Location: Winter Haven , 33884
Do Not Show Listings
116 MANDOLIN DR, WINTER HAVEN, FL 33884
$365,00046 Days on yellowkey MLS ID: O6403313
REDUCED by $5,000 (1.4%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2248 Built: 2009Monthly Fee: $56 Tax: $5,678 (2025)Community: MandolinSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,678
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Denison Middle
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)
634 WEXFORD CT, WINTER HAVEN, FL 33884
$235,00027 Days on yellowkey MLS ID: L4961955
0 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1980Monthly Fee: $130 Tax: $1,723 (2025)Community: Cypresswood Patio HomesSingle Family
Taxes:$1,723
Elementary School: None
High School: None
Middle School: None
Remarks: MOVE-IN CONDITION! Charming 2-bedroom, 2-bath patio home on a shaded, landscaped corner lot in Cypresswood Golf & Country Club. This well-maintained single-level residence features a split-bedroom floorplan, expansive great room for living and dining, breakfast nook, carpet and tile floors, skylight, ceiling fans, ample closets including a walk-in in the primary, and a convenient attached 2-car garage with attic access. Enjoy an oversized screened rear porch overlooking picturesque greenspace and mature oaks. Systems and amenities include architectural shingle roof, gas water heater, and full kitchen appliances (dishwasher, range, microwave, refrigerator, washer/dryer). HOA includes community pool and private road; community amenities include an 18-hole golf course, clubhouse with pro shop and lounge, Jr. Olympic pool, tennis/pickleball/recreation area. Convenient to HWY 27, I-4, shopping, restaurants and near Publix.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Michelle Howard (863-944-9920)
2817 WINGFOOT CT, WINTER HAVEN, FL 33884
$270,000310 Days on yellowkey MLS ID: P4935798
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1666 Built: 1990Monthly Fee: $285 Tax: $1,448 (2024)Community: Cypresswood Golf Villas Gc-2Spa: NoVilla
Taxes:$1,448
Tax Year: 2024
Remarks: Welcome to 2817 Wingfoot Ct, located in the desirable Cypresswood Golf Villas. This beautifully maintained villa sits along the 8th fairway of the prestigious Cypresswood Golf & Country Club, a guard-gated community offering both privacy and tranquility. Inside, you'll find three spacious bedrooms and two full bathrooms. The living and dining areas feature vaulted ceilings that enhance the open and airy atmosphere. The eat-in kitchen is a standout with new custom cabinetry, granite countertops, and a convenient closet pantry. Flooring throughout the home includes durable laminate and ceramic tile, with cozy carpeting in the third bedroom. The primary suite offers sliding doors to the patio, a generous walk-in closet, and an updated bathroom. The secondary bedroom also includes a walk-in closet, while the third bedroom features patio access and a European-style A/C unit. Major updates include a roof replacement in 2022, and a new A/C system installed in 2019. Covered parking adds convenience. Enjoy resort-style living with scenic golf course views and access to community amenities, all just minutes from shopping, dining, and major roadways. Whether you're seeking a year-round residence or a seasonal escape, this villa is the perfect place to call home. Community pool, tennis, clubhouse & restaurant.
Listing is courtesy of: NEXTHOME NORRIS & COMPANY REALTY (863-875-5583)
Listing Agent: Michael Norris (863-287-3105)
441 SAN JOSE DR, WINTER HAVEN, FL 33884
$275,000401 Days on yellowkey MLS ID: P4934776
REDUCED by $10,000 (3.5%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 1984Monthly Fee: $5 Tax: $1,000 (2024)Community: Orchid Springs Patio HomesSpa: NoSingle Family
Taxes:$1,000
Remarks: Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene & secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exteri9or features; Paved drive and walkways, attractive canopies and covered front porch invites you inside to discover a charming home. The kitchen boasts custom pantry space, ample counter area & is thoughtfully designed for hosting guests without compromising meal preparation. Beyond the kitchen, the spacious living room, flex apace is adjacent to a second private patio. The large family room offers expansive sliding doors and windows making the perfect space for relaxation. Leading to a beautiful lanai ideal for sharing a glass of wine or enjoying a barbeque, with its scenic outlook. The dining room is designed for casual or formal entertainment. The master bedroom features an ensuite bath and picturesque views while additional bedrooms and guest bathroom complete the layout. Flooring; Tiled foyer, kitchen and bathrooms with plush carpet in the master bedroom as well as the second bedroom, living and dining rooms. Designed with single level living in mind this Orchid Springs Patio Home offers ease of mobility and low maintenance. Stop outside to the spacious outdoor area enveloped by lush trees providing privacy and a natural ambiance. Additional amenities include a spacious 2 car garage with natural gas water heater & washer & dryer. Roof will be replaced before closing. Conveniently located in SE Winter Haven, this central Florida home provides easy access to downtown, Chain of Lakes boat launches, LegoLand, and major highways. The neighborhood also features a community clubhouse and pool, enhancing the overall Florida lifestyle experience.
