Location: Winter Haven , 33884
Do Not Show Listings
5850 CYPRESS GARDENS BLVD #302, WINTER HAVEN, FL 33884
$135,00067 Days on yellowkey MLS ID: P4938197
REDUCED by $14,500 (9.7%) on 05/06/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1332 Built: 1975 Tax: $1,683 (2025)Community: Royal Crescent CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,683
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this charming and updated, move-in ready 2-bedroom, 1.5-bath condo nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from world-class shopping, dining, and the famous LEGOLAND Florida Resort! This well-maintained two-story unit has been tastefully updated throughout. Rich dark luxury vinyl plank flooring flows through the spacious living areas, giving the home a modern, cohesive feel. The kitchen is fully equipped with rich wood cabinetry, stainless steel appliances including a dishwasher, range, and refrigerator, and tile flooring — with a sliding glass door that brings in great natural light. A convenient half bath on the main level is fully updated with a new vanity and brushed nickel fixtures. Upstairs you'll find two generously sized bedrooms. The dedicated laundry closet plumbed and ready for your washer and dryer is on the first floor. The classic brick exterior and covered front porch add great curb appeal and a welcoming first impression. Whether you're a first-time buyer, downsizer, or investor looking for a rental in a high-demand location, this one checks all the boxes. Schedule your showing today — this one won't last!
Listing is courtesy of: HAVEN REALTY & INVESTMENTS (863-333-5053)
Listing Agent: Vincent Reina (863-398-6243)
6002 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$135,00042 Days on yellowkey MLS ID: P4938477
3 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1990Monthly Fee: $65 Tax: $1,028 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,028
Remarks: Under contract-accepting backup offers. S.E. WINTER HAVEN, FLORIDA**HERE YOU OWN YOUR OWN LAND, SO NO LOT RENT**THIS LOVELY 2 BEDROOM 2BATH HOME IS LOCATED IN THE WELL-MAINTAINED GARDEN GROVE OAKS COMMUNITY WITH A LOW $65 MONTHLY ASSOCIATION FEE- **NEW ROOF IN 2022**, **NEW AC IN 2022**, **REPLUMBED IN 2019**, NEW WASHING MACHINE IN 2019, DOUBLE WIDE CARPORT/DRIVEWAY & STORAGE/TOOL ROOM & LARGE LOT. The light and bright kitchen with a breakfast bar & plenty of counter space is open to the living room & dining room. French doors exit from the living room to a side screened patio with vinyl windows. The primary bedroom includes a walk-in closet and an en-suit bathroom. Bedroom #2 has a walk in closet and is convenient to the hall bathroom. Garden Groves Oaks amenities include use of clubhouse, pool, spa, shuffleboard, library, cookout room, & optional RV/boat parking when available. If you wish to participate, the Clubhouse activities can include birthday and anniversary celebrations, dances, water aerobics, billiards & cards. With the low monthly association fee, 2022 roof, 2022 AC and 2019 plumbing pipes, this home is sure to sell soon, so make your appointment to view TODAY!
Listing is courtesy of: JUDY B CLEAVES PROPERTIES INC (863-299-5878)
Listing Agent: Chris Goode (863-287-5454)
1757 HUMMINGBIRD RD, WINTER HAVEN, FL 33884
$423,99019 Days on yellowkey MLS ID: O6406366
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2336 Built: 2026Monthly Fee: $30 Tax: $2,632 (2025)Community: Harmony On Lake Eloise Phase 4Single Family
Taxes:$2,632
Elementary School: John Snively Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in all the wet areas and the Living and Dining rooms with Quartz Counter Tops in the Kitchen and all 3 Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, you also receive a Washer and Dryer in the Laundry room. It comes with 3 Spacious Spare Bedrooms and an Owners Suite, that can easily fit a King size bed with a Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops. This home also has a Covered Lanai that is perfect for BBQs.
