Location: Winter Haven
Do Not Show Listings
153 LAKE OTIS RD, WINTER HAVEN, FL 33884
$749,00048 Days on yellowkey MLS ID: L4959536
REDUCED by $26,000 (3.4%) on 04/24/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3913 Built: 1968Monthly Fee: $100 Tax: $5,530 (2025)Community: LakewoodSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,530
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-acre lot and offers breathtaking sunset views across Lake Otis from your own backyard. Spend your evenings relaxing on the dock as the sun sets over the water, launch a kayak from the built-in racks, or enjoy weekends boating right from your covered dock. The backyard is designed for Florida living with a resurfaced pool, spacious screened patio, and incredible water views. Inside, the home offers 5 bedrooms and 3.5 bathrooms, including a highly desirable layout with two primary suites—one upstairs and one downstairs, perfect for guests or multi-generational living. Major updates provide peace of mind, including a new roof, two HVAC systems, new water heater, new flooring, and new carpet. The home also features all new double-pane impact windows and sliding doors, a newly resurfaced and retiled pool, and a new covered dock with kayak storage. The irrigation system pulls directly from the lake, so watering your lawn is never restricted by city water rules. Recent improvements include a re-screened patio, new gutters, new garage door, and a new privacy fence, making this home move-in ready. Imagine ending every day watching the sunset over Lake Otis from your own backyard. Homes like this rarely come on the market—schedule your private showing before it’s gone.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Kelly Fain (863-617-0074)
3050 CRUMP RD, WINTER HAVEN, FL 33881
$779,00087 Days on yellowkey MLS ID: L4959091
REDUCED by $10,900 (1.4%) on 04/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2397 Built: 1982 Tax: $10,845 (2025)Community: Magnolia ShoresSpa: YesSingle Family
Taxes:$10,845
Remarks: Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Central Florida is known for. Situated on approximately 1.08 acres along Lake Hamilton, this residence combines a thoughtfully updated main home with a private guest studio, outdoor living, and boating amenities. The main home features three bedrooms and two bathrooms with an open and functional layout. A bonus room with built in entertainment cabinetry and surround sound opens through double sliding doors to the pool deck, creating seamless indoor-outdoor living. The living room showcases beautiful wood beams, a wood burning brick fireplace, and triple sliding glass doors overlooking the pool and lake. Tile flooring runs throughout the main living areas, with wood flooring in the bedrooms. The kitchen is designed for everyday living and entertaining, featuring granite countertops, updated cabinetry with pullouts, a large island, built in desk space, wine refrigerator, stainless steel appliances, and a built-in oven/microwave combination. A separate guest studio apartment adds flexibility, complete with a kitchenette and triple sliding glass doors leading directly to the pool area. This space is ideal for guests, extended household needs, or flexible use. Outdoor features include a screened pool with new heater and an 8-foot depth, a spa that conveys, and a gas fireplace on the patio with underground piping in place (propane tank has been removed, but can easily be replaced by the new homeowner). The pool screen was recently replaced. The property includes a private boat dock and lift, allowing easy access to Lake Hamilton and nearby lakefront restaurants by water. Additional highlights include fruit trees in the front yard, RV parking for up to 31 feet with additional storage space, and a metal roof. Practical upgrades and systems include a new air conditioning system installed July 2024 with annual maintenance, water softener, well for irrigation, public water for the home, an inside laundry room, and a 2-car garage. The hot water heater was installed in 2011. Septic service was last completed June 2023. Solar panels are leased at $381.75 per month, with an average Duke Energy bill of approximately $30 per month. Televisions in the main living areas convey, excluding bedrooms. This lakefront retreat offers privacy, functionality, and a connection to the water, all set along beautiful winding roads in a peaceful Winter Haven setting.
