Location: Winter Haven , 33884
Do Not Show Listings
3773 GIORGIO DR, WINTER HAVEN, FL 33884
$280,00056 Days on yellowkey MLS ID: TB8485394
3 Days Off yellowkey (back on 4/27/2026)
REDUCED by $18,000 (6.0%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 2024Monthly Fee: $17 Tax: $4,754 (2025)Community: Villamar Ph 6/Villamar Ph 6 &Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,754
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this stunning 4-bedroom, 2-bathroom home located in the desirable community of Winter Haven. Situated on a quiet street in a well-maintained neighborhood, this modern residence offers a perfect blend of comfort, style, and functionality. The open-concept floor plan features a spacious living area with high ceilings, abundant natural light, and elegant finishes throughout. The gourmet kitchen boasts granite countertops, stainless steel appliances, a large island with breakfast bar seating, and ample cabinet space—ideal for both everyday living and entertaining. The primary suite includes a walk-in closet and a luxurious en-suite bathroom with dual vanities and a glass-enclosed shower. Three additional bedrooms provide plenty of space for family, guests, or a home office. The split-bedroom layout ensures privacy and convenience. Step outside to a covered lanai overlooking a beautifully landscaped backyard—perfect for relaxing or hosting gatherings. The property also includes a two-car garage, a laundry room, and energy-efficient features.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Trevor Skeens (813-531-3713)
200 EL CAMINO DR #101, WINTER HAVEN, FL 33884
$140,000167 Days on yellowkey MLS ID: P4937058
REDUCED by $5,000 (3.4%) on 04/27/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1617 Built: 1971Monthly Fee: $596 Tax: $763 (2024)Community: Seville BuildingCondo
Taxes:$763
Tax Year: 2024
Remarks: CORNER UNIT--DOWNSTAIRS--COVERED PARKING IN FRONT OF UNIT. Welcome to the "SEVILLE" located in beautiful Orchid Springs. This is a large (1,617 sq ft) triple-split bedroom plan condo. This is a three bedroom, two and one half bath corner-unit residence located on the ground floor. The home offers loads of upgrades--remodeled kitchen and baths, new roof, all new plumbing, newer appliances including washer and dryer. Appliances installed in 2021. All double pane windows with privacy tint and the a/c and heater were installed in 2022. The living area is quite spacious and looks out to the rear yard that is beautifully landscaped like a tropical oasis. The remodeled galley kitchen has a breakfast bar great for morning coffee and a nice pantry. The large primary bedroom has an ensuite bath with bidet, large shower and a walk-in closet. The second bedroom and second bath are secluded by a new barn door that makes it a second primary bedroom. This second remodeled bath has a bidet and a tub and shower. The third bedroom has a half bath and linen closet close to it....giving all parties access to their own bath. There is also an inside laundry area with a full size washer and dryer that is included in the sale. The community clubhouse and pool are close by for your enjoyment. There is also an open porch area at the rear of the condo for relaxing and enjoying our beautiful weather. Monthly maintenance fee includes the use of the clubhouse and pool, exterior building maintenance, lawn care, water, sewer, gas and trash. Come and enjoy this "maintenance free" lifestyle.
Listing is courtesy of: QUINN & COMPANY REALTORS, LLC (863-412-2287)
Listing Agent: Brenda J Quinn (863-412-2287)
6056 NAVONA WAY, WINTER HAVEN, FL 33884
$269,999272 Days on yellowkey MLS ID: TB8415411
REDUCED by $12,000 (4.3%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $18 Tax: $2,271 (2025)Community: Villa MarSingle Family
Taxes:$2,271
Elementary School: Pinewood Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
1620 LINZ CT, WINTER HAVEN, FL 33884
$219,900121 Days on yellowkey MLS ID: TB8460219
1 Days Off yellowkey (back on 4/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1329 Built: 2022Monthly Fee: $290 Tax: $3,209 (2024)Community: Vienna Square Ph 2CSpa: NoVilla
Taxes:$3,209
Remarks: Best-Priced 2BR Villa with Garage in Vienna Square – and it’s a corner! Built 2022 Welcome to one of the best values in Vienna Square—this corner unit is a light-filled 2-bedroom, 2-bath villa with a 2+ car private garage. You’ll have low-maintenance living in one of Winter Haven’s most sought-after 55+ communities. Built in 2022, this home features a bright, open-concept layout with a seamless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The kitchen offers modern finishes, tons of cabinets, and great sightlines into the main living space. New stainless refrigerator and microwave in December 2025! In-unit laundry closet for convenience! The spacious primary suite includes a private bathroom and 2 generous walk-in closets. The second large bedroom and full bath provide flexibility for guests or a home office. Enjoy your morning coffee or unwind in the evening on the screened lanai, offering a quiet and comfortable outdoor retreat. Refreshed inside and out with most main furniture included. Vienna Square is known for its active, pet-friendly lifestyle and amenities, including a clubhouse, resort-style pool, fitness center, and social activities—all with a convenient location close to shopping, dining, and medical facilities. Association fees include: • Exterior paint • Roof maintenance • Irrigation water • Lawn mowing • Shrub trimming • Spectrum Internet and TV Priced to sell—schedule your showing today. Easy to show for buyer’s agents using ShowingTime.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
