Location: Winter Haven
Do Not Show Listings
1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$425,000189 Days on yellowkey MLS ID: TB8450979
REDUCED by $10,000 (2.3%) on 05/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1734 Built: 1984 Tax: $4,375 (2024)Community: Carefree CoveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,375
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter Haven’s northern Chain of Lakes and has been completely renovated to include a brand new roof, 4-ton A/C, luxury vinyl plank flooring, interior / exterior paint, and new water heater all installed in 2025. The interior living area includes new fixtures, new front and rear sliding glass doors. The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a stunning view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It can include a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy views of boats cruising the lake, skiers cutting through the water, and bald eagles, ospreys, and herons scooping up fish! The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes new ceiling fan and a large closet. The garage has been converted into the 3rd bedroom which is oversized with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces, as well a new toilets, and exhaust fans. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features new screen in the pool cage, a brand new pool liner, with new multi-color LED pool light, as well as new light and fan fixtures on the back porch. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The boathouse, which includes a roll-up door has also been newly painted is wired with electricity and could also function as a workshop. It features new lights, a new side door. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Furnishings in listing are available for separate purchase. As a potential AirBnB, the unit currently sleeps 7 including the pull out couch in the living room, but could potentially sleep 10 with the addition of a second bed in the 3rd bedroom and a second pull out couch in the enclosed porch area.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
5397 SAN PIETRO DR, WINTER HAVEN, FL 33884
$284,99967 Days on yellowkey MLS ID: TB8490691
0 Days Off yellowkey (back on 5/11/2026)
REDUCED by $5,000 (1.7%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $53 Tax: $2,689 (2025)Community: Villa MarSingle Family
Taxes:$2,689
Elementary School: Pinewood Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Denison Middle
Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a laundry room located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
6014 NAVONA WAY, WINTER HAVEN, FL 33884
$279,999135 Days on yellowkey MLS ID: TB8465873
INCREASED by $3,000 (1.1%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $53 Tax: $2,688 (2025)Community: Villa MarSingle Family
Taxes:$2,688
Remarks: One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. 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.
425 AVENUE B NE, WINTER HAVEN, FL 33881
$157,92053 Days on yellowkey MLS ID: P4938413
4 Days Off yellowkey (back on 5/11/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1920 Tax: $1,672 (2025)Community: Coker A B AddSingle Family
Taxes:$1,672
Elementary School: Jewett School of the Arts
High School: Winter Haven Senior
Remarks: Under contract-accepting backup offers. Cute home in a great central location. It has served as a great rental property for 20 years. The back patio has a lot of potential for private outdoor space
Listing is courtesy of: COLLANY PROPERTIES (863-295-9886)
Listing Agent: Christopher Collany (863-412-2170)
228 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880
$325,00060 Days on yellowkey MLS ID: O6395083
3 Days Off yellowkey (back on 5/11/2026)
REDUCED by $5,000 (1.5%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1941 Built: 2023Monthly Fee: $93 Tax: $4,592 (2025)Community: Spirit LndgsSingle Family
Taxes:$4,592
Elementary School: Eagle Lake Elem
