$3,450 Per Month
- 4 Beds
- 2 Baths
- 2,048 Sq Ft
- House for Rent
2031 Wintermere Pointe Dr, Winter Garden, FL 34787
2031 Wintermere Pointe Dr, Winter Garden, FL 34787$3,450 Per Month
2031 Wintermere Pointe Dr, Winter Garden, FL 34787
2031 Wintermere Pointe Dr, Winter Garden, FL 34787$2,620 Per Month
266 Regal Downs Cir, 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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist
$3,130
Total Monthly Price
1238 Rain Lily Rd, Winter Garden, FL 34787
Now offering 20-month leases. Sign today and lock in today’s low rate for the next 20 months! Offer valid for new applicants who sign a 20-month lease by July 31st, 2026. Base rent will remain at the 12-month lease rate for the duration of the 20-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is
$2,835 Per Month
988 Glenview Cir, Winter Garden, FL 34787
Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 4-bedroom, 3-bathroom rental home in Winter Garden, FL, has a lot to offer; does it check all your
$2,770
Total Monthly Price
147 Timbercreek Pines Cir, Winter Garden, FL 34787
Now offering 20-month leases. Sign today and lock in today’s low rate for the next 20 months! Offer valid for new applicants who sign a 20-month lease by July 31st, 2026. Base rent will remain at the 12-month lease rate for the duration of the 20-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is
$2,995 Per Month
273 Avalon Rd, Winter Garden, FL 34787
Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets,
Sarah Gholami THE FLORIDA PROPERTY SHOP SALE
$3,325 Per Month
16705 Victoria Grv Aly, Winter Garden, FL 34787
Welcome to 16705 Victoria Grove Aly, a beautifully designed 4-bedroom, 3-bathroom home located in the highly sought-after community of Winter Garden, FL. This modern two-story home features an open-concept floor plan with a spacious great room, contemporary kitchen with stainless steel appliances, and a versatile upstairs loft perfect for a home office or media space. The primary suite
$3,150 Per Month
15038 Groveside Rd, Winter Garden, FL 34787
Experience luxury living in one of Winter Garden's most desirable communities! This stunning 3-story townhome in Parkview at Hamlin offers the perfect blend of comfort, style, and an unbeatable location.Featuring a private first-floor bedroom suite, this home is ideal for guests, extended family, or a private home office. The spacious open-concept main living area showcases a beautiful
Carolina Robbins KARDOSH REALTY
$2,550 Per Month
23 Zachary Wade St, Winter Garden, FL 34787
4 bedroom 2 bath with 2 car garage. Gated community. Laminate flooring with carpet in bedrooms 2-4. Master with ensuite. Large florida room with french doors.Unfurnished 4 bedroom 2 bath with 2 car garage. Gated community. Laminate flooring with carpet in bedrooms 2-4. Master with ensuite. Large florida room with french doors. Open floor plan. Rent includes lawn care.$100 app fee
$3,200 Per Month
4885 Coral Bean Aly, Winter Garden, FL 34787
Welcome to this beautiful 4-bedroom, 2.5-bath home located in the highly sought-after Silverleaf Reserve at Hamlin community in Winter Garden. Offering over 2,000 square feet of thoughtfully designed living space, this home features a modern open-concept floor plan ideal for both everyday living and entertaining. The spacious kitchen showcases solid-surface countertops, abundant cabinet space,
Alessandra Oliveira FLORIDA CONNEXION PROPERTIES
$2,900 Per Month
7670 Bowery Dr, Winter Garden, FL 34787
$4,800 Per Month
6154 Hamlin Reserve Blvd, Winter Garden, FL 34787
Beautiful and spacious two-story home for rent in the highly desirable Hamlin area of Winter Garden. This well-designed property features an open-concept layout with a bright great room showcasing double-height ceilings, abundant natural light, and double doors leading to the outdoor area. The modern kitchen offers ample cabinetry and connects seamlessly to the dining area. The first floor also
Denise Batista ALLUX REAL ESTATE LLC
$3,500 Per Month
12513 Encore at Ovation Way, Winter Garden, FL 34787
Gas Community, Master bedroom on the second floor. Located in the heart of Orlando's attractions, our new construction homes in Winter Garden provide a unique opportunity to live where you vacation. Encore at Ovation offers quick access to 429 via the 1.6-mile extension of Western Way, making it the most connected location in Village I. Our community's stellar location to nearby 192, World Drive,
$3,200 Per Month
15010 Summer Harvest St, Winter Garden, FL 34787
