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Winter Park Homes for Sale

Winter Park, FL is a family friendly, upscale suburban community. The city is located just seven miles northeast of Orlando. Park Avenue has a variety of upscale shops, restaurants, and art galleries. Winter Park Village offers outdoor shopping and restaurants. Popular nightlife attractions include Luma, Prato, Cocina 214, and Boca. Central Park has beautiful fountains, a rose garden, and seasonal events. Homes in Winter Park include condos, townhomes, and single family homes. The city is home to Rollins College, a private coed liberal arts school founded in 1885.

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Explore all properties for sale in Winter Park, FL in the greater Orlando area listed below. As you search through listings please be sure to contact us with any questions or to schedule a viewing.

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Winter Park, FL 32792

Rental Price$1,800

Pending

MLS Number O5756526

  • Rental Residential Lease
  • Year Built 1961
  • Square Feet 1,696
  • Acreage 1.28
  • Bedrooms 3

Home is available for IMMEDIATE MOVE IN!! This 2 bedroom rustic style home has an optional bedroom/den/office with armoire, and is located in Winter Park next to Bear Gully lake on one acre of land. It comes with a 3 car garage and separate workroom with AC. The kitchen is for the gourmet chef supreme with built in oven, separate range with cook top and oven, INDOOR propane grill, 2 refrigerators, and tons of cabinet and storage space. The interior is designed with a rustic log cabin feel with pine log walls, red oak hardwood flooring, cathedral/vaulted tongue and groove solid beam ceilings in the kitchen and living room. Newly replaced windows, AC and roof. Two recently renovated bathrooms. This property is on a well with water softener system. The living room has a raised red brick fireplace with log mantle and Pacific High efficiency wood burning insert that can heat the entire home on chilly winter nights. The property is partially fenced and sits along a small canal. The back of the property extends into a forest of trees so no rear neighbors. This home has great schools, near transportation; 417, 408, shopping, entertainment, and around the corner from the Seminole Trail.

Listing Courtesy of 407 PROPERTIES

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Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1100 AZALEA LANE, Winter Park, FL 32789
Pending

MLS Number O5750693

  • Rental Residential Lease
  • Area 32789 - Winter Park
  • Subdivision Cherokee Park
  • Elementary School Killarney Elem
  • Junior High Glenridge Middle

Just off of Orange Ave near downtown Winter Park, this two-story open-floorplan townhome is directly across from the Azalea Lane Tennis Center courts. On the main level, you'll find a large living room with a wood-burning fireplace flanked by built-in bookcases. Glass sliding doors in the living room lead to a walled-in brick-paved courtyard for alfresco dining and entertainment. The galley-style kitchen features a microwave oven and a breakfast counter. A half bathroom completes the ground level.Upstairs you'll find two very large bedrooms each offering an entire wall of closets for storage and its own en-suite bathroom. Off the upstairs hallway, a stacking washer and dryer are neatly tucked away for laundering ease and convenience.

Listing Courtesy of FLORIDA ONE REAL ESTATE LLC

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1305 MORGAN STANLEY AVE., Winter Park, FL 32789

MLS Number O5736526

  • Rental Residential Lease
  • Area 32789 - Winter Park
  • Elementary School Hungerford Elem
  • High School Edgewater High
  • Year Built 2018

Location, Luxury & Lifestyle!!!! Be among the few to live in the heart of 32789. Broadstones design forward amenities and residence features are like no other in town! This 1 bed/ 1 bath apartment is loaded with upgrades in the gourmet kitchen and lavish bath. The kitchen features 42" cafe-style underlit cabinetry, quartz countertops, glass blacksplashes and commercial-style faucets. The baths include granite countertops, floating vanities, undermount sinks, and walk-in glass showers or bathtubs. Full size Whirlpool washer and dryer included. Experience Resort-Style living in a Beach-Entry pool with cabanas, grills, ping pong and firepits! Lifestyle highlights include: State of the art Fitness Club, Skydeck with views and lounge area, Business Center and two story resident club. Pet-friendly community featuring an indoor dog spa!! Don't miss this opportunity!!

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE

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$
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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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250 CAROLINA AVENUE, Winter Park, FL 32789

MLS Number O5756905

  • Rental Residential Lease
  • Area 32789 - Winter Park
  • Subdivision Park West Condo
  • Year Built 1981
  • Square Feet 1,153

Park West Community.. Beautiful gated community, 3rd floor unit. spacious 1 bedroom and two bathroom, 2 balconies, wood burning fire place, very large master, Furniture is included, large living room. Covered parking under building, clubhouse for entertaining, swimming pool, tennis court outdoor grill... Walking distance to Park Ave, Winter Park Village, Sunrail and Rollins College.

Listing Courtesy of VERANDA PARK REALTY LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1305 MORGAN STANLEY AVE., Winter Park, FL 32789

MLS Number O5736492

  • Rental Residential Lease
  • Area 32789 - Winter Park
  • Elementary School Hungerford Elem
  • High School Edgewater High
  • Year Built 2018

Location, Luxury & Lifestyle!!!! Be among the few to live in the heart of 32789. Broadstones design forward amenities and residence features are like no other in town! This 1 bed/ 1 bath apartment is loaded with upgrades in the gourmet kitchen and lavish bath. The kitchen features 42" cafe-style underlit cabinetry, quartz countertops, glass blacksplashes and commercial-style faucets. The baths include granite countertops, floating vanities, undermount sinks, and walk-in glass showers or bathtubs. Full size Whirlpool washer and dryer included. Experience Resort-Style living in a Beach-Entry pool with cabanas, grills, ping pong and fire pits! Lifestyle highlights include: State of the art Fitness Club, Skydeck with views and lounge area, Business Center and two story resident club. Pet-friendly community featuring an indoor dog spa!! Don't miss this opportunity!!