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
6107 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$184,900421 Days on yellowkey MLS ID: P4934363
REDUCED by $4,100 (2.2%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1340 Built: 1998Monthly Fee: $130 Tax: $884 (2024)Community: Garden Grove OaksManufactured Home
Taxes:$884
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Tax Year: 2024
Remarks: ANOTHER PRICE REDUCTION! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of the most beautiful locations in Garden Grove Oaks, an active 55+ community where you own the land! NO LOT RENT HERE! This home has a beautiful extra lot included on the left side of the house for total privacy to the west, as well as there is vacant land behind the house. This extra lot is worth at least $21,000 according to the tax appraiser. That makes the house asking price only $163,900!! The yards on both lots are beautifully landscaped. This home has everything a homeowner could want: 2 bedrooms, 2 bathrooms, a side air-conditioned enclosed porch and an air-conditioned workshop. Inside is a great kitchen with beautiful cabinets (3 with decorative glass doors) and countertops with ceramic tiled borders. There is a gas range for the chef in the family! There is also a gas water heater and clothes dryer as well as natural gas heating! Great energy efficiency! There is a nice closet pantry with hookups for the washer and dryer if you prefer them to be inside the house. New double paned windows installed in 2017 throughout the home that have a lifetime guarantee! Roof has a vinyl single ply roof over, installed in 2013. It has a lifetime warranty! Air conditioner was replaced in 2006. Master bedroom has a nice walk-in closet, 13' x 4'. Master bathroom has a walk-in shower and many nice cabinets for all your needs. Guest bath has a large linen closet and a tub/shower combination. Family room is very large and opens through French doors to a Florida room that could be used for an extra sleeping area. All window treatments stay with the home as well as some of the furniture. Garden Grove Oaks is in a great area of Winter Haven, home to two Chain of Lakes for the boaters in your life. The lot to the left (west side) of the home is a part of this property. It can be your personal oasis for lovely evenings sitting outside under the Pergola! Buyer is able to sell the extra lot if desired. The Pergola has a clay wood-burning Chimenea and two gliders for relaxing outdoors. Electricity is available under the Pergola. A beautiful loquat tree graces the lawn on the extra lot. Much of the yard is shaded. There are many options for this extra property. Let your imagination be your guide! Furniture and items still in house and yard (fountain, etc.) are negotiable for new buyer. Garden Grove Oaks has a great clubhouse where many activities are available to residents. The clubhouse includes a billiards room, cards/game room, a large heated pool and spa, and a screen room with a grill and eating area. There are also shuffleboard courts and a small pond with a fountain. This location is only minutes away from Hwy. 27 and many restaurants, shopping and churches. The home has been well loved and the seller is looking for another great homeowner who will love the home as well. Please make your appointment to see this wonderful home today!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Peggy Lewellen (863-412-7692)
7341 BENT GRASS DR, WINTER HAVEN, FL 33884
$440,00026 Days on yellowkey MLS ID: L4961731
0 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2419 Built: 2005Monthly Fee: $71 Tax: $3,805 (2025)Community: Millers LandingSpa: NoSingle Family
Taxes:$3,805
Remarks: BRAND NEW ROOF! NO CARPET! Welcome to this 4 bedroom 3 bath pool home overlooking a pond in gated Millers Landing. Formal living room and dining room. Kitchen with granite counters, backsplash and solid wood cabinets. Breakfast bar and kitchen nook overlook large family room with a slider to the pool area. Split bedrooms. Primary Bedroom with slider to the covered patio. En Suite bathroom with garden tub, separate vanities with granite counters, and stall shower. Ceiling fans in all bedrooms. Ceramic tile and laminate wood floors throughout. Inside laundry room. Covered Lanai overlooking the in ground pool with screened enclosure and a view of the pond. Pool area has access to the 3rd full bathroom. Home has a 3 car garage with openers, irrigation system, intercom system and an alarm. Near Restaurants, Shopping and Recreation like Legoland, Winter Haven Chain of Lakes and the brand new Winter Haven Recreation and Cultural Center.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Tina Melichar (443-995-9013)
1787 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$303,900437 Days on yellowkey MLS ID: TB8364733
3 Days Off yellowkey (back on 3/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Taxes:$0
Elementary School: Pinewood Elem
Remarks: Welcome to Peach Crossings, Winter Haven’s newest community! This brand-new three-bedroom, two-bathroom home is designed for both comfort and style. The kitchen is the heart of the home, offering ample counter space—perfect for meal prep and entertaining. It comes fully equipped with Whirlpool stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! Granite countertops and modern cabinetry provide a classic, elegant touch. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy the outdoors year-round with the covered patio, a great spot for dining, relaxing, and taking in the fresh air—made even better by the privacy of having no rear neighbors and a beautiful pond view. This home is packed with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom off the garage offers the perfect drop zone for shoes, bags, and coats, making daily routines easier. Located next to the laundry room, this space helps keep everything organized and clutter-free. Situated in Polk County, Peach Crossings offers a balance of peaceful lake life and easy access to shopping, dining, and major attractions. Families will love the top-rated Polk County schools, and the community features a playground and picnic area for all to enjoy. Don’t miss out on this incredible opportunity—schedule your tour today!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
