Location: Winter Haven
Keyword(s): Winter Haven Senior
Keyword(s) High School: Winter Haven Senior
Do Not Show Listings
961 DREXEL AVE NE, WINTER HAVEN, FL 33881
$320,00051 Days on yellowkey MLS ID: L4959592
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1948 Tax: $3,409 (2025)Community: Anna MarSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,409
Elementary School: Inwood Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Westwood Middle
Remarks: ***HUGE PRICE DECREASE***This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Lisa Ford (863-510-3890)
960 WEDGEWOOD DR SE, WINTER HAVEN, FL 33880
$274,900Listed 04/15/2026 10:20AM MLS ID: L4961033
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2337 Built: 1961 Tax: $4,711 (2025)Community: Wedgewood TerraceSingle Family
Taxes:$4,711
Elementary School: Elbert Elem
Middle School: Denison Middle
Remarks: Welcome to 960 Wedgewood Dr SE, a one-owner, mid century ranch home offering over 2,300 square feet of living space with original vintage character, ideally situated on a spacious ¼+ acre cul-de-sac lot with no HOA. This 3-bedroom, 2-bath residence offers a functional and inviting layout with formal living and dining rooms, with the dining room offering flexibility as a potential 4th bedroom thanks to its walk-in closet. The large formal living room provides ample space to host many guests and creates the perfect setting for intimate gatherings and conversation while the comfortable family room features a brick wood-burning fireplace surrounded by built-in shelving and cabinetry, creating a warm and welcoming focal point. The kitchen is generously sized with wood cabinetry, abundant counter space, ample storage, and a closet pantry—ready to serve as the heart of the home. The primary suite includes an en-suite bath with an updated walk-in shower and a spacious walk-in closet. Two additional bedrooms provide plenty of space for family or guests. A secondary bath with a tub is conveniently located by the bedrooms and the hallway features two linen closets, offering great storage throughout the home. A front bonus room creates a welcoming entry and is perfect for a piano or flex space. Additional highlights include a screened rear lanai ideal for morning coffee or entertaining, a charming covered front porch, a fenced backyard, and a storage shed with built-in shelving. The home is equipped with two A/C units plus a mini-split in the primary bedroom, allowing you to keep the home extra cool during Florida’s summer months. The oversized two-car garage offers built-in shelving, a storage closet, washer and dryer, and attic access via pull-down stairs for additional storage. Additional features include rain gutters, a separate irrigation water meter, and a location on a dead-end road with minimal traffic, offering added privacy and quiet enjoyment. Major updates have already been completed, including a new electrical panel and breakers (2024), partial re-plumbing (2021), roof (2016) with 50-year shingles, A/C units (2015 & 2018), and a natural gas water heater (2016). With new flooring and cosmetic updates, this home offers the perfect opportunity to create a charming and beautiful space to enjoy for years to come. Conveniently located just minutes from Publix, restaurants, schools, medical facilities, and LEGOLAND Florida Resort, with easy access to both Tampa and Orlando, offering quick trips to world-class theme parks and Florida’s east and west coast beaches. Located on a highly sought-after street, this is a rare opportunity to purchase a well-built home with great bones, space, and location—ready for its next chapter.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Deanna Stone (863-412-2080)
15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880
$250,0009 Days on yellowkey MLS ID: TB8493899
2 Days Off yellowkey (back on 4/15/2026)
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 2883 Built: 1920 Tax: $5,897 (2025)Community: Leonards SubSingle Family
Taxes:$5,897
Remarks: Under contract-accepting backup offers. This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!
