton Drive, Winter Haven

$349,500
3 Beds 2 Baths Lake Elbert Heights Unit 01 02 Rep SubDv. 33881 Zip Code
Virtually Staged. HUGE PRICE DROP! Completely renovated Gene Leedy home and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida. Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. The stunning kitchen has been completely updated with beautiful soft-close cabinetry, luxurious quartz countertops, stainless steel appliances, and recessed lighting—offering a sleek, contemporary look and exceptional functionality. Luxury vinyl plank flooring runs throughout the home, complemented by fresh interior paint, modern fixtures, and stylish ceiling fans that complete the elegant finish. The primary suite provides a private retreat, while additional bedrooms offer flexibility for family, guests, or a home office. Both bathrooms have been tastefully remodeled with updated tile, vanities, and fixtures. Outside, enjoy your private backyard oasis—fully enclosed with a block wall for enhanced privacy. A sparkling inground pool with paver deck sets the stage for year-round Florida living, whether you’re hosting a gathering or enjoying a quiet evening under the stars. Additional features include a separate exterior laundry/storage room for added convenience. Ideally located near shopping, dining, schools, and major roadways, this home offers easy access to Winter Haven’s famous Chain of Lakes and other nearby Central Florida attractions. Every detail has been updated—move right in and start enjoying the Florida lifestyle today! Schedule your private showing before it’s gone.

1558 Drexel Avenue Ne, Winter Haven

$375,000
3 Beds 2 Baths Terranova Ph Iv SubDv. 33884 Zip Code
Welcome to this stunning 3-bedroom + den pool home in a desirable gated community in Winter Haven—where space, style, and Florida living come together beautifully! Designed with a highly sought-after split-bedroom floor plan, this home offers both privacy and functionality. The luxurious primary suite is a true retreat, featuring elegant tray ceilings, dual walk-in closets, and a spa-inspired ensuite bath with dual vanities, a private water closet, a relaxing garden tub, and a separate walk-in shower. At the heart of the home, the gourmet kitchen impresses with granite countertops, stainless steel appliances, and a huge walk-in pantry, providing both style and ample storage. The versatile den/formal living room offers flexibility—perfect for a home office, media room, or additional living space. Step outside to your screened-in outdoor oasis, complete with a sparkling inground pool and an expansive lanai—ideal for entertaining, relaxing, or enjoying sunny Florida days. The fully fenced backyard offers plenty of room for a garden, pets, or play. With its premium features, flexible layout, and resort-style outdoor space, this home is a true standout. Don’t miss your chance—schedule your private showing today and make this Winter Haven pool home yours!

314 Terranova Boulevard, Winter Haven

$74,900
2 Beds 2 Baths Orchid Spgs Vill 100 Condo SubDv. 33884 Zip Code
Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedrooms enjoy extra windows with peaceful courtyard views. The primary bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. Both bathrooms are well-appointed, with one offering a custom vanity and a tub/shower combo. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.

100 El Camino Drive Unit 101, Winter Haven

$599,900
3 Beds 2 Baths Lake Ashton West Ph 01 SubDv. 33884 Zip Code
Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.

5365 Hogan Lane, Winter Haven