Location: Winter Haven
Keyword(s): Lake Region High
Keyword(s) High School: Lake Region High
Do Not Show Listings
321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
$229,90035 Days on yellowkey MLS ID: TB8517299
0 Days Off yellowkey (back on 7/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1616 Built: 2007Monthly Fee: $52 Tax: $1,217 (2025)Community: Squires GroveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,217
Elementary School: Pinewood Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Westwood Middle
Remarks: Under contract-accepting backup offers. Welcome to this 3 bedroom, 2 bathroom home located in the Squires Grove community in Winter Haven — a growing Central Florida market known for its chain of lakes, parks, and convenient access to both Lakeland and Orlando. The home offers 1,616 sq ft with a functional single-story layout featuring a spacious living area, a well-sized kitchen, and a natural flow ideal for everyday living. The split floor plan provides privacy, while the bedrooms offer flexibility for families or guests. Attached garage and comfortable residential setting in an established neighborhood. Roof 2007, AC approximately 10 years old. Solar panels installed and operational (Sunrun lease — transferable to buyer or seller will consider buyout/removal, open to negotiation). HOA $155/quarter. All financing welcome including FHA, VA, and conventional.
Listing is courtesy of: HOUSEWELL.COM REALTY OF FLORIDA LLC (678-699-9206)
Listing Agent: Catherine Nolan (610-314-6896)
1658 TEAGAN LN, WINTER HAVEN, FL 33884
$315,99097 Days on yellowkey MLS ID: S5146407
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1933 Built: 2024Monthly Fee: $16 Tax: $4,170 (2025)Community: Peace Creek ReserveSingle Family
Taxes:$4,170
Elementary School: Wahneta Elem
Remarks: Virtually Staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story residence offers 4 bedrooms and 2.5 bathrooms, combining comfort and functionality. The open-concept floor plan seamlessly connects the family room, dining area, and kitchen—complete with a central island—creating the perfect space for everyday living and entertaining. Located in the desirable peace creek reserve community, residents enjoy a serene setting surrounded by nature, including a picturesque creek. situated in winter haven—known as the chain of lakes city with over 26 connected lakes—this area offers a variety of shopping, dining, and outdoor activities such as biking and water recreation. Peace creek reserve provides the perfect balance of a peaceful, small-town atmosphere with everyday convenience—an ideal place to call home.
Listing is courtesy of: NEWKEY REAL ESTATE LLC (407-496-5187)
Listing Agent: Barbara Cunha De Freitas (617-458-0838)
1475 S LAKE HOWARD DR, WINTER HAVEN, FL 33880
$525,0008 Days on yellowkey MLS ID: L4963275
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2118 Built: 1954 Tax: $6,199 (2025)Community: Hanna SubSingle Family
Taxes:$6,199
Elementary School: Lake Shipp Elem
Middle School: Denison Middle
Remarks: Welcome to the Chain Life! Situated on a spacious 0.47-acre lot with no HOA, this beautifully updated lakefront property on Lake Howard offers a rare opportunity to enjoy life on the renowned Winter Haven Chain of Lakes. One of the home's most desirable features is the beautifully remodeled studio-style guest suite with its own private entrance and en-suite bathroom. Complete with a wood-burning fireplace and ample space to add a kitchenette, this versatile space is ideal as a mother-in-law suite, private guest quarters, home office, or game room. The main residence features 3 bedrooms and 2.5 baths with numerous updates throughout. The renovated kitchen showcases new cabinetry, beautiful granite countertops, a stainless steel range and microwave, breakfast bar seating, and picturesque views of the backyard. Wood flooring flows through the spacious living areas, including formal living and dining rooms, an open kitchen, and a comfortable family room designed for both everyday living and entertaining. The primary suite offers a private en-suite bathroom with a walk-in shower and access to the beautifully remodeled guest bathroom that features a relaxing tub. Fresh interior paint and numerous recent improvements make the home truly move-in ready. Additional features include a well-equipped laundry room with cabinetry, utility sink, and a refrigerator, an oversized 24' x 26' two-car garage with built-in storage closets, rain gutters, a lake-fed irrigation system, a deep driveway with plenty of parking, and two A/C systems installed in 2021 and 2023. Step outside and enjoy the Florida lifestyle. Relax with your morning coffee on the covered front porch overlooking Lake Howard, or entertain family and friends on the expansive concrete patio overlooking the spacious