Apartments for Rent Near Lakeview Middle in Winter Garden - 7 rentals

Remarks: One or more photo(s) has been virtually staged. Nestled in the highly desirable **Golf Cart District**, this charming home offers the perfect blend of character, culture, and convenience in the heart of **Downtown Winter Garden**. This beautifully maintained **5-bedroom, 3-bathroom** residence provides an ideal combination of space, style, and flexibility in one of Central Florida’s most walkable and sought-after communities. Inside, the **open-concept floor plan** creates a seamless flow between the living, dining, and kitchen areas, making the home perfect for both everyday living and entertaining. The kitchen is thoughtfully appointed with **granite countertops** and **stainless steel appliances**, offering a modern, functional space for cooking and gathering. Each bedroom is filled with natural light and features generous closet space, providing comfort and versatility throughout the home. A **two-car garage** adds convenience and extra storage. A standout feature of the home is the **private in-law suite** located on the right side of the property, offering an excellent setup for **extended family, elderly parents, or teens seeking their own space and privacy**. What truly makes this home special is its unbeatable location. Just steps away, **Downtown Winter Garden** offers a vibrant yet welcoming atmosphere filled with **locally owned boutiques, award-winning restaurants, cozy coffee shops, breweries, and the beloved Plant Street Market**. Spend your weekends exploring the renowned **Winter Garden Farmers Market**, enjoying live music and seasonal events, or taking relaxing evening strolls along the historic brick-lined streets. For outdoor enthusiasts, the home offers immediate access to the **West Orange Trail**, a scenic **22-mile paved trail** ideal for walking, jogging, and biking through beautiful Central Florida surroundings. With nearby parks, community events, and a strong sense of local charm, Winter Garden delivers a lifestyle that is both active and relaxed. Despite its quaint hometown feel, this location also offers **easy access to major highways**, making commutes to **Orlando, area theme parks, and surrounding communities** both quick and convenient. This is a rare opportunity to enjoy the excitement of downtown living while coming home to comfort, space, and modern amenities. **Resident Benefits Package (RBP) – $59/month** All residents are enrolled in the Resident Benefits Package, which includes: * Liability insurance * Credit building to help improve your credit score with on-time rent payments * Up to $1 million in identity theft protection * Move-in concierge service for easy utility and home service setup * Best-in-class resident rewards program * On-demand pest control * HVAC air filter delivery * And more (full details provided upon application) **Additional Details** * Security deposit-free option available for qualified tenants through **Obligo** * Application fee: **$80 per applicant** (18 years and older) * One-time admin fee: **$295 upon approval**

Listing is courtesy of: CANI PROPERTY MANAGEMENT (321-280-9065)

Listing Agent: Jeremy Porter (321-280-9065)

Remarks: This updated two-story home in Tucker Oaks has a comfortable, easy layout and a great location. The first floor features tile throughout, making it both practical and easy to maintain. The kitchen offers plenty of cabinet space and opens up nicely to the living area, and there’s also a two-car garage. Upstairs, you’ll find three spacious bedrooms with no carpet, which is a big plus for low-maintenance living. The primary suite includes a walk-in closet and a bathroom with dual sinks, a garden tub, and a nice pond view behind the home. The home sits across from the community dog park and is close to the pool, so it’s easy to enjoy the neighborhood. Tucker Oaks also has great amenities like lakeside picnic areas, playgrounds, basketball and tennis courts, and access to the West Orange Trail and Oakland Nature Preserve. Location-wise, it’s hard to beat—about 25 minutes to both Disney World and Universal Studios, and convenient to downtown Orlando, the airport, SR-50, and the Florida Turnpike. You’re also close to everyday shopping, including Publix, Winter Garden Village, and Costco in Clermont.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Michelle Dunkley (407-908-4477)

Remarks: This beautifully first floor condo in Winter Garden is available now. All appliances including washer & dryer . The community is well maintained and close to Hwy 50, 429, and Turnpike. The community also features a pool, tennis and a basketball court. When you move in you will be close to shopping and bussing to downtown area.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Rafael Casallas, Pa (407-404-0472)

