Location: Winter Haven
Do Not Show Listings
6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881
$132,50081 Days on yellowkey MLS ID: S5146696
REDUCED by $4,400 (3.2%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1985Monthly Fee: $46 Tax: $147 (2025)Community: Lake N Golf EstatesSpa: NoManufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$147
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms, 2 bathrooms with a spacious and functional layout, including a Florida room, formal dining room, breakfast nook and a dedicated laundry/storage room, providing plenty of flexibility for everyday living and entertaining. Updated HVAC system (2024) & automated thermostat. Additional exterior features include awnings for added shade and energy efficiency, along with a spacious carport for convenient covered parking. The home already passed the insurance/4-pointe inspection & will come with a one year home warranty at closing. It is situated within an established, beautifully maintained community known for its welcoming atmosphere & convenient access to nearby shopping, dining, medical facilities, & major roadways. Residents of Lake N Golf Estates enjoy fantastic amenities including a clubhouse, heated pool, spa, shuffleboard courts and community boat slip access, perfect for taking full advantage of the scenic lakefront setting. With OWNED land, low maintenance living, this community offers both comfort & peace of mind. Whether you're looking for a seasonal retreat or a fulltime residence, this is a wonderful opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and experience all that Lake N Golf Estates has to offer!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
4019 CARTERET DR, WINTER HAVEN, FL 33884
$265,00096 Days on yellowkey MLS ID: S5145776
REDUCED by $4,999 (1.9%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 2006Monthly Fee: $484 Tax: $1,704 (2025)Community: Traditions Ph 01Spa: NoSingle Family
Taxes:$1,704
Remarks: Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communities known for its vibrant lifestyle & exceptional amenities. Fully upgraded with a brand new HVAC system & water heater installed (both in March 2026), an updated roof (November 2023), updated kitchen appliances (2024), refreshed landscaping (2026), newer irrigation controller and bidet (2025), fresh interior paint (December 2025), exterior paint (2024). This thoughtfully designed 2 bedroom, 2 bathroom home also includes a versatile office that can easily serve as a third bedroom, along with a spacious family room that provides additional living space for relaxing or entertaining. As you arrive, you’re welcomed by a covered and screened front entry. Inside, the open concept floor plan is enhanced by vaulted ceilings & a stylish blend of luxury vinyl flooring in the main living areas and ceramic tile in the kitchen, bathrooms and laundry room, creating both elegance and easy maintenance. The eat in kitchen is bright and inviting, featuring a closet pantry, stainless steel appliances that are just two years old and a comfortable dining space ideal for everyday meals. An interior laundry room is conveniently located just off the kitchen and provides direct access to the two car garage. Sliding glass doors from the living room lead to a screen enclosed patio, offering the perfect spot to unwind, entertain guests, or simply enjoy Florida’s beautiful year round weather. The primary suite serves as a relaxing retreat, highlighted by a tray ceiling, walk in closet and an ensuite bathroom with a double sink vanity and step-in shower. Outside, the property is beautifully framed by mature landscaping, with an attached two car garage, brick paved driveway and walkway that enhance the home’s inviting curb appeal. Residents of Traditions enjoy a true resort style lifestyle, featuring a lakefront clubhouse with a library, fitness center, card room, and billiards, as well as a resort style pool, hot tub and sauna. Additional amenities include tennis and shuffleboard courts, a dog park, a boat ramp and a dock overlooking Ruby Lake, providing endless opportunities for relaxation and recreation. The $484 monthly HOA fee covers lawn care (including bush/tree trimming and mulch replacement), exterior painting, cable, and internet. Ideally located near shopping, dining, and medical facilities with Publix opening soon just down the street, this home offers the perfect combination of comfort, convenience, and an active community lifestyle.
