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380 Lake Smart Circle, Winter Haven
$325,990
4 Beds ⋅ 2 Baths ⋅ G5117422 MLS
Spacious 4-bedroom home in the beautiful and well-kept Lake Smart Pointe community, offering LOW HOA and NO CDD. This home features an open-concept layout with a kitchen island, Jack & Jill bath, and a private backyard with no rear neighbors and expansive green space behind the property. Nice neighborhood with convenient access to shopping, dining, schools, and major highways. More photos coming soon.

380 Lake Smart Circle, Winter Haven

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC. mls@oerfl.com
6455 Hollyberry Lane Ne, Winter Haven
$152,000
2 Beds ⋅ 2 Baths ⋅ S5156959 MLS
Located in the 55+ community of Brookhaven Village, this home features 2 bedrooms and 2 bathrooms, with vinyl and carpet flooring. You own your lot! Low HOA fee of just $34 month, giving residents access to a clubhouse, swimming pool, and planned activities. Conveniently located near shopping, dining, medical services, and everything Winter Haven has to offer, this home provides comfort and peace of mind. Solar panels are leased and installed on a cement beam. Buyers interested will just need to transfer the solar lease to their name. Lease payment is $87 monthly, and the electricity bill is around $18 monthly. Schedule a showing today.

6455 Hollyberry Lane Ne, Winter Haven

Listing courtesy of CAISSA REALTY INVESTMENT INC. 407-364-3056
6107 Grand Oaks Drive Se, Winter Haven
$168,900
2 Beds ⋅ 2 Baths ⋅ L4964771 MLS
Virtually Staged. DOUBLE LOT! PRICE IMPROVMENT! 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

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234
2202 Tamarron Lane, #477 Unit #477, Winter Haven
$110,000
2 Beds ⋅ 2 Baths ⋅ 11964347 MLS
2 Bed | 2 Bath | 1316 sq. ft. | Lot 477 | $110,000 Garage home with all the major renovations done, i.e. roof, a/c, ductwork, plumbing, 2 bathroom renovations. Beautiful furnishings. Nothing left to do but relax in your beautiful two bedroom 2 bath garage home in gated Four Lakes Golf Club. The home has great curb appeal and will come mostly furnished. There is also a large laundry room and a glassed lanai on the front of the home. All this and a very large and long driveway leading to the garage. This home will come with 1 year free golf and a 2022 golf cart is included

2202 Tamarron Lane, #477 Unit #477, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
1268 Salisbury Dr, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ P4939775 MLS
BRAND NEW ROOF! Welcome home! This move-in ready gem offers 3 bedrooms, 2 bathrooms, and a two-car garage, providing over 1,700 square feet of bright, comfortable living space. The heart of the home is a spacious living room that looks into the kitchen, making it perfect for family gatherings, along with a separate formal dining room for special occasions. The kitchen is a chef's delight, boasting striking dark cabinets, stainless steel appliances, plenty of counter space, a stylish backsplash, and a cozy eat-in area. The primary bedroom is complete with an en suite bathroom featuring a walk-in closet, dual-sink vanity, a deep garden tub, and a separate step-in shower. For added convenience, the home includes a dedicated indoor laundry room. Outside, you will find a large covered rear porch—your new favorite spot for morning coffee, weekend barbecues, or simply relaxing at the end of the day. Don't wait- contact us today!

1268 Salisbury Dr, Winter Haven

Listing courtesy of ASSOCIATE REALTY. 863-618-4000
333 Lake Howard Drive Nw Unit 302B, Winter Haven
$90,000
2 Beds ⋅ 2 Baths ⋅ O6439240 MLS ⋅ B BLDG.
Probate is complete! This fully furnished 2-bedroom, 2-bathroom condominium with amazing view of Lake Howard. Located on the third floor of the Imperial Harbours 55+ active community in Winter Haven, Florida. Situated directly along Lake Howard with direct entry to the Chain of Lakes, the 1,134-square-foot unit offers water views, updated laminate flooring, a walk-in primary closet, and a dedicated Florida room. Residents enjoy a low-maintenance lifestyle with a monthly $440 condo fee covering community pool access, dock and fishing pier amenities, cable TV, and exterior insurance, along with an assigned carport space and elevator access. A perfect winter home...no snow shovel needed!

