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$260,000
3 Beds ⋅ 2 Baths ⋅ West Lake Park SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home in Winter Haven! The home offers a versatile in-law suite layout with two living areas and private spaces on each side of the home, connected by a brand-new kitchen featuring new cabinets, quartz countertops, and new appliances. The property also features fresh interior and exterior paint, with most of the flooring updated throughout the home, along with a completely remodeled bathroom. Enjoy the added benefit of paid-off solar panels with no solar loan to assume. The spacious, fully fenced backyard offers plenty of room for entertaining, relaxing, gardening, or outdoor activities. A large workshop/storage area can also be used as a 2-car garage, plus there is a carport in the rear for additional parking. With three separate entrances, this home offers exceptional flexibility for extended family, guests, or a variety of living arrangements. Don't miss this opportunity to own a spacious home with numerous updates and unique features—schedule your showing today!

2336 Avenue E Nw, Winter Haven
$289,000
3 Beds ⋅ 2 Baths ⋅ Gardens Ph 01 SubDv. ⋅ 33880 Zip Code
Welcome home to this beautifully refreshed 3-bedroom, 2-bathroom home offering a comfortable layout, fresh updates, and an expansive backyard with plenty of possibilities. Step inside to discover all-new flooring and fresh interior paint, creating a bright, clean, and inviting atmosphere throughout the home. The spacious living areas provide a versatile setting for both everyday living and entertaining, with plenty of natural light adding to the welcoming feel. The well-designed floor plan offers three comfortable bedrooms and two full bathrooms, providing plenty of space for a variety of needs. The attached two-car garage adds valuable parking, storage, and everyday convenience. Outside, the sprawling backyard is one of the home's standout features, offering abundant space to entertain, garden, enjoy outdoor activities, or create your own private retreat. Whether you envision a large outdoor gathering area, garden space, play area, or simply room to relax and enjoy the outdoors, the possibilities are plentiful. With fresh interior updates, a functional layout, generous living space, an attached two-car garage, and an expansive backyard, this home is ready for its next chapter. Come see all that this refreshed home has to offer and schedule your showing today!

212 Majestic Gardens Lane, Winter Haven
$765,000
3 Beds ⋅ 2 Baths ⋅ Gaines Cove SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to 3831 Gaines Dr, where beautifully updated interiors, exceptional outdoor living, and the best of the Winter Haven lifestyle come together. Situated on an impressive half-acre-plus homesite in the established Gaines Cove area, this immaculate 3-bedroom plus dedicated office home offers the space, privacy, and character that can be difficult to find. The location is a standout. Enjoy being just minutes from the Winter Haven Chain of Lakes, with multiple nearby options for boat ramps and lake access, making it easy to spend your days boating, fishing, skiing, or exploring Winter Haven’s interconnected lakes. LEGOLAND Florida Resort is also just minutes away, along with shopping, dining, and the everyday conveniences of the Cypress Gardens area. Inside, an inviting open floor plan welcomes you with spacious living areas designed for both everyday comfort and entertaining. Architectural details, abundant natural light, plantation shutters, and a fireplace with built-ins add warmth and character throughout. The beautifully updated kitchen features brand-new appliances and flows seamlessly into the main living area, while updated bathrooms and thoughtful improvements throughout create a polished, move-in-ready feel. A dedicated office with French doors provides the perfect space for working from home, studying, or additional flex space. The upgrades go well beyond what you immediately see. The home features a Kinetico water filtration system, allergen air filtration system, and a Tesla charging station, adding modern convenience and functionality to an already impressive property. Step outside and discover what truly sets this home apart. The expansive screened outdoor living area creates your own private Florida backyard retreat, centered around a heated saltwater pool with plenty of space for relaxing and entertaining. The substantial covered lanai features an impressive outdoor kitchen with built-in grill, vent hood, sink, and refrigeration, complemented by generous outdoor dining and seating areas. Remote-controlled power sun shades on the rear lanai provide added shade, privacy, and comfort at the touch of a button, making this incredible space even more enjoyable throughout the day. And unlike many pool homes, the backyard doesn't end at the screened enclosure. Beyond the pool is an expansive fenced yard with abundant usable green space, mature trees, and beautifully maintained landscaping. The combination of a large homesite, resort-style pool area, covered outdoor living, and substantial backyard creates a wonderful sense of openness and privacy. Curb appeal is equally impressive, with a large paver driveway, expansive front lawn, mature landscaping, and welcoming covered front porch creating a memorable first impression. Spend the morning boating on the Chain of Lakes, the afternoon relaxing in your heated saltwater pool, cook dinner in your outdoor kitchen, and finish the evening unwinding on the lanai. With LEGOLAND just minutes away and shopping, dining, recreation, and multiple lake-access options nearby, 3831 Gaines Dr offers more than a beautifully updated home—it offers the Winter Haven lifestyle.

