Location: Winter Haven
Do Not Show Listings
2656 WYNDSOR OAKS WAY, WINTER HAVEN, FL 33884
$750,00051 Days on yellowkey MLS ID: TB8501985
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3703 Built: 2007Monthly Fee: $267 Tax: $9,056 (2025)Community: Wyndsor At Lake WintersetSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,056
Elementary School: Chain O Lakes Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Step inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two walk-in closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Excellent for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022) and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
2 CASARENA CT, WINTER HAVEN, FL 33881
$320,000142 Days on yellowkey MLS ID: L4958770
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2377 Built: 1983Monthly Fee: $310 Tax: $5,755 (2025)Community: Casarena On LakesSingle Family
Taxes:$5,755
Elementary School: None
High School: None
Middle School: None
Remarks: **RECENTLY REDUCED AND PRICED TO SELL** Welcome to this spacious 3 bedroom, 3 bath townhouse located in the private, gated, lakefront community of Casarena on the Lakes. Situated on the Winter Haven Chain of Lakes with a desirable south-facing view of Lake Cannon, this home offers the rare opportunity to enjoy both sunrise and sunset views right from your own space. Three-bedroom properties in this community are seldom available. This would make a PERFECT winter retreat! Boasting over 2,300 square feet of living space, the home provides plenty of room to live comfortably. The second level features two primary suites. One includes a private balcony with beautiful lake views, perfect for morning coffee or winding down in the evening. That same suite also offers an oversized walk-in shower with a built-in steam sauna, creating a relaxing, spa-like retreat at home. The third bedroom is located on the main level and works perfectly for guests or a home office. The kitchen has been thoughtfully updated with high-end stainless steel appliances, granite countertops, and solid wood cabinetry. It opens to the dining area and main living space, which are separated by a striking stone fireplace, making the layout ideal for both everyday living and entertaining. Parking is a standout feature with a two-car garage PLUS an additional parking space, providing room for three vehicles. Community amenities include a pool, tennis court, and a newly rebuilt composite dock with boat slips available on a first-come basis. Leave your boat in the water so you’re always ready for early-morning fishing, evening cruises, or a spur-of-the-moment dinner at one of the Chain’s waterfront restaurants. Additional updates to this home include two new A/C units, a WHOLE-HOUSE GENERATOR, and a tankless water heater, offering comfort and peace of mind year-round. This home delivers space, thoughtful upgrades, and true lakefront living in a secure, well-kept community.
Listing is courtesy of: BERRY REALTY & APPRAISAL SERVICES PA (863-224-6857)
Listing Agent: Kylie Berry (863-224-6857)
740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
$364,990117 Days on yellowkey MLS ID: S5144206
REDUCED by $5,000 (1.4%) on 05/02/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2022Monthly Fee: $64 Tax: $5,142 (2025)Community: Squires Grove Ph 2Single Family
Taxes:$5,142
Remarks: PRICE REDUCTION!!! Bring your buyers. Great opportunity at new price.... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residence offers the space you've looking for, filled with natural light and and large fenced backyard ideal for gatherings, pets or relaxing outdoors. Well located near shopping, dining, hospitals, major highways, and just minutes from LEGOLAND. Book your showing today!.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Lulis Batista (407-969-2098)
1640 NW PEARCE RD, WINTER HAVEN, FL 33881
$330,000323 Days on yellowkey MLS ID: L4954651
REDUCED by $15,000 (4.3%) on 05/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1421 Built: 2025Community: Lake View Sub Pb 3 Pg 80Single Family
Taxes:$0
Tax Year: 2024