530 SANCTUARY BLVD, WINTER HAVEN, FL 33881
$639,900116 Days on yellowkey MLS ID: S5144344
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3619 Built: 2023Monthly Fee: $83 Tax: $7,594 (2025)Community: Sanctuary By The Lake Ph OneSpa: NoSingle Family
Taxes:$7,594
Elementary School: Lake Alfred Elem
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design, & everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence & refined architectural detail. Step through the beautiful double front doors & experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, & expansive living spaces designed to feel both grand & inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal & casual living areas, creating an ideal setting for both entertaining & relaxed daily living. At the heart of the home lies a beautifully appointed chef’s kitchen, featuring granite countertops, upgraded Stainless Steel appliances, a breakfast bar, walk-in pantry, and generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room and dining areas, enhancing the home’s seamless indoor living experience. One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers. Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms, and a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity, and a very generous walk-in closet. Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes and quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace, and sink adds everyday convenience. A 50 amp generator port was added for peace of mind. Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks, and year-round entertainment, while nearby access to Lakeland & I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities.
6825 S LAKE HENRY DR NE, WINTER HAVEN, FL 33881
$239,000126 Days on yellowkey MLS ID: S5143698
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1790 Built: 1991Monthly Fee: $46 Tax: $2,317 (2025)Community: Lucerne Park Fruit AssnSpa: NoManufactured Home
Taxes:$2,317
Remarks: One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your OWN private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, Stainless Steel appliances including a built-in oven & cooktop, with plenty of cabinet space for storage and functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright & welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower, and a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large screened room, a paved open patio, and an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a new roof in 2025, updated windows, & updated plumbing for added peace of mind. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, & community boat ramp and dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today, lakefront homes at this price point do not last long.
1540 N LAKE MIRROR DR NW, WINTER HAVEN, FL 33881
$919,900377 Days on yellowkey MLS ID: P4934907
REDUCED by $30,100 (3.2%) on 06/12/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3885 Built: 1967 Tax: $6,494 (2025)Community: Mirro MacSingle Family
Taxes:$6,494
Elementary School: Inwood Elem
High School: Winter Haven Senior
Remarks: Lakefront living on the Winter Haven Chain of Lakes takes on a completely different feel at The Guest House, a rare Mid-Century Modern residence designed and built by internationally recognized architect Gene Leedy. Quietly tucked away at the end of a cul-de-sac on the crystal-clear waters of Lake Mirror, the setting feels surprisingly hidden despite being just minutes from shopping, dining, and convenient access to Lakeland, the Polk Parkway, and Interstate 4 for an easy commute between Tampa and Orlando. Originally commissioned for Thelma Guest, "The Guest House" is a striking example of Leedy’s signature architectural style, blending precast concrete construction, dramatic cantilevered forms, walls of glass windows and doors, deep overhangs, and natural light in a way that still feels timeless today. From the street, the design sits perfectly among mature trees and lush landscaping, setting the stage for what awaits inside. The layout was thoughtfully designed around openness, symmetry, and connection to the outdoors. A towering two-story glass entry and interior atrium create an immediate architectural focal point, while the open staircase and original vintage elevator add both character and functionality between levels. The main living spaces are positioned upstairs to maximize natural light and elevated lake views, with expansive glass overlooking the pool, shoreline, and towering oaks draped in Spanish moss. Nearly every upstairs bedroom and living area opens onto long covered balconies, creating seamless indoor and outdoor living. Downstairs offers an entirely different experience with additional flexible living areas surrounding the central atrium and opening directly to the lakefront grounds and pool area . The heated salt-filtered pool feels perfectly integrated into the original architecture, framed by Leedy’s iconic double “T” beam design and expansive covered patios that naturally extend the living