333 Lake Howard Drive Nw Unit 302B, Winter Haven

Listing courtesy of UNITED REALTY GROUP INC. 954-450-2000
6627 Westchester Drive Ne, Winter Haven
$198,000
2 Beds ⋅ 2 Baths ⋅ S5156843 MLS
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 & 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 & 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

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188
2703 Lindrick Ct., #771 Unit #771, Winter Haven
$69,900
3 Beds ⋅ 2 Baths ⋅ 11966504 MLS
3 Bed | 2 Bath | 2240 sq. ft. | $69,900 | Four Lakes Golf Club Lot 771 SPACIOUS & UNIQUE TRIPLE-WIDE! 2001 Homes of Merit Unbelievable price for this triple wide manufactured home in gated Four Lakes Golf Community. The home is unfurnished leaving a blank canvas for your touches. The front entryway has a deck entry with a handicap ramp for easy access. Looking for a roomy house that offers a split floor plan? Well, look no further! This three-bed, two-bath home features 2,240 sq. ft. of living space! The large island kitchen connects both the living & family rooms with access to the back lanai. Drywall throughout the main living space. New roof in 2019 and new a/c in 2023. Home is being sold unfurnished and the purchase includes ONE YEAR FREE GOLF!

2703 Lindrick Ct., #771 Unit #771, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
739 Red Cypress Ln, Winter Haven
$67,000
2 Beds ⋅ 2 Baths ⋅ 11964565 MLS
(Español a continuación) Lot rent is only $555 a month at Cypress Creek Village, a gated 55+ community in Winter Haven where every home was built in 2005 or later. Rent covers full use of the amenities. You pay your own water, sewer, trash, electric, cable/internet and lawn care. The big-ticket items are already handled on this 2012 double wide. Shingle roof replaced in 2024. AC installed in 2022 and still under warranty, paired with a smart thermostat. In 2025 the tie-downs were checked and tightened and the vapor barrier inspected and repaired. Front bay windows were replaced in 2021. Inside, laminate flooring runs through a light, bright open floor plan with an upgraded ceiling fan in the living room. The kitchen centers on a wraparound breakfast bar built for company, with laminate counters, a newer dishwasher, a range and microwave new in 2021, and an LG stainless refrigerator new in 2024. Luxury vinyl plank went down in the kitchen and dining area in 2025. The dining space adds upgraded lighting and a sliding door. A laundry room off the kitchen doubles as pantry storage. Both bedrooms have their own full bathroom, so this one lives like a dual-primary layout. The guest suite works equally well as an office or exercise room and its bath has a full tub. The primary bedroom offers luxury vinyl plank, a huge walk-in closet, dual vanities, and a glass-door shower with a built-in bench. Outside, a screened Florida room extends the living space bug-free, a paver patio waits for your grill, and a large shed swallows the storage. The carport is covered, the driveway holds two cars, and a metal handrail leads to the door. Drive an EV? A 240-volt Level 2 charger is already installed (J1772, so Tesla owners bring an adapter). The lawn has been professionally serviced and it shows. Residents enjoy a clubhouse, heated pool, Jacuzzi, fitness center, pickleball, shuffleboard, horseshoes, billiards, library, theater room and a calendar packed with bingo, card nights, water aerobics, line dancing, potlucks and dinner dances. The entrance is gated and pets are welcome. The location earns its keep too. Golf at Cypresswood Golf and Country Club sits under 5 minutes away, and Willowbrook Golf Course, a well-priced public 18, is roughly 15 minutes out. The Winter Haven Farmers Market fills the downtown streets with produce, bakers and live music on Saturday mornings, about 15 minutes away. Bok Tower Gardens in Lake Wales, with its daily carillon concerts and hilltop gardens, is around 20 minutes. Circle B Bar Reserve near Lakeland offers level boardwalk trails and world-class birding about 30 minutes out. Closer to home, Publix on Dundee Road is 5 minutes away, Winter Haven Hospital about 15, and US 27 is half a mile from the gate for straight shots to Orlando or the coasts. The washer/dryer combo does not convey. Everything else here is turnkey. Call today to schedule your private showing. ======================================================================== 55+ Winter Haven | Renta Solo $555 Cypress Creek Village, comunidad cerrada 55+ en Winter Haven. Renta de lote solo $555 al mes. Usted paga agua, alcantarillado, basura, electricidad, cable y jardín. Doble ancho del 2012 con techo de tejas nuevo en 2024 y aire acondicionado del 2022 aún en garantía. Dos recámaras, dos baños completos, cocina con barra desayunadora, pisos de vinil de lujo, clóset amplio y refrigerador LG nuevo. Cuarto Florida con mosquitero, patio de adoquines, cochera techada, bodega grande y cargador para auto eléctrico. Amenidades incluidas: casa club, piscina climatizada, jacuzzi, gimnasio, pickleball, shuffleboard y salón de cine. Compras, restaurantes y hospital a pocos minutos. La lavadora/secadora no se incluye. ¡Llame hoy para su cita! Some listing photos have been virtually staged or manipulated by AI.

