Location: Winter Haven , 33884
Do Not Show Listings
5892 FOX HAVEN DR, WINTER HAVEN, FL 33884
$168,500Listed 04/16/2026 8:03PM MLS ID: P4938458
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1991 Tax: $1,167 (2025)Community: Foxhaven Ph 03Manufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,167
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. SEE THIS QUICKLY! This 3BR/2BA mfg home located in SE Winter Haven is in a NO HOA neighborhood with lake access, has a NEW ROOF in 2023, NEW HVAC 2024, and it has been REPIPED. This is an open floor plan with large bedrooms that all have walk in closets, vaulted ceilings, an inside laundry with included LG front load washer and dryer, a spacious kitchen, separate dining room and a huge great room! Accessibility improvements have been made with the remodeled master bathroom including a large shower, along with a comfort height toilet and grab bars which are in both bathrooms. Outside there is an access ramp, a carport for covered parking, two utility buildings and a fenced backyard. There is a good sized porch with plenty of room for a grill and to enjoy relaxing. Located on a cul-de-sac there is no thru traffic. SE Winter Haven is close to LEGOLAND, Highway 27, shopping, dining, medical, schools and more.
Listing is courtesy of: QUINN & COMPANY REALTORS, LLC (863-412-2287)
Listing Agent: Susan Rohlfing (863-557-7059)
5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$475,000290 Days on yellowkey MLS ID: P4935325
REDUCED by $35,000 (6.9%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2443 Built: 2008Monthly Fee: $5 Tax: $6,051 (2024)Community: Lake Ashton West Ph 01Spa: YesSingle Family
Taxes:$6,051
Tax Year: 2024
Remarks: PRICE REDUCTION! MOTIVATED SELLER! With fabulous WATER VIEWS and GOLF COURSE views, this elegant residence offers a perfect tropical retreat. A large pool with a attached spa invites year-round outdoor enjoyment, framed by the beauty of Lake Ashton's natural surroundings. Ideally situated near Lake Wales and Winter Haven this home offers exceptional access to shopping and entertainment; medical facilities and restaurants. The spacious three-bedroom, two-bath layout includes a large den, ideal for a home office or flexible living space. The chef's kitchen features upgraded 42" cabinets, tiled backsplash, granite counter top and breakfast bar all designed for both form and function. The primary suite offers a spa-like escape with double vanities, a walk-in shower, a large soaking tub, separate water closet, and His and Her walk-in closets. Direct access from the PRIMARY SUITE to the outdoor living space is a BONUS. The outdoor living space is covered and screened to enhance the home's entertaining capabilities, creating a seamless flow between indoor and outdoor living. This ST. JOHN floor plan is a split plan home, which is desirable and spacious. Golf enthusiasts will appreciate the separate golf cart entry garage. Additional home features include: Travertine Flooring in the Living Areas (Bedrooms have carpet), Custom Shelving in the Den/Office with Glass Doors, Tray Ceiling in the Primary and Living Room areas, Sliding Glass Doors that Disappear into a Pocket in the Living Room and Beautiful Window Treatments, Floor outlets in the LR and MORE.... IT'S AS MUST SEE!!! Located in Lake Ashton, a 55+ community, residents enjoy access to a resort-style pool, fitness center, pickleball and tennis courts, and planned activities. Lake Ashton offers 2- 18 hole golf courses (Memberships Optional), Restaurant, Pro Shop and Eagles Nest. If you are seeking luxury, security and an active lifestyle, Lake Ashton could be your next home.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
541 HEATHER GLEN DR, WINTER HAVEN, FL 33884
$290,00077 Days on yellowkey MLS ID: O6377141
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1453 Built: 2000Monthly Fee: $33 Tax: $740 (2025)Community: Heather Glen Ph 01Single Family
Taxes:$740
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: SHORT SALE!! Welcome to Heather Glen, a gated community in the heart of Winter Haven with an HOA of ONLY $150 A YEAR! This charming 3 bedroom, 2 bathroom home with an attached 2-car garage offers comfort, security, and convenience & ready for a quick close & move in. Featuring neutral gray walls, wood-look tile flooring, and plantation shutters throughout, this open-concept home is filled with natural light and boasts a spacious master suite with walk-in closet and private bath, two additional bedrooms with a guest bath, and a bright kitchen with plenty of counter space, a window over the sink, and a cozy dinette area for your morning coffee. Enjoy the convenience of an interior laundry room, newer roof and A/C unit, and a fully fenced backyard with a separate well for irrigation. Located just minutes from Legoland, Peppa Pig Theme Park, shopping, dining, medical facilities, and downtown Winter Haven, this pristine home is the perfect rental in a sought-after location. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
353 MANDOLIN LN, WINTER HAVEN, FL 33884
$379,000Listed 04/16/2026 7:03PM MLS ID: L4961166
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2010Monthly Fee: $46 Tax: $2,370 (2025)Community: MandolinSingle Family
Taxes:$2,370
