Location: Winter Haven , 33884
Do Not Show Listings
2646 RUTLEDGE CT, WINTER HAVEN, FL 33884
$215,000292 Days on yellowkey MLS ID: O6339713
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $10,000 (4.4%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 2006Monthly Fee: $250 Tax: $1,325 (2024)Community: Traditions Ph 01Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,325
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained two-bedroom, two-bathroom townhome with a versatile flex space, perfectly situated in one of Winter Haven's most desirable communities. As you step inside, you’ll be greeted by soaring 16-foot ceilings, an open floor plan filled with natural light, and tasteful finishes that create an inviting atmosphere. Just off the entry, a spacious guest bedroom with an attached full bath offers comfort and privacy, while the primary suite is tucked away at the back of the home, complete with serene views and an oversized 12’ x 5’ walk-in closet. A set of double pocket doors leads to the flexible bonus room, ideal as a third bedroom, home office, den, or even a formal dining room to fit your lifestyle. The kitchen and living areas flow seamlessly together, making entertaining easy and everyday living a joy. Step outside to enjoy the well-kept community, where a sparkling pool overlooks the lake, and a private fishing pier adds to the charm of the neighborhood. The HOA takes care of exterior building and roof maintenance, landscaping, cable, and internet, allowing for truly low-maintenance living. With recent updates including exterior paint in 2025, new appliances in 2021, plus the roof, HVAC, water heater, and bedroom flooring replaced in 2018, this home offers peace of mind and modern comfort. Conveniently located near world-class attractions, shopping, and dining, this townhome is the perfect blend of comfort, convenience, and lifestyle. Don’t miss the opportunity to make this exceptional property your new home in Central Florida.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Nancy Lezotte (407-907-7671)
924 S HERON CIR, WINTER HAVEN, FL 33884
$265,000Listed 06/23/2026 9:38AM MLS ID: O6419206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1483 Built: 1985 Tax: $3,490 (2025)Community: Garden Grove South AddSingle Family
Taxes:$3,490
Tax Year: 2025
Remarks: Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the back of the home. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage along with access to the home's dining room. Rounding out this ranch style floorplan is the primary suite and two secondary bedrooms. Enjoy your private, enclosed backyard all year long! Come and see for yourself the possibilities that this home has to offer!
Listing is courtesy of: EVERYSTATE INC. (501-725-1234)
Listing Agent: Blake Keathley (661-900-9145)
531 HEATHER GLEN DR, WINTER HAVEN, FL 33884
$280,00014 Days on yellowkey MLS ID: TB8517307
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 2002Monthly Fee: $33 Tax: $1,954 (2025)Community: Heather Glen Phase OneSingle Family
Taxes:$1,954
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Welcome home to this affordable, beautifully designed single-family residence nestled in the desirable Heather Glen community! Spanning 1,538 sq. ft. of comfortable living space, this 3-bedroom, 2-bathroom home features a highly sought-after split-bedroom floor plan decorated in inviting, neutral colors. The inviting interior boasts soaring vaulted ceilings, elegant plant ledges, and a spacious living room anchored by a cozy wood-burning fireplace. The fully equipped kitchen comes complete with a breakfast bar that opens seamlessly into the formal dining room. Retreat to the expansive primary suite featuring large walk-in closets and a spacious layout. Step outside through the sliding doors to find a lovely covered patio and a fully fenced backyard, providing the perfect private oasis for pets, play, or outdoor dining. Complete with an attached 2-car garage and low monthly HOA fees, this home is centrally located close to schools, shopping, and dining!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Holly Agosto (656-209-7783)
3614 PLYMOUTH DR, WINTER HAVEN, FL 33884
$320,0001 Day on yellowkey MLS ID: TB8522011
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2006Monthly Fee: $504 Tax: $2,165 (2025)Community: Traditions Ph 01Single Family
Taxes:$2,165
