Location: Winter Haven
Do Not Show Listings
3927 PALAZZO PL, WINTER HAVEN, FL 33884
$300,000145 Days on yellowkey MLS ID: O6383833
REDUCED by $3,000 (1.0%) on 06/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1597 Built: 2023Monthly Fee: $40 Tax: $4,716 (2025)Community: Villamar Ph 4Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,716
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Do you want to own a true one of a kind? A true one of one? This is truly a special opportunity to own a home that is as unique as it is inviting. This property is the FINAL Amarylis model available in the entire community — a rare find that offers both distinction and immediate availability. Unlike new construction opportunities that often involve lengthy build timelines, unexpected delays, and months of uncertainty, this home is completely MOVE-IN READY. No waiting, no construction process, no guesswork — just the ability to step inside and immediately begin enjoying your new home. From the moment you enter, the home creates a lasting impression. The soaring ceilings and welcoming walk-in foyer set the tone for a bright, open, and airy living experience. The elevated ceiling height dramatically enhances the feeling of space, giving the home a grand and expansive presence that feels far larger than expected. Natural light pours through the living areas, creating a warm and uplifting atmosphere throughout the day. Designed for modern living and meaningful moments, the open-concept floor plan encourages connection and comfort. The seamless flow between the kitchen, dining, and living spaces makes everyday life effortless while providing the perfect backdrop for gatherings, celebrations, and quiet evenings at home. Luxury vinyl flooring throughout the main living areas adds both style and durability, creating a cohesive and low-maintenance environment that complements any design aesthetic. Built in 2023, this residence offers the peace of mind that today’s buyers value most. Everything reflects newer construction standards, meaning you can enjoy your home without the typical concerns of replacing major components or tackling costly updates. Simply move in and focus on living. Adding even more value and convenience, the home includes a full security system with installed cameras that convey with the property, providing comfort and confidence from day one. With three bedrooms and two bathrooms, this home offers flexibility for a variety of lifestyles. Whether accommodating guests, creating a home office, or designing a playroom, the space adapts beautifully to your needs. The primary suite provides a relaxing retreat, complete with a spacious walk-in closet and a well-appointed bathroom featuring a dedicated vanity seating area — a small but meaningful touch that enhances everyday routines. Step outside and the lifestyle continues. A charming front porch offers a welcoming space to relax and unwind, while the backyard provides the perfect setting for entertaining, grilling, or enjoying peaceful outdoor moments. The included playground set adds both convenience and enjoyment. The location of the home is equally appealing, offering exceptional convenience with close proximity to a variety of shopping, dining, and everyday essentials. Residents also benefit from the community’s amenities, including a large resort-style pool with abundant seating and shaded cabana areas, as well as recreational spaces designed for enjoyment and leisure. This is more than just a home — it is an opportunity to skip the wait, avoid construction uncertainties, and immediately embrace a space designed for comfort, connection, and everyday living. Don’t miss your chance at beautiful, easy living!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Iliana Perez (407-990-7293)
649 BROADMOOR CIR, WINTER HAVEN, FL 33884
$149,700272 Days on yellowkey MLS ID: O6352259
REDUCED by $1,800 (1.2%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 1981Monthly Fee: $314 Tax: $2,570 (2024)Community: Cypresswood Golf VillasVilla
Taxes:$2,570
Tax Year: 2024
Remarks: UNDER MARKET VALUE!!! Brand NEW AC Fan motor, AC Amp Fuse and AC capacitor installed May 2026. Brand NEW fire/carbon monoxide detector alarms throughout the home. Welcome home to this beautiful 2-bedroom, 2-bathroom golf villa nestled within the beautiful Cypresswood Golf and Country Club in Winter Haven, Florida. Property is steps away from the golf clubhouse!!! Home features a stunning Florida room, ready for relaxation. Dry bar with sink in living room perfect for entertaining your guests. Step out to your outside patio for even more enjoyment. With access to golf, clubhouse, Restaurant, pool and recreational facilities, this home offers a low-maintenance lifestyle in an active and vibrant community. Legoland attraction is approximately 5 miles. Disney World, Orlando and Tampa attractions are within 30-60 minute driving distance. Opportunities like this don’t last long, Just buy and move in!!! CLEAN TITLE WITH NO LIENS. Property being sold AS-IS.