Remarks: LAWN CARE, PEST CONTROL & HVAC MAINTENANCE INCLUDED!Welcome to the established community of FULLERS CROSSING in Winter Garden! Located within the highly sought after golf cart district and just 10 MINUTES from Downtown Winter Garden, this beautifully maintained 4-bedroom, 2-bath home offers the ultimate lifestyle with easy access to Plant Street, where you can enjoy local favorites like the Crooked Can Brewery Food Hall, the Winter Garden Farmers Market, boutique shopping, dining, and year-round community events. This spacious home features a functional split floorplan offering both privacy and flexibility, along with a dedicated den or study that can easily be used as a 5TH BEDROOM, home office, or flex space. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, custom cabinetry, and ample storage space, all overlooking the main living areas. The primary suite is a true retreat, complete with an oversized walk-in closet and a fully remodeled, spa-like bathroom featuring a custom walk-in shower with five showerheads, creating an oasis experience right at home. This home features no carpet throughout, making for easy maintenance, with wood flooring in all bedrooms for a clean and modern feel. Step outside to enjoy a spacious, fully fenced backyard with no rear neighbors, providing added privacy and the perfect setting for entertaining or relaxing. This home offers the perfect combination of space, location, and low maintenance living. Schedule your private showing today!

Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)

Listing Agent: Michael Salazar (407-692-5614)

Remarks: Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Steve Healy (407-230-1441)

Remarks: One or more photo(s) has been virtually staged. Available April 10th, 2026, Welcome to 391 Floral Drive, a beautifully remodeled 3-bedroom, 2-bathroom home in the heart of Winter Garden’s highly sought-after Golf Cart District. This stunning 2022 renovation combines modern elegance with cozy charm, offering 1,728 sq. ft. of thoughtfully designed living space. Step inside to discover an open-concept layout featuring luxury vinyl plank flooring, a chef’s kitchen with sleek stainless steel appliances, a spacious island, and stylish new cabinetry—perfect for entertaining! The primary suite boasts a spa-like en-suite bath with gorgeous new tile, modern vanities, and a serene ambiance. But the real showstopper? The resort-style backyard! A brand-new heated pool, screened-in porch, and a paver patio create the ultimate private oasis—ideal for relaxing or hosting friends year-round. With a new roof, updated AC, electric fireplace and prime location just blocks from Downtown Winter Garden’s restaurants, farmers markets, and festivals, this home offers both style and convenience. Plus, enjoy easy access to Lake Apopka’s scenic beauty at nearby Newton Park. Don’t miss this rare gem—schedule your private tour today! All residents are enrolled in the Resident Benefits Package (RBP) for $59.00/month which includes liability insurance, credit building to help boost the resident's credit score with timely rent payments, up to $1M Identity Theft Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, HVAC filters, and much more! More details upon application. This property offers an option of a security deposit-free lease using Obligos billing authorization technology for qualified tenants. Non-refundable application fee of $80 per person above the age of 18 years of age. One time admin fee of $295 for approved application.

Listing is courtesy of: CANI PROPERTY MANAGEMENT (321-280-9065)

Listing Agent: Jeremy Porter (321-280-9065)

Remarks: Very nice 2 Bedroom + 2 Bath condo just 3 minutes from Plant Street in Winter Garden. Kitchen has been beautifully updated and unit has stylish flooring throughout (no carpet). Wonderful split floor plan: the 2 bedrooms are separated by open concept kitchen/ living room combo and each has their own bathroom. Enjoy your morning coffee or a good book from your private screened in front porch. Community has private pool area, basketball courts, and plenty of green space for outdoor activities. Application process and fees apply. Call today for your private showing.

Listing is courtesy of: ROMAN REALTY GROUP, LLC (407-876-1990)

Listing Agent: Brian Lemay (321-314-5412)