134 CLOVERDALE RD, WINTER HAVEN, FL 33884
$319,00032 Days on yellowkey MLS ID: L4961268
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 2005Monthly Fee: $31 Tax: $1,366 (2025)Community: Savanna PointeSpa: NoSingle Family
Taxes:$1,366
Elementary School: Chain O Lakes Elem
Middle School: McLaughlin Academy Of Excellence
Remarks: **Multiple offers received. Best offers by 2pm 5/14** This 4 bedroom, 2 bath pool home brings the space you need with a personality that actually makes you feel something the second you walk in. It is bright, it is open, and it has just enough bold style to keep things interesting without trying too hard. Inside, the open layout is filled with natural light and designed for how you really live. The upgraded flooring keeps everything feeling fresh and pulled together, while the pops of color and unique touches give the home a vibe you will not find in a basic, cookie cutter house. The kitchen is right where it should be, open to everything. You have updated appliances, including a newer refrigerator, and a layout that makes it easy to cook, host, laugh, and still be part of the conversation. Whether it is a casual night in or a full house of friends, this space just works. And then we get to the backyard, because yes, she is the moment. A fully screened in pool area gives you your own private escape. Think slow weekends, evening swims, maybe a little music playing in the background. And with solar heating, you are not just looking at it, you are actually using it all year long. The big ticket items are already handled too. Newer AC and water heater, both about a year and a half old, so you can skip the stress and go straight to enjoying your new home. Location wise, you are minutes from LEGOLAND, close to the Chain of Lakes, and a quick drive into downtown Winter Haven. So you are connected to everything without giving up your own space. If you have been waiting for something that feels a little more fun, a little more expressive, and a lot less boring, this one is absolutely worth seeing in person. Trust me, you are going to feel it the second you walk in.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jen Lay (863-370-1793)
6405 DOMIZIO DR, WINTER HAVEN, FL 33884
$277,490189 Days on yellowkey MLS ID: O6363245
INCREASED by $3,000 (1.1%) on 04/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Remarks: This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. 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)
3935 PALAZZO PL, WINTER HAVEN, FL 33884
$290,00085 Days on yellowkey MLS ID: L4960079
0 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 2023Monthly Fee: $250 Tax: $6,788 (2025)Community: VillamarSpa: NoSingle Family
Taxes:$6,788
Remarks: Under contract-accepting backup offers. Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. This home checks all the boxes! Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Casandra Vann (863-546-5446)
2791 SAN MARCO WAY, WINTER HAVEN, FL 33884
$309,990423 Days on yellowkey MLS ID: O6296969
2 Days Off yellowkey (back on 2/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2025Monthly Fee: $13 Tax: $3,035 (2024)Community: Villamar Ph 5Single Family
Taxes:$3,035
Remarks: Under Construction. Discover The Vista – a perfectly crafted single-story home in the sought-after Villamar community, where modern style, smart features, and effortless comfort come together. This beautifully designed residence features three bedrooms, two full bathrooms, and a spacious open-concept layout that’s ideal for both everyday living and entertaining. With upgraded ceramic tile throughout the main areas and cozy carpeting in the bedrooms, the Vista offers a stylish yet practical interior from the moment you step inside. At the heart of the home, the kitchen impresses with quartz countertops, soft-close cabinetry with upgraded crown molding, a chic tile backsplash, and a stainless steel side-by-side refrigerator. The oversized island provides the perfect spot for casual meals or gathering with guests, all flowing seamlessly into the dining space and expansive great room. Tucked away for privacy, the owner’s suite features a generous walk-in closet and a sleek en-suite bathroom complete with dual vanities and a beautifully tiled shower with glass enclosure. Two additional bedrooms are located at the front of the home, with easy access to a full bath and a linen closet. The dedicated laundry room—complete with a washer and dryer—adds convenience to your daily routine. Enjoy peace of mind with smart home technology, including a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and DEAKO Smart Switches, putting control and security at your fingertips. Outside, this home shines with lush landscaping, a full irrigation system, and a two-car garage—all backed by a full builder warranty. Located in Villamar, one of the area’s premier communities, residents enjoy exceptional amenities: a resort-style swimming pool with lap lane, expansive pool deck with shaded seating, a stylish clubhouse, playground and park area, dog park, walking paths, green spaces, tranquil ponds, wetlands, and waterfront and conservation homesites. The Vista isn’t just a home—it’s a lifestyle. Move-in ready and filled with features that matter most, this home is the perfect blend of function, beauty, and peace of mind. Schedule your private showing today!
