Location: Jan Phyl Village, Winter Haven
Do Not Show Listings
614 SIDNEY CIR, WINTER HAVEN, FL 33880
$389,99940 Days on yellowkey MLS ID: O6413011
REDUCED by $9,991 (2.5%) on 07/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1908 Built: 1968 Tax: $3,517 (2025)Community: Jan Phyl VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,517
Elementary School: Sandhill Elem
High School: Haines City Senior High
Tax Year: 2025
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: Discover this beautifully remodeled home located in the desirable Jan Phyl Village community. This property offers the perfect combination of comfort, functionality, and space to enjoy Florida living. The home features 3 bedrooms, 2 bathrooms, a cozy wood-burning fireplace, and a versatile bonus room that can be adapted to fit a variety of needs. The interior provides a warm and inviting atmosphere filled with natural light. Step outside to enjoy a private pool and a fully fenced backyard, ideal for entertaining, relaxing, or enjoying the Florida sunshine. The property includes two lots, offering added privacy and flexibility for future possibilities. Conveniently located near shopping, dining, entertainment, and everyday conveniences. With no HOA restrictions, this property offers greater flexibility for both homeowners and investors. A wonderful opportunity to own a move-in-ready home in a prime Winter Haven location.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Julimar Barreiro Pastrana (407-590-8604)
503 HOLT CIR, WINTER HAVEN, FL 33880
$185,000430 Days on yellowkey MLS ID: TB8384455
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1305 Built: 1974 Tax: $2,956 (2024)Community: Jan Phyl VillageSingle Family
Taxes:$2,956
Elementary School: Pinewood Elem
High School: Lake Region High
Tax Year: 2024
Middle School: Westwood Middle
Remarks: Under contract-accepting backup offers. Short Sale. Welcome to 503 Holt Circle! This corner-lot property boasts 3 bedrooms, 2 full bathrooms and an abundance of outdoor space. There are plenty of windows to let the natural light in, and a sliding glass door to access the screened-in patio. Enjoy peace of mind with a 2024 roof, 2023 A/C and 2023 electric water heater. Both bathrooms contain thoughtful upgrades for design and functionality. Don’t miss your chance to own a move-in ready home where style, function, and a convenient neighborhood come together. Special financing available with the seller's preferred lender.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Adam Faucett (813-385-2821)
105 ALLEN AVE, WINTER HAVEN, FL 33880
$279,90013 Days on yellowkey MLS ID: A4698670
1 Days Off yellowkey (back on 7/8/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1528 Built: 1959 Tax: $1,110 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$1,110
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully remodeled 3-bedroom, 2-bath home offering the perfect blend of modern updates and functional living space. In addition to the spacious bedrooms, you'll find a dedicated office/flex room—ideal for working from home, a playroom, or hobby space—as well as a bright Florida room perfect for relaxing or entertaining year-round. This home has been thoughtfully updated with a new roof, new HVAC system, and new blown-in attic insulation, providing comfort and peace of mind for years to come. The interior has been refreshed with stylish finishes, creating a clean, modern feel that's ready for its new owners. Situated on a generously sized lot, the backyard offers plenty of room to create your dream outdoor living space, add a pool, garden, workshop, or simply enjoy the extra space. Conveniently located in the heart of Winter Haven, you'll be just minutes from shopping, restaurants, schools, medical facilities, and major roadways, making commuting and daily errands a breeze. This home is also close to Winter Haven's renowned Chain of Lakes and other local attractions. Don't miss your opportunity to own this beautifully updated home—schedule your private showing today!
