Winter Park, FL Houses for Rent

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  $1,575 Per Month

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • House for Rent

  2530 Kamnic Ct, Winter Park, FL 32792

  This 2 bedroom, 2 bathroom villa is located in Winter Park near local shops, restaurants, and schools. Features include a spacious split floor plan with tile flooring throughout, a lovely kitchen with breakfast bar, living room, a wonderful primary suite with a large walk-in closet, laundry room, additional storage room, a fenced yard, and private parking. Schedule a showing or submit an

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  2530 Kamnic Ct, Winter Park, FL 32792
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  /23

  $2,095 Per Month

  • 2 Beds
  • 1.5 Baths
  • 988 Sq Ft
  • House for Rent

  937 Aragon Ave, Winter Park, FL 32789

  Beautiful home located on a quaint, tree lined, brick street in desirable Winter Park. You will walk in a large family room with a wood burning fireplace and an open kitchen with beautiful new granite countertops and backsplach. Two bedrooms with walk in closets and a split bathroom with 2 vanities and 2 toilets. All new interior paint throughout. Kitchen was updated with custom backsplash and

  937 Aragon Ave, Winter Park, FL 32789
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  $3,200 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,774 Sq Ft
  • House for Rent

  1830 Staunton Ave, Winter Park, FL 32789

  Virtually Staged. STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all interior spaces updated, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to

  Johnny Hurlburt COLDWELL BANKER REALTY

  1830 Staunton Ave, Winter Park, FL 32789
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  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • House for Rent

  3086 Bluebrook Dr, Winter Park, FL 32792

  Minimum Deposit $2,200. Monthly Rent $2,200. Available August 10th!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome home to this charming 3-bedroom, 2-bathroom single-family home in the highly desirable Winter Park

  3086 Bluebrook Dr, Winter Park, FL 32792
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  /15

  $2,195 Per Month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  5117 Lake Howell Rd, Winter Park, FL 32792

  3/1, Carport, Single Family Home, Living Room, Dining Room, Eat in Kitchen, Stainless Steel Appliances Included: Stove, Microwave, Refrigerator, Dishwasher, Disposal, Inside Utility Room with Washer and Dryer Hookups, Laminate Wood Flooring & Ceramic Tile Throughout, Fenced Backyard, Pets Ok Upon Owner's Approval, NO SMOKING, Year Built: 1957/1300 Sqft.

  Tina Lopez LEGENDS REALTY

  5117 Lake Howell Rd, Winter Park, FL 32792
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  $2,099 Per Month

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

  1261 Richmond Rd, Winter Park, FL 32789

  Available on July 29th 2026!! CHARMING AND UNIQUE two bedrooms /one bath home in the heart of Winter Park down street from Mead Botanical Gardens. This home still has a lot of its original charm and features beautiful wood floors extending through out. Tons of natural light that flood the interior from all the windows that wrap the entire exterior, open and airy floor plan that makes it feel

  1261 Richmond Rd, Winter Park, FL 32789
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  $2,600 Per Month

  • 4 Beds
  • 2 Baths
  • 1,677 Sq Ft
  • House for Rent

  7514 Laurel Springs Dr, Winter Park, FL 32792

  Welcome to this beautifully maintained 4-bedroom, 2-bathroom home offering 1,677 square feet of comfortable living space in a desirable Winter Park neighborhood. Featuring a split-bedroom floor plan, multiple living areas, and a spacious Florida room. The updated kitchen offers stainless steel appliances, wood cabinetry, and a cozy dining area. The private primary suite includes a walk-in closet

  Nga Nguyen REAL BROKER, LLC

  7514 Laurel Springs Dr, Winter Park, FL 32792
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  /14

  $1,795 Per Month

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft
  • House for Rent

  830 Carver St, Winter Park, FL 32789

  Fabulous Winter Park home with upgraded kitchen. Super adorable 3 bedroom 1 bath home in Winter Park with all tile flooring, screened patio, bonus room and close to Winter Park Village, Park Ave., Rollins College. Fenced yard and plenty of parking. Home available for move-in now. Please call to schedule an appointment to view this wonderful home. All applicants whether you have a pet or not will