3831 Gaines Drive, Winter Haven
$299,000
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ph 5 SubDv. ⋅ 33881 Zip Code
Welcome home! This beautiful property features a comfortable and functional layout, perfect for everyday living and entertaining. Enjoy spacious living areas, a well-appointed kitchen, and inviting bedrooms with plenty of room to relax. Step outside to the fully fenced backyard, providing added privacy and plenty of space for outdoor activities, pets, or weekend gatherings. The covered lanai is the perfect place to enjoy your morning coffee, unwind after a long day, or simply take in Florida’s beautiful weather year-round. Conveniently located near shopping, dining, schools, and major roadways, this home combines comfort, space, and convenience. Schedule your private showing today and come see everything this home has!

624 Sarner Pass Way, Winter Haven
$515,000
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code
Welcome home to this spacious 3-bedroom, 2-bath pool home offering 2,269 square feet of living space, with an inviting layout designed for everyday living and entertaining. Topped with a new metal roof, this home combines valuable recent improvements with plenty of character inside and out. Step inside to an open and expansive living area highlighted by exposed wood beams, recessed lighting, and tile flooring throughout much of the main living space. The updated kitchen features luxury cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances, abundant storage, and generous counter space, all flowing naturally into the dining and living areas. An additional bonus/game room offers exceptional flexibility and could serve as a billiards room, home theater, playroom, office, or second family room. The primary suite features a spacious walk-in closet and an updated bathroom with a large dual-sink vanity, modern fixtures, and beautifully tiled walk-in shower. Step outside to your own Florida retreat featuring a private in-ground swimming pool, paver deck, and tropical landscaping. The expansive screened lanai overlooking the pool provides plenty of covered space for outdoor dining, entertaining, or simply relaxing and enjoying the Florida lifestyle year-round. Additional highlights include a dedicated indoor laundry room, generous storage, spacious secondary bedrooms, multiple living areas, and a large backyard. With its new metal roof, updated interior, private pool, screened outdoor living space, bonus room, and 2,269 square feet of living space, this Winter Haven home delivers the space, versatility, and indoor-outdoor lifestyle today's buyers are looking for.

44 Brevard Drive, Winter Haven
$379,000
4 Beds ⋅ 2 Baths ⋅ West Winter Haven SubDv. ⋅ 33880 Zip Code
Step into a piece of Winter Haven history—beautifully reimagined for modern living. Just moments from Lake Howard, this exceptional 1925 residence offers the character and craftsmanship today's luxury buyers crave, paired with a complete top-to-bottom transformation. Original refinished 101 year old hardwood floors and two sets of original French doors provide a timeless connection to the home's past, while the rest has been thoughtfully rebuilt with today's lifestyle in mind. The custom kitchen, elegant architectural details, crown molding, tray ceilings, and spacious living areas create a home that feels both sophisticated and inviting. The private primary suite is a true retreat, featuring his-and-hers walk-in closets and a spa-inspired ensuite with a two-person tiled shower, garden tub, and generous vanity space. Two additional bedrooms upstairs add flexibility for guests, family, or a private home office. With approximately 2,011 heated square feet, 4 bedrooms, 2 baths, a dedicated laundry room, fully fenced backyard, and no HOA, this is a rare opportunity to own something with genuine character—not another cookie-cutter home. Bring your boat and water toys and enjoy the freedom and lifestyle that come with living near Winter Haven's beautiful Chain of Lakes. For buyers who appreciate history, character, and modern luxury, this is a home that simply must be experienced in person.

2112 Avenue C Sw, Winter Haven
$175,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Welcome home to 6107 Grand Oaks Dr SE, nestled in the friendly Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND—NO LOT RENT! Situated on a beautifully landscaped DOUBLE LOT, this charming 2-bedroom, 2-bath home offers plenty of space inside and out. The second lot is a true highlight, featuring beautiful landscaping and a large pergola that creates the perfect spot to relax, entertain, or simply enjoy the Florida sunshine.Inside, you'll love the beautiful kitchen with gas range, spacious primary bedroom with walk-in closet, and air-conditioned side porch providing additional year-round living space. Double-pane windows installed in 2017 come with a transferable lifetime warranty, while the vinyl roof-over installed in 2013 also carries a lifetime warranty. Natural gas heating, clothes dryer, and hot water heater add to the home's comfort and convenience. Garden Grove Oaks offers a welcoming 55+ lifestyle with a clubhouse, heated community pool and spa, shuffleboard and a variety of activities to enjoy. Conveniently located in SE Winter Haven near shopping, restaurants, medical facilities and Hwy 27, everything you need is just minutes away. Come discover the extra space, comfortable Florida lifestyle, and wonderful community!

