Winter Park, FL Houses for Rent

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  /22

  $2,800 per month

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • House for Rent

  3326 Young St, Winter Park, FL 32792

  Available to view and rent Sept. 7th. Adorable, Newly Renovated 4 Bedroom, 2 Bathroom home with a large fenced yard. Fresh paint and brand-new vinyl flooring throughout. All new energy-efficient windows and doors. Lots of natural light with brand and new cabinets and quartz countertops in the kitchen along with Stainless Steel Appliances. Split bedroom floor plan. The primary bedroom features a

  

  Shelley Davis

  REMI EMERSON RESIDENTIAL

  (321) 250-5179

  3326 Young St, Winter Park, FL 32792
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  Explore Winter Park

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  /15

  $2,995 per month

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  5417 Ferrol Dr, Winter Park, FL 32792

  Beautifully Remodeled 3 Bed, 2 Bath Home Energy Efficient & Prime Location!Welcome to your dream rental! This stunning newly remodeled 3-bedroom, 2-bath home offers modern comfort with a touch of elegance. Featuring an open floor concept, the spacious living area is perfect for entertaining, complete with a cozy fireplace and abundant natural light from double-glazed windows.The

  5417 Ferrol Dr, Winter Park, FL 32792
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  /30

  $2,995 per month

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft
  • House for Rent

  502 Dunraven Dr, Winter Park, FL 32792

  Discover the perfect blend of comfort and convenience in this delightful 3-bedroom, 2-bathroom home nestled in the sought-after Kenilworth Shores neighborhood of Winter Park. With over 1,600 square feet of thoughtfully designed living space, this property offers everything you need for comfortable Florida living. The home features two separate living spaces that are perfect for entertaining or

  Kelly Price KELLY PRICE & COMPANY LLC

  502 Dunraven Dr, Winter Park, FL 32792
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  /19

  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • House for Rent

  1509 Springtime Loop, Winter Park, FL 32792

  This beautiful 3 bedroom, 2 bath home is located in the desirable Autumn Glen neighborhood in Winter Park. Newly Renovated bathrooms, ceramic tile floors for the whole house and freshly painted interior. The entire house has new rooms doors, closets doors and new blinds. Vaulted ceilings throughout the home with skylights. Nice recently renovated kitchen with Stainless steel appliances. Beautiful

  1509 Springtime Loop, Winter Park, FL 32792
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  /34

  $3,800 per month

  • 3 Beds
  • 3.5 Baths
  • 2,002 Sq Ft
  • House for Rent

  1147 Wildmeadow Run, Winter Park, FL 32792

  This beautiful new two-story home in Winter Park’s exclusive gated community of Hawk’s Crest. Community has lake access with canon launch. This home was build by Taylor Morrison comes with 3-bedroom, 3.5 bathroom home has a great floor plan that features open dining and living rooms that look out to the lanai and backyard. Mastered room is conveniently located on the first floor. Backyard has

  Elaine Zheng HONEST REAL ESTATE COMPANY

  1147 Wildmeadow Run, Winter Park, FL 32792
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  /11

  $4,350 per month

  • 4 Beds
  • 3.5 Baths
  • 2,503 Sq Ft
  • House for Rent

  2804 Dike Rd, Winter Park, FL 32792

  This house centrally located between Winter Park, Winter Springs and very accessible but secluded at the same time. The main areas featured in section 1 is the house which is for rent and section 2 could additionally be rented as needed.

  2804 Dike Rd, Winter Park, FL 32792
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  /20

  $2,195 per month

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • House for Rent

  438 Garfield Ave, Winter Park, FL 32789

  Updated 3-bedroom, 2-bath single family home in downtown Winter Park. Separate living, dining, and family rooms with laminate flooring throughout. Fresh paint throughout and new carpet in the bedrooms. Kitchen has updated cabinetry and granite countertops. Single car garage with laundry area and washer/dryer included. Front and side screened porches with fully fenced backyard, total sq footage

  Christopher Gold WMGI

  438 Garfield Ave, Winter Park, FL 32789
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  /13

  $2,185 per month

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • House for Rent

  5351 Cypress Dr, Winter Park, FL 32792

  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 $2329.90. That covers your base rent, $2185.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  5351 Cypress Dr, Winter Park, FL 32792
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  /17