Middle School: Westwood Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 228 Spirit Landings Circle, a beautifully maintained 3-bedroom, 2-bath home built in 2023 in the heart of Winter Haven. This move-in-ready home offers modern design, low-maintenance living, and a highly sought-after bonus flex room—perfect as a home office, gym, media room, or even a potential 4th bedroom to fit your lifestyle. The open-concept layout flows seamlessly, featuring spacious living areas, contemporary finishes, and abundant natural light throughout. The split-bedroom floor plan provides both comfort and privacy, making it ideal for families or guests. Perfectly located between Orlando and Tampa, you’ll enjoy easy access to major highways, top employers, and world-class entertainment. Just minutes from LEGOLAND Florida Resort and the scenic Chain of Lakes, this home offers the perfect blend of convenience and lifestyle. If you’re searching for a newer construction home in Winter Haven with flexible living space and prime Central Florida location, this one is a must-see.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Darein Washington (484-335-8914)
908 WHISPER LAKE DR, WINTER HAVEN, FL 33880
$224,00098 Days on yellowkey MLS ID: P4937925
1 Days Off yellowkey (back on 5/9/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1219 Built: 1986Monthly Fee: $8 Tax: $1,115 (2025)Community: Whisper Lake ISingle Family
Taxes:$1,115
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *BACK ON THE MARKET due to buyer financing, no fault of seller**Welcome home to this beautifully maintained move-in ready 3-bedroom, 2-bathroom home with a screened-in porch located in Winter Haven, Florida. As you step inside, you are greeted by elegant French doors and a stunning bay window that fills the living room with an abundance of natural light. The primary suite is privately located on one side of the home and offers its own en-suite bathroom and walk in closet, creating a peaceful retreat at the end of the day. On the opposite side of the home, you will find two additional bedrooms and a second full bathroom. The kitchen features a practical layout and opens to the dining room, creating a comfortable space for daily living and hosting guests. An interior laundry closet adds convenience and makes household tasks simple and accessible. Step outside to enjoy the spacious screened-in back porch, ideal for relaxing or hosting family gatherings. The fully fenced backyard and additional side patio offers a great space for grilling and spending time with friends and loved ones. A one car garage provides secure parking along with additional storage space. This home is conveniently located in the Whisper Lake Community off Highway 17 with quick access to the Polk Parkway, making commutes to Orlando and Tampa simple and efficient. Located just minutes from LEGOLAND Florida Resort, as well as shopping, dining, and everyday amenities. The 3rd bedroom is currently not fully enclosed, but can easily be completed to create a fully private third bedroom, home office, or flex space. It is currently left open behind the dinning room to create a larger space. This delightful home is ready for you, schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Ashley Lopez (863-585-0585)
124 1ST ST, WINTER HAVEN, FL 33880
$30,000414 Days on yellowkey MLS ID: TB8373429
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 680 Built: 1943 Tax: $1,076 (2024)Community: Leslie J A SubSingle Family
Taxes:$1,076
Remarks: Auction Property. ***Auction will run April 27th 2026- May 7th 2026 *** 2 bedroom 1 bathroom house ***All property information to be verified by buyers*** Property is sold with any outstanding code violations, liens, or expired permits. Buyer to do own research prior to bidding.
Listing is courtesy of: A BETTER LIFE REALTY (727-521-7378)
Listing Agent: Tony Kelly (863-287-4672)
208 CALEB WAY, WINTER HAVEN, FL 33881
$259,00039 Days on yellowkey MLS ID: P4938499
0 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Monthly Fee: $83 Tax: $4,002 (2025)Community: Jace LndgSingle Family
Taxes:$4,002
Remarks: Under contract-accepting backup offers. A stunning home featuring three spacious bedrooms and two bathrooms with a desirable split bedroom plan. Built in 2021, this residence offers a generous 2,200 square feet under roof, seamlessly blending an open floor layout with the latest technology for exceptional value in one incredible package. Enjoy the convenience of a smart home with automated lighting, climate control, and advanced security access, all designed to bring comfort and efficiency right to your fingertips. The architectural roof is less than a year old, and the energy-efficient construction ensures lower utility costs and sustainable living. This property also includes a water softener, washer, and dryer, all of which stay with the home for added value. If buyers need assistance with closing costs, the seller is open to considering support, making this an even more attractive opportunity. Seller will leave Living room, dining room furniture, big screen tv in master, if buyer desires.
