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$305,000
4 Beds 3 Baths P4938750 MLS
From the moment you walk through the door, this home welcomes you with space, comfort, and endless possibilities. Located in the sought-after Lakeside Landings community, this beautifully designed 4-bedroom, 2.5-bath home offers over 2,400 square feet of thoughtfully designed living space. Featuring an open and airy floor plan, generous living areas, and plenty of room to entertain, this home is perfect for growing families or anyone who loves extra space. The large primary suite creates the perfect private escape, while the backyard offers room to relax and enjoy Florida living year-round. Conveniently situated near shopping, dining, and everything Winter Haven has to offer, this home truly checks all the boxes!

5780 Lakeside Landings Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$344,900
4 Beds 2 Baths S5149889 MLS
Discover the Key West by LAREF Homes, a thoughtfully designed 4-bedroom, 2-bath home offering the perfect blend of comfort, style, and functionality. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this home combines quality craftsmanship with a prime central Winter Haven location. Designed for modern living, the open-concept floor plan centers around a beautifully appointed kitchen featuring a waterfall island, 42-inch soft-close cabinetry with crown molding, a spacious walk-in pantry, premium stainless-steel appliances, and abundant storage. The bright living area extends seamlessly to the covered lanai, creating an inviting space for everyday living and entertaining. Additional features include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the shower, smart home technology, a dedicated laundry room with utility sink, blinds throughout, four ceiling fans, a fully fenced in backyard, and a 2-10 Home Buyers Warranty. Residences at Winter Haven offers low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options. Estimated completion is at the end of July.

2122 River Hawk Loop, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES. 407-566-1800

$495,000
2 Beds 3 Baths L4961765 MLS Raingarden Condominium BLDG.
Discover your dream residence at RainGarden Condominiums in Downtown Winter Haven! Designed by renowned architect Max Strang, this stunning townhouse embodies a modern design within a tropical landscape that provides an atmosphere of serenity in the heart of a lively downtown. Prepare to be wowed by the blend of contemporary aesthetics and organic elements, transforming this two-bedroom, two-and-a-half-bathroom residence into a unique piece of architecture! This interior unit is one of nine townhomes that make up the RainGarden Condominium. Upon entering the secured gate into your private courtyard, you’ll immediately notice the lush landscaping and shady tree canopies that provide a peaceful place to relax or entertain guests. Step inside and enjoy a spacious and airy layout that effortlessly connects the living, dining, and kitchen areas. The large custom windows bathe the space in natural light, while the randomized, vertical fins on the front facade provide generous shading and privacy to the outside. The living room dazzles with 9'9" ceilings, elegant concrete floors, dining area, and expansive floor-to-ceiling windows. The gourmet kitchen features a breakfast bar, high-end GE appliances, granite countertops, and ample cabinet space, blending functionality with style. Access your second story via an integrated wooden stairway situated in a clerestory expanse that opens to a skylighted landing. Upstairs, the lofted master bedroom beckons with floor-to-ceiling windows, refined wood floors, an en-suite bathroom, and abundant closet space. The master bath features a double vanity, a large walk-in shower with elegant finishes, and a spacious walk-in closet. The second bedroom boasts a similar en-suite bathroom with a walk-in closet and plenty of storage. Enjoy the convenience of a second-floor washer and dryer as well as an ample storage closet. Located in the heart of Downtown Winter Haven, this home offers an urban lifestyle where you can “live, work, and play” all within a few blocks. You can leave your vehicles in the attached two-car garage and enjoy the vibrant neighborhood with new restaurants, coffee shops, retailers, and other entertainment just steps away. There are also additional visitor parking spots in the rear and ample street parking available on Ave A. This location cannot be beaten! Centrally located between Tampa & Orlando and within 1 1/2 hours of both east-coast and west-coast beaches. Or take your family out on the coveted Chain of Lakes where you can boat or swim between 22 different lakes! Don’t miss out on the opportunity to purchase this architectural gem! HOA provides for trash pickup, sewer, common electric and water expenses, exterior maintenance and landscaping.

