Location: Winter Haven
Do Not Show Listings
441 SAN JOSE DR, WINTER HAVEN, FL 33884
$275,000357 Days on yellowkey MLS ID: P4934776
REDUCED by $10,000 (3.5%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 1984Monthly Fee: $5 Tax: $1,000 (2024)Community: Orchid Springs Patio HomesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,000
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene and secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exteri9or features; Paved drive and walkways, attractive canopies and covered front porch invites you inside to discover a charming home. The kitchen boasts custom pantry space, ample counter area and is thoughtfully designed for hosting guests without compromising meal preparation. Beyond the kitchen, the spacious living room, flex apace is adjacent to a second private patio. The large family room offers expansive sliding doors and windows making the perfect space for relaxation. Leading to a beautiful lanai ideal for sharing a glass of wine or enjoying a barbeque, with its scenic outlook. The dining room is designed for casual or formal entertainment. The master bedroom features an ensuite bath and picturesque views while additional bedrooms and guest bathroom complete the layout. Flooring; Tiled foyer, kitchen and bathrooms with plush carpet in the master bedroom as well as the second bedroom, living and dining rooms. Designed with single level living in mind this Orchid Springs Patio Home offers ease of mobility and low maintenance. Stop outside to the spacious outdoor area enveloped by lush trees providing privacy and a natural ambiance. Additional amenities include a spacious 2 car garage with natural gas water heater & washer & dryer. Conveniently located in SE Winter Haven, this central Florida home provides easy access to downtown, Chain of Lakes boat launches, LegoLand, and major highways. The neighborhood also features a community clubhouse and pool, enhancing the overall Florida lifestyle experience.
Listing is courtesy of: NEXTHOME NORRIS & COMPANY REALTY (863-875-5583)
Listing Agent: Michael Norris (863-287-3105)
207 WINTER RIDGE BLVD #4, WINTER HAVEN, FL 33881
$148,900177 Days on yellowkey MLS ID: P4936941
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1992Monthly Fee: $250 Tax: $2,035 (2024)Community: Winter Rdg CondoSpa: NoCondo
Taxes:$2,035
Remarks: Welcome to 207 Winter Ridge Blvd – A Serene Lakeside Retreat! This charming end-unit condo is a peaceful lakeview haven. Features; 2 spacious bedrooms, 2 bathrooms, and an open-concept living and dining area that flows effortlessly into an enclosed Florida room—ideal for soaking in breathtaking sunsets over Lake Conine. The kitchen features a built-in desk and a convenient closet pantry, while the master suite boasts a generous walk-in closet. Additional highlights include: Two dedicated parking spaces (one covered), brick paved front patio for outdoor enjoyment, high-end windows and doors, Hurricane shutters for peace of mind, new roof installed in 2024. Located within city limits, this quiet and well-maintained community offers resort-style amenities including a clubhouse, sparkling pool, shuffleboard courts, and access to a community dock and boat slip on Lake Smart. Whether you're fishing off the pier or strolling to nearby shops and restaurants in downtown Winter Haven, you'll love the blend of convenience & charm.
3349 COSTELLO CIR, WINTER HAVEN, FL 33884
$249,990150 Days on yellowkey MLS ID: O6364268
0 Days Off yellowkey (back on 4/14/2026)
REDUCED by $1,000 (0.4%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1516 Built: 2023Monthly Fee: $17 Tax: $6,563 (2024)Community: Villamar Ph 5Single Family
Taxes:$6,563
Elementary School: Chain O Lakes Elem
Remarks: Under contract-accepting backup offers. You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!
