Winter Haven Homes with Private Mailbox Exterior Features

Winter Haven Homes with Private Mailbox Exterior Features

Winter Haven, located in Polk County, Florida, is a vibrant city known for its picturesque landscapes and abundant recreational opportunities. Nestled amidst the beautiful Chain of Lakes, Winter Haven offers residents a perfect blend of natural beauty and modern amenities.

With a population of over 40,000, Winter Haven is a thriving community that provides a high quality of life. The city boasts a warm and inviting atmosphere, making it an ideal place to call home. Its close proximity to major cities like Orlando and Tampa ensures residents have easy access to a wide range of entertainment, shopping, and dining options.

When it comes to housing options in Winter Haven, homes with private mailbox exterior features are in high demand. These homes offer residents added convenience and privacy, allowing them to receive their mail without leaving the comfort of their own property. Whether you're looking for a cozy bungalow or a spacious family home, Winter Haven has a diverse range of real estate options to suit every taste and budget.

In addition to its stunning homes, Winter Haven also boasts a variety of recreational activities. The Chain of Lakes is a popular destination for boating, fishing, and water sports enthusiasts. The city is also home to numerous parks, golf courses, and nature trails, providing ample opportunities for outdoor adventures.

With its charming neighborhoods, convenient amenities, and natural beauty, Winter Haven is a city that offers a truly exceptional living experience. Whether you're seeking a peaceful retirement retreat or a place to raise a family, Winter Haven has something for everyone.

Newest Winter Haven Homes with Private Mailbox Exterior Features

$115,000
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 1368 Square ft. 2 bedroom 2 bath 1984 with an attached enclosed Florida room and an enclosed carport with ac. The king size master bedroom has a walk-in closet and a private bathroom with a tub shower. It has an inside utility room with washer & dryer. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.

113 Lake Hazel Drive, Winter Haven
$425,000
4 Beds ⋅ 3 Baths ⋅ Sun Rdg Village East SubDv. ⋅ 33880 Zip Code
Welcome to this well-maintained Winter Haven pool home, offering over 2,400 sqft of living space on a corner lot. This 4-bedroom, 2.5-bathroom home includes a 3-car garage, wood floors in the kitchen, foyer, and dining room, and spacious rooms with generous closet space. Upstairs, a cozy loft provides the perfect spot to unwind. Step outside to a screened and in-ground pool and spa, surrounded by a large, fenced backyard—ideal for privacy and outdoor enjoyment. The property also includes a rear parking pad with its own side entry, perfect for storing a boat or trailer. If you're looking for an affordable, move-in ready pool home with room to grow—or a strong investment opportunity—this is one you don’t want to miss. The seller is motivated, so schedule your showing today.

5009 Strada Drive, Winter Haven
$580,000
4 Beds ⋅ 3 Baths ⋅ Country Estates SubDv. ⋅ 33881 Zip Code
Looking for that extra large yard? Well you have found it! This property is just over 1/2 acre and NO HOA, Bring all your toys, add a pool or build that detached workshop you have always wanted. 4 bedrooms 2.5 bathrooms 2 story home with 1 bedroom on first floor. 500 square foot oversized 2 car garage is attached. Conveniently located to all Polk County has to offer. Call today for private showing.

915 Hillside Court S, Winter Haven
$164,999
3 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
This well-maintained unit is a corner lot unit with 3bed/2bath. Features: ceramic tiles flooring throughout, a huge living room and a kitchen with the laundry space area. The kitchen comes fully equipped with appliances, including a washer and dryer. Large Florida room with a separate A/C unit, could serve as a 4th bedroom/guest bedroom or play room. Two assigned parking spaces out front, one with aluminum carport. Additional guest parking is available near the unit with proper permit tags. Community for ALL Ages and conveniently located close to dining and stores. Low maintenance living with an HOA that takes care of it and include the home Insurance: covering roof maintenance and exterior building maintenance, landscaped grounds, road maintenance. Facilities: heated pool, clubhouse, shuffleboard and boat slip. Allows 2 pets under 40 pounds. Located just minutes from HWY 27. New roof installed in March 2025. Call today and schedule your private tour.