154 2nd Street Sw Unit Unit 7, Winter Haven

Listing courtesy of POLK REALTY ADVISORS LLC. 786-387-1809

$295,000
3 Beds 2 Baths L4961951 MLS
Welcome Home To This Spacious 3-Bedroom, 2-Bathroom Residence Featuring An Open-Concept Floor Plan Built For Florida Living. Recently Refurbished With Fresh Interior And Exterior Paint And Luxury Vinyl Flooring Throughout, Modern Custom Kitchen Cabinets With Granite Counter Tops. This Home Is Move-In Ready From Day One. The Expansive Living/Dining Room Combo Flows Into A Well-Appointed Kitchen, Anchored By A Dramatic Full Brick Fireplace Wall That Adds Warmth And Character You Rarely Find At This Price Point. A Utility Room Is Conveniently Located Between The Kitchen And Garage, Perfect For Daily Function. The Primary Suite Is A True Retreat, Positioned With Direct Access To A Dedicated Office/Nursery Flex Space And A True Interior Florida Room Filled With Windows And Natural Light, Creating A Connected Rear Wing That Adapts To However You Live. Two Additional Bedrooms Share A Full Secondary Bath, And The Attached 2-Car Garage With Concrete Side Patio Rounds Out A Home Built For Real Life. The Home; Situated Just Steps From The Amenities Of Cypress Landing On Lake Dexter — A Peaceful Lakeside Community Offering Pickleball And Tennis Courts, Boat Storage, A Private Boat Ramp, Dock, Community Pool, And Clubhouse. Located Just 1.8 Mile From Legoland Florida, Nestled Between Orlando And Tampa With Easy Access To Theme Parks And Beaches, And Just Minutes From 5 Star Rated Dining And Shopping In Downtown Winter Haven And Other Nearby Cities.

4114 Fishermans Landing, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$405,000
2 Beds 2 Baths P4938635 MLS 75 BLDG.
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.

75 Sunset View Drive Unit 75, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656

$304,900
4 Beds 2 Baths S5149517 MLS
****PRICE ADJUSTMENT**** Beautiful single-family home with 4 bedrooms and 2 bathrooms, totaling approximately 2,012 square feet of heated living space. This spacious residence features high ceilings and a functional layout designed for comfortable living and entertaining. The kitchen includes space for a breakfast table and flows seamlessly into a separate dining room, while an additional family room provides the perfect setting for gatherings. Conveniently located near Cypresswood Golf & Country Club, East Central Park, and Rotary Park, offering access to outdoor recreation, including skating, softball, and picnic areas. The property also provides easy access to U.S. Highway 27, with shopping, dining, and everyday conveniences just minutes away, including Publix and Walmart.

1871 Emily Drive, Winter Haven

Listing courtesy of REALTY OF AMERICA. 321-732-5369

$169,500
2 Beds 2 Baths P4938732 MLS 700 Building BLDG.
LAKEFRONT LIVING AT IT'S BEST! REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. THE FEATURES INCLUDE FRESH INTERIOR PAINT, LUXURY VINYL PLANK FLOORING THROUGHOUT WITH CERAMIC TILE IN THE BATHROOMS, KITCHEN AND FLORIDA ROOM, STAINLESS REFRIGERATOR AND MICROWAVE IN THIS CONVENIENT KITCHEN WITH PANTRY AND PASS THRU EATING COUNTER. THIS OPEN GREAT ROOM DESIGN HAS LIVING AND DINING COMBO. RELAX IN YOUR FLORIDA ROOM OVERLOOKING THE LAKE AND ENJOYING THE SUNRISE WITH YOUR MORNING COFFEE. COMMUNITY OFFERS POOL AND TENNIS COURTS. CONVENIENT LOCATION , WALK TO POLK STATE COLLEGE OR ENJOY THE WALKING TRAIL AROUND LAKE ELBERT ONLY MINUTES AWAY WITH NEARBY DOWNTOWN SHOPPING AND RESTAURANTS.