  830 Carver St, Winter Park, FL 32789
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  $3,950 Per Month

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • House for Rent

  Unlisted Address

  Located in the heart of Winter Park, Winter Park Pines is a well-established neighborhood known for its convenience, school zoning, and access to outdoor living. A place to slow down, where evening walks feel like something out of a storybook, and the Cady Way Trail is just steps from your back door for morning runs, bike rides, and everything in between. One of the standout features is having

  Melissa Johnson EXP REALTY LLC

  Unlisted Address
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  $1,395 Per Month

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft
  • House for Rent

  1600 Indiana Ave, Winter Park, FL 32789

  AVAILABLE NOW! Please call or text to schedule a showing. This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy all Downtown Winter Park has to offer, 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 tile throughout the main living

  1600 Indiana Ave, Winter Park, FL 32789
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  $4,000 Per Month

  • 4 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • House for Rent

  1815 Barker Dr, Winter Park, FL 32789

  Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems,

  Benjamin Cole, IV SOTERA LIVING

  1815 Barker Dr, Winter Park, FL 32789
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  $3,595 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,619 Sq Ft
  • House for Rent

  2307 Kestrel Perch Place, Winter Park, FL 32792

  Come see this beautiful tile roof single-family home on a corner lot in the gated Hawks Crest community in Winter Park. It is the newest gated community in the area and has no rear neighbors. Landscaping and lawn care, are paid for by the landlord. The home has UV sanitizing lights installed in all bathrooms and a water filter system in the kitchen sink. With 4 bedrooms, 2.5 bathrooms, and a

  2307 Kestrel Perch Place, Winter Park, FL 32792
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  $4,400 Per Month

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • House for Rent

  648 Fitzwalter Dr, Winter Park, FL 32792

  Nestled beside Cady Way Park & Trail, this charming home offers an unbeatable location in a quiet, established neighborhood on a peaceful tree-lined cul-de-sac. Enjoy easy access to top-rated Winter Park schools, Winter Pines Golf Club, Showalter Field, AdventHealth Winter Park, Baldwin Park, Downtown Winter Park, and a wide variety of shopping, dining, and entertainment. Inside, you’ll find

  Paul Chisholm LOVEJOY PROFESSIONAL REALTY, INC

  648 Fitzwalter Dr, Winter Park, FL 32792
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  $1,950 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  5139 Oak Hill Dr, Winter Park, FL 32792

  3/2 home with updated kitchen, large yard & screen patio. 3/2 home with updated kitchen, large yard & screen patio. Lawn service included

  5139 Oak Hill Dr, Winter Park, FL 32792
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  $4,500 Per Month

  • 3 Beds
  • 3 Baths
  • 1,345 Sq Ft
  • House for Rent

  344 Starling Rd, Winter Park, FL 32789

  For Rent – Beautifully Updated Home Near Lake Killarney!Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant

  Kelly Price KELLY PRICE & COMPANY LLC

  344 Starling Rd, Winter Park, FL 32789
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  $2,750 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  151 N Orlando Ave, Winter Park, FL 32789

  Overlooking Lake Killarney, enjoy the beautiful sunsets from your living room! Updated kitchen and bathroom. Located just steps to the Winter Park Village, Trader Joe’s, and 1st Watch!

  151 N Orlando Ave, Winter Park, FL 32789
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  $3,400 Per Month

  • 4 Beds
  • 3 Baths
  • 2,319 Sq Ft
  • House for Rent

  7903 Pleasant Pine Cir, Winter Park, FL 32792

  WINTER PARK 4 BR / 3BA + BONUS ROOM, built in 2014. Located in the GATED COMMUNITY of Enclave At Aloma. All bedrooms are on the FIRST FLOOR, including the master bedroom with space for a king size bed and a HUGE WALK-IN CLOSET. The family room opens to the kitchen with 42" wood cabinets, white QUARTZ counter tops, STAINLESS STEEL appliances, KITCHEN ISLAND with breakfast bar seating and a large