Listing is courtesy of: SUCCESS INVESTMENT REALTY (407-304-0490)
Listing Agent: Bill Sprys (407-574-9724)
132 DUVAL RD, WINTER HAVEN, FL 33884
$309,50043 Days on yellowkey MLS ID: O6412582
REDUCED by $5,500 (1.7%) on 06/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 1975 Tax: $3,491 (2025)Community: Eloise Woods East Lake Mariam UnitSingle Family
Taxes:$3,491
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: 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!
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880
$570,00067 Days on yellowkey MLS ID: L4961757
REDUCED by $5,000 (0.9%) on 06/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3086 Built: 2000Monthly Fee: $13 Tax: $5,683 (2025)Community: Grey Fox Hollow Ph ThreeSingle Family
Taxes:$5,683
Remarks: Welcome to 1413 Hidden Creek Lane—a beautifully maintained 4-bedroom, 2.5-bath residence with a spacious loft, perfectly situated on an expansive .75-acre homesite in one of Winter Haven’s desirable established communities. Offering the ideal blend of peaceful country-style living and convenient access, this property is centrally located to Florida’s world-renowned attractions, including Walt Disney World Resort, Universal Orlando Resort, and LEGOLAND Florida Resort, along with easy access to Gulf Coast beaches and Orlando’s premier shopping, dining, and entertainment. From the moment you arrive, you'll appreciate the home’s inviting curb appeal, highlighted by a charming Southern-style front porch with refreshed columns, creating timeless warmth and character. The scenic setting is truly special, featuring picturesque ponds, charming bridges, and peaceful natural surroundings, offering a park-like backdrop that makes everyday living feel like a retreat. Inside, the spacious floor plan offers room for everyone with 4 generously sized bedrooms, 2.5 baths, a versatile loft area, and an added enclosed rear playroom/flex space—perfect for a game room, homeschool area, fitness studio, or additional family living space. Thoughtful updates throughout include renovated bathrooms, tasteful touch-ups, new hardwood flooring in one bedroom, a brand-new well and filtration system, and a meticulously maintained HVAC system with annual servicing—providing comfort and peace of mind for years to come. For added value and security, the home is also equipped with a whole-house generator, a highly desirable feature that ensures convenience and preparedness year-round. Set on three-quarters of an acre, the outdoor possibilities are endless. Whether you envision a pool, garden retreat, entertaining space, or workshop, this oversized homesite provides the room to create it. A storage shed already on the property adds even more functionality for tools, hobbies, or extra storage needs. Offering space, charm, modern updates, and exceptional versatility, 1413 Hidden Creek Lane is a rare opportunity to enjoy tranquil living without sacrificing convenience.
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Vikki Thielen (863-604-6627)
258 TERRANOVA BLVD, WINTER HAVEN, FL 33880
$414,00069 Days on yellowkey MLS ID: TB8499276
REDUCED by $5,000 (1.2%) on 06/20/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2639 Built: 2006Monthly Fee: $55 Tax: $6,791 (2025)Community: Terranova Phase IvSingle Family
Taxes:$6,791
Remarks: Welcome to this beautifully renovated home located in a secure gated community, offering not only privacy and peace of mind but also a low annual HOA fee. This spacious property features 4 bedrooms plus a versatile bonus room and 3 fully remodeled bathrooms, thoughtfully designed to provide comfort for everyday living and privacy for guests. As you enter, you are welcomed by high ceilings and an open-concept layout filled with natural light, creating a bright and inviting atmosphere throughout the home. The interior showcases new flooring, fresh paint, and modern finishes that elevate every space. The kitchen has been fully updated with elegant cabinetry, gold hardware, spacious countertops, stainless steel appliances, and stylish lighting, all seamlessly connected to the main living areas, making it ideal for both daily use and entertaining. Both the kitchen and bathroom countertops feature high-quality quartz, offering durability, low maintenance, and a clean, modern look that enhances the overall design of the home. The primary bathroom offers a true luxury experience with floor-to-ceiling tile, a freestanding soaking tub positioned under a large window, a frameless glass shower with modern gold finishes, and a double vanity with contemporary mirrors and lighting. The additional bathrooms have also been completely renovated with clean, modern designs and high-quality materials. The home also includes a three-car garage and a large driveway, providing ample parking and storage space. The backyard offers a private outdoor area with plenty of potential for relaxation or future enhancements. Located in a quiet and well-maintained community, this property combines modern upgrades, functional layout, and an excellent location, making it a perfect option for both homeowners and investors seeking a move-in ready home.
Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)
Listing Agent: Jorge Orama (813-753-4656)
664 CLUBHOUSE RD, WINTER HAVEN, FL 33884
$235,00025 Days on yellowkey MLS ID: P4939078
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1395 Built: 1981Monthly Fee: $320 Tax: $2,327 (2025)Community: Cypresswood Villas/Green BldgTownhouse
Taxes:$2,327
Remarks: Situated in the desirable golfing community of Cypresswood Golf & Country Club, this lovely 2-bedroom, 2-bath townhome offers comfort, style, and beautiful golf course views. Upon arrival, you'll be welcomed by a charming courtyard adorned with pavers, creating a warm and inviting entrance. A glass storm door and smart lock entry provide both convenience and security. Inside, luxury vinyl plank flooring flows throughout the main living areas, enhancing the home's modern appeal and ease of maintenance. The open-concept floor plan features an updated kitchen with maple wood cabinetry embellished with brushed nickel hardware and soft-close hinges. Corian countertops beautifully complement the tile backsplash, while the custom center island serves as the heart of the home. Additional features include a stainless steel appliance package, recessed lighting, and a closet pantry for ample storage. The adjacent dining area is filled with natural light from an overhead solar tube skylight, creating a bright and cheerful space for meals and gatherings. The spacious living room features a convenient dry bar and oversized sliding glass doors that showcase peaceful views of the golf course. The primary bedroom suite serves as a relaxing retreat, offering dual closets and sliding glass doors leading to the Florida Room. The remodeled en-suite bathroom features a comfort-height vanity with Corian countertops, bronze fixtures, and a walk-in shower with a frameless glass enclosure and safety grab bars. The guest bedroom includes luxury vinyl plank flooring, a custom closet organizer system, and views of the private courtyard. The spacious Florida Room provides the perfect place to relax and unwind while enjoying tranquil golf course views through two oversized sliding glass doors. Additional Features: Laundry room with washer and dryer, Comfort-height toilets, Exterior lighting, Metal roof, Gutters with gutter guards. This home is being offered turnkey and fully furnished, making it truly move-in ready. Conveniently located within walking distance of the community clubhouse, restaurant, pub, swimming pool, and tennis courts, this property offers exceptional accessibility to Cypresswood's amenities. The monthly HOA fee of $320 includes: Exterior painting Roof maintenance Lawn care Additional memberships are available for golf and fitness center access. The picturesque Cypresswood Golf & Country Club features beautifully maintained grounds, a 24-hour manned gated entrance, and a welcoming lifestyle centered around golf, recreation, and community living.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
814 SUN BURST RD, WINTER HAVEN, FL 33880
$329,000118 Days on yellowkey MLS ID: S5145959
5 Days Off yellowkey (back on 4/13/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2023Monthly Fee: $47 Tax: $6,036 (2025)Community: Squires Grove Ph 2Single Family
Taxes:$6,036
Remarks: Under contract-accepting backup offers. This 2022-built 'Hayden' model in Squires Grove surpasses new construction, offering five generously sized bedrooms and a flexible open-concept floor plan. The property features a bright, south-facing backyard, ideal for enjoying Florida afternoons, a contemporary kitchen equipped with granite countertops, and the assurance of a low-risk Flood Zone X designation. Avoid the typical waiting period for new construction and transition into this energy-efficient smart home promptly. This residence is perfectly suited for either a primary dwelling or an investment opportunity. We encourage you to schedule an appointment to view the home today.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Delaindse Leon (407-791-7595)
137 LOWELL RD, WINTER HAVEN, FL 33884
$275,00067 Days on yellowkey MLS ID: L4961735
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1435 Built: 1964 Tax: $3,127 (2025)Community: Garden GroveSingle Family
Taxes:$3,127
