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$285,000
2 Beds ⋅ 3 Baths ⋅ Casarena On Lakes SubDv. ⋅ 33881 Zip Code
Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and meticulously maintained home is set up just right for indoor and outdoor living. The first floor is an open design with the fireplace separating the living and dining area. Enjoy granite countertops and updated appliances in the spacious kitchen that provides the perfect setting to create all of your favorite culinary delights. The living area is a versatile space with a cove for a hosting or exercise area. The main floor is also equipped with a half bath. Head upstairs to the loft that overlooks the living area and separates the two bedrooms. The primary bedroom leads to an open balcony on one side and an updated bathroom on the other. Both bedrooms are oversized with plenty of closet space. The new metal roof was installed in October 2023, The HVAC system has been well maintained, there is a new water heater and the home is also equipped with a whole home generator that is tested regularly. Enjoy the community pool, tennis or pickleball court and access to Lake Cannon, which is on the Winter Haven Chain of Lakes. Downtown Winter Haven is only 10 minutes away and you have quick access to Hwy 92 and 27. Call today for your private showing.

21 Casarena Court, Winter Haven
$354,999
4 Beds ⋅ 3 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code
Discover this must-see Tourmaline home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering 42" cabinets, quartz countertops, a roomy pantry, a center island and an adjacent dining area; a beautiful primary suite showcasing an immense walk-in closet and a private bath; a convenient laundry; an airy loft; a storage area and a covered patio. This home also offers ceiling fan prewiring in select rooms. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5331 Mickey Avenue, Winter Haven
$699,000
4 Beds ⋅ 4 Baths ⋅ Renaissance SubDv. ⋅ 33884 Zip Code
MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area. Key Features: • Prime Location: Enjoy boat access to Lake Winterset in the chain of lakes and proximity to metro Orlando and Tampa, as well as attractions like Disney and Legoland. • Resort-Style Amenities: Full pickleball and basketball courts for active living and recreation. • Elegant Design: • Wide crown molding and baseboards throughout • 12-foot ceilings and 8-foot doors for an open and airy feel • Three sets of French doors leading to outdoor spaces • His and her walk-in closets for ample storage • Dedicated office space and formal dining room for entertaining Kitchen & Appliances: • Gourmet Kitchen: All stainless-steel kitchen appliances, including a 2022 French door refrigerator. • Smart Home Technology: Equipped with a Schlage keyless entry front door for added security and convenience. Security & Maintenance: • Advanced Security System: NASA security system with 5 cameras and motion sensors for peace of mind. • Irrigation System: 6-zone irrigation system with a separate well, updated in April 2025. Outdoor Oasis: • Salt Water Pool: Installed in 2021, with a new pool surface skimmer in 2025. • New HVAC System: Two 9-ton units refurbished in 2024, ensuring comfort year-round. • Natural Gas Tankless Hot Water Heater: Installed in 2020 for energy efficiency. • New Tile Roof: Installed in 2016, providing durability and style. • Flooring: New carpet, tile, and hardwood flooring installed in 2020. • Plantation Shutters: Added in 2020 for elegance and privacy. Waffle and Tray Ceilings: Transom windows enhance the natural light and aesthetic appeal. All windows were replaced in 2018 for energy efficiency. Additional Features: • Garage Storage: Gladiator metal garage storage system for organization. • Furniture Negotiable: Some furniture items may be negotiable for interested buyers. • Professional Landscaping: Newly updated landscaping in 2025 enhances curb appeal. This luxurious custom-built home is a true paradise waiting for you to call it your own. Don’t miss out on this incredible opportunity! Contact us today to schedule a viewing!