backyard. Across the street, your private dock provides direct access to Lake Howard and the famous Winter Haven Chain of Lakes, connecting you to 20 navigable lakes. Spend your days boating to waterfront restaurants and bars, watching seasonal Legoland fireworks from the water, seeing seaplanes take off from Lake Jessie, or visiting the Moose Lodge for dining and social events, all which area accessible by boat. Conveniently located between Tampa and Orlando, Winter Haven offers easy access to major airports, Gulf and Atlantic beaches, and a vibrant downtown filled with locally owned restaurants, craft cocktail bars, a brewery, boutiques, and a popular weekly farmers market. Don't just live on the water—experience the unmatched lifestyle of the Winter Haven Chain of Lakes. Schedule your private showing today.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Deanna Stone (863-412-2080)
4201 SHADOW WOOD DR, WINTER HAVEN, FL 33880
$325,00029 Days on yellowkey MLS ID: L4962763
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 1979 Tax: $4,128 (2025)Community: Shadow WoodSpa: NoSingle Family
Taxes:$4,128
Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath single-family pool home offering 1,860 square feet of living space with NO HOA! This well-maintained property features a desirable floor plan with formal living and dining rooms, family room with cathedral ceiling and 2 car garage with opener. The spacious kitchen has tons of counter space and is equipped with a center island, quartz countertops, newer cabinetry, and matching Whirlpool stainless steel appliances. Just off the kitchen, you'll find a convenient inside laundry closet with washer and dryer hookups. The large family room features a cozy fireplace and ceiling fan while overlooking the screened pool lanai. The primary bedroom offers a private retreat with an en-suite bath, step-in closet, and sliding glass doors providing direct access to the pool lanai. Recent updates include newer luxury vinyl flooring throughout, recessed lighting, renovated bathrooms and a 2019 roof & A/C system. Step outside to enjoy the screened lanai with a large in-ground pool and a nice-sized partially fenced backyard, providing plenty of space for relaxation and outdoor activities. Conveniently located near the Polk Parkway with easy access to I-4, this home is just a short drive from Legoland, Orlando theme parks, shopping, dining, and a variety of recreational amenities. Don't miss this opportunity to own a move-in ready pool home in a prime Central Florida location!
Listing is courtesy of: VIEWPOINT VALUE REALTY (863-617-7015)
Listing Agent: Pat Pearson (908-295-7970)
3206 HERON CV, WINTER HAVEN, FL 33884
$599,000592 Days on yellowkey MLS ID: L4949141
5 Days Off yellowkey (back on 7/7/2026)
REDUCED by $1,000 (0.2%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3050 Built: 2002Monthly Fee: $200 Tax: $5,710 (2024)Community: Heron CaySpa: YesSingle Family
Taxes:$5,710
Elementary School: John Snively Elem
Tax Year: 2024
Remarks: Under contract-accepting backup offers. BACK ON MARKET! Welcome to 3206 Heron Cove. As you step into the foyer, you'll find an expansive main living area which boasts spacious living & dining areas, as well as a large family room. These areas, combined with a luxury kitchen create an unbelievable space for your loved ones to gather. The kitchen flaunts tons of cabinetry & granite counters, a cooking island, a HUGE walk-in pantry, a breakfast bar, casual dining nook, and it comes fully equipped with all of the appliances. So much space and versatility for entertaining. Each of the bedrooms are generously sized and a split layout lends everyone privacy of their own. You’ll especially love the master suite. It has a large private bathroom with a jetted tub, a step-in shower, separate vanity/sinks, and dual walk-in closets with organizers- making it easy to share space without much overlap. In addition to the bedrooms, there's also an office, as well as a bonus room that could also be used as a home office or craft/hobby room. Outdoors is just as impressive as the interior and has its own list of fantastic amenities. There is a wonderful screened lanai that houses a heated swimming pool & spa and has a large covered area with summer kitchen. Overlooking the large backyard, it’s sure to be your favorite spot to relax & entertain. Too many to list, the extras & improvements here include high & tray ceilings and 8' doors throughout, an inside laundry rm (appliances included), dual CHA systems, a security system, an irrigation system, a whole house generator system, and much more. Situated on a little less than ½ acre in a quiet, exclusive gated community, this fabulous find is conveniently located with easy access to shopping and restaurants. BRAND NEW ROOF INSTALLED 10/2025! Schedule your appointment today!