Welcome to this beautiful single-family home located in the highly desirable Harvest at Ovation community in Horizon West/Winter Garden, one of Central Florida’s fastest-growing areas. This spacious residence offers 4 bedrooms, 3 full bathrooms, and 1 half bath, including a downstairs suite, ideal for guests or multi-generational living. The home features a modern, functional layout with
Ricardo Molina TALENT REALTY SOLUTIONS
$2,700 Per Month
15467 Sugar Citrus Dr, Winter Garden, FL 34787
Beautiful Townhome located in the new Winter Garden area, with 4 bedrooms and 3 bathrooms. The kitchen is spectacularly designed with stainless steel appliances. The two-car Garage is near the new Publix, Walmart, expressways, Winter Garden Village, Disney, cinemas, restaurants, etc. The community includes a pool and clubhouse. Townhome
$2,850 Per Month
13891 Title Way, Winter Garden, FL 34787
Available Immediately! Beautiful 4 BR/3.5BA Single Family Home in the desirable Storey Grove Community in Winter Garden. Spacious, modern kitchen with large center island, and stainless steel appliances. Two Master bedrooms, one downstairs and one upstairs. Master bedroom features HUGE walk-in closet and en suite bathroom with double vanity! 2 Car Garage! Washer/dryer included. The home was built
Huizi Li MULTI CHOICE REALTY LLC
$7,000 Per Month
7849 Freestyle Ln, Winter Garden, FL 34787
Contact Kelly at or to schedule an appointment to view the home! *Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established *Rare opportunity to rent in an exclusive private gated and coveted water-skiing community of Isles of Lake Hancock. Amidst gorgeous views and private streets of beautiful estate
$3,700 Per Month
17865 Adrift Rd, Winter Garden, FL 34787
Charming and Comfortable Home for Rent – 4 Bedrooms, Spacious Layout, and Excellent Amenities This beautiful home combines charm, comfort, and practicality, offering an ideal space for modern living. With four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, the clever layout maximizes the functionality of each room. Upon entering, you'll be greeted by a
Joao De Souza Freitas, Jr WRA BUSINESS & REAL ESTATE
$2,450 Per Month
13800 Golden Russet Dr, Winter Garden, FL 34787
Welcome home to this beautifully upgraded 4-bedroom, 2.5-bath townhome nestled in the exclusive gated community of The Orchard—where comfort, style, and convenience come together in perfect harmony. Available for move-in July 1st!!! This rare rental opportunity won’t last long!Step inside and be wowed by the spacious open-concept layout, perfect for hosting guests or enjoying cozy family
$3,900 Per Month
3190 Sailing Pier Ave, Winter Garden, FL 34787
Live the Lifestyle You Deserve in Estates at Lakeview Preserve – Where Winter Garden Meets Clermont. Step into luxury and modern comfort with this immaculate 3,829 sq ft home, built in 2023 and situated in the sought-after gated community of Estates at Lakeview Preserve, located right on the border of Clermont and Winter Garden. Designed for both functionality and elegance, this spacious home
Paul Moscoso Donoso SHINING OAK REALTY
$3,200 Per Month
17052 Quicksilver Ave, Winter Garden, FL 34787
A+ rated schools. Located in a solar community, helping tenants save on electricity costs. This bright two-story home features two master bedrooms, including one conveniently located on the first floor. Upstairs offers three additional bedrooms, including a second master suite. With 9.5-foot ceilings on the first floor and 9-foot ceilings upstairs, the home feels much brighter and more spacious
Rui Gao U S GLORY REALTY
$2,650 Per Month
13071 Inkwell Aly, Winter Garden, FL 34787
This spacious two-story home offers 4 bedrooms, 3 bathrooms, and approximately 2,042 sq ft of well-designed living space. The open-concept kitchen, complete with a large island, overlooks a bright and expansive family and dining area—perfect for everyday living and entertaining. The primary suite features an oversized bathroom with dual sinks and a generous walk-in closet. Additional highlights
Amanda Yuan MULTI CHOICE REALTY LLC
$3,200 Per Month
15179 Blue Peacock Ln, Winter Garden, FL 34787
Welcome to this stunning and spacious 4-bedroom, 3-bathroom residence located in the highly sought-after Osprey Ranch community in Winter Garden. Offering approximately 2,500 square feet of thoughtfully designed living space, this home combines modern elegance with everyday comfort. The open-concept floor plan features a bright and inviting living area that seamlessly connects to a beautifully
Ayrys Torres TALENT REALTY SOLUTIONS
$3,100 Per Month
6713 Marmalade Aly, Winter Garden, FL 34787
