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Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

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Winter Park Real Estate Overview

Originally founded as a resort destination by affluent New Englanders in the late 1880s, Winter Park is today known for its majestic trees, beautiful parks, brick-lined streets, stunning homes, a private liberal arts college, educational museums, sparkling lakes, and amazing shops. Winter Park is located just 15 minutes from the...
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$285,000
$1,055/mo
Monthly Payment:
$1,055
Principal & Interest:
$1,055
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $57,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,081sq ft $137 / sq ft SFR
Lot Size18,638sq ft Built1957 On Site13days
Great home with extremely large yard which is fully fenced in with 6' high white vinyl fence which is very easy to maintain for years of enjoyment. Three bedrooms all with... more
Great home with extremely large yard which is fully fenced in with 6' high white vinyl fence which is very easy to maintain for years of enjoyment. Three bedrooms all with ceiling fans on the first floor with 2 full baths. Newer replacement windows, New shingle roof installed January 2015. Open floor plan to Family room with real wood burning fireplace. Over the 2 car garage is another master suite that is a peaceful quite retreat to relax after a busy day. Concrete driveway was replaced in November 2014. Very low utility bills to keep your cost of ownership low. Refrigerator is less than a year old. 2 Story accessory building with electric, great for storage, tools, lawn mower with easy access from large side door. Quiet residential neighborhood with quick and easy access to 436. less
Listing Provided Courtesy of Florida One Real Estate Llc
Popularity
We show you every available listing. Here's how
$295,000
$1,092/mo
Monthly Payment:
$1,092
Principal & Interest:
$1,092
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,000 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,177sq ft $251 / sq ft SFR
Lot Size18,197sq ft Built1922 On Site13days
Near the medical district, a beautiful spanish style home built in 1922. This charming home is a double lot with detached garage. It is in need of tlc. Unique home can be... more
Near the medical district, a beautiful spanish style home built in 1922. This charming home is a double lot with detached garage. It is in need of tlc. Unique home can be renovated into a magnificent showplace! Wonderful winter park location with proximity to the winter park village for shopping & dining or movie night. Saturday morning drop by the quaint downtown winter park to the farmers market and pick up fresh flowers and veggie for the week. Then take a walk on park ave to shop at the boutiques and dine al fresco. If you are interested in the arts & science this is your location it's just 5 minutes away. Visit the orlando museum of art, the orlando science center, and much more. Downtown orlando is booming with the new dr. Phillips center for the performing arts, catch a game or concert at the new amway center, clubs, and pubs for nightlife. less
Listing Provided Courtesy of Full Circle Realty Inc
Popularity
$135,000
$500/mo
Monthly Payment:
$500
Principal & Interest:
$500
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,219sq ft $111 / sq ft CND
Lot Size19.0acre Built1970 On Site14days
Rare Find- spacious 2 Bedroom Townhouse with PRIVATE COURTYARD in the Beautiful Four Seasons!! All appliances stay including a European style washer/dryer combo, 3 comm. pools,... more
Rare Find- spacious 2 Bedroom Townhouse with PRIVATE COURTYARD in the Beautiful Four Seasons!! All appliances stay including a European style washer/dryer combo, 3 comm. pools, tennis court, and home warranty, near shopping, parks, hospital and colleges. Pet friendly community. Four Seasons was created and tailored with you in mind, combining traditional grace with friendliness and quiet city charm that says ' home'. Inside this wonderful condo, you will quickly notice the details. Formal dining room, that opens to spacious living room with patio doors to the private fenced courtyard. Spacious floor plan, greats views, lots of closets and storage space. Four Seasons is located in one of Winter Park’s most convenient neighborhoods, and best kept secret, located only minutes from downtown Orlando. Parks, entertainment, fine dining, and great shopping are also nearby, as well as Rollins College. Join you neighbors for a talk down by the pool or just relax in the excitement of living in beautiful Winter Park. HOME WARRANTY INCLUDED. .. Washer/Dryer in condo, Super location in the complex. Assn. is FHA approved! Short drive on your Vespa to Rollins College or Full Sail. Enjoy the Farmers Market or the shops on Park Ave. This place has it all! H.O.A. Includes Water, Sewer, Garbage Collection, 3 Pools, Lawn Maintenance, Tennis Courts, Shuffleboard, and Car Wash Area. -- Beautiful grounds-resort like living. less