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: Perfectly situated on a premium pond-front homesite in the sought-after 55+ gated community of Traditions at Lake Ruby, this beautifully maintained residence offers the ideal blend of comfort, space, and carefree Florida living. With 3 bedrooms, 2 bathrooms, and 2,109 square feet of thoughtfully designed living space, the open split-bedroom floor plan is perfect for both everyday living and entertaining. From the moment you arrive, the paver driveway, carriage-style lighting, manicured landscaping, and covered entry create impressive curb appeal. Inside, soaring ceilings and solid-surface flooring enhance the bright, open feel of the home. The spacious kitchen overlooks the family room and features 42-inch maple cabinetry with decorative rain-glass accents, Corian countertops, a breakfast bar, closet pantry, and a charming dining nook. Designed for gathering, the expansive family room is framed by triple sliding glass doors that showcase tranquil pond views and seamlessly connect to the oversized Florida room. Whether you're hosting friends or enjoying a quiet morning coffee, this inviting space provides the perfect backdrop, complete with views of the soothing waterfront fountain. The generously sized primary suite is a true retreat, offering its own waterfront sitting area, direct access to the Florida room, dual walk-in closets, and a spacious en-suite bath featuring a comfort-height double vanity, garden tub, seated walk-in shower, linen closet, and private water closet. Two additional bedrooms provide flexibility for guests, hobbies, or a home office, while the interior utility room includes a washer, dryer, and utility sink for added convenience. Additional highlights include a 2021 roof, 2024 HVAC system, 2018 water heater, gutters, security system, and a two-car garage with an additional refrigerator. Life at Traditions at Lake Ruby feels like a year-round vacation. Residents enjoy an impressive collection of resort-style amenities, including a lakefront clubhouse, heated pool and spa, fitness center, ballroom, library, billiards room, craft and meeting rooms, tennis courts, pickleball courts, bocce ball, basketball, shuffleboard, dog park, private dock, boat ramp, and a full calendar of social activities. The HOA provides exceptional value with lawn maintenance, exterior house painting, cable, internet, and full access to community amenities included. Conveniently located near shopping, dining, medical facilities, major highways, and LEGOLAND, this waterfront gem offers the perfect opportunity to enjoy an active, low-maintenance lifestyle in one of Central Florida’s most desirable 55+ communities.***FREE 1/0 Rate Buydown when using the seller's preferred lender!***
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
440 PALMA CEIA RD, WINTER HAVEN, FL 33884
$800,00013 Days on yellowkey MLS ID: O6415193
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2575 Built: 2023Monthly Fee: $149 Tax: $6,403 (2025)Community: Cypresswood Golf/CcSpa: NoSingle Family
Taxes:$6,403
Elementary School: Elbert Elem
Remarks: Over 1 Acre with Golf Course Views in Cypresswood Golf & Country Club. Discover a rare opportunity to own one of the LARGEST residential lots in Cypresswood Golf & Country Club, one of Winter Haven's premier gated golf communities. Built in 2023 and situated on 1.17 acres, this exceptional 4-bedroom, 3-bathroom residence offers luxury, privacy, and modern living with expansive views of the 2nd green and 9th tee of the Ron Garl-designed championship golf course. A long private driveway lined with Florida-friendly landscaping leads to an expansive paver parking courtyard and oversized three-car garage featuring a professionally finished epoxy floor. Ebony-finished tongue-and-groove ceilings on both the front entry and rear screened lanai create an impressive first impression, while the Therma-Tru insulated front door with decorative glass insert welcomes you inside. The thoughtfully designed OPEN-CONCEPT FLOOR PLAN features luxury vinyl plank flooring throughout, soaring ceilings with decorative beam details, custom millwork, recessed lighting, and large windows that fill the home with natural light. The spacious great room is anchored by a custom shiplap feature wall with an electric fireplace and opens seamlessly to the covered lanai through oversized sliding glass doors. A premium Denon surround sound system serves both the great room and lanai, making entertaining effortless. The gourmet kitchen combines style and functionality with quartz countertops, a large center island, solid wood cabinetry, under-cabinet lighting, a walk-in pantry with custom shelving, Frigidaire Professional Series stainless steel appliances, and a natural gas cooktop. The spacious primary suite offers a tray ceiling with decorative beams, an oversized walk-in closet, and a luxurious ensuite bath featuring dual vanities, a garden tub, walk-in shower, and private water closet. The split-bedroom floor plan provides privacy for family and guests, and every bedroom includes a walk-in closet. Step outside and enjoy the freedom of owning more than an acre with panoramic golf course views and plenty of room to create your dream outdoor living space. Residents of Cypresswood Golf & Country Club enjoy an 18-hole championship golf course, clubhouse, restaurant, junior Olympic-sized pool, tennis and pickleball courts, and scenic roads perfect for walking, running, and biking. Conveniently located near US-27, I-4, the Polk Parkway, downtown Winter Haven, and LEGOLAND Florida Resort, this home offers an exceptional combination of luxury, space, and location.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jessica Estrada (863-409-1771)
