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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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$879,000
$3,256/mo
Monthly Payment:
$3,256
Principal & Interest:
$3,256
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $175,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,628sq ft $334 / sq ft SFR
Lot Size6,408sq ft Built1948 On Site52days
Owner Finance Available. This is a beautifully remodeled home with many custom features. Overlooking a pond it has a serene feel in a convenient part of Winter... more
Owner Finance Available. This is a beautifully remodeled home with many custom features. Overlooking a pond it has a serene feel in a convenient part of Winter Park. With 4 full bedrooms all with California Closets and 2 full baths each with jetted tubs, this home spared no details . less
Listing Provided Courtesy of Community Realty Associates
Popularity
Your search results are current and complete. Learn more
$159,900
$592/mo
Monthly Payment:
$592
Principal & Interest:
$592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,578sq ft $101 / sq ft SFR
Lot Size8,050sq ft Built1981 On Site52days
Lush mature landscaping is your first impression of this lovely 3 bedroom 2 full bathroom home in the desirable Bel Aire Pines subdivision of Winter Park. The impressive wood... more
Lush mature landscaping is your first impression of this lovely 3 bedroom 2 full bathroom home in the desirable Bel Aire Pines subdivision of Winter Park. The impressive wood burning fireplace is the main focal point between your large L-shaped living/ dining room combination. so you can not only have a cozy fire on a chilly night but also enjoy it's beauty all year long. The split bedroom floor plan gives you the privacy that you want while still being close to your family members. The kitchen has plenty of space to handle the entire family for a casual evening meal. Your screened-in porch lets you relax with a good book or just sit back and converse with nature. Have it all with A rated schools along with a wonderful location right off Forsyth near Aloma, convenient to a multitude of restaurants, services and shopping. This is a Fannie Mae HomePath Property. less
Listing Provided Courtesy of Connect Realty.com Inc
Popularity
$599,900
$2,222/mo
Monthly Payment:
$2,222
Principal & Interest:
$2,222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,730sq ft $220 / sq ft SFR
Lot Size13,988sq ft Built1972 On Site52days
This is not a short sale. Fantastic home on oversized lot with mature landscaping and access to Lake Maitland. Home features hardwood and ceramic tile throughout, a library/den... more
This is not a short sale. Fantastic home on oversized lot with mature landscaping and access to Lake Maitland. Home features hardwood and ceramic tile throughout, a library/den with custom built-ins, a wood burning fireplace, French doors and a spacious kitchen with custom cabinetry. All Information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. Sold As-Is. less
Listing Provided Courtesy of All Florida Property Group Inc
Popularity
$324,900
$1,203/mo
Monthly Payment:
$1,203
Principal & Interest:
$1,203
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $64,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,358sq ft $138 / sq ft SFR
Lot Size13,547sq ft Built1986 On Site52days
This Stunning move-in ready 4 bedroom Winter Park Residence with large screened pool wont last! Seminole County A Rated Schools. Former model built by Richmond American Homes... more
This Stunning move-in ready 4 bedroom Winter Park Residence with large screened pool wont last! Seminole County A Rated Schools. Former model built by Richmond American Homes shines brightly due to the owners meticulous maintenance and the skylights and vaulted ceilings and many architectural details that make it so special. Enter into the home and be awe struck by the floor to ceiling double sided fireplace with art niches on both sides and sit awhile in the sunken conversation area while you relax by the fire on colder evenings. The split plan with pocket door closing off the guest or family wing provides privacy from the rest of the home. The light and bright Kitchen has been updated, solid surface counters, and has a unique moveable island that seats four with lots of storage and a granite top. The master suite is a genuine retreat with large sliding doors to the pool area and a huge walk-in closet. The updated master bath is spacious and with a top of the line spa tub with jets and quality plumbing fixtures adjacent to the shower with frameless doors makes this a complete oasis. Enjoy the oversized screened pool with a large covered patio for entertaining. The large yard has plenty of room for family fun! Newer energy efficient Architectural shingle roof in 2010 and much more. Ride your bike or rollerblade on the Cady Trail just 3 blocks away. Near to everything SR417, Downtown Winter Park and some key Department and Grocery stores are less than a mile away. Don't delay schedule your showing today! less
Listing Provided Courtesy of Total Realty Corp
Popularity
$314,999
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,542sq ft $124 / sq ft SFR
Lot Size14,516sq ft Built1983 On Site53days
Established Winter Park neighborhood home completely fenced 1/3 of an acre with multiple UPGRADES...Exterior and Interior of the home painted in the last two months...Over-sized... more
