Homes for Rent near Oakland Avenue Charter School

/28
$2,100 per month
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- Townhouse for Rent
987 Butterfly Blvd, Winter Garden, FL 34787

Spacious 3 bedroom 2 bath townhome in prime West Orlando Location!. Offering a smart and functional two story layout this home is perfect for anyone seeking comfort, convenience and low maintenance living. Downstairs you'll find a spacious main living area that flows seamlessly into the kitchen and dining space ideal for everyday living or hosting friends. Upstairs the three well sized bedrooms

Carmelo Nuccio

RE/MAX EXCLUSIVE COLLECTION

(321) 490-3733

987 Butterfly Blvd, Winter Garden, FL 34787
Explore Oakland Avenue Charter School
/16
$2,000 per month
- 2 Beds
- 1.5 Baths
- 1,190 Sq Ft
- Townhouse for Rent
1350 Winter Green Way, Winter Garden, FL 34787

Welcome to 1350 Winter Green Way—a beautifully updated 2-bedroom, 1.5-bathroom townhome located in one of Central Florida’s most desirable communities. This property checks all the boxes.Step inside to discover a well-maintained interior with thoughtful upgrades throughout, complemented by a brand-new roof for added peace of mind. The open layout offers comfort and functionality, making it

Mesner Belidor

KELLER WILLIAMS LEGACY REALTY

(321) 252-7602

1350 Winter Green Way, Winter Garden, FL 34787
/26

$1,814 - $4,785 per month

Broadstone Overlands

1 - 3 Beds

5000 Collina Terrace, Clermont, FL 34711

Explore the trailside of life at Broadstone Overlands in Clermont, Florida. Located 20 miles west of Orlando and situated directly on the West Orange Trail, connecting neighborhoods to rolling hills, numerous lakes, The South Lake Trail and downtown Clermont, filled with indie shops, restaurants, and historic charm. Here, you can discover apartment and townhomes designed for those who crave a

5000 Collina Terrace, Clermont, FL 34711
/20
$2,000 per month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
17542 Doris St, Montverde, FL 34756

Three bedroom two bath home located in MONTVERDE....Recently remodeled with new luxury vinyl flooring & fresh paint throughout. As you enter you will notice the very spacious feel with the cathedral ceilings. The KITCHEN has all NEW stainless steel appliances and plenty of room for sitting area. The primary bedroom is nice size and the master bath offers a garden tub/ shower combo and plenty

Karin Arellano ARELLANO REALTY & INVESTMENTS

17542 Doris St, Montverde, FL 34756
/96

$1,649 - $2,829 per month

Skyline at Westfall Station

1 - 3 Beds

13600 Hilltop Groves Blvd, Clermont, FL 34711

Indulge in the epitome of luxury living at Skyline at Westfall Station. Our coach-style, modern farmhouse-themed community offers 1, 2, and 3-bedroom sanctuaries amidst the scenic beauty of Clermont, Florida. Nestled among rolling hills and serene lakes, this haven provides ultimate access to major interstates and picturesque walking trails. Elevate your lifestyle with modern finishes and embrace

13600 Hilltop Groves Blvd, Clermont, FL 34711
/27
$3,200 per month
- 3 Beds
- 2 Baths
- 1,584 Sq Ft
- House for Rent
116 Timbercreek Pines Cir, Winter Garden, FL 34787

Available Nov. 20th, 2025***Beautiful home with fenced in yard in Downtown Winter Garden. Available Nov 15th, 2025. 1 year lease preferred. Showings will need to be scheduled with listing agent. Enjoy the Downtown Golf cart district with boutique shopping, casual, and fine dining, Saturday Farmer's Market, and all the downtown parades and events that the city of Winter Garden celebrates. Just a

Joshua Earley OPTIMA ONE REALTY, INC.