Listing is courtesy of: VALOR REALTY SERVICES LLC (407-668-2448)
Listing Agent: Marian Benson (954-205-3075)
6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881
$136,90034 Days on yellowkey MLS ID: S5146696
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1985Monthly Fee: $46 Tax: $147 (2025)Community: Lake N Golf EstatesSpa: NoManufactured Home
Taxes:$147
Tax Year: 2025
Remarks: Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms, 2 bathrooms with a spacious and functional layout, including a Florida room, formal dining room, breakfast nook and a dedicated laundry/storage room, providing plenty of flexibility for everyday living and entertaining. Updated HVAC system (2024) & automated thermostat. Additional exterior features include awnings for added shade and energy efficiency, along with a spacious carport for convenient covered parking. The home already passed the insurance/4-pointe inspection and will come with a one year home warranty at closing. It is situated within an established, beautifully maintained community known for its welcoming atmosphere and convenient access to nearby shopping, dining, medical facilities, and major roadways. Residents of Lake N Golf Estates enjoy fantastic amenities including a clubhouse, heated pool, spa, shuffleboard courts and community boat slip access, perfect for taking full advantage of the scenic lakefront setting. With OWNED land, low maintenance living, this community offers both comfort and peace of mind. Whether you're looking for a seasonal retreat or a fulltime residence, this is a wonderful opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and experience all that Lake N Golf Estates has to offer!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
3211 HERON CV, WINTER HAVEN, FL 33884
$774,90078 Days on yellowkey MLS ID: O6381592
4 Days Off yellowkey (back on 4/14/2026)
REDUCED by $24,100 (3.0%) on 04/01/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3480 Built: 1996Monthly Fee: $200Community: Heron CaySpa: NoSingle Family
Taxes:$0
Remarks: Under contract-accepting backup offers. Experience timeless elegance in this executive Mediterranean-style home, where refined architecture meets luxurious living. Welcome to Heron Cay, an exclusive retreat comprised of just two dozen custom homes tucked away near Lake Eloise. Make your way through the gate and wind around to the cul-de-sac where this exceptional home stands ready to welcome and impress you. Upon entering through the double doors, prepare to be captivated by the grand scale of this home's living spaces and rich textures. Open-concept design flows seamlessly into expansive living and dining areas, highlighted by soaring ceilings, a travertine fireplace, and windows that bathe the home in natural light. The gourmet chef’s kitchen is a true showpiece, featuring premium stainless-steel appliances including a gas range, beautiful cabinetry, a wine refrigerator, an island, and elegant granite countertops—ideal for both everyday living and upscale entertaining. Be sure to take note of the ample storage and rolling ladder in the well appointed butler's pantry, and the custom coffee station. Retreat to the lavish primary suite, complete with a spa-inspired bathroom, walk-in shower, separate steam shower, dual vanities, and an expansive custom closet. The remaining bedrooms are generously sized and thoughtfully designed spaces to ensure comfort for family and visitors alike. Step outside to your own private oasis—lush landscaping, an enclosed pool and patio, and ample space for outdoor dining and relaxation create the ultimate setting for year-round enjoyment. On a practical note, the home is equipped with a 22KW Generac generator, which is sure to provide peace of mind during storm season. Combining Mediterranean charm with executive-level finishes, this extraordinary home offers privacy, prestige, and craftsmanship in one of the area’s most desirable gated communities. Request your private tour today, and ask about the seller's assumable incredible interest rate!
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Misty Mccracken (863-289-0735)
5543 TAVERNA, WINTER HAVEN, FL 33884
$269,990116 Days on yellowkey MLS ID: O6371052
2 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2025Monthly Fee: $53 Tax: $3,300 (2025)Community: Villamar Phase 7Single Family
Taxes:$3,300
High School: Lake Region High
Middle School: Mclaughlin Middle
Remarks: Under Construction. This BEAUTIFUL ALLEX II Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The ALLEX II is3/2/2- 1504 S/F & newly upgraded! This new model has an open floor plan with a spacious DINING room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 2 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone.