Listing is courtesy of: BROKER’S REALTY AND CONSULTING (863-557-3265)
Listing Agent: Patty Clemons (863-557-3265)
1820 5TH ST SE, WINTER HAVEN, FL 33880
$205,00032 Days on yellowkey MLS ID: P4938556
0 Days Off yellowkey (back on 5/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1338 Built: 1961 Tax: $1,284 (2025)Community: Southeast TerraceSingle Family
Taxes:$1,284
Elementary School: Frank E. Brigham Academy
Remarks: Nestled in the heart of Winter Haven just north of Lake Lulu, this charming block home captures the true essence of a hometown retreat. Inside, the 1,338 square feet of living space feels warm and inviting, featuring a classic living and dining layout that flows into a versatile Florida room—currently used as a cozy third bedroom. Peace of mind comes standard here, thanks to a sturdy roof installed in 2019 and a solid construction that has stood the test of time. Step outside into your private sanctuary, where a spacious 0.24-acre fenced yard offers plenty of room for pets to roam or for gardening under the Florida sun. The property is a hobbyist’s dream, equipped with two large storage sheds (240 and 96 square feet) that provide ample space for a workshop, gear, or seasonal decor. The location truly bridges the gap between quiet residential living and urban convenience; you are just a short, breezy walk from the Publix Shopping Plaza, Walmart, and a variety of local restaurants. For those seeking a bit of magic, LEGOLAND Florida Resort is only 15 minutes away, while the vibrant amenities of downtown Winter Haven are practically at your doorstep. This is more than just a house; it’s a place to plant roots in a community that feels like home. Go ahead and schedule a showing today.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Twanna Dewdney (863-207-1634)
601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881
$795,900138 Days on yellowkey MLS ID: P4937480
REDUCED by $19,100 (2.3%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2140 Built: 1977 Tax: $760 (2025)Community: Not In SubdivisionSpa: NoSingle Family
Taxes:$760
Remarks: Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 80' on Lake Pansy and a bonus 80' of canal frontage across the street. The property provides excellent water access and endless sunset views. Outside is where this home really shows off with amenities including a heated saltwater pool / lap pool with markers on the bottom, lighting and water features, added style with a surfboard outdoor shower, screened in with panoramic panels because this view deserves center stage. The outdoor summer kitchen is outfitted with a refrigerator, table top ice chest, bar area, and a grill supplied by a 99-gallon propane tank, making it well-suited for entertaining all year round. The lanai is glassed in with cedar tongue and groove ceiling and motorized retractable sunshade, while enhanced landscape lighting and mature palm trees set the tropical tone. Additional exterior upgrades include a composite dock, fenced in yard, seamless gutters with leaf filters, and recently replaced garage and front entry doors. Inside, the vibe continues with an electric fireplace with customizable lighting (because ambiance matters). Live-edge floating shelves with integrated lighting adds a designer touch. Double-pane replacement windows, custom drapes, California Closets, luxury vinyl and ceramic tile throughout, laundry closet for added convenience. The kitchen brings the function and the flair with an island, generous storage, new cabinetry, quartz countertops, a natural gas range with hood ventilation, along with a built in microwave, electric oven, and refrigerator/freezer. Culligan water treatment. The roof and HVAC system are approximately 10 years old. Additional features include epoxy garage floor, LRE foundation improvements, and well-fed irrigation. Prewired generator hook-up installed in garage. The boat ramp is located on the west side of lake Pansy. Conveniently Located 20 minutes from Lego Land, 7 minutes from Publix Super Market, 5 minutes to Home Depot, 3 minutes to the nearest boat ramp to access the Winter Haven Chain of Lakes. This is a rare opportunity to own a turnkey lakefront property with endless sunsets, extensive upgrades, and no HOA restrictions.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Olivia Boggs (863-232-8234)
2734 ROCHELLE DR, WINTER HAVEN, FL 33881
$450,00022 Days on yellowkey MLS ID: G5109004
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2829 Built: 2006Monthly Fee: $21 Tax: $5,183 (2025)Community: Lake Rochelle EstatesSingle Family
Taxes:$5,183
Remarks: Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry, and an inviting layout perfect for entertaining or family gatherings. The master bedroom is on the first floor with a walk-in closet and a stunning view to the lake. Upstairs loft area with 3 additional bedrooms and a jack-and-jill bathroom. Convenience meets functionality with a downstairs laundry room, two-car garage, and long driveway providing plenty of parking. The exterior has been freshly painted, giving the home a crisp, updated look that complements its serene waterfront setting. Enjoy mornings with coffee by the lake and evenings watching sunsets reflected on the water. Located just minutes from LEGOLAND, 30 minutes from Disney, and only two hours from both Florida coasts, you’ll have endless recreation and adventure at your doorstep. This lakefront gem blends natural beauty, modern comfort, and an unbeatable location — the perfect place to call home in the heart of Winter Haven, FL. Use Showtime feature to schedule your viewing.
