Location: Winter Haven , 33884
Do Not Show Listings
3007 CANEEL ST, WINTER HAVEN, FL 33884
$210,000120 Days on yellowkey MLS ID: O6379730
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1385 Built: 2020Monthly Fee: $671 Tax: $2,383 (2025)Community: Traditions Ph 2AVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,383
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Lake Alfred-Addair Middle
Remarks: Under contract-accepting backup offers. Welcome to your dream villa in a resort-style 55+ community, where at least one resident must be 55 years or older. This beautifully maintained 2-bedroom, 2-bath home offers an open and inviting floor plan designed for comfort and easy living. Step inside to find a spacious living area filled with natural light, a versatile den perfect for a home office, formal dining, or family room, and a cozy sitting area at the kitchen counter ideal for casual meals or entertaining. The upgraded kitchen features quartz countertops, stainless steel appliances, and a breakfast bar, making it a true chef’s delight. The primary suite is a relaxing retreat with a generous walk-in closet, and an ensuite bathroom with dual vanity sinks and a walk-in shower. with upgraded shower doors. A separate laundry room and attached garage add everyday convenience. Enjoy peaceful mornings and evenings on your screened-in lanai. Just steps away, you’ll find the community mailbox, dog park, and outdoor workout area. HOA fees provide exceptional value, covering roof maintenance and repairs, exterior painting every five years, cable, internet, termite control, lawn care, irrigation repairs, and exterior home insurance—helping reduce overall homeowner insurance costs. Residents enjoy access to an impressive array of amenities, including a swimming pool, hot tub, sauna, fitness center, pickleball and basketball courts, shuffleboard, billiard room, library, computer/game room, craft room, aerobic studio, ballroom, and more. The highlight is the private dock and boat ramp with access to beautiful Lake Ruby. Conveniently located just 3 miles from Regal Eagle Ridge Mall, Aldi, Chili’s, Publix, and close to major attractions like Legoland, Peppa Pig Theme Park, and Bok Tower, this home offers both relaxation and accessibility. This exceptional villa delivers the perfect blend of comfort, and convenience. Don’t miss your opportunity to enjoy resort-style living at its finest, schedule your private tour today!
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Natalie Rivera (321-800-1485)
4048 GIORGIO DR, WINTER HAVEN, FL 33884
$286,090170 Days on yellowkey MLS ID: O6364898
4 Days Off yellowkey (back on 5/28/2026)
INCREASED by $1,000 (0.4%) on 05/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2025Monthly Fee: $17 Tax: $3,147 (2025)Community: Villamar Phase 6Single Family
Taxes:$3,147
Middle School: McLaughlin Academy Of Excellence
Remarks: This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *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. *
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
120 SANDBURG LN, WINTER HAVEN, FL 33884
$274,90063 Days on yellowkey MLS ID: S5143163
4 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1485 Built: 1972 Tax: $3,425 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$3,425
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautiful fully renovated 3-bedroom, 2-bath home offering 1,485 square feet of stylish, move-in-ready living in the heart of Winter Haven, Florida. Every detail has been thoughtfully updated to deliver modern comfort and peace of mind. Enjoy brand-new doors and windows that fill the home with natural light, along with a completely new kitchen featuring contemporary finishes and new appliances—perfect for everyday living and entertaining. Both bathrooms have been fully renovated, offering fresh, modern design and functionality. New flooring throughout ties the home together with a clean, cohesive look. Adding even more value, a brand-new roof has been installed, providing long-term durability and confidence for the next homeowner. AC Replaced in 2020, Whole Home re-pipe with PEX and PVC/CPVC in 2020. Conveniently located near shopping, dining, schools, and Winter Haven’s renowned lakes, this turnkey property blends modern upgrades with Florida charm. Don’t miss the opportunity to own a fully updated home ready for immediate enjoyment.
