Location: Winter Haven
Do Not Show Listings
920 GOTTHARD PASS DR, WINTER HAVEN, FL 33881
$394,99997 Days on yellowkey MLS ID: S5142092
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2654 Built: 2021 Tax: $5,532 (2025)Community: Lake Lucerne Ph 5Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,532
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Tax Year: 2025
Middle School: Boone Middle
Remarks: Spacious single-family home featuring 4 bedrooms and 2.5 bathrooms with approximately 3,160 sq ft of living space, offering a functional and flexible floor plan. The main level includes a private office with French doors, ideal for use as a home office or optional fifth bedroom. Generous interior spaces provide comfortable living and well-sized bedrooms throughout. Conveniently located in Winter Haven, with easy access to major roads, shopping, dining, and everyday conveniences. This property offers an excellent opportunity for buyers seeking space, versatility, and a well-established residential setting.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Maria Chavez (407-866-4682)
448 FERNANDEZ ST, WINTER HAVEN, FL 33880
$310,00019 Days on yellowkey MLS ID: P4938380
REDUCED by $10,000 (3.1%) on 04/23/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 2002 Tax: $2,840 (2025)Community: Ridge Acres Ph 04Manufactured Home
Taxes:$2,840
Elementary School: Frank E. Brigham Academy
High School: Lake Region High
Middle School: Westwood Middle
Remarks: Investor opportunity meets wide-open space! Situated on 11.8 acres at the end of a quiet dead-end road, this unique property offers privacy, flexibility, and endless potential. Featuring a 4-bedroom, 2-bathroom mobile home, this property is ideal for investors, renovators, or buyers looking to create their own private retreat or family compound. ***SELLER IS MOTIVATED TO SELL*** SELLER IS WILLING TO NEGOTIATE!!!! DO NOT MISS THIS OPPORTUNITY!!! The home is in need of cosmetic updates, but major components have already been addressed, including a roof (3 years old), HVAC (4 years old), and hot water heater (4 years old)—providing a solid foundation for improvements. Inside, you’ll find a functional layout with original kitchen and bathrooms, stainless steel appliances included, carpet in living areas and bedrooms, and vinyl flooring in the kitchen. Washer and dryer hookups are available. This expansive property is perfect for those seeking space to spread out—bring your ATVs, off-road vehicles, boats, or work equipment, or explore the potential for multi-use living. With no HOA and a peaceful, rural setting, this property is well-suited for outdoor enthusiasts or those looking to escape city congestion. Sold AS-IS. Seller will make no repairs. SELLER IS MOTIVATED TO SELL!!! BRING ALL REASONABLE OFFERS!! Don’t miss this rare chance to own acreage with unlimited potential!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Teri Hunter (863-307-1683)
6114 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$175,0005 Days on yellowkey MLS ID: L4961323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $65 Tax: $1,512 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,512
Elementary School: None
High School: None
Middle School: None
Remarks: Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom 2 bathroom home features a completely remodeled kitchen with stone counter tops, custom pull-out cabinetry, and luxury vinyl plank flooring. New carpet throughout most of home. Glass-enclosed Florida room with A/C overlooks pond and clubhouse. The guest bathroom includes a washer and dryer. Widened driveway, deep carport fits car + golf cart. Shed under a carport with water softener and storage/workshop space. Move-in ready partially furnished and conveniently located near all community amenities. Own your land in this 55+ Community. The roof was replaced in 2009.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Kimberly Davis (850-625-8855)
5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$475,000302 Days on yellowkey MLS ID: P4935325
2 Days Off yellowkey (back on 4/25/2026)
REDUCED by $35,000 (6.9%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2443 Built: 2008Monthly Fee: $5 Tax: $6,051 (2024)Community: Lake Ashton West Ph 01Spa: YesSingle Family
Taxes:$6,051
Tax Year: 2024
Remarks: Under contract-accepting backup offers. PRICE REDUCTION! MOTIVATED SELLER! With fabulous WATER VIEWS and GOLF COURSE views, this elegant residence offers a perfect tropical retreat. A large pool with a attached spa invites year-round outdoor enjoyment, framed by the beauty of Lake Ashton's natural surroundings. Ideally situated near Lake Wales and Winter Haven this home offers exceptional access to shopping and entertainment; medical facilities and restaurants. The spacious three-bedroom, two-bath layout includes a large den, ideal for a home office or flexible living space. The chef's kitchen features upgraded 42" cabinets, tiled backsplash, granite counter top and breakfast bar all designed for both form and function. The primary suite offers a spa-like escape with double vanities, a