space outdoors. The clean geometry, broad overhangs, and shaded entertaining areas create a resort-like atmosphere that feels both private and connected to the lakefront setting. The property itself offers direct frontage on beautiful Lake Mirror , known for its clear water, scenic shoreline, and access to the larger Winter Haven Chain of Lakes — a connected system of more than 20 lakes popular for boating, skiing, fishing, waterfront dining, and exploring by water. A lightly used public boat ramp located immediately next door makes launching effortless without sacrificing usable shoreline space on the property itself. Additional highlights include solar panels, tasteful modern updates, integrated storage and closet systems true to the Mid-Century aesthetic, two covered carports, circular drive, low-maintenance landscaping, and no HOA restrictions. Rarely does a home combine architectural significance, true Chain of Lakes waterfront living, privacy, and Central Florida convenience in such a compelling way. The Guest House is more than a lakefront residence — it is a piece of Winter Haven architectural history.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
6044 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$169,900398 Days on yellowkey MLS ID: S5126925
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1982Monthly Fee: $65 Tax: $1,287 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,287
Remarks: Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where you OWN THE LAND! Enjoy peaceful water views right from your backyard plus take advantage of a recent $15,000 price improvement, making this home an incredible value. This charming 2 bedroom, 2 bath residence offers the perfect blend of comfort, modern updates & Florida lifestyle living. The spacious and open floorplan features laminate flooring throughout the main living areas, creating a bright & inviting atmosphere. The kitchen has been tastefully updated with new cabinet facings, countertops, & Stainless Steel appliances, offering both style & functionality. The Florida room, complete with vinyl plank flooring, updated sliding doors & custom blinds, provides the perfect spot to relax and soak in the tranquil water views. Additional updates include double-pane windows throughout, as well as refreshed flooring, toilet, and faucets in the guest bathroom. The primary suite offers a barn door entry and private ensuite bathroom, while the guest bedroom provides flexibility for visitors or a home office. Garden Grove Oaks is a welcoming, well-maintained community offering a heated pool, clubhouse, and active social calendar, all with NO LOT RENT. With its waterfront setting, modern updates & excellent value, this home is truly move-in ready. Don’t miss the opportunity to make it yours, schedule your private showing today!
496 TERRANOVA ST, WINTER HAVEN, FL 33884
$430,000132 Days on yellowkey MLS ID: O6380041
REDUCED by $17,500 (3.9%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2357 Built: 2004Monthly Fee: $56 Tax: $6,005 (2025)Community: Terranova Ph 02Single Family
Taxes:$6,005
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: ROOF 2022! Enjoy the HEATED SALTWATER POOL all year in your backyard Oasis. LARGE CORNER LOT (.28 acre). SINGLE STORY HOME. Terranova is a GATED COMMUNITY nestled among the Winter Haven Chain of Lakes. LOW HOA. NO CDD. Screened in patio is great for enjoying the beautiful Florida weather. Fully fenced yard with double door gate so you can pull a small boat inside! SPLIT FLOOR PLAN features the primary bedroom and bathroom on one side of the home and three additional bedrooms and a full bath on the other. High ceilings. BRAND NEW PUBLIX GROCERY STORE less than five minutes away! Walking trail within the community to Chain of Lakes Elementary School. Call to schedule your private showing today.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1633 NANTUCKET WAY, WINTER HAVEN, FL 33884
$338,90047 Days on yellowkey MLS ID: O6403149
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Taxes:$0
Elementary School: Pinewood Elem
Tax Year: 2024
Remarks: Take advantage of an incredible builder promotion featuring low down payment options and builder paid closing costs, rate promotions, with a low 4.25% available making homeownership more accessible than ever. Inside you'll find premium upgrades throughout, from high end finishes and designer details to an open concept layout built for both everyday living and entertaining. Why wait to build when you can move right in? This quick move in home gives you the best of both worlds brand new construction without the wait plus incentive that make it an opportunity you don't want to miss. Welcome to the Summit model in Peach Crossings a beautifully designed, brand-new home offering four bedrooms, two bathrooms, and a bright open-concept layout. High ceilings create an airy feel throughout, while the spacious living area flows seamlessly into a stylish kitchen featuring ample counter space and brand new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A