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft
  • House for Rent

  2328 Inagua Way, Winter Park, FL 32792

  This 2 bedroom, 2 bathroom home is located in the Windward Square community near local Winter Park shops, restaurants, and schools. Features include a spacious floor plan with a large main living area, a lovely kitchen, dining room, a wonderful primary suite with walk-in closet, a laundry closet, a screened patio, a beautiful fenced backyard, and carport. Community amenities include 2 swimming

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  2328 Inagua Way, Winter Park, FL 32792
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  /17

  $2,235 per month

  • 3 Beds
  • 2 Baths
  • 1,489 Sq Ft
  • House for Rent

  5216 N Indiana Ave, Winter Park, FL 32792

  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 $2379.90. That covers your base rent, $2235.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  5216 N Indiana Ave, Winter Park, FL 32792
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  /37

  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,695 Sq Ft
  • House for Rent

  1007 Princess Gate Blvd, Winter Park, FL 32792

  Fantastic 3 bed/2 bath salt water pool home in Winter Park! Don't want to maintain a pool and yard? Worry free living with pool and lawn care included! Surrounded by a beautiful paver patio in a large fenced-in yard, you'll love the luxury pool which is just steps from a tremendous screened porch perfect for relaxing after a long day or gathering with family or friends on the weekends. Large

  Justin Recca INNOVATIVE REALTY, LLC

  1007 Princess Gate Blvd, Winter Park, FL 32792
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  /4

  $1,860 per month

  • 3 Beds
  • 2 Baths
  • 1,030 Sq Ft
  • House for Rent

  123 Oak Grove Rd, Winter Park, FL 32789

  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 $2004.90. That covers your base rent, $1860.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  123 Oak Grove Rd, Winter Park, FL 32789
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  /28

  $3,295 per month

  • 4 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • House for Rent

  830 Douglas Ave, Winter Park, FL 32789

  Beautifully renovated home featuring a split floor plan & elegant woodgrain tile flooring throughout. The kitchen is filled with natural light and boasts granite countertops, wood cabinetry and stainless steel appliances. Which seamlessly flows into the spacious living area - perfect for entertaining. Both bathrooms have been tastefully renovated. Next step outside to a large , fully fenced

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  830 Douglas Ave, Winter Park, FL 32789
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  /16

  $2,330 per month

  • 3 Beds
  • 2 Baths
  • 1,633 Sq Ft
  • House for Rent

  5139 Ardmore Dr, Winter Park, FL 32792

  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 $2474.90. That covers your base rent, $2330.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  5139 Ardmore Dr, Winter Park, FL 32792
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  /37

  $2,995 per month

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • House for Rent

  5600 Revelwood Loop, Winter Park, FL 32792

  This beautifully updated 4BR/2BA home features an open floor plan, a modern kitchen with quartz countertops, stainless steel appliances, and soft-close gray cabinets. Enjoy tile flooring in main areas, new carpet in bedrooms, and real wood floors in one room. The spacious master suite includes a huge walk-in closet and a stunning bath with dual sinks and custom tile.Bonus room, French doors,

  Max Donzi IRM INVEST., REAL EST.& MGMT.

  5600 Revelwood Loop, Winter Park, FL 32792
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  /17

  $2,630 per month

  • 3 Beds
  • 2.5 Baths
  • 2,378 Sq Ft
  • House for Rent

  1427 Broad Wing Ln, Winter Park, FL 32792

  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 $2689.90. That covers your base rent, $2630.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

  1427 Broad Wing Ln, Winter Park, FL 32792
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  /17

  $2,275 per month

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

  1919 Azalea Ave, Winter Park, FL 32792

  Super Home sits on a dead end street with LARGE LANDSCAPED YARD with Natural Landscaping. Enjoy long weekends on the large screened back patio. This TWO BEDROOM IS UPDATED and ready for the new tenant. Super Winter Park Area - Affordable living. Washer and Dryer in laundry area. Updated bathroom and kitchen. This one won't last long! Available immediately.

  Jane Slone CONWAY REALTY CORP

  1919 Azalea Ave, Winter Park, FL 32792
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  /14

  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 1,405 Sq Ft
  • House for Rent

  2631 Ambergate Rd, Winter Park, FL 32792

  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 $2639.90. That covers your base rent, $2495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2631 Ambergate Rd, Winter Park, FL 32792
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  /57

  $3,300 per month

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • House for Rent

  2128 Sycamore Dr, Winter Park, FL 32789

  MOVE-IN READY! Don’t miss this fantastic opportunity to rent a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start. Key Features: • Newer Septic Tank: Ensures peace of mind and efficiency. • 2016 Roof: A reliable roof that adds to the home’s longevity.