Listing is courtesy of: DOWNTOWN REALTY (407-989-8881)
Listing Agent: Mark Rankin (407-989-8881)
2553 PARTRIDGE DR, WINTER HAVEN, FL 33884
$399,9009 Days on yellowkey MLS ID: P4938801
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1998Monthly Fee: $100 Tax: $2,807 (2025)Community: Eloise Pointe EstatesSpa: NoSingle Family
Taxes:$2,807
Elementary School: None
High School: None
Middle School: None
Remarks: Don't miss out on this very rare opportunity to secure a home in the prestigious Eloise Pointe Estates, as homes in this gated subdivision rarely come on the market. This split-bedroom, open-plan POOL home is on an oversized lot and features 4 bedrooms, a den, and 2 baths. Upon arrival, the twin large oak trees that dominate the front yard serve to bracket the home. The mature landscaping is irrigated by an automatic system fed by a well, a real money saver. The side-load double garage is at the end of a wide driveway with a parking pad. The covered front entry leads to a front door with a leaded-glass insert. Once inside, the welcoming foyer receives additional natural light from the leaded-glass sidelights and the over-the-transom window. The dining room access from the foyer is defined by beautiful architectural arches and pass-through openings. The dining room gets great ambient light from the large arched double window at the front of the home. On the opposite side of the foyer, near the front door, is the home office/den. The den's double doors are a welcome feature when privacy is desired. The den also has a double arched window, adding symmetry to the front of the home, and a ceiling fan. The foyer opens into the great room via an arch. The great room has a quadriple slider that opens to the covered lanai and pool area, a ceiling fan, and crown molding. Adjacent to the great room is the chef's delight kitchen with its stainless steel appliances, ample cabinetry and counter space, handy snack bar, and walk-in pantry. The dining room is easily accessed from the kitchen through another archway. Next to the kitchen is the dinette. The architectural glass in the dinette gives great visibility to the pool and backyard. Just off the kitchen is the west wing and the short hallway that leads to the primary bedroom suite. The huge primary bedroom has a raised tray ceiling, a ceiling fan with light, and is at the rear of the home. The primary suite has a large walk-in closet and a primary bath with a linen closet, dual vanities, a private toilet area, a stall shower with a glass door, and a corner jetted tub. Also behind the kitchen is the indoor laundry room, which doubles as the mudroom for the attached two-car garage. The washer and dryer stay with the new owners. The entire east wing holds the 3 other bedrooms. Bedrooms 2 and 3 have ceiling fans and walk-in closets. Bedroom 4 is at the front of the home and has a ceiling fan and a reach-in closet. The hall connecting all 3 bedrooms houses the guest bath with a combined tub and shower. There are many architectural touches throughout that increase the "coolness" of this home. Special woodwork, a creche, crown molding, and built-in features abound. The covered lanai area has 2 ceiling fans. The 16x32 pool sits inside a large birdcage area and has a safety fence and attachments for pool volleyball. The pool has a "V"- shaped bottom and easy-access steps and railings at both ends. The backyard has a vinyl fence, perfect for the family's furry member. The home also has 35 solar panels, which greatly impacts the electric bill. Of special importance is that the roof was replaced in 2020, the water heater in 2022, and the AC in 2024. Don't miss out on the chance to move into the highly desirable Eloise Pointe Estate.