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: Welcome to this beautifully maintained 3BR/2BA + den home in the desirable gated community of Mandolin in South East Winter Haven! Offering over 2,000 sq ft, this move-in-ready home features a bright open floor plan, vaulted ceilings, and a spacious great room with a striking reclaimed wood accent wall. The kitchen is designed for both everyday living and entertaining, showcasing cherry cabinetry, stainless steel appliances, a breakfast bar, and a cozy nook, plus a formal dining area for gatherings. The split-bedroom layout provides privacy, with a generous primary suite featuring dual walk-in closets, dual vanities, a garden tub, and separate shower. A versatile den makes the perfect home office or flex space. Enjoy peace of mind with a newer roof (2022) and water heater (2025), along with updated flooring and fresh interior paint. Step outside to a screened lanai overlooking a large fully fenced backyard—ideal for relaxing or entertaining. Situated on a .26-acre lot with mature landscaping and irrigation, this home also includes a 2-car garage and excellent curb appeal. Conveniently located near shopping, dining, major highways, and local attractions like Legoland, this home offers the perfect combination of privacy, convenience, and Florida living at its best.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Suzie Rudd (863-287-7861)
123 ELOISE OAKS DR, WINTER HAVEN, FL 33884
$390,00015 Days on yellowkey MLS ID: L4960769
REDUCED by $5,000 (1.3%) on 04/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2029 Built: 2018Monthly Fee: $56Community: Eloise OaksSpa: NoSingle Family
Taxes:$0
Elementary School: Pinewood Elem
Remarks: Welcome to this beautifully maintained 4-bedroom, 2.5-bath home built in 2018, offering the perfect blend of modern comfort and Florida lifestyle living. From the moment you step inside, you’ll appreciate the open-concept layout, ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, featuring contemporary finishes, ample cabinetry, and plenty of natural light throughout. The living area is enhanced by a stylish built-in electric fireplace, creating a warm and inviting focal point. This thoughtfully designed single-story home features a spacious primary suite with a private bath and walk-in closet, along with three additional bedrooms that offer flexibility for family, guests, or a home office. Step outside and enjoy your private backyard space—perfect for relaxing evenings or weekend gatherings. The garage is equipped with a mini-split air conditioning system, adding comfort and versatility for a workspace, gym, or additional storage. Located in a desirable community with private access to Lake Eloise, part of the renowned Winter Haven Chain of Lakes, you’ll have endless opportunities for boating, fishing, and enjoying the water just minutes from your doorstep. Plus, you’re just 10 minutes from LEGOLAND Florida Resort, making this location perfect for both everyday convenience and fun-filled weekends. Conveniently situated near shopping, dining, and major roadways, this move-in-ready home offers the ideal combination of location, lifestyle, and value. Schedule your private showing today and experience everything this home has to offer!
Listing is courtesy of: CLARK REALTY LLC (863-345-2155)
Listing Agent: Ty Dennis (863-651-8328)
665 BROADMOOR CIR, WINTER HAVEN, FL 33884
$180,000Listed 04/16/2026 11:24AM MLS ID: TB8496998
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)
6092 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884
$165,00079 Days on yellowkey MLS ID: L4958637
REDUCED by $15,000 (8.3%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1993Monthly Fee: $65 Tax: $1,086 (2025)Community: Garden Grove OaksSingle Family
Taxes:$1,086
Remarks: Price adjustment! Welcome to Garden Grove Oaks, a desirable 55+ community in Winter Haven! This charming move in ready 2-bedroom, 2-bath home offers comfort, convenience, and low-maintenance living in a beautifully maintained setting. The property features a full-yard irrigation system and beautifully landscaped grounds, along with the convenience of an inside laundry room. The sub-floor has been completely redone and Luxury Vinyl Plank has been installed. The primary bathroom has dual sinks with a walk in shower. There is a seperate storage shed for your convenience. Enclosed lanai/Florida room with a side air conditioner. One car covered carport and ample parking on the driveway. The low HOA of just $65 monthly includes access to a heated community pool, clubhouse, shuffleboard courts, and a full calendar of planned activities, plus scenic community walkways. Winter Haven offers an abundance of nearby amenities including restaurants, gyms, shopping, churches, hospitals, and medical facilities, as well as entertainment at the movie theater, the historic Ritz Theatre, and Theatre Winter Haven. LEGOLAND is just down the street, and Highway 27 is easily accessible. Enjoy the area’s many lakes for fishing, boating, or watching stunning sunsets. Orlando and Tampa attractions are approximately an hour away, making this an ideal location for both relaxation and adventure. Own your home and land and enjoy nearly maintenance-free living in this welcoming community.