6107 Grand Oaks Drive Se, Winter Haven
$198,000
2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates Add SubDv. ⋅ 33881 Zip Code
Welcome to this UPDATED & WELL-MAINTAINED home located in Lake N Golf Estates, a desirable LAKEFRONT, LAND-OWNED, no pet 55+ community in Winter Haven. This SPACIOUS home features an OPEN FLOOR PLAN with vaulted ceilings and offers 2 bedrooms and 2 bathrooms, plus a living room, family room, dining room, dinette, bonus room, office, walk in storage closet, enclosed Florida room, and a workshop, providing over 2600 total SF. This home also comes partially furnished. The spacious island kitchen features GRANITE countertops, a breakfast bar, coffee bar, glass cooktop, Stainless appliances and a walk-in pantry. The family room has a built-in entertainment center with cabinets, TV included. Dinette has wainscoting. The dining room has a bay window. Both bedrooms have walk in closets. The home office has a mini-split air conditioner and comes equipped with a large desk/workstation and bookshelves. Numerous major updates were completed in 2024, including a NEW ROOF, A/C, CARPORT, SIDING, ELECTRICAL BREAKER BOX and REFRIGERATOR, upgraded insulation in roof over carport and enclosed Florida room. Additional improvements include updated Window World windows, updated flooring and a water purifier, making this home truly move-in ready. A GOLF CART IS ALSO INCLUDED! Oversized lot (126x51). Lake N Golf Estates offers an affordable Florida lifestyle with LOW HOA FEES of just $550 per year. Residents enjoy access to community amenities including a swimming pool, spa, clubhouse, shuffleboard, community boat ramp and dock, with boat slips available subject to availability. Conveniently located near Hwy 27 with easy access to shopping, dining, medical facilities and everything Winter Haven has to offer. Don't miss the opportunity to enjoy comfortable Florida living in this established lakefront community!

6627 Westchester Drive Ne, Winter Haven
$379,999
4 Beds ⋅ 3 Baths ⋅ Chestnut Crk SubDv. ⋅ 33881 Zip Code
SELLER MOTIVATED – MOVE-IN READY! Discover refined Florida living in the STUNNING SHENANDOAH II MODEL, an impressive SINGLE-STORY RESIDENCE offering 2,034 square feet of thoughtfully designed living space. Featuring 4 SPACIOUS BEDROOMS and 3 FULL BATHROOMS, this BEAUTIFULLY APPOINTED HOME blends ELEGANCE, COMFORT, and FUNCTIONALITY in a versatile layout designed for both everyday living and entertaining. From the moment you arrive, the CHARMING COLUMNED FRONT PORCH creates an inviting first impression. Step inside to a BRIGHT, OPEN-CONCEPT LIVING AREA where the seamless flow between the kitchen, dining, and living spaces creates an ideal setting for entertaining guests or enjoying relaxed evenings at home. The GORGEOUS KITCHEN is designed to impress, featuring PRISTINE SHAKER-STYLE CABINETRY, SAMSUNG STAINLESS STEEL APPLIANCES, a GENEROUS PANTRY, and a CHIC BREAKFAST BAR. The adjoining VERSATILE DINING AREA provides a welcoming space for everything from casual breakfasts to special gatherings. Throughout the main living areas and bathrooms, UPDATED 25-YEAR-LIFE-PROOF WOOD-VINYL FLOORING offers a SLEEK LOOK, while the bedrooms feature PLUSH STAIN-RESISTANT CARPETING for added comfort. These thoughtfully selected finishes combine BEAUTY, DURABILITY, and EVERYDAY PRACTICALITY. The SPACIOUS OWNER’S SUITE provides a peaceful retreat with a STYLISH TRAY CEILING, LARGE WALK-IN WARDROBE, and LUXURIOUS ENSUITE BATHROOM featuring DUAL SINKS and a BEAUTIFULLY TILED SHOWER accented by a GLASS ENCLOSURE. Step outside and embrace OUTDOOR LIVING on the EXPANSIVE COVERED LANAI, an inviting space for morning coffee, evening relaxation, or entertaining. Direct access to the THIRD FULL BATHROOM adds exceptional convenience for guests and outdoor activities. The LARGE BACKYARD provides a generous canvas for creating your own private outdoor retreat, with ample space to envision a future pool or customized outdoor living area, subject to applicable approvals and restrictions. Additional highlights include a 2-CAR GARAGE, ENERGY-EFFICIENT INSULATION, and ARCHITECTURAL SHINGLES, bringing together STYLE, EFFICIENCY, and PRACTICALITY. This EXCEPTIONAL HOME offers an appealing combination of BEAUTIFUL FINISHES, FUNCTIONAL DESIGN, SPACIOUS LIVING, and INDOOR-OUTDOOR COMFORT. If you’ve been waiting for a MOVE-IN READY RESIDENCE with room to personalize and make your own, this SHENANDOAH II MODEL deserves a closer look. WELCOME HOME!

1069 Sandpiper Loop, Winter Haven
$420,000
3 Beds ⋅ 2 Baths ⋅ Lake Mariam Hills Rep SubDv. ⋅ 33884 Zip Code
Tucked away on a quiet cut-de-sac in desirable gated community, this well-maintained one-owner home offers a wonderful opportunity to make it your own. Enjoy the Florida lifestyle with a private pool and convenient access to the community boat ramp. Lovingly cared for by its original owner, this home is ready for a new owner's personal touch and vision. Bring your ideas and transform this well-located property into the home of your dreams.