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Cindy Strouse (863-581-1605)
1757 HUMMINGBIRD RD, WINTER HAVEN, FL 33884
$423,99061 Days on yellowkey MLS ID: O6406366
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2336 Built: 2026Monthly Fee: $30 Tax: $2,632 (2025)Community: Harmony On Lake Eloise Phase 4Single Family
Taxes:$2,632
Remarks: Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in all the wet areas and the Living and Dining rooms with Quartz Counter Tops in the Kitchen and all 3 Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, you also receive a Washer and Dryer in the Laundry room. It comes with 3 Spacious Spare Bedrooms and an Owners Suite, that can easily fit a King size bed with a Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops. This home also has a Covered Lanai that is perfect for BBQs.
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
WINTER HAVEN, FL 33884
$210,00029 Days on yellowkey MLS ID: L4962492
REDUCED by $15,000 (6.7%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1985Monthly Fee: $475 Tax: $2,143 (2025)Community: Winterset 01 A Condo 02 AmdSpa: YesCondo
Taxes:$2,143
Elementary School: Garden Grove Elem
Remarks: Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and entertaining. The kitchen is beautifully appointed with custom Kraft Maid wood cabinetry, granite countertops, a breakfast bar, and a complete appliance package. The primary bedroom enjoys peaceful lake views and includes plush carpeting with a gel pad, a large 11' X 7' walk-in closet, a ceiling fan, sliding doors to the patio, and an en-suite bath featuring dual sinks, quartz countertops, and an oversized walk-in shower with a seamless glass door. The guest bedroom is generously sized at 13' x 10', offering ample closet space and convenient access to the guest bathroom, which features quartz countertops and tile flooring. The screened porch is the perfect place to relax and enjoy breathtaking lakefront views and spectacular sunsets. Residents enjoy true resort-style living with access to a community clubhouse, pool, spa, shuffleboard courts, tennis & Pickleball courts. The highly desirable location offers close proximity to shopping, dining, schools, medical facilities, and LEGOLAND Florida Resort. Additional features include a private storage room off the patio, inside laundry, a tile roof, air conditioning, 24-hour security, meticulously maintained grounds, assigned parking, and ample guest parking. This is Florida lakefront living at its finest.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Chip Fortenberry, Iii (863-673-9368)
5377 SAN PIETRO DR, WINTER HAVEN, FL 33884
$324,49964 Days on yellowkey MLS ID: TB8507486
0 Days Off yellowkey (back on 7/6/2026)
REDUCED by $500 (0.2%) on 05/19/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2039 Built: 2026Monthly Fee: $53 Tax: $2,688 (2025)Community: Villa MarSingle Family
Taxes:$2,688
Remarks: Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. 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)
4020 CARTERET DR, WINTER HAVEN, FL 33884
$405,900126 Days on yellowkey MLS ID: O6389154
REDUCED by $14,000 (3.3%) on 05/22/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2282 Built: 2015Monthly Fee: $484 Tax: $3,537 (2025)Community: TraditionsSingle Family
Taxes:$3,537
Elementary School: Chain O Lakes Elem
Middle School: McLaughlin Academy Of Excellence