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
308 VANIMAN AVE, WINTER HAVEN, FL 33880
$234,9007 Days on yellowkey MLS ID: O6421831
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1228 Built: 1974 Tax: $3,054 (2025)Community: Jan Phyl VillageSpa: NoSingle Family
Taxes:$3,054
Remarks: Welcome to this 3-bedroom, 2-bathroom home located in the neighborhood of Jan Phyl Village! This residence features a classic and functional traditional floor plan that provides distinct, comfortable living spaces. The updated kitchen boasts beautiful granite countertops and modern stainless-steel appliances, creating a practical and stylish space for meal preparation. Step outside to a private, fully fenced-in backyard, providing a secure space for outdoor entertaining, gardening, or relaxation. Ideally located, you are just minutes away from local lakes, parks, shopping, and vibrant downtown Winter Haven, offering quick access to everyday essentials and recreation. Schedule your private showing today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
505 GLAD RD, WINTER HAVEN, FL 33880
$239,9008 Days on yellowkey MLS ID: L4963225
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1962 Tax: $2,734 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$2,734
Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath residence situated on a spacious corner lot in an established neighborhood with NO HOA! Blending timeless charm with modern upgrades, this move-in-ready home offers comfort, style, and exceptional value. Recent improvements include a new roof, new central heating and air conditioning system, updated flooring, fresh interior and exterior paint, new lighting fixtures, and updated appliances, giving the home a fresh, modern feel from top to bottom. Inside, you’ll find bright and inviting living spaces designed for comfortable everyday living. A heated and air-conditioned sunroom with a full bath provides incredible flexibility and can serve as a second living area, home office, hobby room, guest space, or entertaining area. The home also features a convenient indoor laundry room under central heat and air, adding comfort and functionality. Situated on a generous corner lot, the property offers plenty of outdoor space with a private irrigation well, making it easy to maintain a beautiful lawn and garden while keeping watering costs down. There’s ample room for outdoor entertaining, pets, or future additions. Conveniently located near shopping, dining, schools, and everyday amenities, this beautifully refreshed home combines the character of an established neighborhood with the peace of mind that comes from extensive recent updates. Don’t miss your opportunity to own this move-in-ready gem with space, flexibility, and modern improvements throughout!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Donna Keath (863-838-9389)
5580 STATE ROAD 542 W, WINTER HAVEN, FL 33880
$235,000244 Days on yellowkey MLS ID: A4671922
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2174 Built: 1952 Tax: $1,740 (2024)Community: Jan Phyl VillageSingle Family
Taxes:$1,740
Remarks: PRICE REDUCTION!!! MOTIVATED SELLER!!! Discover this exceptional income-producing property perfectly situated on a spacious 0.48-acre lot in the heart of Winter Haven. This versatile property features two separate living spaces, one currently rented—providing immediate income and excellent long-term investment potential. The main home which is now vacant and ready for it's new owners or tenants offers 3 bedrooms and 2 bathrooms, including a generous master suite with an en-suite bath. The open and functional layout makes it ideal for families or long-term tenants. Attached to the main residence is a 484 sq. ft. in-law suite currently rented, complete with a full kitchen, bedroom, bathroom, and private entrance. This flexible space can serve as an additional rental unit, private guest quarters, or be seamlessly integrated into the main living area for multi-generational living. This home was recently appraised above the asking price, giving buyers instant equity and outstanding value. Whether you’re an investor seeking steady cash flow or a homeowner looking for flexibility, this property is a rare find. Take advantage of strong rental demand, potential appreciation, and the benefits of owning in one of Florida’s fastest-growing counties, consistently rated among the best places to live. Don’t miss your chance to own this unique multi-unit property—schedule your private showing today!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jen Victor (941-587-2787)
105 LAKE SEARS DR, WINTER HAVEN, FL 33880
$279,90019 Days on yellowkey MLS ID: B4902298
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1955 Tax: $1,141 (2025)Community: Jan Phyl VillageSpa: NoSingle Family
Taxes:$1,141
Remarks: This home is located in a established neighborhood, Seller has done lots of updates, New windows,roof ,c/h/a, both bathrooms remodeled all done in 2023 and 2024 and new drainfield aproximately a year ago. Home still has a few things that need updating, but main remodels have been done. Come enjoy the inground pool. Home is surrounded by wood femce in the rear with chain link fence behind the wood fence. Sitting on a huge half acre lot.This home is priced to sell quickly!