665 BROADMOOR CIR, WINTER HAVEN, FL 33884
$170,00059 Days on yellowkey MLS ID: TB8496998
REDUCED by $10,000 (5.6%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1139 Built: 1981Monthly Fee: $335 Tax: $1,395 (2025)Community: Cypresswood Tennis VillasVilla
Taxes:$1,395
Remarks: Discover how easy life can feel in this beautifully maintained 2-bedroom, 2-bath villa offering over 1,100 square feet of comfortable, thoughtfully designed living space. With a mostly furnished interior and quick occupancy available, you can step right in and start enjoying it from day one. Located inside the gated CypressWood golf community, this home delivers true resort-style living. Spend your days enjoying the sparkling pool, tennis courts, and scenic golf course surroundings, all while the HOA takes care of lawn maintenance and exterior upkeep so you don’t have to. The location ties it all together. Just minutes from LEGOLAND Florida Resort, shopping, and dining, with quick access to Highway 27 and I-4, you’re perfectly positioned between Orlando and Tampa for work, travel, or a day out. Whether you’re looking for a full-time home or a seasonal escape, this is low-maintenance Florida living done right.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Darin Dobson (407-947-6773)
4577 BACK NINE DR, WINTER HAVEN, FL 33884
$349,600160 Days on yellowkey MLS ID: P4937386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2009Monthly Fee: $5 Tax: $5,155 (2025)Community: Lake Ashton West Ph 01Spa: NoSingle Family
Taxes:$5,155
Remarks: Welcome Home!!! 4577 Back Nine Dr. Winter Haven, Fl. features 3 bedrooms and 2 full baths and is located in Lake Ashton, an Exclusive Florida Retirement 55+ community. This home has BRAND NEW EXTERIOR PAINT! The widened, paver driveway offers extra room for parking and the screened entry at the front door is an added bonus. The glass leaded front door with large eye brow window above leads you into a home that is warm, inviting and spacious. The open-concept kitchen showcases granite countertops, stainless steel appliances, Maple cabinets and a Pantry Cabinet with convenient pull-out shelving. You can seamlessly blend indoor and outdoor living by sliding open the living room and dinette area sliding glass doors to the screened, covered lanai with 8" aluminum border base. It's the perfect place for entertaining. The primary bedroom with En-Suite bath has been extended 4 ft. to provide additional living space. It's the perfect getaway and you'll enjoy the EXTRA SPACE in the primary suite. The primary bathroom has ample closet space with His/Her Walk In Closets with Organization System, a large walk in shower with double shower heads, a separate water closet and separate His and Her Vanities. Her vanity has an additional make up area. Guests will appreciate the separate bedrooms and bath behind a pocket door. Additional features include: an automatic screen on the garage door, a separate irrigation meter, 18" diagonal tile in home (Bed 2 and Bed 3 are excluded), crown moulding, New A/C modulator, cabinetry in laundry room, Plantation Shutters in the Bedrooms, Upgraded entry light fixture, surround sound in the living room, additional insulation in the attic, new interior paint in Bedroom 1 and Guest Bathroom, new interior paint in the formal dining and dinette areas. Lake Ashton, a Florida Retirement community, has a Clubhouse with large grand ballroom, Outdoor Community Heated Pool, Tennis Courts, Bocce Ball, Shuffleboard, Fitness Center, Movie Theater, Bowling Lanes, Restaurant (Charm City)and More! The Health and Fitness center has indoor basketball, indoor racquetball, indoor heated pool, pickle ball and tennis courts, media center, card, craft and billiard rooms. There are two golf courses located in Lake Ashton. Memberships are optional and not a requirement to reside in Lake Ashton. Residents enjoy the resort style amenities and activities offered in Lake Ashton, a premier Florida Retirement Community. Don't miss this opportunity to own your piece of paradise. Check out the photo gallery and make your appointment to tour this home.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
649 BROADMOOR CIR, WINTER HAVEN, FL 33884
$149,700242 Days on yellowkey MLS ID: O6352259
REDUCED by $1,800 (1.2%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 1981Monthly Fee: $314 Tax: $2,570 (2024)Community: Cypresswood Golf VillasVilla
Taxes:$2,570