Listing Provided Courtesy of Winter Park Real Estate Co Llc
Popularity
$849,000
$3,145/mo
Monthly Payment:
$3,145
Principal & Interest:
$3,145
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $169,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,416sq ft $249 / sq ft SFR
Lot Size9,599sq ft Built2015 On Site14days
Open Sun May 31, 1pm-3pm
Brand new energy efficient custom home in sought-after winter park. Stone enhanced entrance boasts circular driveway, fresh landscaping and side entry 2-car garage. Foyer opens... more
Brand new energy efficient custom home in sought-after winter park. Stone enhanced entrance boasts circular driveway, fresh landscaping and side entry 2-car garage. Foyer opens to three important spaces of the home. To the left is the office/den with french doors & closet; can be used as a 5th bedroom. Open formal living/dining room features two walls of glass opening to the covered paver patio overlooking the pool. Other formal area can be used for dining space with a window overlooking the front of the home. This flexible floorplan allows dining and living room to be reversed, depending on your needs. Stunning gourmet kitchen with expansive granite island,built in ovens,convection microwave, high-end appliances, island with prep sink and wine refrigerator. Breakfast bar overlooks spacious family room with vaulted ceilings and eat-in breakfast nook. Family room also opens to the covered lanai to bring the outdoors in. Pool bath planned. Downstairs master retreat with tray ceilings and your very own morning kitchen. With glass sliders to the pool deck, you can enjoy your morning coffee poolside. Master bath has dual sinks, soaking tub and large separate shower stall. Dual his & hers california closets. Upstairs bonus loft piped for wet-bar. All bedrooms equipped with carpeting, living spaces with wood and wet areas with ceramic tile. Crown molding throughout. Mud room exits to garage and inside utility with ample storage. Fenced property with very low maintenance. Highly rated winter park school system. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$132,700
$491/mo
Monthly Payment:
$491
Principal & Interest:
$491
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $26,540 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,341sq ft $99 / sq ft SFR
Lot Size9,426sq ft Built1967 On Site14days
***Property is occupied and occupants are not to be disturbed or contacted under any circumstances. Interior inspections are not available and property is being sold as is.... more
***Property is occupied and occupants are not to be disturbed or contacted under any circumstances. Interior inspections are not available and property is being sold as is. Property is sold through auction. Please contact the listing agent for bidding instructions.*** Great Winter Park location. Don't wait! Pick up this property while the market continues to rise. less
Listing Provided Courtesy of Allison James Estates & Homes
Popularity
$249,900
$926/mo
Monthly Payment:
$926
Principal & Interest:
$925
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $49,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,616sq ft $155 / sq ft SFR
Lot Size8,295sq ft Built1970 On Site15days
Beautiful 3 bedroom 2 bath updated home in the desirable Winter Park neighborhood. Updates include LED recess lighting throughout the kitchen, family and living room. Master... more
Beautiful 3 bedroom 2 bath updated home in the desirable Winter Park neighborhood. Updates include LED recess lighting throughout the kitchen, family and living room. Master bathroom has been redone with beautiful double sinks, vanity, recess lighting and walk in shower. Master bedroom includes adjustable double wardrobes and wall mounted shoe rack. The gorgeous kitchen includes stainless steel appliances, quartz stone counter tops, tile back splash, wood cabinets with slide out shelves and a lazy Susan. The kitchen and family room combo is great for entertaining! Relax in your cool Florida room or on your brick patio outside. Convenient to Aloma, Park Ave, SR 436, and shopping centers. Do not miss out on this excellent opportunity for a move in ready updated home!! less
Listing Provided Courtesy of Barnett Realty & Prop Mgnt Inc
Popularity
$1,275,000
$4,723/mo
Monthly Payment:
$4,723
Principal & Interest:
$4,723
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $255,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,296sq ft $297 / sq ft SFR
Lot Size15,112sq ft Built2004 On Site15days
Open Sun May 31, 2pm-5pm
Welcome home to this stunning Winter Park pool home, featuring five bedrooms, five full baths, plus a home office. Built on a large corner lot, in a fantastic neighborhood, this... more