Listing is courtesy of: MARZUCCO REAL ESTATE (813-679-1365)
Listing Agent: Clarisa Moody (813-446-2003)
1522 ECKART DR, WINTER HAVEN, FL 33881
$389,99914 Days on yellowkey MLS ID: L4959745
REDUCED by $10,001 (2.5%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1524 Built: 1982 Tax: $3,192 (2025)Community: Rochelle GardensSingle Family
Taxes:$3,192
Elementary School: Lake Alfred Elem
Remarks: This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and a large backyard—ideal for entertaining or relaxing outdoors. This home is light and bright and move-in ready just for you! The kitchen features white raised-panel PVC cabinetry, black tile countertops, a closet pantry, and updated appliances including a refrigerator (2026) and stove (2022). Major system upgrades include a new 3.5-ton A/C system with new ductwork and a roof replaced in 2022. The split-bedroom layout offers privacy, with both bathrooms very nicely updated. The spacious primary suite includes a beautiful bath with stone floors, a quartz vanity with integral sink and wall-mounted faucet, and a walk-in shower with new tile, glass doors, and drain pan—part of a $15,000 renovation. Additional highlights include a garage with mini-split A/C, insulated garage door, pull-down ladder for attic access, washer/dryer hookup, and laundry sink. Outside you will have a 10’x12’ shed with electric, and a well house with a Culligan water softener system. A new black aluminum fence surrounds the property, with vinyl PVC privacy fencing along the left side, 12-foot gates on both sides plus a 6-foot front gate—perfect for storing a boat, RV, or extra vehicles. A covered rear carport adds even more flexibility. Conveniently located on a large corner lot near lakes, parks, recreation areas, LEGOLAND, Hwy 27 & I-4, and all that Central Florida has to offer. Welcome home!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Russ Rhoads (863-604-1570)
4956 JACKSON ST, WINTER HAVEN, FL 33884
$315,00061 Days on yellowkey MLS ID: P4937828
REDUCED by $15,000 (4.5%) on 04/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1876 Built: 2023Monthly Fee: $67 Tax: $836 (2024)Community: Jackson LndgSingle Family
Taxes:$836
Elementary School: Garden Grove Elem
Tax Year: 2024
Remarks: Built in 2023, this 4-bedroom, 2-bath Winter Haven home combines modern design with ultimate convenience. The bright, open-concept interior features ceramic tile floors and a chef-inspired kitchen with a large island. Relax on your screened-in lanai overlooking a private backyard. Located minutes from shopping, schools, and attractions—this move-in-ready gem is a must-see!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Anthony Medina (863-242-9847)
2813 WINGFOOT CT, WINTER HAVEN, FL 33884
$215,00043 Days on yellowkey MLS ID: L4959887
REDUCED by $15,000 (6.5%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1682 Built: 1990Monthly Fee: $295 Tax: $2,981 (2025)Community: Cypresswood Golf VillasSpa: NoVilla
Taxes:$2,981
Remarks: Welcome to 2813 Wingfoot Court in the sought-after Cypresswood Golf Villas! Perfectly positioned along the 8th fairway of Cypresswood Golf & Country Club, this guard-gated community offers peaceful golf course views and a relaxed Florida lifestyle.This beautifully maintained 2-bedroom, 2-bathroom villa is being sold fully furnished and truly turn-key — just bring your suitcase. The professionally designed interior gives the home a polished, cohesive feel that stands out from the moment you walk in. Vaulted ceilings highlight the spacious living and dining areas, creating a light and airy atmosphere. The kitchen features updated appliances, including a newer stove and microwave. With exception of the guest room, all windows throughout the home have been updated for improved efficiency and style. A tankless hot water heater adds modern convenience and energy savings. The primary suite offers a generous walk-in closet and private bath, while the guest bedroom also includes a walk-in closet and easy access to the second full bathroom — ideal for visitors. One of the standout features is the beautiful Florida room, perfect for morning coffee or evening relaxation. Step outside to enjoy the stained and stamped patio overlooking the fairway — a wonderful space for entertaining or simply soaking in the view. Major updates include a roof replacement in 2019 and a new A/C system in 2018, offering peace of mind. Covered parking adds everyday convenience. Residents enjoy access to community amenities including a pool, tennis courts, clubhouse, and on-site restaurant, all within minutes of shopping, dining, and major roadways. Whether you're looking for a full-time residence or a seasonal retreat, 2813 Wingfoot Court delivers comfort, style, and effortless golf course living.