Contact owner/agent directly with questions. *$3,100/month including HOA *Primary suite with private balcony *First-floor in-law suite *Private fenced patio *2-car garage *4 bedrooms/3 full bathrooms *Hamlin Reserve community amenities. Ideal for multigenerational families, guests, a home office or private space and relatives who prefer not to use stairs. Beautiful townhome in sought-after Hamlin
Ivelisse Gonzalez Almanzar, PA ALLIANCE REALTY ENTERPRISES INC
$3,000 Per Month
17051 Quicksilver Ave, Winter Garden, FL 34787
Welcome to 17051 Quicksilver Avenue, Winter Garden, where comfort, flexibility, and modern living come together. This beautifully maintained home features a highly desirable layout with two spacious owner’s suites, making it perfect for multigenerational living, guests, or anyone seeking extra privacy. The first-floor common areas are completely carpet-free, offering stylish, low-maintenance
Jing Yue INTEREALTY SERVICE
$3,350 Per Month
15142 Masthead Landing Cir, Winter Garden, FL 34787
This 4 bedroom 3 bathroom open-floor concept home. Updated granite counters, and newly painted cabinets and stainless steel appliances. Stoneybrook West offers 24-hour manned, security-guarded and gated, golf-course community. Located, minutes from Downtown Plant Street & Florida Hospital. Community amenities are an Olympic sized swimming pool, Town Center includes the gym (Tennis, Basketball,
Amal Salama LPT REALTY, LLC
$3,200 Per Month
14755 Masthead Landing Cir, Winter Garden, FL 34787
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 permitted. Located in Stoneybrook West community. Water view!
Susana Stutsman SUSANA JORDAN STUTSMAN
$3,100 Per Month
16453 Hamlin View St, Winter Garden, FL 34787
Discover modern living in this almost brand-new 2025 home located in the highly desirable Hamlin Pointe community of Horizon West. Offering 4 bedrooms, 3 full bathrooms, and 2,088 square feet of thoughtfully designed living space, this residence features an open-concept floor plan filled with natural light, a spacious great room, and a contemporary kitchen that seamlessly connects to the dining
Any Alves WRA BUSINESS & REAL ESTATE
$3,200 Per Month
4869 Lacewing Dr, Winter Garden, FL 34787
Welcome to this beautiful 4-bedroom, 2.5-bath home located in the highly sought-after Silverleaf Reserve at Hamlin community in Winter Garden. Offering over 2,000 square feet of thoughtfully designed living space, this home features a modern open-concept floor plan ideal for both everyday living and entertaining. The spacious kitchen showcases solid-surface countertops, abundant cabinet space,
Alessandra Oliveira FLORIDA CONNEXION PROPERTIES
$6,000 Per Month
450 Winter Grove Blvd, Winter Garden, FL 34787
Stunning, brand-new luxury home available for rent in the highly desirable Winter Grove community of Winter Garden! This magnificent two-story residence features 4 spacious bedrooms, 3.5 bathrooms, a massive 3-car garage, and over 4,272 sq. ft. of pristine living space. The open-concept gourmet kitchen is a chef’s dream, fully equipped with high-end stainless steel appliances including a built-in
Rubens Aranha MS LAND & BUILDING LLC
$3,200 Per Month
14180 Title Way, Winter Garden, FL 34787
Welcome to Storey Grove, a beautiful and highly sought-after community in the heart of Horizon West, Winter Garden, one of Central Florida’s most desirable locations.This stunning rental home offers 4 bedrooms, 3.5 bathrooms, a 2-car garage, and 2,481 square feet of thoughtfully designed living space. The property features a charming private backyard courtyard situated between the main house
Mark Wang SUNSTAR REALTY FL INC
$3,400 Per Month
16337 Honey Harvest St, Winter Garden, FL 34787
This Taylor Morrison single-family home in Horizon West features 4 bedrooms, 3 full bathrooms, and 1 half bath, including a convenient guest suite on the first floor. All appliances are included for added convenience. The main level offers a private bedroom with a full bathroom featuring a walk-in shower and closet, along with a half bath. The spacious gathering room showcases high ceilings and
Ricardo Molina TALENT REALTY SOLUTIONS
$3,600 Per Month
2158 Wintermere Pointe Dr, Winter Garden, FL 34787
Beautiful spacious 4 bedroom, 3 bath pool home located in GATED community of Wintermere Pointe, Winter Garden. This home offers 3,000 square feet of living space. Enjoy the private screened in pool. Large bonus room. Great location! Just minutes from Winter Garden Village, SR 429 and the Florida Turnpike. Pool and Lawn included. Freshly painted. Must see!