Listing is courtesy of: MEEKS REAL ESTATE LLC (863-604-9287)
Listing Agent: Carla Meeks (863-604-9287)
112 SANDBURG LN, WINTER HAVEN, FL 33884
$185,0007 Days on yellowkey MLS ID: O6397818
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1971 Tax: $3,359 (2024)Community: Fla Highlands Co SubSingle Family
Taxes:$3,359
Remarks: Investor Opportunity with Value-Add Potential in Winter Haven! Welcome to 112 Sandburg Ln a 3 bedroom, 2 bathroom block home on a concrete slab offering a solid foundation for investors or renovation buyers seeking a value-add project. The property features durable block construction, a practical floor plan, and ample opportunity for updates to improve functionality and overall appeal. This home is well-suited for a fix-and-flip or long-term rental strategy, with renovation potential that allows the next owner to maximize value. The layout provides flexibility for interior improvements, while the slab foundation and block construction support long-term durability and ease of maintenance. Conveniently located near shopping, dining, schools, and major roadways, the property has strong market appeal once renovated. Whether you're an experienced investor or a buyer looking for a renovation project, this property presents a compelling opportunity in the Winter Haven area. Property requires updates.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2350 SALZBURG LOOP, WINTER HAVEN, FL 33884
$243,00028 Days on yellowkey MLS ID: P4938176
REDUCED by $2,000 (0.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1521 Built: 2010Monthly Fee: $290 Tax: $2,022 (2025)Community: Vienna SquareSingle Family
Taxes:$2,022
Remarks: Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this well loved, one owner 2 bedroom 2 bath home. The charming kitchen has a breakfast nook with bay window, breakfast bar, generous countertops, and cabinet space. The bright, and open great room as well as both bedrooms have recently updated Luxury Vinyl Plank floors for easy care. You'll be snug, and secure during storm season with electric hurricane shutters, and a 2020 Generac generator. The roof was replaced in 2024, and a new hot water tank installed in 2024.This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low maintenance lifestyle, in a welcoming setting. The reasonable monthly fee includes all community amenities, lawn mowing, and a Spectrum Internet/Cable/TV package. Residents enjoy access to the community pool, fitness center, billiards, movie theater, tennis and pickleball courts, and an active social calendar. 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)
220 RUBY LAKE LN, WINTER HAVEN, FL 33884
$799,9009 Days on yellowkey MLS ID: P4938358
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2705 Built: 2001Monthly Fee: $71 Tax: $7,665 (2025)Community: Ruby Lake Ph 04Single Family
Taxes:$7,665
Remarks: Welcome to this beautifully upgraded lakefront home nestled inside a private gated community, offering 2,705 square feet of thoughtfully designed living space. Perfectly positioned on scenic Lake Ruby, which connects to Lake Bess, this west-facing property delivers breathtaking sunset views that can be enjoyed daily from your own backyard. Inside, the home features a stunning, oversized living room with cathedral ceilings and expansive views of the water—creating a bright, open atmosphere that truly feels like the heart of the home. The home boasts sliding glass doors that fully retract, inviting in cool breezes during the milder months. These sliders have been freshly tinted, along with the bath door, for added privacy and energy efficiency. Step outside to your private oasis where the recently remodeled pool and professionally leveled pavers provide a clean, modern look. The screened-in pool area also features a covered patio—perfect for relaxing or enjoying meals