253

Homes for Rent near Windermere Preparatory School

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    $1,593 - $3,698 per month

    MAA Windermere

    1 - 3 Beds

    11598 Lachlan Ln, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

    11598 Lachlan Ln, Windermere, FL 34786
  • /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
  • /20

    $6,400 per month

    • 6 Beds
    • 4.5 Baths
    • 3,786 Sq Ft
    • House for Rent

    10430 Birch Tree Ln, Windermere, FL 34786

    Welcome to your perfect family retreat in the heart of Windermere, FL! This spacious six-bedroom, four-and-a-half-bathroom single-family home spans 3,786 square feet, providing ample space for comfortable living. Enjoy the inviting open-concept layout, highlighted by a cozy fireplace, a gourmet kitchen with rich wooden cabinetry, and abundant natural light throughout. The luxurious master

    10430 Birch Tree Ln, Windermere, FL 34786
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    $3,150 per month

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Townhouse for Rent

    15489 Hamlin Park Dr, Winter Garden, FL 34787

    Be the First to Live in This Brand-New, Luxury Townhome in Parkview at Hamlin! This Haines II, stunning 3-bedroom, 2.5-bathroom, 3-story townhome in the highly desirable Parkview at Hamlin community of Winter Garden was just completed and never lived in. Inside, you’ll find a thoughtfully designed floor plan with three private suites, including a first-floor guest suite and a luxurious

    Shane Jordan COLDWELL BANKER RESIDENTIAL RE

    15489 Hamlin Park Dr, Winter Garden, FL 34787
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    $2,525 per month

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • House for Rent

    16390 Grey Pne Dr, 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 $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    16390 Grey Pne Dr, Winter Garden, FL 34787
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    $7,999 per month

    • 5 Beds
    • 8 Baths
    • 4,080 Sq Ft
    • House for Rent

    9361 Cypress Cove Dr, Orlando, FL 32819

    Experience unmatched versatility and design in this stunning SOUTH BAY modern home, offering three distinct living quarters — perfect for multigenerational living, guests, or rental potential. Nestled on a spacious peninsula-style lot, this property blends elegance, privacy, and functionality.Walk to dock attached to butler chain of lakes or play tennis this community is all you need for upscale

    Natalie Citarelli CITARELLI REALTY GROUP LLC

    9361 Cypress Cove Dr, Orlando, FL 32819
  • /19

    $2,925 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    16378 Grey Pne Dr, 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    16378 Grey Pne Dr, Winter Garden, FL 34787
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    $3,600 per month

    • 4 Beds
    • 2.5 Baths
    • 2,309 Sq Ft
    • House for Rent

    349 Partridge Pea Ln, Ocoee, FL 34761

    *Exceptional Rental Opportunity!*Step into this updated 4-bedroom, 2.5-bath home, perfectly situated on a *corner lot* within a sought-after private gated community. This residence boasts *brand-new vinyl plank flooring* and has undergone a complete *interior and exterior paint job in 2025. With major updates including an **entire AC system replacement in 2023*, you’ll enjoy comfort

    Ron Debrassi DEBRASSI REALTY LLC

    349 Partridge Pea Ln, Ocoee, FL 34761
  • /19

    $2,925 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6493 Breeze Filled Ln, 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6493 Breeze Filled Ln, Winter Garden, FL 34787
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    $3,450 per month

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft
    • House for Rent

    14263 Aldford Dr, Winter Garden, FL 34787

    Welcome to Latham Park! Gorgeous homes located in the highly desirable Winter Garden. This 2 car garage plus storage bay home has a sunny bright, open kitchen with plenty of upgrades such as beautiful 42 inch dark Wellborn cabinets, all stainless steel Whirlpool appliances including gas range, dishwasher, and microwave plus Moen fixtures. Enormous Quartz counter-top island perfect for gatherings.

