106

Homes for Rent near West Orange High School

Section Image
  • /20

    $2,870 per month

    • 4 Beds
    • 2 Baths
    • 2,339 Sq Ft
    • House for Rent

    915 Branchwood Way, Winter Garden, FL 34787

    This property is professionally managed by AMH, a leading single-family rental company. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy your weekends stress-free. We look forward to welcoming you

    915 Branchwood Way, Winter Garden, FL 34787
  • /33

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,828 Sq Ft
    • House for Rent

    15326 Beamleigh Rd, Winter Garden, FL 34787

    Welcome to charming Winter Garden, FL! This delightful 3-bedroom, 2.5-bath home offers an inviting open floor plan with luxury vinyl flooring throughout the first floor. The modern kitchen features stunning quartz countertops, stainless steel appliances, and a kitchen/family room combo perfect for entertaining or family gatherings. The family room is a cozy retreat, complete with a built-in

    Julie Sidorevskaya JULIES REALTY, LLC

    15326 Beamleigh Rd, Winter Garden, FL 34787
  • /16

    $2,635 per month

    • 3 Beds
    • 2 Baths
    • 1,599 Sq Ft
    • House for Rent

    933 Copenhagen Way, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    933 Copenhagen Way, Winter Garden, FL 34787
  • /60

    $2,900 per month

    • 3 Beds
    • 2 Baths
    • 1,692 Sq Ft
    • House for Rent

    16954 Tradewind Point, Winter Garden, FL 34787

    Immaculate three bedroom two bath spacious home with many upgrades. Tile in all of the living and wet areas carpet in the three bedrooms. All appliances are included. Kitchen has double wall oven and gas cooktop, indoor laundry room right off the kitchen. Large screened patio off the living area, rear entry garage with Alley access. Master bedroom and Bedroom 2 have Shutters, Master bath has

    Jessica Quint SIMS REALTY LLC

    16954 Tradewind Point, Winter Garden, FL 34787
  • /20

    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,828 Sq Ft
    • House for Rent

    1734 Sherbourne St, Winter Garden, FL 34787

    This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy

    1734 Sherbourne St, Winter Garden, FL 34787
  • /41

    $3,400 per month

    • 4 Beds
    • 2.5 Baths
    • 1,760 Sq Ft
    • House for Rent

    14287 Braemar St, Winter Garden, FL 34787

    Welcome to your dream home in the heart of Winter Garden! This beautifully maintained 4-bedroom, 2.5-bath residence offers exceptional upgrades and thoughtful features throughout. Enjoy peace of mind with a built-in security system and the convenience of a newer washer, dryer, and refrigerator included with the home.The property also features a comprehensive water treatment system including a

    Brandon McCarthy FOWLKES REALTY CO

    14287 Braemar St, Winter Garden, FL 34787
  • /16

    $2,680 per month

    • 4 Beds
    • 2 Baths
    • 1,962 Sq Ft
    • House for Rent

    1030 Trailside Ct, Oakland, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    1030 Trailside Ct, Oakland, FL 34787
  • /21

    $1,975 per month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Condo for Rent

    130 Southern Pecan Cir Unit 102, Winter Garden, FL 34787

    Don't miss this 2/2 condo in beautiful and popular Winter Garden! This unit features updated appliances, Dryer 2024, and Refrigerator 2024. It has an open living area and a separate office space, and offers privacy with a split bedroom layout. Each bedroom has its own walk-in closet and ceiling fans. The COA amenities include a resort style clubhouse with pool/spa, tennis courts, fitness center,

    Jen Grasso HOME WISE REALTY GROUP, INC.

    130 Southern Pecan Cir Unit 102, Winter Garden, FL 34787
  • /2

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • 2,752 Sq Ft
    • House for Rent

    13509 Lake Luntz Dr, Winter Garden, FL 34787

    Nestled in the coveted Banana Bay Estates, this stunning 4-bedroom, 3-bathroom single-story estate offers breathtaking panoramic lake views and a private dock for direct water access. With 2,752 sqft of beautifully designed living space and a 0.57-acre lot, this home blends elegance and comfort seamlessly. Step inside to soaring tray ceilings, rich wood flooring, and an open-concept layout

    13509 Lake Luntz Dr, Winter Garden, FL 34787
  • /10

    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • House for Rent

    1945 Sherbourne St, Winter Garden, FL 34787

    Home ready for tenant, Freshly painted, fenced back yard, corner lot, great schools and community.

    Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

    1945 Sherbourne St, Winter Garden, FL 34787
  • /18

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    51 Windtree Ln, Winter Garden, FL 34787

    Fully Renovated 2 Bed / 2 Bath Condo with Pond View in Winter Garden -$1,750/MonthDon’t miss your chance to live in one of Winter Garden’s most desirable communities! This beautifully renovated first-floor condo offers 2 spacious bedrooms, 2 modern bathrooms, stunning pond view, and two assigned parking spots!Enjoy fresh upgrades throughout, including updated flooring, kitchen,

    51 Windtree Ln, Winter Garden, FL 34787
  • /13

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft
    • Townhouse for Rent

    15511 Campden St, Winter Garden, FL 34787

    Spacious townhouse with 3 bedrooms, loft area, and two car garage in Winter Garden. Granite counter tops in kitchen, first floor has upgraded ceramic tile flooring, laundry room upstairs. Neighborhood has community pool and playground. No smoking. Easy access to downtown Winter Garden, Florida's turnpike, the 429 expressway, shopping, dining and entertainment. Requirements include proof of

    Susana Stutsman SUSANA JORDAN STUTSMAN

    15511 Campden St, Winter Garden, FL 34787
  • /15

    $3,400 per month

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • House for Rent

    16996 Tradewind Point, Winter Garden, FL 34787

    Don’t miss this elegant single-family home in Winter Garden for rent starting 7/1/25. Private tours begin 5/20/25. $50 rental application fee applies. 1st month and $3,400 security deposit are due at time of lease signing.This home boasts a well-designed floor plan, featuring 4 beds/3 baths. · Enjoy vinyl plank flooring on 1st floor and hardwood on 2nd floor. No carpet!·

    16996 Tradewind Point, Winter Garden, FL 34787
  • /13

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    51 Windtree Ln Unit 101, Winter Garden, FL 34787

    Fully Renovated 2 Bed / 2 Bath Condo with Pond View in Winter Garden -$1,750/Month Don’t miss your chance to live in one of Winter Garden’s most desirable communities! This beautifully renovated first-floor condo offers 2 spacious bedrooms, 2 modern bathrooms, stunning pond view, and two assigned parking spots! Enjoy fresh upgrades throughout, including updated flooring, kitchen, and bathrooms

    Karla Sanchez CENTRIC REALTY SERVICES LLC

    51 Windtree Ln Unit 101, Winter Garden, FL 34787
  • /13

    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    126 Windtree Ln, Winter Garden, FL 34787

    Property Id: 424660Remodeled Condo in the heart of Winter Garden just minutes to the quaint, downtown area or the Winter Garden Villages. This condo is perfectly situated in a peaceful setting with a gorgeous view! The gentle color palette will suite every renters design. Split bedroom floorplan. Master suite with walk-in closet and private bath Brand new Stainless Steel Appliances,

    126 Windtree Ln, Winter Garden, FL 34787
  • /19

    $2,900 per month

    • 4 Beds
    • 3 Baths
    • 2,556 Sq Ft
    • House for Rent

    833 Mt Pleasant Dr, Ocoee, FL 34761

    FURNISHED - This beautiful 4 bed/3 bath home is located in Brookstone, a gated community in Ocoee. Split floor plan. The Primary bedroom, as well as Living room, and Family room all open onto the large screened Lanai. Big back yard & no back neighbor. The Primary suite includes double closets, large bath with corner tub and separate shower, as well as an office/bonus room. Winter Garden Village

    Torey Eisenman BENCHMARK REAL ESTATE GRP INC

    833 Mt Pleasant Dr, Ocoee, FL 34761
  • /23

    $3,200 per month

    • 5 Beds
    • 3 Baths
    • 2,950 Sq Ft
    • House for Rent

    181 Zachary Wade St, Winter Garden, FL 34787

    Beautiful Winter Garden Home located in Lakeview Reserve. Five bedroom plus loft 3 complete bath home with all new flooring, carpet, appliances, cabinets, and toilets. Huge bedrooms and master suite with his and hers walk in closets. Walk, ride your bike or take your golf cart to Downtown Winter Garden. Take in the beautiful lake views from lake Apopka or exercise on the West Orange Trail.