Welcome home to this stunning Winter Park pool home, featuring five bedrooms, five full baths, plus a home office. Built on a large corner lot, in a fantastic neighborhood, this traditional home has been elegantly designed and styled and offers an incredible floorplan that meets the needs of just about every homeowner. Gourmet kitchen provides tons of storage and counter space through custom cabinetry and granite countertops. Breakfast nook, just off the kitchen, provides seamless transition to the family room, where you can relax comfortably in front of the mantled fireplace. Downstairs master retreat is full of natural light with French doors that lead to the covered lanai, while the master bath has his and her walk-in closets, double vanities, a jetted tub, and glass shower. Upstairs are four generously sized guest bedrooms, three baths, a walk-out balcony, and a bonus room with doors, making it perfect for use as an indoor playroom, second family room or flex space. Outside, enjoy entertaining with your summer kitchen, complete with mini-fridge, gas grill, and wet bar or relax in the enclosed pool and spa. Located in a quiet, tree-lined neighborhood, this home is just minutes from Park Avenue and is zoned for A-rated schools. Call and schedule your showing today! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$400,000
$1,481/mo
Monthly Payment:
$1,481
Principal & Interest:
$1,481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $80,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size16,881sq ft BuiltN/A On Site15days
Build your dream home! Approximately 17,000 SF lot on beautiful Lake Killarney. A private drive services the property located just off the corner of Cambridge Boulevard &... more
Build your dream home! Approximately 17,000 SF lot on beautiful Lake Killarney. A private drive services the property located just off the corner of Cambridge Boulevard & Killarney Drive. Seller has full geotechnical soil exploration report and new survey performed recently which can be made available to potential buyer. less
Listing Provided Courtesy of Incentive Properties Llp
Popularity
$502,995
$1,997/mo
Monthly Payment:
$1,997
Principal & Interest:
$1,863
HOA Dues:
$134
(Based on a 30 year fixed loan at 3.75% with $100,599 down)
Winter Park, FL 32792
4bed 3bath 4,113sq ft $122 / sq ft SFR
Lot Size7,320sq ft Built2015 On Site15days
Popular Stratford 2 Story plan with soaring 18 foot ceilings in Foyer and Family room. Large covered patio opens to conservation area in rear with a 12' pocket slider. Upstairs... more
Popular Stratford 2 Story plan with soaring 18 foot ceilings in Foyer and Family room. Large covered patio opens to conservation area in rear with a 12' pocket slider. Upstairs Game & Media Rooms. Separate Living Room, Dining Room and Office/Den with a downstairs Master Bedroom with Sitting Room extension. Builder Warranty! (Disclaimer: Some/All the photos are stock/renderings and do not represent the actual home.) less
Listing Provided Courtesy of Taylor Morrison Rlty Of Fla
Popularity
$199,900
$743/mo
Monthly Payment:
$743
Principal & Interest:
$740
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,670sq ft $120 / sq ft SFR
Lot Size7,802sq ft Built1964 On Site16days
This is a must-see!!! Spacious 3 bedroom, 2 bath home with 1670 sqft in desirable winter park pines! This lovely home has 3 light & bright bedrooms and updated bathrooms.... more
This is a must-see!!! Spacious 3 bedroom, 2 bath home with 1670 sqft in desirable winter park pines! This lovely home has 3 light & bright bedrooms and updated bathrooms. Kitchen has also been updated with warm cabinetry and bright white appliances. Spacious family room opens to a large deck. Save storage space in your new garage by filling the sturdy shed in your private back yard! Very desirable winter park subdivision – close to park ave, ymca, cady way park, excellent schools, shopping, hiking trails, golf club and so much more! Voluntary hoa only $35/year. Highly rated schools: aloma elementary, glenridge middle & winter park high. 2014 tax: $3,557 less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$130,000
$481/mo
Monthly Payment:
$481
Principal & Interest:
$481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $26,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,656sq ft $79 / sq ft SFR
Lot Size8,775sq ft Built1960 On Site16days
This is a wonderful opportunity in the Eastbrook section of Winter Park. This 3 bedroom 2 bath home with large attached double carport offers plenty of space with an open living... more
This is a wonderful opportunity in the Eastbrook section of Winter Park. This 3 bedroom 2 bath home with large attached double carport offers plenty of space with an open living and dining area which flows to a large family room which flows to a great family room complete with wood burning fireplace and mantle. Continue on to a screen enclosed porch then an in-ground pool to relax and enjoy the Florida life. Come and make this home shine!Seller is exempt from completing a disclosure as they have never occupied the property. Sold AS-IS. less