outdoors rain or shine. Additional exterior upgrades include 22 all new windows and screens, a lanai screen roof on the west side upper screens, lanai fans, solar exhaust attic fans, dock lights, dock power, and a boat lift motor with decking at the bow. The entire exterior has been enhanced with fresh flowers, and the north path walkway has been updated alongside the pool lite timer. The lanai also includes a separate 220 volt outlet to accommodate a hot tub.Entertaining is effortless with a convenient pool bathroom, allowing guests to shower or refresh without entering the main home—thanks to the new shower diverter in the master and fully upgraded plumbing, including all faucets (3 bathrooms, kitchen, and garage), toilet innards, and a new guest toilet. A cozy wood burning fireplace adds warmth and charm, while the overall condition of the home reflects true pride of ownership—impeccably maintained and move-in ready. Interior finishes include fresh interior paint, crown molding, electronic door locks on all 3 exterior doors, an electronic garage door lock, in-wall medicine cabinets, kitchen backsplash, pantry can closet, anti-skid tiles & garage floor, regrouted all bath wall tiles, and slider rollers & rebalance. Built-in cabinets in the living room have been removed for a more open feel, and the floor in the TV room has been updated. The home also features new smoke detectors throughout.Electrical upgrades are extensive: new lighting in the halls, bath, and garage, washer & dryer, master closet, dock lights, generator outlet, generator cutoff, additional lanai power, dock power, pool lite timer, and more. The HVAC system has been enhanced with an added garage AC split system, blown insulation, solar exhaust attic fans, and an insulated garage door. The garage offers exceptional versatility with its own AC split unit, insulated garage door, garage door springs, electronic garage door lock, and upgraded LED lighting, making it ideal for a workshop, home gym, or additional functional space. Additional thoughtful touches include all outside hose bibs x4, the main drain “Roto Rootered”, pool fill line. The property features lake-fed irrigation, removed lake grass and lake rocks for a clean, polished waterfront appearance. This home combines luxury, comfort, and functionality in a serene waterfront setting—an exceptional opportunity to enjoy Florida living at its finest. You'll also be able to enjoy the fireworks from LegoLand and Disney is only 30 miles away.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Keith St. Onge (863-651-1397)
523 LITTLE LAKE CT, WINTER HAVEN, FL 33884
$299,00030 Days on yellowkey MLS ID: O6391604
REDUCED by $6,000 (2.0%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2034 Built: 1992 Tax: $4,284 (2025)Community: Little Lake EstatesSingle Family
Taxes:$4,284
Remarks: Welcome to 523 Little Lake Court — a spacious 3-bedroom, 2-bath home on a generous lot in the heart of Winter Haven. Step through elegant double front doors with decorative glass and an arched transom into soaring vaulted ceilings that flow throughout the main living areas. The open layout features beautiful hardwood floors in the formal living and dining rooms, a large family room with a cozy fireplace and dramatic arched windows, and a kitchen with wihte cabinetry, a center island, and breakfast bar. The master suite has vaulted ceilings, a freestanding fireplace, French doors to the backyard, and an en-suite bath with a soaking tub, walk-in shower, and dual vanity beneath a stunning arched window. Additional highlights include an interior laundry room, an attached two-car garage, and a large fully fenced backyard with mature trees and a storage shed. Conveniently located just minutes from Little Lake with easy access to shopping, dining, and everything Winter Haven has to do.