Remarks: UNDER MARKET VALUE!!! Brand NEW AC Fan motor, AC Amp Fuse and AC capacitor installed May 2026. Brand NEW fire/carbon monoxide detector alarms throughout the home. Welcome home to this beautiful 2-bedroom, 2-bathroom golf villa nestled within the beautiful Cypresswood Golf and Country Club in Winter Haven, Florida. Property is steps away from the golf clubhouse!!! Home features a stunning Florida room, ready for relaxation. Dry bar with sink in living room perfect for entertaining your guests. Step out to your outside patio for even more enjoyment. With access to golf, clubhouse, Restaurant, pool and recreational facilities, this home offers a low-maintenance lifestyle in an active and vibrant community. Legoland attraction is approximately 5 miles. Disney World, Orlando and Tampa attractions are within 30-60 minute driving distance. Opportunities like this don’t last long, Just buy and move in!!! CLEAN TITLE WITH NO LIENS. Property being sold AS-IS. ALL interior contents and furniture convey with the property.
Listing is courtesy of: SUCCESS INVESTMENT REALTY (407-304-0490)
Listing Agent: Bill Sprys (407-574-9724)
6044 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$169,900395 Days on yellowkey MLS ID: S5126925
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1982Monthly Fee: $65 Tax: $1,287 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,287
Remarks: Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where you OWN THE LAND! Enjoy peaceful water views right from your backyard plus take advantage of a recent $15,000 price improvement, making this home an incredible value. This charming 2 bedroom, 2 bath residence offers the perfect blend of comfort, modern updates & Florida lifestyle living. The spacious and open floorplan features laminate flooring throughout the main living areas, creating a bright and inviting atmosphere. The kitchen has been tastefully updated with new cabinet facings, countertops, & Stainless Steel appliances, offering both style and functionality. The Florida room, complete with vinyl plank flooring, updated sliding doors & custom blinds, provides the perfect spot to relax and soak in the tranquil water views. Additional updates include double-pane windows throughout, as well as refreshed flooring, toilet, and faucets in the guest bathroom. The primary suite offers a barn door entry and private ensuite bathroom, while the guest bedroom provides flexibility for visitors or a home office. Garden Grove Oaks is a welcoming, well-maintained community offering a heated pool, clubhouse, and active social calendar, all with NO LOT RENT. With its waterfront setting, modern updates, and excellent value, this home is truly move-in ready. Don’t miss the opportunity to make it yours, schedule your private showing today!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
3204 HERON CV, WINTER HAVEN, FL 33884
$784,000285 Days on yellowkey MLS ID: P4936093
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $15,000 (1.9%) on 05/20/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3640 Built: 1999Monthly Fee: $214 Tax: $6,459 (2025)Community: Heron CaySingle Family
Taxes:$6,459
Remarks: Under contract-accepting backup offers. Price Improvement. Offered for the first time, this stunning custom-built luxury home in SE Winter Haven in the gated community of Heron Cay. This exquisite Mediterranean style home features 3,640 square feet of living space with 3 bedrooms, plus a large flex room, 3 ½ baths plus a gorgeous pool and outside entertaining area on a lot measuring .61 acres. As you enter through the front double doors with custom decorative iron work and a soaring ceiling of over 21 feet, you are in a magnificent foyer. The living room has the first of two wood/gas fireplaces with views and access to your private pool via the oversized arched glass French doors on either side of the fireplace. The elegant dining room is oversized and perfect for large family gatherings or entertaining and is adjacent to your cook’s dream kitchen. In addition, off the entry foyer is a home office with a massive built in book case and desk with the flexibility to also be a 4th bedroom. The kitchen is a culinary dream with custom cabinetry, granite countertops, a spacious island, a walk-in pantry and upscale stainless appliances including a gas stove and double wall oven. The kitchen overlooks the great room, the breakfast nook and the pool. The great room ceiling beams are another architectural feature, and a second wood/gas fireplace is a focal point of this amazing room. Crown molding, columns, new windows, and a neutral color palette are throughout this home. Next to the great room is a large bonus/ flex space with French doors that can be used as a playroom, a library or even a workout space. The oversized primary bedroom has access out to the pool and features a spa type ensuite complete with a soaking tub