220 RUBY LAKE LN, WINTER HAVEN, FL 33884
$799,90029 Days on yellowkey MLS ID: P4938358
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2705 Built: 2001Monthly Fee: $71 Tax: $7,665 (2025)Community: Ruby Lake Ph 04Single Family
Taxes:$7,665
Remarks: Welcome to this beautifully upgraded lakefront home nestled inside a private gated community, offering 2,705 square feet of thoughtfully designed living space. Perfectly positioned on scenic Lake Ruby, which connects to Lake Bess, this west-facing property delivers breathtaking sunset views that can be enjoyed daily from your own backyard. Inside, the home features a stunning, oversized living room with cathedral ceilings and expansive views of the water—creating a bright, open atmosphere that truly feels like the heart of the home. The home boasts sliding glass doors that fully retract, inviting in cool breezes during the milder months. These sliders have been freshly tinted, along with the bath door, for added privacy and energy efficiency. Step outside to your private oasis where the recently remodeled pool and professionally leveled pavers provide a clean, modern look. The screened-in pool area also features a covered patio—perfect for relaxing or enjoying meals outdoors rain or shine. Additional exterior upgrades include 22 all new windows and screens, a lanai screen roof on the west side upper screens, lanai fans, solar exhaust attic fans, dock lights, dock power, and a boat lift motor with decking at the bow. The entire exterior has been enhanced with fresh flowers, and the north path walkway has been updated alongside the pool lite timer. The lanai also includes a separate 220 volt outlet to accommodate a hot tub.Entertaining is effortless with a convenient pool bathroom, allowing guests to shower or refresh without entering the main home—thanks to the new shower diverter in the master and fully upgraded plumbing, including all faucets (3 bathrooms, kitchen, and garage), toilet innards, and a new guest toilet. A cozy wood burning fireplace adds warmth and charm, while the overall condition of the home reflects true pride of ownership—impeccably maintained and move-in ready. Interior finishes include fresh interior paint, crown molding, electronic door locks on all 3 exterior doors, an electronic garage door lock, in-wall medicine cabinets, kitchen backsplash, pantry can closet, anti-skid tiles & garage floor, regrouted all bath wall tiles, and slider rollers & rebalance. Built-in cabinets in the living room have been removed for a more open feel, and the floor in the TV room has been updated. The home also features new smoke detectors throughout.Electrical upgrades are extensive: new lighting in the halls, bath, and garage, washer & dryer, master closet, dock lights, generator outlet, generator cutoff, additional lanai power, dock power, pool lite timer, and more. The HVAC system has been enhanced with an added garage AC split system, blown insulation, solar exhaust attic fans, and an insulated garage door. The garage offers exceptional versatility with its own AC split unit, insulated garage door, garage door springs, electronic garage door lock, and upgraded LED lighting, making it ideal for a workshop, home gym, or additional functional space. Additional thoughtful touches include all outside hose bibs x4, the main drain “Roto Rootered”, pool fill line. The property features lake-fed irrigation, removed lake grass and lake rocks for a clean, polished waterfront appearance. This home combines luxury, comfort, and functionality in a serene waterfront setting—an exceptional opportunity to enjoy Florida living at its finest. You'll also be able to enjoy the fireworks from LegoLand and Disney is only 30 miles away.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Keith St. Onge (863-651-1397)
1117 MICHELANGELO LN, WINTER HAVEN, FL 33884
$390,00048 Days on yellowkey MLS ID: O6392049
REDUCED by $10,000 (2.5%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2626 Built: 2023Monthly Fee: $89 Tax: $4,323 (2025)Community: Estates/Lk FlorenceSingle Family
Taxes:$4,323
Remarks: Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 3 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation from the main living areas. The versatile floor plan is ideal for both everyday living and entertaining, offering a seamless flow throughout the home. The kitchen and living spaces showcase a clean, modern aesthetic, perfect for today’s lifestyle, while large windows bring in plenty of natural light. Whether you're starting a family or need more room to grow, this layout adapts to your needs with ease. Step outside to a huge fully fenced backyard with endless possibilities, create your dream outdoor oasis, add a pool, or design the perfect space for gatherings and play. Conveniently located just minutes from Legoland, shopping, dining, and major roadways, this home combines comfort, location, and value all in one. Don’t miss your opportunity to own a practically new home in one of Winter Haven’s growing areas!