Listing is courtesy of: SOUTHERN BELLE REALTY (863-299-7800)
Listing Agent: Reta Stead (863-299-7800)
602 TAYLOR BLVD, WINTER HAVEN, FL 33880
$220,000284 Days on yellowkey MLS ID: P4936558
1 Days Off yellowkey (back on 6/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1973 Tax: $3,093 (2024)Community: Jan Phyl VillageSingle Family
Taxes:$3,093
Remarks: Short Sale. Welcome to this charming three-bedroom, two-bathroom home, perfectly situated for comfortable living. The inviting open concept layout seamlessly integrates the kitchen, living, and dining areas, adorned with luxury vinyl plank flooring that adds both style and durability. The well-appointed kitchen features beautiful granite countertops, complemented by sleek black appliances, crisp white cabinets, and a classic white subway tile backsplash, along with a convenient counter-height breakfast bar for casual dining. With significant updates including a new roof, air conditioner, and water heater all installed in 2022, this home offers peace of mind for future years. Enjoy the ease of laundry access off the carport and relax in the privacy of the fenced backyard. With a one-car carport and a warm, welcoming ambiance, this home is a delightful find for anyone seeking a cozy retreat.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
119 ALLEN AVE, WINTER HAVEN, FL 33880
$250,000387 Days on yellowkey MLS ID: TB8399712
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1961 Tax: $3,776 (2024)Community: Jan Phyl VillageSpa: NoSingle Family
Taxes:$3,776
Remarks: Short Sale. Requires a some TLC & Refresh. Pool Home.
Listing is courtesy of: WESTBAY REAL ESTATE (813-833-2045)
Listing Agent: Randy Patrick (813-833-2045)
608 PATRICK AVE, WINTER HAVEN, FL 33880
$204,00033 Days on yellowkey MLS ID: L4962076
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 980 Built: 1971 Tax: $2,190 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$2,190
Remarks: Welcome to this charming, updated 2-bedroom, 1-bathroom move-in ready home in the heart of Winter Haven! Enjoy ultimate peace of mind with a BRAND NEW 2026 ROOF, 2019 impact windows, a custom impact French sliding glass door, and a fresh 2026 exterior paint job. Step inside to an inviting open layout featuring sleek 2019 laminate flooring, matching modern kitchen cabinets, and premium 2019 Frigidaire appliances. The mechanicals are equally impressive with a 2020 AC unit boasting a brand new 2026 evaporator coil/fan motor, plus a highly efficient 2025 electric tankless water heater. The 2022 washer and dryer are included as well! Entertain with ease on the spacious screened-in back patio with updated 2021 screen doors, overlooking a fully fenced-in backyard. Complete with covered parking, an extra guest parking pad, and easy access to local dining, shopping, and the famous Chain of Lakes. Schedule your private tour today!
Listing Agent: Brian Cox (863-559-3627)
113 6TH JPV ST, WINTER HAVEN, FL 33880
$250,00090 Days on yellowkey MLS ID: TB8498029
0 Days Off yellowkey (back on 6/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1035 Built: 1960 Tax: $2,472 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$2,472
Elementary School: Frank E. Brigham Academy
Remarks: Welcome to your perfect slice of Florida living! This solid concrete block home combines durability, comfort, and modern updates - making it an exceptional opportunity whether you're searching for your next residence or an investment property. Step inside to discover brand-new vinyl plank flooring that flows beautifully throughout, complemented by newer stainless steel appliances that bring a fresh, modern feel to the home. Major systems have already been taken care of for you, including a 2022 HVAC system and 2022 water heater, plus a metal roof installed in 2012 for long-term peace of mind. Outside, enjoy a fully fenced yard - perfect for pets, entertaining, or simply relaxing under the canopy of mature shade trees. The carport and additional parking pad provide plenty of space for vehicles, guests, or even a boat. Nestled in an established neighborhood, this home offers the rare advantage of NO HOA or CDD fees, giving you both freedom and affordability. You'll love the convenient location - just minutes from lakes, parks, shopping, and vibrant downtown Winter Haven. Whether you're looking to settle in or invest, this property checks all the boxes. Don't miss your chance to own this move-in-ready gem - schedule your private showing today before it's gone!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: John Evans (813-992-3483)