    Sean Hooke LAKESIDE REALTY WINDERMERE INC

    14263 Aldford Dr, Winter Garden, FL 34787
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    $2,925 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6470 Breeze Filled Ln, 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6470 Breeze Filled Ln, Winter Garden, FL 34787
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    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,212 Sq Ft
    • Property for Rent

    7650 Sugar Bend Dr Unit 7650, Orlando, FL 32819

    Luxury Living in the Heart of Dr. Phillips – Renovated 3-Bedroom Townhouse Condo, nestled within the gated community of Sanctuary at Bay Hill. Step into an open, airy space featuring sleek laminate flooring, modern LED lighting, and a light and bright kitchen that sets the perfect tone for comfort and style. Step outside onto your private balcony and enjoy peaceful views of the lush green space—a

    Judith Gonzalez-Fernandez EXP REALTY LLC

    7650 Sugar Bend Dr Unit 7650, Orlando, FL 32819
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    $2,925 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6476 Breeze Filled Ln, 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6476 Breeze Filled Ln, Winter Garden, FL 34787
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    $5,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,222 Sq Ft
    • House for Rent

    7699 Bowery Dr, Winter Garden, FL 34787

    Welcome to elevated Florida living in the exclusive Ravenna community of Horizon West in Winter Garden, FL. This expansive Winston model by Park Square Homes offers over 4,000 square feet of thoughtfully designed space, blending timeless finishes, modern convenience, and stunning views of Sawgrass Lake along with nightly Disney fireworks. Step through grand 8’ double doors into a soaring

    Brigida Lopez LA ROSA REALTY ORLANDO LLC

    7699 Bowery Dr, Winter Garden, FL 34787
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    $2,925 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6463 Breeze Filled Ln, 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6463 Breeze Filled Ln, Winter Garden, FL 34787
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    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 2,297 Sq Ft
    • House for Rent

    8558 Powder Ridge Trail, Windermere, FL 34786

    Rent in Prime Windermere Location – Spacious and beautifully maintained home located in the desirable Windermere Trails community. This two-story property offers 3 bedrooms, 2.5 bathrooms is conveniently located just behind Bay Lake Elementary, this home is a great choice for families seeking proximity to highly rated schools. Residents of Windermere Trails enjoy access to exceptional community

    Paloma Eduar Andrade Froldi WRA BUSINESS & REAL ESTATE

    8558 Powder Ridge Trail, Windermere, FL 34786
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    $2,925 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6509 Tabebuia Pkwy, 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6509 Tabebuia Pkwy, Winter Garden, FL 34787
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    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 1,937 Sq Ft
    • Townhouse for Rent

    14007 Picard Alley, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. This beautifully updated corner-lot townhome offers a versatile and spacious layout, perfect for modern living. Whether you're seeking four full bedrooms or prefer three plus a dedicated office, this home adapts effortlessly to your needs. The open-concept kitchen flows into a welcoming patio, ideal for relaxing or entertaining, and the two-car

    Jiny Lee NOBSKA REAL ESTATE LLC

    14007 Picard Alley, Winter Garden, FL 34787
  • /19

    $2,525 per month

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • House for Rent

    6484 Tabebuia Pkwy, 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 $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6484 Tabebuia Pkwy, Winter Garden, FL 34787
  • /5

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Townhouse for Rent

    11880 Water Run Alley, Windermere, FL 34786

    Property in excellent conditions ready to move in. Great schools and common areas. Double car garage, patio, appliances in stainless steel.

    Alberto Guida AGENT TRUST REALTY CORPORATION

    11880 Water Run Alley, Windermere, FL 34786
  • /17

    $2,525 per month

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • House for Rent

    6515 Tabebuia Pkwy, 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 $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6515 Tabebuia Pkwy, Winter Garden, FL 34787
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    $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
  • /19

    $2,925 per month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    16366 Grey Pne Dr, 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    16366 Grey Pne Dr, Winter Garden, FL 34787
  • /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
  • /20

    $3,459 per month

    • 4 Beds
    • 3 Baths
    • 4,089 Sq Ft
    • House for Rent

    12102 Rebeccas Run Dr, Winter Garden, FL 34787

    Featuring sparkling pool! This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 3.0 bathrooms, and approximately 4,089 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a

    12102 Rebeccas Run Dr, Winter Garden, FL 34787
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    $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
  • /20

    $2,429 per month

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

    2036 Portcastle Cir, Winter Garden, FL 34787

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.1 bathrooms, and approximately 1,857 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your

