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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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$1,499,000
$5,553/mo
Monthly Payment:
$5,553
Principal & Interest:
$5,553
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $299,800 down)
Winter Park, FL 32789
Orange County School District
6bed 8bath 6,007sq ft $250 / sq ft SFR
Lot Size25,296sq ft Built1958 On Site46days
This gracious & secluded estate is situated on more than a half an acre nestled in the heart of "The Via's". The home was completely re-built in 1992 with the addition of a... more
This gracious & secluded estate is situated on more than a half an acre nestled in the heart of "The Via's". The home was completely re-built in 1992 with the addition of a large first floor master suite with sitting area and fireplace, walk in closets, bath with dual sinks, a three car garage, an open floor plan perfect for entertaining and expansive outdoor living area and screened pool area for year round enjoyment. The spacious split plan has all bedrooms on the main level. Interior features include wood floors, plantation shutters, surround sound speakers in living space and covered patio. Further improvements made in 2006 are a gourmet kitchen with a center island, maple cabinets, and high end stainless steel appliances. The formal dining room is perfect for entertaining and holiday dinners. The breakfast nook is light & bright looks out across the screened in patio and pool. As an added bonus, there was an upstairs movie theater and billiard room built in 2009. The tremendous storage capacity found in this home is unparalleled. Not only does the main house accommodate many members of the household, but there is also an detached guest house, complete with a full kitchen and bath. The landscaping is lush and tropical affording a private tranquil setting in an oversized backyard. The circular driveway allows for guest parking in addition to a three car garage with separate bays. Excellent location down the block from the Winter Park Racquet Club and minutes from Park Ave shopping & dining district. less
Listing Provided Courtesy of Core Community Realty Llc
Popularity
We show you every available listing. Here's how
$64,900
$537/mo
Monthly Payment:
$537
Principal & Interest:
$240
HOA Dues:
$297
(Based on a 30 year fixed loan at 3.75% with $12,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,105sq ft $59 / sq ft CND
Lot Size4,547sq ft Built1984 On Site46days
Location! Location! 2 bedroom, 2 bath, ground floor condo with over 1000 square feet! Come see this spacious, ground floor unit with 1,018 heated square feet. Two bedrooms and... more
Location! Location! 2 bedroom, 2 bath, ground floor condo with over 1000 square feet! Come see this spacious, ground floor unit with 1,018 heated square feet. Two bedrooms and two full bathrooms with an open floor plan and large bedrooms too! All appliances and washer & dryer stay too! Relax in the evening on your private screened patio or enjoy the community pool. Dining and shopping are a short distance away and full sail, ucf, siemens, lockheed martin are just a few miles – and minutes – away. Hoa: $297 monthly taxes: $997. This is a homepath property. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$200,000
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $40,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size6,183sq ft BuiltN/A On Site46days
Build your dream home in the hottest new location in Winter Park. Walking distance to Park Avenue and Winter Park Village.
Build your dream home in the hottest new location in Winter Park. Walking distance to Park Avenue and Winter Park Village. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$59,500
$449/mo
Monthly Payment:
$449
Principal & Interest:
$220
HOA Dues:
$229
(Based on a 30 year fixed loan at 3.75% with $11,900 down)
Winter Park, FL 32792
Seminole County School District
1bed 1bath 678sq ft $88 / sq ft CND
Lot Size657sq ft Built1973 On Site46days
Well maintained first floor condo unit. Easy access to all amenities including a Community Pool with Clubhouse, and Tennis Courts. New laminate flooring and carpeting recently... more
Well maintained first floor condo unit. Easy access to all amenities including a Community Pool with Clubhouse, and Tennis Courts. New laminate flooring and carpeting recently installed. Beautiful kitchen with wood cabinets and black appliances. Open patio with storage closet. Conveniently located, with your choice of Starbucks or Dunkin Donuts and numerous shopping locations and restaurants nearby. Full Sail, University of Central Florida and Rollins College are also in the vicinity. less
Listing Provided Courtesy of Total Realty Corp
Popularity
$74,900
$277/mo
Monthly Payment:
$277
Principal & Interest:
$277
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $14,980 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $89 / sq ft CND
Lot Size9,439sq ft Built1990 On Site47days
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express... more
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express way and interstate Hwy 417. less
Listing Provided Courtesy of Elite Global Realty Llc
Popularity
$78,000
$513/mo
Monthly Payment:
$513
Principal & Interest:
$288
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $15,600 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $93 / sq ft CND
Lot Size9,439sq ft Built1990 On Site47days
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express... more