116 Timbercreek Pines Cir, Winter Garden, FL 34787
/71

$1,714 - $2,929 per month

Vida Winter Garden

1 - 3 Beds

1223 E Plant St, Winter Garden, FL 34787

Indulge in modern and spacious living at Vida Winter Garden, offering 15 thoughtfully designed floor plans tailored to suit various lifestyles. Choose from studio, 1, 2, and 3-bedroom options, where open-concept designs create optimum space and comfort in every home. The authentic lifestyle you're after and the perfect place to put down your own roots. Enjoy life in a welcoming and diverse Winter

1223 E Plant St, Winter Garden, FL 34787
/2
$2,100 per month
- 3 Beds
- 2 Baths
- 1,426 Sq Ft
- Townhouse for Rent
17403 Promenade Dr, Clermont, FL 34711

Available Now! Get your appointment scheduled early to secure the property with ease**Come take a look at this well maintained 3 Bedroom/ 2 Bathroom town home, located in the beautiful community of Magnolia Pointe- The location could not be any more perfect- minutes from shopping! The master bedroom is huge! Bring your washer and dryer as the unit has inside connectivity! One car garage to park

Paula Rodriguez LA ROSA REALTY CENTRAL FLORIDA

17403 Promenade Dr, Clermont, FL 34711
/82

$1,722 - $3,105 per month

The Oasis at Lake Bennet

1 - 3 Beds

906 Oasis Palm Cir, Ocoee, FL 34761

The Oasis at Lake Bennet is the newest luxury apartment community located in West Orange County. With 302 apartment homes, every feature of your future home has been designed with you in mind. We are just minutes away from the Winter Garden Village and with the development of the City Center, there will be plenty more to look forward to as you get ready to live your Oasis!

906 Oasis Palm Cir, Ocoee, FL 34761
/20
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,347 Sq Ft
- Townhouse for Rent
13449 Daniels Landing Cir, Winter Garden, FL 34787

Great location corner townhouse , 3 Bedroom 2.5 bathroom . Gate community, club house with pool , gym ,kitchen ,playground, close to Winter Garden downtown ,beautiful trails for walking ,biking excellent schools, the dinning experience is ! Delicious !

Armando Guzman REALSOURCE PROPERTY MANGNT LLC

13449 Daniels Landing Cir, Winter Garden, FL 34787
/47

$1,544 - $2,689 per month

Advenir at Castle Hill

1 - 3 Beds

13600 Hartle Groves Place, Clermont, FL 34711

Welcome to Advenir at Castle Hill, a residential community featuring One, Two & Three bedroom apartments in Clermont, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options. Are you looking for an apt for rent in Clermont, FL? Contact our friendly, professional office staff to

13600 Hartle Groves Place, Clermont, FL 34711
/6
$1,830 per month
- 3 Beds
- 2 Baths
- 1,204 Sq Ft
- House for Rent
621 Palomas Ave, Ocoee, FL 34761

Beautiful 3 bedroom, 2 bath home in the heart of Ocoee. Featuring 1,204 SqFt of heated living space, this home offers tile flooring throughout, an open concept layout, and abundant natural light. The spacious backyard is perfect for outdoor entertaining activities. Located in a quiet neighborhood with easy access to schools, shopping, dining, and major highways. Don't miss the chance to make this

Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

621 Palomas Ave, Ocoee, FL 34761
/49

$1,640 - $3,450 per month

The Alibi at Lake Lilly

Studio - 3 Beds

2760 Southside Dr, Ocoee, FL 34761

Red, White and Whoa! Now offering up to 6 WEEKS FREE on swanky studio, one-, two- and three-bedroom apartments and townhomes for rent in Ocoee, FL. Offer may vary by floor plan. Step into The Alibi, where luxury living meets speakeasy chic. With a grand selection of award-winning luxury apartment homes, you'll discover a world of comfort and craftsmanship that's the bee's knees. Each gorgeous

2760 Southside Dr, Ocoee, FL 34761
/18
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,347 Sq Ft
- Townhouse for Rent
13449 Daniels Landing Cir Unit 1, Winter Garden, FL 34787

Great location corner townhouse , 3 Bom 2.5 bathroom . Gate community, club house with pool , gym ,kitchen ,playground, close to Winter Garden downtown ,beautiful trails for walking ,biking excellent schools, the dinning experience is ! Delicious !

Armando Guzman Realsource Property Management

13449 Daniels Landing Cir Unit 1, Winter Garden, FL 34787
/16

$1,550 - $3,175 per month

AVENUE ON OAKLAND

Studio - 3 Beds

751 W Oakland Ave, Oakland, FL 34787

Perfectly located in Oakland, Florida with easy access to the West Orange bike trail and minutes from the historic downtown Winter Garden and the Florida Turnpike. The Avenue offers unparalleled amenities and an exquisite collection of studios, one, two- and three-bedroom apartment homes.