739 Red Cypress Ln, Winter Haven

Listing courtesy of Brenton Basinger with Florida Mobile Home Solutions, Inc.
625 Avenue B Sw, Winter Haven
$230,000
2 Beds ⋅ 2 Baths ⋅ O6439202 MLS
Investment opportunity in the heart of Winter Haven! This tenant-occupied duplex features two units, each offering one bedroom and one full bathroom, with approximately 1,240 square feet of total living space. Built in 1915, the property also includes a one-car garage and is connected to public water and sewer. Conveniently located near Downtown Winter Haven, shopping, restaurants, schools, medical facilities, and major roadways. Whether you are expanding your rental portfolio or purchasing your first income-producing property, this duplex offers excellent potential in a central location. Schedule your private showing today. Please do not disturb the tenants.

625 Avenue B Sw, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442
682 Lake Henry Lane, #682 Unit #682, Winter Haven
$38,900
2 Beds ⋅ 1.5 Baths ⋅ 11964363 MLS
Hidden Cove West / Lot #682 / 2 Bedroom/1.5 Bath / SELLER HIGHLEY MOTIVATED!!ONLY $38,900.00!!! This is an incredible price for this bright, unfurnished, and open concept home. The bathrooms and kitchen have been refreshed and updated, and the bedrooms are on opposite sides of the home (split floor plan) for when guests come to visit. The home boasts the following updates: New Hot Water Heater New Roof & Carport (2023) with a Transferable Warranty! Vapor Barrier Replaced (2020) Updated Bathrooms A/C (2012) Maintained annually New Kitchen Cabinets, Countertops, Custom Backsplash, New Stove & Microwave, New Kitchen Sink & Faucet, New Flooring & Subfloors This home is available to purchase immediately, but perfect for those that need a little time before closing. Set up your appointment today to see this beautiful home.

682 Lake Henry Lane, #682 Unit #682, Winter Haven

Listing courtesy of Donna Kendall with CRF Communities
1550 11th Street Ne Unit G6, Winter Haven
$129,000
2 Beds ⋅ 2 Baths ⋅ P4939520 MLS ⋅ G BLDG.
Beautifully Updated Condo with Water View in the Desirable Lake Buckeye Community! Enjoy the best of Florida living in this move-in-ready condo with a scenic water view in the sought-after Lake Buckeye Condominium community in Winter Haven. Perfect as a full-time residence, seasonal retreat, or investment property, this home offers comfort, convenience, and a relaxed lakefront lifestyle. Recent updates include new flooring in both bedrooms, new blinds throughout, updated light fixtures, a new refrigerator, range, and vent hood, convenient in-unit washer and dryer hookups, and a newly refurbished screened porch—the perfect place to relax and enjoy the peaceful surroundings. The unit also includes a designated parking space. Residents enjoy access to beautiful Lake Buckeye, along with a community pool, clubhouse, private boat ramp, fishing dock, and beautifully maintained grounds. The HOA has made significant community improvements, including new roofs in 2021, an upgraded irrigation system, well maintained building exteriors, resurfaced parking areas, and a renovated community pool. Conveniently located just minutes from downtown Winter Haven, the Chain of Lakes, Polk State College, shopping, dining, golf, medical facilities, and LEGOLAND® Florida Resort, this exceptional condo offers the perfect blend of waterfront living and everyday convenience. Don't miss this opportunity to own an updated condo with a water view in one of Winter Haven's most desirable lakefront communities!

1550 11th Street Ne Unit G6, Winter Haven

Listing courtesy of COLLANY PROPERTIES. 863-295-9886
353 Wharf Way, Winter Haven
$229,900
3 Beds ⋅ 3 Baths ⋅ L4964803 MLS ⋅ 03 BLDG.
2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.