Listing is courtesy of: A+ REALTY LLC (863-293-1141)
Listing Agent: Michael Krigelski (863-651-7272)
5384 HOGAN LN, WINTER HAVEN, FL 33884
$345,500326 Days on yellowkey MLS ID: P4935506
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2006Monthly Fee: $5Community: Lake Ashton West Ph 01Spa: NoSingle Family
Taxes:$0
Tax Year: 2024
Remarks: **MOTIVATED SELLER** FRESH INTERIOR PAINT (2026) NEW WATER HEATER (2026) NEW A/C COMPRESSOR (2026) NEW ROOF (2025) NEW A/C (2020). This charming Devon Pool home is ready to welcome you HOME! The freshly painted interior offers a blank canvas just waiting for your personal touch. The inviting landscaping catches your eye as you arrive, and inside you’re greeted by bright, open spaces with views of the beautifully maintained pool "JUST IN TIME FOR SUMMER". Located in the Lake Ashton community, this home blends comfort, accessibility, and resort-style living. Enjoy the versatile den that can serve as an office, craft room, or more add to its appeal. The extended kitchen features a bay window with scenic pond views, while the primary bedroom has private lanai access and an en suite with dual vanities, a walk-in shower with grab bars, and pocket doors for convenience. Outside, relax in your screened-in solar-heated pool, overlooking peaceful green space and the pond. Hurricane shutters surround the home, with two motorized screens on the lanai for added safety. Have peace of mind with two gated entrances with 24/7 guard service and a stunning clubhouse with a grand ballroom, movie theater, bowling lanes, and on-site dining at Charm City and Eagle Nest. Stay active with indoor and outdoor pools, fitness centers, racquetball, tennis, pickleball, bocce, shuffleboard, and more. Whether relaxing or staying active, this home has it all.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Candra Alston (407-257-5204)
1703 LINZ CT, WINTER HAVEN, FL 33884
$259,000465 Days on yellowkey MLS ID: P4933885
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1164 Built: 2024Monthly Fee: $430 Tax: $669 (2024)Community: Vienna SquareVilla
Taxes:$669
Remarks: NEW CONSTRUCTION! This brand-new single-story, two bedroom, two bath Villa is located in Vienna Square, a 55+ gated community in Winter Haven. Live a low maintenance lifestyle with tranquil views from your screened lanai which is accessible from the villa’s open floor plan. This villa features a two car garage, paver driveway, granite counter tops, shaker cabinets, new Whirlpool appliances, Delta fixtures, designer lighting, inside laundry and more. In the owners retreat, there is a walk-in closet and tiled walk-in shower. The guest bathroom has a tub/shower combo. Lawn maintenance and most exterior maintenance are included in the monthly HOA dues, along with Spectrum basic cable/internet, access to the clubhouse, heated pool, fitness center, and more. This new home comes with a structural warranty. Call today!
Listing is courtesy of: DGCF REALTY ADVISORS LLC (877-791-9907)
Listing Agent: Austin Schreiber (863-287-8877)
1012 MEDINAH DR SE, WINTER HAVEN, FL 33884
$187,900281 Days on yellowkey MLS ID: P4936101
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1981Monthly Fee: $320 Tax: $2,740 (2025)Community: CypresswoodSpa: NoVilla
Taxes:$2,740
Elementary School: Elbert Elem
Remarks: NOW OFFERING A HOME WARRANTY! Your opportunity to own in the highly sought-after Cypresswood Golf & Country Club just became even more appealing. Welcome to The Tennis Villas, where gated security, resort-style amenities, and maintenance-friendly living come together in one of Central Florida’s premier golf communities. A charming wrought iron gate welcomes you into a private front courtyard patio, creating the perfect space to enjoy morning coffee, entertain guests, or simply relax in privacy. Inside, this well-maintained 2-bedroom, 2-bath villa offers spacious living and dining areas with laminate flooring, an open-concept layout, and thoughtful features designed for comfortable Florida living. The bright kitchen features updates, ceramic tile flooring, and flows seamlessly into the main living space, complete with a wet bar and additional cabinet storage—ideal for entertaining. A bonus Florida room with air conditioning overlooks a peaceful open field and pond, providing tranquil views and additional year-round living space. The primary suite offers direct access to the enclosed lanai through sliding glass doors, creating a relaxing retreat with serene backyard views. Recent improvements include a NEW metal roof for added value and peace of mind. Enjoy truly low-maintenance living with HOA services that include exterior painting, roof maintenance, lawn care, and pest control, allowing you more time to enjoy everything Cypresswood has to offer.Community amenities include:?• 18-hole championship golf course designed by Ron Garl?• Junior Olympic-sized swimming pool?• Lighted tennis courts?• Fitness center and clubhouse with pro shop?• On-site restaurant and event space Whether by golf cart, bicycle, or a short walk, all amenities are conveniently nearby. Ideally located just minutes from Highway 27, I-4, Legoland Florida Resort, the Polk Parkway, shopping, dining, and medical facilities, this villa offers both convenience and lifestyle. Don’t miss your chance to enjoy affordable country club living in a secure, beautifully maintained community. Schedule your private showing today and experience the Cypresswood lifestyle for yourself.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Corinna Weaver (863-258-2901)