Remarks: Seller is willing to offer funds towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bath home located in a desirable 55+ lakefront community with a 3-car garage offering comfort, convenience, and low-maintenance living in the heart of Central Florida. This thoughtfully designed home features stunning lake views, hardwood flooring, an updated kitchen with modern finishes, and stylish upgrades throughout. The spacious layout includes a mother-in-law suite, perfect for visiting family, guests, or additional privacy. Residents enjoy direct water access and a private community boat ramp, providing easy access to Winter Haven’s renowned Chain of Lakes, ideal for boating, fishing, and enjoying Florida’s outdoor lifestyle. The community also offers boat and water toy storage for a small fee, making it convenient to keep your boat or jet skis nearby and ready to use. One of the standout features of this home is the maintenance-free lifestyle. The HOA covers Cable, Internet, Exterior Home Maintenance including landscaping, mulch, and exterior painting, and More, allowing homeowners to enjoy their property without the typical upkeep responsibilities. Located just minutes from Cypress Gardens Boulevard, this home offers quick access to shopping, restaurants, grocery stores, golf courses, parks, and medical facilities. Residents are also close to LEGOLAND Florida Resort, and major roadways including US-27 and the Polk Parkway, making travel to Lakeland, Orlando, and Tampa convenient. If you’re searching for a Lake view home in Winter Haven, a low-maintenance home in a 55+ community, or a property with Ruby Lake access, 4020 Carteret Dr offers the perfect combination of location, lifestyle, and modern comfort in one of Polk County’s most established lake communities. Schedule a showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Sofia Lovinsky (407-376-1845)
6264 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$296,49015 Days on yellowkey MLS ID: O6420737
3 Days Off yellowkey (back on 7/6/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Remarks: Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
1676 TEAGAN LN, WINTER HAVEN, FL 33884
$345,00039 Days on yellowkey MLS ID: TB8514405
REDUCED by $10,000 (2.8%) on 07/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Monthly Fee: $15 Tax: $7,811 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$7,811
Elementary School: Bartow Elem Academy
Remarks: One or more photo(s) has been virtually staged. Welcome to Peace Creek Reserve! Built in 2024, this move-in ready home offers the benefits of newer construction, INCLUDING up to $10,000 towards closing costs and a 1 Year Home Warranty, without the wait! The Lennar Next Gen® single-story plan, this spacious home features an attached private suite with its own separate entrance, living room, kitchenette, bedroom and full bathroom. In the main home is an open living space, study, total of three bedrooms and a covered patio. The owner’s suite is tucked away in the back of the home and provides a private full-sized bathroom. Featuring 4 bedrooms, 3 full bathrooms, and a private in-law suite complete with its own kitchen and full bath, this flexible floor plan is ideal for multigenerational living, extended family, guests, or a private home office setup. The spacious main kitchen serves as the heart of the home, showcasing a center island with sink, abundant cabinetry, and an open-concept design that flows seamlessly into the living areas. Tile flooring extends throughout the main living spaces, while the bedrooms provide the comfort of carpeting. The primary suite offers a generous bedroom, walk-in closet, and private bath with dual vanities. Three additional bedrooms and two full baths provide plenty of room for family and guests. Step outside to the covered rear lanai and backyard, perfect for relaxing or entertaining. Conveniently located in Peace Creek Reserve, residents enjoy onsite pool and playground as well as easy access to shopping, dining, medical facilities, schools, and major commuter routes. Why wait months for new construction when you can move into this nearly new home today?