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
492 LAKESIDE RANCH CIR, WINTER HAVEN, FL 33881
$198,000239 Days on yellowkey MLS ID: P4936182
1 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1620 Built: 2006Monthly Fee: $140 Tax: $2,148 (2024)Community: Lakeside Ranch For Mobile HomesManufactured Home
Taxes:$2,148
Remarks: Under contract-accepting backup offers. LAKEFRONT LIVING FOR UNDER $200K, MOTITVATED SELLER!!! Why pay lot rent when you can enjoy the charm and tranquility in this beautifully renovated, Fully Furnished 2 Bedroom/2 Bath 2006 home in Winter Haven! Nestled in the serene, gated 55+ Lakeside Ranch community on Lake Henry. This home is move-in ready and offers a host of modern updates, including New HVAC (2025) and New Roof and All New Windows both replaced in 2024. The home features a spacious living room, a primary bedroom with an ensuite bathroom and walk-in shower, an indoor utility room with laundry and extra storage, and a screened-in porch perfect for relaxing or enjoying breathtaking sunset views. The kitchen is designed for convenience featuring an Island with Breakfast Bar and ample storage. The carport doubles as additional seating or parking space. Lakeside Ranch is a co-op community where the price includes an $11,000 share in the corporation—meaning no lot rent. The LOW MONTHLY HOA Fee that includes Water, Sewer & Garbage. This vibrant community offers an array of amenities, including a clubhouse, heated swimming pool, library, shuffleboard courts, horseshoe area, billiards, a boat launch, and docks on Lake Henry. Residents can also take advantage of scheduled holiday events, arts and crafts classes, exercise programs, card games, and more. For added convenience, the community has a trailer storage area, self-contained water and sewer systems with backup generators. Perfect for year-round residents or snowbirds. Lakeside Ranch Community offers the flexibility to be as active or as relaxed as you desire. With its idyllic location near shopping, dining, and amusement parks, this home offers the best of Florida living. Call today for a private showing and start enjoying the security, serenity, and vibrant lifestyle of this remarkable Lakeside Community!!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Cheryl Brewer (863-224-0045)
4970 MANDOLIN CT, WINTER HAVEN, FL 33884
$355,000168 Days on yellowkey MLS ID: P4937023
REDUCED by $10,000 (2.7%) on 04/14/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1749 Built: 2015Monthly Fee: $35 Tax: $5,242 (2024)Community: Mandolin 02Single Family
Taxes:$5,242
Remarks: Welcome to lakeside living in the Mandolin community! Inviting single story home with 4-bedrooms, 2-baths and scenic backyard water views. With 1,750 sq ft of well-planned living space, this home blends functionality and relaxation, starting with a bright entry and soaring cathedral ceilings that create an immediate sense of openness. The heart of the home is the spacious central kitchen, featuring granite countertops, a gooseneck faucet, pantry storage, a long breakfast bar, and brand-new matching appliances. The kitchen flows effortlessly into the generous family room—perfect for gatherings, movie nights, or simply enjoying the view. Large sliders extend the living space to a screened lanai and additional deck area, giving you even more room to entertain or unwind outdoors while overlooking the sparkling lake. A true retreat, the primary bedroom enjoys tranquil water views, a walk-in closet, and a spacious en-suite bath with dual sinks, a large walk-in shower, and a separate soaking tub. The split floor plan places three additional bedrooms and a full bathroom on the opposite side of the home, ideal for guests, family, office space, or hobbies. Convenience continues with laundry, ceiling fans in every bedroom and the family room, and an irrigation system to maintain the well-manicured yard. Spend your evening watching the sunset over the water followed by a fireworks show from nearby Legoland. Outside, the property offers both generous front and back yards, giving you room to play, garden, relax, or simply enjoy the peaceful lakefront setting. Located in the Mandolin community, residents enjoy proximity to everyday essentials and local attractions. Just minutes from shopping, restaurants, medical facilities, and zoned for Chain of Lakes Elementary, this home sits between Tampa and Orlando and is only 4 miles from Legoland and 11 miles from Bok Tower Gardens, making it the perfect balance of convenience, comfort, and Florida lifestyle living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Daniel Mcintee (877-366-2213)
2500 21ST ST NW #23, WINTER HAVEN, FL 33881
$178,00057 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
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
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)
102 2ND ST N, WINTER HAVEN, FL 33880
$119,90032 Days on yellowkey MLS ID: O6394962
1 Days Off yellowkey (back on 4/14/2026)
REDUCED by $5,000 (4.0%) on 04/09/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1940 Tax: $1,413 (2025)Community: SouthavenSingle Family
Taxes:$1,413
Remarks: Under contract-accepting backup offers. Opportunity is knocking in Winter Haven! This 2-bedroom, 1-bath single-family home offers the perfect canvas for investors, flippers, or buyers looking to build instant equity. The property needs work, which is exactly where the upside lies — bring your vision and your contractor, and turn this into a solid rental or a profitable resale. Located in a quiet, established residential neighborhood with a close-knit community feel, you're just minutes from US Hwy 17, local dining, shops, and all that Winter Haven has to offer. Winter Haven continues to grow, making this an ideal time to plant your flag in Polk County. Priced for the market it is — don't sleep on this one.