Remarks: One or more photo(s) has been virtually staged. Beautifully renovated home with ALL NEW WINDOWs, Newer AC, and NEW APPLIANCES in the heart of Winter Haven! Located 2.1 miles to LEGOLAND Florida Resort, this home is ideal as a primary residence, vacation home, or investment opportunity. Conveniently close to shopping, restaurants, and medical facilities, with easy access to everything Winter Haven has to offer. This move-in ready property features updated finishes throughout and offers the perfect combination of comfort and convenience. Enjoy a large fenced backyard with plenty of space for entertaining, pets, or outdoor activities. Don’t miss your chance to own this charming home in a prime location!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Twinkle Robinson (863-860-6645)
1355 BENEVENTO DR, WINTER HAVEN, FL 33884
$319,90028 Days on yellowkey MLS ID: P4939067
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 2020Monthly Fee: $15 Tax: $5,895 (2025)Community: Villamar Ph 2Single Family
Taxes:$5,895
Remarks: Welcome home to this beautifully maintained 4-bedroom, 3-bathroom home in the desirable Villa Mar community of Winter Haven! Built just 5 years ago, this spacious home offers nearly 2,000 square feet of thoughtfully designed living space and features fresh interior paint, brand-new carpet in all bedrooms, and a fully equipped kitchen with all appliances included, including the washer and dryer. Enjoy peace of mind with a regularly maintained HVAC system, alarm system, and full irrigation system. The oversized fully fenced backyard is larger than many comparable homes in the community and features gates on both sides, providing plenty of room for pets, play, entertaining, or even a future pool. One of the standout features of this home is the solar system, which will be paid off with a full-price offer, allowing the new owner to enjoy significantly reduced utility costs, with the previous owner averaging approximately $80 per month in electric bills. The newer construction may also offer savings on homeowner's insurance compared to older homes. Villa Mar residents enjoy access to a beautiful resort-style pool, playground, and convenient proximity to shopping, dining, schools, and major roadways. This move-in ready home combines comfort, efficiency, and value in one exceptional package. **Owner is Licensed Realtor**
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Krystal Maddox (863-514-6555)
133 EL DORADO, WINTER HAVEN, FL 33884
$255,00029 Days on yellowkey MLS ID: R4911459
0 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 1976Monthly Fee: $100 Tax: $3,275 (2025)Community: Florida Highland CoSingle Family
Taxes:$3,275
Remarks: Charming and well-maintained and can be your HOME in Winter Haven! This property features a functional open concept floor plan with spacious living areas to entertain the entire family. This property is perfect for starter or investment! Schedule your private showing today. Buyer shall verify all the measurements provided herein.
Listing is courtesy of: HOMES UNLIMITED REAL ESTATE CORP (407-378-5600)
Listing Agent: Waleska Rodriguez Leon (407-929-2734)
419 AVENUE M NE, WINTER HAVEN, FL 33881
$235,99962 Days on yellowkey MLS ID: TB8507931
REDUCED by $9,000 (3.7%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1946 Tax: $1,957 (2025)Community: Silvercrest AddSpa: NoSingle Family
Taxes:$1,957
Remarks: MOTIVATED SELLERS Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and style. New roof 2022. Renovated bathrooms. Step inside to find a bright and inviting floor plan with spacious living areas, abundant natural light, and a warm, welcoming atmosphere throughout. The kitchen features ample cabinet space, and a convenient layout ideal for both everyday living and entertaining with direct access to the back patio. The master bedroom offers a private retreat with an en-suite bathroom and generous closet space that is connected directly to the large laundry room. The additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a spacious, fenced in yard with plenty of room for relaxing, gardening, or hosting gatherings. Conveniently located near Polk State College, Winter Haven schools, and just minutes away from downtown Winter Haven. This home combines peaceful living with everyday convenience. Perfect opportunity for first time homebuyers or rental property! Don’t miss the opportunity to make this move-in-ready home your own!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
5457 HOGAN LN, WINTER HAVEN, FL 33884
$589,00098 Days on yellowkey MLS ID: P4938326