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Corinna Weaver (863-258-2901)
525 WINTER TERR RD #525, WINTER HAVEN, FL 33881
$149,0001 Day on yellowkey MLS ID: O6398628
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1999 Tax: $2,135 (2025)Community: Winter Ridge CondoCondo
Taxes:$2,135
Remarks: Welcome to 525 Winter Terrace in Winter Haven, an inviting, move-in-ready 2-bedroom, 2-bath, single-level townhouse in a maintenance-free family community with outstanding amenities. Step inside to find ceramic tile throughout the main living areas, spacious bedrooms, and a bright Florida room perfect for relaxing or entertaining. The heart of the home is the completely updated kitchen featuring nice appliances, wood cabinetry, and granite countertops, complemented by neutral interior paint and updated tile. Enjoy even more comfortable living space in the enclosed back room, offering additional air-conditioned square footage. The primary suite has sliding glass doors that lead to your own, private, enclosed porch. Community perks include a clubhouse, solar-heated pool, shuffleboard, and a private boat dock on beautiful Lake Smart. Schedule your showing today because this one won’t last long!
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Oralis Perez (407-325-1045)
200 ISLAND WAY, WINTER HAVEN, FL 33884
$795,000282 Days on yellowkey MLS ID: P4935447
REDUCED by $80,000 (9.1%) on 04/14/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3555 Built: 1970Monthly Fee: $131 Tax: $4,095 (2024)Community: Orchid Springs UnrecordedSingle Family
Taxes:$4,095
Remarks: Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining, a dedicated pool bath for added convenience, and multiple living spaces filled with natural light. Step outside to your private screened-in pool oasis, where tranquil lake views and tropical landscaping create the ultimate Florida lifestyle experience. Enjoy fishing, kayaking, or simply relaxing by the water in this serene, private lakefront setting. With premium finishes throughout and exceptional attention to detail, this home offers everything you need in one of the area's most distinguished neighborhoods. Don’t miss this rare opportunity—schedule your private tour today!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
20 LAKE IDYLWILD DR N, WINTER HAVEN, FL 33881
$739,00092 Days on yellowkey MLS ID: L4958394
1 Days Off yellowkey (back on 2/18/2026)
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3911 Built: 1961 Tax: $8,364 (2025)Community: Not In SubdivisionSingle Family
Taxes:$8,364
Elementary School: Frank E. Brigham Academy
Remarks: Under contract-accepting backup offers. Welcome to 20 N Lake Idylwild Dr—an incredible 6 bed | 4 bath multigenerational lakefront estate on a private .98-acre homesite. This two-story pool home features two fireplaces, a two-story dock, and a second-story deck overlooking the water. Located on Winter Haven’s legendary Chain of 24 Lakes, enjoy true Florida waterfront living with the freedom to boat to LEGOLAND® and local waterfront bars and restaurants. Start your mornings with sunrise views, host unforgettable gatherings, and embrace year-round outdoor living. With nearly 60’ of lake frontage, this property is a standout opportunity for full-time living, a second home, or an attractive Airbnb/short-term rental investment in one of Central Florida’s most sought-after lake communities. Just minutes from Winter Haven Municipal Airport for easy travel access. Schedule your private showing today—this one is a must-see.