  Elizabeth Beaudoin PR REAL ESTATE SERVICES

  7903 Pleasant Pine Cir, Winter Park, FL 32792
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  /20

  $2,599 Per Month

  • 4 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • House for Rent

  1016 Manchester Cir, Winter Park, FL 32792

  SPECIAL!! $300 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 8/15!!*LAWNCARE INCLUDED IN RENT!!Discover this versatile home featuring an open-concept layout that includes a spacious living room, a cozy family room, and a dedicated dining areaperfect for relaxing, entertaining, or working remotely. The main living spaces are adorned with stylish tile flooring, while all bedrooms

  1016 Manchester Cir, Winter Park, FL 32792
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  $2,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • House for Rent

  912 Carvell Dr, Winter Park, FL 32792

  Nestled in the sought-after Winter Park Estates neighborhood, this beautifully maintained 3-bedroom, 2-bathroom pool home offers the perfect blend of classic charm and modern updates. Step through the front door into a warm, welcoming living room that flows effortlessly into a dining area featuring updated kitchen finishes and quality appliances.The spacious family room offers flexible living

  Grace Feng INTOP REALTY LLC

  912 Carvell Dr, Winter Park, FL 32792
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  $2,250 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,482 Sq Ft
  • House for Rent

  3449 Allston Ln, Winter Park, FL 32792

  Come check out this gorgeous Winter Park home with a BRAND NEW ROOF! Home has 3 walk-in closets and vaulted ceilings throughout. Enjoy the large eat-in kitchen with plenty of cabinet space for all of your home cooked meals. The living room is spacious with room for a formal dining room or office. Home features the main floor master and laundry with two additional bedrooms upstairs. You will

  3449 Allston Ln, Winter Park, FL 32792
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  $2,300 Per Month

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • House for Rent

  1751 Westchester Ave, Winter Park, FL 32789

  Move-in ready 3-bedroom, 2-bath home in a convenient Winter Park location just off Orange Avenue and minutes from Park Avenue. The home features updated vinyl flooring, fresh interior paint and fixtures, a kitchen with new appliances included, comfortable single-story layout, screened lanai, covered carport, and private backyard. Enjoy quick access to Downtown Winter Park, Park Avenue’s shops,

  Ahmad Hassan COMPASS FLORIDA LLC

  1751 Westchester Ave, Winter Park, FL 32789
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  $2,325 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,628 Sq Ft
  • MOVE-IN SPECIAL!!! Townhome 3 Bedroom/2.5 Bathroom in Winter Park in a gated community

  2632 Galliano Cir, Winter Park, FL 32792

  MOVE-IN SPECIAL-$230 OFF THE 1ST MONTH'S RENT!!!! Welcome home to this beautiful 3-bedroom, 2.5-bath end-unit townhome with a one-car garage, located in the highly desirable gated community of Vistas at Lake Howell in Winter Park. This rare rental opportunity offers a spacious and inviting floor plan with a large living room featuring laminate flooring and a built-in entertainment center. The

  2632 Galliano Cir, Winter Park, FL 32792
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  $2,750 Per Month

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

  1303 Canterbury Rd, Winter Park, FL 32789

  Welcome to this charming 3-bedroom, 2-bathroom home in the highly sought-after Orwin Manor neighborhood of Winter Park. This move-in ready home features an open floor plan, updated kitchen, luxury vinyl flooring, and abundant natural light throughout. Enjoy a spacious corner lot with a private patio and generous backyard, perfect for relaxing or entertaining. Conveniently located just minutes

  Paula Wells PRIMAC GROUP, INC

  1303 Canterbury Rd, Winter Park, FL 32789
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  $1,675 Per Month

  • 2 Beds
  • 1.5 Baths
  • 990 Sq Ft
  • House for Rent

  3282 Oak Lake Place, Winter Park, FL 32792

  990 Sq Ft 2 bedroom with 1.5 bathrooms. This beautifully updated 2-story condo offers the perfect blend of style and affordability. Featuring a fresh kitchen, renovated bathroom, and new flooring throughout, this move-in-ready home includes an in-unit washer/dryer for ultimate convenience. As a desirable end unit, you’ll enjoy extra privacy and a peaceful view of the adjacent conservation area.