Listing is courtesy of: ENCORE INVESTMENT REALTY (407-334-8664)
Listing Agent: Desmond Pollock (407-334-8664)
4502 RAPALLO AVE, WINTER HAVEN, FL 33884
$340,99018 Days on yellowkey MLS ID: L4961043
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2005 Built: 2026Monthly Fee: $18Community: VillamarSingle Family
Remarks: New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
1 BROGDEN CT SE, WINTER HAVEN, FL 33880
$825,00043 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
Elementary School: Elbert Elem
Middle School: Denison Middle
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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brian Stephens (863-647-8600)
120 GROVE BRANCH RD, WINTER HAVEN, FL 33880
$304,900157 Days on yellowkey MLS ID: P4937143
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 2020Monthly Fee: $57 Tax: $4,019 (2024)Community: Squires GroveSingle Family
Taxes:$4,019
Remarks: Welcome to 120 Grove Branch Road — Your Florida Sanctuary Awaits Step into this beautifully maintained home and discover a perfect blend of comfort, charm, and everyday ease. Nestled on a quiet, leafy street, this residence offers a rare opportunity to enjoy tranquil suburban living while staying close to all the essentials you need. Imagine starting each morning with soft sunlight filtering through large, south-facing windows — the living room becomes a cozy retreat by day and an inviting space for entertaining by night. The heart of the home is a spacious, well-designed kitchen where cooking becomes an experience: generous counter space, smart layout, and open access to the dining area make it ideal for intimate family meals or weekend gatherings. Down the hall, roomy bedrooms are a peaceful escape at the end of the day. The primary suite feels like a private haven — a place to unwind, recharge, and enjoy some quiet. Outside, the backyard provides a lovely spot for relaxing, gardening, or simply enjoying Florida’s warm evenings. The property sits on a generous lot, giving you room to breathe and grow — whether you envision a lush garden, a play area, or al fresco dining under the stars. Beyond the home itself, you’ll love the surrounding neighborhood. Quiet streets, friendly neighbors, and easy access to local conveniences make daily life a breeze. Whether grabbing groceries, picking up your morning coffee, or heading out for dinner, you’re never far from what you need. 120 Grove Branch Road isn’t just a house — it’s the backdrop for your next chapter. A place where comfort, convenience, and community come together. Don’t miss your chance to make this home your own. Schedule a private tour today and see why this home won’t stay on the market long.
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Nadia Dawes Morgan (863-662-7969)
1228 DENALI DR, WINTER HAVEN, FL 33881
$315,000240 Days on yellowkey MLS ID: P4936142
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 2023Monthly Fee: $73 Tax: $4,208 (2024)Community: Lake Lucerne IiSingle Family
Taxes:$4,208
Remarks: NO CDD!! Newer 4 bedroom home for sale in Winter Haven, Florida, located in the Lake Lucerne II community in Polk County with no CDD fees and a low quarterly HOA. Built in 2023 by KB Home, this single-story residence offers approximately 1,707 square feet of modern living space designed for comfort, accessibility, and long-term value. Thoughtfully designed with universal design features, the home includes 36-inch interior doorways, a no-step entry, and a smooth, open floor plan that allows for easy movement throughout the property. The split-bedroom layout provides added privacy, making it ideal for families, multigenerational living, or guests. Inside, 18-inch ceramic tile runs through most of the main living areas, creating a clean and cohesive look. The spacious primary suite features a walk-in closet and automatic window blinds for added convenience. The kitchen serves as the focal point of the home, offering granite countertops, stainless steel appliances, and a seamless connection to the great room, making it well suited for everyday living and entertaining. Outdoor living is enhanced by an extended covered lanai and a fully vinyl-fenced backyard, providing space for pets, gatherings, or private relaxation. Situated on a 0.17-acre lot, the property offers manageable outdoor space without high maintenance requirements. Additional features include a two-car attached garage, public water and sewer, access to a community pool, and location in Flood Zone X. Conveniently positioned in Winter Haven with access to Highway 17 and the I-4 corridor, this home allows for an easy commute to Lakeland, Tampa, and Orlando while maintaining the comfort of a residential neighborhood setting. Eligible for FHA, VA, conventional, or cash financing, this property is ideal for buyers searching for a move-in ready 4 bedroom home built in 2023 in Winter Haven with modern construction, accessibility features, and no CDD fees.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Jacqueline Mazurowski (863-206-0110)
1540 AVENUE C NE, WINTER HAVEN, FL 33881
$245,000405 Days on yellowkey MLS ID: R4909059
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1958 Tax: $2,407 (2024)Community: Lake Elbert Heights Unit 02 02 RepSingle Family
Taxes:$2,407
Remarks: Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank approval. Centrally located to major highways and shopping.
