Winter Garden Condos For Rent - 16 condos

Remarks: Charming 1-bedroom, 1-bathroom apartment with a private 1-car garage, ideally located just minutes from the heart of Downtown Winter Garden. This inviting home features a functional layout, a private garage for convenient parking and additional storage, and an unbeatable location in one of Central Florida's most desirable communities. Enjoy being just minutes from local restaurants, coffee shops, boutiques, the West Orange Trail, the award-winning Winter Garden Farmers Market, and year-round community events. With easy access to major highways, Winter Garden Village, and downtown Orlando, this property offers the perfect combination of comfort, convenience, and location. Don't miss the opportunity to make this charming Winter Garden property your next home. Contact us today for more information or to schedule your private showing.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Michele Saenz (720-391-9004)

Remarks: Awesome opportunity to live in a 3 bedroom 2 bath, 2nd floor unit in Southern Pines. Close to the Winter Garden Village and major highways. Condominium has a community pool, tennis court, racquetball court, fitness center, hot tub, computer room, clubhouse, basketball court, volleyball court, bar-b-que area, and playground. Lease period must be for 12 months no exceptions. New A/C and Water heater installed in 2020. Association approval is required for all prospective tenants.

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Francisco Orchilles (407-925-4552)

Remarks: Amazing opportunity in the resort-style Southern Pines Condos in Winter Garden! Freshly painted 1-bedroom, 1-bath condo, ready for move-in. Laminate flooring in the dining area, living room, and bedroom, with ceramic tile in the kitchen and bathroom. The spacious bedroom features a walk-in closet and a dual-entry bathroom that also serves as a guest bath. The kitchen includes a separate dining area and a bonus/flex room. Additional features include a laundry closet, extra storage closets, and no carpet throughout. This gated community boasts a multi-million-dollar clubhouse with a resort-style pool, hot tub, private bar, grilling area, fitness center, indoor basketball and racquetball courts, a dog park, and more. The clubhouse also features a business center, game room, and theater. Enjoy tennis courts, centralized mailboxes, and a car wash area. Resort living at its finest! HOA application and background screening required. The HOA charges a $100 application fee per adult or married couple. Prior eviction or criminal history will be assessed as part of the screening process. Minimum 1-year lease. Renters insurance required. $54/month Spectrum high-speed internet and cable package (exclusive community rate valued at over $200/month). Pets allowed (maximum 2 pets, 30 lbs combined adult weight limit, $250 pet deposit, and $25/month pet fee per pet). A $125 lease processing fee is due after approval and lease signing.

Listing is courtesy of: AFT PROPERTY LLC (407-900-0056)

Listing Agent: Seyed Azimi (407-900-0056)

Remarks: Amazing opportunity in resort style Southern Pines Condos, Winter Garden! The primary bedroom has ample space, a walk-in closet, and a bathroom that doubles as a guest bath with double entry doors. Gourmet kitchen with separate dining area and bonus/flex room. Additional features include a laundry room, extra closets, and no carpet throughout. This gated community boasts a multi-million-dollar clubhouse with a resort-style pool, hot tub, private bar, grilling area, fitness center, indoor basketball and racquetball, gyms, and more. The clubhouse also has a business center, game room, and theater. Enjoy tennis courts, centralized mailboxes, and a car wash area. This is resort living at its finest! * Minimum 1 year lease * Renters insurance mandatory * $54 monthly Spectrum high speed internet and cable service (exclusive deal worth over $200 per month!) * Pets allowed (up to 2 pets, 30 lbs total weight limit, $250 pet deposit, $25 pet fee per month per pet) * No prior evictions or criminal records * Once approved and the lease is signed, there is a $125 Lease Processing Fee to be paid. Unit currently tenant-occupied through 8/13 (pet dog on site). Interior paint will be professionally touched up prior to move-in.

Listing is courtesy of: AFT PROPERTY LLC (407-900-0056)

Listing Agent: Seyed Azimi (407-900-0056)

Remarks: 2 bedrooms, 1 Bath condo with an attached garage. No carpets, all vinyl flooring, including the stairs. Excellent location, end unit. Excellent second bedroom for someone who works from home or for a growing family. Stainless steel appliances in the kitchen.