walk-in shower, a large soaking tub, separate water closet, and His and Her walk-in closets. Direct access from the PRIMARY SUITE to the outdoor living space is a BONUS. The outdoor living space is covered and screened to enhance the home's entertaining capabilities, creating a seamless flow between indoor and outdoor living. This ST. JOHN floor plan is a split plan home, which is desirable and spacious. Golf enthusiasts will appreciate the separate golf cart entry garage. Additional home features include: Travertine Flooring in the Living Areas (Bedrooms have carpet), Custom Shelving in the Den/Office with Glass Doors, Tray Ceiling in the Primary and Living Room areas, Sliding Glass Doors that Disappear into a Pocket in the Living Room and Beautiful Window Treatments, Floor outlets in the LR and MORE.... IT'S AS MUST SEE!!! Located in Lake Ashton, a 55+ community, residents enjoy access to a resort-style pool, fitness center, pickleball and tennis courts, and planned activities. Lake Ashton offers 2- 18 hole golf courses (Memberships Optional), Restaurant, Pro Shop and Eagles Nest. If you are seeking luxury, security and an active lifestyle, Lake Ashton could be your next home.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
3021 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881
$289,00092 Days on yellowkey MLS ID: O6377124
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1602 Built: 2004Monthly Fee: $33 Tax: $4,114 (2024)Community: Buckeye PointeSingle Family
Taxes:$4,114
Elementary School: Jewett School of the Arts
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Take advantage of this beautiful 3 Bed, 2 Bath home with Stunning Lake View in Winter Haven, FL! Welcome to your dream home, nestled in the heart of Winter Haven, with sunset view from the back porch that will take your breath away. With granite countertops in the kitchen, modern appliances, and a spacious open layout, this home is perfect for families or those seeking comfort and style. The master bedroom features an ensuite bathroom, providing a private retreat, while the other two bedrooms are spacious and bright. Outside, the stunning views of the surrounding landscape make this home truly special. Conveniently located near shops, restaurants, and local attractions, this home offers both tranquility and easy access to the best of Winter Haven. Don’t miss out on this opportunity to own a beautiful home in one of the most desirable areas of Winter Haven! Contact us today to schedule a showing.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Lidia De Queiroz (321-330-8082)
329 OKALOOSA DR, WINTER HAVEN, FL 33884
$275,00039 Days on yellowkey MLS ID: P4938205
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1900 Built: 1972 Tax: $1,593 (2025)Community: Eloise Woods East Lake Mariam UnitSingle Family
Taxes:$1,593
Remarks: The property you are inquiring about is located in Winter Haven, FL, in the Southeast area of Polk County. This is just a beautiful family home featuring approximately 2,000 square feet living, 4 bedrooms, 3 bathrooms, with practically everything in the home updated since 2018! This is very functional elevated outdoor pool with sun deck space to enjoy and dive right in. There is an additional 13x33 detached garage or workshop all situated on 1/3 acre approximately. This is a NON-HOA community, so your monthly expense is lower and more choices! Also a large screened lanai, fenced backyard, and conveniently located in the SE quadrant. Washer and dryer stay. Tool shed stays. Text, call, or email to see it today! *Realtors, please read MLS remarks.*
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
1739 UPLAND LN, WINTER HAVEN, FL 33884
$326,9906 Days on yellowkey MLS ID: W7885115
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 2026Monthly Fee: $63Community: Ashton CoveySingle Family
Taxes:$0
Elementary School: Chain O Lakes Elem
Tax Year: 2026
Middle School: Mclaughlin Academy Of Excellence
Remarks: Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Baymont 2-car garage single-family home has it all, all on one level. A welcoming foyer invites you inside and leads you past 2 spacious bedrooms to a unique flex space, which can be used as a study or an additional bedroom. From there, a large great room is where you’ll make memories with family and friends, and it flows directly into the gourmet kitchen. Set up games or enjoy homemade meals around the large center island. At the end of the day, escape to your main-level owner’s suite with its tray ceiling, walk-in closet and double-vanity bath. This is the next level of great living. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)
Listing Agent: Bill Maltbie (813-819-5255)
1726 UPLAND LN, WINTER HAVEN, FL 33884
$386,9906 Days on yellowkey MLS ID: W7885114
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2797 Built: 2026Monthly Fee: $63Community: Ashton CoveySingle Family
Remarks: Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the extended lanai, and store seasonal items in the 3-car garage. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