353 Wharf Way, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999
399 Avenue K Se, Winter Haven
$750,000
L4964781 MLS
Formerly home to a well-established dental practice, this well-maintained 2,226-square-foot medical office is ideally located within Winter Haven’s established medical corridor. The property offers a clean, professional interior that can accommodate a variety of healthcare uses, including a physician’s office, dental practice, specialty clinic, therapy center, or other medical-related business. There is also an opportunity to expand the existing space through an additional buildout, providing greater square footage to accommodate the tenant’s needs. Positioned at the prominent corner of Avenue K SE and 4th Street SE, the property provides convenient access and excellent visibility. Avenue K experiences approximately 7,600 vehicles per day, offering valuable exposure for a medical practice. This is an excellent opportunity for a doctor or healthcare provider seeking a professional office in a convenient and recognizable Winter Haven location.

399 Avenue K Se, Winter Haven

Listing courtesy of CROSBY & ASSOCIATES, INC.. 863-293-5600
146 8th Street, Winter Haven
$229,999
3 Beds ⋅ 2 Baths ⋅ TB8543673 MLS
### MOTIVATED SELLER! **2023-Built 3BR/2BA | No HOA | Tenant Occupied | Immediate Rental Income ( $1575 monthly)** Built in 2023, this beautiful 3-bedroom, 2-bath home is a fantastic opportunity for both investors and owner-occupants. **Currently tenant occupied, this property offers the new owner immediate rental income from day one! Lease end in March** And with **NO HOA**, you have added flexibility and lower ownership costs. The home features a spacious open-concept living, dining, and kitchen area with vaulted ceilings and decorative display ledges. The kitchen offers gorgeous stone countertops, stainless steel appliances, and a pantry closet. The open floor plan also provides plenty of space for a future kitchen island or L-shaped countertop for additional bar seating and storage. The primary suite includes a private tiled bathroom and walk-in closet. Two additional bedrooms provide comfortable space for family, guests, or a home office. A second tiled bathroom and convenient interior laundry room complete the layout. Enjoy the covered front patio with its decorative arch and added privacy at the entry. The backyard offers a comfortable space for entertaining, along with a **104 sq. ft. storage container** for additional storage. **No HOA!** Conveniently located near US-17 and SR-60, just minutes from downtown Winter Haven, AdventHealth Fieldhouse, LEGOLAND, Snively Brooks Community Park, and the Eloise Resource Center. Whether you're looking for an investment property with **rental income already in place** or a newer home in a convenient Winter Haven location, this is an opportunity you won't want to miss. **Tenant occupied—schedule your showing today!**

146 8th Street, Winter Haven

Listing courtesy of KELLER WILLIAMS SOUTH SHORE. murraycoleman@kw.com
437 Broward Terrace, Winter Haven
$379,000
4 Beds ⋅ 2 Baths ⋅ L4964735 MLS
Welcome home to this CLEAN and PRISTINE 4-bedroom, 2-bathroom BLOCK pool home on a large lot with NO HOA! Inside, a great layout, light and bright walls and floors, and updated bathrooms, kitchen and flooring create a welcoming, modern feel. Sleek hurricane-impact windows and sliding doors add style, natural light, and peace of mind, while the roof and HVAC are both under 4 years old. Step outside and discover your own Florida oasis! The OVERSIZED POOL (36'x17') and huge 12' x 25' SCREENED-IN TILED PATIO create an incredible space for entertaining, relaxing, morning coffee, or enjoying beautiful Florida evenings. The spacious lot offers plenty of room to spread out, garden, and play! Solar panels add an energy-conscious bonus and meaningful energy savings. The location is difficult to beat! You are just 5 minutes from LEGOLAND, with sparkling lakes nearby for boating and fishing, golf courses, great restaurants, and plenty of Central Florida attractions within easy reach. Solid, stylish, spacious, and wonderfully located-this is a Florida home with room to live, relax, entertain, and make lasting memories. Come check it out TODAY!