3027 RICHMOND DR, WINTER HAVEN, FL 33884
$295,00042 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)
307 STERLING DR, WINTER HAVEN, FL 33884
$260,0009 Days on yellowkey MLS ID: S5150673
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1444 Built: 1997Monthly Fee: $24 Tax: $3,343 (2025)Community: BerryhillSingle Family
Taxes:$3,343
Remarks: Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll love the screened-in lanai and Private Pool—perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida’s top attractions. Call today to schedule your private showing—this home is priced to sell and won’t last long!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Krichely Gonzalez Rodriguez (407-953-4377)
1688 TEAGAN LN, WINTER HAVEN, FL 33884
$285,00010 Days on yellowkey MLS ID: TB8509963
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1432 Built: 2024Monthly Fee: $17 Tax: $6,703 (2025)Community: Peace Creek ReserveSingle Family
Taxes:$6,703
Elementary School: South Pointe Elementary
High School: Mclaughlin Academy Of Excellence
Remarks: Welcome to easy Florida living in the sought-after community of Peace Creek Reserve in Winter Haven! Built in 2024, this beautifully designed 3-bedroom home offers a modern split-bedroom layout, stylish finishes, and comfortable open living spaces perfect for both relaxing and entertaining. Step inside to discover bright and airy living areas with durable tile flooring flowing throughout the main spaces. The stunning kitchen is the heart of the home, featuring sleek stainless steel appliances, a large center island with seating space, abundant cabinetry, and an open design that overlooks both the dining area and spacious living room—making it easy to stay connected while hosting family and friends. Tucked away at the back of the home for added privacy, the primary suite offers a peaceful retreat with a generously sized bedroom, private ensuite bath with dual sink vanity, and a custom walk-in closet designed for organization and convenience. The split floor plan places the additional bedrooms and secondary bath on the opposite side of the home, creating flexibility for guests, family members, or a home office setup. Thoughtfully designed with newer construction benefits in mind, this home offers modern efficiency, low-maintenance living, and the peace of mind that comes with a recently built home. Peace Creek Reserve offers a convenient Winter Haven location close to shopping, dining, parks, lakes, and everyday essentials, while also providing easy access for commuting throughout Central Florida. Enjoy nearby outdoor recreation, local attractions, and all the charm that Winter Haven living has to offer. Whether you are looking for your first home, downsizing, or simply ready for a newer home with modern style and functionality, this one is ready to welcome you home. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Tony Baroni (866-863-9005)
106 LANTERN LN, WINTER HAVEN, FL 33884
$215,000141 Days on yellowkey MLS ID: O6374164
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1973 Tax: $2,698 (2025)Community: UnincorporatedSingle Family
Taxes:$2,698
Remarks: Back on the market due to buyer financing, property previously appraised at value. Welcome to 106 Lantern Ln in Winter Haven, a comfortable and move in ready 2 bedroom 2 bathroom home with 1,134 square feet of living space. When you step inside, you are welcomed into the living room that opens nicely to the dining area and adjoining kitchen, creating a functional and inviting layout for everyday living. From the dining room, you can step into the Florida room, a great space to relax, enjoy your morning coffee, or use as a flexible bonus area. One of the bathrooms has been recently updated and features a new tiled shower. The home has seen several major updates, including a new HVAC system installed in December 2025, along with a new roof and water heater replaced in 2023, and recently septic pumped this year. Out back, a storage shed provides plenty of room for tools, equipment, or extra storage. From the front yard, you can enjoy peaceful views of Ruby Lake, adding to the home’s charm. Conveniently located just minutes from Legoland Florida, Walmart, Winter Haven Medical Plaza, as well as shopping, dining, and everyday conveniences, this home is ready for its next owner. Schedule your showing today.