and dual vanities. Twin oversized, walk-in closets feature built in shelves for keeping everything organized with access being via barn doors with glass panels. The guest rooms on the other side of the house have separate toilet/vanity areas with a shared tub/shower and private hallway. These are the only two rooms with carpet and it is a low pile neutral Berber style. Both guest rooms have oversized, walk in closets and there is a large linen closet in the private hallway. An indoor laundry room with built ins is well-located next to the kitchen and includes a laundry tub. Outdoor entertaining is perfect for celebrations in the screened lanai with your heated pool and outdoor kitchen! It is also a tranquil space to enjoy your friends and family as the pool features both a fountain and an area for plants. A pool bathroom is off the covered lanai and features a shower making an after swim shower really convenient. All of this beauty is set on professionally landscaped grounds with a whole house natural gas generator (2023) fed from the street and hurricane rated windows. The attached 3 car garage is oversized and features 3 separate garage doors and a driveway complete with a paver turnaround area for easy access in and out of the home. The home features a tile roof and many exterior trim details including landscape lighting only found in a custom, luxury home like this. The irrigation system is from this home’s private well. Built by the original owners and meticulously maintained showing pride of ownership throughout. This home has a low HOA that includes cable tv and Wi-Fi and is convenient to shopping, doctors, hospitals and local state colleges. Centrally located for an easy commute to Orlando or Tampa. Enjoy the virtual tour via the link.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Susan Mayrant (863-255-2715)
188 SWEET CIRCLE DR, WINTER HAVEN, FL 33884
$99,500134 Days on yellowkey MLS ID: G5107568
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1982Monthly Fee: $279 Tax: $1,298 (2025)Community: Orange Manor West Coop IncSpa: NoManufactured Home
Taxes:$1,298
Remarks: Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 1176 Square ft. 2 bedroom 2 bath 1991 mobile home with a front facing enclosed Florida room. The king size master bedroom has a walk-in closet and a private bathroom with step in shower. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.
Listing is courtesy of: MOSAIC SERVICES LLC (352-617-7606)
Listing Agent: Chris Cain (870-919-3798)
5413 SAN PIETRO DR, WINTER HAVEN, FL 33884
$409,999148 Days on yellowkey MLS ID: TB8465857
1 Days Off yellowkey (back on 1/30/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2892 Built: 2025Monthly Fee: $227 Tax: $2,688 (2025)Community: Villa MarSingle Family
Taxes:$2,688
Elementary School: Pinewood Elem
Remarks: One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept floorplan, perfect for entertaining or just hanging out, is complemented by stylish luxury vinyl plank flooring. The kitchen and throughout the home feature elegant quartz countertops, while the stainless-steel appliances and smart thermostat with voice control add a touch of modern technology. The laundry room features a new washer and dryer and is conveniently located upstairs with all the bedrooms. The owner’s suite is situated at the back of the home with a spa-like owner’s bathroom and spacious walk-in closet. Completing this home is beautifully designed landscaping curated for the Florida lifestyle. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
3831 GAINES DR, WINTER HAVEN, FL 33884
$775,00013 Days on yellowkey MLS ID: L4962328
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2678 Built: 2005Monthly Fee: $27 Tax: $3,522 (2025)Community: Gaines CoveSingle Family
Taxes:$3,522
Remarks: Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning upgrades throughout, including an updated kitchen, modern bathrooms, and spacious living areas designed for both comfort and entertaining. The gorgeous kitchen is complete with brand-new appliances and flows seamlessly into the main living space, creating the perfect atmosphere for family gatherings and everyday living. Additional upgrades include a Kinetico water filtration system and an allergen air filtration system to help provide cleaner water and improved indoor air quality throughout the home. Step outside to your own private oasis featuring a heated pool, incredible outdoor kitchen, and a perfectly maintained yard that makes outdoor living effortless year-round. This move-in-ready home truly has it all — luxury, comfort, thoughtful upgrades, and plenty of space to live, work, and entertain!