505 MAGGIE CIR, WINTER HAVEN, FL 33880
$249,90056 Days on yellowkey MLS ID: P4938744
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1973 Tax: $2,729 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$2,729
Remarks: Under contract-accepting backup offers. MAKE YOUR APPOINTMENT NOW TO VIEW THIS WELL-MAINTAINED & UPDATED HOME . THIS IS A THREE BEDROOM, TWO BATH HOME. THE KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. LAMINATE AND TILE IS THROUGHOUT THE RESIDENCE. THE KITCHEN BOASTS WOOD CABINETRY, GRANITE COUNTER TOPS AND STAINLESS STEEL APPLIANCES. THE LIVING ROOM IS LARGE WITH A BEAMED VAULTED CEILING AND DOUBLE FRENCH DOORS THAT LEAD TO THE SCREENED REAR PORCH. THE PRIMARY BEDROOM HAS A HUGE ENSUITE BATH WITH LOADS OF STORAGE. THERE ARE BEAUTIFUL SHUTTERS ON ALL THE WINDOWS FOR THE NEW OWNERS. THE ROOF WAS DONE IN 2025. THE EXTERIOR OF THE HOME WAS PAINTED IN 2025 AND A NEW A/C WAS INSTALLED IN 2018. THERE IS A LARGE SOLAR HOT WATER HEATER--PANELS HAVE BEEN " PAID OFF " BY THE SELLERS. THE REAR YARD IS FENCED AND HAS A LARGE (13X11) AIR CONDITIONED SHED THAT CAN BE AN OFFICE, RETREAT, EXTRA TV ROOM, MAN CAVE OR SHE SHED--WHATEVER YOU WANT. NO HOA.
Listing is courtesy of: QUINN & COMPANY REALTORS, LLC (863-412-2287)
Listing Agent: Brenda J Quinn (863-412-2287)
217 4TH JPV ST, WINTER HAVEN, FL 33880
$245,00039 Days on yellowkey MLS ID: L4962456
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1064 Built: 1962 Tax: $1,280 (2025)Community: Jan Phyl Village Unit 03 ASingle Family
Taxes:$1,280
Elementary School: Fred G. Garnier Elem
Remarks: Welcome to this beautifully updated 3-bedroom, 1-bath home in Winter Haven! Move-in ready and filled with recent improvements, this property offers comfort, style, and peace of mind. The kitchen was completely updated in May 2025 with new cabinets, granite countertops, and sink, creating a fresh and modern space for everyday living. Major system upgrades include a new roof with warranty (April 2025), new electrical panel with warranty (May 2025), new hot water heater (September 2024), and updated A/C coils and air handler box (January 2024). New flooring installed in October 2025 adds to the home's updated appeal. The living area features a built-in entertainment center with fireplace, added in March 2025, creating a cozy focal point for relaxing or entertaining. Step outside to enjoy the screened back patio, where you'll also find the laundry area for added convenience. Conveniently located near shopping, dining, schools, and major roadways, this well-maintained home is ready for its next owner. Schedule your private showing today!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Tiffany Steck (937-430-9119)
303 DILLON ST, WINTER HAVEN, FL 33880
$275,00095 Days on yellowkey MLS ID: TB8496082
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1464 Built: 1975 Tax: $3,612 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$3,612
Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath residence ideally situated in the heart of Winter Haven, just minutes from downtown and surrounded by the area’s picturesque lakes. This move-in ready home has been thoughtfully upgraded throughout, offering stylish vinyl flooring, refreshed bathrooms, modern light fixtures, and a beautifully renovated kitchen featuring granite countertops, updated cabinetry, a trendy backsplash, and stainless steel appliances. The inviting living room is anchored by a cozy fireplace, creating the perfect space to relax or entertain. Step outside to your private, fully fenced backyard complete with a fire pit—ideal for enjoying Florida evenings with family and friends. Additional highlights include a spacious two-car garage with laundry area, a convenient enclosed storage space, and a newer roof (2022) for added peace of mind. With no HOA and a prime location close to shopping, dining, and everything downtown Winter Haven has to offer, this home truly combines comfort, style, and convenience. Don’t miss your chance to make it yours!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Robert Johnson (813-364-2250)
113 4TH JPV ST, WINTER HAVEN, FL 33880
$235,00093 Days on yellowkey MLS ID: P4938317
1 Days Off yellowkey (back on 6/2/2026)