344 Winter Ridge Boulevard Unit 344, Winter Haven
$309,900
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to 2820 Traditions Blvd S, located in the desirable 55+ gated community of Traditions at Lake Ruby in Winter Haven. This well-maintained Augusta model offers 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and a peaceful pond-front setting. This home is perfect for Florida living! The open and comfortable floor plan provides beautiful pond views from the kitchen, dining area, living room, primary suite, and enclosed patio, allowing you to enjoy the tranquil Florida surroundings throughout the home. The kitchen offers ample cabinetry and workspace, while the spacious living areas create an inviting environment for both everyday living and entertaining. The split bedroom layout provides privacy for owners and guests alike. The enclosed patio is a wonderful space to relax, enjoy your morning coffee, or unwind while taking in the water views. Just outside your door, enjoy all that Traditions at Lake Ruby community provides, including a clubhouse, resort-style amenities, pool, fitness facilities, and recreational opportunities designed for an active adult lifestyle. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, golf, and Central Florida attractions. Whether you are looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the relaxed lifestyle of Traditions at Lake Ruby.

2820 Traditions Boulevard S, Winter Haven
$315,000
3 Beds ⋅ 2 Baths ⋅ Lake Thomas Woods Seventh Add SubDv. ⋅ 33880 Zip Code
This 3-bedroom, 2 bath home with bonus room/enclosed porch that can be easily converted to an office, Florida room or den. Home is located in the Lake Thomas Woods neighborhood with no HOA fees off of 542/Winter Lake Rd, making travel to Orlando, Tampa and Lakeland a quick commute. Modern open concept offers amazing entertaining space with kitchen, dining, family and living rooms all adjoined, yet offers individualizing of each room at the same time. Step outside to a spacious, fully fenced backyard featuring an open patio that's perfect for relaxing, entertaining, or enjoying the outdoors. Home is in a CUL-DE-SAC with .34 acres. The oversized two car garage features a side entry, and an over-sized driveway offering plenty of room for an RV, work truck, or trailer, providing exceptional parking flexibility. Recent updates include a new roof recently replaced in January 2026 and a Generator Transfer Switch Installed 2025 for Generator plug in. A/C installed 2009 and has been recently serviced and cleaned. Hot water was replaced in 2015. You won't want to miss this GORGEOUS home! Home is move in ready so schedule your private showing today.

1514 Lake Thomas Loop, Winter Haven
$310,000
3 Beds ⋅ 2 Baths ⋅ Emerald Estates SubDv. ⋅ 33880 Zip Code
Beautifully Updated 3-Bedroom + Office Home on a Quiet Cul-de-Sac Near Lake Sears. Welcome to 156 Manseau Drive, a beautifully maintained 3-bedroom, 2-bath home with a dedicated office/bonus room, ideally situated on a peaceful cul-de-sac in Winter Haven and just moments from a nearby lake. Offering 1,323 square feet of thoughtfully designed living space, this move-in-ready home combines style, comfort, and functionality. Inside, you'll find an open, light-filled floor plan featuring luxury vinyl plank flooring, a spacious living area, and a beautifully updated kitchen with stainless steel appliances, subway tile backsplash, and ample counter space. The versatile office/bonus room provides the perfect space for working from home, a playroom, fitness room, or additional flex space to fit your needs. The spacious primary suite offers a private retreat with an updated en-suite bathroom, while two additional bedrooms provide comfort for family and guests. Step outside to the covered rear lanai and enjoy the large, fully fenced backyard ideal for entertaining, relaxing, or giving pets plenty of room to play. The property also includes two storage sheds, offering exceptional space for tools, lawn equipment, hobbies, or additional storage. For added peace of mind, the home has been repiped, providing an important mechanical update that many buyers appreciate. Conveniently located near shopping, dining, schools, medical facilities, and major roadways, this home offers the perfect combination of modern updates, flexible living space, and everyday convenience.

156 Manseau Drive, Winter Haven
$235,000
4 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 10 SubDv. ⋅ 33880 Zip Code
Discover the value you've been searching for! This affordably priced 4-bedroom, 2-bath home offers the space today's buyers need without stretching the budget. Inside, you'll find tile flooring throughout, a welcoming formal living room, plus a spacious family room just off the kitchen—perfect for everyday living and entertaining. The kitchen also features a dedicated dining area, creating a comfortable gathering space for family and friends. A generous utility room with additional storage helps keep everything organized, while outside you'll appreciate the fully fenced backyard, offering room for pets, play, or weekend BBQs. A large concrete pad with an existing storage shed provides excellent space for tools, hobbies, or outdoor equipment. Best of all, there's no HOA, giving you added flexibility and fewer restrictions. If you've been searching for an affordable home with four bedrooms, functional living space, and a spacious backyard, this one deserves a spot at the top of your list!