3307 COSTELLO CIR, WINTER HAVEN, FL 33884
$289,00050 Days on yellowkey MLS ID: L4961494
REDUCED by $5,900 (2.0%) on 06/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1553 Built: 2023Monthly Fee: $17 Tax: $4,645 (2025)Community: Villamar Ph FourSingle Family
Taxes:$4,645
Remarks: This home just received a new price and is ready for its next owner. Don't miss this move-in ready Central Florida gem featuring an open-concept design, soaring ceilings, fresh interior paint, and stylish luxury vinyl plank flooring throughout the main living areas, with durable vinyl flooring in every bedroom. No carpet anywhere. The beautifully updated kitchen is designed for everyday living and entertaining, showcasing quartz countertops, espresso cabinetry with crown molding, a center island, and Samsung stainless steel appliances. Retreat to the spacious primary suite featuring dual vanities, a walk-in closet, and a private en-suite bath. Additional upgrades include a whole-home water softener and filtration system, custom blinds, ceiling fans, a programmable thermostat, Ring doorbell system, plus a washer and dryer that convey with the home. Step outside to a fully fenced backyard with updated landscaping, irrigation, and a covered patio perfect for relaxing or entertaining. Energy-efficient windows and insulation, architectural shingles, and a two-car garage provide peace of mind and long-term value. Residents also enjoy access to community amenities including a pool and playground. Conveniently located and priced to sell, this home offers the perfect combination of comfort, style, and value. Schedule your private showing today before this opportunity is gone.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Michael Hochadel (863-604-0018)
2820 SAM MARCY WAY E, WINTER HAVEN, FL 33884
$351,3701 Day on yellowkey MLS ID: L4962977
0 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2227 Built: 2026Monthly Fee: $18Community: VillamarSingle Family
Taxes:$0
Remarks: Under Construction. New construction home with 2227 square feet on two-story including 4 bedrooms with loft, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz 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, and a tiled shower. Bedrooms 2 and 3 share a jack-and-Jill bathroom. 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/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
419 PINELLAS RD, WINTER HAVEN, FL 33884
$399,9991 Day on yellowkey MLS ID: TB8521750
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2248 Built: 1974 Tax: $1,726 (2025)Community: Eloise Woods Lake Mariam UnitSingle Family
Taxes:$1,726
Remarks: Welcome to the forever home you've been searching for, where timeless comfort, exceptional space, and endless possibilities come together. Offering an impressive open floor plan and abundant square footage, this residence has been lovingly cared for over the years and is ready for its next chapter. The expansive primary suite is a true retreat, featuring two oversized walk-in closets, private access to the pool, and a spacious en-suite bath complete with a large walk-in shower and ample storage. Three additional generously sized bedrooms provide flexibility for family, guests, or a home office. One bedroom is ideally situated just off the kitchen with its own private entrance through the garage, making it an excellent option for multigenerational living, extended guests, or added privacy. At the heart of the home, the inviting living spaces flow effortlessly into an incredible entertainment room unlike any other. Rich wood ceilings, custom wood accents, and a stunning built-in wooden bar create the ultimate gathering space for game days, celebrations, or relaxing evenings with family and friends. Step outside to your own private Florida oasis. Surrounded by lush tropical landscaping, the sparkling pool offers the perfect backdrop for year-round enjoyment, while the oversized driveway features a dedicated basketball shooting area, adding even more fun right at home. For added peace of mind, the home is equipped with a generator-ready electrical hookup, providing convenience and preparedness during Florida's storm season. Filled with warmth, character, and room to grow, this is a home where memories have been made for decades and new ones are waiting to begin. Offering an incredible combination of space, versatility, and lifestyle, this is a rare opportunity to make a truly special property your own. Come see all that this exceptional Winter Haven home has to offer.