  3282 Oak Lake Place, Winter Park, FL 32792
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  $4,495 Per Month

  • 4 Beds
  • 3 Baths
  • 2,134 Sq Ft
  • House for Rent

  1625 Tioga Trail, Winter Park, FL 32789

  A RARE FIND IN WINTER PARK!! 4 BEDROOMS, 3 BATHROOMS, POOL, AND FENCED BACKYARD.Welcome home to this beautifully updated 4-bedroom, 3-bath pool home nestled on a quiet cul-de-sac in Winter Park Hills. Surrounded by million-dollar homes and zoned for excellent Winter Park schools (Dommerich Elementary, Maitland Middle and Winter Park High), this exceptional rental offers the perfect

  Nicholas Musashe SUN PROPERTIES, INC.

  1625 Tioga Trail, Winter Park, FL 32789
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  /20

  $3,795 Per Month

  • 3 Beds
  • 3 Baths
  • 1,715 Sq Ft
  • House for Rent

  1667 Mizell Ave, Winter Park, FL 32789

  Minimum Deposit $3795. Monthly Rent $3795. AvailableNOW!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome to your dream Winter Park home! This charming 3-bedroom, 3 full bathroom gem is the epitome of comfort and style.

  1667 Mizell Ave, Winter Park, FL 32789
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  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft
  • House for Rent

  622 Green Meadow Ave, Maitland, FL 32751

  NOW AVAILABLE! Wonderful Seminole County 3/2/2 block home in a favorite established Maitland neighborhood with underground utilities and sidewalks. LAWN CARE INCLUDED TOO! Ranch style home with nicely covered front patio and court yard perfect for potted paints and outdoor furniture. Huge open concept floor plan with the kitchen, dining room and great room wide open with 2 sets of french doors

  Sheryl Webster VENTURE HOME REALTY

  622 Green Meadow Ave, Maitland, FL 32751
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  $2,100 Per Month

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  3036 Patel Dr, Winter Park, FL 32792

  Available Now!Welcome home to this inviting 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac. The open-concept kitchen and living area create a bright, spacious feel, while the easy-to-maintain tile flooring makes everyday living simple. Step outside to a huge screened patio, the perfect place to relax or entertain.Additional features include:• Attached one-car

  3036 Patel Dr, Winter Park, FL 32792
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  $2,300 Per Month

  • 3 Beds
  • 2 Baths
  • 1,158 Sq Ft
  • House for Rent

  301 S Capen Ave, Winter Park, FL 32789

  Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue.Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage.Down the hall, you'll find three

  301 S Capen Ave, Winter Park, FL 32789
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  /15

  $1,795 Per Month

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

  2704 Tortoise Cove, Winter Park, FL 32792

  * 2 bedroom 1 bath with a 1 car garage * 924 sq. ft. * custom paint* all tile floors* stove and fridge* custom cabinets* blinds and ceiling fans* washer and dryer * large fenced in back yard* lawn care included* pet friendly homeclose to shopping, 436 and Howell Branch areaRentSmartUSA• Applications are per adult ($90). Applicant(s) must

  2704 Tortoise Cove, Winter Park, FL 32792
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  $1,795 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • House for Rent

  731 W Comstock Ave, Winter Park, FL 32789

  Close to downtown Winter Park, Winter Park Village, and Park Avenue - Charming 3 bedroom 1.5 bath home, with single carport, fenced backyard, ceiling fans and blinds. Tile floors in main living areas and NEW carpet in bedrooms. Additional sun room located off the kitchen with entry to/from carport. This home is available for immediate move in. PETS NEGOTIABLE. Please call to schedule an