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Amy Long (863-712-9827)
4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880
$295,990110 Days on yellowkey MLS ID: L4960603
0 Days Off yellowkey (back on 7/5/2026)
REDUCED by $4,000 (1.3%) on 07/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2038 Built: 2007Monthly Fee: $32 Tax: $4,387 (2025)Community: Magnolia PreserveSingle Family
Taxes:$4,387
Elementary School: Eagle Lake Elem
Remarks: Under contract-accepting backup offers. Completely renovated and move in-ready Large 4 bedroom, 2 bathroom house awaits your family! On a desirable corner lot, in a quiet neighborhood. New Roof, New Paint, New Flooring all through the house, New Stainless Steel Appliances, New Kitchen Faucet, Like a New Home!! Master Bath has a walk in closet and Garden Tub and Seperate Shower with a Seat. This home offeres a Separate Dining area and a Office or Playroom. Close to the new Polk Parkway extension, so travel to schools, shopping, restaurants and entertainment is super convenient. Great school district and priced to sell quickly. Call today for a showing!
Listing is courtesy of: AVERY PROPERTIES INC. (863-682-1902)
Listing Agent: Anne Greenhow (863-698-4562)
2362 BRASSIE CT, WINTER HAVEN, FL 33884
$273,900144 Days on yellowkey MLS ID: O6384404
REDUCED by $1,000 (0.4%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 2022Monthly Fee: $18 Tax: $5,003 (2025)Community: VillmarSpa: NoSingle Family
Taxes:$5,003
Remarks: One or more photo(s) has been virtually staged. Opportunity for an assumable mortgage at a 4.5% interest rate, subject to lender approval and buyer qualification! Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Millie Brockmeyer (407-970-9782)
116 MANDOLIN DR, WINTER HAVEN, FL 33884
$349,90076 Days on yellowkey MLS ID: O6403313
REDUCED by $15,100 (4.1%) on 06/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2248 Built: 2009Monthly Fee: $56 Tax: $5,678 (2025)Community: MandolinSingle Family
Taxes:$5,678
Remarks: ARE YOU LOOKING FOR A GATED COMMUNITY WITH A LOW HOA and NO CDD? At 116 Mandolin Dr in WINTER HAVEN, FL! This spacious 4-bedroom, 2-bathroom home offers 2,248 square feet of COMFORTABLE LIVING on a generous 0.26-acre lot! Step inside to soaring VAULTED CEILINGS in the living and dining areas—these ELEVATED CEILINGS create an open, airy feel that makes the home even larger than its footprint. The entire home features durable VINYL FLOORING, and all bedrooms are generously sized, offering FLEXIBILITY FOR FAMILIES, guests, or a home office. NATURAL LIGHT pours in throughout the home, creating a bright and welcoming atmosphere that’s perfect for new homeowners. Major updates include a NEW A/C SYSTEM (2025) and GUTTERS INSTALLED (2024), while the WATER HEATER was replaced in 2017. The roof and plumbing are original, but the seller is willing to NEGOTIATE A BRAND NEW ROOF — making this property an UNBEATABLE VALUE for the price. Situated in a quiet gated community, this property offers both privacy and security. The location is a standout—just a short walk from a newly constructed Publix set to open in the coming months, as well as nearby Dollar General and 7-Eleven for everyday convenience. You’re also just minutes away by car from Eagle Ridge Mall, LEGOLAND Florida Resort, and all the shopping, dining, and entertainment that downtown Winter Haven has! —making this home not only comfortable, but perfectly located.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nomar Rosa (646-673-3900)
4599 REYNOSA DR SW, WINTER HAVEN, FL 33880
$309,999183 Days on yellowkey MLS ID: S5141435
REDUCED by $15,001 (4.6%) on 06/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2309 Built: 1984 Tax: $3,589 (2025)Community: Plaza SubSingle Family
Taxes:$3,589