Listing is courtesy of: HEART OF FLORIDA REALTY LLC (352-428-0800)
Listing Agent: Mika Rotunda (352-428-0800)
2610 SAN MARCO WAY, WINTER HAVEN, FL 33884
$329,90010 Days on yellowkey MLS ID: L4962574
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 2023Monthly Fee: $13 Tax: $3,953 (2024)Community: VillamarSingle Family
Taxes:$3,953
Middle School: McLaughlin Academy Of Excellence
Remarks: Welcome to 2610 San Marco Way, a beautiful Highland Homes Raychel floor plan located in the highly desirable Villamar community of Winter Haven. Offering 4 bedrooms, 2 bathrooms, and a spacious open-concept design, this home was thoughtfully built for both everyday living and entertaining. The heart of the home features a large kitchen island overlooking the living and dining areas, an oversized walk-in pantry, and plenty of space for gathering with family and friends. The spacious owner's suite serves as a private retreat, complete with a tray ceiling, walk-in closet, and ensuite bath. What truly sets this home apart are the upgrades already in place. Enjoy your morning coffee on the screened front porch, unwind in the screened rear lanai, or host family and friends in the fully fenced backyard. These valuable additions have already been completed, saving you time and money after closing. Residents of Villamar enjoy access to a resort-style community pool, playground, and walking trails. Conveniently located just minutes from Legoland Florida Resort, the new Publix shopping center, restaurants, medical facilities, and major roadways, this home offers the perfect blend of comfort and convenience. Why wait for new construction when this move-in ready home already includes some of the most sought-after upgrades? Schedule your private showing today and discover all that 2610 San Marco Way has to offer.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Veronica Bard (863-670-7526)
1033 SAWGRASS DR, WINTER HAVEN, FL 33884
$359,900144 Days on yellowkey MLS ID: P4937685
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $4,100 (1.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1879 Built: 2022Monthly Fee: $5 Tax: $7,458 (2025)Community: Lake Ashton West Ph Ii SouthSpa: NoSingle Family
Taxes:$7,458
Remarks: Under contract-accepting backup offers. Welcome to 1033 Sawgrass Dr, where modern comfort meets thoughtful upgrades in this beautifully maintained 3-bedroom, 2-bath home. Designed with everyday living in mind, this home features an open-concept layout filled with natural light, creating a bright and inviting space perfect for both relaxing and entertaining. The kitchen offers quality finishes and a clean, contemporary feel, seamlessly connecting to the main living area. Elegant crown molding adds a refined touch, while plantation shutters provide both style and function throughout the home. The primary suite offers a spacious retreat, complete with a large walk-in closet for ample storage. Outside, the widened driveway adds extra convenience and functionality—an upgrade you’ll appreciate daily. Located in the highly sought-after Lake Ashton community, residents enjoy access to an impressive array of amenities designed for an active and social lifestyle. From two 18-hole golf courses to expansive clubhouses, fitness centers, indoor and outdoor pools, and courts for tennis, pickleball, bocce, and more, there’s always something to do. Additional features include a bowling alley, movie theater, arts and crafts spaces, pet areas, and a full calendar of community events. Positioned in Central Florida with convenient access to both Tampa and Orlando, this property offers the perfect balance of comfort, convenience, and lifestyle.
6518 CRESCENT LOOP, WINTER HAVEN, FL 33884
$249,000122 Days on yellowkey MLS ID: O6384613
REDUCED by $2,250,000 (90.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 2016Monthly Fee: $50 Tax: $4,986 (2025)Community: Crescent ViewSingle Family
Taxes:$4,986
Remarks: Short Sale. Charming, move-in ready 3-bed, 2-bath home in a peaceful Winter Haven community. Features an open living/dining layout, updated kitchen with modern finishes, and spacious bedrooms. Enjoy plenty of natural light, a private backyard perfect for gatherings and outdoor living, and an attached 2-car garage. Well-maintained and thoughtfully updated, this home offers both comfort and convenience. Monthly HOA of just $50 includes community maintenance for worry-free living. Close to shopping, dining, schools, and major roadways for easy commuting. Don’t miss this opportunity to own in a quiet, established neighborhood — schedule your showing today!
Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)
Listing Agent: Mona Cherkaoui (407-947-5736)
3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$285,00023 Days on yellowkey MLS ID: O6411657
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1729 Built: 2006Monthly Fee: $210 Tax: $3,700 (2026)Community: Osprey PointeSingle Family
Taxes:$3,700
Tax Year: 2026
Remarks: This well-maintained 3-bedroom, 2-bath Garden/Patio home by Reed Builder’s Group Inc. is located in SE Winter Haven in the OSPREY POINTE community featuring maintenance-free living, a clubhouse, pool deck overlooking Lake Ned, and boat dockage availability. Situated on a premium lot, this attractive home offers 1,729 square feet of living space, a paver driveway and walkway, an attached 2-car garage, and inviting curb appeal. Built for quality and peace of mind, the home features precast concrete walls designed to withstand 140+ MPH winds, rounded corners, additional wall insulation, security system prewire, and a leaded/beveled glass upper front door insert. Recent updates include all new windows installed approximately 5 years ago by Window World, a new roof approximately 3 years ago, and a gas hot water heater replaced approximately 2 years ago. Inside, you’ll find Mannington Jamestown oak flooring in the foyer, kitchen, and breakfast nook, with ceramic tile in the bathrooms and laundry room. The spacious living room offers vaulted ceilings, abundant natural light, and a comfortable open layout ideal for everyday living and entertaining. The kitchen features raised-panel cabinetry, granite countertops, stainless steel appliances, range is pre plumbed with gas and a bright dining area with plantation shutters. A French door out the back adds charm and convenient access to the outdoor living space. The primary suite provides a relaxing retreat with generous space, natural light, and a private bath featuring dual vanities, granite countertops, a soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, family, or a home office, and the indoor laundry room adds extra convenience also pre plumbed for gas. Washer and dryer included. Step outside and enjoy the screened lanai, paver patio, and spacious backyard, all contributing to the easy Florida lifestyle this home offers. With strong construction, thoughtful upgrades, recent big-ticket improvements, and desirable community amenities near Lake Ned, this is a standout opportunity in Winter Haven.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Jared Lippelgoos (863-224-0007)
3732 GIORGIO DR, WINTER HAVEN, FL 33884
$250,00062 Days on yellowkey MLS ID: S5147116
REDUCED by $10,000 (3.8%) on 06/22/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1713 Built: 2024Monthly Fee: $15 Tax: $6,432 (2025)Community: Villamar Ph 6 & Ph 6DSingle Family
Taxes:$6,432
Remarks: Short Sale. Welcome to this beautiful Winter Haven home! Villamar This property offers a spacious layout, abundant natural light, and comfortable living areas ideal for everyday living and entertaining. The backyard provides great outdoor potential. Conveniently located near shopping, dining, schools, and major highways. Short Sale opportunity — perfect for buyers looking for value and investment potential.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Yoja Mirabal (407-543-7789)
3923 BALDWIN LN, WINTER HAVEN, FL 33884
$263,900319 Days on yellowkey MLS ID: P4935847
REDUCED by $10,000 (3.7%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 2006Monthly Fee: $467 Tax: $4,082 (2024)Community: Traditions Ph 1Single Family
Taxes:$4,082
Remarks: NEW PRICE IMPROVEMENT! WELCOME TO 3923 BALDWIN LANE, NEW ROOF 2023, NEW A/C 2025, FRESHLY PAINTED 2024, RECENT IMPROVEMENTS INCLUDE A NEW GARBAGE DISPOSAL AND THE ADDITION OF A NEW CLOSET IN THE THIRD BEDROOM, ENHANCING BOTH CONVENIENCE AND STORAGE SPACE. LOCATED IN THE HIGHLY SOUGHT-AFTER TRADITIONS GATED COMMUNITY IN WINTER HAVEN! THIS BEAUTIFULLY MAINTAINED HOME OFFERS THE PERFECT BLEND OF COMFORT, STYLE, AND LOW-MAINTENANCE LIVING. FEATURING SPACIOUS LIVING AREAS, A WELL-APPOINTED KITCHEN, AND A SERENE SCREENED-IN LANAI, IT'S IDEAL FOR RELAXING OR ENTERTAINING. ENJOY RESORT-STYLE AMENITIES INCLUDING A CLUBHOUSE, HEATED POOL, FITNESS CENTER, TENNIS COURTS, AND LAKE ACCESS WITH A PRIVATE DOCK-PERFECT FOR ACTIVE ADULTS 55 AND BETTER! WITH 24-HOUR SECURED GATED ENTRANCE AND A VIBRANT, FRIENDLY ATMOSPHERE. TRADITIONS OFFERS THE LIFESTYLE YOU HAVE BEEN LOOKING FOR. SCHEDULE YOUR PRIVATE TOUR TODAY AND EXPERIENCE FLORIDA LIVING AT ITS FINEST.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Brian Reeves (877-366-2213)