204 Lake Mariam Court, Winter Haven
$258,610
5 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 03 Rep SubDv. ⋅ 33880 Zip Code
Virtually Staged. Welcome to this spacious five-bedroom, two-bath home in the established Jan-Phyl Village community of Winter Haven. The inviting living room provides a comfortable gathering space, while the kitchen and dining area offer practical spaces for everyday meals and entertaining. The primary bedroom creates a private retreat, while the additional bedrooms can easily accommodate family members, guests, a home office, study, gym, or hobby room. The bathrooms provide convenience for daily living, and the flexible layout allows each space to be tailored to your needs. The property presents an excellent opportunity for a buyer to add personal touches and updates while creating a home that fits their style. Conveniently located near local schools, shopping, dining, parks, and major roadways, this property offers plenty of potential in a convenient Winter Haven location.

218 5th Jpv Street, Winter Haven
$219,900
3 Beds ⋅ 1 Baths ⋅ Tranquil Oaks SubDv. ⋅ 33880 Zip Code
Welcome to this charming 3-bedroom, 1-bath home that has been lovingly preserved in its original condition while remaining move-in ready! Featuring tile flooring throughout, this home offers a clean, low-maintenance living space filled with character and potential. The original kitchen has been well preserved, allowing the next owner to enjoy its timeless charm or update it to fit their own style. This home also offers peace of mind with several major updates already completed, including a roof replaced approximately 4–5 years ago, plumbing replaced approximately 5–6 years ago, a tankless natural gas water heater replaced approximately 6–7 months ago, and the A/C replaced approximately 14 months ago. Convenience is key with an indoor laundry room, natural gas service for the tankless water heater and dryer, and public water and public sewer. An additional well is located on the property for potential irrigation use, although there is currently no irrigation system installed. Outside, you'll find a large circular driveway, providing easy access and plenty of parking, along with a covered carport and convenient access to two separate entrances into the home. Situated on a spacious corner lot, the property features a large, fully fenced backyard with chain-link fencing and views of Lake Shipp from the backyard. The well-manicured yard offers plenty of room to relax, entertain, or enjoy the outdoors, while mature trees provide shade and character. A block storage shed provides additional space for tools and equipment. With easy access to store a boat, trailer, or other recreational toys and NO HOA, you'll have the freedom and flexibility to truly enjoy your property! Conveniently located near shopping, dining, and everyday conveniences, this home is also close to the Lake Shipp public boat ramp, making it easy to spend your days out on the water and enjoy the beautiful Winter Haven Chain of Lakes. Full of original charm, functionality, and several important updates, this move-in-ready home is ready for its next owner! All information and property details are deemed reliable but not guaranteed and Buyer/Buyer's Agent is responsible for their own due diligence including but not limited to verifying HOA, Community Info, Rules, Leasing Requirements, Sqft, Lot Size, Room Dimensions, and Taxes.

1668 Roselawn Street Sw, Winter Haven
$319,900
4 Beds ⋅ 2 Baths ⋅ Fanning Sub SubDv. ⋅ 33880 Zip Code
INVESTMENT OPPORTUNITY + INCOME-PRODUCING PROPERTY + NO HOA! Welcome to 501 Avenue G SE, Winter Haven, FL 33880, a unique single-family property grandfathered for multi-family use, offering flexibility for INVESTORS, HOUSE HACKERS, MULTI-GENERATIONAL LIVING, or OWNER-OCCUPANTS looking for rental income! Situated on a LARGE LOT, the property is currently configured as TWO SEPARATE LIVING UNITS with PRIVATE ENTRANCES AND SEPARATE YARD AREAS. The front residence features 3 BEDROOMS, 1 BATH, laminate flooring, and a dedicated laundry room, while the rear 1 BEDROOM, 1 BATH unit is currently TENANT OCCUPIED AT $1,220/MONTH by a reliable tenant who pays on time and is happy to discuss extending the lease—providing IMMEDIATE RENTAL INCOME for the next owner. Live in the front while collecting rent from the rear to help OFFSET YOUR MONTHLY MORTGAGE, or add this property to your rental portfolio as an INCOME-PRODUCING ASSET. For buyers looking for VALUE-ADD POTENTIAL, the existing layout provides an opportunity to reconfigure the property by creating a middle studio-style living space and converting the front residence to a 2-bedroom, 1-bath configuration. With NO HOA, separate living areas, existing rental income, a large lot, and additional upside potential, this property offers multiple possibilities for today's savvy buyer. Increase its overall value and rental potential. Property is being sold AS-IS. Whether you're searching for a HOUSE HACK, MULTI-GENERATIONAL HOME, RENTAL PROPERTY, VALUE-ADD INVESTMENT, PASSIVE INCOME OPPORTUNITY, or PRIMARY RESIDENCE WITH ADDITIONAL INCOME, this is one you don't want to miss!