Remarks: Discover the perfect blend of modern living and convenience in this brand new 3-bedroom, 2-bathroom home located in the heart of Winter Haven, just minutes from the serene shores of Lake Hartridge. Best of all, there’s NO HOA to worry about! As you step inside, you’ll be greeted by a bright and airy open floor plan that flows seamlessly throughout the home. The luxury vinyl plank flooring adds both elegance and durability, making it a great choice for busy households. The heart of the home is undoubtedly the beautiful kitchen, which features stainless-steel appliances, quartz countertops, and plenty of cabinetry to store all your cooking essentials. The kitchen design allows for easy interaction with guests in the spacious living room, ensuring you never miss a moment while entertaining. Retreat to the primary bedroom, a sanctuary designed for relaxation. This inviting space comes complete with a generous walk-in closet and a luxurious ensuite bathroom, featuring dual sinks and a modern walk-in shower—providing a perfect spot to unwind after a long day. The two additional bedrooms are thoughtfully designed with equal sizing and each boasts a walk-in closet, ideal for family members or guests. The second bathroom, conveniently located near the entrance of the home, includes a shower and tub combination, offering both comfort and functionality. Situated in the heart of WinterHaven, this home places you in close proximity to a variety of retailers, restaurants, and shops, ensuring you have everything you need right at your fingertips. Plus, the adjacent home is also available for sale and currently under construction, offering a unique investment opportunity. Don’t miss your chance to own this exceptional new home in Winter Haven—schedule a tour today and envision the possibilities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: John Hubbert, Jr (863-243-4024)
119 ALLEN AVE, WINTER HAVEN, FL 33880
$250,000361 Days on yellowkey MLS ID: TB8399712
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1961 Tax: $3,776 (2024)Community: Jan Phyl VillageSpa: NoSingle Family
Taxes:$3,776
Remarks: Short Sale. Requires a some TLC & Refresh. Pool Home.
Listing is courtesy of: WESTBAY REAL ESTATE (813-833-2045)
Listing Agent: Randy Patrick (813-833-2045)
333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880
$118,00048 Days on yellowkey MLS ID: L4961519
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1973 Tax: $361 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$361
Remarks: Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and the shores of Lake Howard. From both the bedroom and enclosed Florida room, take in peaceful views of the community pool and landscaped courtyard—an ideal backdrop for quiet mornings or unwinding at the end of the day. Located in Building Two, this second-floor unit offers convenient access via elevator or stairs and provides a comfortable, easygoing layout designed for everyday living. The bright and open great room flows seamlessly into the dining area, creating a welcoming space for both relaxing and entertaining. The primary suite is spacious and features a walk-in closet along with a private en suite bath complete with a step-in shower. The guest bedroom offers flexibility for visitors or additional use, while the kitchen provides ample cabinetry, stainless steel appliances, stone countertops with workspace for everyday needs. Interior features include tile flooring throughout and the convenience of an in-unit stackable washer and dryer. Residents enjoy a variety of amenities, including a lakeside fishing pier, community pool, fitness area, meeting room, assigned covered parking, and extra storage. The condo fee simplifies daily living by covering cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Ideally situated just minutes from shopping, dining, and the charm of downtown Winter Haven, this property offers an easy, enjoyable Florida lifestyle with lake access right at your doorstep.
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Deborah Grogan (863-812-5944)
1561 VIENNA SQUARE DR, WINTER HAVEN, FL 33884
$229,500580 Days on yellowkey MLS ID: P4932767
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1231 Built: 2014Monthly Fee: $430 Tax: $1,843 (2024)Community: Vienna SquareVilla
Taxes:$1,843
Elementary School: Elbert Elem
Remarks: R E D U C E D ... YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA OFFERS AN OPEN GREAT ROOM DESIGN WITH SPLIT BEDROOMS. THE MASTER ENSUITE HAS WALK IN CLOSET WITH STEP IN SHOWER FOR CONVENIENCE. THE 2ND BEDROOM OFF FRONT ENTRANCE OF HOME HAS AN ADJOINING BATH WITH TUB AND SHOWER. DON'T WAIT, THIS GREAT GATED COMMUNITY HAS CLUBHOUSE, FITNESS CENTER, POOL, TENNIS COURTS AND OFFERS SO MUCH TO YOUR OVER 55 LIFESTYLE. CONVENIENT TO SHOPPING, RESTAURANTS AND ONLY MINUTES TO DOWNTOWN WITH SOMETHING FOR EVERYONE. THIS VILLA HAS AN OPEN FLOOR PLAN WITH HIGH CEILINGS, CEILING FANS, CERAMIC TILE IN THE LIVING AREA AND CARPETING IN THE BEDROOMS. RELAX ON YOUR ENCLOSED LANAI OVERLOOKING THE SERENE ATMOSPHERE OF THE PEACEFUL WOODED AREA BEHIND YOUR UNIT WITH NO REAR NEIGHBORS. THE MONTHLY HOA FEE INCLUDES EXTERIOR PAINT, ROOF, IRRIGATION WATER, LAWN MAINTENANCE AND RECENT ADDITION OF SPECTRUM TV/WIFI SERVICE. THIS VILLA HAS BEEN CLEANED AND READY FOR YOUR MOVE.
Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
Listing Agent: Glenda Pruitt (863-412-2727)
2925 DAYTON DR, WINTER HAVEN, FL 33884
$284,500181 Days on yellowkey MLS ID: P4937324
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2006Monthly Fee: $485 Tax: $2,954 (2025)Community: Traditions Ph 01Spa: NoSingle Family
Taxes:$2,954
Remarks: Discover the charm of this delightful 3-bedroom, 2-bath home located in the maintenance-free, 55+ gated community of Traditions at Lake Ruby. Thoughtfully designed for comfort and functionality, this home offers an inviting retreat for relaxed, worry-free living. Upon arrival, you’re welcomed by a spacious covered entrance enhanced with a leaded glass door and transom window. Inside, the eat-in kitchen features 42" maple wood cabinetry, Corian countertops, and a closet pantry for added storage. A breakfast bar and breakfast nook provide ample seating, making the space ideal for both everyday living and entertaining. The spacious great room showcases triple sliding glass doors that open to the oversized screened-in lanai, seamlessly extending the living space outdoors. The open-concept design also includes a formal dining room and formal living room, both accented with high ceilings and decorative niches that add architectural interest. The primary bedroom suite serves as a luxurious retreat, featuring a sitting area with patio access and dual walk-in closets with overhead luggage shelving for premium storage. The en-suite bathroom is well appointed with a comfort-height double-sink vanity, linen closet, seated walk-in shower, private water closet, and a relaxing garden tub. Outdoor enjoyment is effortless on the generously sized screened-in lanai, offering a serene space to unwind and enjoy the Florida lifestyle. Additional amenities include, a Laundry Room with washer, dryer, and utility sink, Honeywell Thermostat & Humidistat, Updated Architectural Shingle Roof 2020, Termite Bond, Paved Driveway & Walk Way, Gutters, Flood lights and Carriage Lighting, and a 2 Car Garage with Garage Door Opener. Residents of Traditions enjoy a plethora of amenities, including a lakefront clubhouse, a dock and boat ramp, a heated swimming pool and spa, a ballroom, billiards, meeting rooms, a library, a computer room, a craft room, a dog park, tennis and pickleball courts, basketball, bocce ball, shuffleboard, a fitness center, an aerobics studio, and much more. With its convenient location near shopping, restaurants, major routes, and Legoland, this home offers an exceptional lifestyle. Monthly HOA fees cover exterior house painting, cable, internet, lawn service, and clubhouse amenities, ensuring a worry-free living experience.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
14 ENCLAVE DR, WINTER HAVEN, FL 33884
$229,900317 Days on yellowkey MLS ID: P4935733
REDUCED by $10,000 (4.2%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1995Monthly Fee: $429 Tax: $3,033 (2024)Community: Cypresswood Enclave Ph 01Villa
Taxes:$3,033
Remarks: Fresh on the market is this meticulously maintained and professionally updated 2 bedroom 2 bath villa located in the sought after "Enclave" neighborhood in Cypresswood, a gated golf community in SE Winter Haven. The open floor plan features an expansive kitchen with breakfast nook, spacious living/dining room combo, split bedrooms with ample closets, inside laundry area equipped with a washer and dryer, screened lanai and a 2 car garage with garage door opener. Per the owner, recent upgrades include removal of a wall separating the kitchen from the living area thereby creating a true open-concept living area, upgraded matching stainless kitchen appliances, flooring in the kitchen, living room, foyer, hall and 2 bedrooms, New granite counter-tops, sinks and faucets in the kitchen and both bathrooms, new LED lighting, New front entry door, new window treatments and fresh interior paint. This is truly a move-in-ready villa with quality upgrades that set it ahead of the competition. Come and enjoy the Florida Country Club Lifestyle in this low maintenance villa.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