Listing is courtesy of: GATAP REALTY (352-978-5459)
Listing Agent: Roberta San Juan (786-256-1139)
1930 AUSTIN TER, WINTER HAVEN, FL 33884
$499,90034 Days on yellowkey MLS ID: S5148834
0 Days Off yellowkey (back on 5/10/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2544 Built: 2004Monthly Fee: $92 Tax: $5,504 (2025)Community: Woodpointe Ph 1Single Family
Taxes:$5,504
Elementary School: Elbert Elem
Remarks: Under contract-accepting backup offers. Welcome to 1930 Austin Terrace, located in the highly desirable gated community of Woodpointe in SE Winter Haven. Perfectly situated near Hwy 27 and just minutes from LEGOLAND Florida Resort, this home offers both convenience and a peaceful cul-de-sac setting on a spacious fully fenced 0.32-acre lot.This beautifully designed 4-bedroom, 3-bathroom POOL home welcomes you with an elegant entry foyer, soaring specialty ceilings, and wood flooring throughout, complemented by ceramic tile in the foyer, kitchen, breakfast nook, and bathrooms. The thoughtfully designed layout includes a formal dining room and an open, inviting living space ideal for both everyday living and entertaining. The kitchen features granite countertops, a new refrigerator (04/2026), a breakfast bar, and a walk-in pantry, with a cozy breakfast nook overlooking the saltwater pool for relaxed mornings. Step outside to enjoy true Florida living with a screen-enclosed pool, covered lanai, and a beautifully paved pool patio, perfect for hosting or unwinding in your private, fully fenced backyard. The pool system has been well maintained with a new pool pump (09/2025) and recently updated salt cell and WiFi-enabled motherboard (03/2026), offering modern convenience and efficiency. The spacious primary suite serves as a private retreat, complete with an additional office space, fireplace, walk-in closet, and an ensuite bathroom featuring a split sink vanity, garden tub, and separate shower. Additional highlights include a newer AC system (approximately 4 years old), a brick-paved driveway and walkways, and a charming covered front porch accented by columns, adding to the home’s curb appeal. A brand new roof will be put on before closing! This exceptional property offers the perfect combination of space, style, and location in one of SE Winter Haven’s most sought-after gated communities.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
241 GROVE BRANCH RD, WINTER HAVEN, FL 33880
$234,900248 Days on yellowkey MLS ID: L4956146
REDUCED by $5,000 (2.1%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1140 Built: 2009Monthly Fee: $57 Tax: $3,774 (2024)Community: Squires GroveSingle Family
Taxes:$3,774
Remarks: Charming 3-Bedroom, 2-Bathroom Home in Squires Grove – Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable Squires Grove subdivision. This move-in ready property offers modern updates and thoughtful features that make it the perfect place to call home. Step inside to find brand new commercial-grade waterproof laminate flooring throughout, adding both durability and style. The spacious living room is perfect for relaxing or entertaining, while the kitchen includes a cozy eating area ideal for casual family meals. Enjoy Florida living at its best with a screened-in back patio, complete with lighting and tile flooring—a great spot for morning coffee or evening gatherings. The patio opens up to a beautiful back yard, offering added peace and privacy. BRAND NEW A/C system installed in March 2025, ensuring comfort year-round.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Tony Fridovich (863-698-4267)
247 S LAKE PANSY DR, WINTER HAVEN, FL 33881
$469,90049 Days on yellowkey MLS ID: TB8496517
REDUCED by $10,000 (2.1%) on 05/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2247 Built: 1986Monthly Fee: $136 Tax: $2,948 (2025)Community: Hartridge HillsSingle Family
Taxes:$2,948
Remarks: LAKEFRONT 3 BEDROOM / 2 BATH HOME WITH PICTURESQUE OPEN WATER VIEWS AND PRIVATE 30 FT DOCK! Located directly on Lake Pansy in the gated subdivision of Hartridge Hills, a quaint lakefront community of approximately 60 homes. NEWER ROOF 2022 and NEWER GENERAC GENERATOR 2020. Lot size is 150 X 83 ft directly on Lake Pansy. Additional lot size in records of 2.44 acres includes riparian or water rights into the lake. Beautiful stone working fireplace with vaulted ceiling in the great room. Spacious kitchen with plenty of storage and breakfast area overlooking tranquil water views. Home was originally constructed with 2,247 sq ft and later the expansive back porch was enclosed bringing the total to 2,958 sq ft of air-conditioned living space under roof. Large windows and sliding glass doors frame panoramic vistas, infusing the space with a sense of tranquility and connection to nature. Attached 2-car garage with large storage room. HOA fees include lawn