501 Avenue G Se, Winter Haven
$325,000
3 Beds ⋅ 2 Baths ⋅ Martha Heights Pb 9 Pg 39 SubDv. ⋅ 33881 Zip Code
Virtually Staged. Rare No-HOA Corner Lot with Work, RV, & Boat Parking This 3-bedroom, 2-bath block home sits on a quarter-acre corner lot in Winter Haven with zero HOA restrictions. The fenced yard offers Private area for RV parking, boat parking, and off-street parking beyond the attached 22x13 garage—ideal for trailers, toys, or a backyard workshop—plus raised garden beds already in place, a kennel/chicken coop, and mature oak trees for those who'd rather use the space for animals or growing their own food. Inside, this home offers a living room/dining room combo, a Florida room, and shelving in the guest hallway. The primary suite features a built-in closet and large en-suite bathroom including storage and laundry area. The second full bathroom serves the additional bedrooms. Central air, ceiling fans, and oak wood floor throughout much of the home other than ceramic tile in both bathrooms, and linoleum in the kitchen. The community offers access to a nearby Lake Elbert which has a public boat ramp, dock, allowing fishing and a paved lakeside walking path close by. No HOA. No lease restrictions. No association approval required—a flexible corner lot ready for RVs, boats, gardens, or animals.

845 Avenue F Ne, Winter Haven
$234,900
3 Beds ⋅ 2 Baths ⋅ Inwood Area SubDv. ⋅ 33880 Zip Code
A 3 bedroom, 2 bathroom home featuring a separate BONUS ROOM and MUD ROOM is hard to find....Especially under 250K! The spacious kitchen features beautiful newer wood cabinetry and a cozy breakfast nook, creating a warm and inviting space for everyday meals. The generously sized living room flows into a separate dining room, which conveniently leads into the kitchen—perfect for both everyday living and entertaining. Step outside and discover even more living space on the large screened-in patio, ideal for relaxing or kids playing. The fully fenced backyard provides privacy and plenty of room to play or entertain guests. A spacious shed with electricity and water offers additional storage or workspace options. Major updates include a 2016 roof and 2015 A/C, giving you added peace of mind. Nestled in a quiet neighborhood yet conveniently located near dining, shopping, parks, and recreational opportunities, this home offers the perfect combination of comfort, space, and convenience. Priced to sell quickly! Light TLC needed like paint,pressure washing, and closet door repair. This home has great bones and ready for it's new owner! Call today to schedule your private tour before it’s gone! Virtually staged. 2015 Added screen room 2015 Added fence 2013 New Windows 2012 Changed plumbing drains 2009 Replaced 3 doors

695 22nd St Nw, Winter Haven
$299,500
4 Beds ⋅ 2 Baths ⋅ Royal Hills SubDv. ⋅ 33881 Zip Code
WELCOME TO THIS WELL-KEPT PROPERTY WITH LOW HOA FEE. THIS IS A SPLIT PLAN FOUR BEDROOM/TWO BATH HOME. THE PROPERTY HAS A LIVING, DINING AND FAMILY ROOM. THE EAT-IN KITCHEN IS LIGHT AND BRIGHT. THERE IS AN INSIDE LAUNDRY ROOM. THE BEDROOMS ARE NICELY SIZED. VAULTED AND CATHEDRAL CEILINGS ALONG WITH NUMEROUS PLANT SHELVES ADD CHARACTER TO THIS HOME. THERE IS A SCREENED PORCH OFF THE FAMILY ROOM THAT LOOKS OUT AT THE TOTALLY FENCED BACK YARD. THIS HOME IS CENTRALLY LOCATED AND CLOSE TO SHOPPING, I-4, HWY 27 AND BETWEEN TAMPA AND ORLANDO. PRICED TO SELL. NEW A/C & ROOF IN 2022.

5638 Royal Hills Street, Winter Haven
$158,500
2 Beds ⋅ 2 Baths ⋅ Lucerne Park Fruit Assn SubDv. ⋅ 33881 Zip Code
Welcome to this spacious, meticulously maintained, and thoughtfully updated double-wide manufactured home on owned land in the highly sought-after 55+ lakefront community of Lake ’n Golf Estates in Winter Haven. Offering a versatile floor plan with multiple living areas, this home beautifully blends modern updates with the relaxed comfort of Florida living. The chef’s kitchen was fully renovated just three years ago and features new countertops, stainless steel appliances, and refreshed cabinetry. The wonderful dining room includes updated built-in cabinetry. Other major improvements include a full carport replacement three years ago, a new AC unit installed in 2020, a main roof replaced approximately three years ago, and a front Florida room whose roof was replaced about nine years ago. Inside you’ll find updated flooring throughout, a convenient indoor laundry room, a front Florida room with central air and heat, and an additional side Florida room with a wall AC unit—perfect for relaxing or entertaining. A spacious double workshop provides plenty of storage, hobby space, or room to park a golf cart. This home comes partially furnished (only furniture not included is master bedroom matching set and TV in living room). Lake ’n Golf Estates offers wonderful amenities including a pool and spa, shuffleboard courts, clubhouse, community lake access, and boat dock. Conveniently located near Highway 27 with easy access to shopping, restaurants, and medical facilities, the community also features impressively, OWN YOUR LAND AND SAVE THOUSANDS PER YEAR, HOA fees of just $550 per year and Move-in ready and packed with value, this home is a must-see—schedule your private showing today!