1 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2676 Built: 2013Monthly Fee: $5 Tax: $8,313 (2025)Community: Lake Ashton West Atlee AddSpa: YesSingle Family
Taxes:$8,313
Remarks: Under contract-accepting backup offers. Welcome to 5457 Hogan Lane, Winter Haven, FL, a stunning home with lake views and a SPOOL (8x16) in Lake Ashton, an Exclusive 55 Plus community with Resort Style Amenities & Planned Activities! The CDD Debt has been PAID IN FULL on this home. This Ashton Floor plan home with an oversize garage(30x23) features a double car entry & separate single car entry. It has amazing curb appeal with flower bed retaining walls and additional pavers. This 4 bedroom / 2 Bath home is positioned on an oversized lot with no rear neighbors; this property offers an exceptional level of privacy and space and amazing water views. Designed with a thoughtful layout and a luxurious blend of upgrades, this home is both elegant and highly functional. The gourmet kitchen features SS appliances, Vented range with applique & induction cook top, expansive cabinetry, granite counter tops, under cabinet lighting, single level breakfast bar, recessed lighting for ambiance and accent. It opens seamlessly into a spacious family room with trey ceiling, creating the perfect space for entertaining, while a large formal dining room provides an ideal setting for gatherings and celebrations. Offering an abundance of natural light, this upgraded home features: upgraded Casement Windows, Plantation Shutters, Triple Sliders that stack into a pocket in the LR, Engineered hardwood flooring, front entry with double doors and screened enclosure, an epoxy garage floor, whole house surge protector, whole house water treatment equipment (Culligan), Crown Moulding, 250 gallon Propane tank that services the Spool, newer carpet in 2 bedrooms, utility sink in the laundry/flex room, Magic Chef wine cooler in the flex room, silhouette and slider shades, Rheem Platinum 50 Gallon Heat Pump Electric Water Heater, Roof Replacement (2023), newer garage door openers, LG French Door Refrigerator (2024), complete lanai paver resetting, Home Exterior painted (2024), complete lanai rescreen (2024), resealed all pavers (2024) 2 Pumps and Motor Replacement for the SPOOL ( 2025) and Master Temp 400,000 BTU Gas Heater for Spool (2025). These upgrades enhance the home's upscale architectural appeal. Additional living spaces include an oversized Bedroom 2 and Guest Bath. The laundry/flex room has a generous amount of shelving & counter top space, ideal for crafts & storage needs. The generously sized Primary suite with walk in closets serves as a peaceful retreat with a luxurious En-suite bathroom. The Primary Suite has Engineered Hardwood floors, French Doors that lead to the Outdoor Living area and Trey Ceiling. The Primary Bath features a large soaking tub, His and Her Vanities, Oversized Walk In Shower and separate Water Closet. A cozy eat-in kitchen nook offers the perfect spot for casual meals. The screened lanai with lake view is a true highlight—complete with a SPOOL, perfect for relaxing in the Florida sunshine. The oversized lot not only enhances curb appeal but also provides rare privacy in community living. Located in Lake Ashton, residents enjoy a vibrant, resort-style lifestyle with access to a 36-hole private golf course, two community clubhouses, resort-style swimming pools, tennis and pickleball courts, fitness centers, a bowling alley, movie theater, ballroom, craft and game rooms, an on-site Pro Shop and bar, and a calendar full of clubs and social events. The community is golf cart-friendly, making it easy to explore and enjoy everything it has to offer.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
1912 CARNOSTIE RD, WINTER HAVEN, FL 33884
$245,00033 Days on yellowkey MLS ID: P4939016
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1464 Built: 2022Monthly Fee: $9 Tax: $5,334 (2025)Community: Villamar Ph 3Single Family
Taxes:$5,334
Remarks: Short Sale. This home is located in Villamar Subdivision in Southeast Winter Haven. It was built in 2022, and it features a nice open concept with split bedroom plan, inside laundry room, and an open kitchen with a large island. The home has ceramic tile and wood flooring throughout for ease of living. The kitchen features stainless steel appliances package with granite countertops. Other features of this home include a two-car garage, vinyl fencing, and beautiful landscaping. The community features a community pool and playground to enjoy!