702 Country Lane Ne Unit 702, Winter Haven

Listing courtesy of FLORIDA HOME CHOICE REALTY. 863-412-2727

$549,900
4 Beds 4 Baths O6408212 MLS
*** No CDD Fees *** • Low HOA • *Lower Taxes • Newly added saltwater luxury Heated Pool and Spa • Mobile App-controlled pool automation system • Resort-style backyard • Oversized 70’ wide homesite • Two Primary Suites, including a spacious first-floor primary suite • Two spacious gathering areas: a main-floor living room and an upstairs family room • Convenient first-floor large laundry room • Large Kitchen island • Fully fenced yard • Extended Front porch and Large Covered lanai. Exceptionally well maintained and feels like new, this home was purchased New about 3 years ago and lightly occupied. This expansive 4-bedroom, 3.5-bath, two-story home has approximately 2,894+ sq. ft. of thoughtfully designed living space, including TWO primary suites — one conveniently located on the first floor with a luxury bath and spacious walk-in closet, and a second upstairs primary suite featuring its own full bath and walk-in closet. The first floor also includes a versatile enclosed flex room which can be used as a home office, guest room, or potential FIFTH bedroom. The second floor has three other bedrooms with walk-in closet and oversized family room about 21'x17'. Step outside into your private resort-style backyard featuring a heated saltwater pool and spa with premium PebbleTec finish, App-controlled pool system let you manage lighting, pump, spa, and features from your mobile device, already prepped for expansion with a concrete footer for future screen enclosure installation, upgraded pavers, shower, large covered lanai, gutters and downspouts for improved drainage, fully fenced yard and extended front porch — creating the perfect Florida outdoor living experience— for entertaining, relaxing, pets, and family gatherings. Inside, the open-concept kitchen is beautifully upgraded with: • premium color cabinets, • large center island, • stylish backsplash, • single-bowl sink, • walk-in pantry, • upgraded granite countertops, • pendant lighting, • and stainless-steel appliances. Additional interior highlights include: • recessed LED lighting throughout, • exterior-vented microwave, • and abundant natural light throughout. This home includes • technology package with a Wi-Fi-enabled thermostat, video doorbell, garage door opener and wall-mounted 75” TV on both floors. Additional peace of mind includes transferable builder's 5/10-year warranty. This home has the perfect blend of luxury, functionality, and convenience in a family-friendly community with a safe small-town feel and just about five minutes away from Legoland theme park. READY TO MOVE IN. *Some photos have been virtually rendered.

1213 Michelangelo Lane, Winter Haven

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

$320,000
3 Beds 2 Baths G5112198 MLS
329 Lake Daisy Loop | NO HOA, Highly Motivated Seller Welcome to this beautiful 3BR/2BA home in Lake Daisy Estates, offering over 1,500 sq. ft. of comfortable living space on a spacious corner lot—and best of all, NO HOA, giving buyers the freedom they want. This home features a bright formal living and dining area, a spacious kitchen with Frigidaire appliances, and a large family room with vaulted ceilings and a wood-burning fireplace. Sliding doors open to a generous enclosed patio, perfect for relaxing or entertaining. The master suite includes a walk-in closet, jetted tub, separate shower, double sinks, and private access to the patio. Additional highlights include: Marble flooring installed in 2025, New AC (2025), Roof replaced in 2017, Window shades installed in 2025, Indoor laundry room 2-car garage Located just minutes from Legoland (5 min), Walmart (4 min), shopping centers, restaurants, schools, and medical facilities. A fantastic opportunity in a prime location with no HOA—highly attractive for today’s buyers.

329 Lake Daisy Loop, Winter Haven

Listing courtesy of LA ROSA RTY WINTER GARDEN LLC. 407-614-5158

$2,999,999
P4938703 MLS
4.3 acres fronting SR542 (Dundee Road) and cornering Sage Road. Total parcel acreage is 8.64 but only the front 4.3 is available for sale. Traffic lit, in a high growth area with recent road improvements that more readily routes traffic past the Subject towards downtown Winter Haven or towards Hwy. 27 and onto Orlando. Dundee Road becomes Central Ave. in Winter Haven, just beyond the Subject and around the picturesque lake, making for a grand entry into Winter Haven proper.  This property sits a short distance from US HWY 27 (2.8 miles) and just 3.6 miles from downtown Winter Haven. The property has many potential uses including retail, restaurants, medical, financial or other professional or business uses.

75 Sage Road, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$290,000
3 Beds 2 Baths L4961808 MLS
Welcome to your Florida escape in the heart of Winter Haven! This beautifully maintained home in the sought-after Grey Heron community offers the perfect blend of comfort, space, and convenience with serene water frontage that creates the ideal backyard retreat. From the moment you arrive, you’ll love the inviting curb appeal, open-concept layout, and natural light that fills every room. Enjoy peaceful water views while relaxing, entertaining, or unwinding after a long day. Whether you’re hosting gatherings, working from home, or simply enjoying quiet evenings, this home was designed for everyday living and unforgettable moments. Conveniently located near shopping, dining, major highways, and Central Florida attractions, this is more than just a house — it’s the lifestyle buyers have been waiting for. Don’t miss the opportunity to make this exceptional waterfront property your next home!