237 Mclean Point, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
NEW PRICE REDUCTION!! Very well kept home on your own lot. No lot rent here! Low HOA of only $65 a month. Garden Grove Oaks is a well-kept and managed over 55 park in a great location in SE Winter Haven. Home has 2 bedrooms and 2 full bathrooms. Kitchen and dining area have tons of cabinets and storage for all your dishes and cookware and includes a closet pantry. There is a wet bar in the dining area with a small sink, open shelves and cabinet storage underneath. The opposite side of the dining room has a built-in china cabinet. Main bedroom is a great size with a walk-in closet and small bathroom with tub and tiled shower. Second bedroom has door opening to nice-sized bathroom with large sink and cabinets and a shower/tub combination. Home has a membrane roof that was installed in spring of 2014. York air conditioner is 8-9 years old. Nice large laundry room has Bosch washer and dryer. Back screened porch is always cool! HOA fee includes use of the clubhouse with many activities planned every month. There is a billiard room, card and game room with library and puzzles to check out, large event area, and great kitchen. Huge heated pool and spa for all residents and their guests. There is a screened-in area with a grill for Bar-B-Q's with family and friends. There is also a shuffleboard court. HOA is an award-winning association. Community is close to a Super Walmart and grocery stores as well as shopping and restaurants. Only minutes to Hwy. 27! Winter Haven is famous for its Chain of Lakes! Where else can you find all of this for only $129,900? Please make an appointment to see this great home today!

6033 Grand Oaks Drive Se, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Peace Creek Reserve SubDv. ⋅ 33884 Zip Code
***SELLER INCENTIVE! Seller offering $3,000 credit to buyer that can be used toward closing costs or interest rate buy-down.*** Welcome home to this beautifully maintained 3-bedroom, 2-bath residence in the desirable Peace Creek Reserve community of Winter Haven! This inviting home features an open, split-bedroom floor plan with plenty of natural light and modern finishes throughout. The kitchen offers ample counter space, stainless steel appliances, and a breakfast bar that overlooks the spacious living and dining areas perfect for entertaining. The owner’s suite provides a peaceful retreat with a private bath and generous closet space. Step outside to enjoy your fully fenced backyard ideal for pets, play, and outdoor gatherings. Additional highlights include a two-car garage, covered entry, and a convenient location near shopping, dining, and top-rated schools. Don’t miss the chance to make this move-in ready gem your new home!

2307 Scarlet Avenue, Winter Haven
$385,000
5 Beds ⋅ 3 Baths ⋅ Jace Lndg SubDv. ⋅ 33881 Zip Code
Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residence provides nearly 2,700 square feet of living space designed for comfort, flexibility, and contemporary living. The open-concept layout features a bright and spacious great room, modern finishes, and a large kitchen with stainless steel appliances, ample cabinetry, and an oversized island perfect for family gatherings and entertaining. The first floor also includes a versatile flex room or optional sixth bedroom and a full bathroom, making it ideal for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a private retreat with a large walk-in closet and an ensuite bath featuring dual vanities and a walk-in shower. Four additional bedrooms and a convenient upstairs laundry room create plenty of space for the whole family. This home is built with durable block construction on both levels and includes smart-home technology with Alexa integration and energy-efficient systems throughout. Outside, enjoy the covered patio and spacious backyard — perfect for relaxing or hosting outdoor get-togethers. Conveniently located just minutes from downtown Winter Haven, Legoland, shopping, dining, and with easy access to I-4, this home combines modern comfort with everyday convenience. Don’t miss your chance to own this move-in-ready home in one of Winter Haven’s most desirable communities.

344 Alexzander Way, Winter Haven
$247,500
Millers Lndg 3 SubDv. ⋅ 33884 Zip Code
NEW PRICE POINT!!! HALF ACRE TRUE LAKEFRONT BUILDING LOT IN SOUTHEAST WINTER HAVEN!! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

7376 Bent Grass Drive, Winter Haven
$247,500
Millers Lndg 3 SubDv. ⋅ 33884 Zip Code
JUST REDUCED!!! SOUTHEAST WINTER HAVEN! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING WITH 100 FT. ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