2452 SALZBURG LOOP, WINTER HAVEN, FL 33884
$300,0004 Days on yellowkey MLS ID: L4962907
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1729 Built: 2009Monthly Fee: $290 Tax: $2,993 (2025)Community: Vienna Square Ph 01Single Family
Taxes:$2,993
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath pool home offering 1,729 square feet of living space in Vienna Square, a sought-after 55+ gated community. One of the only pool homes in the neighborhood, this residence features a spacious open floor plan with a Kitchen/Family Room combination, Living Room/Dining Room combination, and ceiling fans throughout. Sliding glass doors from the main living area lead to the private outdoor oasis, complete with a heated, fully enclosed in-ground pool, child safety fence, large shade sails, a covered and screened rear porch, and a NEW pool pump installed in August 2025. The well-appointed kitchen offers ample counter space, custom solid wood cabinetry, solid surface countertops, upgraded stainless steel appliances, a breakfast bar, and a cozy breakfast nook surrounded by three windows that fill the space with natural light. The primary suite features an en-suite bath with dual sinks, a low-threshold shower with safety rail, and a separate water closet area for added privacy that houses the toilet and shower. In addition to the second bedroom and full bath, there is a versatile office/den/study that can easily accommodate a variety of needs. The attached 2-car garage includes multiple overhead storage shelves and retractable screens, allowing for excellent airflow throughout the home while keeping insects out. Additional features include outdoor lighting, double-pane windows for energy efficiency, beveled-edge countertops, a neutral color palette, window treatments, rain gutters, a paver-stone driveway, and mature tropical landscaping with beautiful palm trees. Vienna Square residents enjoy an impressive array of amenities including a clubhouse, fitness center, community pool and spa, tennis courts, racquetball, ballroom, movie theater, billiards room, and more. HOA fees include lawn care, security gate access, and recently added internet and TV service. The home is conveniently located just minutes from LEGOLAND, shopping, dining, medical facilities, and major highways providing easy access throughout Central Florida, including Tampa, Orlando, Disney, Universal, and other world-famous attractions.
Listing is courtesy of: AMPLIFY REAL ESTATE SERVICES FL (813-501-5473)
Listing Agent: Noah Baran (407-701-5304)
47 ENCLAVE DR, WINTER HAVEN, FL 33884
$245,000118 Days on yellowkey MLS ID: P4937867
REDUCED by $15,000 (5.8%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1444 Built: 1999Monthly Fee: $433 Tax: $3,221 (2025)Community: Cypresswood Enclave Ph 2Spa: NoVilla
Taxes:$3,221
Remarks: PRICE REDUCED $15,000! Welcome to the Enclave at Cypresswood Golf & Country Club. Cypresswood is a Gated community featuring a 24-Hour Guard, 18 Hole Golf Course, Community Pool, Lighted Tennis Courts, Restaurant, and a Pub. This 2 Bedroom Villa is For Sale and Move-In Ready! The owners updated their Home in 2023, just 3 years ago, with Granite Countertops, Stainless Steel Appliances, and the Interior was Freshly Painted. Be sure to take time to enjoy the view from your Screened Porch. There are No Homes behind you, just open pastures, roaming cows, and trees. Very peaceful. The HOA fee also includes the Landscaping, Lawn Maintenance, Exterior Painting, and Roof (replaced in 2023) for your Villa. This Home allows you to relax and enjoy a game of Golf, take a swim in the Olympic Pool, or just enjoy the view from your Screened Porch. The Home is located close to Shopping (New Publix), Restaurants, Downtown, and Highway 27 which leads to Interstate 4 for Tampa and Orlando (Disney World). Come see what this home can offer you!