6194 Grey Heron Drive, Winter Haven

Listing courtesy of TRUE FLORIDA REALTY LLC. 863-337-9667

$424,900
4 Beds 3 Baths O6406366 MLS
Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in all the wet areas and the Living and Dining rooms with Quartz Counter Tops in the Kitchen and all 3 Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, you also receive a Washer and Dryer in the Laundry room. It comes with 3 Spacious Spare Bedrooms and an Owners Suite, that can easily fit a King size bed with a Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops. This home also has a Covered Lanai that is perfect for BBQs.

1757 Hummingbird Road, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299

$214,900
2 Beds 2 Baths P4938719 MLS 10 BLDG.
WELCOME TO THIS CHARMING TOWNHOUSE located in the sought-after Cypresswood Golf & Country Club community in beautiful Winter Haven! This inviting 2 BD / 2 BA home offers comfortable Florida living with a spacious open-concept living and dining room combination, abundant natural light, and a thoughtfully designed layout perfect for both relaxing and entertaining. The kitchen features beautiful granite countertops, handsome cabinetry, and a cozy eat-in space ideal for casual dining. The primary suite is generously sized and includes a custom walk-in closet, dual sink vanity, skylight, and an attractive walk-in shower creating a bright and airy retreat. The guest bedroom also offers a custom closet for added organization and convenience. Additional features include skylights that fill the home with natural light, spacious living areas, and a warm, welcoming atmosphere throughout. Residents of Cypresswood enjoy a gated golf course community with beautifully maintained grounds, scenic surroundings, clubhouse amenities, tennis courts, community pool, restaurant access, and an 18-hole championship golf course, all conveniently located near shopping, dining, medical facilities, and easy access to both Orlando and Tampa. Come experience the peaceful lifestyle and exceptional community setting this lovely townhouse has to offer!

10 Enclave Drive, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$119,000
2 Beds 1 Baths L4961698 MLS
One or more photo(s) has been virtually staged. HUGE PRICE DROP! Enjoy the beauty of true Florida lakefront living on private Lake Lucerne! Situated on just over half an acre, this fully fenced waterfront property offers peaceful water views, breathtaking sunsets, and endless opportunities for fishing, boating, kayaking, or simply relaxing by the lake. Surrounded by mature trees and natural beauty. This versatile property features a grandfathered-in 3-bedroom, 2-bath single-wide mobile home offering excellent flexibility and future potential. The home includes tiedowns, a slab foundation, power, air conditioning, and a covered and screened patio area perfect for relaxing outdoors while enjoying the peaceful lakefront setting. The metal roof adds durability and functionality, while water has not been connected to the mobile home during the seller’s ownership the existing structure creates opportunities for continued use, renovation, replacement, or redevelopment. The property is grandfathered to allow replacement of the existing mobile home or the opportunity to build your own custom lakefront home. The seller is also including custom home blueprints valued at approximately $3,000 to help bring your vision to life. A major BONUS is the included 2017 KEYSTONE PASSPORT UlLTRA LITE 195RB CAMPER overlooking the lake, offering a comfortable turnkey setup perfect for weekend getaways, seasonal use, or full-time living. The camper is fully furnished and includes all furniture, décor, kitchenware, appliances, manuals, and household contents. Features include heat and air conditioning, working appliances, newer awning, newer tires including spare tire, backup camera, load distribution hitch, small grill, coffee maker, booth-style dining area, full kitchen, cozy sleeping area, and scenic lake views throughout. Additional property features include mature fruit trees such as banana, avocado, pecan, persimmon, and peach, along with a private well, septic system, metal storage shed, and convenient frontage on a main road while still maintaining a quiet waterfront atmosphere. Located in Winter Haven’s desirable lake region, this property is approximately 25 minutes from LEGOLAND Florida Resort and about 35 minutes from Walt Disney World. Whether you’re looking for a waterfront getaway, investment opportunity, or future dream homesite, this unique property captures the charm of Old Florida living while offering privacy, flexibility, and future potential.

4880 Old Lucerne Park Road, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$244,999
3 Beds 2 Baths TB8507931 MLS
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!