437 Broward Terrace, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350
1380 S Lake Roy Drive, Winter Haven
$359,000
4 Beds ⋅ 3 Baths ⋅ L4962667 MLS
Virtually Staged. UPDATED POOL HOME WITH NEW BATHROOMS, NEW POOL DECK & BRAND-NEW WATER HEATER! Welcome to this spacious 4-bedroom, 3-bathroom, 2,955-square-foot pool home on a desirable corner lot in Winter Haven, ideally located across from beautiful lakefront homes and close to Winter Haven's renowned Chain of Lakes. Major recent improvements include a BRAND-NEW HOT WATER HEATER installed in October 2026, TWO NEWLY REMODELED BATHROOMS completed in 2025, and a RESURFACED POOL WITH NEW POOL DECK completed in 2022. The roof was also replaced in 2023, providing additional peace of mind for the next owner. Inside, the triple-split bedroom floor plan offers privacy and flexibility, making this home ideal for families, guests, or those who need dedicated spaces for work and hobbies. The oversized family room is designed for entertaining, featuring two sets of sliding glass doors that open directly to the screened and netted pool enclosure and covered patio. The seamless indoor-outdoor flow creates the perfect setting for gatherings, relaxing poolside, or enjoying Florida's year-round lifestyle. A spacious flex room with direct pool and patio access offers endless possibilities as a game room, home office, media room, hobby space, or additional entertainment area. The kitchen features custom-made cabinetry, granite countertops, a custom tile backsplash, and stainless-steel appliances, creating a functional and inviting space for everyday living and entertaining. The primary suite offers a private retreat with a bathroom featuring a garden tub, dual sinks, and a walk-in shower. The two recently remodeled bathrooms add fresh, updated appeal throughout the home. Additional highlights include a LARGE LAUNDRY ROOM with utility sink, drop-down ironing board, and extra shelving, as well as tile and wood flooring throughout the main living areas. Step outside to your own private backyard retreat. The resurfaced pool and NEW POOL DECK, completed in 2022, are surrounded by a screened and netted enclosure with a covered patio, creating an inviting space for swimming, dining, entertaining, and soaking up the Florida sunshine. A welcoming front screened porch, ample covered parking, and two detached storage sheds provide additional convenience and storage. The yard is irrigated by a well with a newer irrigation timer. The HVAC system is approximately 9 years old. While there are still opportunities for cosmetic updates in select areas, the home's generous size, desirable floor plan, significant recent improvements, and fantastic outdoor living spaces provide an excellent foundation for making it your own. Location adds even more appeal. The property is just a short walk to Freedom Boat Club, making it easy to access and explore Winter Haven's famous Chain of Lakes. LEGOLAND Florida is approximately one mile away, offering exceptional convenience for both residents and guests. With its four bedrooms, three bathrooms, private pool, newly remodeled bathrooms, resurfaced pool and new pool deck, new water heater, 2023 roof, flexible living spaces, and prime location near lakes and attractions, this is an exciting opportunity to own a spacious Winter Haven home and enjoy the best of the Florida lifestyle.

1380 S Lake Roy Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
1069 Sandpiper Loop, Winter Haven
$364,900
4 Beds ⋅ 3 Baths ⋅ TB8543322 MLS
PRICE REDUCED - ASSUMABLE VA MORTGAGE–IN PLACE - MOVE-IN READY! NEW FLORIDA PROPERTY TAX SAVINGS OPPORTUNITIES!** Florida homeowners have a new reason to celebrate! With the recent passage of **FLORIDA AMENDMENT 3 (PROP 3)**, qualifying homeowners may enjoy significant property tax relief as the expanded homestead exemption increases to **$150,000 IN 2027 AND $250,000 IN 2028 FOR NON-SCHOOL PROPERTY TAXES! 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

Listing courtesy of REAL BROKER, LLC. 855-450-0442
209 Avenue C Ne, Winter Haven
$180,000
3 Beds ⋅ 2 Baths ⋅ O6433531 MLS
If you have been looking for a property with space, character and real potential, this one is worth seeing. Situated on a large lot with mature trees, a long driveway, detached garage and an additional storage shed, the property offers plenty of room inside and out. The home still has many of its original details, including wood floors, tall ceilings, wide interior openings and a fireplace that could become a beautiful focal point again. The kitchen also offers space for casual dining and overlooks the backyard. This property needs significant renovation and is ideal for an investor or buyer ready to take on a project, but the lot, layout and additional structures provide a strong starting point. Bring your ideas and see what this property could become.

209 Avenue C Ne, Winter Haven

Listing courtesy of MBA REALTY GROUP, INC. 407-291-4665
2325 Prestwick, #321 Unit #321, Winter Haven
$99,000
2 Beds ⋅ 2 Baths ⋅ 11927787 MLS
2 Bed | 2 Bath | 1400 Sq Ft. | 99,000 Enjoy beautiful golf-course views and relaxed Florida living in this well-maintained 1997 Home of Merit manufactured home ideally situated along the 17th fairway of Four Lakes Golf Course. Offering over 1,400 square feet of living space, this spacious 2-bedroom, 2-bathroom home provides plenty of room to relax and entertain. The dining area is a standout feature with a bank of windows overlooking the golf course, bringing in natural light and offering beautiful views throughout the day. The guest bathroom features an updated shower, adding a fresh and modern touch. The home will be sold partially furnished, making the transition to your new home even easier. Enjoy the Florida lifestyle from the large lanai, perfect for morning coffee, afternoon relaxation, or entertaining guests. A rear patio provides additional outdoor space and a wonderful spot to take in the peaceful golf-course surroundings. There is a handicap ramp at the rear of the home. Purchase includes a golf cart and one year free golf.