7374 Bent Grass Drive, Winter Haven
$349,000
5 Beds ⋅ 3 Baths ⋅ Squires Grove Ph 2 SubDv. ⋅ 33880 Zip Code
Welcome home to this beautiful 2-story BLOCK HOME built in 2022 - still feels LIKE NEW and full of warmth and charm! This home offers INCREDIBLE SPACE, BRIGHT ROOMS, and a PEACEFUL WATER VIEW - perfect for family living and entertaining. Step inside to a welcoming foyer that opens to a FLEX ROOM - perfect for a formal dining room, formal living room or office. The kitchen is truly the HEART OF THE HOME, featuring a WALK-IN PANTRY, PLENTY OF CABINETS, LOTS OF COUNTER SPACE, a BREAKFAST BAR for quick meals, and an EAT-IN DINING AREA that opens to the FAMILY ROOM and SLIDING GLASS DOORS that lead to a FULLY FENCED BACKYARD with LAKE VIEWS. Downstairs also includes a FULL BEDROOM and FULL BATHROOM, great for GUESTS or IN-LAWS. Upstairs, you’ll find a LARGE MASTER SUITE with TWO WALK-IN CLOSETS and DOUBLE SINKS. There’s also an additional BONUS/FLEX ROOM that can be used as a game room, family room and/or den/office. Four additional SPACIOUS BEDROOMS, a FULL HALL BATHROOM, and a CONVENIENT UPSTAIRS LAUNDRY ROOM make this home as functional as it is beautiful. MODERN UPGRADES include UPDATED LIGHT FIXTURES, LUXURY VINYL FLOORING, FRESH DESIGNER TOUCHES, and PLENTY OF NATURAL LIGHT throughout. With a 2-CAR GARAGE, FRONT PORCH, and HUGE BACKYARD overlooking the WATER, this home has everything your family needs! DON’T MISS OUT - homes with THIS MUCH SPACE, in LIKE-NEW CONDITION, and on THE WATER, don’t last long! Schedule your showing TODAY before it’s gone!

605 Honey Bell Road, Winter Haven
$390,000
4 Beds ⋅ 3 Baths ⋅ Ridge Acres Ph Ii SubDv. ⋅ 33880 Zip Code
Short Sale. Over a half-acre fenced in lot with a 4 bedroom 2 1/2 bath home with an office or den. Large family room with a separate formal dining room. Eat in kitchen with 2 pantry's. New roof in 2017-2018 and a new air conditioner in 2019. Great location minutes from State Road 60 and close to all the dining and theme parks and spring baseball field in Winter Haven.

Winter Haven
$303,000
3 Beds ⋅ 2 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Beautiful modern single-family home located in one of Winter Haven’s most desirable and peaceful communities. This charming residence features spacious living areas, a modern kitchen, and a cozy backyard perfect for relaxing or entertaining family and friends. Filled with abundant natural light, the home offers a warm, inviting atmosphere and a functional layout designed for comfortable everyday living. Conveniently located near Winter Haven’s renowned Chain of Lakes, residents can enjoy boating, fishing, and a variety of outdoor activities year-round. Just minutes from LEGOLAND Florida Resort, shopping centers, restaurants, schools, and local attractions, this property combines the charm of a welcoming community with the convenience of having everything you need nearby. Whether you're looking for your next home or a smart investment opportunity, this property is a must-see. Schedule your private showing today!