419 Avenue M Ne, Winter Haven

Listing courtesy of FLAT FEE MLS REALTY. 813-642-6030

$325,000
4 Beds 3 Baths TB8502449 MLS Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Jul 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3964 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860

$259,000
3 Beds 2 Baths P4938713 MLS
SPACIOUS & AFFORDALE IN SOUTHEAST WINTER HAVEN, THIS 3BR/2BATH home features newer vinyl plank flooring throughout, brand new dishwasher just installed and newer kitchen cabinets! The great room has beautiful dark beams on the ceiling that give the room so much more character. Sliding glass doors open to the 10x23 screened-in patio and partially fenced & spacious rear yard for pets. Adjacent to the kitchen is an extra room, could be great for an office/den space for those who work from home. On the other side of the living area, you'll find 3 bedrooms and a guest bath with tub/shower. The primary bedroom has a walk-in closet with an en-suite bath with walk-in tiled shower. There is an oversized 1-car garage with workshop area and plenty of shelving. Located near the Lake Ned public boat ramp with kid's playground & basketball court! Great location with quick in-town access!!

404 Lake Ned Road, Winter Haven

Listing courtesy of THE K TEAM REAL ESTATE SERVICES LLC. 863-604-1601

$310,000
4 Beds 2 Baths S5149714 MLS
Welcome to this beautifully maintained home featuring a spacious open floor plan and numerous recent upgrades. The heart of the home boasts brand-new solid wood kitchen cabinets, providing both style and durability for the home chef. Step outside to your private backyard oasis, which comes fully equipped with a pristine above-ground pool, a secure fence encompassing the entire property for ultimate privacy, and a convenient storage shed. Additional premium features include a whole-house water softener system and the added financial benefit of NO CDD fees and a very low HOA. This move-in-ready residence perfectly combines modern interior updates with an outdoor space designed for relaxation and entertainment in the heart of Winter Haven.

3155 Country Club Circle, Winter Haven

Listing courtesy of AGENT TRUST REALTY CORPORATION. 407-251-0669

$329,499
4 Beds 3 Baths TB8507486 MLS
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  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.

5377 San Pietro Drive, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093

$273,000
3 Beds 2 Baths L4961735 MLS
One or more photo(s) has been virtually staged. Beautifully Renovated Winter Haven Home Near LEGOLAND! Welcome to this beautifully renovated, move-in-ready home in the heart of Winter Haven! Featuring ALL NEW WINDOWS, a newer A/C system, and NEW APPLIANCES, this property offers modern comfort and peace of mind in a fantastic location. Just 2.1 miles from LEGOLAND Florida Resort, this home is perfectly suited for a primary residence, vacation getaway, or investment property. Enjoy updated finishes throughout, a functional layout, and a large fenced backyard with plenty of room for entertaining, pets, gardening, or outdoor enjoyment. Conveniently located near shopping, restaurants, medical facilities, and the many attractions Winter Haven has. With its desirable location and numerous updates, this home is an excellent opportunity for homeowners and investors alike. Renovated. Move-in ready. Great location. Endless possibilities—come see it for yourself!

137 Lowell Road, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850

$250,000
4 Beds 3 Baths O6406631 MLS
Discover a truly unique architectural gem in the heart of Winter Haven. Inspired by the timeless design style of Frank Lloyd Wright, this beautifully maintained home offers character, warmth, and distinctive architectural details rarely found in today’s market. From the moment you arrive, you’ll appreciate the clean lines, natural light, and thoughtful design elements that create a seamless connection between indoor and outdoor living. The home has been exceptionally cared for and is in very good condition, offering both charm and peace of mind. Spacious living areas, inviting atmosphere, and a layout full of personality make this property stand out from the ordinary. Whether you are looking for a primary residence, a second home, or an investment opportunity, this home delivers style and timeless appeal. Roof replaced in 2004. Conveniently located near downtown Winter Haven, shopping, dining, parks, and the Chain of Lakes. Schedule your private showing today and experience the character and beauty of this one-of-a-kind property.

317 Avenue G Se, Winter Haven

Listing courtesy of MBA REALTY GROUP, INC. 407-291-4665

$570,000
4 Beds 3 Baths L4961757 MLS
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.