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Nellymar Albelo Pllc (407-435-1939)
3030 LAUREL OAK LN, WINTER HAVEN, FL 33884
$339,990135 Days on yellowkey MLS ID: L4957976
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2004 Built: 2022Monthly Fee: $22 Tax: $6,438 (2024)Community: Villamar Ph 4Single Family
Taxes:$6,438
Remarks: Welcome to your dream home in the heart of Villamar, where modern living meets serene surroundings. This stunning four-bedroom, two-bathroom residence is perfectly situated on a desirable corner lot, offering privacy and tranquility with no backyard neighbors, as it backs up to a lush conservation area and a picturesque pond. Step inside to discover a bright and airy open-concept design, accentuated by high ceilings that create an inviting ambiance. The gourmet kitchen is a chef's delight, featuring sleek stainless steel appliances, a spacious island with seating for up to six, and elegant decorative lighting that enhances the space. The stylish tile backsplash adds a touch of sophistication to this culinary haven. Retreat to the expansive primary bedroom, where a tray ceiling enhances the sense of luxury. The en suite bathroom completes the suite with a private water closet, a large walk-in shower, dual sinks, a generous walk-in closets, providing ample storage and comfort. This home is designed for modern convenience, featuring a designated indoor laundry room and a host of upgrades, including a water softener system with reverse osmosis. Step through the sliding glass doors to the screened-in lanai, equipped with a ceiling fan and epoxy flooring, perfect for enjoying Florida's beautiful weather. The private backyard, enclosed by a vinyl fence, offers a secure space for relaxation or play. Additional highlights include a spacious two-car garage and access to the community pool, ideal for those hot summer days. Located close to the enchanting Chain of Lakes and Legoland, as well as an array of shopping and dining options, this home promises a lifestyle of comfort and convenience. Don't miss the opportunity to make this exceptional property your new home. Schedule a viewing today and experience all that this remarkable residence has to offer!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
6002 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$135,00015 Days on yellowkey MLS ID: P4938477
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: 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)
1742 UPLAND LN, WINTER HAVEN, FL 33884
$380,99014 Days on yellowkey MLS ID: W7885110
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2250 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 Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal for gathering with family and friends. Your luxurious owner’s suite features a double vanity bath and massive walk-in closet, plus private access to the rear lanai. You’ll be stunned by The Sandalwood. 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)
3357 GRENVILLE DR, WINTER HAVEN, FL 33884
$299,90068 Days on yellowkey MLS ID: L4959735
1 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 2006Monthly Fee: $463 Tax: $1,843 (2025)Community: Traditions Ph 1Single Family
Taxes:$1,843
Remarks: Under contract-accepting backup offers. Welcome to resort-style living in the pristine and highly sought-after 55+ gated community of Traditions in Winter Haven, Florida. This beautifully maintained 3-bedroom, 2-bath residence offers the perfect blend of comfort, security, and the Florida lifestyle. From the moment you arrive, the oversized paver driveway and inviting curb appeal set the tone for what awaits inside. The thoughtfully designed floor plan is filled with natural light and features welcoming living spaces ideal for both everyday living and entertaining. The spacious living room is enhanced by a triple sliding glass door that opens seamlessly to the enclosed patio, creating effortless indoor-outdoor flow and allowing natural light to pour into the heart of the home. The private primary suite is a true retreat, offering two generous walk-in closets and a well-appointed en suite bath complete with a relaxing soaker tub, separate shower, and dual vanities. Peace of mind comes standard with a buried propane tank that powers a Generac whole-home generator — ensuring uninterrupted comfort even when others are without power. The roof was replaced in 2025, the exterior was freshly painted in 2024, and the home is equipped with a Carrier HVAC system installed in 2021, enhanced by an Aprilaire electric air cleaner for advanced whole-home air purification. A true highlight of the property is the expansive 26x9 enclosed porch spanning the entire rear of the home. Surrounded by walls of windows that flood the space with natural light and offer peaceful views of the lush greenery beyond, this bright and inviting retreat feels like an extension of the living area. With access from the living room, dinette and the primary suite, it is the perfect place to enjoy your morning coffee, unwind with a book, or host friends while taking in Florida’s beautiful weather year-round — all from the comfort of your own private sunroom. Traditions is more than a neighborhood — it’s a lifestyle. The community offers a true resort-style experience designed for both activity and relaxation. At the heart of the community is a beautifully appointed clubhouse featuring a grand ballroom for events and celebrations, a billiards room, library, fitness center, and a vibrant calendar of social activities that keep residents engaged year-round. Outdoors, residents enjoy a sparkling resort-style pool overlooking the lake, creating a stunning waterfront backdrop for relaxation, along with tennis courts and beautifully maintained grounds that enhance the community’s active yet serene atmosphere.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Jessica Willaford (863-662-8549)