757 Reggie Road, Winter Haven
$579,900
4 Beds ⋅ 4 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code
Welcome to this refined sanctuary where timeless elegance meets Florida’s tranquil landscape. On a premium golf-adjacent lot within the guarded, gated community, 2964 Plantation Road blends gracious scale, luminous living and multi-generational flexibility in one seamless layout. Upon arrival, you are greeted by mature landscaping, a circular drive and side-entry access to a three-car garage, with stunning views of golf course fairways and water views. Enter inside to discover over 3,600 square feet of thoughtfully designed space. Formal living and dining rooms flow with grace and purpose, while a custom wet bar offers effortless entertaining. The split floor plan is crafted for privacy and connection. The primary suite is complete with dual vanities, walk-in closets, a garden tub, separate shower and private pool access. On opposite wing rests an en-suite bedroom, complete with full bath and independent access. Ideal for multigenerational living, guest privacy or an upscale in-law suite. Two additional bedrooms share a dual bath, while a half bath serves daily living or poolside use. Gourmet gathering begins in the kitchen, including a center island with gas range, generous counter space and views out toward the lanai. The breakfast nook offers a comfortable space for everyday dining, complemented by a nearby utility room and a flexible bonus room. Going outside, this home’s soul lives in its outdoor realm. A pool and spa, and a summer kitchen complete with built-in grill, sink and prep station, invite all-day alfresco living. A covered lanai frames those golf and pond vistas beautifully, offering shade and breeze for lounging or entertaining. Cypresswood is a full-amenity, guard-gated community with an 18-hole golf course, clubhouse with restaurant and lounge, tennis and pickleball, fitness/wellness center, and social programming. A $10,000 seller concession and one-year home warranty.

2964 Plantation Road, Winter Haven
$400,000
4 Beds ⋅ 2 Baths ⋅ Gates Of Lake Region SubDv. ⋅ 33881 Zip Code
ALMOST PARADISE! Enjoy the peaceful surroundings and relaxing environment from this 2142 SF executive style home located in The Gates of Lake Region, a well maintained and GATED community close to the Winter Haven Country Club! NEED SPACE? This customized 4BR/2BA home was designed with an open floor plan with split bedrooms, formal dining room and living room ( which could be easily used as a study, library and/or den), family room and interior laundry room. Note the Curb Appeal of the landscaping, TILE ROOF and BRICK paver driveway and walkway! The inviting and covered front porch provides respite from inclement weather. As you enter the entry foyer, the living room will be to the immediate left and the dining room to the right. Straight ahead is the family room with a set of sliding glass doors that opens onto the screened in lanai. Settle back, listen to the birds singing and observe the cows on the adjacent ranch property! To the left of the family room are bedrooms #2 and #3 and to the right is the kitchen, dining nook, primary bedroom suite, bedroom #4 and the laundry room! The well planned kitchen has a breakfast bar, white cabinetry with neutral colored solid countertop and stainless steel appliances. The kitchen appliances have been updated from 2018-2025. The spacious primary suite has sliding glass doors leading to the lanai, two walk-in closets and an ensuite bathroom with dual vanities and sinks, jetted tub, separate shower and a water closet! Bedroom #4 is currently used as a home office. The floor plan allows creativity in use. Most recent updates include: Water Heater replaced Feb. 2026; AC/Heat system April 2025; garbage disposal and microwave 2025; and lanai screen & door 2025. The PERIMETER 90 X 120 lot is a generous in size. There is room to add a pool, outdoor kitchen, play area and/or garden! The HOA fee provides re-use irrigation water and maintenance of the gate and common areas. Perfect for a year round or winter residence, this home is a blank canvas just waiting for YOUR decorating touches! For those who enjoy golf and/or tennis, the Country Club of Winter Haven is just 2 Blocks away! Publix Supermarket is conveniently located within 0.8 mile with additional stores and a bank currently under construction! Easy access to downtown Winter Haven, HWY 27 and I-4. Legoland, Bok Tower, world-famous theme parks of Disney, Universal Orlando, Sea World, water adventure parks, downtown Orlando and various other nature parks are within a 7 to 60 mile drive. Be sure to make your appointment to view this outstanding property! Measurements are approximate. All information is believed to be accurate but not guaranteed.

126 Lake Region Circle, Winter Haven
$149,700
2 Beds ⋅ 2 Baths ⋅ Cypresswood Golf Villas SubDv. ⋅ 33884 Zip Code
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.