1413 Hidden Creek Lane, Winter Haven

Listing courtesy of THE MARKET REALTY COMPANY. 863-999-4643

$450,000
4 Beds 3 Baths G5109004 MLS
Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry, and an inviting layout perfect for entertaining or family gatherings. The master bedroom is on the first floor with a walk-in closet and a stunning view to the lake. Upstairs loft area with 3 additional bedrooms and a jack-and-jill bathroom. Convenience meets functionality with a downstairs laundry room, two-car garage, and long driveway providing plenty of parking. The exterior has been freshly painted, giving the home a crisp, updated look that complements its serene waterfront setting. Enjoy mornings with coffee by the lake and evenings watching sunsets reflected on the water. Located just minutes from LEGOLAND, 30 minutes from Disney, and only two hours from both Florida coasts, you’ll have endless recreation and adventure at your doorstep. This lakefront gem blends natural beauty, modern comfort, and an unbeatable location — the perfect place to call home in the heart of Winter Haven, FL. Use Showtime feature to schedule your viewing.

2734 Rochelle Drive, Winter Haven

Listing courtesy of GATAP REALTY. 352-978-5459

$109,999
2 Beds 1 Baths P4938685 MLS D BLDG.
Welcome to easy lakefront living in the highly desirable Sandy Cove community on the Winter Haven Chain of Lakes! This beautiful 2nd floor condo offers low-maintenance living perfect for a full-time residence, seasonal retreat, or investment opportunity. This 2-bedroom, 1-bath condo features a bright and functional layout with comfortable living and dining spaces designed for everyday living and relaxing. The remodeled bathroom adds a fresh, modern touch, while the fully furnished interior makes this property truly move-in ready. Enjoy peaceful mornings and beautiful sunsets just steps from the water. Sandy Cove offers fantastic community amenities including a pool, clubhouse, dock, and fishing pier, creating the perfect Florida lifestyle. Conveniently located near shopping, dining, medical facilities, and all that Winter Haven has to offer.

900 Avenue Z Se Unit D6, Winter Haven

Listing courtesy of WHITMORE PROPERTIES. 863-439-7201

$849,000
P4938676 MLS
Exceptional investment opportunity in the growing Winter Haven / Eloise area featuring multiple parcels with income-producing and development potential. This unique package includes the commercial mechanic shop located at 204 Snively, two vacant lots at 208 Snively and 101 1st St. Eloise, plus 210 Snively featuring two residential homes on one lot. The commercial mechanic shop is currently tenant occupied at $2,500 per month, providing immediate income. The building received major updates in 2021 including a new electrical panel and split AC units. The property is connected to public water and city sewer. Positioned along a high-visibility corridor with an approximate traffic count of 17,500 vehicles per day, this location offers excellent exposure for current or future business use. 210 Snively includes two residential homes situated on one lot, with one unit currently rented for $1,000 per month and the second unit vacant, offering additional income potential or owner-user flexibility. Both residential units are connected to public water and serviced by septic systems. The included vacant lots at 208 Snively and 101 1st St. Eloise create additional possibilities for expansion, storage, redevelopment, or future development opportunities. Additional vacant lots at 205 Snively and 0 Snively are also available for added expansion and increased road frontage exposure. Conveniently located near major roadways, downtown Winter Haven, and area commerce, this multi-property package offers a rare combination of commercial income, residential income, redevelopment potential, and long-term upside. An added bonus is the properties are currently in the process of being rezoned to CAC (Community Activity Center) & Institutional, allowing the opportunity to continue the current use or transition into a variety of future permitted uses including offices, retail stores, banks, personal service businesses, and certain community facilities. This proposed zoning flexibility creates significant potential for investors, developers, or owner-users looking for future growth opportunities in an expanding area. Seller financing available!

204 Snively Avenue, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$375,000
4 Beds 3 Baths S5149475 MLS
Don't miss this home for sale. This 2 story home features 4 bedrooms, 2.5 baths, a foyer/den, and a huge backyard. No CDD. The home was built in 2021 and is conveniently located to Orlando, Tampa, and just a few minutes away from Lego Land Resort. Eagles Landing is a community in Winter Haven, Florida. Since purchasing the home in 2023, the following improvements and upgrades have been completed. Flooring, Removed all existing carpet throughout the home and Installed new laminate flooring. Interior Updates, Fresh interior paint completed throughout the entire home, Installed California shutters throughout the house, Bathroom Renovations, Renovated two bathrooms. Upgraded both bathrooms with modern walk-in showers. Kitchen Upgraded kitchen countertops, professionally painted kitchen cabinets. Garage / Installed EV charger in the garage. Installed water softener system. The home has been well maintained and thoughtfully upgraded to provide a modern, clean, and move-in-ready living space.