Barbara Schafer Holland CLASSIC INTERNATIONAL REALTY LLC
$3,000 Per Month
247 Country Cottage Ln, Winter Garden, FL 34787
Remodel Home for rent! This beautiful 4BR/2.5BA single-family home is located inside the gated community of Cobblestone. Features open floor plan, separate living room, dining/family combo, all located on 1st floor completely tile floors. All bedrooms are on the 2nd floor, including the laundry room, with luxury Vinyl floors. The master bedroom features a huge walk-in closet, dual sinks, and a
Yoganand Ganeshram EXP REALTY LLC
$2,800 Per Month
2081 Standing Rock Cir, Winter Garden, FL 34787
Move-in ready 4-bedroom, 2.5-bath home located in a desirable Winter Garden/Oakland community. This spacious two-story residence features a functional floor plan with generous living areas, large bedrooms, and ample closet space throughout. Brand-new luxury vinyl flooring was installed on the entire second floor this month, while the main level offers easy-maintenance flooring and no carpet
Andrea Pointon POINTON REALTY INC
$3,300 Per Month
16591 Parable Way, Winter Garden, FL 34787
**Fully fenced 4-bedroom, 3.5-bath home with dual primary suites and an upstairs loft — one suite on each level — in Storey Grove, Winter Garden, Florida.** Two full en-suite retreats with oversized walk-in closets give this two-story home maximum flexibility for multi-generational living, remote work, or hosting extended family. The open-concept main level features a tile entry, granite island
Angela Rodriguez DREAM FINDERS REALTY GROUP CORP
$3,300 Per Month
3439 Buoy Cir, Winter Garden, FL 34787
Welcome to this beautifully maintained one-story 4-bedroom, 4.5-bath home in the highly sought-after Lakeview Preserve community. Offering nearly 3,000 square feet of thoughtfully designed living space, this open-concept home combines comfort, style, and functionality. The gourmet kitchen features a large center island, quartz countertops, stainless steel appliances, abundant cabinetry, and
Patricia Solivan Lopez EXP REALTY LLC
$3,600 Per Month
11965 Bracco St, Winter Garden, FL 34787
Step into this stunning and move-in ready home, completed in April 2025 and loaded with modern upgrades and designer touches throughout! Featuring a bright open-concept layout, the chef-inspired kitchen showcases elegant gold fixtures and flows seamlessly into the spacious dining and living areas, perfect for entertaining or enjoying everyday family life. Need extra flexibility? The private study
Denise Batista ALLUX REAL ESTATE LLC
$2,800 Per Month
884 Klondike St, Winter Garden, FL 34787
Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the
Nicole Mickle OLYMPUS EXECUTIVE REALTY INC
$4,000 Per Month
427 Tierra Verde Ln, Winter Garden, FL 34787
Fully FURNISHED pristine custom home nestled in the sought-after gated community of Lake Cove Pointe! this stunning 4-bed, 3-bath house is a masterpiece of comfort and style. Located in the heart of the Winter Garden Golf Cart District, this residence offers a unique blend of luxury, convenience, and tranquility.Property Features: • Spacious 4 bedrooms with ample natural light; The
Sherry Wang KELLER WILLIAMS CLASSIC
Showing Results 1 - 40, Page 1 of 2
There are currently 49 homes available for rent in Winter Garden, FL. The median rent is $2,800 per month, with single-family homes renting at $3,000, townhouses at $2,700 and condos at $1,993.
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Number of 4 Bedroom Homes for Rent
49
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Median 4 Bedroom Single Family Home Rent
$3,200
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Median 4 Bedroom Townhouse Rent
$2,800
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