    181 Zachary Wade St, Winter Garden, FL 34787
  • /17

    $1,990 per month

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • Townhouse for Rent

    516 Sand Lime Rd, Winter Garden, FL 34787

    SPACIOUS 3-bedroom, 2-bathroom END-UNIT townhome located in the quiet Village Grove community just off West Colonial Drive. This home features LARGE PLANK HARDWOOD FLOORING throughout the main living areas, bedrooms, and staircase. The kitchen is designed for both style and function, offering GRANITE countertops, a MODERN BACKSPLASH, BREAKFAST BAR, and an OPEN LAYOUT that flows seamlessly into

    Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

    516 Sand Lime Rd, Winter Garden, FL 34787
  • /12

    $2,895 per month

    • 2 Beds
    • 1 Bath
    • 823 Sq Ft
    • House for Rent

    147 S Highland Ave, Winter Garden, FL 34787

    Live just one block from Downtown Winter Garden!This charming 2-bedroom, 1-bath single-family home offers comfort, convenience, and classic Florida charm just steps from Plant Streets shops, restaurants, farmers market, and the West Orange Trail.Situated on a spacious lot, the home features a large open yard perfect for enjoying the outdoors, relaxing under the sun, or

    147 S Highland Ave, Winter Garden, FL 34787
  • /15

    $2,100 per month

    • 2 Beds
    • 2.5 Baths
    • 1,293 Sq Ft
    • Property for Rent

    13845 Daniels Landing Cir, Winter Garden, FL 34787

    Available July 1st! Beautiful 2BR/2.5BA townhome in the highly sought-after gated community of Daniels Landing. Recently painted with mostly newer appliances and new laminate flooring throughout. Features include an open living/dining combo, kitchen with breakfast bar, and a convenient half-bath downstairs. Upstairs offers a versatile loft and two primary suites, each with its own full bath.

    Danielle Ramesar THE REAL ESTATE COLLECTION LLC

    13845 Daniels Landing Cir, Winter Garden, FL 34787
  • /15

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    10 W Smith St, Winter Garden, FL 34787

    Renovated 3BR/2BA Duplex with Garage & Spacious Backyard – Walk to Downtown Winter Garden!Welcome to 10 W Smith St, Winter Garden, FL 34787 – a beautifully renovated 3-bedroom, 2-bathroom duplex just a short stroll from the charm and energy of Downtown Winter Garden.This home features a modern open layout, brand-new appliances, and stylish finishes throughout. The updated kitchen

    10 W Smith St, Winter Garden, FL 34787
  • /20

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • House for Rent

    308 Windford Ct, Winter Garden, FL 34787

    Wonderful rental in the desirable area of Winter Garden. Home features the master bedroom on the first floor and the other two bedrooms on the second floor with walk-in closets. Don't miss this opportunity!!!

    Daulis Webb Gagnon NUMBER ONE CHOICE REALTY CORP

    308 Windford Ct, Winter Garden, FL 34787
  • /13

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    20 W Smith St, Winter Garden, FL 34787

    3BR/2BA Duplex with Garage & Spacious Backyard – Walk to Downtown Winter Garden!Welcome to 20 W Smith St, Winter Garden, FL 34787 – a beautifully renovated 3-bedroom, 2-bathroom duplex just a short stroll from the charm and energy of Downtown Winter Garden.This home features a modern open layout, brand-new appliances, and stylish finishes throughout. The updated kitchen flows

    20 W Smith St, Winter Garden, FL 34787
  • /20

    $2,875 per month

    • 4 Beds
    • 3 Baths
    • 2,526 Sq Ft
    • House for Rent

    2337 Aurelius Dr, Winter Garden, FL 34787

    This spectacular 2,406-square-foot home is a must-see! Offering 4 bedrooms and 4 bathrooms, it features a spacious open floor plan, perfect for comfortable living and entertaining. Enjoy a formal dining room and a large family room with plenty of space. The kitchen is equipped with stainless steel appliances and a center island with a sink, ideal for meal preparation and gatherings. Additional