6450 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881
$188,50078 Days on yellowkey MLS ID: L4960650
REDUCED by $1,000 (0.5%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1984Monthly Fee: $34 Tax: $2,520 (2025)Community: Brookhaven VillageManufactured Home
Taxes:$2,520
Remarks: One or more photo(s) has been virtually staged. Welcome to 6450 Hollyberry Lane in Brookhaven Village—a highly sought-after 55+ community where you own your land, making this a rare opportunity! This beautifully updated, move-in ready home features new luxury vinyl flooring (2025) and a bright, open layout perfect for everyday living and entertaining. The upgraded kitchen offers butcher block countertops, slide-out metal racks for added storage, and a brand-new dishwasher. Washer and dryer are included. Both bathrooms have been beautifully remodeled with modern finishes. Major updates include a new roof (Dec 2024), new HVAC system (2025) with ductwork and air handler, new windows (2025), and all-new screening, including the lanai with vinyl windows—perfect for enjoying Florida living year-round. The home is also fully replumbed with updated anchors and straps, including a vapor barrier that was installed about 4 years ago. The home also includes a great storage shed/workshop—ideal for hobbies or extra storage. Enjoy a super low HOA with access to a community pool and clubhouse, all in the heart of Winter Haven near shopping, dining, and lakes. Fully updated + land ownership + prime 55+ community—this one stands out. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
204 KINGSHILL CT SE, WINTER HAVEN, FL 33884
$262,40071 Days on yellowkey MLS ID: O6393480
REDUCED by $7,500 (2.8%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 1991Monthly Fee: $8 Tax: $3,704 (2025)Community: Planters WalkSpa: NoSingle Family
Taxes:$3,704
Elementary School: Garden Grove Elem
Remarks: This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a private retreat, complete with a dedicated primary bathroom and a large walk-in closet. Practical features include an attached 2-car garage, a separate laundry room, and a combination of carpet and tile flooring throughout.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
6010 NAVONA WAY, WINTER HAVEN, FL 33884
$279,99984 Days on yellowkey MLS ID: TB8490929
0 Days Off yellowkey (back on 5/1/2026)
REDUCED by $20,000 (6.7%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $53 Tax: $2,689 (2025)Community: Villa MarSingle Family
Taxes:$2,689
Elementary School: Pinewood Elem
High School: Lake Region High
Remarks: Under Construction. 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 laundry room 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. Our model home is located at 5512 Taverna Loop, Winter Haven, FL 33884. Take I-4 W to exit 55 for US 27-S. Continue on US 27-S then turn right onto Thompson Nursery Road. Continue straight on Eloise Loop Road then turn left onto Rialto Road. Continue straight and our model homes will be on your right. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
WINTER HAVEN, FL 33880
$390,000237 Days on yellowkey MLS ID: TB8441385
REDUCED by $9,500 (2.4%) on 04/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2242 Built: 2007Monthly Fee: $15 Tax: $3,305 (2024)Community: Ridge Acres Ph IiSingle Family
Taxes:$3,305
Remarks: Short Sale. Over a half-acre fenced in lot with a 4 bedroom 2 1/2 bath home with an office or den. Large family room with a separate formal dining room. Eat in kitchen with 2 pantry's. New roof in 2017-2018 and a new air conditioner in 2019. Great location minutes from State Road 60 and close to all the dining and theme parks and spring baseball field in Winter Haven.