649 Broadmoor Circle, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code
HUGE PRICE REDUCTION! POND-VIEW MOVE-IN READY HOME! Enjoy a serene setting and modern updates including tile flooring & kitchen backsplash (2022) and a NEW ROOF (2023). Kitchen features granite countertops and stainless steel refrigerator. Spacious master suite with pond view, walk-in closet, and large bathroom. Split bedroom layout offers privacy and comfort. Located near Lake Smart with Chain of Lakes access! Community offers a pool and is just a short walk to the lake. This community also offers a community dock so bring your poles. Conveniently located near HWY 27, I-4, and HWY 60. Approx. 6 miles to LEGOLAND, 4 miles to Winter Haven Hospital & Publix, and 6 miles to Winter Haven Regional Airport. Furnishings negotiable (TVs do not convey). Schedule your showing today—don’t miss this opportunity!

3843 Eloise Estates Court, Winter Haven
$85,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Great home with an open living space ready for it's next owner. This home has a fresh coat of paint and is a blank slate for it's new owners. Sit on the front porch and enjoy your morning coffee. The rooms are nice sized with great closet space. The laundry/shop area has plenty of space for your Do-it-yourself projects. Oakwood Estates, a 55+ community offers 2 pools, 2 clubhouses, shuffleboard, tennis courts, miniature golf, and much more. In addition to the amenities, Oakwood offers many opportunities to meet with new folks. Come to Koffee Klatch on Wednesday morning, enjoy an ice cream social a couple times a month, or get your Boogie on at one of the dances. Call today to view this home that's just waiting for YOU!!

4127 Sprucewood Street, Winter Haven
$289,500
4 Beds ⋅ 2 Baths ⋅ Eagle Lndg Ph Ib SubDv. ⋅ 33880 Zip Code
Welcome to this stylish and energy-conscious 4-bedroom, 2-bath home located in the highly desirable Eagles Landing Community, located in beautiful Winterhaven Florida. Built just three years ago, this home offers a spacious open-concept floor plan that’s perfect for both everyday living and entertaining. The large windows throughout the home allow for an abundance of natural light, creating a warm and inviting atmosphere. The heart of the home features a modern kitchen that flows seamlessly into the dining and living areas, creating a bright and welcoming space. The primary suite includes a generous en-suite bathroom, while three additional bedrooms that offer plenty of room for family, guests, or a home office. One of the standout features of this home is the solar panels. These solar panels not only reduce energy costs but also contribute to a more sustainable lifestyle. You'll have the opportunity to benefit from lower energy bills and a reduced carbon footprint while enjoying the modern amenities of this home. Another feature of this beautiful home is the water filtration system, which provides clean and healthy water for you and your family. This added convenience ensures that you can enjoy fresh purified water right from your tap Outside, you'll find a well-maintained yard, perfect for enjoying the Florida weather. While the home does offer a comfortable and inviting space to call home. Additionally, there’s ample room for installing a luxurious underground pool to enjoy the delightful Florida Climate. Plus, the backyard is partially fenced for added privacy and security. Great for First Time Homebuyers, Vacation Home or Investment Property Don't miss the chance to make this wonderful property in Winterhaven, Florida your new home. Also with easy access to shopping, dining, and local attractions.

913 Eagle Rock Terrace, Winter Haven
$95,000
1 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 300 Barcelona SubDv. ⋅ 33884 Zip Code
PRICED TO SELL! Beautifully maintained 1-bedroom, 1-bath condo in the desirable Orchid Springs community. This ground-floor unit features an open living/dining area and kitchen. Community amenities include walking paths, pool, and clubhouse. Conveniently located near shopping, dining, banking, Hwy 27, the Chain of Lakes, and LEGOLAND. Don’t miss this opportunity—schedule your showing today!