1917 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884
$313,990161 Days on yellowkey MLS ID: W7880880
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2026Monthly Fee: $63Community: Ashton CoveySingle Family
Remarks: Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Adeline single-family home is the next level of great living. Enter through the inviting front porch or attached 2-car garage into the large foyer. Inside, laughter comes from the spacious great room, the heart of your home. The adjoining gourmet kitchen, with large center island and connected dining space, can flow seamlessly outside to an optional lanai. After you’ve relaxed with loved ones, let them retreat to either of 2 bedrooms while you recharge in your main-level owner’s suite with its dual vanity bath and expansive walk-in closet. This is all you’ve wanted, all on one level. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
1913 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884
$335,990161 Days on yellowkey MLS ID: W7880879
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2021 Built: 2026Monthly Fee: $63Community: Ashton CoveySingle Family
Remarks: Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms and a full bath with double vanity. A versatile flex space can be used as an office, a study, or a 4th bedroom. In the dining area, prepare to be wowed. This space is highlighted by a gourmet kitchen with a large island overlooking a lanai and a great room where friends and family will gather. Your luxurious owner’s suite includes a beautiful tray ceiling, a double vanity owner’s bath and a huge walk-in closet. The Panama is pure bliss. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
1325 DIEGO TER, WINTER HAVEN, FL 33884
$310,000134 Days on yellowkey MLS ID: O6367451
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1933 Built: 2024Monthly Fee: $16 Tax: $6,300 (2025)Community: Peace Creek Reserve 40'SSingle Family
Taxes:$6,300
Elementary School: Wahneta Elem
Remarks: Welcome to your dream home in the heart of Winter Haven's sought-after Peace Creek Reserve community! This stunning two-story Atlanta Plan offers 4 bedrooms, 2.5 bathrooms, and 1,933 square feet of thoughtfully designed living space that perfectly balances comfort with style with custom built-in blinds, custom closets in bedrooms & designer touches such as accent wall in living room with floating shelf that will be staying with the home! Step inside to discover an open floor plan that flows seamlessly from the great room to the dining area and into a chef's dream kitchen. The heart of the home features a large island perfect for morning coffee or evening entertaining, complemented by gleaming quartz countertops, stainless steel appliances, and a generous pantry. The casual dining area opens to a covered lanai through sliding glass doors, creating an effortless indoor-outdoor living experience. Yard is fenced in with built in gazebo and kids playground that are staying with the home! Upstairs, the primary bedroom retreat awaits with a luxurious en-suite bathroom featuring a spacious walk-in shower, dual vanity, and a walk-in closet that could double as a small boutique. Three additional bedrooms, a full bathroom, and a versatile loft provide plenty of space for family, guests, or that home office you've been dreaming about. The convenient second-floor laundry room means no more hauling baskets up and down stairs. Throughout the home, beautiful tile flooring graces the main living areas while cozy carpet warms the bedrooms. Peace Creek Reserve offers the perfect blend of small-town charm and modern convenience, nestled near Winter Haven's famous chain of lakes connected by scenic canals. With abundant shopping, dining, and bike paths nearby, this community delivers everything you've been searching for in your next home.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Maritza Saint Hilaire (407-953-6765)
7041 FAIRVIEW VILLAGE CIR, WINTER HAVEN, FL 33881
$57,900111 Days on yellowkey MLS ID: P4937431
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 248 Built: 1980Monthly Fee: $90 Tax: $807 (2025)Community: Fairview VillageManufactured Home
Taxes:$807
Remarks: Welcome to Fairview Village, an active 55+ gated waterfront community in Winter Haven. This charming 2-bedroom home offers peaceful canal and lake views, with private access to the water between Lake Hamilton and Lake Henry—perfect for boating and fishing. The community features a 99-year land lease and a low HOA fee of just $90 per month, which includes water and sewer. Residents enjoy a heated swimming pool with nearby restrooms and changing facilities, well-kept shuffleboard courts, coin laundry, and secure RV/boat storage available for an additional fee. The clubhouse serves as the heart of the community, hosting a full calendar of events such as breakfasts, dinners, bingo, cards, billiards, ping pong, dances, shuffleboard, horseshoes, and more. Please note that this is a no-pet community. Fairview Village offers an inviting, active lifestyle with beautiful waterfront surroundings.
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sandra Perry (978-273-0601)
128 AVENUE D SW, WINTER HAVEN, FL 33880
$235,0004 Days on yellowkey MLS ID: L4961329
Bed: 5 Bath: 1.5 Liv Area Sq Ft: 2200 Built: 1925 Tax: $3,693 (2025)Community: South College Add RevSingle Family
Taxes:$3,693
Remarks: Investor Opportunity! Recently vacated and ready for its next owner, this spacious 2,200 sqft home just one street off Winter Haven’s growing downtown district offers size, location, and opportunity. Featuring dual-zone and major system updates completed in recent years, the big-ticket items are already handled. The home will need cosmetic work and is priced accordingly, making it a great chance to step in and add your own finishing touches while building value in a rapidly improving area. Seller is motivated and offering buyers the opportunity to purchase before planned renovations—preferably a quick as-is sale. Bring all offers. Flexible purchase options, including lease option and subject-to, may be considered for qualified buyers. Opportunities like this don’t come around often.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Chad Lindsey (863-660-7837)
240 NASSAU RD, WINTER HAVEN, FL 33884
$399,9004 Days on yellowkey MLS ID: TB8501411
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 1976 Tax: $4,826 (2025)Community: Eloise Woods Lake Mariam UnitSingle Family
Taxes:$4,826
Remarks: One or more photo(s) has been virtually staged. Located in the established Eloise Woods community and positioned in Flood Zone X, this renovated pool home sits on an oversized 100 x 150 lot totaling 15,000 sq ft and offers a functional split floor plan with 3 bedrooms and 2 bathrooms. This block construction home has been thoughtfully updated with modern finishes and a clean, cohesive design. Inside you will find all new luxury vinyl plank flooring, fresh interior and exterior paint, updated baseboards, new lighting and ceiling fans, and updated plumbing fixtures and hardware throughout. Blinds are installed throughout for a clean, move-in ready feel. The layout offers great flexibility with two separate living areas and a designated dining space, ideal for both everyday living and entertaining. The fully renovated kitchen features new cabinetry, quartz countertops, stainless steel appliances, champagne bronze fixtures, a dedicated coffee nook, wine refrigerator, and a pantry for added storage and functionality. Built in cabinetry located just off the kitchen adds extra storage and character. The primary suite offers private access to the sunroom, an ensuite bathroom with double vanity, and double closets. The split floor plan provides privacy, with the second and third bedrooms located on the opposite side of the home and sharing a hallway bathroom. Step outside to your private backyard retreat with a screened in pool, new pool filter and timer, and a sunroom lined with sliders that seamlessly connect indoor and outdoor living. The backyard includes a storage shed and plenty of room to create a garden or additional outdoor living space. Additional highlights include a tile roof installed in 1999 with an estimated 40 to 50 year lifespan, a brand new water heater in 2026, epoxy coated garage flooring, and abundant storage throughout the home. Conveniently located near Lake Miriam, Lake Otis, Lake Roy, and just minutes from LEGOLAND Florida, with easy access to shopping, dining, and everyday conveniences. If you are searching for a move-in ready pool home with modern updates, a large lot, and a prime Winter Haven location, this home is a must see.