Listing is courtesy of: BROOKS REALTY GROUP LLC (813-653-7291)
Listing Agent: Erica Ranson (863-934-3510)
1 BROGDEN CT SE, WINTER HAVEN, FL 33880
$825,00091 Days on yellowkey MLS ID: L4960380
REDUCED by $9,900 (1.2%) on 04/13/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 3020 Built: 2022 Tax: $9,754 (2025)Community: Brogden Point RepSpa: YesSingle Family
Taxes:$9,754
Remarks: Custom-built by Hulbert Homes, known for exceptional quality and craftsmanship, this one-of-a-kind 4-bedroom, 3-bath residence is situated on nearly ¾ of an acre in a private, in-town Winter Haven community. From the moment you arrive, the home impresses with custom mahogany double doors, a charming rocking chair front porch, soaring ceilings, crown molding, and luxury vinyl flooring throughout. The thoughtfully designed open-concept layout seamlessly connects the Great Room, dining area, and chef’s kitchen, creating an ideal space for both everyday living and entertaining. The kitchen serves as the heart of the home, featuring a massive island, stainless steel appliances, gas range, and custom backsplash. The Great Room offers a cozy gas fireplace and built-in Sonos sound system, while abundant natural light enhances the home’s light, bright feel. The private 4th bedroom includes its own en-suite bath and direct access to the lanai, making it perfect for guests or multi-generational living, while a dedicated office/den with built-ins and a functional mudroom with additional storage add versatility. The luxurious primary suite is a true retreat, complete with a second gas fireplace, an expansive 12x8 walk-in closet with custom shelving, and a spa-inspired bath with dual vanities and a walk-in shower. Step outside to your own private oasis featuring an expansive screened lanai with a saltwater pool, above-ground hot tub, covered entertaining area with wet bar, and remote-controlled hurricane shutters and shades. Additional highlights include an oversized 31x43 garage with epoxy floors, a whole-house Generac generator, and a tankless water heater. Built with efficiency and durability in mind, the home features a low-maintenance metal roof with no exposed fasteners, spray foam insulation (8–12”) for enhanced energy efficiency, a Carrier Infinity A/C system with humidity control, insulated and wind-resistant garage doors, in-wall Taexx pest control, and an in-foundation termite treatment system. Utility costs remain impressively low, with average electric around $325, water approximately $75 (without irrigation), and gas about $25. Ideally located near Legoland, the Chain of Lakes, shopping, dining, and more, this exceptional property offers the perfect blend of luxury, comfort, and Hulbert Homes’ signature excellence.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brian Stephens (863-647-8600)
1665 TEAGAN LN, WINTER HAVEN, FL 33884
$210,00049 Days on yellowkey MLS ID: S5148760
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1060 Built: 2024Monthly Fee: $78 Tax: $5,853 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$5,853
Elementary School: Wahneta Elem
Middle School: Westwood Middle
Remarks: Welcome to your next chapter in beautiful Winter Haven! This charming home offers the perfect blend of comfort, convenience, and value—an ideal opportunity whether you're a first-time buyer, downsizing, or looking to invest. Step inside to discover a bright and inviting layout designed for everyday living. The home features well-proportioned living spaces filled with natural light, creating a warm and welcoming atmosphere from the moment you walk in. The kitchen offers ample cabinet space and functionality, perfect for both casual meals and entertaining guests. Enjoy relaxing mornings or peaceful evenings in your private outdoor space, with room to personalize and make it your own. Nestled in a desirable location, this property provides easy access to shopping, dining, schools, and major roadways—making your daily commute and errands a breeze. Offered at just $210,000, this is an incredible opportunity to own a home in a growing and sought-after area of Winter Haven. Don’t miss your chance to make this property yours—schedule your private showing today!