Listing is courtesy of: JADE KEY REALTY LLC (407-743-7766)
Listing Agent: Quoc Huynh (407-575-1355)
8 SAINT KITTS CIR, WINTER HAVEN, FL 33884
$265,00023 Days on yellowkey MLS ID: P4938707
0 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1379 Built: 1990Monthly Fee: $8 Tax: $1,273 (2025)Community: Planters WalkSingle Family
Taxes:$1,273
Middle School: Lawton Chiles Middle
Remarks: Welcome to 8 St. Kitts Circle in Winter Haven—a move-in ready home that checks all the right boxes. Freshly painted and well-maintained, this property offers comfort and peace of mind with a metal roof (2023) and a newer A/C unit (2020). Even better, a brand-new water heater will be installed prior to closing, making this home truly ready for its next owner. Step outside to enjoy the vinyl-fenced rear yard—perfect for pets, play, or relaxing in your own private outdoor space. Enjoy the benefits of low-maintenance living with an incredibly affordable HOA fee of just $95 per year. Whether you're a first-time buyer, downsizing, or adding to your investment portfolio, this home offers a great combination of value, updates, and convenience. Don’t miss your chance to make it yours!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Michelle Smith (863-412-7577)
5453 SAN PIETRO DR, WINTER HAVEN, FL 33884
$357,49951 Days on yellowkey MLS ID: TB8497895
REDUCED by $2,000 (0.6%) on 05/26/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2470 Built: 2026Monthly Fee: $53 Tax: $4,690 (2025)Community: Villa MarSingle Family
Taxes:$4,690
Elementary School: Pinewood Elem
Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Indigo - Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. 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)
416 CORSO LOOP, WINTER HAVEN, FL 33884
$364,50058 Days on yellowkey MLS ID: P4938389
4 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2021Monthly Fee: $18 Tax: $7,428 (2025)Community: Villamar Ph 1Single Family
Taxes:$7,428
Remarks: Under contract-accepting backup offers. •Motivated seller! Seller will contribute $10,000 at closing to be used at buyers' discretion for a permanent or temporary interest rate buy-down or closing fee. Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Irene Bryan (863-289-6789)
5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$420,000284 Days on yellowkey MLS ID: P4936039
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2031 Built: 2015Monthly Fee: $5 Tax: $10,702 (2024)Community: Lake Ashton West Ph 01Single Family
Taxes:$10,702
Remarks: HUGE PRICE ADJUSTMENT — MOTIVATED SELLER! Welcome to this beautifully, open-concept Sebastian model FULLY FURNISHED and TURNKEY, allowing you to settle in and start enjoying the Lake Ashton lifestyle from day one. Grand, high ceilings immediately draw your eyes to the serene 17th-hole golf view, offering a peaceful backdrop perfect for relaxed living. The living room is anchored by a stunning wood entertainment center with glass display, complemented by plush leather recliners ideal for unwinding or hosting friends. Recessed lighting, neutral tones, and crown molding create a warm, inviting ambiance throughout the home. This home features tile flooring throughout the main living areas, thoughtfully selected furnishings in every room, and a second bedroom equipped with a medical bed for guests or caregiving needs. The gourmet kitchen includes 42" wood cabinetry with crown molding, granite countertops, a stylish backsplash, pendant lighting, Whirlpool stainless steel appliances, and under- and over-cabinet lighting. A washer and dryer are also included for easy, everyday living. The primary suite offers a peaceful retreat with a walk-in closet, dual granite vanities, and a walk-in shower with a corner seat. Triple sliders open to an extended screened veranda, perfect for morning coffee, evening breezes, or simply enjoying the tranquil golf course setting. The Garage is equipped with storage, a golf cart, a leisure bike, and a garage privacy screen, making it easy to embrace the active lifestyle of Lake Ashton. Just unpack and begin enjoying the community, offering two gated entrances with 24/7 guard service and access to two clubhouses featuring a grand ballroom, movie theater, bowling lanes, and on-site dining at Charm City and Eagle Nest. Stay active with amenities including indoor and outdoor pools, fitness centers, racquetball, tennis, pickleball, bocce, shuffleboard, and more.