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
6236 KNOTTY PINE DR SE, WINTER HAVEN, FL 33884
$145,000148 Days on yellowkey MLS ID: L4958273
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1369 Built: 2000Monthly Fee: $65 Tax: $2,744 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$2,744
Remarks: Welcome to Garden Grove Oaks – a friendly, active 55+ community in beautiful Winter Haven and you OWN THE LAND! This well-maintained 2-bedroom, 2-bathroom manufactured home with a bonus office/den and Florida room offers the perfect blend of comfort, functionality, and easy Florida living. Step inside and you’ll immediately appreciate the bright, open layout, featuring a spacious living area ideal for relaxing or entertaining. The kitchen provides ample storage and prep space, while the adjoining dining area creates a natural flow for everyday living. Outside, you’ll enjoy a low-maintenance yard, covered parking, and plenty of room for outdoor seating. Garden Grove Oaks residents love the clubhouse, community pool & hot tub, social activities, and peaceful setting, all while being close to shopping, dining, medical facilities, and the best of Winter Haven. Whether you’re seeking a seasonal retreat or a year-round home, this charming property is move-in ready and waiting for you!
Listing is courtesy of: DREAM REALTY GROUP (863-450-7973)
Listing Agent: Nicole Castro (863-547-5647)
6239 KNOTTY PINE DR SE, WINTER HAVEN, FL 33884
$198,000229 Days on yellowkey MLS ID: P4936684
1 Days Off yellowkey (back on 5/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1367 Built: 1998Monthly Fee: $65 Tax: $2,046 (2024)Community: Garden Grove OaksManufactured Home
Taxes:$2,046
Remarks: Price Reduced $10,000... Welcome Home! To this beautiful 2-bedroom, 2-bath home in the sought-after 55+ Garden Grove Oaks community features land ownership and a low $65/month HOA. Located in a private cul-de-sac with ample parking, it offers an open floor plan, new roof 2025 (with a 20-year transferable warranty), new gutters 2025 new A/C and all new duct work 2024, new flooring, new carpet in the bedrooms 2025 and the kitchen has updated countertops (granite and butcher block), upgraded appliances. Community amenities include a clubhouse, heated pool, spa, shuffleboard, and organized activities. Minutes from Hwy 27, shopping, and dining. Contact me for a private showing.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Anita Lowe (863-269-6461)
1108 SAWGRASS DR, WINTER HAVEN, FL 33884
$422,99926 Days on yellowkey MLS ID: S5149437
REDUCED by $2,001 (0.5%) on 05/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2021Monthly Fee: $5 Tax: $9,972 (2025)Community: Lake Ashton West Ph Ii SouthSpa: NoSingle Family
Taxes:$9,972
Remarks: This is a must see charming oasis located behind the secure gates of Lake Ashton, you don’t want to miss this opportunity of becoming an homeowner in this Exclusive 55+ community in Florida, comes with a upgraded custom13’6 x 28’ saltwater pool with propane heater and expanded screened enclosure that measures 44’ x 24’ tankless propane water heater, and gas hookup for an outdoor kitchen in Lake Ashton! If you are seeking a stunning 2-bedroom, 2-bath property this is the one it sits on the Lake Ashton West golf course and this environment for Living certified Green home features several builder upgrades PLUS extensive builder and owner upgrades Inside, you’ll find tile flooring throughout (no carpet), upgraded kitchen cabinetry with roll-out shelving, Calcatta Silestone countertops with beveled edge; custom kitchen pantry cabinet with roll-outs; under-cabinet lighting, custom closets in both bedrooms and laundry room plus a custom pantry storage. Additional features include custom closets, updated bathrooms with a walk-in shower and glass doors, remote-controlled blinds, upgraded lighting and fans, epoxy garage flooring, and enhanced landscaping Located in Lake Ashton, a premier 55+ community offering two 18-hole golf courses, a 26,000 + sq ft Health and Fitness Center, pickleball courts , a bowling alley, a restaurant and much more, activities are abundant in this exceptional community . Don’t miss this very special pool home. Schedule your showing today.