1100 Martinique Drive Unit 117, Winter Haven
$259,000
2 Beds ⋅ 2 Baths ⋅ Vienna Square SubDv. ⋅ 33884 Zip Code
NATURE CALLS, flies, and strolls by this beautiful NEW CONSTRUCTION Villa. Complete, and ready for its 1st happy homeowner. Bright, fresh, and relaxing 2 bedroom 2 bath with 2 car garage. The beautifully finished kitchen comes complete with a full stainless steel appliance package, granite tops, and modern gray cabinets. These lovely cabinets, and countertops also complement both the primary bath, and the guest bathroom. Neutral colors offer a nice finish to this well designed floor plan. Enjoy the privacy from your screened patio with no back door neighbors. Easy living awaits without the big worries. Exterior paint, roof replacement, irrigation water, yard maintenance, and Spectrum Internet/TV package is included in the reasonable monthly fees. Enjoy the social activities with the neighbors, splash in the community pool, or make a hit on the tennis/pickleball courts. The convenient location, and reasonable monthly fees makes this 55+ community an easy choice. Step inside, fall in love. Make it yours!

1709 Linz Ct, Winter Haven
$339,999
4 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Discover comfort, style, and community living at its best in Lucerne Reserve Park — a highly desirable neighborhood in Winter Haven! This 4-bedroom, 2.5-bath home offers 2,300+ of bright, open living space designed for both gatherings and everyday comfort. The inviting floor plan is filled with natural light, while the kitchen flows seamlessly into dining and family areas. Upstairs, retreat to spacious bedrooms, including a private owner’s suite. Lucerne Reserve Park stands out with an HOA of only $200 per year (as verified with the association), giving residents access to a sparkling community pool, family-friendly park, and the peace of mind of a well-kept neighborhood. Whether you’re purchasing your first home, searching for more space, or planning your forever move, this property blends lifestyle and value in one. Schedule your private tour today and experience why Lucerne Reserve Park is the perfect place to call home!

905 Cambridge Drive, Winter Haven
$297,900
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ii SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. NO CDD! Why wait to build when you can own this move-in ready 4-bedroom, 2-bath home built in 2023 in Winter Haven's Lake Lucerne II community? Offering 1,707 square feet, this thoughtfully designed home features an open split-bedroom floor plan, 36-inch interior doorways, a no-step entry, granite countertops, stainless steel appliances, and durable ceramic tile throughout the main living areas. The spacious primary suite includes a walk-in closet and automatic window blinds. Step outside to enjoy the extended covered lanai overlooking a larger vinyl-fenced backyard with plenty of space for outdoor living, entertaining, gardening, or relaxing. Residents enjoy a community pool, low quarterly HOA, public utilities, and the added savings of NO CDD fees. Conveniently located near Highway 17 and I-4 for easy access to Lakeland, Orlando, and Tampa, this move-in ready home offers modern finishes, thoughtful design features, and exceptional value.

1228 Denali Drive, Winter Haven
$187,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
NOW OFFERING A HOME WARRANTY! Your opportunity to own in the highly sought-after Cypresswood Golf & Country Club just became even more appealing. Welcome to The Tennis Villas, where gated security, resort-style amenities, and maintenance-friendly living come together in one of Central Florida’s premier golf communities. A charming wrought iron gate welcomes you into a private front courtyard patio, creating the perfect space to enjoy morning coffee, entertain guests, or simply relax in privacy. Inside, this well-maintained 2-bedroom, 2-bath villa offers spacious living and dining areas with laminate flooring, an open-concept layout, and thoughtful features designed for comfortable Florida living. The bright kitchen features updates, ceramic tile flooring, and flows seamlessly into the main living space, complete with a wet bar and additional cabinet storage—ideal for entertaining. A bonus Florida room with air conditioning overlooks a peaceful open field and pond, providing tranquil views and additional year-round living space. The primary suite offers direct access to the enclosed lanai through sliding glass doors, creating a relaxing retreat with serene backyard views. Recent improvements include a NEW metal roof for added value and peace of mind. Enjoy truly low-maintenance living with HOA services that include exterior painting, roof maintenance, lawn care, and pest control, allowing you more time to enjoy everything Cypresswood has to offer.Community amenities include:?• 18-hole championship golf course designed by Ron Garl?• Junior Olympic-sized swimming pool?• Lighted tennis courts?• Fitness center and clubhouse with pro shop?• On-site restaurant and event space Whether by golf cart, bicycle, or a short walk, all amenities are conveniently nearby. Ideally located just minutes from Highway 27, I-4, Legoland Florida Resort, the Polk Parkway, shopping, dining, and medical facilities, this villa offers both convenience and lifestyle. Don’t miss your chance to enjoy affordable country club living in a secure, beautifully maintained community. Schedule your private showing today and experience the Cypresswood lifestyle for yourself.