Established Winter Park neighborhood home completely fenced 1/3 of an acre with multiple UPGRADES...Exterior and Interior of the home painted in the last two months...Over-sized pool has a brand new bird cage screen and beautiful brick pavers that cover the patio area...Huge bonus room built in 2008 was made into a Dedicated Home Theater includes 7.1 Channel Surround system coupled to an Osprey Dual Motorized Screen from Elite; one measures 117-inches and the other measures 94-inches. With a simple touch of the remote control you can alternate between 16:9 HDTV & 2.35:1 Cinemascope projection. Perfect for entertaining for Sporting Events and Movie Nights...The large master room has a sitting room that looks out to the pool, Open Kitchen with newer appliances, family room with wood-burning fireplace, Did I mention it is walking distance from "A" rated Lake Howell High and Tuskawilla Middle School? One-Year Home Warranty Included...Ask your REALTOR for a visit today! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$450,000
$1,667/mo
Monthly Payment:
$1,667
Principal & Interest:
$1,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $90,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
4bed 3bath 1,887sq ft $238 / sq ft SFR
Lot Size6,876sq ft Built2004 On Site53days
Your Beautiful new home is waiting for you! This home has been readied for its new owner. From the fantastic curb appeal as you pull up, to walking in and seeing all the awesome... more
Your Beautiful new home is waiting for you! This home has been readied for its new owner. From the fantastic curb appeal as you pull up, to walking in and seeing all the awesome details that make this home special. Enter into the spacious open living area, continue into the kitchen with top line SS appliances, granite countertops and ample cabinets and storage. The 4th bedroom/office with full bath complete the main floor. The upstairs bedrooms are a split floor plan with the master suite to the front and the others to the back. It is a large master bedroom/bath and is very nicely appointed. The other two bedrooms are to the back and share a connected bath. The laundry is also located upstairs and includes the stackable W/D in place. The garage is detached with a covered walkway, and there is still plenty of fenced in yard too. Seller is Motivated !! less
Listing Provided Courtesy of Keller Williams Advantage Iii
Popularity
$2,200,000
$8,150/mo
Monthly Payment:
$8,150
Principal & Interest:
$8,150
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $440,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 5,102sq ft $431 / sq ft SFR
Lot Size20,930sq ft Built1954 On Site53days
Amazing chain-of-lakes Home on Lake Osceola, Winter Park. Enjoy breathtaking views from this stunning estate that is situated with a tiered backyard facing north. This one story... more
Amazing chain-of-lakes Home on Lake Osceola, Winter Park. Enjoy breathtaking views from this stunning estate that is situated with a tiered backyard facing north. This one story home has four bedrooms, three full bathrooms, three half baths, den and bonus room. With over 5100 square feet of living space, you will also enjoy the mature landscaped grounds, pool with summer kitchen, dock, and boat house with boat lift. A must see grand dining room with panoramic lake views perfect for entertaining. Gourmet kitchen that opens to the family room. The master, family room and dining room all have gorgeous arched windows with spectacular lake views. All rooms are generously sized. Walk to Park Avenue and experience all the shopping, dining, festivals, movies in the park and so much more! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$230,000
$852/mo
Monthly Payment:
$852
Principal & Interest:
$852
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $46,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,453sq ft $158 / sq ft SFR
Lot Size7,000sq ft Built1949 On Site54days
A cute 3 bedrooms 2 baths split floor plan in a great area of Winter Park minutes from Park Ave and I-4. Hardwood floor in bedrooms and new concrete look in living room. The... more
A cute 3 bedrooms 2 baths split floor plan in a great area of Winter Park minutes from Park Ave and I-4. Hardwood floor in bedrooms and new concrete look in living room. The house was renovated recently but can use additional TLC. A huge back yard zoned for a Duplex in winter park (R-2). Very desirable area of Winter Park for new construction and a hot rental market. Great investment opportunity. less
Listing Provided Courtesy of Not Available
Popularity
$349,000
$1,293/mo
Monthly Payment:
$1,293
Principal & Interest:
$1,293
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,670sq ft $209 / sq ft SFR
Lot Size12,013sq ft Built1958 On Site56days
This is a wonderful Key West style home located in the sought after neighborhood of Kenilworth Shores in Winter Park. This 3 bedroom 2 bath home has an open floor plan with... more
This is a wonderful Key West style home located in the sought after neighborhood of Kenilworth Shores in Winter Park. This 3 bedroom 2 bath home has an open floor plan with family room/dining room combo, a wonderful family room overlooking the lush tropical landscape of the backyard with a state of the art in ground pool. Enjoy the weekends lounging around the black bottom pool and the lush landscape surrounding the backyard. Every interior door are solid pine louvre doors to give the home that Key West feel! The backyard also has a gazebo, totally fenced in and lots of room to roam. Conveniently located between Baldwin Park and Winter Parks Park Avenue. Winter Park School district and a great first time home buyer home! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size16,881sq ft BuiltN/A On Site56days
Waterfront lot ready for you to build your dream home on very private Lake Killarney, Winter Park. A cobblestone private drive makes this location even more special with mature... more