Listing Agent: Belkis Garcia (407-994-5885)
811 22ND ST NW, WINTER HAVEN, FL 33881
$269,99050 Days on yellowkey MLS ID: S5148769
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1408 Built: 1953 Tax: $4,020 (2025)Community: Hutton RepSingle Family
Taxes:$4,020
Elementary School: Inwood Elem
Remarks: "Welcome to this charming 3-bedroom, 3-full-bath home nestled in the heart of Winter Haven! One of the bedrooms features a private entrance, making it perfect as an IN-LAW SUITE, home office/studio, or an income-producing rental opportunity. The spacious Florida room with screen enclosure is ideal for relaxing and entertaining, while the front screened porch adds extra curb appeal and a cozy outdoor living space. The generous backyard offers endless possibilities, plenty of room to add a pool, create your dream outdoor oasis, or simply enjoy the open space. A storage shed with electricity in the back provides additional convenience and storage. Enjoy pure, clean water throughout the entire home with a whole-house reverse osmosis filtration system. Located on a quiet dead-end street with no through traffic. No HOA, No CDD, low taxes, public water and sewer. Just minutes from Downtown Winter Haven, shopping, restaurants, and the beautiful Winter Haven Chain of Lakes. This home has so much to offer, don't miss this opportunity! Equal Housing Opportunity."
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Romina Peragine, Pllc (407-288-4595)
306 PALMETTO AVE NW, WINTER HAVEN, FL 33881
$179,00056 Days on yellowkey MLS ID: O6401595
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1937 Tax: $2,665 (2025)Community: Harrington A B SubSingle Family
Taxes:$2,665
Elementary School: Frank E. Brigham Academy
Remarks: Located in the desirable Harrington subdivision of Winter Haven, this beautifully single-family home offers the perfect blend of comfort, style, and value. Featuring 3 spacious bedrooms and 1 bathroom, the home showcases a bright open-concept layout ideal for modern living. The kitchen boasts granite countertops, stainless steel appliances, and ample cabinet space. Enjoy durable vinyl plank flooring throughout, generously sized bedrooms, and an abundance of natural light. Step outside to a large backyard, perfect for entertaining or relaxing. Conveniently situated near schools, parks, hospitals, dining, and entertainment. Priced to sell, schedule your showing today!
Listing is courtesy of: PREMIUM PROPERTIES R.E. SERVICE (407-380-2800)
Listing Agent: Hamid Dghirni (407-575-2891)
2117 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
$335,00055 Days on yellowkey MLS ID: S5148367
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1605 Built: 2026Monthly Fee: $98 Tax: $228 (2025)Community: Residences At Winter HavenSingle Family
Taxes:$228
Elementary School: Lake Shipp Elem
Remarks: Under contract-accepting backup offers. Under Construction. UNDER CONSTRUCTION:Welcome to the Residences at Winter Haven, a new single-family community focused on high-quality construction and modern design. This Key West model features a spacious three-bedroom, two-bathroom layout, centered around an open-concept living area. The interior is highlighted by premium finishes, including vinyl flooring and kitchen island with a fullwaterfall countertop. Large glass sliders lead out to a covered lanai, extending the living space and emphasizing a bright and functional environment.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Rodrigo Gomes De Almeida (407-837-8173)
237 MCLEAN PT, WINTER HAVEN, FL 33884
$699,000227 Days on yellowkey MLS ID: L4957003
REDUCED by $21,000 (2.9%) on 04/30/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2961 Built: 2001Monthly Fee: $238 Tax: $6,631 (2024)Community: RenaissanceSingle Family
Taxes:$6,631