6703 Canterbury Drive Ne, Winter Haven
$315,000
4 Beds ⋅ 3 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Welcome home to this spacious 4-bedroom, 3-bathroom home offering over 2,000 square feet of comfortable living space on a large corner lot. Designed with both everyday living and entertaining in mind, this home features two bedrooms with private en-suite bathrooms, providing flexibility and privacy for family members or guests. Step outside to the screened lanai, where you can relax and enjoy views of the expansive backyard and in-ground pool—perfect for Florida living and entertaining year-round. The large fenced backyard provides plenty of room for outdoor activities, pets, gardening, or simply enjoying your own private outdoor retreat. With its generous living space, desirable split-bedroom potential, pool, and oversized corner lot, this home offers plenty of room to make it your own. Don’t miss the opportunity to make this spacious pool home your next address!

506 Clayton Circle, Winter Haven
$399,900
4 Beds ⋅ 4 Baths ⋅ Twin Oaks Add SubDv. ⋅ 33880 Zip Code
This exceptional property offers a rare opportunity to live in one residence while renting the other to help supplement your mortgage payment. Conveniently located near hospitals, medical facilities, colleges, universities, shopping, dining, and major transportation routes, the property combines versatile living arrangements with everyday accessibility. Qualified buyers may be eligible for down payment assistance. Program eligibility, terms, and availability may vary; contact the listing agent for details. The primary residence has been completely renovated, offering a refreshed and inviting atmosphere throughout. Its open-concept design seamlessly connects the kitchen and dining areas, creating an ideal space for everyday living, entertaining and gathering with loved ones. The beautifully updated kitchen features sleek stainless steel appliances, elegant granite countertops, wood laminate, porcelain tile flooring and a functional layout that combines style and convenience. A covered front porch provides a shaded outdoor area for relaxing and enjoying the surroundings. The two residences have separate living areas with no interior access between them, offering added privacy and flexibility. The second residence offers stylish and comfortable living with durable porcelain tile flooring throughout. Its well-appointed kitchen features stainless steel appliances and elegant granite countertops, while the spacious layout includes two bedrooms and two bathrooms-providing flexibility and convenience for residents or tenants. The spacious backyard offers room for outdoor entertaining, gardening, recreation or future personalization. With no homeowners association, extensive renovations, newly constructed, and versatile use options, this property is well-suited for multigenerational living, an owner-occupant seeking rental income, or an investor looking for income-producing potential. Its location near hospitals and colleges adds convenience for healthcare professionals, faculty, medical personnel, and other nearby employees. Virtually staged images are for illustrative purposes only.

207 Avenue E Se, Winter Haven
$174,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Just bring your personal belongings for this fully furnished home. Officially it is 2 bedrooms, 2 bath home however the front room could be converted to a 3 bedroom just add a closet. Wonderful club house, a inground community pool and a pond stocked with fish with a low monthly fee of $65.00/month. 55 plus age requirement of one of the buyers in this community of Garden Grove Oaks. You own your land and you can file homestead making your taxes very low. Kitchen is very user friendly with updated appliances. In fact, the dishwasher and refrigerator are still under warranty. All the carpet was replaced with laminate. This home has a workshop/hobby room in the shed with another storage area and a private back yard screened porch with vinyl windows. Conveniently located to medical facilities, shopping, restaurants and major highways leading to Lake Wales, Haines City, Orlando and Tampa.

6086 Southern Oaks Drive, Winter Haven
$114,995
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Welcome to 4063 Rolling Oaks in Winter Haven, located in Oakwood Estates, a desirable co-op 55+ community. This well-maintained 2 bedroom, 2 bathroom home offers a spacious and versatile floor plan featuring a bonus room and a Florida room, providing plenty of space for relaxing, entertaining, hobbies or a home office. Laminate flooring flows throughout the main living areas and bedrooms, while the Florida room features tile flooring. The dining room includes a built-in buffet with display cabinets & additional storage, creating the perfect space for showcasing your favorite pieces and hosting family & friends. The kitchen offers a convenient closet pantry for added storage, and both bedrooms feature generous walk-in closets. Exterior features include window awnings and an attached carport. A BRAND NEW ROOF was put on (08/2026). Oakwood Estates offers an affordable Florida lifestyle with low HOA fees that include water and trash service. Residents can also enjoy many amenities of this lakefront community including; two clubhouses, two swimming pools, an activity center with a pool table, tennis & pickleball courts, a mini golf course and a lake with fishing dock. Don’t miss this opportunity to own a home in a welcoming community conveniently located near shopping, dining, and all the great amenities and attractions Winter Haven is known for.

