Location: Winter Garden
Do Not Show Listings
1535 BROKEN OAK DR #37B, WINTER GARDEN, FL 34787
$2,0954 Days on yellowkey MLS ID: O6415567
REDUCED by $100 (4.6%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2007Community: Tucker OaksCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year:
Middle School: Lakeview Middle
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)
417 SOUTHERN PECAN CIR #207, WINTER GARDEN, FL 34787
$1,7002 Days on yellowkey MLS ID: S5151779
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 942 Built: 2005Community: Southern Pines CondoSpa: YesCondo
Middle School: SunRidge Middle
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)
417 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787
$1,99541 Days on yellowkey MLS ID: O6403943
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $50 (2.4%) on 05/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1264 Built: 2005Community: Southern Pines CondosCondo
Remarks: Beautiful 2-bedroom, 2-bath condo in the desirable Southern Pines community of Winter Garden. This second-floor unit features a bright open floor plan with a spacious living area that flows into a light-filled solarium—ideal for a home office, reading nook, or additional sitting area. The kitchen is centrally located with ample cabinet and counter space, adjacent to a dedicated dining area. The split-bedroom layout offers privacy, with the primary suite featuring a walk-in closet and private bath, while the second bedroom is generously sized with easy access to a full bathroom. Enjoy low-maintenance living with access to community amenities including pool, fitness center, playground, and tennis courts. Conveniently located near shopping, dining, major highways, and top-rated schools. Unassigned common parking available with a maximum of 2 vehicles per unit. Unit currently tenant-occupied through 5/30. Carpets will be steam cleaned and 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)
304 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787
$2,0003 Days on yellowkey MLS ID: S5151743
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1264 Built: 2005Community: Southern Pines CondoCondo
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.
1516 SCARLET OAK LOOP #B, WINTER GARDEN, FL 34787
$2,1004 Days on yellowkey MLS ID: O6410897
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2012Community: Tucker OaksSpa: NoCondo
Elementary School: None
High School: None
Middle School: None
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)
143 SOUTHERN PECAN CIR #207, WINTER GARDEN, FL 34787
$1,8758 Days on yellowkey MLS ID: O6412005
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 2005Community: Southern Pines CondoCondo
Remarks: For Lease – Updated 2 Bedroom, 2 Bathroom Condo in Southern Pines, Winter Garden. Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo in the desirable Southern Pines community of Winter Garden. This move-in-ready residence offers a bright, open floor plan with modern finishes and comfortable living spaces designed for easy Florida living. The primary suite includes a private bath and generous closet space, while the second bedroom and bath provide flexibility for guests, a home office, or family members. Enjoy this unit's excellent location and take advantage of the community’s resort-style amenities, including a swimming pool, indoor racquet and basketball courts, fitness center, clubhouse, tennis courts and a kid's playground. Ideally located just minutes from Historic Downtown Winter Garden, the West Orange Trail, shopping, dining, and major roadways, this condo offers easy access to Orlando, area attractions, and top employment centers. Call your favorite Real Estate Agent and schedule a private showing today!
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
1301 EASTERN PECAN PL #203, WINTER GARDEN, FL 34787
$1,550107 Days on yellowkey MLS ID: O6385479
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $100 (6.1%) on 04/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 942 Built: 2005Community: Southern PinesCondo
Remarks: Within the gated community of Southern Pines you will enjoy the FLORIDA LIFESTYLE everyday! Soak up the sun by the resort-style pool and spa. What's your pleasure? Enjoy the tennis courts, a volleyball court, or indoor racquetball, basketball courts and full fitness center with a kiddie playroom. The clubhouse feature a media room, theatre room, computer terminals with free internet and then there's the playground, barbecue areas and even a car wash. This is the LARGEST one-bedroom unit available with a BONUS/ SUNROOM. It is a two-story condo with your own private entrance. NEWLY REMODELED with NO CARPET. Tile floors in the kitchen & in the FULLY REDESIGNED LUXURY BATH. Large TILE WALK-IN SHOWER w/GLASS ENCLOSURE & NEW STONE counters. The main living/dining areas, stairs and the bedroom feature the NEW HYBRID Plank Flooring (better than Luxury Vinyl or laminate). Crown moldings throughout. Close to everything...Winter Garden Village shopping and restaurants, hospitals, easy access to downtown, Disney, or almost anywhere via SR 429, FL. Turnpike, I-4. Must see! All rentals include the Claire Schwartz & Associates Resident Benefits Package (RBP) which delivers savings and convenient, professional services that make taking care of your home second nature. All as a part of your cost of $35/month, payable with Rent. APPLY FOR THIS HOME ON OUR WEBSITE. LOOK FOR THE LINK TO "OUR RENTAL LISTINGS/APPLY HERE" & OPEN YOUR HOME BY CLICKING ON IT AND "APPLY HERE" OR CALL YOUR REALTOR TO VIEW.
Listing is courtesy of: CLAIRE SCHWARTZ & ASSOCIATES (407-352-5244)
Listing Agent: Claire Schwartz (321-439-6995)
80 WINDTREE LN #203, WINTER GARDEN, FL 34787
$1,65079 Days on yellowkey MLS ID: O6394220
REDUCED by $75 (4.3%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Community: Windtree Gardens Condo Ph 02Condo
Elementary School: Maxey Elem
Remarks: One or more photo(s) has been virtually staged. AMAZING LOCATION - GREAT PRICE - VERY NICELY UPDATED UNIT! SCREENED IN BALCONY PATIO! 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. 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)
165 WINDTREE LN #U, WINTER GARDEN, FL 34787
$1,75086 Days on yellowkey MLS ID: O6392506
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985Community: Windtree Gardens Condo Ph 06Condo
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)
WINTER GARDEN, FL 34787
$1,995131 Days on yellowkey MLS ID: O6378945
REDUCED by $105 (5.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 2005Community: Southern PinesCondo
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)
233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$1,795147 Days on yellowkey MLS ID: S5142016
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 966 Built: 2005Community: Southern Pines CondoSpa: YesCondo
Elementary School: Richmond Heights Elem
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.
143 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$2,40050 Days on yellowkey MLS ID: O6402229
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005Community: Southern PinesCondo
Remarks: Awesome opportunity to live in a recently renovated, bottom floor unit in Southern Pines. Granite counter tops, brand new carpeting, new ceiling fans in bedrooms, brand new appliances in the kitchen. 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.