508 CODY CALEB DR, WINTER HAVEN, FL 33884
$340,00023 Days on yellowkey MLS ID: TB8508208
1 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2460 Built: 2005 Tax: $4,860 (2025)Community: Savannah EstatesSingle Family
Taxes:$4,860
Remarks: Under contract-accepting backup offers. Experience comfort, style, and thoughtful updates in this spacious 5-bedroom, 3-bath home featuring inviting architectural details and functional living spaces throughout. The welcoming entry showcases six stained-glass side windows surrounding the front door, complemented by a large display window above that fills the foyer with natural light. The open-concept kitchen offers abundant space for gathering and entertaining, complete with a walk-in pantry and seamless flow into the main living areas. A separate dining room provides additional flexibility for formal meals, celebrations, or everyday use. All bathrooms have been tastefully remodeled and updated with modern finishes. The primary suite includes a private en suite bath with a separate water closet for added convenience and privacy. Sliding glass doors lead to a generously sized backyard enclosed with durable vinyl fencing—ideal for outdoor enjoyment, recreation, or entertaining. The outdoor space is further enhanced by mature fruit and ornamental trees, including 2 cherry trees, 1 orange tree, 1 lime tree, and 1 fig tree, creating a beautiful and functional backyard setting. Additional features include a 2-car attached garage and spacious accommodations throughout the home. Don’t miss the opportunity to make this beautifully updated property your next home—schedule your private showing today!
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Rob Bermes (630-915-2686)
1590 VIENNA SQUARE DR, WINTER HAVEN, FL 33884
$210,00018 Days on yellowkey MLS ID: O6406908
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1231 Built: 2014Monthly Fee: $165 Tax: $2,319 (2025)Community: Vienna Square Ph 2AVilla
Taxes:$2,319
Remarks: Welcome to Vienna Square, a beautifully maintained 55+ gated community offering resort-style amenities and a peaceful, low-maintenance lifestyle. This 2-bedroom, 2-bath villa features 1,231 sq ft of comfortable living space with an open-concept layout and an inviting Florida Room equipped with its own portable A/C unit—perfect for year-round enjoyment. Inside, the home offers a bright living and dining area, a well-appointed kitchen, and a split bedroom layout for privacy. The Florida Room adds valuable extra space for relaxing, hobbies, or entertaining. Located in a quiet, established neighborhood, residents enjoy access to a clubhouse, tennis courts, community pool, hot tub, movie room, billiards room, fitness center, and a full calendar of weekly social activities. The HOA provides exceptional convenience with yard maintenance included, plus exterior paint every 10 years and roof replacement every 15 years. Just minutes from the brand-new Publix, dining, medical facilities, and all that Winter Haven has to offer, this villa combines comfort, convenience, and an active lifestyle in one of the area’s most desirable 55+ communities. New Roof and Exterior Paint just 2 years ago.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Tina Bircher (321-228-4267)
100 EL CAMINO DR #111, WINTER HAVEN, FL 33884
$65,000151 Days on yellowkey MLS ID: S5141094
REDUCED by $6,000 (8.5%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 931 Built: 1971 Tax: $1,178 (2025)Community: GranadaSpa: NoCondo
Taxes:$1,178
Remarks: Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 931 SF 1BR/1BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedroom enjoy extra windows with peaceful courtyard views. The bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. The bathroom includes a custom vanity and a tub/shower combo. A washer and dryer are included, offering added convenience. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Sharon Gastelbondo (863-800-4655)
100 EL CAMINO DR #101, WINTER HAVEN, FL 33884
$89,50064 Days on yellowkey MLS ID: S5147114
REDUCED by $15,490 (14.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1971 Tax: $393 (2025)Community: Orchid SpringsSpa: NoCondo
Taxes:$393
Remarks: Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedrooms enjoy extra windows with peaceful courtyard views. The primary bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. Both bathrooms are well-appointed, with one offering a custom vanity and a tub/shower combo. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.
5445 CHANDLER DR, WINTER HAVEN, FL 33884
$314,50080 Days on yellowkey MLS ID: S5146003
REDUCED by $5,000 (1.6%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3010 Built: 2006Monthly Fee: $48 Tax: $5,827 (2025)Community: Bentley PlaceSingle Family
Taxes:$5,827
Remarks: Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square footage and plenty of living space, giving you room to spread out, entertain, or reimagine the layout to fit your needs. The property has already seen some key updates, including a brand-new roof and fresh interior paint, providing a solid foundation for future improvements. Inside, you’ll find a functional layout with large living areas and ample space, making it ideal for those seeking both comfort and potential. While the home could use some additional updates and TLC, it presents an excellent chance for homeowners or investors to build equity and truly make it their own. Conveniently located near shopping, dining, and Winter Haven’s beautiful lakes, this property offers both space and opportunity. If you’re looking for a home with room to grow and the ability to add value, this is one you won’t want to miss!
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
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