751 W Oakland Ave, Oakland, FL 34787
/15
$2,750 per month
- 3 Beds
- 2 Baths
- 1,929 Sq Ft
- House for Rent
556 First Cape Coral Dr, Winter Garden, FL 34787

This beautiful 3/2 home is located on a corner lot. Home features a large open floor plan which includes a spacious tiled kitchen with over-sized island and huge 42" cabinets. Over-sized master with a large walk-in closet. Master bath has double vanity sinks, large garden tub, and a separate tiled shower. Double car garage with opener. Community Pool!

Andrea Thurman HAMPTON & HAMPTON MGMT LEASING

556 First Cape Coral Dr, Winter Garden, FL 34787
/36

$1,199 - $1,800 per month

Winterwoods

Studio - 2 Beds

15300 W Colonial Dr, Winter Garden, FL 34787

Welcome to Winterwoods, apartments in Winter Garden, FL. Rest easy knowing you will be in a great neighborhood with convenient access to all that Winter Garden has to offer. Our single-story, garden-style West Winter Garden apartments feature private entrances and patios for your enjoyment. We offer Studio, 1 & 2 bedroom apartments in Winter Garden near Fowler Groves Winter Garden

15300 W Colonial Dr, Winter Garden, FL 34787
/12
$2,400 per month
- 3 Beds
- 2 Baths
- 1,521 Sq Ft
- House for Rent
415 Grand Royal Cir, Winter Garden, FL 34787

Move-In Ready Single Family Home with Stunning Water Views!Step into this beautifully updated home featuring a brand new kitchen and fresh interior paint throughout. Enjoy the elegance of new laminate wood flooring in the living and dining rooms. The spacious backyard offers gorgeous water views, perfect for relaxing or entertaining.Don't miss this opportunity call today to schedule your

Zoe Yao YANG REALTY INC

415 Grand Royal Cir, Winter Garden, FL 34787
/26

$1,514 - $2,029 per month

Country Gardens

1 - 3 Beds

15122 W Colonial Dr, Winter Garden, FL 34787

Learn more about our current Move-In Specials and save today!Stylish design at a price thats right! Country Gardens Apartment Homes is located in Winter Garden, Florida, with easy access to Florida's Turnpike and SR-50/Colonial Drive. You'll experience a top selection of amenities and features at this community, like a resort-style pool with sundeck, lake/pond views, and a heart-healthy

15122 W Colonial Dr, Winter Garden, FL 34787
/22
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,694 Sq Ft
- House for Rent
15255 Harrowgate Way, Winter Garden, FL 34787

Welcome to this such a cozy home! Top rated public school. Just minutes to shopping plaza and 429 high way.Close to Winter Garden Village. Downstairs has open concept with living room, dining room,kitchen ,pantry, half bath, laundry closet. Washer and dryer are included. In upstairs, the spacious loft and master bedroom are on the right side. The other two bedrooms and a full bathroom are on the

Mia Guan AAA GLOBAL VENTURES PA

15255 Harrowgate Way, Winter Garden, FL 34787
/50

$1,776 - $2,795 per month

Arya at Windermere

2 Beds

1231 Arya Way, Ocoee, FL 34761

Enjoy a vibrant lifestyle at Arya at Windermere, a 55+ community in Ocoee, FL offering unparalleled luxury amenities, including a massage room, steam room, outdoor putting green and a micro market. Arya features open concept 1 and 2-bedroom apartments with chef-inspired kitchens, granite countertops, stainless steel appliances, breakfast bar, wood-style plank floors, walk-in shower, washer and

1231 Arya Way, Ocoee, FL 34761
/13
$2,700 per month
- 3 Beds
- 2 Baths
- 2,102 Sq Ft
- House for Rent
607 Grassy Stone Dr, Winter Garden, FL 34787

Great Golf cart community with pool and playground a short walk from home. Also the West Orange Trail entrance for 22 miles of biking, walking etc. Spacious plan with formal living, dining, Separate family room open to kitchen. Split bedroom. Covered back patio. All appliances, blinds. Laminate wood flooring throughout including bedrooms. Charming Downtown Winter Garden with many shops,

Peggy Johnson FLAMINGO REALTY OF ORLANDO

607 Grassy Stone Dr, Winter Garden, FL 34787
/35

$1,665 - $2,262 per month

Slate Luxury Apartments

1 - 2 Beds

584 W Bay St, Winter Garden, FL 34787

Welcome to Slate Luxury Apartments, where tranquility meets chic living in the heart of downtown Winter Garden, Florida. Nestled in a lush, serene enclave, our boutique community offers townhomes and one-story villas. Here, you'll experience a perfect blend of the historic charm of Winter Garden and the modern elegance of our upgraded apartment homes. At Slate, there's no need to get in the car;