Listing Provided Courtesy of Smith Realty Inc
Popularity
$140,400
$520/mo
Monthly Payment:
$520
Principal & Interest:
$520
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $28,080 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,341sq ft $105 / sq ft SFR
Lot Size8,932sq ft Built1958 On Site16days
Charming 3 bedroom 2 bath home in the Tanglewood community. Home features a 19x09 bonus room with a/c no heat, laminate flooring in areas, updated kitchen, updated master... more
Charming 3 bedroom 2 bath home in the Tanglewood community. Home features a 19x09 bonus room with a/c no heat, laminate flooring in areas, updated kitchen, updated master bathroom, large fenced yard and a 1 car garage. Bank owned property sold AS IS. Employees of Bank of America or its affiliates or subsidiaries are strictly prohibited from directly or indirectly purchasing any property owned by Bank of America. Two open permits on the property in which the Buyer agrees to assume responsibility upon closing. MUST USE "AS IS CONTRACT less
Listing Provided Courtesy of Re/max Assured
Popularity
$1,399,500
$5,185/mo
Monthly Payment:
$5,185
Principal & Interest:
$5,185
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $279,900 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,313sq ft $324 / sq ft SFR
Lot Size20,734sq ft Built2013 On Site16days
Gorgeous one owner custom built home situated on ½ acre lot in prime Via location! Fantastic floorplan featuring downstairs master suite including 2 walk in closets, large... more
Gorgeous one owner custom built home situated on ½ acre lot in prime Via location! Fantastic floorplan featuring downstairs master suite including 2 walk in closets, large master bath with marble counters, dual sinks and oversized shower. Private secondary bedroom suite downstairs with full bath, elegantly appointed downstairs study, open and spacious living and dining areas plus additional family room off kitchen. Kitchen includes large granite island, natural gas cooktop and light & bright eat-in area. Upstairs features 3 bedrooms plus 2 bathrooms and an additional bonus living area. Top of the line quality and finishes throughout including walnut wood floors, crown molding throughout, granite, built-ins, plantation shutters and so much more. Large covered patio with beamed ceilings, travertine floors, summer kitchen and ½ bath + outdoor shower all open to heated pool and hot tub and lushly landscaped yard with plenty of grassy area. Additional features include wine refrigerator, 3 car garage, French doors, 2 AC units with 3 thermostats, natural gas fireplace, chair railing, built-in speakers, concrete tile roof. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$2,300,000
$8,521/mo
Monthly Payment:
$8,521
Principal & Interest:
$8,521
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $460,000 down)
Winter Park, FL 32789
Orange County School District
6bed 6bath 4,962sq ft $464 / sq ft SFR
Lot Size20,283sq ft Built1973 On Site16days
A gorgeous full home renovation designed by Scout&Co on one of the most desirable streets in Winter Park. This property has beautiful mature landscaping creating a private... more
A gorgeous full home renovation designed by Scout&Co on one of the most desirable streets in Winter Park. This property has beautiful mature landscaping creating a private estate feel complete with a saltwater pool and guesthouse. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$165,000
$611/mo
Monthly Payment:
$611
Principal & Interest:
$611
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,536sq ft $107 / sq ft SFR
Lot Size13,293sq ft Built1982 On Site16days
Hud case# 094-552235 location, location, location. This charming winter park pool home situated on an oversized conservation lot has it. Extended driveway with side entry... more
Hud case# 094-552235 location, location, location. This charming winter park pool home situated on an oversized conservation lot has it. Extended driveway with side entry garage. Slab on side yard is perfect to build a shed or park an rv or adult toys. A great floor plan with tons of natural light and wood burning fireplace. This home won't last long. less
Listing Provided Courtesy of Lemontree Realty Llc
Popularity
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ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
844.662.5638
Content provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid-Florida Regional Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid-Florida Regional Multiple Listing Service. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid-Florida Regional Multiple Listing Service. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Mid-Florida Regional Multiple Listing Service and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2015 Mid-Florida Regional Multiple Listing Service. All rights reserved.

Data last updated: Thursday, May 28, 2015 at 6:05 AM