Quick Winter Haven FL MLS Search

Browse All Winter Haven FL Under $200K Properties for Sale

$187,900
2 Beds 2 Baths Cypresswood SubDv. 33884 Zip Code
NOW OFFERING A HOME WARRANTY! Your opportunity to own in the highly sought-after Cypresswood Golf & Country Club just became even more appealing. Welcome to The Tennis Villas, where gated security, resort-style amenities, and maintenance-friendly living come together in one of Central Florida’s premier golf communities. A charming wrought iron gate welcomes you into a private front courtyard patio, creating the perfect space to enjoy morning coffee, entertain guests, or simply relax in privacy. Inside, this well-maintained 2-bedroom, 2-bath villa offers spacious living and dining areas with laminate flooring, an open-concept layout, and thoughtful features designed for comfortable Florida living. The bright kitchen features updates, ceramic tile flooring, and flows seamlessly into the main living space, complete with a wet bar and additional cabinet storage—ideal for entertaining. A bonus Florida room with air conditioning overlooks a peaceful open field and pond, providing tranquil views and additional year-round living space. The primary suite offers direct access to the enclosed lanai through sliding glass doors, creating a relaxing retreat with serene backyard views. Recent improvements include a NEW metal roof for added value and peace of mind. Enjoy truly low-maintenance living with HOA services that include exterior painting, roof maintenance, lawn care, and pest control, allowing you more time to enjoy everything Cypresswood has to offer.Community amenities include:?• 18-hole championship golf course designed by Ron Garl?• Junior Olympic-sized swimming pool?• Lighted tennis courts?• Fitness center and clubhouse with pro shop?• On-site restaurant and event space Whether by golf cart, bicycle, or a short walk, all amenities are conveniently nearby. Ideally located just minutes from Highway 27, I-4, Legoland Florida Resort, the Polk Parkway, shopping, dining, and medical facilities, this villa offers both convenience and lifestyle. Don’t miss your chance to enjoy affordable country club living in a secure, beautifully maintained community. Schedule your private showing today and experience the Cypresswood lifestyle for yourself.

1012 Medinah Dr Se, Winter Haven

$200,000
Silvercrest Add SubDv. 33881 Zip Code
SELLER MOTIVATED! MAKE OFFER. Your next professional office, medical suite, or live-work space in the heart of the city's Medical District awaits. Zoned MX (Mixed Use), this updated concrete block building offers flexibility for commercial, residential, or combined use. With approximately 1,191 square feet of updated interior space, this property is ideal for small business owners, independent practitioners, or investors looking for a centrally located, turnkey office near Winter Haven Hospital, Polk State College, and downtown amenities. The home on the corner is currently used for a commercial business. Step inside to find a light and bright layout with fresh interior paint, luxury vinyl plank flooring throughout, and abundant natural light—creating a clean and professional feel. The spacious front room is perfect for a reception area or conference space, while the adjacent formal dining area could easily function as a team meeting room or second office. The updated kitchen features granite countertops, white cabinetry, open shelving, a deep teal subway tile backsplash, and stainless steel appliances—including a 2023 refrigerator. This space could serve as a break room or kitchenette for staff or clients. The three additional rooms—each with ceiling fans and windows—are ideal for use as private offices, treatment rooms, or traditional bedrooms if kept as residential. The full bathroom has been completely renovated with stylish tile, a new vanity, and modern finishes. Toward the back, the enclosed Florida room provides a perfect flex space for waiting clients, telehealth services, or even an on-site studio or consultation area. Extensive updates make this a worry-free investment: new roof (2023), updated electrical panel and wiring (2023), new PVC plumbing (2025), and a brand-new tankless Rheem water heater (2025). The exterior features a fully fenced backyard with paver patio, shaded sitting areas, and a detached block shed that currently houses the laundry and additional storage—ideal for maintenance tools or file storage. There is ample space for parking or potential reconfiguration to suit commercial needs. Located on a freshly resurfaced street (2024) with no HOA, this location offers excellent visibility, walkability, and access. It’s just steps from the Winter Haven Hospital campus, medical offices, downtown retail, public transportation, and recreational lakes. Whether you're a business owner looking for an affordable office alternative, a practitioner wanting to be close to the medical hub, or an investor seeking a unique income property—this one offers flexibility and value. Click on the Virtual Tour for your 24/7 digital walkthrough or schedule your private showing today. 104 Avenue K NE is ready for your next big move—commercial, residential, or both.