large hall closet adds valuable storage for everyday convenience. The owner’s suite provides a relaxing retreat with a generously sized bedroom and a private en-suite bathroom complete with dual sinks and a sleek step-in shower. The family room is perfect for entertaining or unwinding, with plenty of space for a sectional and media setup ideal for movie nights or casual gatherings. Step outside to your private lanai, perfect for enjoying Florida evenings, while the professionally landscaped front yard adds great curb appeal. Located in Polk County, Peach Crossings offers a peaceful setting with convenient access to shopping, dining, and local attractions. Residents also enjoy community amenities like a playground and picnic area, along with access to highly rated Polk County schools. With all upgrades included, this home is truly move-in ready. Schedule your private tour today!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Chris Courtney (407-406-0506)
140 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
$270,0005 Days on yellowkey MLS ID: G5113525
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1479 Built: 2022Monthly Fee: $58 Tax: $3,522 (2025)Community: Krenson BaySpa: NoSingle Family
Taxes:$3,522
Elementary School: Frank E. Brigham Academy
Remarks: Welcome to this inviting 3BR/2BA home with a 2-car garage and 2,128 sq. ft. in a gated Winter Haven community. Features include tile in the main living areas, carpet in the bedrooms, an open kitchen with pantry and dining area, and a primary suite with walk-in closet, dual sinks, garden tub, and separate shower. Enjoy no rear neighbors and backyard views of Lake Maude Natural Park, with convenient access to downtown Winter Haven, Polk State Diamond Plex, and the Chain of Lakes Trail.
Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)
Listing Agent: Alexis Ortiz Mendez (321-624-3951)
1085 BRENTON MANOR DR, WINTER HAVEN, FL 33881
$290,000189 Days on yellowkey MLS ID: TB8448346
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 2015Monthly Fee: $32 Tax: $2,217 (2024)Community: Brenton ManorSingle Family
Taxes:$2,217
Elementary School: Alta Vista Elem
High School: Haines City Senior High
Middle School: Dundee Ridge Middle
Remarks: Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle boarding. And when it’s time for entertainment, you couldn’t be better located: you’re just 20 minutes from LEGOLAND Florida Resort, and only about 30 miles from Walt Disney World, making magical Orlando day trips effortless.
Listing is courtesy of: MARZUCCO REAL ESTATE (813-679-1365)
Listing Agent: Clarisa Moody (813-446-2003)
460 PINEHURST CT, WINTER HAVEN, FL 33884
$249,00020 Days on yellowkey MLS ID: L4962087
1 Days Off yellowkey (back on 6/13/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 1980Monthly Fee: $144 Tax: $3,311 (2025)Community: Cypresswood Patio HomesSingle Family
Taxes:$3,311
Elementary School: Elbert Elem
Remarks: Relaxed golf community living inside the gated and guarded Cypresswood Golf & Country Club. Welcome to 460 Pinehurst Ct in Winter Haven, Florida — an updated and spacious 2 bedroom, 2 bath patio home tucked away on a quiet cul-de-sac street with no through traffic. A private walled walkway leads to a charming front porch with sitting area, creating a warm and welcoming approach. Step inside the foyer to discover a clean, updated interior offering more than 1,600 square feet of comfortable living space, highlighted by beautiful new flooring, a freshly painted interior, and a long list of thoughtful improvements. All carpeting has been removed, the outdated popcorn ceilings have been scraped and refinished for a more modern look, and the overgrown landscaping has been cleared away to create a clean, attractive, and easy-to-maintain property. The roof was replaced in 2020 for added peace of mind, and gutters have also been installed for convenience and functionality. The great room design creates a spacious and open feel, accentuated by built-in shelving and large glass sliders that bring in natural light while offering the perfect space to showcase personal décor and seasonal accents. Sliding glass doors open to the enclosed, air-conditioned Florida room, seamlessly expanding the living area and creating an easy indoor-outdoor lifestyle that can be enjoyed year-round. The great room also offers space for formal dining in addition to the casual eat-in area found within the kitchen. The generously sized kitchen features abundant real wood cabinetry, a large breakfast bar, closet pantry, and an inviting dining area ideal for casual meals and everyday living. The primary suite offers comfortable dimensions, a walk-in closet, and an en-suite bath complete with a tiled walk-in shower. The guest bedroom is also nicely sized and features its own walk-in closet along with convenient access to the full guest bathroom with tub and shower. Storage is abundant throughout the home with multiple interior closets, garage storage closets, and a spacious 2-car garage with