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Samuel Williams (863-528-0930)
3147 LAUREL OAK LN, WINTER HAVEN, FL 33884
$326,90029 Days on yellowkey MLS ID: L4961597
2 Days Off yellowkey (back on 5/14/2026)
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)
3440 GRENVILLE DR, WINTER HAVEN, FL 33884
$248,90027 Days on yellowkey MLS ID: O6401312
REDUCED by $6,000 (2.4%) on 05/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1275 Built: 2006Monthly Fee: $475 Tax: $2,872 (2025)Community: Traditions Ph 01Single Family
Taxes:$2,872
Remarks: Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan with tile and laminate flooring, an oversized kitchen with plenty of space to cook and gather, and an enclosed patio where you can relax and enjoy the tranquil pond setting. All appliances are included, making your transition effortless. Located in Traditions at Lake Ruby, this sought after 55+ community offers true resort style living with a lakefront clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, dog park, and a full calendar of social events. The HOA covers exterior painting, cable, internet, and lawn care so you can spend more time enjoying life. Conveniently close to shopping, dining, major highways, and Legoland. Furniture available separately.
Listing is courtesy of: LOVELAND PROPERTIES (407-352-8118)
Listing Agent: Cleve Loveland (407-352-8118)
6518 CRESCENT LOOP, WINTER HAVEN, FL 33884
$249,000101 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)
83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884
$899,00022 Days on yellowkey MLS ID: TB8506932
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3799 Built: 1994Monthly Fee: $83 Tax: $5,583 (2025)Community: SkidmoreSingle Family
Taxes:$5,583
Remarks: Move-in Ready. The house is very light, with plantation shutters on all windows and 6 sets of French doors. No carpet. Floor plan is exceptional, and it’s a true one story. Open floor plan. 4 bedrooms or 3 and an office. Ceiling heights and finishes are amazing, including a 14 foot ceiling in the formal living room, dining room and covered lanai, vaulted ceiling in the kitchen and family room, and a coffered ceiling in the game room. Double iron front door. The family room and game room share a dual sided fireplace with beautiful surrounds. The wet bar is strategically placed between the family room, kitchen and game room. The kitchen has Thermador appliances, granite countertops, desk, tall built in book shelf, wine rack, and 3 pantries. The laundry room has a large farmhouse sink, cabinets to the ceiling, granite countertop, and a built in ironing board. The master bedroom is very large, with his and her closets, and hers is large and 3 tiered. The en-suite master bath was updated in 2020 and has a standalone tub with tub filler, a shower with jets, double sinks, vanity and granite countertops. The outside space is equally beautiful, with a 1/2 acre lot, a screened pool, a separate screened patio, several large trees, and a very long privacy hedge. Updates: The flooring in the house was all replaced in 2020. All surfaces were painted in 2020. The game room, fireplace and screened patio were added in 2021. The roof was replaced in 2023 and the house was fully repiped in 2024. The Skidmore neighborhood is very friendly, and it sits on Lake Eloise, across from Lego Land. Enjoy Lego Land fireworks from the front of the house and beautiful sunsets over the pool in the back.