Listing is courtesy of: XCELLENCE REALTY, INC (866-595-6025)
Listing Agent: David Shippey (863-521-4517)
6457 DOMIZIO DR, WINTER HAVEN, FL 33884
$309,49096 Days on yellowkey MLS ID: O6392165
INCREASED by $500 (0.2%) on 04/07/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2025Monthly Fee: $53 Tax: $32 (2024)Community: Villa Mar 40'SSingle Family
Taxes:$32
Elementary School: Pinewood Elem
Remarks: Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
3060 ROYAL ST, WINTER HAVEN, FL 33884
$379,0006 Days on yellowkey MLS ID: P4938883
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 2023Monthly Fee: $65 Tax: $4,645 (2025)Community: OrleansSingle Family
Remarks: Welcome to 3060 Royal St, a beautiful 2023-built home located in the desirable Southeast Winter Haven area near the Chain of Lakes. This 4-bedroom, 2-bath home offers a comfortable open layout, modern finishes, and a 2-car garage. One of the standout features of this property is its canal location, with the canal connecting Lake Winterset and Lake Eloise, creating the perfect backdrop to enjoy the Winter Haven Chain of Lakes lifestyle. Situated on a desirable corner lot, this home also features a curved paver driveway, professional landscaping, and great curb appeal from the moment you arrive. Inside, the kitchen features granite countertops, stainless steel appliances, a center island with breakfast bar, and plenty of cabinet and counter space. Sliding glass doors bring in natural light and lead to the lanai, perfect for relaxing, or entertaining. Additional features include an irrigation system, indoor laundry closet, ceiling fans with lights, 2-inch faux wood blinds, and smart Wi-Fi enabled garage door opener and thermostat. Conveniently located near shopping, dining, schools, Legoland, and area lakes, this home is a great opportunity for buyers looking for comfort, newer construction, and a special waterfront setting in one of Winter Haven’s most loved areas.
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Mabel Vassallo (863-604-0499)
129 MORNING GLORY CIR, WINTER HAVEN, FL 33884
$304,99992 Days on yellowkey MLS ID: P4938153
INCREASED by $99 (0.0%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2002Monthly Fee: $52 Tax: $3,638 (2025)Community: Morningside Ph 02Single Family
Taxes:$3,638
Remarks: New price adjustment creates an excellent opportunity to own in this sought-after community. Designed for the way you live today, this beautifully updated 3BR/2BA home offers a modern, open floor plan ideal for gathering with family, entertaining friends and great for enjoying relaxed backyard barbecues. Built in 2002, offering just under 1900 square feet of comfortable living space. Topped with a long-lasting, low maintenance tile roof designed for lasting durability, this home is ideally positioned with no direct neighbors-backing up to peaceful green space for added privacy. Thoughtfully updated with numerous recent improvements, providing peace of mind for the next owner. Major upgrades include new HVAC system (2023), hot water heater (2025), new flooring throughout (2025), freshly painted, complemented by new ceiling fans, light fixtures and hardware throughout. While functionality has been enhanced inside recent upgrades outside include irrigation improvements (2023), a garden sump pump (2026) and exterior paint just completed, offering even more value and curb appeal. Enjoy resort-style living in this gated community featuring a heated pool, spa, tennis/pickleball courts and Community Clubhouse. Residents also have access to a private boat ramp and dock-perfect for fishing or taking in breathtaking sunsets on Lake Winterset. Winter Haven is a vibrant and growing lakeside city known for its Chain of Lakes lifestyle, charming downtown with weekend farmers market and ski shows. Winter Haven is also home to attractions like LEGOLAND Florida Resort and Peppa Pig-offering the perfect balance of relaxation, recreation and convenience to Lakeland/Tampa, Orlando, major airports and both coasts. The perfect place to call home!
Listing Agent: Laurie Nock (937-218-0031)
276 TERRANOVA BLVD, WINTER HAVEN, FL 33884
$369,9998 Days on yellowkey MLS ID: TB8519660
REDUCED by $5,000 (1.3%) on 06/22/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2262 Built: 2005Monthly Fee: $55 Tax: $2,996 (2025)Community: Terranova Ph 04Single Family
Taxes:$2,996
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located in the desirable gated community of Terranova in Winter Haven. With a newer roof installed in 2022 and HVAC system replaced in 2021, all of the major high-ticket items have already been taken care of, offering peace of mind for years to come. Pride of ownership is evident throughout the home, as it has been exceptionally cared for by its current owners. The spacious floor plan provides comfortable living areas, generous bedroom sizes, and a functional layout that accommodates both everyday living and entertaining. Offering a fantastic opportunity to personalize and modernize to your taste, this home provides a solid foundation with plenty of potential to enhance its style and value. The property has been thoughtfully priced to reflect this opportunity, allowing buyers to create their ideal living space while building equity from day one. Situated within a gated community, residents enjoy added privacy and security while being conveniently located near shopping, dining, schools, and everything Winter Haven can bring to a community. If you've been searching for a home with major system updates already completed, strong long-term value, and competitive pricing in today's market, this is an opportunity you won't want to miss. Schedule your private showing today!
Listing is courtesy of: AGENTWISE REALTY (813-380-5622)
Listing Agent: Olivia Carbe (419-297-6320)
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