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express way and interstate Hwy 417. less
Listing Provided Courtesy of Elite Global Realty Llc
Popularity
$799,000
$2,960/mo
Monthly Payment:
$2,960
Principal & Interest:
$2,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,353sq ft $340 / sq ft SFR
Lot Size23,685sq ft Built1953 On Site47days
Winter Park waterfront home on beautiful Lake Killarney, a 239 acre spring fed lake with no public access. Major contemporary interior renovation in 2011. This 3 BR / 2 BA home... more
Winter Park waterfront home on beautiful Lake Killarney, a 239 acre spring fed lake with no public access. Major contemporary interior renovation in 2011. This 3 BR / 2 BA home features a large chef's kitchen with center island, custom cabinets, 6 burner 48" gas range with double ovens, SS hood, GE Monogram refrigerator, GE Profile dishwasher, quartz counters with glass tile backsplash & under cabinet lighting. Glass tile wood burning fireplace in living room with feature shelves, recessed lighting throughout, tile floors, crown molding, updated doors & hardware, plantation shutters. Custom salt water pool with heated spa added in 2012. Remote computer pad in Family room controls pool systems including heated spa, filtration, underwater multi-color LED lighting for stunning nighttime effects. Large outdoor living area with fireplace. Newer high efficiency AC. Professionally landscaped and full irrigation system. Lot features 100' of lake frontage with dock. Quiet City of Winter Park neighborhood with single point access, close proximity to I-4, Winter park Village and downtown Winter Park. A rated Fire and Police less
Listing Provided Courtesy of International Realty Partners
Popularity
$79,900
$555/mo
Monthly Payment:
$555
Principal & Interest:
$296
HOA Dues:
$259
(Based on a 30 year fixed loan at 3.75% with $15,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,018sq ft $78 / sq ft CND
Lot Size4,228sq ft Built1984 On Site48days
Good-looking unit in prestigious WINTER PARK lots of natural light very bright Condo live in style in this beautiful 2BD 2Baths unit 1,018SqFt of living space. Stainless still... more
Good-looking unit in prestigious WINTER PARK lots of natural light very bright Condo live in style in this beautiful 2BD 2Baths unit 1,018SqFt of living space. Stainless still appliances, laundry within unit open dining & living area sliding doors that lead you to a cozy fenced porch. Medium size master suite with walking closet. Great location close to everything. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$995,000
$3,907/mo
Monthly Payment:
$3,907
Principal & Interest:
$3,686
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $199,000 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 5bath 3,833sq ft $260 / sq ft SFR
Lot Size15,028sq ft Built2003 On Site48days
Five bedroom, five bath home in prestigious Windsong! This fantastic home, with a three-way split floor-plan offers formal living and dining, a designated home office, a... more
Five bedroom, five bath home in prestigious Windsong! This fantastic home, with a three-way split floor-plan offers formal living and dining, a designated home office, a downstairs master suite, three comfortably sized guest bedrooms, and an upstairs bonus room, complete with closet space and private bath. Gorgeous mahogany wood floors, stone tile and crown molding compliment the home’s interior. Chef’s kitchen features a gas cook-top, double ovens, granite island, and built-in work station. Screened patio overlooks the backyard which is set up perfectly for a future pool. Located on a quiet, double cul-de-sac, location will be hard to beat. As a Windsong resident, take advantage of one of the many exclusive amenities, including chain-of-lake-access, fishing dock, parks, playgrounds, two community pools and children’s water park that this highly sought after community has to offer. Thoughtfully designed, and meticulously cared for, this home is a designer’s dream and is just waiting for your personal touch. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,075,000
$3,982/mo
Monthly Payment:
$3,982
Principal & Interest:
$3,982
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $215,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 3,163sq ft $340 / sq ft SFR
Lot Size11,598sq ft Built1960 On Site48days
Mostly new and very charming 5 bedrooms 5 1/2 baths....Master plus two other spacious bedrooms downstairs...Two bedrooms two baths in the new upstairs. Kitchen with viking range... more
Mostly new and very charming 5 bedrooms 5 1/2 baths....Master plus two other spacious bedrooms downstairs...Two bedrooms two baths in the new upstairs. Kitchen with viking range and refrigerator, granite counter tops opens to family room. Wood, travertine tile and carpet floors. Fireplace in living room which opens to large dining area. Two patios. Circular drive. extensively renovated and added on to in 2009. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$279,000
$1,033/mo
Monthly Payment:
$1,033
Principal & Interest:
$1,033
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,212sq ft $230 / sq ft SFR
Lot Size14,667sq ft Built1947 On Site49days
Old home on big lot near Winter Park Hospital. Future zoning may allow 4 Townhomes. .34 acre lot. House has no value, the value is in the land. Currently is a 3/2 home located... more