    2036 Portcastle Cir, Winter Garden, FL 34787
  • /31

    $2,950 per month

    • 4 Beds
    • 2.5 Baths
    • 2,092 Sq Ft
    • House for Rent

    11804 Silverlake Park Dr, Windermere, FL 34786

    Welcome to this beautiful 4-bedroom, 2.5-bathroom home in the highly desirable Windermere Trails community. Ideally located just minutes from Walt Disney World and within walking distance to A-rated Bay Lake Elementary, this home offers exceptional convenience for families and professionals alike.Inside, you'll find a spacious open-concept layout with brand-new vinyl flooring throughout

    Xiaoyu Su RATIO REAL ESTATE, LLC

    11804 Silverlake Park Dr, Windermere, FL 34786
  • /12

    $3,330 per month

    • 4 Beds
    • 4 Baths
    • 2,702 Sq Ft
    • House for Rent

    1456 Whitney Isles Dr, Windermere, FL 34786

    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 $3474.90. That covers your base rent, $3330.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1456 Whitney Isles Dr, Windermere, FL 34786
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    $2,695 per month

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • House for Rent

    8318 Sugarmill St, Orlando, FL 32819

    A+ Curb Area! Clubhouse Estates is located in the popular Dr. Phillips community. This home has a beautiful exterior with carpet in the living areas and bedrooms. All interiors have been freshly painted in neutral tones and doors have been freshly painted. This home has a family room, a dining room, and a kitchen with an eating area, three spacious bedrooms, the master has a walk-in closet and a

    Ying Qiao AAA GLOBAL VENTURES PA

    8318 Sugarmill St, Orlando, FL 32819
  • /17

    $2,575 per month

    • 3 Beds
    • 2.5 Baths
    • 1,667 Sq Ft
    • House for Rent

    15256 Black Lion Way, 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 $2719.90. That covers your base rent, $2575.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    15256 Black Lion Way, Winter Garden, FL 34787
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    $2,950 per month

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Townhouse for Rent

    8249 Breeze Cove Ln, Orlando, FL 32819

    This nice gated community is nestled in the heart of Dr. Phillips area. This 3 bedroom, 2.5 bathroom home offers a perfect mix of comfort and convenience. The clubhouse offers heated pool, gym and 2 tennis court.

    Marilene Auge CHARLES RUTENBERG REALTY ORLANDO

    8249 Breeze Cove Ln, Orlando, FL 32819
  • /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
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    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,727 Sq Ft
    • Townhouse for Rent

    15621 Honeybell Dr, Winter Garden, FL 34787

    Located in the highly desirable Hamlin area of Winter Garden, this corner-unit townhome offers the perfect combination of comfort, privacy, and convenience. Surrounded by top-rated schools, a major hospital, and a variety of shopping and dining options, the location is ideal for families and professionals alike.This spacious home features:3 bedrooms and 2.5 bathrooms, A private patio

    Anahi C Rosario INTERNATIONAL REAL ESTATE LLC

    15621 Honeybell Dr, Winter Garden, FL 34787
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    $800 per month

    • 1 Bed
    • 1 Bath
    • 250 Sq Ft
    • Townhouse for Rent

    8641 Via Tavoleria Way Unit Bedroom 4, Windermere, FL 34786

    8641 Via Tavoleria Way Unit Bedroom 4, Windermere, FL 34786
  • /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
  • /7

    $3,250 per month

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • House for Rent

    14708 Masthead Landing Cir, Winter Garden, FL 34787

    Beautiful home in a gated community. It has 3 bedrooms with a fourth that can be an office. New vinyl and carpeting through out. Living room has a gas fireplace. Large fenced in yard. Two car garage and outside security cameras! In the Whispering Oaks Elementary school district.

    14708 Masthead Landing 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
  • /23

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Townhouse for Rent

    6549 Calamondin Dr, Winter Garden, FL 34787

    This property at 6549 Calamondin Dr features 3 bedrooms and 2.5 bathrooms within a total of 1,600 square feet. The living room offers ample space for relaxation and entertainment. The kitchen is equipped with essential appliances, including a washer and dryer for added convenience. The bedrooms provide sufficient room for furnishings and personal space. The bathrooms are designed for

    6549 Calamondin Dr, Winter Garden, FL 34787
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    $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

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