laundry connections, helping keep everything neatly organized and out of sight. Additional features include an irrigation system and low-maintenance exterior living. Beyond the home, Cypresswood delivers one of Winter Haven’s most enjoyable golf community lifestyles. Residents enjoy access to the 18-hole championship golf course, originally opened in 1969 and designed by award-winning architect Ron Garl. Known for its rolling fairways and mature landscaping, the course also features a pro shop, driving range, putting green, and dedicated short-game practice areas. Just a short stroll from the home, residents can enjoy the recently refurbished junior Olympic-sized swimming pool, tennis courts, pickleball courts, and Wellness Center. The Cypresswood Pub & Restaurant serves as the social heart of the community, offering planned events, a full bar, great food, and live weekend music in a relaxed setting overlooking the golf course. Whether you are searching for a full-time residence, winter retreat, or low-maintenance golf community home, 460 Pinehurst Ct offers an exceptional opportunity to enjoy the Florida lifestyle in one of Winter Haven’s most established gated golf communities.
414 AVENUE C AVE NE, WINTER HAVEN, FL 33881
$224,900135 Days on yellowkey MLS ID: P4937606
REDUCED by $2,000 (0.9%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1922 Tax: $3,356 (2025)Community: Coker A B AddSingle Family
Taxes:$3,356
Remarks: This 2 BR, 2 BA home is located near Rotary Park and Kiwanis Park, which is on Lake Martha, both public parks. Each park has room for games and family gatherings. Rotary Park has a baseball field with backstop and other outside activity areas. This home is located near schools, the Winter Haven downtown post office, the Winter Haven (Bay Care Hospital) and several doctors offices and medical clinics. The Winter Haven Public Library is also 6+/- blocks to the west of this property. The home has a metal roof which offers a long life and better storm protection than typical asphalt shingles. The windows have been replaced and the central A/c - Heat system has recently been inspected. A detached storage building provides room for lawn equipment or other items not needed inside the residence, but are more easily accessed than typical attic space provides. The interior of the home has been extensively renovated with both bathrooms remodeled.
Listing is courtesy of: TOWN & COUNTRY REAL ESTATE (863-293-1141)
Listing Agent: Timothy Irby (863-206-4464)
2408 AVENUE A TER NW, WINTER HAVEN, FL 33880
$189,00013 Days on yellowkey MLS ID: L4962459
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1624 Built: 1956 Tax: $3,160 (2025)Community: Haven HomesSpa: NoSingle Family
Taxes:$3,160
Remarks: Looking for space, character, and the opportunity to add value? This long-time family home, lovingly owned since 1973, offers over 1,600 square feet and is located in desirable Northwest Winter Haven, just one block from a public park and only minutes from a neighborhood boat ramp with access to Lake Howard and the Winter Haven Chain of Lakes. Several updates have already been completed on one side of the home, including improvements to the kitchen and main bathroom, allowing buyers to move in and enjoy while completing additional projects over time. The half bath, den, workshop, and patio area provide excellent opportunities to customize and build equity. Whether you're a homeowner with a vision or an investor seeking a property with renovation potential, this home offers flexibility and room for creativity. The spacious floor plan includes a large den with built-in shelving, a generous workshop, and a sizable patio area, all situated on a .23-acre lot. With no HOA and endless possibilities, this property is ideal for buyers looking to create a personalized residence, multi-purpose living space, or investment opportunity. Cash or Renovation Loan financing makes this a fantastic option for those seeking value, space, and the chance to make a property their own while enjoying everything Winter Haven's Chain of Lakes lifestyle has to offer.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Kimberly Davis (850-625-8855)
6114 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$175,00055 Days on yellowkey MLS ID: L4961323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $65 Tax: $1,512 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,512
Remarks: Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom 2 bathroom home features a completely remodeled kitchen with stone counter tops, custom pull-out cabinetry, and luxury vinyl plank flooring. New carpet throughout most of home. Glass-enclosed Florida room with A/C overlooks pond and clubhouse. The guest bathroom includes a washer and dryer. Widened driveway, deep carport fits car + golf cart. Shed under a carport with water softener and storage/workshop space. Move-in ready partially furnished and conveniently located near all community amenities. Own your land in this 55+ Community. The roof was replaced in 2009.