Listing is courtesy of: MILLSHIRE REALTY (863-815-8000)
Listing Agent: Robert Miller, Jr (863-899-9324)
416 CORSO LOOP, WINTER HAVEN, FL 33884
$364,50023 Days on yellowkey MLS ID: P4938389
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2021Monthly Fee: $18 Tax: $7,428 (2025)Community: Villamar Ph 1Single Family
Taxes:$7,428
Remarks: • Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.
Listing Agent: Irene Bryan (863-289-6789)
603 SIDNEY CIR, WINTER HAVEN, FL 33880
$255,00044 Days on yellowkey MLS ID: P4938186
REDUCED by $10,000 (3.8%) on 04/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1981 Tax: $954 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$954
Elementary School: Inwood Elem
High School: Tenoroc Senior
Remarks: Welcome home to this beautifully maintained three-bedroom two-bathroom gem offering comfort, charm, and everyday functionality! Situated on a spacious lot with a large front yard, this home features a warm and inviting exterior with great curb appeal and plenty of room to enjoy outdoor living. Step inside to find a bright and open layout with multiple living spaces, perfect for both relaxing and entertaining. The updated kitchen showcases crisp cabinetry, ample counter space, and a cozy, modern feel that flows seamlessly into the dining and living areas. The home offers generously sized bedrooms filled with natural light, along with well-appointed bathrooms designed for both style and convenience. A dedicated laundry space and flexible bonus areas provide extra functionality for today’s lifestyle, whether you need a home office, playroom, or hobby space. Enjoy Florida living with a large backyard, ideal for gatherings, pets, or simply unwinding at the end of the day. With a spacious driveway and additional storage options, this home checks all the boxes. Conveniently located near shopping, dining, and major roadways, this one is move in ready and waiting for its next owner!
Listing Agent: Jamie Baker (863-258-2244)
511 HEATHER GLEN DR, WINTER HAVEN, FL 33884
$287,00061 Days on yellowkey MLS ID: P4938000
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1488 Built: 2001Monthly Fee: $33 Tax: $3,786 (2025)Community: Heather Glen Ph 02Single Family
Taxes:$3,786
Remarks: Welcome to 511 Heather Glen Drive. This beautifully maintained home is in move in ready condition. Offering 4 bedrooms and 2 bathrooms, the home has new interior and exterior paint. This is a split floor plan with a large family room looking out to the screened in patio. Off the kitchen is a dinette. The guest bathroom has been remodeled. Both bathrooms have new toilets. The A/C is brand new with a HALO system that purifies the air in the house. The roof is 9 years old. Brand new hot water heater. There is an inside laundry room leading out to the garage. Riding lawnmower is included! The home is centrally located close to Legoland, dining, shopping and major highways and in between Orlando and Tampa. This home shows pride of ownership! Make your appointment today!