506 Thomas Avenue, Winter Haven
$337,000
2 Beds ⋅ 2 Baths ⋅ Lake Dexter Woods Ph Two SubDv. ⋅ 33884 Zip Code
PRESENTING A CHARMING LAKEFRONT RETREAT ON LAKE DEXTER! This beautifully maintained 2-bedroom, 2-bath residence with a 1-car garage offers an exceptional blend of comfort, thoughtful upgrades, and waterfront living. The spacious kitchen flows seamlessly into the open living area, creating an inviting setting for everyday living and entertaining, complete with a modern LED fireplace. Travertine flooring extends throughout most of the home, while the guest bedroom features warm bamboo flooring. Plantation shutters and newer PGT hurricane-impact windows provide added beauty, energy efficiency, and peace of mind. Additional improvements include a three-year-old energy-efficient metal roof, radiant barrier insulation in the attic, an Amarr triple-steel insulated garage door, and low-maintenance composite decking. The primary bedroom offers two custom built-in closets and a comfortable private retreat. Step outside to enjoy the patio, composite deck, private dock, and two boat slips on beautiful Lake Dexter. Whether boating, fishing, kayaking, or simply relaxing while taking in the tranquil lake views, this property provides the perfect opportunity to experience the Florida waterfront lifestyle.

679 Lake Dexter Circle, Winter Haven
$269,900
3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
Welcome to 118 Browning Circle, Winter Haven, FL, where comfort, thoughtful updates, and an unbeatable location come together to create the perfect place to call home. Nestled in a well-established neighborhood with no HOA, this beautifully maintained 3-bedroom, 2-bath home is truly move-in ready and offers the ideal blend of functionality and charm. Step inside to a spacious, open great room with attractive luxury vinyl flooring, creating a warm and inviting space for everyday living, family gatherings, or entertaining guests. The desirable split-bedroom floor plan provides added privacy, while the versatile third bedroom with built-in shelving makes an excellent home office, craft room, or guest bedroom. The kitchen offers abundant cabinet and counter space, a convenient pass-through window, and a cozy breakfast area, making meal preparation both practical and enjoyable. Just beyond, you'll fall in love with the expansive Florida Room, providing additional living space perfect for relaxing, entertaining, a game room, or simply enjoying Florida living year-round. The spacious primary suite features a private en-suite bathroom with a walk-in shower, while the indoor laundry room offers exceptional storage with multiple closets to help keep everything organized. Outside, the fully vinyl-fenced backyard creates your own private retreat. Enjoy beautiful mature landscaping, and a brick paver patio that's perfect for morning coffee, weekend barbecues, or quiet evenings outdoors. This home has been meticulously maintained and thoughtfully updated, giving buyers peace of mind for years to come, including: HVAC (2024), vinyl privacy fence (2024), attic insulation (2024), house replumbed (2022), brick paver patio (2023) Additional features include a spacious two-car garage with built-in shelving for extra storage and organization. Location is everything, and this home delivers. Just two blocks away, you'll enjoy access to the neighborhood park featuring a basketball court, playground, fishing pier, and community boat ramp. Plus, you're only minutes from LEGOLAND Florida Resort, shopping, restaurants, schools, medical facilities, and major roadways, making everyday convenience part of your lifestyle. If you've been searching for a home that offers space, updates, privacy, and an exceptional location, 118 Browning Circle is one you won't want to miss. Schedule your private showing today before it's gone!

