Apartments for Rent in Courtlea Oaks, Winter Garden, FL

Property Status: Pending Available for move-in January 1st. Charming 3 bedroom home nestled in the heart of Winter Gardens golf cart district. This home features a welcoming floor plan with plenty of space for family, friends, and home-office flexibility. NO HOA. Peaceful lot with mature landscaping and plenty of room for outdoor enjoyment. Screened in porch, 2 car garage, and lawncare included in rent! Steps away from the vibrant downtown district, dining, shopping, community events, and the scenic West Orange Trail. Office Phone: (407) 656-7814 Copyright © 2026 Stellar M

With 22 neotraditional apartments, including studio lofts, one and two-bedroom units, Tremaine Boyd is the place you will want to call home. Located at 109 S. Boyd Street, Tremaine Boyd is one block south of Plant Street, the West Orange Trail, and everything Downtown Winter Garden has to offer. The one bedroom has stainless steel energy efficient appliances, washer and dryer, luxury vinyl plank flooring and spacious living area. The unit overlooks Boyd Street with large windows. These new finely-crafted apartments embrace the best of both worlds - spacious living quarter

Enjoy a comfortable, fully remodeled 2-bedroom, 1-bath apartment just 4 minutes from Plant Street. This updated unit offers a fresh, inviting space perfect for everyday living. Appliances: Fridge, oven, microwave and new HVAC. Pets accepted - pet fee Income 3x the rent No prior evictions Must enroll in Resident Benefits package - more details upon request

Beautiful Fully renovated 2 bedroom/1 bath apartment in the heart of Downtown Winter Garden. Walking distance two blocks to Plant St. where you have all the restaurants, shops, farmer's market and more! Fence backyard. Beautiful and quiet neighborhood. Shared laundry facility on premise. Available Immediately.

Property Status: Active One or more photo(s) has been virtually staged. Live where charm, culture, and convenience come together in the heart of Downtown Winter Garden! This beautifully maintained 3-bedroom, 2-bathroom home offers space, style, and flexibility in one of Central Florida’s most sought-after and walkable downtown districts. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas—ideal for entertaining or everyday living. The kitchen is thoughtfully designed with granite countertops and stainless steel appliances, blending moder

Property Status: Active Prime Winter Garden Location! This beautifully maintained, move-in-ready 3-bedroom, 2-bath home with a 2-car garage is located in the heart of Winter Garden. Featuring a desirable split floor plan, the home offers a spacious great room with vaulted ceilings and abundant natural light, creating an open and comfortable living space. Newly remodeled kitchen with plenty of storage and quartz counters. Luxury vinyl flooring in the main living areas provide both comfort and easy maintenance. Enjoy outdoor living on the screened patio, perfect for relaxi

Property Status: Pending Spacious single-family home located in the desirable Island Pointe Community. The neighborhood features mature landscaping and select views of Lake Apopka. This home offers 4 bedrooms and 2 bathrooms, with porcelain tile flooring throughout the main living areas and carpet in the bedrooms, along with washer and dryer hookups. Ideally located, the community includes a neighborhood pool and park, with a boat ramp and fishing pier approximately one mile away. Enjoy a short commute to Plant Street and just a 10-minute drive to Winter Garden Village.

Property Status: Pending Welcome to this beautifully maintained 3 bedroom, 2.5 bath home located in the GOLF CART DISTRICT and just minutes from historic downtown Winter Garden! Located on a prime corner lot, this move-in ready property features fresh interior paint and wood and laminate flooring throughout, offering a clean and modern feel. The spacious kitchen features stainless steel appliances and breakfast bar and opens seamlessly to a dining/living room combo, creating the perfect space for entertaining and everyday living. Enjoy the bright and airy bonus Florida Roo

A Beautiful FULLY FURNISHED (can also be made available unfurnished) Home in the Gated Community of Lake Cove Pointe, within the Winter Garden Golf Cart District. Just a stone's throw away from the charming Historic Downtown Winter Garden with its cozy atmosphere and various amenities. This home boasts numerous features that might make you want to stay in. Upon arrival, you'll be greeted by the lush, well-maintained oak trees lining the paver drive and walkway leading to the inviting front porch. Inside, the spacious layout of this nearly 2,400 square feet home with 4 bedr

Live where charm, culture, and convenience come together in the heart of Downtown Winter Garden! This beautifully maintained 3-bedroom, 2-bathroom home offers space, style, and flexibility in one of Central Florida’s most sought-after and walkable downtown districts. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas—ideal for entertaining or everyday living. The kitchen is thoughtfully designed with granite countertops and stainless steel appliances, blending modern finishes with functionality. Each bedroom is filled with natural light a

SPECIAL $300 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 2/15/26 SECTION 8 WELCOME! Remodeled 2 Bed/1 Bath with Modern Touches in Winter Garden! Step into the comfort of this delightful 2-bedroom, 1-bath gem nestled in Winter Garden. This recently remodeled residence now boasts modern elegance and a functional design. As you enter, you are greeted by an inviting separate family room that seamlessly transitions into a dining area, both adorned with stylish laminate flooring perfect for entertaining guests or enjoying peaceful evenings. The heart of the home, the kitc