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)

Remarks: Will be available to show on 7/19/2026. Located in the City of Winter Garden, this move in ready, maintenance free 2/2 Condo with attached garage is in the sought after Tucker Oaks neighborhood. Location is key, and living in this West Orange County community puts you near the heart of everything! This 2/2 features a split plan, fridge, microwave, oven, washer, and dryer. Master features an ensuite bathroom and walk in closet. Tucker Oaks is a well maintained and managed gated community with great amenities like a beautiful community pool and cabana, dog park, picnic areas, 2 playgrounds, and basketball court. Just a short drive to the heart of Historic Downtown Winter Garden which provides an incredible lifestyle with one-of-a-kind restaurants, an award-winning farmers market with countless vendors, Plant Street Market, and so much more. The West Orange Bike Trail is close by which spans 22 miles. This area is one of the most sought-after places to live. Very centralized and located minutes to all major roads and highways. Do not miss a chance to live close to the heart of Downtown Winter Garden. Owner is willing to do a 2-year lease.

Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)

Listing Agent: Dan Thompson (407-729-4924)

Remarks: Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.

Listing is courtesy of: ZEAL REALTY (407-789-2051)

Listing Agent: Cheryl Good (321-356-7377)

Remarks: Virtually Staged. This 2 bedroom and 2 bath condo is located on the FIRST FLOOR and it comes with tiled flooring throughout, all appliances, and fresh paint. Two assigned parking spaces for your convenience and beautiful amenities like pool, and basketball courts. Located at closed proximity to Downtown Winter Garden, shopping, public transportation, and restaurants. Clean and ready for you! There is a two vehicle max per HOA Rules and Regs. Two parking spots are assigned and residents are only permitted to park in their assigned spots. **RESIDENTS BENEFIT PACKAGE Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. **RENTERS INSURANCE REQUIRED. Tenant is required to carry a minimum of $100k liability coverage. Personal property coverage is optional.

Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)

Listing Agent: Francisco Nieves-Taranto (321-248-4149)

Remarks: This well-maintained 3-bedroom, 2.5-bathroom two-story condo is located in the gated Tucker Oaks community of Winter Garden with no rear neighbors. The open-concept main living area features a spacious great room that combines the kitchen, dining, and living spaces, ideal for both everyday living and entertaining. The kitchen offers ample cabinet storage with honey-colored cabinetry, granite countertops, and matching black appliances, including a range, refrigerator, microwave, and dishwasher. The spacious primary suite includes tray ceilings, a large walk-in closet, and a well-appointed en-suite bath. Additional bedrooms provide comfortable space and flexibility. Tile flooring runs throughout the first floor and all wet areas on the second floor, with carpet in the upstairs bedrooms and hallways. Additional highlights include a 2-car garage and a large indoor laundry room with washer and dryer for added convenience. Residents of Tucker Oaks enjoy a variety of community amenities, including a swimming pool, dog park, basketball court, playground, BBQ/picnic area, as well as nearby access to the West Orange Trail and local farmers markets. Conveniently located near shopping, dining, and major roadways, this home offers both comfort and accessibility. Schedule an appointment today, this one will not last long.

Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)

Listing Agent: Katrina Anarumo (863-232-6262)

Remarks: Beautiful 1 bedroom 1 bath condo on second floor in gated community of Southern Pines. Features additional office/solarium room. Open floor plan concept with carpeted living areas and tiled wet areas. Kitchen and bathroom both have granite counter tops. Master bedroom with walk in closet. Community features pool, tennis, basketball, fitness room, playground and more. Great location close to shopping restaurants, major roadways and just minutes from Disney. Easy move in terms first month rent plus one month security. Call today to schedule a viewing.

Listing is courtesy of: BANNER INT'L REAL ESTATE (407-574-5741)

Listing Agent: Nick Horton (407-733-7197)

Remarks: Welcome home to this bright and spacious 2-bedroom, 2-bath condominium in the desirable gated Southern Pines community. This second-floor residence offers approximately 1,276 square feet of comfortable living space with an open-concept floor plan, abundant natural light, and a functional split-bedroom layout that provides added privacy. The well-appointed kitchen features granite countertops, ample cabinetry, and a full appliance package, opening seamlessly to the living and dining areas—perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and a private en-suite bath, while the second bedroom and full bath flexibility for guests, family, or a home office. Residents enjoy resort-style amenities including a swimming pool, fitness center, indoor basketball and racquetball courts, tennis courts, playground, clubhouse, and beautifully maintained grounds. Conveniently located just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways including SR-429 and the Florida Turnpike, shopping, dining, and entertainment, this home offers the perfect blend of comfort, convenience, and lifestyle. Don't miss this opportunity to enjoy low-maintenance living in one of Winter Garden's most desirable communities.

Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)

Listing Agent: Hans Tank (407-982-7224)

Remarks: For rent: Spacious 2-bedroom, 2-bath, fully renovated corner unit 1264 sq.ft. Featuring fresh paint, modern vinyl flooring, and a peaceful wooded view. Located in a resort-style subdivision with top-notch amenities: indoor basketball and racquet ball courts, a full gym, and a barbecue pavilion. Available now for a quick move-in.

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)

Remarks: Ready to move-in One-bedroom, one Jack-n-Jill bath. Fully renovated with fresh paint from top to bottom. Luxury Vinyl floors from stairs thru out the unit. the Bathroom has ceramic tile. The unit features a study/den perfect if you have a home office or need a craft room.

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)

Remarks: STUNNING GATED TOWNHOME IN WINTER GARDEN – AVAILABLE NOW! ? Welcome home to this stylish 2-story, 3-bedroom, 2.5-bathroom townhome featuring an attached 2-car garage. Tucked inside the highly desirable, gated community of Tucker Oaks in the heart of Winter Garden, this home offers 1,544 sq. ft. of bright, open living space designed for easy everyday living and effortless entertaining! HOME HIGHLIGHTS Bright & Airy: Open-concept main level with abundant natural light and warm wood-tone flooring. Chef's Kitchen: Spacious layout featuring full-size appliances, ample cabinetry, and a connected dining area. Upstairs Oasis: Three generous bedrooms located upstairs, including a private, spacious primary suite. In-Unit Laundry: Dedicated washer and dryer hookups for your everyday convenience. Parking Galore: Attached 2-car garage with a private driveway. Year-Round Comfort: Central A/C and forced-air heat keep you perfectly comfortable. Guest-Friendly: Convenient half-bath located on the main floor. THE COMMUNITY & LOCATION Tucker Oaks is a beautifully maintained, gated community in the West Orange corridor. You are just minutes away from: Downtown Winter Garden (Charming shops, local dining, and weekly farmers market) West Orange Trail (Miles of paved walking and biking trails) Hamlin Town Center & Disney theme parks Easy Commutes: Quick access to SR-429 and the Florida Turnpike to get anywhere in Central Florida fast! TOP-RATED SCHOOLS Elementary: Sunridge Elementary Middle: Lakeview Middle High: West Orange High School LEASE DETAILS & FEES Lease Term: 12 Months (Available Immediately!) Pet Policy: NO PETS, please. Utility & Maintenance Reduction Program: $15/month (Includes high-quality AC filters shipped directly to your door for hassle-free replacement). One-Time Move-In Admin Fee: $250 Please Note: Applicants may be subject to HOA application fees, deposits, rules, policies, and procedures. All County does not accept responsibility for HOA rental fees and/or board approval processes. Final security deposit amount may vary based on screening results and rental criteria. READY TO TOUR YOUR NEXT HOME? Don't wait! Schedule your self-guided showing today through Tenant Turner. Listed and professionally managed by: All County CFL Property Management 390 N. Orange Ave Suite 2300, Orlando, FL 32801

Listing is courtesy of: ALL COUNTY CFL PROPERTY MGMT (407-802-2379)

Listing Agent: Vicky Ramos (689-231-6171)

Remarks: Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features granite countertops, and the home includes an in-unit washer and dryer for added convenience. Relax year-round in the bright solarium just off the living room—perfect for morning coffee or unwinding after a long day. Water, sewage, basic cable, and internet are all included, making this home as practical as it is comfortable. Enjoy resort-style amenities right outside your door, including a community pool, fitness center, indoor basketball court, tennis court, sand volleyball, playground, business center, game room with pool table, gas grilling area, and a private movie theater. Ideally located close to everything, but tucked away from the hustle and bustle. Located just minutes from the Florida Turnpike, SR-408, Winter Garden Village, and historic downtown Winter Garden, this condo offers the perfect blend of convenience, comfort, and community living.

Listing is courtesy of: MARTI PURDY PROPERTIES INC (407-614-6177)

Listing Agent: Marti Purdy (407-761-0848)

Remarks: Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines. The community has a fully equipped state-of-the-art gym, indoor basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound and vibrating recliners.

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)