1012 Medinah Dr Se, Winter Haven
$336,899
4 Beds ⋅ 3 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code
An inviting covered entry welcomes guests to this inspired Tarragon home. Pass two bedrooms, a shared bath, a flex room and a laundry on your way to a spacious great room with an adjacent covered patio. The well-appointed kitchen boasts a center island, a walk-in pantry and a dining nook. Showcasing a generous walk-in closet and an attached bath with double sinks. An additional bedroom and bathroom round out this inspired plan. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5171 Kinsley Drive, Winter Haven
$230,000
2 Beds ⋅ 3 Baths ⋅ Casarena On The Lake SubDv. ⋅ 33881 Zip Code
Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the Lakes. This well-designed home offers an impressive blend of indoor and outdoor living spaces. The main level features a formal living room with a fireplace and wet bar, a dining area, a functional kitchen with breakfast bar, a guest half bath, and two private outdoor living areas. An attached two-car garage provides added convenience. Upstairs, you’ll find two spacious bedroom suites each with a private en-suite bath, as well as a versatile loft area. Step out to the screened balcony or the open upper deck, perfect for enjoying tranquil lake views and evening breezes. Community amenities include a swimming pool with spa, tennis court, lakeside dock, beach area, and a gated entry with electronic access. Whether you're seeking a seasonal retreat or a full-time residence, this unique property offers comfort, style, and a desirable location.

11 Casarena Court, Winter Haven
$263,900
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 1 SubDv. ⋅ 33884 Zip Code
NEW PRICE IMPROVEMENT! WELCOME TO 3923 BALDWIN LANE, NEW ROOF 2023, NEW A/C 2025, FRESHLY PAINTED 2024, RECENT IMPROVEMENTS INCLUDE A NEW GARBAGE DISPOSAL AND THE ADDITION OF A NEW CLOSET IN THE THIRD BEDROOM, ENHANCING BOTH CONVENIENCE AND STORAGE SPACE. LOCATED IN THE HIGHLY SOUGHT-AFTER TRADITIONS GATED COMMUNITY IN WINTER HAVEN! THIS BEAUTIFULLY MAINTAINED HOME OFFERS THE PERFECT BLEND OF COMFORT, STYLE, AND LOW-MAINTENANCE LIVING. FEATURING SPACIOUS LIVING AREAS, A WELL-APPOINTED KITCHEN, AND A SERENE SCREENED-IN LANAI, IT'S IDEAL FOR RELAXING OR ENTERTAINING. ENJOY RESORT-STYLE AMENITIES INCLUDING A CLUBHOUSE, HEATED POOL, FITNESS CENTER, TENNIS COURTS, AND LAKE ACCESS WITH A PRIVATE DOCK-PERFECT FOR ACTIVE ADULTS 55 AND BETTER! WITH 24-HOUR SECURED GATED ENTRANCE AND A VIBRANT, FRIENDLY ATMOSPHERE. TRADITIONS OFFERS THE LIFESTYLE YOU HAVE BEEN LOOKING FOR. SCHEDULE YOUR PRIVATE TOUR TODAY AND EXPERIENCE FLORIDA LIVING AT ITS FINEST.