584 W Bay St, Winter Garden, FL 34787
/46
$2,400 per month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
271 Daniels Pointe Dr, Winter Garden, FL 34787

Beautifully updated 3-bedroom home with 2 bathrooms and approximately 1,300 sqft of living space. Featuring brand new interior paint and new flooring throughout, this property is move-in ready! Located on a quiet lot backing to a peaceful pound for extra privacy, no rear neighbors. Available for immediate move-in. Don’t miss this opportunity!

Vitor Silva AUTHENTIC REAL ESTATE TEAM

271 Daniels Pointe Dr, Winter Garden, FL 34787
/35

$1,470 - $3,364 per month

Park Place at Maguire Apartments

1 - 3 Beds

100 Maguire Park St, Ocoee, FL 34761

Park Place at Maguire is the apartment youve been looking for in Ocoee, FL. With comfortable one-, two-, and three-bedroom homes complete with washers and dryers, private patios, and plenty of storage, youre guaranteed to find a place to live with a lifestyle to love. Whats more, as a member of the community youll also have access to our co-working space, rentable storage units, and game room

100 Maguire Park St, Ocoee, FL 34761
/22
$2,250 per month
- 2 Beds
- 2.5 Baths
- 1,145 Sq Ft
- Townhouse for Rent
13758 Daniels Landing Cir, Winter Garden, FL 34787

GATED cute neighborhood in the sought-after area of WINTER GARDEN VILLAGE MALL and so much more around the newer side of this HISTORIC CHARMING DISTRICT TOWN. Included in the rent amount: BASIC CABLE with HBO, BASIC INTERNET. This lovely UPDATED townhome is spacious, tile throughout 1st floor and luxury Vinyl on 2nd floor where the suites are. All bedrooms with walk-in closets, laundry is on the

Claudia D'Aquino CENTURY 21 CARIOTI

13758 Daniels Landing Cir, Winter Garden, FL 34787
/23

$1,460 - $1,950 per month

Inland Seas Apartments

1 - 3 Beds

1301 Inland Seas Blvd, Winter Garden, FL 34787

1301 Inland Seas Blvd, Winter Garden, FL 34787
/39
$3,700 per month
- 5 Beds
- 3 Baths
- 3,382 Sq Ft
- House for Rent
944 Lost Grove Cir, Winter Garden, FL 34787

Welcome to this move-in ready 5-bedroom, 3-bathroom two-story home located at 944 Lost Grove Circle in Winter Garden, FL. Offering 2,856 sq ft of living space, this spacious home includes a 2-car garage and a versatile loft with built-in speakers, perfect for a movie room or family entertainment area with a true cinematic feel.As you enter, you’re greeted by an open-concept living and

Sabrina Freeman CHARLES RUTENBERG REALTY ORLANDO

944 Lost Grove Cir, Winter Garden, FL 34787
/35

$1,650 - $1,750 per month

Garden City Apartments

2 Beds

521 S Park Ave, Winter Garden, FL 34787

Garden City Apartments is nestled in the heart of Downtown Winter Garden, Florida. Within walking distance or a quick golf cart ride to Historic Plant Street, life is full of excitement with local arts and entertainment, trails and restaurants galore you will surely feel at home and safe living in our newly renovated industrial designed family-friendly apartments. We have a mix between

521 S Park Ave, Winter Garden, FL 34787
/37
$4,199 per month
- 5 Beds
- 3.5 Baths
- 4,422 Sq Ft
- House for Rent
13185 Blossom Valley Dr, Clermont, FL 34711

Welcome to your new home! This exquisite 5-bedroom, 4-bathroom house with a 3 car garage is available for rent, ideally situated just off a major highway, ensuring convenient access to everything you need. Located near shopping plazas and with easy reach to highways FL-Turnpike and FL-429, this home offers both comfort and convenience.Step inside to discover a beautifully upgraded interior

Yan Zuo EAST PEARL REALTY

13185 Blossom Valley Dr, Clermont, FL 34711
/19
$2,595 per month
- 4 Beds
- 2.5 Baths
- 2,176 Sq Ft
- House for Rent
13743 Laranja St, Clermont, FL 34711