Listing is courtesy of: ENGEL & VOELKERS LAKELAND (863-412-6633)
Listing Agent: Lisa Matheny (863-412-6633)
2519 AVENUE E SW, WINTER HAVEN, FL 33880
$309,000127 Days on yellowkey MLS ID: TB8458652
REDUCED by $3,000 (1.0%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1675 Built: 2025 Tax: $310 (2024)Community: West Winter HavenSingle Family
Taxes:$310
Elementary School: Inwood Elem
High School: Winter Haven Senior
Tax Year: 2024
Middle School: Westwood Middle
Remarks: NO HOA | NO CDD | Move-in ready! Hi there! - I’m 2519 Avenue E SW, but you can call me home. I’m a new construction block home with 3 bedrooms, 2 bathrooms, and 2,063 sq ft of thoughtfully designed living space — plus a 2-car garage and NO HOA or CDD, giving you more freedom and affordability. I was built with comfort and style in mind. My high ceilings and large windows fill every room with natural light, creating a bright and welcoming atmosphere. My open-concept layout makes it easy to gather, entertain, and enjoy everyday living. My kitchen is one of my favorite features — a beautiful island space with granite countertops, stainless steel appliances, and plenty of cabinet storage, perfect for cooking, hosting, and making memories. When it’s time to unwind, my primary suite offers a peaceful retreat with a spacious bathroom, double vanity, elegant finishes, and a walk-in closet ready for you to make your own. I also have a dedicated laundry room, ceiling fans, and wood flooring throughout for added comfort and convenience. I’m located in a growing area of Winter Haven, just minutes from shopping, dining, parks, and major highways, making everyday living easy and connected. I’m move-in ready and excited to meet my new owners. Come take a look — I think we might be the perfect fi!
Listing is courtesy of: SIVEN PREMIER REAL ESTATE (813-419-7009)
Listing Agent: Fanta Traore (863-282-9602)
920 GOTTHARD PASS DR, WINTER HAVEN, FL 33881
$394,99999 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
Taxes:$5,532
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
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)
5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$475,000304 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
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
$289,00094 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
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
$275,00041 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
$326,9908 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
High School: Lake Region High
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
$386,9908 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
$313,990163 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
$335,990163 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
$310,000136 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)
128 AVENUE D SW, WINTER HAVEN, FL 33880
$235,0006 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)
300 AVENUE V NE, WINTER HAVEN, FL 33881
$200,0006 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 Agent: Casandra Vann (863-546-5446)
277 MARIPOSA, WINTER HAVEN, FL 33884
$215,0006 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
$290,0006 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
$295,0006 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
$274,9906 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
$295,0006 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)
2747 SAN MARCO WAY, WINTER HAVEN, FL 33884
$299,9909 Days on yellowkey MLS ID: O6401087
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2025Monthly Fee: $13 Tax: $3,035 (2025)Community: Villamar Ph 5Single Family
Taxes:$3,035
Remarks: Ready for immediate move-in, the three bedroom, two bathroom home welcomes you with a perfect blend of style, comfort, and modern living. Thoughtfully designed with an open-concept layout filled with natural light, creating an inviting space for both relaxing and entertaining. At the heart of the home, the spacious great room flows seamlessly into the dining area and kitchen. The gourmet kitchen is sure to impress, showcasing stainless steel appliances, breakfast bar for a casual meal, pantry and plenty of prep space—ideal for everyday living and hosting alike. Beautiful ceramic tile flooring extends through the main living areas, while the bedrooms offer plush carpeting for added comfort. The primary bedroom serves as a peaceful retreat, complete with a generous walk-in closet and en-suite bath featuring dual vanities and a shower with a bench. Two additional bedrooms provide flexibility for guests, or a home office, each offering ample closet space and convenient access to a full bath. A dedicated laundry room with washer and dryer, along with a two-car garage, adds everyday convenience. Step outside to the covered patio to enjoy your backyard. Enjoy the amenities offered in the community with a resort style pool, playground and dog park. Experience the perfect blend of style, convenience, and community living at VillaMar. Come experience a home where comfort, functionality, and beauty come together effortlessly.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Vilmari Caraballo (407-583-9870)
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