1783 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$409,900Listed 04/16/2026 2:50PM MLS ID: TB8498625
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2244 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Remarks: Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home situated on a desirable corner lot with no rear neighbors, offering extra privacy and an open feel. As you step inside, a long and inviting foyer welcomes you into the home. The first floor boasts a bright and open family room, perfect for gathering, along with a modern kitchen featuring a large island, breakfast bar, and brand-new Whirlpool appliances. A guest bedroom and a full bathroom on the main level provide a comfortable space for visitors or a private home office. Upstairs, the master retreat offers plenty of space for a king-sized bed, a dresser, and even a cozy reading nook. The en-suite bathroom includes a dual sink vanity, a linen closet for added organization, and a spacious walk-in closet for all your storage needs. The four additional bedrooms are generously sized, allowing everyone their own private space. These rooms can also be used as a home office, playroom, or hobby room to suit your lifestyle. With three full bathrooms, mornings run smoothly without congestion. A large upstairs laundry room with ample storage and a dedicated closet adds to the home’s convenience. Step outside and enjoy the covered back patio and covered front porch, perfect for relaxing or entertaining outdoors. Located in the highly sought-after Peach Crossings community, this home offers easy access to top-rated Polk County schools, shopping, dining, and local attractions. With all upgrades included, this home is move-in ready! Schedule your private showing today!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
1195 TYLER LOOP, WINTER HAVEN, FL 33884
$299,99798 Days on yellowkey MLS ID: O6371574
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1933 Built: 2024Monthly Fee: $16 Tax: $7,112 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$7,112
Elementary School: South Pointe Elementary
Middle School: Mclaughlin Academy Of Excellence
Remarks: The two-story Atlanta Plan has the “WOW-Factor” with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a covered lanai via sliding glass doors. The second floor includes an owner's retreat featuring an owner's bath with large walk-in shower, dual vanity, and spacious walk-in closet. Three additional bedrooms, a bathroom, a spacious loft, and laundry room finish off this beautiful home. This home comes fully equipped with Everything Included Features like new appliances, solid surface countertops throughout and oversized tile flooring in the wet areas. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
Listing Agent: Omar Andreasen (407-883-2989)
4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884
$335,00065 Days on yellowkey MLS ID: R4910695
REDUCED by $20,000 (5.6%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1903 Built: 2011Monthly Fee: $56 Tax: $2,554 (2025)Community: MandolinSingle Family
Taxes:$2,554
Remarks: Price reduction! Bring your buyers. Motivated seller brings added opportunity on this inviting four-bedroom, two-bathroom single family home in Winter Haven. Featuring a desirable split floor plan, this home offers privacy comfort, space, and functionality for the primary suite while maintaining an easy, natural flow throughout the main living areas perfect for everyday living and entertaining. The spacious primary suite serves as a relaxing retreat, featuring, a walk-in closet, a soaker tub, and a separate shower. Generously sized secondary bedrooms present flexibility for guests, a home office, or future needs. Enjoy warm and welcoming living spaces that lead to a screened patio, ideal for morning coffee or evening gatherings, all overlooking a fenced backyard that provides privacy and room to enjoy the outdoors. A brand-new roof installed in 2025 adds peace of mind and long-term value. Move-in ready and competitively price. This home is a fantastic opportunity for buyers. Looking for space, comfort, and a great value This home is ready for its next owners. Schedule your showing today and bring your offers. YOUR NEW HOME AWAITS. DOWN PAYMENT ASSISTANCE IS AVAILABLE TO QUALIFIED BUYER(S)
Listing is courtesy of: AUDITH POLEON REALTY (863-709-5643)
Listing Agent: Audith Poleon (863-709-5643)
241 GREENFIELD RD, WINTER HAVEN, FL 33884
$369,95057 Days on yellowkey MLS ID: L4959462
REDUCED by $10,000 (2.6%) on 03/31/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2523 Built: 1976Monthly Fee: $152 Tax: $4,915 (2025)Community: CypresswoodSingle Family
Taxes:$4,915
Remarks: Welcome to this beautifully renovated home in Greenfield Village at Cypresswood Golf & Country Club, perfectly situated on a spacious .37-acre lot on the 13th green. This charming 2-bedroom, 2-bathroom residence features a bright and open layout with a large living area plus an additional family room accented by a cozy brick fireplace and floor-to-ceiling wood built-ins. The brand-new kitchen has been thoughtfully updated with stainless steel appliances, quartz countertops, and all new cabinetry, along with a convenient passthrough window to the large glass-enclosed sunroom with A/C, making entertaining effortless while enjoying the view. The interior also features crown molding, new luxury vinyl plank flooring throughout the living areas, and new carpet in the bedrooms. Both bathrooms have been fully updated and include dual sink his-and-her vanities. Additional highlights include a new roof, a formal dining space, a side-entry two-car garage, fresh front landscaping, and a welcoming covered front porch, all combining to create a move-in-ready home in a desirable golf community setting. Cypresswood Golf & Country Club is a gated community with a 24 hour guard that hosts social and recreational events and features an 18-hole championship golf course designed by award-winning designer Ron Garl. In addition to golf, the facilities include a pro shop, wellness center, lounge, dining rooms, swimming pool, tennis courts, and trails. They also offer excellent practice facilities, including a putting green, chipping green and driving range. Golf carts are allowed throughout the community.
Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)
Listing Agent: Angie Reynolds (863-838-1090)
4401 MAHOGANY RUN, WINTER HAVEN, FL 33884
$292,50013 Days on yellowkey MLS ID: L4960809
1 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1975 Built: 1995 Tax: $1,765 (2025)Community: Cypress Grove Ph 04Single Family
Taxes:$1,765
Remarks: Under contract-accepting backup offers. DON'T MISS THIS 3 BEDROOM 2.5 BATH HOME CENTRALLY LOCATED IN WINTER HAVEN, FL ON AN OVERSIZED (.39 ACRE) LOT WITH NO HOA!!! Featuring nearly 2,000 SqFt. of heated and cooled living space, this 2-owner home was constructed of BLOCK AND BRICK! The OPEN-CONCEPT, SPLIT BEDROOM PLAN, and CENTRALLY LOCATED KITCHEN share both privacy and convenience. There is plenty of natural light in the main living area and especially through the glass sliders leading to the back yard. In the event more privacy is preferred, just hit the remote button for the MOTORIZED BLINDS, which are also INCLUDED IN THE SALE. For those looking for an OVERSIED GARAGE, this one plenty of workspace for several different hobbies. There is no shortage of parking whatsoever on this HUGE CORNER LOT! Opportunity awaits at this lovely residence, which is located in close proximity to LEGOLAND, FL, medical, shopping, dining, schools, and the many freshwater lakes Winter Haven features. Winter Haven is also located between ORANDO INTERNATIONAL and TAMPA INTERNATIONAL AIRPORT, and the most recently added AVELO AIRLINE in LAKELAND, FL!!!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Wanda Dicks (863-287-7846)
2813 WINGFOOT CT, WINTER HAVEN, FL 33884
$215,00044 Days on yellowkey MLS ID: L4959887
REDUCED by $15,000 (6.5%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1682 Built: 1990Monthly Fee: $295 Tax: $2,981 (2025)Community: Cypresswood Golf VillasSpa: NoVilla
Taxes:$2,981
Elementary School: Elbert Elem
Remarks: Welcome to 2813 Wingfoot Court in the sought-after Cypresswood Golf Villas! Perfectly positioned along the 8th fairway of Cypresswood Golf & Country Club, this guard-gated community offers peaceful golf course views and a relaxed Florida lifestyle.This beautifully maintained 2-bedroom, 2-bathroom villa is being sold fully furnished and truly turn-key — just bring your suitcase. The professionally designed interior gives the home a polished, cohesive feel that stands out from the moment you walk in. Vaulted ceilings highlight the spacious living and dining areas, creating a light and airy atmosphere. The kitchen features updated appliances, including a newer stove and microwave. With exception of the guest room, all windows throughout the home have been updated for improved efficiency and style. A tankless hot water heater adds modern convenience and energy savings. The primary suite offers a generous walk-in closet and private bath, while the guest bedroom also includes a walk-in closet and easy access to the second full bathroom — ideal for visitors. One of the standout features is the beautiful Florida room, perfect for morning coffee or evening relaxation. Step outside to enjoy the stained and stamped patio overlooking the fairway — a wonderful space for entertaining or simply soaking in the view. Major updates include a roof replacement in 2019 and a new A/C system in 2018, offering peace of mind. Covered parking adds everyday convenience. Residents enjoy access to community amenities including a pool, tennis courts, clubhouse, and on-site restaurant, all within minutes of shopping, dining, and major roadways. Whether you're looking for a full-time residence or a seasonal retreat, 2813 Wingfoot Court delivers comfort, style, and effortless golf course living.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Corinna Weaver (863-258-2901)
2586 SAN MARCO WAY, WINTER HAVEN, FL 33884
$298,000725 Days on yellowkey MLS ID: O6198152
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 2023Monthly Fee: $19 Tax: $2,317 (2022)Community: VillamarSingle Family
Taxes:$2,317
Tax Year: 2022
Remarks: Short Sale. bank has approved the listed price Step into a realm of elegance and comfort with this beautifully designed home. Boasting vaulted ceilings and an expansive open concept floor plan, this 4 bedroom, 2 bathroom residence ensures a perfect setting for quiet family living or grand entertaining. Enjoy culinary freedom in the spacious kitchen featuring a large island, walk-in pantry, and modern appliances. The adjacent living area, complete with a flexible space, can be transformed into your home office or a cozy media room. Unwind in the luxurious owner's suite with a tray ceiling, ample walk-in wardrobe, and a private en-suite bath equipped with dual vanities and a large tiled shower. Optional upgrades include a sumptuous garden tub perfect for relaxing soaks. Step outside to discover a professionally landscaped garden, covered lanai for all-weather enjoyment, and a quick stroll to the community’s resort-style amenities. Revel in the beauty of nature-inspired landscapes, ponds, and wetlands or take advantage of the new amenities including a swimming pool, shaded seating on the expansive pool deck, cabana, and a playful playground. Upcoming facilities promise even more leisure with an additional pool, playground, and a dog park, making this the ideal community for family fun. Located just minutes from US 27 and Highway 60, this home is not just a residence but a retreat in the coveted shores of Crystal Lake. Ready to move in and perfect for making lasting memories, your new home awaits.