Old home on big lot near Winter Park Hospital. Future zoning may allow 4 Townhomes. .34 acre lot. House has no value, the value is in the land. Currently is a 3/2 home located in an established & highly desirable area of Winter Park. Enjoy outdoor activities at the nearby Cady Way & Ward Parks, top rated Winter Park schools, near Winter Park Hospital, Whole Foods, Rollins, UCF, Full Sail, and area attractions. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$975,000
$3,612/mo
Monthly Payment:
$3,612
Principal & Interest:
$3,612
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $195,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,225sq ft $302 / sq ft SFR
Lot Size15,457sq ft Built1979 On Site49days
Extraordinary opportunity to own in the Heart of Winter Park! Located on a quiet cul-de-sac, behind the corner of New York and Park Avenue, this fantastic home comes with a... more
Extraordinary opportunity to own in the Heart of Winter Park! Located on a quiet cul-de-sac, behind the corner of New York and Park Avenue, this fantastic home comes with a prominent address, neighbored by magnificent lakefront estates. Step inside to find a desirable, three-way split floor-plan offering a downstairs master retreat, a guest suite, and two upstairs bedrooms. Hand-scraped natural oak floors and vaulted, wood beam ceilings evoke a comfortable sense of home. Beautiful, custom designed kitchen is the center of the home, and features stainless steel appliances, a double oven, French doors leading to lanai, butler’s pantry for additional storage and counter space. Master bedroom offers his and her baths, separate walk-in closets and French doors that open to the office/den with half bath. Over-sized, screened-in pool and covered patio are peaceful and relaxing, while the fenced backyard provides privacy and room for gardening. Enjoy short walks to Park Avenue’s boutique shops and restaurants, Hannibal Square, and the Winter Park Golf Course and don’t miss out on your chance to call this lovely home yours. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,295,000
$4,964/mo
Monthly Payment:
$4,964
Principal & Interest:
$4,797
HOA Dues:
$167
(Based on a 30 year fixed loan at 3.75% with $259,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,230sq ft $306 / sq ft SFR
Lot Size15,162sq ft Built2003 On Site49days
Prime Via's cul-de-sac setting, this 5 bed/5.5 bath home boasts terrific flexible floor plan, beautiful dark walnut wood floors, exquisite granite & stone, french doors, crown... more
Prime Via's cul-de-sac setting, this 5 bed/5.5 bath home boasts terrific flexible floor plan, beautiful dark walnut wood floors, exquisite granite & stone, french doors, crown mouldings, built-ins, surround sound, fireplace, wet bar, open kitchen-family room, master with his/her large walk-in closets & private study down, 4 large bedrooms and 2 bonus rooms upstairs, bright-neutral decor, expansive rear lanai to enjoy great back yard and pool with fountain, 3-car garage, excellent condition, in a quiet setting. Also, optional deeded access to Chain of Lakes for an additional $70/yr paid to the MSPA. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$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 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size7,425sq ft BuiltN/A On Site49days
Great opportunity to renovate or build new - lot is 55X135 in an area of more expensive homes. Brick street.
Great opportunity to renovate or build new - lot is 55X135 in an area of more expensive homes. Brick street. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$344,750
$1,277/mo
Monthly Payment:
$1,277
Principal & Interest:
$1,277
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $68,950 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,233sq ft $280 / sq ft SFR
Lot Size9,585sq ft Built1955 On Site51days
Location!! Location!! You don't want to miss this opportunity to call this place home in the infamous and quiet brick-paved "tree-street" neighborhood of winter park. This 2... more
Location!! Location!! You don't want to miss this opportunity to call this place home in the infamous and quiet brick-paved "tree-street" neighborhood of winter park. This 2 bedroom/1 bath pool home features 1233 square feet with a 1-car garage and is situated on a large fenced lot. You are sure to experience the pride of ownership as you enter through the breezy front patio and walk through the front door. You will feel the charm the home boasts from the original hardwood floors, brick fireplace and natural light coming in from the enclosed porch area and florida room with french doors leading out to your spectacular pool (with freshly painted deck) where you will enjoy many gorgeous florida days and nights. Improvements include upgraded electrical panel in the last 6 months and updated open concept kitchen with breakfast bar, just to name a few. This home is not only situated in a highly sought after a-rated school district, but is conveniently located in the historic city of winter park that brings some of the finest dining, retail shopping, art festivals, entertainment and farmer's markets that central florida has to offer. All information recorded in the mls is intended to be accurate however, it should be independently verified. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
9 10 11 12 13 14 15 16 17 ... 22
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
Website 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.

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Data last updated: Sunday, July 5, 2015 at 2:25 PM