Remarks: MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area. Key Features: • Prime Location: Enjoy boat access to Lake Winterset in the chain of lakes and proximity to metro Orlando and Tampa, as well as attractions like Disney and Legoland. • Resort-Style Amenities: Full pickleball and basketball courts for active living and recreation. • Elegant Design: • Wide crown molding and baseboards throughout • 12-foot ceilings and 8-foot doors for an open and airy feel • Three sets of French doors leading to outdoor spaces • His and her walk-in closets for ample storage • Dedicated office space and formal dining room for entertaining Kitchen & Appliances: • Gourmet Kitchen: All stainless-steel kitchen appliances, including a 2022 French door refrigerator. • Smart Home Technology: Equipped with a Schlage keyless entry front door for added security and convenience. Security & Maintenance: • Advanced Security System: NASA security system with 5 cameras and motion sensors for peace of mind. • Irrigation System: 6-zone irrigation system with a separate well, updated in April 2025. Outdoor Oasis: • Salt Water Pool: Installed in 2021, with a new pool surface skimmer in 2025. • New HVAC System: Two 9-ton units refurbished in 2024, ensuring comfort year-round. • Natural Gas Tankless Hot Water Heater: Installed in 2020 for energy efficiency. • New Tile Roof: Installed in 2016, providing durability and style. • Flooring: New carpet, tile, and hardwood flooring installed in 2020. • Plantation Shutters: Added in 2020 for elegance and privacy. Waffle and Tray Ceilings: Transom windows enhance the natural light and aesthetic appeal. All windows were replaced in 2018 for energy efficiency. Additional Features: • Garage Storage: Gladiator metal garage storage system for organization. • Furniture Negotiable: Some furniture items may be negotiable for interested buyers. • Professional Landscaping: Newly updated landscaping in 2025 enhances curb appeal. This luxurious custom-built home is a true paradise waiting for you to call it your own. Don’t miss out on this incredible opportunity! Contact us today to schedule a viewing!
Listing Agent: Luis Perez Garcia (201-658-0689)
6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$469,000199 Days on yellowkey MLS ID: P4937082
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2019Monthly Fee: $5 Tax: $4,742 (2025)Community: Lake Ashton West Ph Ii NorthSingle Family
Taxes:$4,742
Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained 3-bedroom, 2-bath home awaits. From the stone on the front elevation and bronze screened front entry to the 32’ x 18’ bronze screened veranda, the home impresses in every way. It is situated on a quiet cul-de-sac with views of a large pond and golf course in the distance. Step inside and you’ll immediately notice how clean, crisp, and welcoming the home feels, offering the perfect setting for both comfortable, relaxed living and gracious entertaining. Tasteful 18” x 18” tile flooring provides a uniform flow throughout the house. Plantation shutters adorn all windows. Six interior and 2 exterior veranda fans (total of 8 fans) are remote controlled, high-end Minka ceiling fans. The living room is accented by a coffered ceiling. The kitchen is highlighted by maple cabinets in Toffee color, and feature rollout trays, a corner lazy-susan, refrigerator cabinet and bump ups and bump outs. Identical cabinets and granite counters are found in both baths. The chef’s kitchen appliances are fingerprint resistant stainless steel. A large walk-in pantry offers ample storage space off the kitchen. Multiple pocket doors afford smooth flow room to room. The granite kitchen counters are accented with pendant lighting above the island. Identical cabinets with granite counter and desk/work area are located in the laundry room. Tranquil views from the living room, kitchen and expanded veranda are stunning. The master bath provides dual vanities, one with makeup station, and a spacious, glass-enclosed shower with custom fixtures. The garage features parking for two vehicles and a separate golf cart garage. In addition to the Green Home features built into the house, extra insulation was blown in the attic, providing added energy savings. Plus, the CDD DEBT IS PAID IN FULL on this property, saving you over $10,000! With so many outstanding features, this property must be seen in person to be appreciated. Beyond your doorstep, Lake Ashton’s unmatched amenities invite you to enjoy two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, on-site restaurant, and so much more, ensuring an active and fulfilling lifestyle. This special property is the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.
Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)
Listing Agent: Brad Kirwan (863-280-0390)
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