Listing is courtesy of: FOLIO REALTY LLC (407-352-4020)
Listing Agent: John Mansker (407-399-9261)
720 SANTA MARIA DR, WINTER HAVEN, FL 33884
$339,00090 Days on yellowkey MLS ID: P4937320
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 1990Monthly Fee: $46 Tax: $4,473 (2025)Community: Overlook Estates EastSpa: YesSingle Family
Taxes:$4,473
Remarks: IMPRESSIVE HOME IN GREAT LOCATION! Move-In-Ready— This home has a wonderful design of open concept living, formal dining room, split bedroom plan and screen lanai overlooking a wooded area giving a peaceful setting without rear neighbors. A welcoming foyer leads to the formal dining room and a step down into the lovely living room featuring a cathedral ceiling, fireplace, built-in entertainment center and sliding glass doors that give view and access to the relaxing lanai highlighting an inground spa. The living room links to the dinette with lanai access and a breakfast bar joining the kitchen. This appealing kitchen has elegant cabinetry accented with upper cabinets of frosted glass doors, pantry storage, decorative tile backsplash, dark stone counters and stainless appliances including a gas range. The home’s design has a contemporary flair that is prominent within the owners’ en suite. Privately situated, this spacious bedroom not only has a walk-in closet and French doors to the lanai, but its unique design delivers an elaborate, elevated and open bathroom featuring a sunken marble bathtub, tile & glass surroundings, lengthy dual sink vanity, shower stall and water closet. The opposite side of the home houses a full bathroom and two lovely bedrooms, one with French doors accessing the lanai. The home is outfitted with an abundance of good-looking ceiling fans and attractive floor coverings including the brick decking on the lanai with the in-ground hot tub! Additional elements that make this a fabulous home include the brand New Roof, New Water Heater, New A/C, large driveway for extra parking, peaceful backyard and lovely gated community. This is a great location offering convenience to all shopping, dining, entertainment, schools and medical around Winter Haven. Call to arrange your appointment today, don’t miss out on this opportunity!
Listing Agent: Amanda Plowden (863-224-7088)
2747 SAN MARCO WAY, WINTER HAVEN, FL 33884
$299,990713 Days on yellowkey MLS ID: O6202057
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2025Monthly Fee: $13 Tax: $907 (2024)Community: Villamar Ph 5Single Family
Taxes:$907
Remarks: Ready now! Welcome to the Vista model, a beautifully designed home offering the perfect combination of style, comfort, and functionality. Located in the charming Winter Haven, FL, this home features an open floor plan that maximizes space and natural light. The spacious great room welcomes you with ample room for relaxation and entertaining, and a nook window adds extra charm and brightness. The gourmet kitchen is a true highlight, featuring granite countertops, a 27 cu ft stainless steel side-by-side refrigerator, a large island, and plenty of counter space for meal prep and family gatherings. Ceramic tile flooring extends throughout the main living areas, with the exception of the bedrooms, which are carpeted for comfort. The Vista model boasts a luxurious master suite complete with a walk-in closet and an en-suite bath featuring a beautifully tiled shower and dual vanities for added convenience. Two additional bedrooms provide ample space, each with generous closet storage and easy access to a full bathroom. This home also includes a convenient laundry room with a washer and dryer, a two-car garage, and an inviting outdoor living space perfect for enjoying Florida’s sunny weather. The landscaping and irrigation system ensure a well-maintained yard with minimal upkeep. Thoughtfully designed with contemporary finishes and energy-efficient features, the Vista model is a perfect blend of beauty and practicality. Whether you're relaxing in the spacious great room, hosting guests in the open kitchen, or enjoying the tranquility of the master suite, this home offers everything you need to live comfortably and in style. Don’t miss out on the opportunity to make the Vista model your new home, where comfort, convenience, and elegance come together perfectly. Includes full builder warranties.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
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