912 E HERON CIR, WINTER HAVEN, FL 33884
$310,00023 Days on yellowkey MLS ID: O6410695
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $15,000 (4.6%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1502 Built: 1980 Tax: $1,098 (2025)Community: Garden Grove South AddSingle Family
Taxes:$1,098
Remarks: Welcome to this FULLY renovated, beautiful and large 3Bed 2bath home in Winter Haven!! Property has been fully renovated to 2026 standards in and out. Fresh pain in and out. Brand new 6" baseboards throughout the home. Crown molding throughout the main living space. Brand new water resistant LVP tile. Pool has been repainted. Walls have been refreshed and smoothened out. Popcorn ceiling through the main home has been sanded down and smoothened. Garage has been given a fresh coating of pain and the floors smoothened. Both Florida rooms have been renovated as well. Roof (2020) A/C (2020) New Water-heater installed (2026) Stainless Steel Samsung Dishwasher (2026) Stainless Steel Samsung Fridge (2026) Stainless Steel Whirlpool Electric Range (2026) Stainless Steel Broan-NuTone Range Hood (2026). Solar Panels are fully owned. Full 3D property walk-through video available upon request. PLEASE NOTE - I AM NOT AVAILABLE ON THE SABBATH/SATURDAYS
Listing is courtesy of: CARDINAL REALTY GROUP, LLC. (305-910-2902)
Listing Agent: Meir Tenenbaum (305-721-7408)
6457 DOMIZIO DR, WINTER HAVEN, FL 33884
$309,49090 Days on yellowkey MLS ID: O6392165
INCREASED by $500 (0.2%) on 04/07/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2025Monthly Fee: $53 Tax: $32 (2024)Community: Villa Mar 40'SSingle Family
Taxes:$32
Remarks: Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
1517 AXEL CIR, WINTER HAVEN, FL 33880
$489,00031 Days on yellowkey MLS ID: P4938741
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3022 Built: 2023Monthly Fee: $71 Tax: $4,964 (2025)Community: Pinnacle PointSingle Family
Taxes:$4,964
Elementary School: Lake Shipp Elem
Remarks: Winter Haven home near Chain of Lakes featuring 5 bedrooms, 3 bathrooms, and 2 flexible bonus rooms offering exceptional convenience and a lifestyle close to everything Central Florida buyers love. This move in ready property provides effortless access to major commuter routes, grocery stores, shopping, dining, scenic walking trails, LEGOLAND Florida Resort, and Florida’s beautiful beaches just about 90 minutes away. Step into your own private outdoor sanctuary designed for both relaxation and entertainment. The caged saltwater pool includes a 6×10 sun shelf perfect for in water lounging along with a 3 to 6 foot depth range ideal for both play and leisurely floating. Enjoy the luxury of a heated spa with priority Jacuzzi jet action creating the perfect setting for evening unwinding, stress relief, muscle relaxation, or hosting friends for cozy nights under the stars. The spacious gazebo offers a shaded retreat for outdoor dining, socializing, or simply enjoying the Florida breeze. Practical upgrades elevate this property as it is equipped to support a home generator, has a warrantied water softener for supreme taste, two 5-ft gates that create a wide 10-ft entry to the backyard and a on-site shed adding valuable extra storage keeping everything tidy and easy to access. Inside, the home feels bright, modern, and truly move in ready. The open concept layout creates an inviting flow throughout, and the generous kitchen is perfectly suited for gatherings, meal prep, and everyday connection. With its flexible floor plan, this home easily accommodates large families, multi generational living, or hosting guests with comfort and privacy. A standout property offering both lifestyle and practicality. This home is a must see!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Andrea Friedmann (863-661-6535)