Listing is courtesy of: THE HOME COMPANY (863-268-8157)
Listing Agent: Sue Ann Williamon (863-258-3115)
3426 HICKORY ST NW, WINTER HAVEN, FL 33881
$230,00021 Days on yellowkey MLS ID: O6398170
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1044 Built: 1955 Tax: $2,004 (2025)Community: Biltmore ShoresSingle Family
Taxes:$2,004
Remarks: One or more photo(s) has been virtually staged. NO HOA! LOW TAXES! ASSUMABLE FHA LOAN! Bring your boat, your work vehicle and your RV! This home is has plenty of yard to hold all your toys and you won't be bothered by an HOA! This move-in ready property features brand new flooring and fresh interior paint, offering a clean, modern feel throughout. This home is light and bright and ready for its new owner! Whether you enjoy sipping your coffee on the front porch and talking with your neighbors or heading to your huge backyard to climb some trees or stoke up the fire pit, you will have years of happy memories in this solidly built Winter Haven home. A termite bond is in place, providing you added peace of mind! Located in the heart of Winter Haven, this home offers convenient access to major roadways including US-27 and the Polk Parkway, making commuting and travel simple. Enjoy being just 45–60 minutes to Orlando area attractions, including Walt Disney World and about 1.5 to 2 hours to Florida’s Gulf Coast beaches such as Clearwater and St. Pete Beach. Nature lovers will appreciate the close proximity to some of Florida’s most beautiful outdoor destinations. Nearby options include Circle B Bar Reserve which is known for scenic trails and wildlife viewing or Colt Creek State Park, offering hiking, horseback riding, and camping. Prefert the water? Lake Kissimmee State Park is perfect for boating, fishing, and exploring Florida’s natural landscape. Winter Haven itself is known for its chain of lakes, boating lifestyle, and local charm with shopping, dining, and entertainment just minutes away. Whether you’re looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and access to everything that makes Central Florida special!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Heather Walker, Pa (407-383-0762)
1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880
$475,000196 Days on yellowkey MLS ID: TB8438899
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3201 Built: 1923 Tax: $9,301 (2024)Community: Orangewood AddSpa: NoSingle Family
Taxes:$9,301
Remarks: Under contract-accepting backup offers. COMPLETE RE-MODEL ON THIS LAKEFRONT LOT. HISTORIC CHARM WITH ALL MODERN UPGRADES! THIS PROPERTY BOASTS EXPANSIVE VIEWS OF LAKE SHIPP, PART OF WINTER HAVEN'S 24 INTERCONNECTED CHAIN OF LAKES. EVERYTHING HAS BEEN DONE: NEW WINDOWS, PARTIALLY RE-PLUMBED AND RE-WIRED, NEW A/C. AND ROOF MEMBRANE, STUCCO, EXTERIOR PAINT, FLOORING, AND FIXTURES. AS YOU ENTER THE FRONT DOOR, THE SPACIOUS LIVING ROOM HAS A BEAUTIFUL FIREPLACE WHICH IS OPEN TO THE LARGE DINING ROOM. THE KITCHEN, WITH ACCESS POINTS TO ALL LIVING AREAS, FEATURES STAINLESS APPLIANCES, PANTRY AND LAUNDRY CLOSET. JUST OFF THE LIVING AREA IS A FAMILY ROOM (GATHERING ROOM) WHICH HAS FRENCH DOORS LEADING TO A DECK OVERLOOKING THE POOL AND LAKE. A SMALL OFFICE/DEN ALSO HAS ACCESS TO THE POOL DECK. THE MASTER SUITE IS LOCATED ON THE FIRST LEVEL FEATURING A SITTING AREA, DOUBLE CLOSET AND AMAZING LAKE VIEWS. FRENCH DOORS LEAD OUT TO A REAR DECK OVERLOOKING THE OVERSIZED POOL AND LAKE. THE MASTER BATH FEATURES A DOUBLE VANITY AND TILED SHOWER. THE SECONDARY BEDROOMS ARE LOCATED ON THE UPPER LEVEL WITH A SHARED BATH. THE IN-LAW SUITE OFFERS EXCELLENT FLEXIBILITY! ENTRANCE FROM THE MAIN LIVING AREA AS WELL AS A PRIVATE REAR DOOR. IDEAL FOR FAMILY, GUESTS OR SIMPLY MORE LIVING SPACE! THE FIRST LEVEL IS SPACIOUS (IDEAL LIVING/KITCHEN OPTION) INCLUDES A FULL SIZE BATH. A STAIRWAY LEADS TO A LARGE BEDROOM WHICH COULD ALSO BE PERFECT FOR AN OFFICE/DEN. AT THE REAR OF THE HOUSE, THERE IS A SMALL BASEMENT (COULD BE GREAT WORKSHOP OR STORAGE AREA). OWNER WOULD CONSIDER SELLING ADJACENT LOT - GREAT POTENTIAL SECOND HOME, GARAGE - THE POSSIBILITIES ARE ENDLESS. LOCATION IS IDEAL WITH EASY ACCESS TO WINTER HAVEN, CYPRESS GARDENS, BARTOW AND HWY 570 - WHICH MEANS CLOSE PROXIMITY TO THE NEW ORLANDO HEALTH CAMPUS IN LAKELAND.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Rob Brandt Dee, Pa (407-415-3800)
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