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
333 LAKE HOWARD DR NW #212A, WINTER HAVEN, FL 33880
$76,50091 Days on yellowkey MLS ID: S5147514
REDUCED by $2,500 (3.2%) on 06/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1974Monthly Fee: $441 Tax: $952 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$952
Remarks: Under contract-accepting backup offers. Wake up to views of Lake Howard and enjoy maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. From the bright Florida Room to the lakeside atmosphere and community amenities, this condominium offers the relaxed lifestyle many buyers move to Florida to find. Conveniently located less than 25 feet from the elevator, this furnished 2nd story condominium features a spacious great room, open dining area, and a pass-through window connecting the kitchen to the main living space. Natural light fills the home, highlighting the laminate and tile flooring throughout. The primary bedroom easily accommodates a king-sized bed with room for additional furniture and offers views of the community pool and cabana area. The en-suite bathroom includes a walk-in closet and walk-in shower. The second bedroom is across the hall from the main bathroom and primary bedroom. The Florida Room gives you pool and cabana views with sliding glass door separating it from the Great Room. Imperial Harbours amenities include a community pool and cabana, shuffleboard courts, fishing pier on Lake Howard, extra storage space, and a reserved covered parking spot. Lake Howard is part of Winter Haven’s famous Chain of Lakes, and downtown Winter Haven is located just across the lake for convenient access to shopping, dining, entertainment, and local events. Enjoy low-maintenance living, scenic surroundings, and the comfort of a well-established owner-occupied community with no leasing allowed.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Ryan Odenweller, Llc (863-271-7882)
6643 WESTCHESTER DR NE, WINTER HAVEN, FL 33881
$174,90099 Days on yellowkey MLS ID: L4960802
REDUCED by $10,100 (5.5%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1456 Built: 1990Monthly Fee: $46 Tax: $604 (2025)Community: Lake N Golf Estates AddManufactured Home
Taxes:$604
Remarks: Welcome to easy Florida lake view living in this beautifully updated 2-bedroom, 2-bath home located in a friendly 55+ no pet community on the shores of sparkling Lake Henry in sunny Winter Haven. Offering 1,456 square feet of comfortable living space, this well-loved home has been thoughtfully improved from top to bottom and is ready for its next owner. Step inside to find a bright and inviting interior featuring all new flooring, updated lighting, and ceiling fans throughout. The completely renovated kitchen is a standout, showcasing soft-close cabinetry with convenient pull-out drawers, providing both style and functionality. Both bathrooms have been tastefully remodeled, offering a fresh, modern feel. Major updates include a new roof, new AC system, new dual-pane double tilt-in windows, new skylights, and a new electrical panel—giving peace of mind for years to come. The guest bedroom comes fully furnished, making it perfect for visiting family or friends. Enjoy year-round relaxation in the Florida room, complete with its own heating and cooling, or step outside to the private backyard patio surrounded by beautiful landscaping and a full irrigation system. Enjoy lake view from both front and rear of this beautiful home! This home offers the perfect blend of comfort, convenience, and low-maintenance living in a welcoming lakefront community. Call today to schedule your private tour!
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Laura Villardi (317-402-6277)
2600 LUCERNE PARK RD #521, WINTER HAVEN, FL 33881
$169,00039 Days on yellowkey MLS ID: P4938931
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 845 Built: 1986Monthly Fee: $345 Tax: $1,035 (2025)Community: Lake Point LandingSpa: NoTownhouse
Taxes:$1,035
Remarks: Located in the highly desirable 55+ community of Lake Point Landing, this charming 2-bedroom, 2-bath waterfront townhome offers direct views of beautiful Lake Smart and access to Winter Haven’s renowned Chain of Lakes. Upon arrival, you’re welcomed by a covered front porch and a glass storm door. Inside, the open-concept floor plan features a spacious living room enhanced by vaulted ceilings, transom windows, and sliding glass doors that showcase stunning lakefront views. The galley-style kitchen features wood laminate flooring, a stainless steel appliance package, and cream-colored cabinetry accented by brushed nickel hardware that perfectly complements the granite countertops. A charming garden window above the sink provides the ideal space for growing fresh herbs. Adjacent to the kitchen is a cozy dining area, perfect for casual meals and entertaining. Space-saving pocket doors lead to the primary bedroom suite, which offers beautiful waterfront views, chair rail molding, laminate wood flooring, and sliding glass doors that open to the screened lanai. The primary en-suite bathroom includes a vanity adorned with granite countertops, a linen closet, and a walk-in shower equipped with safety grab bars. Outdoor living is a true highlight of this home. The screened-in lanai provides breathtaking views of Lake Smart and serves as the perfect setting for relaxing, enjoying your morning coffee, or entertaining guests while taking in the tranquil waterfront scenery. Additional Features Guest bedroom and guest bathroom Washer and dryer included Architectural shingle roof (2023) AC system (2022) with a 10-year transferable warranty Community Amenities Low monthly HOA fees of $345 include: Lakefront community clubhouse Screened-in swimming pool Lawn maintenance Sewer and trash service Boat dock and boat slips available on first come basis Nestled along the shores of Lake Smart, this lovely home offers a peaceful waterfront lifestyle while remaining conveniently close to shopping, restaurants, and Willowbrook Golf Course.