  Luis Perez Garcia EXP REALTY LLC

  2128 Sycamore Dr, Winter Park, FL 32789
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  /2

  $3,049 per month

  • 4 Beds
  • 2 Baths
  • 2,018 Sq Ft
  • House for Rent

  2536 Eastbrook Blvd, Winter Park, FL 32792

  A Pool Maintenance Fee of $150 per month applies to any home with a private pool.Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms,

  2536 Eastbrook Blvd, Winter Park, FL 32792
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  /48

  $2,850 per month

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • House for Rent

  2682 Tierra Cir, Winter Park, FL 32792

  Charming & Recently Updated 4-Bed / 2-Bath Rental in Winter Park: Welcome to 2682 Tierra Circle, a tasteful and modernized rental situated in the well-known area of Winter Park. This single-story home offers approximately 1,874 square feet of living space, showcasing fresh interior, brand-new flooring, and an intelligently laid-out split floor plan that enhances both privacy and versatility. The

  Bobby Keen KEEN REALTY GROUP, INC.

  2682 Tierra Cir, Winter Park, FL 32792
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  /16

  $3,850 per month

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • House for Rent

  423 Ololu Dr, Winter Park, FL 32789

  Property Id: 2129677Ready to move-in! This fully furnished home offers comfort, space, and style perfect for families or professionals seeking a turnkey rental in a premium location.Home Features: * 3 Bd | 3 Full BR Including a luxurious master suite with walk-in closet * Fully Furnished Option Available with $4,100 rent * Beautiful Updated Kitchen Featuring newer

  423 Ololu Dr, Winter Park, FL 32789
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  /23

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 987 Sq Ft
  • House for Rent

  200 Saint Andrews Blvd Unit 3502, Winter Park, FL 32792

  This lovely 2 bedroom, 2 bathroom ground floor unit in the Four Seasons community is located in the heart of Winter Park. Enjoy all Downtown Winter Park has, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include vinyl plank flooring throughout, spacious

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  200 Saint Andrews Blvd Unit 3502, Winter Park, FL 32792
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  /17

  $2,269 per month

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • House for Rent

  7116 Green Needle Dr, Winter Park, FL 32792

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,578 square feet, this well-maintained home offers a high standard of

  7116 Green Needle Dr, Winter Park, FL 32792
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  /97

  $10,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,104 Sq Ft
  • House for Rent

  1661 Hillcrest Ave, Winter Park, FL 32789

  Owner open to 9+ month lease period. Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to rent a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5

  Domenique Lombardo ROYALTY R E BOUTIQUE INC

  1661 Hillcrest Ave, Winter Park, FL 32789
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  /16

  $2,195 per month

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft
  • House for Rent

  7413 Fieldcrest Ave, Winter Park, FL 32792

  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 $2339.90. That covers your base rent, $2195.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  7413 Fieldcrest Ave, Winter Park, FL 32792
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  /16

  $3,695 per month

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • House for Rent

  1641 Chestnut Ave, Winter Park, FL 32789

  Welcome to your new home nestled along Winter Park’s coveted tree-lined Chestnut Avenue. This beautiful 3 bedroom, 3 bathroom home blends classic charm with modern updates and is perfectly situated near Park Avenue, Phelps Park, the YMCA, Winter Park golf course, and Lakemont Elementary School. Upon entering, you’ll be greeted by gleaming hardwood floors flowing through an inviting, light-filled

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  1641 Chestnut Ave, Winter Park, FL 32789
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  /11

  $2,390 per month

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft
  • House for Rent

  1601 Aster Dr, Winter Park, FL 32792

  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 $2654.90. That covers your base rent, $2390.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1601 Aster Dr, Winter Park, FL 32792
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  /14

  $1,885 per month

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • House for Rent

  2111 Conifer Ave, Winter Park, FL 32792

  Welcome to this solid masonry home in Winter Park offering 1,409 square feet of comfortable living space. Built in 1969 and thoughtfully maintained, the home sits on a spacious 10,062 square foot lot. Located in a serene Winter Park neighborhood near Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High.