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5230 OHIO, Winter Park, FL 32792

Rental Price$1,700

MLS Number O5743515

  • Rental Residential Lease
  • Subdivision Suburban Homes Sec 2
  • Year Built 1973
  • Square Feet 1,942
  • Acreage 0.24

Recently renovated pool home in Winter Park Fl. Fresh paint and new flooring throughout! This home has brand new laminate floors in the living room with a beautiful brick fire place. All four bedrooms have new carpet. Bathrooms have been updated with new vanities. Double master set up with two larger bedrooms having en-suite baths and one full guest bathroom with easily accessed from two guest bedrooms. There is a bonus family room with access to the backyard patio and pool. Lots of natural light and elevated ceilings make this an ideal space for relaxing at home. The kitchen has a bar top and plenty of space for family dinner prep, appliances are newer. Great size pool and back yard, perfect for entertaining and enjoying the beautiful Florida weather. Please note this is a garage conversion, the garage is converted into a bedroom and bathroom. Pool maintenance is included, small dogs/pets are allowed- under 50lbs with pet fee of $ 350 each.

Listing Courtesy of EXIT REAL ESTATE RESULTS

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7525 LODGE POLE TRAIL, Winter Park, FL 32792

MLS Number O5755091

  • Rental Residential Lease
  • Subdivision Arrowhead Cove
  • Year Built 1972
  • Square Feet 1,936
  • Acreage 0.36

Lovely 4/2 pool home with 2 car garage

Listing Courtesy of SKINNER REALTY, INC.

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1137 OAKS, Winter Park, FL 32789

Rental Price$1,600

Pending

MLS Number O5751401

  • Rental Residential Lease
  • Area 32789 - Winter Park
  • Subdivision Dixie Terrace
  • Year Built 1958
  • Square Feet 1,149

This charming home is in a great Winter Park neighborhood, a short drive from the Winter Park Village, Park Ave and Hannibal Square. This home has many advantages for the disabled, with a roll in shower, exterior ramp from the carport to the kitchen door and grab bars in both bathrooms. There are wood floors throughout the house, a high end french door refrigerator, and a fenced yard. Lawn care included.

Listing Courtesy of KELLER WILLIAMS AT THE PARKS

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$
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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1724 PERUVIAN LANE, Winter Park, FL 32792

MLS Number O5752865

  • Rental Residential Lease
  • Year Built 1960
  • Square Feet 1,613
  • Acreage 0.19
  • Bedrooms 3

Live in this totally renovated home in Winter Park with 3 bedroom, 2 upgraded bathrooms. Updated kitchen with Stainless Steel appliances, Granite counter tops throughout, Ceramic Tile and Carpet flooring. Washer/Dryer hookups. Fenced-in backyard. *Bonus Amenity Included* - A portion of resident's total monthly amount due will be used to have HVAC filters regularly delivered to their doorstep under the Utility & Maintenance Reduction Program. This saves 5-15% on your energy bill and helps ensure a clean, healthy living environment. Pet friendly home (w. approval and non-refundable pet fee).

Listing Courtesy of RE/MAX 200 REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2521 GALLIANO CIRCLE, Winter Park, FL 32792

MLS Number O5749101

  • Rental Residential Lease
  • Year Built 2003
  • Square Feet 1,682
  • Acreage 0.05
  • Bedrooms 3

Available now! Pristine townhouse with 1-car garage located in the gated community of Vistas at Lake Howell. Open floor plan with high ceilings. Master suite boasts large bathroom & huge walk-in closet. Washer & dryer are located upstairs near all 3 bedrooms. Owner managed. Sorry, NO PETS, NO SMOKING. 1st & last months' rent plus security deposit required for move-in.

Listing Courtesy of WATSON REALTY CORP

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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700 MELROSE AVENUE, Winter Park, FL 32789

MLS Number O5750044

  • Rental Residential Lease
  • Area 32789 - Winter Park
  • Year Built 1964
  • Square Feet 1,022
  • Acreage 0.12

Exquisite condo home within walking distance to Park Avenue & Rollins College. This rarely available and highly coveted oversized, ground floor, 1/1 is absolutely stunning, no detail has been overlooked. From the rich wood flooring, granite counter tops and top of the line stainless appliances in the kitchen, vast living area and luxurious bath the attention to detail is evident in every corner. Take advantage of the beautiful built ins with lighting, glass shelves and hand-painted grass cloth inserts and crystal chandelier over the dining table! Ample closet space throughout, with the generous master having his and her closets, and a huge pantry/storage area off of the kitchen make this 1,022 square feet of living space perfect for a couple or a single person. Convenience! First floor and overlooking preserve, only six of these corner units exist… Generous parking right outside your door! Walking distance from famed Park Avenue and all of its shops and dining as well as Rollins College! All renters must be 55+. No pets. Board approval required for each tenant.

Listing Courtesy of KELLY PRICE & COMPANY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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168 SCOTTSDALE SQUARE, Winter Park, FL 32792
Pending

MLS Number O5743605

  • Rental Residential Lease
  • Year Built 1974
  • Square Feet 1,250
  • Acreage 0.2
  • Bedrooms 3

Three bedroom, two bath second floor unit with open floor plan and plenty of storage space. The master bedroom has two double closets and a private bath. Kitchen and baths have been tastefully updated. All new stainless steel kitchen appliances. Condo is ready to move in! Laundry room and additional exterior storage. Winter Park Woods is a desirable neighborhood and offers residents onsite management, two community pools, tennis courts, a playground, and more! Prime location is close to... Full Sail, UCF, Valencia College, Downtown Orlando and Winter Park plus neighborhood is zoned for A-rated Winter Park schools.

Listing Courtesy of WARNER-QUINLAN INC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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