3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$304,000111 Days on yellowkey MLS ID: P4938216
REDUCED by $2,500 (0.8%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1729 Built: 2005Monthly Fee: $210 Tax: $3,251 (2025)Community: Osprey PointeSingle Family
Taxes:$3,251
Elementary School: Garden Grove Elem
Remarks: **SELLER IS OFFERING UP TO $2500 TO ASSIST BUYER WITH CLOSING COSTS** Located in Osprey Pointe on Lake Ned, 3905 Osprey Pointe Cir. is everything you've been looking for in the heart of Central Florida. This 3 bed, 2 bath home was built to last and withstand anything that comes it's way. Using solid poured concrete tilt walls, the house is incredibly strong and comfortable. Offering over 1700 square feet of air conditioned space, you will never feel confined. The family room, kitchen and dining area have soaring vaulted ceilings, while the primary bedroom feels spacious with a beautiful tray ceiling. The kitchen has many upgrades including solid cabinets, granite counter tops and a natural gas range. You'll also have access to the community clubhouse, pool and dock. With a location just minutes from great shopping, restaurants, grocery stores, medical facilities and Legoland! This home is in great shape and has a wonderful location. It will not last long, come see it before it's gone.
Listing is courtesy of: STRAIGHT UP REALTY & PM LLC (863-698-7547)
Listing Agent: Cole Bataille (863-698-7547)
95 PARSON DR, WINTER HAVEN, FL 33884
$115,000347 Days on yellowkey MLS ID: P4935492
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1984Monthly Fee: $282 Tax: $1,200 (2024)Community: Orange Manor West Coop IncManufactured Home
Taxes:$1,200
Remarks: This 3-bedroom, 2-bath home located in the community of Orange Manor West is perfect for settling into an active community for the 55+. The home features metal roof, vinyl siding, carport, outside storage and corner lot. Inside home has a spacious living /dining room combo, a nicely sized open kitchen, inside laundry room, with luxury vinyl and carpet highlights the interior. The community of Orange Manor has an active community with pool, putt putt golf, clubhouse, and other amenities. Located conveniently in Southeast Winter Winter Haven with ease of access to Highway 27. Check this one out today! *Agents, please read MLS remarks.*
3080 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
$224,99027 Days on yellowkey MLS ID: O6417849
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1386 Built: 2026Monthly Fee: $193 Tax: $32 (2025)Community: Serenity At Peace Creek ThTownhouse
Taxes:$32
High School: Bartow High
Middle School: Bartow Middle
Remarks: Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
75 SUNSET VIEW DR #75, WINTER HAVEN, FL 33884
$405,00059 Days on yellowkey MLS ID: P4938635
REDUCED by $10,000 (2.4%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2249 Built: 1990Monthly Fee: $590 Tax: $3,653 (2025)Community: Winterset 04 A Condo Ph 01Condo
Taxes:$3,653
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: Beautiful lakefront living awaits in the gated community of Winterset! This beautifully maintained 2-bedroom, 2-bathroom condo with an attached one-car garage offers stunning lake views, abundant natural light, and unique architectural details throughout. Inside, you’ll find beautiful cork flooring, specialty tray ceilings, and a cozy library area complete with custom built-in shelving. The spacious enclosed Florida room is a true showstopper, featuring floor-to-ceiling windows overlooking the lake, creating the perfect space to relax and enjoy breathtaking water views year-round. The oversized primary suite offers a spacious layout with dual sinks, a walk-in closet, and a peaceful retreat-like feel. The large custom kitchen is a chef’s dream, complete with a gas stove, ample cabinetry, generous counter space, and plenty of storage for all your culinary needs. Enjoy the beautiful community amenities that include a pool, tennis courts, and the security and privacy of this sought-after gated neighborhood. Conveniently located near Legoland, shopping, dining, and everyday conveniences. This lakefront condo perfectly blends comfort, elegance, and Florida lifestyle living.
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Jill Lingenfelter (863-242-0900)
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