7167 SUMMIT DR, WINTER HAVEN, FL 33884
$369,00017 Days on yellowkey MLS ID: L4961223
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2005Monthly Fee: $22 Tax: $4,150 (2025)Community: Summit East Ph 01Single Family
Taxes:$4,150
Remarks: Under contract-accepting backup offers. 7167 Summit Dr, Winter Haven, FL 33884 is a beautifully updated 3-bedroom, 2-bath home located in a peaceful Winter Haven neighborhood. Features include ceramic tile in the main living areas, with a renovated kitchen with granite countertops, spacious light-filled bedrooms, and a flexible den/family room. Recent updates include a new in-ground screened pool and Central AC installed in April 2024, new water heater, and a paid-off solar panel system installed in 2021, offering added energy efficiency and long-term savings. The home has also been freshly painted inside and out, including the fence and garage floor. The fenced backyard and 2-car garage add to the home’s appeal. Conveniently located near shopping, restaurants, hospitals, schools, and major routes to Orlando and Tampa. Low HOA of only $260 per year. Showings by appointment only.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Lorena Alvarez Cordero (863-412-9288)
4450 RAPALLO AVE, WINTER HAVEN, FL 33884
$345,00040 Days on yellowkey MLS ID: O6394240
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2480 Built: 2024Monthly Fee: $18 Tax: $6,608 (2025)Community: Villamar Ph 5Single Family
Taxes:$6,608
Remarks: Rare opportunity to own a spacious two-story home in the highly sought-after Villamar community—homes like this don’t last long. Designed with an open-concept layout perfect for today’s lifestyle, this home offers a seamless flow from the kitchen—featuring quartz countertops, modern appliances, refrigerator, and breakfast nook—into a large, inviting great room ideal for entertaining. Upstairs, retreat to a private primary suite with walk-in closet and en-suite bath complete with dual vanity and tiled shower, along with three additional bedrooms, a full bath, and the convenience of second-floor laundry with washer and dryer included. Enjoy modern living with built-in smart-home features including a Ring Video Doorbell, smart thermostat, keyless entry, and DEAKO switches. Located in Villamar, residents enjoy access to resort-style amenities including a pool, clubhouse, playground, dog park, scenic walking paths, ponds, and lush green spaces. Additional highlights include professional landscaping, a covered entry porch, architectural shingles, and a builder warranty for added peace of mind.
Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)
Listing Agent: Keisha Weir (754-204-5431)
202 SAINT LUCIE RD, WINTER HAVEN, FL 33884
$328,99913 Days on yellowkey MLS ID: L4961340
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1973 Tax: $3,069 (2025)Community: Eloise Woods East Lake Mariam UnitSingle Family
Taxes:$3,069
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: **Location, Location, Location! Seller offering $10,000 toward buyer closing costs, prepaid items, or interest rate buy-down with acceptable offer!** Beautifully maintained 3-bedroom, 2-bath home situated on an expansive oversized corner lot in desirable Southeast Winter Haven with **no city taxes — county taxes only**. Major updates have already been completed, including a **2024 A/C**, **2019 roof**, **new drain field**, and recent **septic inspection/pump-out** for added peace of mind. Inside, you'll find luxury laminate flooring throughout the main living areas with ceramic tile in wet areas, creating a clean and modern feel. Enjoy outdoor living in the private rear courtyard shaded by mature landscaping and beautiful trees, plus a stunning oak tree that enhances the curb appeal of this spacious corner homesite. A rare bonus is the **704 sq. ft. detached garage/workshop**, offering endless possibilities for storage, hobbies, vehicles, or workspace. Conveniently located near shopping, dining, schools, **only 2.1 miles from LEGOLAND Florida Resort**, close to Chain of Lakes access, near Freedom Boat Club, and just minutes from the new Chain of Lakes Baseball Complex. Don’t miss this opportunity!
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: John Calhoun (863-528-7973)
153 LAKE OTIS RD, WINTER HAVEN, FL 33884
$749,00054 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
Taxes:$5,530
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)
1739 UPLAND LN, WINTER HAVEN, FL 33884
$326,99014 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
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.
1726 UPLAND LN, WINTER HAVEN, FL 33884
$386,99014 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
$313,990169 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
$335,990169 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
$310,000142 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
Middle School: Westwood Middle
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)
3027 RICHMOND DR, WINTER HAVEN, FL 33884
$295,00012 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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