567 Eagle Landing Boulevard, Winter Haven

Listing courtesy of AMERICAN IDEAL HOMES, LLC. 407-397-7058

$286,900
3 Beds 2 Baths O6406327 MLS
Under Construction. Let me Introduce you to the Astor this 1593 Sqft. 3 Bedroom 2 Bath home with the Garage in the rear is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Astor has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms and an Owners Suite that can easily fit a King size bed. If you like sitting outside, you have a covered lanai that is perfect for BBQing. And on top of all that it also comes with our Home Smart System. Come by today!

1660 Hummingbird Road, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299

$235,000
2 Beds 2 Baths TB8504638 MLS Na BLDG.
Welcome to the vibrant lifestyle of Traditions, one of Winter Haven’s most desirable gated 55+ communities! Built in 2020, this impeccably maintained villa offers 2 bedrooms, 2 bathrooms, and 1,385 sq. ft. of beautifully designed living space that perfectly blends comfort, elegance, and low-maintenance Florida living. Step inside to an inviting open-concept floor plan filled with natural light, high ceilings, and stylish ceramic tile flooring throughout the main living areas. The spacious living and dining areas are ideal for entertaining guests or simply relaxing in comfort. The modern kitchen is a standout feature, showcasing solid wood cabinetry, granite countertops, stainless steel appliances, and generous prep space for everyday living and special gatherings alike. The spacious primary suite offers a large walk-in closet and a private en-suite bath designed for comfort and convenience. Sliding glass doors lead to a screened-in porch where you can unwind and enjoy Florida’s beautiful weather year-round. Living in Traditions means enjoying an exceptional array of resort-style amenities, including a lakeside heated pool, elegant clubhouse, fitness center, tennis, pickleball, and shuffleboard courts, plus private access to Lake Ruby with a community boat ramp and dock. Even better, the HOA covers exterior maintenance, lawn care, and high-speed internet, allowing you to truly enjoy a carefree lifestyle. Ideally located near shopping, dining, hospitals, and Legoland, this stunning villa offers the perfect opportunity to enjoy the best of Central Florida living. Don’t miss your chance to own a beautiful home in one of Winter Haven’s premier active adult communities!

3023 Caneel Street, Winter Haven

Listing courtesy of GOYAL & DECOSTER REALTY. 888-668-8283

$129,900
2 Beds 2 Baths A4692973 MLS
Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you'll notice the Newly installed flooring that really shines. There are 2 Living Room areas one of which you could close off for a 3rd bedroom. Large Master Bedroom and Bath. Skirting around the home has just been replaced for a new look. Not to mention all of the amenities offered with the community swimming pool, pickleball, tennis courts and putt putt golf course. This property is located on the dog approved residence street, so Fido is in luck. New AC unit was replaced in 2026. You're in close proximity to all the Central Florida attractions. Hurricane/ Tie Down Straps Replaced 2023. Ceiling fans have been updated w/ remotes. UPDATE: New Linoleum flooring has just been professionally installed throughout the entire home to match the kitchen, along with new baseboards.

4212 Cedarwood Street, Winter Haven

Listing courtesy of FLORIDA HOMES REALTY & MORTGAGE. 904-996-9144

$455,000
6 Beds 2 Baths S5149227 MLS
Calling all investors and house-hackers! Welcome to 1830 2nd St NW, a fantastic multi-family investment opportunity located right in the heart of Winter Haven. This well-maintained duplex features two spacious, mirror-image units, each offering a highly desirable 3-bedroom, 1-bathroom layout perfect for maximizing rental income and attracting long-term tenants! Both units boast bright, open-concept floor plans designed for easy living and low maintenance. Step inside to find durable ceramic tile flooring flowing seamlessly throughout the main living areas and kitchens, paired with crisp, neutral paint that makes the space feel fresh and inviting. The kitchens are fully equipped with rich wood cabinetry, ample counter prep space, white appliances (including dishwashers!), and a convenient breakfast bar/passthrough that overlooks the spacious family room. To top it off, each unit includes its own dedicated in-unit laundry closet with a stackable washer and dryer—a major premium for prospective renters.

1830 2nd Street Nw Unit A, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

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