REDUCED by $2,500 (1.1%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1606 Built: 1957 Tax: $2,861 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$2,861
Remarks: This 3-bedroom, 2-bath home located conveniently close to the Polk Parkway for ease of travel throughout Central Florida, is a great home! It features a roof that is less than 3 years old, fenced yard, detached garage, and a covered porch. Inside the home features split bedrooms, stainless steel appliances, inside laundry room, ceramic tile and vinyl throughout the house, and eat-in kitchen. This home comes with a water softener and NO HOA for extra convenience. Call today for your private showing. *Agents, please read MLS remarks.*
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
603 MAGGIE CIR, WINTER HAVEN, FL 33880
$255,00052 Days on yellowkey MLS ID: O6410507
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1482 Built: 1973 Tax: $3,025 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$3,025
Remarks: No HOA, no CDD! Jump in to get a deal! Charming brick home nestled only few min from Downtown Winter Heaven and near Legoland. Luxury upgraded and boast lots of improvements - brand new roof, new luxury vinyl planks floor throughout, new interior and exterior paint, new bathroom and new shower room, new pluming, brand new kitchen cabinets and granite counters, new Stainless Steel appliances, new lights throughout, all new doors and door frames. Brand new landscaping and fence in back yard. Schedule private showing today - close it tomorrow and enjoy your dream home with your family! This is only for you!!!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Larysa Tsyupenko (407-780-5456)
505 HOLT CIR, WINTER HAVEN, FL 33880
$185,00058 Days on yellowkey MLS ID: O6408441
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1974 Tax: $3,187 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$3,187
Remarks: Short Sale. This 4-bedroom, 2-bath home with a versatile bonus room is situated on a desirable corner lot with no HOA restrictions. Featuring a newer roof installed in 2022, this property offers incredible potential for homeowners and investors alike. Conveniently located near major highways, shopping, and grocery stores, the home also provides plenty of outdoor space with endless possibilities to make it your own. Property is subject to third-party lender approval. Don’t miss this great opportunity!
Listing is courtesy of: MMV REAL ESTATE GROUP LLC (407-437-9754)
Listing Agent: Melissa Victor (407-988-6742)
218 DENNIS AVE, WINTER HAVEN, FL 33880
$246,90078 Days on yellowkey MLS ID: L4961409
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1174 Built: 1962 Tax: $2,994 (2025)Community: Jan Phyl Village Unit 03 ASingle Family
Taxes:$2,994
Remarks: Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surroundings. Inside, you’ll find updated flooring in the bedrooms and bathroom, creating a fresh and inviting feel. The home also features two versatile bonus rooms—perfect for a home office, in-law space, or even a possible 4th bedroom to suit your needs. Enjoy Florida living at its best with a screened lanai off the back, ideal for relaxing in the sunshine or entertaining guests year-round. With its flexible layout and generous outdoor space, this property offers both comfort and opportunity. Whether you're a first-time buyer or looking to expand, this home is ready for you to move right in and make it your own!
Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)
Listing Agent: Anne Halbert (402-460-1352)
225 4TH JPV ST, WINTER HAVEN, FL 33880
$215,000118 Days on yellowkey MLS ID: O6391639
0 Days Off yellowkey (back on 3/22/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1963Community: Jan Phyl Village Unit 03 ASingle Family
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. Charming 3-bedroom, 2-bath home located in Winter Haven. This property features granite countertops and ceramic tile flooring throughout. The original carport has been converted into a third bedroom and is currently utilized as a spacious primary suite. Ideal opportunity for first-time homebuyers or investors seeking a potential rental property. Conveniently located near shopping, dining, and local amenities. Ready to move in!
Listing is courtesy of: AGENT GROUP REALTY (843-656-0550)
Listing Agent: John Wiertel (863-289-0447)
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