Listing is courtesy of: LISTED SIMPLY (800-995-5879)
Listing Agent: Sinan Zakaria (800-995-5879)
4019 CARTERET DR, WINTER HAVEN, FL 33884
$269,99981 Days on yellowkey MLS ID: S5145776
REDUCED by $4,901 (1.8%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 2006Monthly Fee: $484 Tax: $1,704 (2025)Community: Traditions Ph 01Spa: NoSingle Family
Taxes:$1,704
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communities known for its vibrant lifestyle & exceptional amenities. Fully upgraded with a brand new HVAC system and water heater installed (both in March 2026), an updated roof (November 2023), updated kitchen appliances (2024), refreshed landscaping (2026), newer irrigation controller and bidet (2025), fresh interior paint (December 2025), exterior paint (2024). This thoughtfully designed 2 bedroom, 2 bathroom home also includes a versatile office that can easily serve as a third bedroom, along with a spacious family room that provides additional living space for relaxing or entertaining. As you arrive, you’re welcomed by a covered and screened front entry. Inside, the open concept floor plan is enhanced by vaulted ceilings and a stylish blend of luxury vinyl flooring in the main living areas and ceramic tile in the kitchen, bathrooms and laundry room, creating both elegance and easy maintenance. The eat in kitchen is bright and inviting, featuring a closet pantry, stainless steel appliances that are just two years old and a comfortable dining space ideal for everyday meals. An interior laundry room is conveniently located just off the kitchen and provides direct access to the two car garage. Sliding glass doors from the living room lead to a screen enclosed patio, offering the perfect spot to unwind, entertain guests, or simply enjoy Florida’s beautiful year round weather. The primary suite serves as a relaxing retreat, highlighted by a tray ceiling, walk in closet and an ensuite bathroom with a double sink vanity and step-in shower. Outside, the property is beautifully framed by mature landscaping, with an attached two car garage, brick paved driveway and walkway that enhance the home’s inviting curb appeal. Residents of Traditions enjoy a true resort style lifestyle, featuring a lakefront clubhouse with a library, fitness center, card room, and billiards, as well as a resort style pool, hot tub and sauna. Additional amenities include tennis and shuffleboard courts, a dog park, a boat ramp and a dock overlooking Ruby Lake, providing endless opportunities for relaxation and recreation. The $484 monthly HOA fee covers lawn care (including bush/tree trimming and mulch replacement), exterior painting, cable, and internet. Ideally located near shopping, dining, and medical facilities with Publix opening soon just down the street, this home offers the perfect combination of comfort, convenience, and an active community lifestyle.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
6221 BOTTLECELLA BLVD, WINTER HAVEN, FL 33884
$283,49063 Days on yellowkey MLS ID: O6395254
3 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2026Monthly Fee: $320 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Remarks: Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. 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.
3777 GIORGIO DR, WINTER HAVEN, FL 33884
$318,000103 Days on yellowkey MLS ID: O6382787
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 2024Monthly Fee: $154 Tax: $4,296 (2025)Community: Villamar Phase 6Spa: NoSingle Family
Taxes:$4,296
Remarks: Built in 2024, this stunning home showcases a modern open-concept kitchen that flows effortlessly into the dining area, spacious great room, and private outdoor patio—ideal for entertaining and everyday luxury living. Located in the desirable Villamar community, residents enjoy access to two resort-style amenity centers featuring clubhouses, sparkling pools, and playgrounds. Set in the heart of Winter Haven, this home is surrounded by beautiful lakes, waterfront dining, and a vibrant arts scene, with top attractions like LEGOLAND® Florida and Peppa Pig Theme Park just minutes away. Villamar is located in Winter Haven on State Road 653, a north-south connector road between SR-60 to the south and CR-540A to the north, providing easy access to major employment centers. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Designed with innovative, energy-efficient features, this home delivers exceptional comfort, long-term savings, and peace of mind. Best of all, furniture and appliances included—making this a truly move-in-ready opportunity you won’t want to miss.
Listing is courtesy of: PRIVILEGE REAL ESTATE & INVESTMENTS INC (407-791-4909)
Listing Agent: Oscar Isaac (321-697-2109)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.