care, trimming and fertilizer to give you more time to relax. Access to Lake Hartridge and the ‘Chain of Lakes’, a navigable canal system connecting 15 lakes, is obtained from the private community boat ramp and dock. This community is well known and desired by aircraft owners and flying enthusiasts as it is near Gilbert Field-Winter Haven Regional Airport, a city-owned airport that supports over 80,000 flights a year. It is also home to the Jack Brown Seaplane Base renowned as the largest and one of the oldest seaplane training and base operations in the world. Conveniently located between Orlando and Tampa with great attractions, waterfront restaurants, shopping, and some of the best fishing and ski lakes available! Welcome home to endless days of sunshine and relaxation. Please see the interactive 3D virtual tour and floor plan. Virtually staged photos are included.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kay Szinegh (813-918-0624)
1715 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880
$283,99941 Days on yellowkey MLS ID: P4938520
REDUCED by $14,901 (5.0%) on 05/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1556 Built: 1990 Tax: $3,176 (2025)Community: Sandalwood SubSpa: NoSingle Family
Taxes:$3,176
Remarks: This updated and well-maintained three-bedroom, two-bath home, built in 1990, offers timeless comfort with smart updates. It features a new roof installed four to five years ago, double-paned tinted windows, city water and sewer, plus a dedicated well for the sprinkler system. Inside, you'll find an electric fireplace, updated kitchen with range, refrigerator, dishwasher, washer and dryer. flooring is a mix of tile, laminate, and carpet, a full security system, Ring doorbell, camera system, and a water purifier. The two-car garage comes with an opener, and the fully fenced backyard includes both chain-link and wood sections, a storage shed, and a handy workshop - plus the lawnmower stays with the property. It's a turnkey, low-maintenance gem ready for its next chapter.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Teresa Markley (863-207-3457)
23 OAKWOOD RD, WINTER HAVEN, FL 33880
$574,90031 Days on yellowkey MLS ID: L4961490
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2125 Built: 1994 Tax: $5,836 (2025)Community: N/ASingle Family
Taxes:$5,836
Remarks: Need space? This private gated 2.38-acre Winter Haven property with NO HOA offers room to live, play, and grow—bring your RV, boat, ATV, and all your toys. Set well back from the road behind a remote-operated gated entry, this property delivers the privacy and convenience buyers are actively searching for in Winter Haven and throughout Polk County. The fully fenced acreage gives you the freedom to create the lifestyle you want—whether it’s kids playing football or volleyball, evenings around a fire-pit, playground, space for a future pool, or planting your own fruit trees and garden. Inside, the home features an open floor plan with a desirable split-bedroom layout, offering both functionality and comfort. Enjoy formal living and dining spaces for hosting, plus a spacious family room that flows into the kitchen—perfect for everyday living and gatherings. The kitchen is equipped with abundant cabinetry, hardwood flooring, a breakfast bar overlooking your private backyard. The owner’s suite is a peaceful retreat, featuring French doors leading to the screened back porch, a large walk-in closet, and a spa-style bathroom with soaking tub and separate shower. A flexible fourth bedroom near the primary suite provides the ideal space for a home office, nursery, or hobby room. Step outside and experience true Florida living from your 42’ covered front porch or 34’ screened back porch, surrounded by mature trees and open space. This property offers the perfect balance of cleared land for activities and wooded areas for added privacy. Additional features include: * Remote-operated gate for easy access and security * New roof in 2023 * Side-entry 2-car garage + metal carport * Inside laundry room * Well for irrigation & water softener * High and dry acreage *New AC, Well Pump & Water Heater in 2018 *Septic Pumped 2026 Located just minutes from the Polk Parkway, with convenient access to Lakeland, Tampa, and Orlando, this home combines privacy, land, and accessibility—a rare opportunity in today’s market. If you’ve been searching for a gated acreage property in Winter Haven with no HOA and true outdoor living potential, this one checks all the boxes.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Kimberly Davis (850-625-8855)
184 LAKE OTIS RD, WINTER HAVEN, FL 33884
$489,00067 Days on yellowkey MLS ID: L4960608
REDUCED by $10,999 (2.2%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2921 Built: 1969Monthly Fee: $100 Tax: $4,680 (2025)Community: Lakewood Tr 173Single Family