  731 W Comstock Ave, Winter Park, FL 32789
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  /19

  $3,600 Per Month

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft
  • House for Rent

  2252 Howard Dr, Winter Park, FL 32789

  SOLAR POWERED ... RENOVATED...WINTER PARK GEM! This lovely home features 3 bedrooms, 2 baths, stylish upgraded open concept kitchen, stainless steel appliance package, luxury vinyl plank floors and OH SO MUCH MORE! Private fenced back yard with deck, paver stone patios and entrance, 2 gated carports which can be used however you choose. And best of all Flat Fee Power $150 per month. Lawncare

  2252 Howard Dr, Winter Park, FL 32789
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  $3,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • House for Rent

  1816 Mizell Ave, Winter Park, FL 32789

  Experience the best of Winter Park living in this charming 3-bedroom, 2-bathroom rental home! Located just minutes from Baldwin Park, Park Avenue, top-rated restaurants, and tons of shopping, this home offers both convenience and style. Enjoy Saturday mornings at the local farmers market and peaceful evening strolls through the beautiful Windsong neighborhood. Plus, UCF and Full Sail University

  1816 Mizell Ave, Winter Park, FL 32789
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  $2,095 Per Month

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft
  • House for Rent

  1201 Springview Run, Winter Park, FL 32792

  Minimum Deposit $2095. Monthly Rent $2095. Available NOW!Contact Rosa by text at or email to schedule your private showing.*Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established *Incredible home conveniently located in Winter Park off Dike Rd. This 3 bedroom home will impress the minute

  1201 Springview Run, Winter Park, FL 32792
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  $3,150 Per Month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • House for Rent

  2401 Albert Lee Pkwy, Winter Park, FL 32789

  Gorgeous Waterfront 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard in the Desirable Albert Lee Ridge Community - Winter Park! Available Now!Nestled in Lake Wilderness is a hidden gem, with homes only lining one side of the lake offering picturesque sunsets and views. This gorgeous home welcomes you into a bright and airy living space with a floor plan that

  2401 Albert Lee Pkwy, Winter Park, FL 32789
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  $2,195 Per Month

  • 4 Beds
  • 2 Baths
  • 1,669 Sq Ft
  • House for Rent

  2730 Prince John Rd, Winter Park, FL 32792

  Fantastic 4 Bed 2 Bath Winter Park Home with 2-car garage! Located in a highly desirable Winter Park area. Large living room/dining room combo, a large separate den area. The home has a large fenced-in backyard. Lawn care is included. Walking distance to the Cady Way Trail. *Bonus Amenity Included* -All RE/MAX 200 Realty Property Management Division residents are enrolled in the Resident

  2730 Prince John Rd, Winter Park, FL 32792
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  /15

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • House for Rent

  521 Ohio St, Winter Park, FL 32789

  WINTER PARK! 3 bedroom/2 bathroom single family home blocks from I-4. Newer luxury vinyl floors installed throughout home. Stainless steel refrigerator and range, new SS dishwasher, separate dining room, family room, living room, and 2 bonus rooms for offices or storage. 2-car carport with private drive. Big yard (1/3 acre lot) corner lot, rear patio. Inside laundry room with washer / dryer

  521 Ohio St, Winter Park, FL 32789
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  $1,990 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • House for Rent

  825 Driver Ave, Winter Park, FL 32789

  COMING SOON: Dubsdread neighborhood...This clean & charming bungalow is located on a quiet street with updated & substantial homes in the Dubsdread neighborhood of Winter Park, less than 1/2 mile to I-4 ramp at Fairbanks. The home features an updated eat-in kitchen (with black stainless appliances) & updated bathrooms. New washer/dryer, a garage, extra parking pad & a covered patio. Faux wood

  825 Driver Ave, Winter Park, FL 32789
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  $1,095 Per Month

  • 1 Bed
  • 1 Bath
  • 549 Sq Ft
  • House for Rent

  3065 George Mason Ave, Winter Park, FL 32792

  1/1 2nd floor condo, all kitchen appliances, washer/Dryer. Nice balcony Walk to shopping supermarket, restaurants. Water & sewer included.Don't miss it. Will not. Last!RV L/B

  3065 George Mason Ave, Winter Park, FL 32792

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