2325 Prestwick, #321 Unit #321, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
1499 Avenue E Ne, Winter Haven
$245,000
3 Beds ⋅ 1 Baths ⋅ O6433525 MLS
Welcome to 1499 Avenue E NE, a solid home with spacious rooms, plenty of natural light and lots of potential to make it your own. The home features easy-care terrazzo flooring, generously sized bedrooms, a comfortable living area and a covered carport with additional outdoor space. Mature trees provide shade and character to the property, which sits on a corner lot in a beautiful, established residential neighborhood known for its gently rolling streets and welcoming feel. A great opportunity for a buyer looking for an affordable home with good space and the freedom to update it over time. Schedule your showing and come see the possibilities.

1499 Avenue E Ne, Winter Haven

Listing courtesy of MBA REALTY GROUP, INC. 407-291-4665
6600 Scenic Point Drive Se, Winter Haven
$220,000
2 Beds ⋅ 2 Baths ⋅ L4964588 MLS
FULLY FURNISHED! OVERSIZE LOT! Located in the desirable Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND! Situated on an oversized lot and a half, this well-maintained home offers plenty of space and Florida charm. Major updates include a NEW ROOF in 2024 and NEW A/C in 2025. Inside, enjoy an open-concept living, dining and kitchen area, plus a versatile office/flex room that can serve as an additional bedroom, guest room or hobby space. Offered FULLY FURNISHED, the home features quality 2x6 wall construction, a large attached storage/workshop area and abundant storage. The spacious enclosed porch with screens and vinyl windows, tile flooring, ceiling fan and A/C provides wonderful additional living space to enjoy year-round. With its lot-and-a-half setting, valuable updates, flexible floor plan and furnishings included, this home offers a great opportunity to enjoy comfortable Florida living in an established 55+ community.

6600 Scenic Point Drive Se, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234
6458 Hollyberry Lane Ne, Winter Haven
$177,000
2 Beds ⋅ 2 Baths ⋅ S5156633 MLS
Beautifully maintained 2-bedroom, 2-bathroom furnished home located in a well-established 55+ community that combines comfort with convenience. Roof 2025, A/C 2025, Water Softener 2026, New Carport/Shed (Right) & fresh paint. Low HOA fee of just $34 per month, giving residents access to a clubhouse, swimming pool, and planned activities. Conveniently located near shopping, dining, medical facilities, and everything. Winter Haven has to offer, this home provides excellent value and peace of mind. Schedule your private showing today.

6458 Hollyberry Lane Ne, Winter Haven

Listing courtesy of CAISSA REALTY INVESTMENT INC. 407-364-3056
262 ALPINE DRIVE, #262 Unit #262, Winter Haven
$79,990
2 Beds ⋅ 2 Baths ⋅ 11959745 MLS
Golf Cart Not Included!! Lakefront living takes center stage at 262 Alpine Drive, a newly listed 1984 manufactured home in Winter Haven's Swiss Village. Offering 1,292 square feet, two spacious bedrooms, two updated full bathrooms, and a Florida Room, this partially furnished residence pairs polished improvements with captivating views of Lake Henry. A generous added room (approx adding around 450 sq ft) adapts beautifully as a family room, game room, or seasonal storage area. Sunlight pours through abundant thermal-pane exterior windows, many frosted and tinted for comfort and privacy. Four sets of sliding glass doors and removable double French doors create a graceful connection between indoor gathering spaces and the waterfront. The renovated kitchen features appliances, including a 2024 dishwasher plus a 2022 stove and microwave; the refrigerator, washer, and dryer also convey. Outside, an extra-wide driveway leads to an all-aluminum carport with a 25-year mold-free guarantee. The lanai received new insulated roofing in 2024, likewise guaranteed mold-free. An approximately two-year-old roof and central air (2013). Best of all, the improved deck and private dock invite boating, sunset cocktails, and quiet mornings beside the lake. Enjoy watching the launches that happen from Cape Canaveral from your dock. Swiss Village complements the setting with two pools, Jacuzzi spas, championship shuffleboard courts, miniature golf, private boat docks, and a large clubhouse filled with activities. The pet-friendly community's $856 monthly lot rent includes trash service, amenities, and pass-through tax. With refined updates, flexible living space, and a front-row seat to Lake Henry, this home makes every Florida day feel like an escape. OUT OF TOWN!?!? NO WORRIES, WE CAN DO VIRTUAL SHOWINGS AND WE ARE ABLE TO DO PAPERWORK REMOTELY. FEEL FREE TO CALL, TEXT, OR EMAIL ME. I LOOK FORWARD TO BEING YOUR RAY OF SUNSHINE AND HELPING YOU CALL YOUR NEW HOUSE A HOME! All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass-on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community/park manager. Our company is not responsible for quoting said fees or policies. Financing is available through 3rd party lenders. Please contact the sales agent for additional informatio.