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Vikki Thielen (863-604-6627)
1709 LINZ CT, WINTER HAVEN, FL 33884
$259,000271 Days on yellowkey MLS ID: P4936273
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1164 Built: 2024Monthly Fee: $455 Tax: $4,039 (2025)Community: Vienna SquareVilla
Taxes:$4,039
Remarks: NATURE CALLS, flies, and strolls by this beautiful NEW CONSTRUCTION Villa. Complete, and ready for its 1st happy homeowner. Bright, fresh, and relaxing 2 bedroom 2 bath with 2 car garage. The beautifully finished kitchen comes complete with a full stainless steel appliance package, granite tops, and modern gray cabinets. These lovely cabinets, and countertops also complement both the primary bath, and the guest bathroom. Neutral colors offer a nice finish to this well designed floor plan. Enjoy the privacy from your screened patio with no back door neighbors. Easy living awaits without the big worries. Exterior paint, roof replacement, irrigation water, yard maintenance, and Spectrum Internet/TV package is included in the reasonable monthly fees. Enjoy the social activities with the neighbors, splash in the community pool, or make a hit on the tennis/pickleball courts. The convenient location, and reasonable monthly fees makes this 55+ community an easy choice. Step inside, fall in love. Make it yours!
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Marti Sutton (863-206-0563)
262 SANTA ROSA DR, WINTER HAVEN, FL 33884
$325,00095 Days on yellowkey MLS ID: L4960100
REDUCED by $25,000 (7.1%) on 06/03/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2336 Built: 1987Monthly Fee: $46 Tax: $739 (2025)Community: Overlook EstatesSingle Family
Taxes:$739
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: PRICE REDUCTION! Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas feature tile flooring; sliding glass doors in three rooms recess into the wall and open to a 31x50 pool deck — perfect for indoor/outdoor living. Additional highlights: 95x130 lot, terraced front walkway, 7x8 laundry with cabinetry and utility sink, 22x23 garage with built-in storage, tankless water heater, and leaf filter gutter guards. Ready for your finishing touches!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
148 SWEET CIR, WINTER HAVEN, FL 33884
$79,900430 Days on yellowkey MLS ID: P4934464
0 Days Off yellowkey (back on 6/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1986Monthly Fee: $280 Tax: $1,163 (2024)Community: Orange Manor West Coop IncManufactured Home
Taxes:$1,163
Remarks: NEW ROOF OCTOBER 2025!!! NEW HVAC 2025!!! PLUS...SELLERS ARE OFFERING SIX MONTHS FREE HOA DUES TO BE PAID FOR BUYER. Won't find these newbies on very many homes. Fully furnished 2 bedroom/2 bath home in Orange Manor West. Enjoy your mornings/evenings on your spacious, enclosed lanai. Located in Southeast Winter Haven this park offers easy access to a variety of local restaurants, grocery stores and attractions. This fully furnished home comes with one share of Orange Manor West Co-Op. Monthly fees include cable, internet and trash pick up. Residents enjoy community pool, clubhouse, horseshoes billiards, mini gold, shuffleboard, fishing, bingo, arts and crafts and MORE. Another great feature is recently installed HVAC. NO PETS, ONLY EMOTIONAL AND SERVICE DOGS
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Darlene Bice (863-557-6439)
3134 LAUREL OAK LN, WINTER HAVEN, FL 33884
$330,925166 Days on yellowkey MLS ID: L4958155
4 Days Off yellowkey (back on 1/5/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2005 Built: 2026Monthly Fee: $19Community: VillamarSingle Family
Taxes:$0
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
22 LAKE LINK DR SE, WINTER HAVEN, FL 33884
$339,99773 Days on yellowkey MLS ID: O6394657
REDUCED by $5,000 (1.4%) on 05/28/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1777 Built: 1971 Tax: $3,975 (2025)Community: Lake Link EstatesSingle Family
Taxes:$3,975