Listing is courtesy of: AUSTIN DEANE REALTY INC (863-698-2329)
Listing Agent: Victoria King (813-853-8548)
1729 PEBBLE BEACH ST, WINTER HAVEN, FL 33881
$299,00011 Days on yellowkey MLS ID: P4938335
0 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2013Monthly Fee: $34 Tax: $4,596 (2026)Community: Country Club TrailsSingle Family
Taxes:$4,596
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Move-in ready and priced to sell, this beautiful 2013-built 3-bedroom, 2-bath home offers 1,865 sq. ft. of comfortable living space and a 2-car garage in a desirable single-entry community. The split floor plan features tile and luxury vinyl plank flooring throughout, a spacious primary suite with walk-in closet, and a well-appointed bath with dual sinks, a garden tub, and separate shower. The kitchen boasts granite countertops, a breakfast bar, and an eat-in dinette. Enjoy the fenced backyard, inside laundry room, ceiling fans throughout, and recent updates including a new roof in 2024, A/C in 2019, and air handler in 2023. Convenient to shopping, schools, and medical facilities.
Listing is courtesy of: REAL ESTATE BROKERS USA, INC. (863-242-6624)
Listing Agent: Debbie Bradbury (863-242-6624)
337 MEREDITH BLVD, WINTER HAVEN, FL 33881
$294,99068 Days on yellowkey MLS ID: O6379298
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1480 Built: 2026Monthly Fee: $6 Tax: $2,808 (2025)Community: Willowbrook NorthSingle Family
Taxes:$2,808
Remarks: MOVE-IN READY! Welcome to your dream home in the sought-after Willowbrook North community! This stunning Ranch-style, one-story residence offers effortless living with 3 spacious bedrooms, 2 full bathrooms, and a versatile flex space—perfect for a home office, playroom, or additional living area. You'll fall in love with the modern open-concept layout, featuring quartz countertops throughout, soft-close cabinets and drawers, and smart home features designed for comfort and convenience. Enjoy peaceful mornings and relaxing evenings with serene pond views right outside your front door. Built with quality and style in mind, this home is the perfect blend of elegance and functionality—ready for you to move in and make it your own. Don't miss this opportunity to own a beautifully crafted home in a growing, vibrant community!
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
2500 21ST ST NW #88, WINTER HAVEN, FL 33881
$198,00060 Days on yellowkey MLS ID: P4937851
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1585 Built: 1976Monthly Fee: $467 Tax: $2,419 (2024)Community: Casa Del Sol Condo Village Ph 01Condo
Taxes:$2,419
Elementary School: Fred G. Garnier Elem
Remarks: Back on Market due to loan denial, Chain of Lakes Frontage on Lake Hartridge Enjoy true waterfront living in this beautifully updated 3-bedroom, 2.5-bath townhome-style condo located directly on Lake Hartridge, part of the renowned Winter Haven Chain of Lakes. Situated in the desirable Casa Del Sol community, this spacious two-story home offers direct lake access and stunning panoramic views. The interior features wood laminate and tile flooring, a formal dining room, updated kitchen with stainless steel appliances and solid surface countertops, and a large living room overlooking the water. Relax in the Florida room or enjoy sunrise and sunset views from your screened lakefront lanai. Upstairs, the generous primary suite includes a walk-in closet, ensuite bath with granite counters, and a private enclosed balcony with breathtaking lake views. Two additional bedrooms, full bath, and upstairs laundry complete the layout. An attached 2-car garage adds convenience. Community amenities include a lakefront recreation area, pool, clubhouse, tennis courts, and private dock. HOA covers water, lawn care, and full access to amenities.Experience maintenance-free living with true Chain of Lakes frontage and endless boating, fishing, and waterfront enjoyment.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Irene Bryan (863-289-6789)
381 WINTER RIDGE BLVD, WINTER HAVEN, FL 33881
$145,50098 Days on yellowkey MLS ID: S5140657
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1996Monthly Fee: $253 Tax: $2,125 (2025)Community: Winter Ridge CondoCondo
Taxes:$2,125
Middle School: Lake Alfred-Addair Middle