    Kenneth Warren PREMIER MANAGEMENT GROUP INC

    2337 Aurelius Dr, Winter Garden, FL 34787
  • /17

    $3,990 per month

    • 5 Beds
    • 4 Baths
    • 3,641 Sq Ft
    • House for Rent

    726 Regina Cir, Oakland, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    726 Regina Cir, Oakland, FL 34787
  • /17

    $2,550 per month

    • 3 Beds
    • 2.5 Baths
    • 1,699 Sq Ft
    • House for Rent

    1520 Scarlet Oak Loop Unit C, Winter Garden, FL 34787

    This Immaculate 3 Bedroom 2.5 Bath Townhome is located in an amenity-rich gated community featuring matured trees, park and playground, BBQ Area, Basketball Court, Community Pool and much more. The home looks and feels brand new and features a spacious split bedroom floor plan with granite countertops in the kitchen and ceramic tile throughout the main living areas with carpets upstairs and in

    Mo Jabr RE/MAX 200 REALTY

    1520 Scarlet Oak Loop Unit C, Winter Garden, FL 34787
  • /17

    $2,725 per month

    • 4 Beds
    • 3 Baths
    • 2,179 Sq Ft
    • House for Rent

    914 Copenhagen Way, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    914 Copenhagen Way, Winter Garden, FL 34787
  • /21

    $4,900 per month

    • 5 Beds
    • 3 Baths
    • 3,743 Sq Ft
    • House for Rent

    13345 Fox Glove St, Winter Garden, FL 34787

    If you’re looking for a spacious retreat, your search ends here. This stunning 5-bedroom, 3-bath home is nestled on a quarter-acre lot within the guard-gated community of Stoneybrook West. From the moment you arrive, you’ll be impressed by the charming curb appeal and the expansive 3-car garage offering ample storage. The kitchen, complete with granite countertops and a brand-new refrigerator,

    Noor Masri LA ROSA REALTY PREMIER LLC

    13345 Fox Glove St, Winter Garden, FL 34787
  • /19

    $2,630 per month

    • 3 Beds
    • 2.5 Baths
    • 1,857 Sq Ft
    • House for Rent

    1830 Portcastle Cir, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2774.90. That covers your base rent, $2630.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    1830 Portcastle Cir, Winter Garden, FL 34787
  • /18

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Townhouse for Rent

    1313 Eagle Ln, Winter Garden, FL 34787

    Fresh paint and NEW floors!Washer and Dryer included!This adorable town home is located in the Westside Townhomes Community of Winter Garden.The home offers an open floor plan with the master bedroom downstairs and a large closet with plenty of storage space. The kitchen opens out to the living room with a lovely view of the patio which is screened in and perfect for entertaining guests or

    Jennifer Linton METRO CITY REALTY

    1313 Eagle Ln, Winter Garden, FL 34787
  • /11

    $2,240 per month

    • 3 Beds
    • 2 Baths
    • 1,016 Sq Ft
    • House for Rent

    310 Daniels Pointe Dr, Winter Garden, FL 34787

    *ESTIMATED TOTAL MONTHLY LEASING PRICE: $ 2,344.95Actual Base Rent: $ 2,240.00Filter Delivery: $5.00Renters Insurance: $10.95$1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00High-speed Internet up to 1 Gig: $55.00*The Estimated Total Monthly Leasing Price reflects the Base Rent plus our Resident Benefits Package, which includes

    310 Daniels Pointe Dr, Winter Garden, FL 34787
  • /41

    $1,695 per month

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft
    • Condo for Rent

    430 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

    Amazing opportunity in resort style Southern Pines Condos, Winter Garden! The primary bedroom has ample space, a walk-in closet, and abathroom that doubles as a guest bath with double entry doors. Gourmet kitchen with separate dining area and bonus/flex room. Additionalfeatures include a laundry room, extra closets, and no carpet throughout. This gated community boasts a multi-million-dollar