  Jonathan Minerick HOMECOIN.COM

  2111 Conifer Ave, Winter Park, FL 32792
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  /9

  $2,545 per month

  • 4 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • House for Rent

  2218 Winter Woods Blvd, Winter Park, FL 32792

  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 $2689.90. That covers your base rent, $2545.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2218 Winter Woods Blvd, Winter Park, FL 32792
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  /18

  $3,745 per month

  • 3 Beds
  • 2.5 Baths
  • 1,990 Sq Ft
  • House for Rent

  1636 Lawndale Cir, Winter Park, FL 32792

  This beautiful 3 bedroom, 2.5 bathroom, lakefront home on Lake Florence is located on a quiet street in Winter Park's Country Lane community near local shops, restaurants, and schools. The home features a spacious floorplan with a formal living room, dining room, and family room. Enjoy the gorgeous kitchen with beautiful cabinetry, stone countertops, and breakfast bar along with custom finishes

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  1636 Lawndale Cir, Winter Park, FL 32792
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  /15

  $2,640 per month

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft
  • House for Rent

  7666 Glenmoor Ln, Winter Park, FL 32792

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  7666 Glenmoor Ln, Winter Park, FL 32792
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  /16

  $2,760 per month

  • 4 Beds
  • 2.5 Baths
  • 1,970 Sq Ft
  • House for Rent

  2843 Riddle Dr, Winter Park, FL 32789

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  2843 Riddle Dr, Winter Park, FL 32789
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  /20

  $2,715 per month

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • House for Rent

  7145 Timber Dr, Winter Park, FL 32792

  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 $2979.90. That covers your base rent, $2715.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  7145 Timber Dr, Winter Park, FL 32792
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  /36

  $2,195 per month

  • 3 Beds
  • 1 Bath
  • 1,158 Sq Ft
  • House for Rent

  1805 Edwin Blvd, Winter Park, FL 32789

  Updated 3-Bedroom, 1-Bath Winter Park single family home is now available! This charming 1951 block home has been beautifully updated with a modern kitchen and new tile flooring throughout. It features a retro-style bathroom with a tub conveniently located off the hallway near the three bedrooms. Additional highlights include a single-car garage with washer and dryer hookups, a living and dining

  Amy Spano WMGI

  1805 Edwin Blvd, Winter Park, FL 32789
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  /2

  $2,780 per month

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft
  • House for Rent

  630 N Lakemont Ave, Winter Park, FL 32792

  We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be

  630 N Lakemont Ave, Winter Park, FL 32792
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  /17

  $2,550 per month

  • 3 Beds
  • 1 Bath
  • 1,349 Sq Ft
  • House for Rent

  955 Minnesota Ave, Winter Park, FL 32789

  Welcome to your new home at 955 Minnesota Avenue, nestled in the heart of charming Winter Park. This beautiful 3 bedroom, 1 bathroom home perfectly balances timeless character and thoughtful updates while offering incredible proximity to Park Avenue, Orange Avenue, Hannibal Square, and the city’s historic district. Step inside to a light-filled living room showcasing gleaming wood floors and a

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  955 Minnesota Ave, Winter Park, FL 32789
• 

  

  /17

  $3,199 per month

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • House for Rent

  1821 Carrigan Ave, Winter Park, FL 32789

  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 $3343.90. That covers your base rent, $3199.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1821 Carrigan Ave, Winter Park, FL 32789
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  /27

  $6,995 per month

  • 4 Beds
  • 5 Baths
  • 3,948 Sq Ft
  • House for Rent

  1205 Mayfield Ave, Winter Park, FL 32789

  Great rental opportunity in Winter Park, FL! This two-story residence is located in the TEMPLE HEIGHTS neighborhood. This large well maintained family home comes with 5 bedrooms and 4 baths in the main home with over 3,900 sqft. The home also features a separate large pool home or in-law suite. The Pool home / In-Law Suite comes with its own bathroom and kitchenette. The home has wood / vinyl

  Mo Jabr RE/MAX 200 REALTY

  1205 Mayfield Ave, Winter Park, FL 32789
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  /76

  $3,195 per month

  • 4 Beds
  • 2 Baths
  • 1,843 Sq Ft
  • House for Rent

  8162 Lazy Bear Ln, Winter Park, FL 32792

  4 bedroom, 2 bath home set on a perfectly manicured 1/4 acre corner lot, located in the new Winter Park gated community Enclave at Aloma. Open floor plan is enhanced by the Hardwood Floors throughout living areas, volume ceilings, light and bright kitchen, family room with lots of windows, and slider that opens onto the spacious lanai. Energy efficient double pane insulated windows and high rated

  Elio Serpa AUTHENTIC REAL ESTATE TEAM

  8162 Lazy Bear Ln, Winter Park, FL 32792

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