Remarks: One or more photo(s) has been virtually staged. Waterfront view from your porch. Affordability, low-maintenance comfort, & strong rental income potential. Waterfront view from your porch. Discover serene living at this charming 2-bedroom, 2-bathroom condo offering stunning sunset water views from its screened lanai. The home has a functional layout, it includes a combination of living & dining area, a large master suite with a walk-in closet, & a sliding glass door towards your comfortable back porch overlooking the canal water view; the kitchen has sufficient space; & there is a large storage room. Enjoy your Florida lifestyle, this welcoming community with built-in amenities, has direct lakefront access via a community dock for boating, fishing, and water sports on the connected Chain of Lakes. For only $253 a month, HOA covers your home's exterior maintenance. Location is accessible to nearby shopping, hospitals, medical offices, schools, and about an hour drive Tampa or Orlando. To schedule a showing, provide your realtor your pre-approval letter or proof of cash funds. At this price range, this move-in ready condo is your best choice.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
3021 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881
$289,00079 Days on yellowkey MLS ID: O6377124
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1602 Built: 2004Monthly Fee: $33 Tax: $4,114 (2024)Community: Buckeye PointeSingle Family
Taxes:$4,114
Elementary School: Jewett School of the Arts
Remarks: Back on the Market!!! Take advantage of this beautiful 3 Bed, 2 Bath home with Stunning Lake View in Winter Haven, FL! Welcome to your dream home, nestled in the heart of Winter Haven, with sunset view from the back porch that will take your breath away. With granite countertops in the kitchen, modern appliances, and a spacious open layout, this home is perfect for families or those seeking comfort and style. The master bedroom features an ensuite bathroom, providing a private retreat, while the other two bedrooms are spacious and bright. Outside, the stunning views of the surrounding landscape make this home truly special. Conveniently located near shops, restaurants, and local attractions, this home offers both tranquility and easy access to the best of Winter Haven. Don’t miss out on this opportunity to own a beautiful home in one of the most desirable areas of Winter Haven! Contact us today to schedule a showing.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Lidia De Queiroz (321-330-8082)
22 LAKE LINK DR SE, WINTER HAVEN, FL 33884
$359,99713 Days on yellowkey MLS ID: O6394657
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1777 Built: 1971 Tax: $3,975 (2025)Community: Lake Link EstatesSingle Family
Taxes:$3,975
Remarks: Welcome to 22 Lake Link in Winter Haven, where space, lifestyle, and location come together in one exceptional opportunity. Situated on a large corner lot, this 4-bedroom, 2-bathroom home with a 2-car garage offers the perfect combination of comfort, functionality, and Florida living. Step inside to a bright and open floor plan designed for modern living and entertaining. The spacious layout flows seamlessly from the living and dining areas to the kitchen, creating the perfect environment for hosting family and friends. Enjoy your mornings on the front balcony and unwind in the evenings on the screened-in patio, overlooking your huge fenced-in backyard—ideal for pets, gatherings, or even adding a pool. Additional highlights include a durable metal roof for long-term value and a large driveway with plenty of space for multiple vehicles, guests, or recreational toys. This home is perfectly positioned to give you access to everything that makes Central Florida one of the most desirable places to live. Convenient access to major highways including Interstate 4, US Route 27, and Florida State Road 540 for easy commuting to Orlando, Tampa, and beyond. Just a short drive to world-famous attractions like Walt Disney World, Universal Orlando Resort, and LEGOLAND Florida Resort. Enjoy weekend trips to Florida’s beautiful beaches including Clearwater & St. Pete Beach (west coast) and Cocoa Beach (east coast). Living in Winter Haven means you’re close to a growing scene of local favorites and everyday conveniences such as, Coffee spots like Richard's Fine Coffees and Starbucks. Popular dining options including Harborside, Tanners Lakeside Restaurant & Bar, Aria and Azteca D'Oro. Shopping and entertainment nearby at Winter Haven Central Park and Eagle Ridge Mall. Minutes from Lake Link and the Chain of Lakes of Winter Haven, Florida.