262 ALPINE DRIVE, #262 Unit #262, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales
119 Lantern Lane, Winter Haven
$210,000
2 Beds ⋅ 2 Baths ⋅ O6438052 MLS
Virtually Staged. Step into this inviting 2-bedroom, 2-bath home in the heart of Winter Haven, offering comfort, convenience, and classic Florida charm. The open, well-appointed kitchen features abundant cabinetry. The rest of the home has tile flooring throughout, creating a bright and easy-to-maintain living space perfect for everyday enjoyment. A 2-car carport adds excellent functionality and covered parking, while the home’s prime location places you just moments from Legoland and a quick, easy drive to the Disney and Universal entertainment corridors—ideal for fun-filled weekends or hosting visiting family and friends. Homes offering this blend of value, location, and lifestyle don’t stay available for long. Make your move before this one slips away.

119 Lantern Lane, Winter Haven

Listing courtesy of MARK SPAIN REAL ESTATE. 855-299-7653
508 Eagle Pond Drive Unit 508, Winter Haven
$154,500
2 Beds ⋅ 2 Baths ⋅ P4939449 MLS ⋅ 5 BLDG.
Great Price! A Pristine 2 bed/2 bath condominium, Conveniently located in Cypresswood Golf & Country Club, on Dundee Rd near HWY 27. 2026 UPDATES - BRAND NEW hot water heater, countertops throughout, dishwasher, microwave, disposal, kitchen faucet. 2 year old energy efficient AC. Featuring 9' Ceilings, Crown Molding, 2" Blinds and Ceiling Fans throughout. You will love the spacious kitchen with pantry & lots of counter space. Both bedrooms feature walk in closets. Ample amount of closet space plus an outside storage room & assigned parking. Cypresswood residents enjoy a resort and country club lifestyle! There's an 18 hole championship golf course with a Clubhouse that offers chef prepared meals & live music. Also open to the public. Additional owner amenities include Brand New tennis & pickleball courts, and a half Olympic size pool. Located just minutes from trendy downtown Winter Haven, convenient to Hwy 27 & I-4. Close to Legoland, Bok Tower, shopping, dining, hospital and medical facilities. Just 5 minutes to BRAND NEW Publix and ALDI grocery's, 7-11 gas station & McDonalds.

508 Eagle Pond Drive Unit 508, Winter Haven

Listing courtesy of CHAIN OF LAKES REALTY INC. 863-287-4679
325 Donald Lane, Winter Haven
$65,000
S5156689 MLS
BUILD YOUR FLORIDA DREAM HOME OR BRING YOUR MANUFACTURED HOME! Looking for affordable land in Winter Haven where you can bring your own vision to life? This 0.26-acre residential lot on a cul-de-sac offers an exciting opportunity for homeowners, investors, and buyers specifically searching for a property where a mobile/manufactured home may be permitted. Located on Donald Lane in the Tanamora area, this property offers a quiet residential setting toward the end of a dead-end street while remaining conveniently located near Winter Haven’s shopping, dining, recreation, and major roadways. Whether you’re looking to build a traditional site-built home or place a qualifying mobile/manufactured home, this property provides the flexibility many land buyers are searching for. With NO HOA! This could be an excellent opportunity for buyers who have found that many other lots have restrictions on manufactured homes. Bring your plans, your vision, and your Florida dream! Opportunities to find a residential lot with this type of flexibility can be limited, so don’t miss the chance to explore what this Winter Haven property has!