104 Avenue K Ne, Winter Haven

$145,000
2 Beds 2 Baths Garden Grove Oaks SubDv. 33884 Zip Code
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 39k price improvement, making this home an incredible value. This charming 2 bedroom, 2 bath residence offers the perfect blend of comfort, modern updates and Florida lifestyle living. The spacious, 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 and Stainless-Steel appliances, offering both style and functionality. The Florida room, complete with vinyl plank flooring, updated sliding doors & custom blinds, provides the perfect spot to relax & 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, & a 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!

6044 Grand Oaks Drive Se, Winter Haven

$99,900
2 Beds 2 Baths Spring Lake Towers SubDv. 33881 Zip Code
Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-bedroom, 2-bath condo featuring an open floor plan with stunning lake views, a 12' x 22' great room connected to the kitchen via convenient pass-through, spacious 12' x 18' Primary suite with private bathroom and walk-in closet, 10' x 13' second bedroom adjacent to guest bathroom with tub/shower, and a versatile 7' x 23' Florida room perfect for home office, hobbies, or relaxation. The all-inclusive condo fee covers cable TV, internet, water, sewer, trash removal, building maintenance (exterior, roof, insurance), reserve funds, common area upkeep, on-site management, and access to all community amenities including swimming pool, exercise room, recreation room with kitchen, library, game area, shuffleboard, laundry facilities, and active social calendar with enhanced security features. Situated on the "Chain of Lakes" for fishing, boating, and water activities with boat slips available for a reasonable fee (verify with management), this property boasts a rare assigned covered parking space in close proximity to the unit and is adjacent to Northgate shopping plaza featuring Publix, restaurants, and services, minutes from medical facilities, Winter Haven Hospital, places of worship, and downtown. No pets or smoking permitted. This perfect full-time residence or seasonal retreat (measurements approximate, information believed accurate but not guaranteed).

700 Mirror Terrace Nw Unit 303, Winter Haven

$179,900
2 Beds 2 Baths Garden Grove Oaks SubDv. 33884 Zip Code
NEW PRICE REDUCTION! BEAUTIFULLY LANDSCAPED EXTRA LOT IS INCLUDED IN THIS SALE! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of the most beautiful locations in Garden Grove Oaks, an active 55+ community where you own the land! NO LOT RENT HERE! This home has a beautiful extra lot included on the left side of the house for total privacy to the west, as well as there is vacant land behind the house. This extra lot is worth at least $21,000 according to the tax appraiser. That makes the house asking price only $158,900!! The actual price by square foot of the house is only $118.58! The yards on both lots are beautifully landscaped. This home has everything a homeowner could want: 2 bedrooms, 2 bathrooms, a side air-conditioned enclosed porch and an air-conditioned workshop. Inside is a great kitchen with beautiful cabinets (3 with decorative glass doors) and countertops with ceramic tiled borders. There is a gas range for the chef in the family! There is also a gas water heater and clothes dryer as well as natural gas heating! Great energy efficiency! There is a nice closet pantry with hookups for the washer and dryer if you prefer them to be inside the house. New double paned windows installed in 2017 throughout the home that have a lifetime guarantee! Roof has a vinyl single ply roof over, installed in 2013. It has a lifetime warranty! Air conditioner was replaced in 2006. Master bedroom has a nice walk-in closet, 13' x 4'. Master bathroom has a walk-in shower and many nice cabinets for all your needs. Guest bath has a large linen closet and a tub/shower combination. Family room is very large and opens through French doors to a Florida room that could be used for an extra sleeping area. All window treatments stay with the home as well as some of the furniture. Garden Grove Oaks is in a great area of Winter Haven, home to two Chain of Lakes for the boaters in your life. The lot to the left (west side) of the home is a part of this property. It can be your personal oasis for lovely evenings sitting outside under the Pergola! Buyer is able to sell the extra lot if desired. The Pergola has a clay wood-burning Chimenea and two gliders for relaxing outdoors. Electricity is available under the Pergola. A beautiful loquat tree graces the lawn on the extra lot. Much of the yard is shaded. There are many options for this extra property. Let your imagination be your guide! Furniture and items still in house and yard (fountain, etc.) are negotiable for new buyer. Garden Grove Oaks has a great clubhouse where many activities are available to residents. The HOA is only $65.00/lot (total of $130.00 for both lots.) The clubhouse includes a billiards room, cards/game room, a large heated pool and spa, and a screen room with a grill and eating area. There are also shuffleboard courts and a small pond with a fountain. This location is only minutes away from Hwy. 27 and many restaurants, shopping and churches. The home has been well loved and the seller is looking for another great homeowner who will love the home as well. Please make your appointment to see this wonderful home today!

6107 Grand Oaks Drive Se, Winter Haven

Start Your Search

Under $200K Winter Haven Real Estate

Our website features the best real estate search for under $200k properties available in Winter Haven and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!