Remarks: Some homes are built. Others are crafted. Tucked away in a quiet Winter Haven neighborhood, 4599 Reynosa Drive is a rare, cedar-constructed residence that blends artisan craftsmanship with modern efficiency. From the moment you arrive, the home sets itself apart fully fenced with new vinyl fencing, enhanced exterior lighting, and a brand-new Trex front porch designed for relaxed mornings and long evenings. Inside, the warmth is immediate. Cedar wood wraps the interior, creating a natural, timeless atmosphere rarely found in Florida homes. The craftsmanship was completed by a skilled wood artisan, and the attention to detail is felt throughout custom wood features, soaring character, and a layout that feels both grounded and inviting. Tile flooring spans the entire downstairs, while all bathrooms are finished floor-to-ceiling in tile, offering durability and a clean, elevated aesthetic. The home has been thoughtfully upgraded for comfort and longevity, including brand-new hurricane-impact, double-pane windows with architectural tint reflecting up to 90% of heat, a new AC unit, new attic fan, insect-repellent insulation, and a fully sealed roof coated with heat-reflective, hurricane-rated paint. Even in peak summer, electric bills remain impressively low under $150 with no solar required. The kitchen and bathrooms feature newer plumbing, modern appliances (all just a few years old), and a standout stone-wrapped Jacuzzi tub, creating a spa-like retreat within the home. Side sliders bring in natural light and connect indoor living with outdoor space, while the garage includes sensor lighting, Hardie backer walls, full electrical, and AC, making it ideal for a workshop, studio, or flex space. The property is being offered fully furnished, including custom handcrafted wood furnishings (excluding beds and sofas), making it a true turnkey opportunity for a buyer who values character, quality, and immediate livability. Regular termite and pest control servicing adds peace of mind to this cedar-built, naturally insect-resistant home. Centrally located between Orlando and Tampa, with convenient access to major highways, shopping, and daily essentials, this home delivers both lifestyle and location. This is not a cookie-cutter property. This is a home with a story built to last, designed to feel different, and ready for its next chapter.
Listing Agent: Jason Prieto (877-366-2213)
554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880
$265,00076 Days on yellowkey MLS ID: O6402516
REDUCED by $4,999 (1.9%) on 07/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 2021Monthly Fee: $38 Tax: $3,739 (2025)Community: Eagle Lndg Ph ISingle Family
Taxes:$3,739
Remarks: Welcome to modern comfort in the heart of Winter Haven! This meticulously maintained 4-bedroom, 2-bathroom home is a move-in-ready living space. The residence features a bright, open-concept floor plan with a seamless flow between the kitchen and living areas, complemented by durable tile and laminate flooring. Enjoy outside living in your private fenced in backyard or sit on the enclosed patio and enjoy the outdoors. Florida living at its best!
Listing is courtesy of: SPANN & ASSOCIATES REAL ESTATE (407-468-7512)
Listing Agent: Kal Scarvers (863-617-5236)
9480 WATERFORD OAKS DR, WINTER HAVEN, FL 33884
$990,00027 Days on yellowkey MLS ID: L4960912
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $210,000 (17.5%) on 06/26/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4824 Built: 2002Monthly Fee: $188 Tax: $12,402 (2025)Community: Waterford OaksSpa: YesSingle Family
Taxes:$12,402
Remarks: Under contract-accepting backup offers. Calling for best and final by Thursday, July 2nd, 2026 by 5pm. This sprawling two-story luxury pool residence showcases exceptional craftsmanship and timeless elegance, enhanced by extensive upgrades throughout and a Generac home generator. From the moment you enter, you'll be captivated by soaring tray and cathedral ceilings, rich crown molding, and refined architectural details that create an atmosphere of sophistication and grandeur. Designed to inspire culinary excellence, the chef’s kitchen is appointed with a professional-grade gas cooktop, custom solid wood cabinetry, a hidden walk-in pantry, farmhouse sink, and a picturesque window framing serene views of Lake Winterset. A convenient built-in workstation, located near the spacious laundry room and oversized three-car garage, provides added functionality for everyday living. The sumptuous primary suite serves as a private retreat, featuring beautiful custom built-ins, dual vanities, a chandelier-accented soaking tub, an expansive walk-in shower, and generous his-and-her custom closets. A tranquil sitting area offers the perfect space for reading and relaxation, while French doors provide direct access to the poolside lanai. Created for effortless entertaining, the grand great room seamlessly connects indoor and outdoor living through pocketing sliding glass doors that open to a spectacular pavered lanai