Listing is courtesy of: CIRCUITOUS REALTY (813-252-7309)
Listing Agent: Emily Colamarino (813-563-9685)
300 AVENUE V NE, WINTER HAVEN, FL 33881
$200,0004 Days on yellowkey MLS ID: L4961309
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1963 Tax: $169 (2025)Community: Eula Vista SubSingle Family
Taxes:$169
Elementary School: Clarence Boswell Elem
Remarks: Welcome to this charming 3 bedroom, 1 bath home ideally located in the heart of Winter Haven, just minutes from shopping, dining, and schools. From the moment you arrive, you’ll be greeted by a lush, established front garden, perfect for those who enjoy outdoor living or gardening. The home features a covered front porch, ideal for relaxing mornings or unwinding in the evenings, along with a convenient one-car carport. Inside, you’ll find a warm and inviting living space highlighted by durable wood-look tile flooring that flows seamlessly throughout the main areas. The kitchen and dining room combination offers a functional layout with plenty of room for everyday living and entertaining. Tucked away at the rear of the home, the spacious primary bedroom provides added privacy and a generously sized closet. Two additional bedrooms offer flexibility for guests, a home office, or hobby space. The full bathroom includes a single-sink vanity and a tiled tub/shower combo. Additional features include an exterior storage/laundry room located under the carport with washer and dryer hookups. Whether you're a first-time homebuyer, investor, or looking to downsize, this home offers great potential and opportunity. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Casandra Vann (863-546-5446)
277 MARIPOSA, WINTER HAVEN, FL 33884
$215,0004 Days on yellowkey MLS ID: L4961311
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1142 Built: 1977Monthly Fee: $5 Tax: $2,118 (2025)Community: Florida Highland CoSingle Family
Taxes:$2,118
Elementary School: Elbert Elem
Remarks: Welcome to this charming 2 bedroom, 2 bathroom home in Orchid Springs, a non–age-restricted community where all ages are welcome, located in SE Winter Haven. Thoughtfully updated, this home features new wood plank tile flooring. The open floor plan is highlighted by a spacious and light-filled great room with vaulted ceilings creating a warm and inviting space ideal for everyday living. Just off the great room is a beautiful atrium to fill with your favorite plants or enjoy the evenings outside in your private sanctuary. The primary suite includes built-in closets, sliding glass door open to the back courtyard and an en-suite bathroom with updated wood plank tile flooring, updated vanity and mirror the secondary bedroom is generously sized and located next to the guest bathroom, which features updated vanity and tile flooring. Additional highlights include a one-car garage with laundry area Outdoors, enjoy a paver patio courtyard ideal for BBQs and entertaining. There are plenty of private outdoor spaces for relaxing there is are front and rear screened porches as well as the outdoor courtyard. Orchid Springs is a well-established community offering a swimming pool and clubhouse, with lawn maintenance and amenities included for a low monthly fee. Conveniently located within minutes of shopping, dining, medical facilities, and LEGOLAND® Florida, and centrally positioned between Tampa and Orlando for easy access to theme parks and international airports. Call today to schedule your private showing.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Anita Lowe (863-269-6461)
476 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
$290,0004 Days on yellowkey MLS ID: O6401564
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1767 Built: 2018Monthly Fee: $60 Tax: $3,467 (2025)Community: Squires GroveSingle Family
Taxes:$3,467
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully upgraded 4-bedroom, 2-bath home designed for comfort, style, and the best of Florida living. Featuring a highly desirable open floor plan, this home is perfect for both everyday living and entertaining, with a spacious kitchen that flows seamlessly into the main living areas. The split-bedroom layout offers added privacy, with a generously sized primary suite separate from the additional bedrooms. Inside, a stunning decorative feature wall with a modern fireplace creates a warm and inviting focal point that truly sets this home apart. Step outside and fall in love with your private outdoor retreat—fully fenced, paved, and complete with a stylish pergola, perfect for entertaining, relaxing, or enjoying Florida evenings year-round. The large backyard offers plenty of space to enjoy and make your own. Freshly painted on the exterior, this home shows pride of ownership and is truly move-in ready. Location is everything—just 3 minutes away, enjoy access to a beautiful recreational lake where you can fish, boat, and unwind. Plus, you’re conveniently located near major roads, shopping, dining, and everything the area has to offer. Homes with these features, upgrades, and location don’t come around often—schedule your private showing today before it’s gone!