Listing Agent: Omar Andreasen (407-883-2989)
2500 21ST ST NW #23, WINTER HAVEN, FL 33881
$178,00041 Days on yellowkey MLS ID: L4959772
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1334 Built: 1976 Tax: $636 (2025)Community: Casa Del Sol Condo Village Ph 02Condo
Taxes:$636
Remarks: Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 bath condo offers 1,334 sq. ft. of comfortable living with a smart two-story layout—main living areas downstairs and both bedrooms upstairs. The home incorporates rustic farmhouse design elements throughout, including decorative farmhouse wall paneling that adds warmth, texture, and character to the living spaces. Natural wood furnishings and neutral tones complement the farmhouse aesthetic, blending comfort with timeless style. This bedroom features a relaxed coastal design with soothing blue tones and nautical accents that create a bright, airy retreat. A bold navy accent wall highlights the space, complemented by decorative fishing net wall art and seaside décor. Large windows dressed in sheer navy curtains allow natural light to fill the room, enhancing the breezy coastal vibe. A second bedroom showcases a soft coastal palette with tranquil turquoise walls and light, breezy window treatments. The rustic whitewashed headboard adds a beach-cottage feel while coordinating with the natural textures and pastel bedding. The room’s calming color scheme and light-filled atmosphere create a peaceful, seaside-inspired retreat perfect for guests or family. The bathroom is enhanced with a sliding barn door, a popular farmhouse feature that combines charm with functionality. The door’s rustic wood finish and exposed hardware create a stylish focal point while maximizing space and adding a touch of modern farmhouse appeal. Enjoy low-maintenance living with HOA fees covering city water, sewer/garbage, exterior building maintenance, grounds care, and pool service. Community amenities include a clubhouse, two pools, tennis courts, shuffleboard, and a community dock with direct Lake Hartridge access. A rare bonus in condo living—an attached 2-car garage. Centrally located near major roadways for easy commuting to Lakeland, Auburndale, and the I-4 corridor, yet tucked into a peaceful residential setting close to downtown events, waterfront paths, and local dining. Ideal as a primary residence, seasonal home, or investment property. Opportunities like this don’t last—schedule your private showing today.
Listing Agent: Tomi Miller-Troupe (863-287-0231)
800 AVENUE L SE, WINTER HAVEN, FL 33880
$259,000119 Days on yellowkey MLS ID: TB8457206
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1728 Built: 1957 Tax: $2,317 (2024)Community: Lesnick ParkSingle Family
Taxes:$2,317
Remarks: Beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, situated on a spacious corner lot of over a quarter acre in desirable Plant City. The primary suite features an en suite bathroom with a walk-in shower, while three additional generously sized bedrooms and a second full bath provide comfortable accommodations for family or guests. The inviting kitchen offers ample space with a breakfast bar and adjacent dining area, perfect for everyday living and entertaining. An inside laundry room adds convenience. Enjoy outdoor living in the fully fenced backyard, complete with plenty of room to relax, play, or entertain, and a perfectly sized patio for gatherings. Ideally located close to shopping, dining, entertainment, medical facilities, and the world-famous Plant City Strawberry Festival
Listing is courtesy of: JT REALTY & ASSOCIATES (352-279-2640)
Listing Agent: Lindsey Funderburk (352-606-9639)
4009 CYPRESS LNDG S, WINTER HAVEN, FL 33884
$247,00029 Days on yellowkey MLS ID: TB8487328
REDUCED by $5,000 (2.0%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1291 Built: 1987Monthly Fee: $83 Tax: $3,230 (2025)Community: Cypress Landing Ph 02Single Family
Taxes:$3,230
Remarks: One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard playground. The community offers a dock with boat slips available on a first-come, first-served basis, perfect for boats up to 24 feet. Residents also enjoy a clubhouse, pickleball courts, and tennis courts, making it easy to enjoy the Florida lifestyle. Whether you're looking for a full-time residence or a weekend lake retreat, this home offers the perfect mix of updates, amenities, and waterfront living.