complete with a summer kitchen, sparkling pool, and elegant water feature. Two additional en-suite bedrooms with walk-in closets are conveniently located on the main level, while a well-appointed powder bath serves guests. The upper level offers a private guest or in-law retreat featuring a spacious en-suite bedroom, full bath, media room, and a sizable studio or flex space overlooking the tranquil waters of Lake Winterset. Elegant formal living and dining rooms provide the perfect backdrop for memorable gatherings, enhanced by exquisite finishes and statement lighting. A distinguished library or executive home office, adorned with rich burled wood cabinetry and custom doors, delivers both privacy and sophistication.Situated on an oversized corner homesite, this exceptional residence is enveloped by lush, mature landscaping that creates a sense of privacy and exclusivity. Combining luxurious amenities, breathtaking lake views, and thoughtfully designed living spaces, this remarkable estate offers an unparalleled lifestyle in a truly spectacular setting.
Listing is courtesy of: RED BIRD REALTY (850-201-8810)
Listing Agent: Lisa Kleine (863-660-6787)
3807 POMELO DR, WINTER HAVEN, FL 33880
$308,900203 Days on yellowkey MLS ID: O6369075
REDUCED by $4,000 (1.3%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 2025Monthly Fee: $69 Tax: $2,605 (2025)Community: Harmony On Lake Eloise Phase 4Single Family
Taxes:$2,605
Remarks: Under Construction. The Aria is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and covered lanai. Entertaining is a breeze, as this popular single-family home features a living and dining in the heart of the home, with covered lanai just steps away in your backyard. The spacious kitchen features stainless steel appliances, a convenient island, and walk-in pantry with ample storage. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Two additional bedrooms share a second bathroom. This home also features a nice laundry room space with privacy doors and a two-car garage for parking or storage. Like all homes in Harmony at Lake Eloise, the Aria includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Harmony at Lake Eloise. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
1533 MAJESTIC LN, WINTER HAVEN, FL 33880
$250,000130 Days on yellowkey MLS ID: L4960031
0 Days Off yellowkey (back on 7/1/2026)
REDUCED by $15,000 (5.7%) on 06/05/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1957 Built: 2023Monthly Fee: $38 Tax: $4,059 (2025)Community: Eagle Lndg Ph IiSingle Family
Taxes:$4,059
Remarks: Under contract-accepting backup offers. **MOTIVATED SELLERS** Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. Needs a little TLC on the inside. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Cheryl Brewer (863-224-0045)
1787 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$279,900479 Days on yellowkey MLS ID: TB8364733
REDUCED by $24,000 (7.9%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Taxes:$0
Remarks: NO CDD fees! Welcome to Peach Crossings, Winter Haven’s newest community! This brand-new three-bedroom, two-bathroom home is designed for both comfort and style. The kitchen is the heart of the home, offering ample counter space—perfect for meal prep and entertaining. It comes fully equipped with Whirlpool stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! Granite countertops and modern cabinetry provide a classic, elegant touch. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy the outdoors year-round with the covered patio, a great spot for dining, relaxing, and taking in the fresh air—made even better by the privacy of having no rear neighbors and a beautiful pond view. This home is packed with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom off the garage offers the perfect drop zone for shoes, bags, and coats, making daily routines easier. Located next to the laundry room, this space helps keep everything organized and clutter-free. Situated in Polk County, Peach Crossings offers a balance of peaceful lake life and easy access to shopping, dining, and major attractions. Families will love the top-rated Polk County schools, and the community features a playground and picnic area for all to enjoy. Don’t miss out on this incredible opportunity—schedule your tour today!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
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