118 Browning Circle, Winter Haven
$360,000
3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code
If you've been waiting for a home on Crystal Beach Road, you already know they don't come available very often. It's one of those roads where neighbors wave, the pace slows down just enough, and people tend to stay for a long time. Now, here's your opportunity. Nestled on 1.5 beautiful acres with NO HOA, this property gives you the freedom to spread out, enjoy your space, and finally have room for all those hobbies you've been telling yourself you'll start someday. (Good news... the greenhouse is already here.) Sellers are also offering up to $10,000 in closing cost assistance for buyers. SCORE! Major updates include a new roof (2020), freshly painted siding (2021), storage sheds with tie-downs (2021), a complete water system (2023), garage door opener and motor (2024), and a brand-new A/C (2025). Septic system Cleaned and inspected (2024), giving you confidence that the big-ticket items have already been addressed. Inside, you'll find luxury vinyl plank flooring throughout, large closets, convenient attic storage, and an oversized garage with plenty of room for vehicles, tools, toys, or that workshop you've always wanted. And the extras? They're the kind buyers love because they're already here. The washer and dryer stay, the ride-on mower stays (your back says thank you), the greenhouse stays, and the property is equipped with a whole-home propane generator, so when everyone else is hoping the lights come back on, you'll simply keep living life. Florida weather? You're ready. Hurricane shutters for every window offer added protection and peace of mind when storm season rolls around. This isn't just another house with acreage—it's a home that's been cared for, thoughtfully updated, and prepared for its next chapter. Whether you're sipping coffee as the sun rises over your property, working in the greenhouse, tinkering in the oversized garage, or simply enjoying the quiet that comes with country living, this is the kind of place that feels like home the moment you pull into the driveway. Homes on Crystal Beach Road are rare for a reason. Come see why... and don't be surprised if you find yourself wanting to stay.

4604 Crystal Beach Road, Winter Haven
$409,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph I SubDv. ⋅ 33884 Zip Code
HOME FOR SALE IN LAKE ASHTON! Is 4052 Phoenician Way, Winter Haven, Florida YOUR next address? This 3 Bedroom, 2 Bath home with Golf Cart Entry is located on a large premium lot that abuts to the 13th Fairway of Lake Ashton's West Golf Course. The view from the wrap around covered and screened lanai includes a large pond that borders the 13th Hole with a farm pasture beyond. Home Highlights: CDD Debt Balance Paid in Full; Roof Replaced 2022; Water Heater Replaced 2022; A/C Heat Pump Replaced 2019. This home offers excellent curb appeal with a Widened Drive Way, Poured Curbing, Well Maintained Mature Landscape with Landscape Rock, Quoined Corners, Bay Window on the Front Bedroom, and arched Screened Entry. A paver walkway on the right side of the home connects the access door of the golf cart garage to the rear lanai. The interior of this home is warm and inviting with an Open and Spacious Living area. The Foyer, Dining, LR and Kitchen flow seamlessly together making entertaining a "breeze" in this home. The beautiful Bruce interlocking Engineered natural oak floors and the Plantation Shutters on the Side Lights of the Front Entry Door, Double Sliding Glass Doors in the Living Room, Bedroom 2 and Primary Bedroom accent the interior of this home- adding a touch of class. Crown molding gives definition to the Open Living area. The kitchen upgrades include: Granite counter tops, Maple Cabinets with raised panels, 3 banks of drawers, crown molding and a pantry. The refrigerator, microwave and disposal were replaced in 2026 and the range was replaced in 2023. A breakfast bar/snack bar and Dining areas are perfect for entertaining friends and family. Enter thru the 8' Front entry door with Eyebrow window above. To the left of the foyer are Bedrooms 2 and 3, a Linen Closet in the Hallway and a Guest Bathroom with shower/tub combo, accent window and comfort height vanity. A pocket door provides privacy to the Guest Bedroom area. The EXTENDED Primary Suite is located on the back on the home. It's the perfect place to relax after a long day in the sun. The Primary Suite offers a spacious sitting area and En-Suite with His/Her Walk in Closets, His/Her Separate Vanities, a large corner Soaking tub, a separate water room with a walk in shower with glass doors and linen closet. The laundry room is easily accessible from the garage and kitchen. It has cabinets for storage, a wash tub and the washer/dryer will be included in the sale of the home. The double car garage has hang down storage racks, attic access, storage cabinets, and an access door to the outside. There is a motorized screen on the garage door and a separate entry for the golf cart. The outdoor living space is a destination location in this home. The view is peaceful and the space is cozy with paver floor, ceiling fans and TV hook up. Make an appointment to tour this home today! Lake Ashton is a gated and guarded Florida Active Community with resort style amenities (2 Clubhouses with Movie Theater, Restaurant, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, Holiday Events and so much more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are (2) 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home; tour it today!

4052 Phoenician Way, Winter Haven
Start Your Search