    Seyed Azimi AFT PROPERTY LLC

    430 Southern Pecan Cir Unit 207, Winter Garden, FL 34787
  • /14

    $2,930 per month

    • 4 Beds
    • 2.5 Baths
    • 2,595 Sq Ft
    • House for Rent

    815 Eagle Vista Way, Winter Garden, FL 34787

    Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

    815 Eagle Vista Way, Winter Garden, FL 34787
  • /26

    $3,200 per month

    • 4 Beds
    • 2 Baths
    • 2,238 Sq Ft
    • House for Rent

    539 First Cape Coral Dr, Winter Garden, FL 34787

    This spacious 4-bedroom, 2-Bathroom home in the exclusive Gated Black Lake Park was beautifully renovated in 2023 with wood tile and Gourmet Kitchen with Stainless Steel appliances, 42-inch Cabinets, handsome Stone Backsplash, and roomy Dining area too large to be called a Breakfast Nook! The open floorplan living Room and kitchen opens to a Covered Lanai with expansive paved Patio and a fully

    Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

    539 First Cape Coral Dr, Winter Garden, FL 34787
  • /2

    $3,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    745 Marsh Reed Dr, Oakland, FL 34787

    745 Marsh Reed Dr, Oakland, FL 34787
  • /14

    $3,100 per month

    • 4 Beds
    • 2.5 Baths
    • 2,009 Sq Ft
    • House for Rent

    1000 Portmoor Way, Winter Garden, FL 34787

    Beautiful 4 bedroom, 2.5 bath home in prestigious Stoneybrook West in vibrant Winter Garden in SW Orlando. This spacious 2,009 square-feet home has stainless steel appliances, laminant and tile flooring throughout, a jacuzzi tub in the master bath, granite countertops, a privacy fenced-in back yard that is perfect for pets. Cable and high-speed internet are included as part of the rent.

    Moe Mossa SAVVY AVENUE, LLC

    1000 Portmoor Way, Winter Garden, FL 34787
  • /14

    $2,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,140 Sq Ft
    • House for Rent

    423 Sand Lime Rd, Winter Garden, FL 34787

    Come have a look at this spacious and sunny two-bedroom home recently updated with modern touches!This lovely townhome offers 1,140 square feet of bright, functional living space with newer wood-look tile flooring, a full-sized laundry area, and freshly painted interiors. Its kitchen is well-equipped with stainless steel appliances and features crisp white cabinetry, a breakfast bar, and

    423 Sand Lime Rd, Winter Garden, FL 34787
  • /29

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft
    • Townhouse for Rent

    1477 Priory Cir, Winter Garden, FL 34787

    APPLICATION FEE WAVED IF LEASE STARTS JUNE 1ST OR BEFORE. Nice and spacious townhome in a desirable location. Featuring 2 car garage and back porch. The kitchen has SS appliances and granite countertops. All bedrooms upstairs. Ready to move in.

    Maria Milanes PRIME USA REALTY LLC

    1477 Priory Cir, Winter Garden, FL 34787
  • /23

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • House for Rent

    306 Windford Ct, Winter Garden, FL 34787

    This home is located in the heart of Winter Garden. Close to shopping, highways, and toll roads!

    306 Windford Ct, Winter Garden, FL 34787
  • /23

    $4,995 per month

    • 3 Beds
    • 3.5 Baths
    • 2,030 Sq Ft
    • Townhouse for Rent

    129 S Park Ave, Winter Garden, FL 34787

    PARTIALLY FURNISHED, UTILITIES INCLUDED, PETS ALLOWED, WOW!...Downtown Winter Garden Home for Lease and this one should be seen soon. This would be perfect for the Corporate Relocation person, divorcee, or couple waiting for home to be built. This is a 3-story, 3 bedroom, 3.5 bath home, with 2 car garage, that features high-end details and quality finishes throughout. Owner installed elevator for

    Marc Holland BOARDWALK REALTY, LLC

    129 S Park Ave, Winter Garden, FL 34787

Showing Results 41 - 80, Page 2 of 3

How to Rent a Home