Listing is courtesy of: ELEVE REAL ESTATE LLC (813-562-5002)
Listing Agent: Danielle Davis (813-526-5002)
1 BROGDEN CT SE, WINTER HAVEN, FL 33880
$825,00027 Days on yellowkey MLS ID: L4960380
REDUCED by $9,900 (1.2%) on 04/13/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 3020 Built: 2022 Tax: $9,754 (2025)Community: Brogden Point RepSpa: YesSingle Family
Taxes:$9,754
Remarks: Custom-Built by Hulbert Homes! Known for exceptional quality and craftsmanship, Hulbert Homes delivers once again with this thoughtfully designed, one-of-a-kind residence. From the stunning custom mahogany double doors to the luxury vinyl flooring throughout, every detail has been carefully curated. This light, bright, and open 4-bedroom, 3-bath home on almost 3/4 of an acre and features soaring ceilings, crown molding, and a seamless open-concept layout that effortlessly connects the Great Room, dining area, and chef’s kitchen—perfect for both everyday living and entertaining. The kitchen truly serves as the heart of the home, showcasing a massive island, stainless steel appliances, gas range, and a custom backsplash, all designed with both style and functionality in mind. The Great Room is equally impressive, featuring a cozy gas fireplace and built-in Sonos sound system, creating the ideal space to relax or host gatherings. Step outside and enjoy your own private retreat—an expansive screened lanai complete with a saltwater pool, above-ground hot tub, and a covered entertaining area with a wet bar. Whether you're hosting friends or enjoying a quiet evening, this outdoor space delivers. The private 4th bedroom offers its own en-suite bath and direct lanai access, making it perfect for guests or multi-generational living. The luxurious primary suite is a true sanctuary, featuring a second gas fireplace, an impressive 12x8 walk-in closet with custom shelving, and a spa-inspired bath with dual vanities and walk-in shower. Additional features include a dedicated office/den/craft room with built-ins, a mudroom with added storage just off the garage, a Generac whole-house generator, and a tankless water heater for enhanced efficiency and convenience. Car enthusiasts and hobbyists will appreciate the oversized 31x43 garage with epoxy floors, offering ample room for vehicles, storage, and more. Situated on a large, beautifully landscaped lot with a charming rocking chair front porch, this home is tucked within a private, in-town Winter Haven community. Conveniently located near Legoland, the Chain of Lakes, shopping, dining, and more—this exceptional property offers the perfect blend of luxury, comfort, and Hulbert Homes’ signature excellence.
Listing Agent: Brian Stephens (863-647-8600)
622 RIDGE TER, WINTER HAVEN, FL 33881
$155,00092 Days on yellowkey MLS ID: L4958521
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1997Monthly Fee: $250 Tax: $1,644 (2025)Community: Winter Ridge CondoCondo
Taxes:$1,644
Remarks: Welcome home to this beautifully renovated 2 bedroom, 2 bathroom residence that truly stands out from the rest. From the moment you step inside, you’ll notice the bright, open living space featuring stylish wood-look flooring, modern lighting, and a layout designed for both comfort and entertaining. The spacious primary suite features sliding glass doors that lead to a screened, covered lanai—now thoughtfully split to create a versatile bonus room, perfect for a home office, hobby space, or relaxing retreat. Step outside to the tiled patio, ideal for morning coffee, evening gatherings, or weekend BBQs. Enjoy low-maintenance living in a community that offers assigned covered parking, a community pool, and direct lake access to Lake Smart with a boat ramp—perfect for fishing, boating, and enjoying the Florida lifestyle. Conveniently located near shopping, dining, and medical facilities, this home offers both comfort and convenience. This move-in-ready unit is a rare find. Schedule your private showing today before it’s gone.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Diana Acosta (914-562-3386)
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