Remarks: Under contract-accepting backup offers. Welcome to 22 Lake Link in Winter Haven, where space, lifestyle, and location come together in one exceptional opportunity. Situated on a large corner lot, this 4-bedroom, 2-bathroom home with a 2-car garage offers the perfect combination of comfort, functionality, and Florida living. Step inside to a bright and open floor plan designed for modern living and entertaining. The spacious layout flows seamlessly from the living and dining areas to the kitchen, creating the perfect environment for hosting family and friends. Enjoy your mornings on the front balcony and unwind in the evenings on the screened-in patio, overlooking your huge fenced-in backyard—ideal for pets, gatherings, or even adding a pool. Additional highlights include a durable metal roof for long-term value and a large driveway with plenty of space for multiple vehicles, guests, or recreational toys. This home is perfectly positioned to give you access to everything that makes Central Florida one of the most desirable places to live. Convenient access to major highways including Interstate 4, US Route 27, and Florida State Road 540 for easy commuting to Orlando, Tampa, and beyond. Just a short drive to world-famous attractions like Walt Disney World, Universal Orlando Resort, and LEGOLAND Florida Resort. Enjoy weekend trips to Florida’s beautiful beaches including Clearwater & St. Pete Beach (west coast) and Cocoa Beach (east coast). Living in Winter Haven means you’re close to a growing scene of local favorites and everyday conveniences such as, Coffee spots like Richard's Fine Coffees and Starbucks. Popular dining options including Harborside, Tanners Lakeside Restaurant & Bar, Aria and Azteca D'Oro. Shopping and entertainment nearby at Winter Haven Central Park and Eagle Ridge Mall. Minutes from Lake Link and the Chain of Lakes of Winter Haven, Florida.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Omar Andreasen (407-883-2989)
1368 INNSBRUCK CT, WINTER HAVEN, FL 33884
$219,90012 Days on yellowkey MLS ID: P4938887
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1369 Built: 2009Monthly Fee: $455 Tax: $2,330 (2025)Community: Vienna SquareVilla
Taxes:$2,330
Remarks: POND VIEW END UNIT Villa in beautiful Vienna Square, Winter Haven's most charming 55+ community. You'll enjoy having this well loved home with a generous sized kitchen loaded with upgraded wood cabinets, solid surface counter tops, seamless undermount sink, and a full stainless steel appliance package. The bright, and open great room will be your happy place. Open the nesting sliding doors to bring in the birdsong from the shimmering pond active with herons, ducks, and cranes.The HOA replaced the roof in 2022, the AC is @11yrs, and the Hot water tank @6 yrs.This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting.You'll love this beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a SpectrumInternet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movienights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make ityours!
240 SANTA ROSA DR, WINTER HAVEN, FL 33884
$439,000172 Days on yellowkey MLS ID: L4958092
1 Days Off yellowkey (back on 5/29/2026)
INCREASED by $4,100 (0.9%) on 05/17/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2850 Built: 1988Monthly Fee: $46 Tax: $2,790 (2023)Community: Overlook Ests Ph 3Spa: YesSingle Family
Taxes:$2,790
Tax Year: 2023
Remarks: Beautiful 4 bedroom, 2 1/2-bathroom, pool home with new roof (2024), septic (2024), A/C (2025) in gated Overlook Estates. Fresh price reduction, bring your offers! Experience the pinnacle of Florida living in this exceptional pool home, offering 2,850 sq ft of light-drenched space in the established Overlook Estates neighborhood, where privacy and prestige define the community. This is the rare opportunity you've been waiting for: a spacious, ultra-private luxury home in a top-tier location. Schedule your showing today and make this dream residence yours before it's gone.
Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)
Listing Agent: Brian Surrency (863-204-4298)
35 S LAKE FOX RD, WINTER HAVEN, FL 33884
$399,999298 Days on yellowkey MLS ID: O6337767
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2149 Built: 1981 Tax: $2,600 (2023)Community: N/ASpa: NoSingle Family
Taxes:$2,600
Remarks: Lakefront living on nearly 2 acres! This 3 bedroom, 3 bath home sits on 1.74 acres along the private shores of Lake Fox. Offering over 2,100 sq ft of living space, the property features spacious common areas, vaulted ceilings, and large windows with serene lake views. The split floor plan includes a generous primary suite, two additional bedrooms, and multiple living and dining spaces. The property is perfect use for a mother-in-law suite with two separate enclosed patios. Outside, enjoy mature trees, a peaceful setting, and direct access to the water. With a newer roof (under 3 years old) and no HOA restrictions, this property provides the perfect opportunity to update or customize to your vision. Conveniently located near shopping, dining, and major roadways, this lakefront home offers privacy and potential in the heart of Winter Haven. MOTIVATED SELLER!
Listing Agent: Michele Rueff (321-948-4332)
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