4063 Rolling Oaks Drive, Winter Haven
$424,900
4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code
This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks. Situated on .44 acres with no HOA, the property provides plenty of room and flexibility to make it your own.Step inside to soaring ceilings, exposed wood beams, warm flooring, and a dramatic stone fireplace that gives the home its inviting character. The kitchen features granite countertops, stainless-steel appliances, rich cabinetry, and a breakfast bar that keeps everyone connected.One bedroom and a full bathroom are located downstairs, while three additional bedrooms are upstairs. The primary suite opens to an oversized screened balcony overlooking the tree-shaded backyard—the perfect place to enjoy a quiet morning or relax at the end of the day. Outside, the expansive backyard is ready for gatherings, gardening, recreation, or the outdoor retreat you’ve been imagining. Multiple screened areas create inviting places to enjoy the outdoors, while the attached two-car garage adds everyday convenience. The home also features several valuable recent improvements, including windows and exterior doors replaced in 2022, A/C replaced in 2020, and insulated siding installed in 2024. For even greater peace of mind, the seller will have a NEW ROOF installed prior to closing. With its spacious lot, no HOA, distinctive character, and substantial recent upgrades, this home offers a combination that’s increasingly hard to find. Come experience the space, charm, and possibilities for yourself.

4734 Monterey Drive, Winter Haven
$255,000
4 Beds ⋅ 2 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully updated 4-bedroom, 2-bath home where modern finishes, everyday comfort, and thoughtful design come together to create a space you'll love coming home to. Nestled in Winter Haven's established West Cannon Heights neighborhood, this move-in-ready residence offers the perfect blend of style, functionality, and value. Step inside to find bright living spaces filled with natural light, complemented by durable luxury vinyl flooring throughout. The well-appointed kitchen features stainless steel appliances, stone countertops, generous cabinetry, and plenty of workspace, making it ideal for everything from busy weekday mornings to entertaining family and friends. The home's versatile layout includes four comfortable bedrooms, providing plenty of options for a growing household, overnight guests, or a dedicated home office. A spacious family room with a charming decorative brick accent creates an inviting gathering space and opens to the backyard patio, extending your living space outdoors. The private primary suite offers a relaxing retreat with a built-in closet, ceiling fan, and its own en-suite bathroom. Enjoy Florida living from the welcoming covered front porch or unwind in the fully fenced backyard, where there's plenty of room for pets, gardening, play, or weekend barbecues. An indoor laundry room with washer and dryer adds everyday convenience, while the absence of HOA fees provides greater freedom and fewer monthly expenses. Conveniently located near shopping, dining, schools, parks, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything you need while maintaining the charm of an established neighborhood. Whether you're purchasing your first home, looking for extra space, or searching for a smart investment opportunity, this beautifully maintained property is ready for its next chapter. Schedule your private showing today!

1024 31st Street Nw, Winter Haven
$325,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 SubDv. ⋅ 33884 Zip Code
Stunning VillaMar residence in Winter Haven, built in 2024, showcasing modern construction with a clean, contemporary design throughout. The interior features an inviting layout highlighted by a chef-style kitchen that opens seamlessly to a spacious great room, creating an ideal space for both everyday living and entertaining. This home includes a whole-house water filtration system, a screened front porch for comfortable outdoor relaxation, a fully fenced backyard for privacy, and enhanced landscaping with decorative stone accents and fresh plantings that elevate the exterior appeal. Conveniently located approximately 10 minutes from Legoland Florida and about one hour from Disney World, this property offers both comfort and an exceptional lifestyle location. Thoughtfully designed and move-in ready, it delivers style, quality, and lasting value. Schedule your private tour today! Errors, omissions, changes, withdrawal may occur. *Buyers are advised to independently verify square footage, permits, and property details.

4913 Kaia Avenue, Winter Haven
$340,000
3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
Established Neighborhood in SE Winter Haven, convenient location. This 3Bedroom 2Bath has just had partial upgrading, new Metal Roof only 3 years old. 2-car garage with washer/dryer -Back yard has fencing on the back and sides so very little needed to completely fence in, room for dogs to run and play and family gatherings. Room to add patio/outdoor family area. Family room boasts a stone faced wood burning fireplace with built in shelving on each side. Large living room with open Dining at one end. Enclosed Foyer with tile flooring, ceiling fans throughout with skylights in each bathroom. Great family community.

108 Lagoon Road, Winter Haven
$219,900
3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Move right in and enjoy this charming 3-bedroom, 2-bathroom concrete block home in a convenient Winter Haven location with NO HOA! Featuring easy-care tile flooring throughout, this home offers both style and low-maintenance living. The kitchen is equipped with rich hardwood cabinets, stainless steel appliances, and plenty of storage, making it as functional as it is inviting. An indoor laundry room adds extra convenience to your daily routine. The spacious primary suite features a beautifully tiled step-in shower, while the guest bathroom offers a tiled tub/shower combination. Step outside to a large, fully fenced backyard with endless possibilities for entertaining, gardening, pets, or simply relaxing outdoors. A covered carport provides sheltered parking and additional storage space. Located just minutes from Havendale Boulevard, you'll have quick access to shopping, restaurants, schools, healthcare, and everyday conveniences. Spend weekends exploring Winter Haven's famous Chain of Lakes, known for its boating, fishing, waterfront parks, and scenic beauty. Commuters and travelers will appreciate the easy drive to both Tampa and Orlando, providing access to major employers, international airports, world-renowned attractions, sporting events, and endless entertainment options. Whether you're searching for your first home, looking to downsize, or adding to your investment portfolio, this property is one you won't want to miss!