Taxes:$4,680
Remarks: Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout feature is the expansive 480 sq ft detached game room, included in the total living area, complete with a full bathroom and generous closet space—ideal for conversion into a private guest house, in-law suite, or home office. The primary suite boasts a recently renovated en-suite bathroom and direct access to the large screened lanai and pool area, creating a relaxing retreat. Major updates include a roof replacement in 2017. This exceptional property offers space, flexibility, and charm—don’t miss your opportunity to make it yours!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
3923 BALDWIN LN, WINTER HAVEN, FL 33884
$273,900297 Days on yellowkey MLS ID: P4935847
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 2006Monthly Fee: $467 Tax: $4,082 (2024)Community: Traditions Ph 1Single Family
Taxes:$4,082
Remarks: WELCOME TO 3923 BALDWIN LANE, NEW ROOF 2023, NEW A/C 2025, FRESHLY PAINTED 2024. LOCATED IN THE HIGHLY SOUGHT-AFTER TRADITIONS GATED COMMUNITY IN WINTER HAVEN! THIS BEAUTIFULLY MAINTAINED HOME OFFERS THE PERFECT BLEND OF COMFORT, STYLE, AND LOW-MAINTENANCE LIVING. FEATURING SPACIOUS LIVING AREAS, A WELL-APPOINTED KITCHEN, AND A SERENE SCREENED-IN LANAI, IT'S IDEAL FOR RELAXING OR ENTERTAINING. ENJOY RESORT-STYLE AMENITIES INCLUDING A CLUBHOUSE, HEATED POOL, FITNESS CENTER, TENNIS COURTS, AND LAKE ACCESS WITH A PRIVATE DOCK-PERFECT FOR ACTIVE ADULTS 55 AND BETTER! WITH 24-HOUR SECURED GATED ENTRANCE AND A VIBRANT, FRIENDLY ATMOSPHERE. TRADITIONS OFFERS THE LIFESTYLE YOU HAVE BEEN LOOKING FOR. THE SELLERS ARE OFFERING A GENEROUS $8,000 CREDIT TO BE APPLIED TOWARD THE BUYER'S PREPAID EXPENSES AND CLOSING COSTS. THIS INCENTIVE PROVIDES ADDED FLEXIBILITY AND CAN HELP REDUCE OUT-OF-POCKET EXPENSES AT CLOSING, MAKING HOMEOWNERSHIP EVEN MORE ATTAINABLE. SCHEDULE YOUR PRIVATE TOUR TODAY AND EXPERIENCE FLORIDA LIVING AT ITS FINEST.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Brian Reeves (877-366-2213)
1660 HUMMINGBIRD RD, WINTER HAVEN, FL 33884
$292,99024 Days on yellowkey MLS ID: O6406327
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1593 Built: 2026Monthly Fee: $30 Tax: $3,144 (2025)Community: Harmony On Lake Eloise Phase 2Single Family
Taxes:$3,144
Elementary School: John Snively Elem
Remarks: Under Construction. Let me Introduce you to the Astor this 1593 Sqft. 3 Bedroom 2 Bath home with the Garage in the rear is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Astor has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms and an Owners Suite that can easily fit a King size bed. If you like sitting outside, you have a covered lanai that is perfect for BBQing. And on top of all that it also comes with our Home Smart System. Come by today!
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
1373 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881
$279,00024 Days on yellowkey MLS ID: TB8506713
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1746 Built: 2019Monthly Fee: $30 Tax: $4,363 (2025)Community: Lucerne ParkSingle Family
Taxes:$4,363
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Boone Middle
Remarks: Situated in the heart of Central Florida's growing Polk County corridor, 1373 Lucerne Loop Road NE offers the kind of newer construction that is increasingly difficult to find at this price point. Winter Haven's continued growth, strong school access, and easy reach of both Tampa and Orlando make Lucerne Park a smart place to put down roots. The single-story layout was built in 2019 and designed with family living in mind. At 1,746 heated square feet, the home offers four bedrooms, two full baths, and an open kitchen and family room combination that keeps everyone connected. The kitchen features solid surface countertops, solid wood cabinets, a kitchen island, pantry, and a full appliance package. Tile flooring runs through the main living areas, with vinyl in all four bedrooms. The primary suite includes a walk-in closet and en-suite bath with dual sinks and a shower. Three additional bedrooms each offer built-in closet storage and flexibility for family, guests, or a dedicated home office. An interior laundry room, window treatments throughout, central air, and a two-car attached garage with opener provide the day-to-day practicality families rely on. The covered front and rear porches offer room to unwind, and the landscaped 0.15-acre homesite sits on a paved, sidewalk-lined street within a deed-restricted community where golf carts are welcome. Zoned for Lake Alfred Elementary, Boone Middle, and Haines City Senior High. HOA fees of $30 per month. Flood Zone X.
Listing is courtesy of: ENGEL & VOLKERS SOUTH TAMPA (813-448-2876)
Listing Agent: Desiree Swanz (813-727-1336)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.