325 Donald Lane, Winter Haven

Listing courtesy of TRANSCONTINENTAL REALTY GROUP,. 407-401-8522
101 Oak Tree Blvd, #203 Unit #203, Winter Haven
$159,900
3 Beds ⋅ 2 Baths ⋅ 11959526 MLS
3bedroom/2bath/1,262sf/$159,900/Winter Haven Oaks/#203 PRICE REDUCED TO SELL, SELLER VERY MOTIVATED!! Gorgeous 3-bedroom,2-bath home built in 2023!! This beautifully appointed home offers modern upgrades and has been lovingly maintained. situated on a desirable corner lot, it features a spacious layout, a private rear lanai perfect for relaxing, and a convenient inside laundry room. Beautifully cared for and move-in ready, this home is a must see!!

101 Oak Tree Blvd, #203 Unit #203, Winter Haven

Listing courtesy of Kim Morrill with CRF Communities
1550 36th Street Nw, Winter Haven
$164,900
3 Beds ⋅ 1 Baths ⋅ TB8544010 MLS
Welcome to this charming 3-bedroom, 1-bathroom single-family home in Winter Haven, FL, offering a great opportunity for a first-time home buyer or real estate investor. Major updates include a 2-year-old septic system, 3-year-old AC that has been professionally maintained annually, and a NEW ROOF to be installed at closing, with reasonable offer. Recently painted inside and out, this home feels fresh and ready for its next owner. The kitchen also has new counter tops! Enjoy Florida living from the covered back porch, perfect for relaxing or entertaining. Conveniently located with access to US-27, US-17, the Polk Parkway and I-4, making travel throughout Central Florida, Tampa and Orlando easily accessible. Whether you’re searching for your first home or your next investment property, this Winter Haven home is one to see!

1550 36th Street Nw, Winter Haven

Listing courtesy of THE WILKINS WAY LLC. 407-874-0230
2510 Cypress Gardens Boulevard, Winter Haven
$849,900
5 Beds ⋅ 3 Baths ⋅ O6437789 MLS
Set along the shoreline of Lake Florence, this distinctive 0.83-acre waterfront parcel extends 367 feet in depth and includes 87 feet of lake frontage. Lake Florence is an independent 74-acre lake with a county-owned park but no public boat ramp. The property’s concrete boat-launching pad, dock, boathouse, and lift provide on-site access for boating, water skiing, paddling, and fishing. The parcel contains two detached residences and is coded as Multiple SFR in Polk County property records. Together, the residences encompass 3,482 square feet of combined heated living space and 5,094 total square feet under roof, divided between a two-bedroom, two-bath primary residence with a flexible studio and a detached two-bedroom, one-bath cottage. The 2,311-square-foot primary residence, built in 1985, includes a spacious primary suite and a second bedroom configured as a den with fireplace and Murphy bed. The studio/flex room has its own side entry and an auxiliary appliance station with an 18-inch dishwasher, refrigerator and freezer drawers, ice maker, and microwave, adding flexibility for entertaining, guest accommodations, or additional living space. The recently updated kitchen features quartz countertops, a substantial island with seating for five, induction cooktop, double ovens, coffee bar, and generous pantry. Expansive sliding glass doors and the dining room’s oversized window capture sweeping views of Lake Florence. New luxury vinyl plank flooring extends throughout the main living areas, while fresh interior paint complements the recent updates throughout the primary residence. The HVAC system was replaced in 2020. The primary bath includes a steam shower and refined vanity, while the secondary bath includes an oversized quartz vanity and newly installed Kohler shower. A 30-foot lakefront deck includes a screened area for additional outdoor living space. The detached 1,171-square-foot cottage, originally constructed in 1958, includes two bedrooms, one bath, a comfortable living area, and a spacious full eat-in kitchen , with crown molding throughout. Set apart from the primary home, it provides flexible separate living or workspace while remaining part of the unified property. A spacious 15-by-14-foot screened porch overlooks the surrounding landscaping. Each residence has its own electric meter and septic system; the primary residence’s septic system was replaced in 2020. The homes share a water meter and driveway. Both residences feature concrete-block construction, new roofs, screened outdoor porches, interior laundry areas, and Ecobee thermostats. An additional (3rd) washer and dryer are located in the cottage’s attached garage. Major appliances in both residences convey with the property. The lakefront grounds provide open space for outdoor living and sunrise views across Lake Florence. Parking includes a 2.5-car carport, 1.5-car garage, and additional off-street parking. This uncommon combination of two detached residences, substantial covered area, boating infrastructure, and flexible living space distinguishes the property in Winter Haven.

2510 Cypress Gardens Boulevard, Winter Haven

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

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