Waterfront lot ready for you to build your dream home on very private Lake Killarney, Winter Park. A cobblestone private drive makes this location even more special with mature cypress trees the spectacular views . Nearly 17,000 square feet of land plenty of room to build a spectacular home and pool. Irregular sized lot estimated size 75"X141". Neighborhood has many stately homes and is well established. All the conveniences of in town living with restaurants and shopping, close to I-4 and downtown making it easy to get anywhere quickly, while enjoying the benefit of serene lake living. Skiable lake. Property is considered Orange county for building regulations which is an advantage. Septic, drain field and water meter permitted and installed and ready to go. Call today for more information. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$394,900
$1,546/mo
Monthly Payment:
$1,546
Principal & Interest:
$1,463
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.75% with $78,980 down)
Winter Park, FL 32792
4bed 3bath 2,549sq ft $155 / sq ft SFR
Lot Size7,212sq ft Built2013 On Site56days
***traditional sale*** you must not miss seeing this home. Forget having your home custom built because it has already been done for you. This absolutely gorgeous nearly brand... more
***traditional sale*** you must not miss seeing this home. Forget having your home custom built because it has already been done for you. This absolutely gorgeous nearly brand new 2013 home in this gated community in winter park is a 2549 square feet, two story, 4 bedroom, 3 bath home with a 2 car garage and is waiting for you to call it home!!! It boasts over $60,000 in builder upgrades, stainless steel appliances plus a high efficiency maytag washer and dryer set. Too many upgrades to list here, please see the attached upgrades list. There is a bedroom on the ground floor perfect for guests. The seller is willing to negotiate to pay up to $4,000 towards buyer’s closing costs, pro-rations and pre-paids. Seller can close quickly if needed. less
Listing Provided Courtesy of Real Estate God's Way Llc
Popularity
$950,000
$3,519/mo
Monthly Payment:
$3,519
Principal & Interest:
$3,519
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $190,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,995sq ft $317 / sq ft SFR
Lot Size6,534sq ft Built2014 On Site57days
Beautiful, Custom built, one of a kind home. Master Suites upstairs and down. Completion date is end of March 2015. Get in early to choose all of your finishes.
Beautiful, Custom built, one of a kind home. Master Suites upstairs and down. Completion date is end of March 2015. Get in early to choose all of your finishes. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$285,000
$1,076/mo
Monthly Payment:
$1,076
Principal & Interest:
$1,055
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $57,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 4bath 2,206sq ft $129 / sq ft SFR
Lot Size14,753sq ft Built1989 On Site57days
Location , Location , Location A well maintained home in winter park!!! Corner lot with 3 car garage. Screen in porch with a wet bar and a gazebo outside.
Location , Location , Location A well maintained home in winter park!!! Corner lot with 3 car garage. Screen in porch with a wet bar and a gazebo outside. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$429,995
$1,727/mo
Monthly Payment:
$1,727
Principal & Interest:
$1,593
HOA Dues:
$134
(Based on a 30 year fixed loan at 3.75% with $85,999 down)
Winter Park, FL 32792
4bed 3bath 2,781sq ft $155 / sq ft SFR
Lot Size7,800sq ft Built2014 On Site58days
Welcome to your brand new home that will be ready for move in this December! As you drive up to this 4 bedroom, 3 bath, 3 car garage beauty with STONE elevation and PAVER... more
Welcome to your brand new home that will be ready for move in this December! As you drive up to this 4 bedroom, 3 bath, 3 car garage beauty with STONE elevation and PAVER driveway you are sure to be impressed! 2,781 sq ft on one level. You'll love cooking and entertaining in the GOURMET kitchen featuring stainless steel double ovens , granite counter tops, 42" upper cabinets with crown. Relax in this OPEN PLAN giving you the feel of a much larger home. Great Schools. Builder Warranty! Disclaimer: some or all photos are stock photos or rendering of home. less
Listing Provided Courtesy of Taylor Morrison Realty Of Fl I
Popularity
$799,900
$2,963/mo
Monthly Payment:
$2,963
Principal & Interest:
$2,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size20,387sq ft BuiltN/A On Site58days
Fantastic opportunity to build a new dream home at this very charming site. The house is being sold "AS-IS" and WHERE IS. Rare opportunity to find an over sized lot in the City... more
Fantastic opportunity to build a new dream home at this very charming site. The house is being sold "AS-IS" and WHERE IS. Rare opportunity to find an over sized lot in the City of Winter Park. This is for the buyer who wants seclusion and privacy. The value is in the land! Sought after Winter Park schools: Lakemont Elementary, Maitland Middle and Winter Park High School. Enjoy all of the Winter Park amenities and the best Metro Orlando has to offer. This is definitely Central Florida's gem - Winter Park. A property with old Florida charm. You can bring your own builder for this site without any HOA fees or CDC fees. less
Listing Provided Courtesy of City Realty
Popularity
7 8 9 10 11 12 13 14 15 ... 20
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 MLS 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 MLS. 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 MLS. 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 MLS 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 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Thursday, December 18, 2014 at 9:55 PM