3923 Baldwin Lane, Winter Haven
$270,000
3 Beds ⋅ 2 Baths ⋅ Cypresswood Golf Villas Gc-2 SubDv. ⋅ 33884 Zip Code
Welcome to 2817 Wingfoot Ct, located in the desirable Cypresswood Golf Villas. This beautifully maintained villa sits along the 8th fairway of the prestigious Cypresswood Golf & Country Club, a guard-gated community offering both privacy and tranquility. Inside, you'll find three spacious bedrooms and two full bathrooms. The living and dining areas feature vaulted ceilings that enhance the open and airy atmosphere. The eat-in kitchen is a standout with new custom cabinetry, granite countertops, and a convenient closet pantry. Flooring throughout the home includes durable laminate and ceramic tile, with cozy carpeting in the third bedroom. The primary suite offers sliding doors to the patio, a generous walk-in closet, and an updated bathroom. The secondary bedroom also includes a walk-in closet, while the third bedroom features patio access and a European-style A/C unit. Major updates include a roof replacement in 2022, and a new A/C system installed in 2019. Covered parking adds convenience. Enjoy resort-style living with scenic golf course views and access to community amenities, all just minutes from shopping, dining, and major roadways. Whether you're seeking a year-round residence or a seasonal escape, this villa is the perfect place to call home. Community pool, tennis, clubhouse & restaurant.

2817 Wingfoot Court, Winter Haven
$259,999
3 Beds ⋅ 2 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

6056 Navona Way, Winter Haven
$229,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code
This meticulously maintained and professionally updated 2 bedroom 2 bath villa is located in the sought after "Enclave" neighborhood in Cypresswood, a gated golf community in SE Winter Haven. The open floor plan features an expansive kitchen with breakfast nook, spacious living/dining room combo, split bedrooms with ample closets, inside laundry area equipped with a washer and dryer, screened lanai and a 2 car garage with garage door opener. Per the owner, recent upgrades include removal of a wall separating the kitchen from the living area thereby creating a true open-concept living area, upgraded matching stainless kitchen appliances, flooring in the kitchen, living room, foyer, hall and 2 bedrooms, New granite counter-tops, sinks and faucets in the kitchen and both bathrooms, new LED lighting, New front entry door, new window treatments and fresh interior paint. This is truly a move-in-ready villa with quality upgrades that set it ahead of the competition. Come and enjoy the Florida Country Club Lifestyle in this low maintenance villa. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and brand new tennis and pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

14 Enclave Drive, Winter Haven
$75,000
3 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
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!

95 Parson Drive, Winter Haven
$310,000
4 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
SELLER MOTIVATED!!! Welcome to this stunning corner-lot home located in the desirable community of Harmony on Lake Eloise — just minutes from LEGOLAND and perfectly situated between Tampa and Orlando! This beautifully designed property offers a modern open-concept floor plan ideal for today’s lifestyle. Step inside to find elegant shaker-style cabinets, quartz countertops, and a stainless-steel range hood vented to the exterior. The kitchen is fully equipped with Whirlpool stainless-steel appliances including range, dishwasher, refrigerator, washer, and dryer — all included! The spacious layout provides comfort and style with thoughtful upgrades throughout. The large corner lot offers a generous backyard, perfect for entertaining, relaxing, or even building your dream outdoor space. Built with quality in mind, the home features block-on-block construction, architectural shingles, and a sleek stucco exterior for long-lasting durability and curb appeal. Inside, integrated smart home technology allows you to control lighting, temperature, and more — all from the palm of your hand. Living in Harmony on Lake Eloise means enjoying Florida’s outdoor lifestyle with access to the Chain of Lakes, nearby parks, shopping centers, restaurants, and golf courses. Plus, with easy access to major highways, commuting is a breeze. Don’t miss your chance to own this move-in-ready home in one of Central Florida’s most convenient and charming communities!

1340 Daisy Field Dr, Winter Haven