3004 Avenue S Nw, Winter Haven
$399,900
4 Beds ⋅ 2 Baths ⋅ Summer Haven Shores SubDv. ⋅ 33884 Zip Code
Virtually Staged. Beautiful 1-story home featuring 4 bedrooms, 2 bathrooms, and a 2-car garage with a spacious layout designed for comfortable living. The welcoming living room is highlighted by a cozy fireplace, while the kitchen and bathrooms have been refreshed with new countertops. Fresh interior paint throughout gives the home a bright, updated feel. Step outside to the screened lanai and private pool, offering the perfect space for relaxing or entertaining year-round. Conveniently located near LEGOLAND Florida Resort, Chain of Lakes, shopping, dining, and major roadways, this home offers both comfort and convenience. This is a fantastic opportunity to add your personal touches and make it your own. One or more photos may have been virtually staged, AI-generated, or digitally enhanced to illustrate the property's potential.

408 Coleman Drive, Winter Haven
$435,000
3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code
Welcome home to peaceful country living! Nestled on nearly 2 acres of beautiful pature land and no HOA. This charming 3-bedroom,2-bath farmhouse-style home offers the perfect blend of rustic character and modern comfort. The roof was installed about 5 years ago and the A/C was installed about 4 years ago. The windows have all been updated. Gather with family and friends in the inviting living room, where a cozy fireplace creates the perfect place to relax on cool evenings. The kitchen has updated appliances, farm-style sink and a large pantry. A versatile bonus room provides endless possibilities as a home office, game room, or guest retreat. Need a dedicated workspace? The property also features a separate office, offering privacy and felxibility for remote work, a home business or a creative studio. Step outside and embrace the country lifestyle. Spend warm Florida days cooling off in the above-ground pool with a 16x20 deck. Enjoy the wide-open views, or bring your horses, live-stock or gardening on the spacious pasture. The 2-car garage provides plenty of room for vehicles, tools and outdoor equipment. There is also a 18X18 storage shed with a air-conditioner. Whether you're sipping coffee on the porch at sunrise or watching th sunset over your own piece of the countryside, this property offers the peaceful farmhouse lifestyle you've dreaming of--all while providing the space and freedom to make it your own.

1755 Beth Lane, Winter Haven
$299,999
3 Beds ⋅ 2 Baths ⋅ Emerald Estates SubDv. ⋅ 33880 Zip Code
Beautifully Updated 3-Bedroom + Office Home on a Quiet Cul-de-Sac Near Lake Sears. Welcome to 156 Manseau Drive, a beautifully maintained 3-bedroom, 2-bath home with a dedicated office/bonus room, ideally situated on a peaceful cul-de-sac in Winter Haven and just moments from a nearby lake. Offering 1,323 square feet of thoughtfully designed living space, this move-in-ready home combines style, comfort, and functionality. Inside, you'll find an open, light-filled floor plan featuring luxury vinyl plank flooring, a spacious living area, and a beautifully updated kitchen with stainless steel appliances, subway tile backsplash, and ample counter space. The versatile office/bonus room provides the perfect space for working from home, a playroom, fitness room, or additional flex space to fit your needs. The spacious primary suite offers a private retreat with an updated en-suite bathroom, while two additional bedrooms provide comfort for family and guests. Step outside to the covered rear lanai and enjoy the large, fully fenced backyard ideal for entertaining, relaxing, or giving pets plenty of room to play. The property also includes two storage sheds, offering exceptional space for tools, lawn equipment, hobbies, or additional storage. For added peace of mind, the home has been repiped, providing an important mechanical update that many buyers appreciate. Conveniently located near shopping, dining, schools, medical facilities, and major roadways, this home offers the perfect combination of modern updates, flexible living space, and everyday convenience.

156 Manseau Drive, Winter Haven
$379,900
3 Beds ⋅ 2 Baths ⋅ Lesnick Park SubDv. ⋅ 33880 Zip Code
Imagine the possibilities! Offering approximately 1,890 square feet of finished living area along with an additional 1,622 square feet of permitted functional space, the property provides approximately 3,512 total square feet, under roof, of combined building area. The expansive open living areas provide endless possibilities—whether you're envisioning an oversized primary suite, game room, home office, music studio, fitness space, or the ultimate man cave or she shed. Unlike many homes with fixed layouts, this property's generous footprint invites you to customize the space to fit your lifestyle. Step outside to enjoy your own private retreat featuring a solar-heated 20' x 40' pool, beautiful paver pool deck, spacious fenced backyard, circular driveway, and no HOA—all in an established neighborhood surrounded by beautiful lakefront homes. A unique 3-car garage configuration provides exceptional flexibility. The oversized 23' x 25' two-car garage includes an adjoining workshop or storage area, while the separate single-car garage with a built-in closet sits adjacent to the utility room, making it ideal for hobbies, storage, a home gym, or recreational equipment. If you've been searching for a home with space, versatility, and room to make it your own, this is one you won't want to miss.

906 Avenue M Se, Winter Haven