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)
Listing Agent: Jose Rojo (786-502-6162)
825 NW AVENUE Y AVE NW, WINTER HAVEN, FL 33881
$295,0004 Days on yellowkey MLS ID: S5148593
INCREASED by $265,500 (900.0%) on 04/24/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1497 Built: 1978 Tax: $3,281 (2025)Community: Hartridge ManorSingle Family
Taxes:$3,281
Elementary School: Walter Caldwell Elem
Remarks: Welcome to your turn-key Florida retreat! This beautifully reimagined home is a masterclass in modern updates and serene living, nestled within a tranquil, established community. From the moment you arrive, the vibrant curb appeal and crisp, clean lines signal a home that has been maintained with pride. The heart of the residence is an open, sun-drenched kitchen featuring premium stainless-steel appliances, sleek cabinetry, and chic subway tiling—perfect for the culinary enthusiast or the frequent entertainer. With durable wood-look flooring and a versatile, oversized utility suite, this home seamlessly blends style with everyday functionality. Beyond the interior, your private oasis awaits. Relax on the expansive screened-in porch or take advantage of the massive, fully fenced backyard—a rare find that offers limitless potential for a pool, garden, or workshop. The long driveway and integrated carport provide plenty of space for your vehicles and toys, making this the perfect home base for a Central Florida lifestyle. Whether you’re a first-time buyer or a savvy investor looking for a high-quality asset, this property offers an optimistic outlook and incredible value. Opportunity is knocking—book your showing today and claim your piece of paradise!
Listing is courtesy of: MCO REALTY (407-479-8601)
Listing Agent: Vernel Smith (863-224-1942)
6004 KALEY DR, WINTER HAVEN, FL 33880
$274,9904 Days on yellowkey MLS ID: S5148589
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2128 Built: 2004Monthly Fee: $14 Tax: $4,038 (2025)Community: Sunridge Village EastSingle Family
Taxes:$4,038
Remarks: Welcome to this well-located single-family home situated in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home features 4 bedrooms and 2 bathrooms with a practical floor plan that supports everyday living, along with a 2-car garage and a large driveway. The property also includes a newer shingle roof (2023) and newer LVP flooring. Inside, the living area offers two living room areas, one at the entrance and another one by the kitchen, creating a welcoming space that makes it easy to stay connected whether you’re relaxing at home or entertaining guests. The bedrooms are nicely sized, and the primary suite provides added comfort with a walk-in closet and a private bathroom that features both a bathtub and a separate shower. The second full bathroom add convenience and functionality for the household. Whether you’re searching for a place to make your own or an investment opportunity, this home is worth a look. Schedule your showing today.
Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)
Listing Agent: Gabriel Silva Andrada (321-666-0301)
3027 RICHMOND DR, WINTER HAVEN, FL 33884
$295,0004 Days on yellowkey MLS ID: L4961338
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 2006Monthly Fee: $236 Tax: $3,832 (2025)Community: Richmond Square Ph 02Single Family
Taxes:$3,832
Remarks: One or more photo(s) has been virtually staged. Behind the gates of Winterset, one of Winter Haven’s most sought-after lakefront communities, this 3-bedroom, 2-bath home built in 2006 offers 1,994 SF of comfortable living space. A covered, screened front porch welcomes you into a spacious great room that opens to a 550 SF screened rear porch with beautiful porcelain tile, ideal for indoor-outdoor living. NO Carpeting throughout, durable laminate flooring in 2020 was placed in the entire house. The split floor plan includes secondary bedrooms, sharing a hall bath with tub and linen closet. Inside laundry room includes washer and dryer, new water heater (2026), HVAC is 2021. Additional features include a tile roof with a brick paver driveway, 2-car garage and a garage screen door, offering added ventilation and flexible use of the garage. Situated on a large corner lot, this home provides added space and privacy.. Winterset community amenities include a lakefront clubhouse overlooking Lake Winterset, heated pool and spa, tennis and pickleball courts, shuffleboard, and a private boat ramp with access to Lake Winterset, part of the renowned Winter Haven Chain of Lakes. HOA fees include exterior maintenance, grounds maintenance, security, and access to all community amenities. Conveniently located near LEGOLAND® Florida, shopping, dining, and medical facilities. Centrally positioned between Tampa and Orlando with easy access to theme parks, beaches, and airports, this home offers comfort, natural beauty, and resort-style living in a peaceful, gated community.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Laura Slocumb (863-660-7000)
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