5045 KAIA AVE, WINTER HAVEN, FL 33884
$319,12534 Days on yellowkey MLS ID: TB8502928
REDUCED by $23,135 (6.8%) on 05/28/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 2026Monthly Fee: $154 Tax: $1 (2026)Community: VillamarSpa: NoSingle Family
Taxes:$1
Tax Year: 2026
Remarks: Under Construction. Brand new, energy-efficient home available by May 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home providing plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)
Listing Agent: Bryan Sumner (813-336-5895)
345 24TH ST NW #23, WINTER HAVEN, FL 33880
$170,00099 Days on yellowkey MLS ID: L4960143
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 942 Built: 1979Monthly Fee: $270 Tax: $1,776 (2025)Community: Imperial VillasVilla
Taxes:$1,776
Remarks: **PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well maintained 2 Bedroom/ 2 Bathroom Villa that offers a complete update, boasting tasteful renovations throughout. Being sold Fully Furnished! From the kitchen to the bathrooms, flooring to the roof, nearly everything has been thoughtfully upgraded. Step inside to discover new ceramic tile and luxury vinyl flooring that sets a modern tone. The kitchen showcases stainless steel appliances, granite countertops, ample cabinet and countertop space. Retreat to the owner's suite at the back of the villa, offering a beautifully tiled walk-in shower and a generous walk-in closet. Through the great room, step into to enclosed lanai. Updates include: Roof (2020), Electrical Panel (2023), HVAC (2012) & Tankless Hot Water Heater (2018). Residents of this community have access to a refreshing pool, making it perfect for leisurely afternoons. The low HOA fee of $270/month covers water, internet, cable, gas, trash and grounds maintenance, ensuring a hassle-free lifestyle. Conveniently located just a short walk from the picturesque Lake Howard and minutes away from downtown Winter Haven. You'll have easy access to charming shops, delectable restaurants, the historic Ritz Theater, and vibrant events like farmers markets in the park. Don't miss out on the opportunity to make this your new home. Schedule your private showing today and experience the epitome of Florida living!!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Cheryl Brewer (863-224-0045)
1213 8TH ST NW, WINTER HAVEN, FL 33881
$199,90053 Days on yellowkey MLS ID: L4961397
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 972 Built: 1964Monthly Fee: $135 Tax: $1,873 (2025)Community: North Gate VillageVilla
Taxes:$1,873
Remarks: Virtually Staged. Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community — ready for a new owner. Single-level, move-in ready home with a bright, open floorplan, remodeled kitchen and stainless steel appliances. Durable LVP flooring (2021) throughout the main living areas and new carpet in the bedrooms. Laundry includes washer/dryer 2021; refrigerator 2025. Security system installed. Major recent system and structural upgrades for worry-free ownership: HVAC 2023; 40-gal water heater 2023; PEX water lines 2024; new carport roof 2024; new power panel & upgraded wiring 2021; attic insulation & interior paint 2021. Ease of living: Enjoy true low-maintenance, single-level living with HOA exterior care, easy parking under the new carport roof, and modern systems that minimize upkeep and unexpected expenses. The thoughtful updates and security system provide peace of mind and allow you to spend more time enjoying community amenities, nearby lakes, dining, and shopping rather than home maintenance. Location and lifestyle: Conveniently close to Publix, dining, and scenic lakes — ideal for active adults seeking convenience and leisure.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Holly Patterson (717-668-9598)
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