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 $2739.90. That covers your base rent, $2595.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

13743 Laranja St, Clermont, FL 34711
/29
$3,900 per month
- 4 Beds
- 3.5 Baths
- 2,740 Sq Ft
- House for Rent
1900 Donahue Dr, Ocoee, FL 34761

Welcome to Your Private Oasis in The Preserve at Crown Point. Tucked away in the heart of Central Florida where nature's beauty meets refined living, awaits a residence that truly feels like home. Welcome to a breathtaking four bedroom, three and a half bathroom estate perfectly positioned on a premium homesite with panoramic preserve views and endless skies over Lake Apopka. Built in 2018 and

Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

1900 Donahue Dr, Ocoee, FL 34761
/2
$2,490 per month
- 4 Beds
- 2 Baths
- 1,468 Sq Ft
- House for Rent
1257 S Park Ave, Winter Garden, FL 34787

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.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 Want to tour on your own? Click the “Self

1257 S Park Ave, Winter Garden, FL 34787
/20
$1,595 per month
- 2 Beds
- 2 Baths
- 918 Sq Ft
- Condo for Rent
156 Windtree Ln Unit T201, Winter Garden, FL 34787

Available Now – Renovated 2BR/2BA Condo in Prime Winter Garden Location!Don’t miss this opportunity to lease one of the finest units in Windtree Gardens, located in the heart of highly desirable Winter Garden. This beautifully renovated 2-bedroom, 2-bath condo is move-in ready and offers comfort, convenience, and style. Situated on the second floor, the home features laminate wood

Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

156 Windtree Ln Unit T201, Winter Garden, FL 34787
/16
$2,435 per month
- 3 Beds
- 2 Baths
- 1,976 Sq Ft
- House for Rent
510 E Fullers Cross Rd, 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 $2579.90. That covers your base rent, $2435.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

510 E Fullers Cross Rd, Winter Garden, FL 34787
/46
$1,975 per month
- 2 Beds
- 2 Baths
- 1,264 Sq Ft
- Condo for Rent
303 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

* Fully painted prior to move-in. * All stainless steel appliances. Amazing opportunity in resort style Southern Pines Condos, Winter Garden! Beautiful 2 bedroom 2 bath 2nd floor condo. Open floor plan with bonus room area off the living room, granite counter tops in kitchen and bath, crown molding, indoor laundry, closet pantry. Kitchen equipped with all stainless steel appliances including

Seyed Azimi AFT PROPERTY LLC

303 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
/20
$2,440 per month
- 3 Beds
- 2 Baths
- 1,534 Sq Ft
- House for Rent
619 Grand Royal 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 $2584.90. That covers your base rent, $2440.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

619 Grand Royal Cir, Winter Garden, FL 34787
/15
$3,200 per month
- 4 Beds
- 2 Baths
- 2,258 Sq Ft
- House for Rent
14755 Masthead Landing Cir, Winter Garden, FL 34787

Single story house with peaceful lake front view and fenced backyard. The interior consists of a living/dining room combination, split floor plan with four bedrooms, open kitchen, and family room. Complete application required with copy of applicant's driver's license. Complete credit reports for all adults required, proof of income (last two paystubs, last 2 months bank statements). Only 1 pet

Susana Stutsman SUSANA JORDAN STUTSMAN

14755 Masthead Landing Cir, Winter Garden, FL 34787
/12
$2,350 per month
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
- House for Rent
375 Regal Downs Cir, 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

375 Regal Downs Cir, Winter Garden, FL 34787
/28
$5,300 per month
- 4 Beds
- 4 Baths
- 3,144 Sq Ft
- House for Rent
11445 Vicolo Loop, Windermere, FL 34786

Gorgeous pool home ready for tenant in desirable gated Belmere community with private pool and spa. Solid flooring throughout. Primary bedroom and additional bedrooms on first floor. Bonus room/bedroom and bath on second floor. 3 car garage; tile roof; paver driveway. Community has tennis, playground amenities and very walkable. Pool and lawncare included in rent. Bike ride to downtown

Dawn Briggs BLUE MAGNOLIA REALTY LLC

11445 Vicolo Loop, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 4

Florida Orange County Oakland Oakland Avenue Charter School

How to Rent a Home

Rentals in Nearby Neighborhoods

Rentals in Nearby Cities

Rentals in Nearby Counties

Rentals in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage