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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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$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 Site18days
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
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$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 Site18days
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
$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 Site18days
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 Site18days
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
$985,000
$3,649/mo
Monthly Payment:
$3,649
Principal & Interest:
$3,649
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $197,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,499sq ft $282 / sq ft SFR
Lot Size14,976sq ft Built1936 On Site18days
Gorgeous 1930’s two story character home in the heart of winter park on a quiet tree lined brick street. White panel siding, green board and batten shutters, and a gated... more
Gorgeous 1930’s two story character home in the heart of winter park on a quiet tree lined brick street. White panel siding, green board and batten shutters, and a gated driveway all lend to this home’s amazing curb appeal. Stunning interior offers five bedrooms, three and one-half baths, a formal living room, separate den and/or office, and family room. Master suite is overly spacious and features a wood burning fireplace and en suite, complete with a large soaking tub, shower, and expansive walk-in closet. Downstairs guest suite has private bath and could easily be enclosed to serve as a guest wing. Kitchen has been updated with stainless steel appliances, built-in oven, and pantry closet. Outdoor living space is extraordinary! Located on 0.34 acres the backyard is fantastic and has both an open deck and a covered patio that overlook the beautifully cared for lawn and gardens. Hardwood floors, butler’s pantry, bay windows, high ceilings, and more. Charming and delightful this house will make you feel right at home. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$449,000
$1,663/mo
Monthly Payment:
$1,663
Principal & Interest:
$1,663
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size12,734sq ft BuiltN/A On Site18days
Beautiful brick street with oversized 104' wide lot (12,733 SF)... Priced for land value with many options to move in, add on or build new on street with lots of new... more
Beautiful brick street with oversized 104' wide lot (12,733 SF)... Priced for land value with many options to move in, add on or build new on street with lots of new construction activity! Convenient to downtown Winter Park, Mead Gardens, tennis courts and Baldwin Park downtown area... less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$449,000
$1,663/mo
Monthly Payment:
$1,663
Principal & Interest:
$1,663
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,515sq ft $296 / sq ft SFR
Lot Size12,733sq ft Built1948 On Site19days
Charming bungalow in Olde Winter Park on beautiful brick street with oversized 104' wide lot (12,733 SF)... 3 bedroom 2 bath split plan with updated bathrooms... updated kitchen... more
Charming bungalow in Olde Winter Park on beautiful brick street with oversized 104' wide lot (12,733 SF)... 3 bedroom 2 bath split plan with updated bathrooms... updated kitchen with newer cherry cabinets, granite counter tops, stainless steel appliances, and hardwood floors thru-out, sun room with slate floors... oversized 2-car garage and huge backyard. This home shows in great condition and could be purchased furnished. Priced for land value with many options to move in, add on or build new on street with lots of new construction activity! Convenient to downtown Winter Park, Mead Gardens, tennis courts and Baldwin Park downtown area... less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$449,900
$1,776/mo
Monthly Payment:
$1,776
Principal & Interest:
$1,666
HOA Dues:
$110
(Based on a 30 year fixed loan at 3.75% with $89,980 down)
Winter Park, FL 32792
Seminole County School District
6bed 4bath 3,347sq ft $134 / sq ft SFR
Lot Size10,019sq ft Built2006 On Site19days
Charming 6 bedroom, 4 bath pool home on a quiet cul-de-sac street. Home features volume ceilings with lots of natural lighting. Upon entering there is a den/office which can... more
Charming 6 bedroom, 4 bath pool home on a quiet cul-de-sac street. Home features volume ceilings with lots of natural lighting. Upon entering there is a den/office which can also be used as a bedroom. The formal dining room has french doors leading to the front porch and tray ceiling for added elegance. The kitchen features granite counter tops, and island, dinette area and breakfast bar and overlooks the spacious family room. Sliders from the family room lead you to the covered patio and screened pool & spa. The backyard is fenced for your privacy. The master suite features a garden tub, dual vanity sinks and a walk in shower. There are also 4 bedrooms upstairs which feature jack-n-jill bathrooms. There is an inside utility room for your added convenience. Home is located close to schools, shopping, dining and major highways. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$6,500,000
$24,082/mo
Monthly Payment:
$24,082
Principal & Interest:
$24,082
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,300,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
5bed 8bath 7,800sq ft $833 / sq ft SFR
Lot Size1.6acre Built1925 On Site19days
Majestic Winter Park Estate on 1.59 acres of pristine lakefront property. Panoramic views of Lake Virginia from every corner of this stunning home. Private driveway with... more
Majestic Winter Park Estate on 1.59 acres of pristine lakefront property. Panoramic views of Lake Virginia from every corner of this stunning home. Private driveway with electronic gate, motor court, four car garage, guest house, boathouse, and more. Sophisticated and elegant, the main house offers four bedrooms, three full baths, two half baths, formal living and dining rooms, family room, a Chef’s kitchen with professional grade appliances, home office, and gym. Screened in lanai, trellis covered patio, and open back porch all overlook the meticulously cared for lawn and gardens, complimented by hanging moss oaks and towering palms. Enjoy breathtaking sunset views over the estate’s rolling hills. Originally built in 1925, this is a very rare opportunity to own one of Winter Park’s most significant estates, offering exclusive privacy and priceless lakefront views. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$74,900
$522/mo
Monthly Payment:
$522
Principal & Interest:
$277
HOA Dues:
$245
(Based on a 30 year fixed loan at 3.75% with $14,980 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,151sq ft $65 / sq ft CND
Lot Size1.4acre Built1984 On Site19days
Perfectly located in the Winter Park Community of Hidden Oaks, 2 story spacious townhouse style condo with 3 bedrooms and 2.5 bathrooms and 1,151 square feet. Full kitchen with... more
Perfectly located in the Winter Park Community of Hidden Oaks, 2 story spacious townhouse style condo with 3 bedrooms and 2.5 bathrooms and 1,151 square feet. Full kitchen with dinette and fenced patio for privacy, living room with nice tile and wet bar and all bedrooms upstairs. Conveniently located with access to shopping, dining and major access roads, A rated schools and great for someone attending the University of Central Florida or Full Sail. less
Listing Provided Courtesy of Coldwell Banker Ackley Realty
Popularity
$210,000
$778/mo
Monthly Payment:
$778
Principal & Interest:
$778
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $42,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 3bath 1,236sq ft $170 / sq ft CND
Lot Size1,431sq ft Built1984 On Site20days
Completely renovated condo. Beautiful 5 inch Ashwood flooring throughout. Wood staircase with cherrywood spindles and oak handrails. Hardwood molding in every room. New... more
Completely renovated condo. Beautiful 5 inch Ashwood flooring throughout. Wood staircase with cherrywood spindles and oak handrails. Hardwood molding in every room. New appliances with maple cabinets in kitchen with marble flooring and counter tops. Two pantries allows for tons of storage. The home has been replumbed. All ceilings are knockdown plaster. New AC and air handler. New storm door being installed on the front door. New England slate flooring on the porch which has been rescreened. All windows have new screens. Nothing has been ignored in this remodel. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$650,000
$2,408/mo
Monthly Payment:
$2,408
Principal & Interest:
$2,408
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $130,000 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size29,481sq ft BuiltN/A On Site20days
Paradise for sale – location extraordinaire…a world you never thought could exist, could be yours for that new lakefront home and a water-loving family. This... more
Paradise for sale – location extraordinaire…a world you never thought could exist, could be yours for that new lakefront home and a water-loving family. This winter park private lakefront lot offers approximately .68 buildable acres and .23 riparian right acres for a total close to an acre of private paradise. Lot measures: front: 108 x 232 x lakefront: 82 x 244. Many large estate homes (over 6,000 square feet) are being built on the few lakefront lots left on bear gully lake. This hidden winter park gem, is just enough out-of-the-way of the busy town, but close to highways, airport, private schools, shopping and dining on park ave. The views alone are worth the price. Scenic and serene, lake breezes and birds are all you’ll hear, except maybe the occasional neighbor’s boat and skiers or paddleboarders who live on the lake itself. Lakeside suntans and siestas await you…don’t wait, call today for details, before this gem is gone!! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$59,900
$503/mo
Monthly Payment:
$503
Principal & Interest:
$221
HOA Dues:
$282
(Based on a 30 year fixed loan at 3.75% with $11,980 down)
Winter Park, FL 32792
2bed 2bath 1,085sq ft $55 / sq ft CND
Lot Size8,564sq ft Built1974 On Site20days
This nice two bedroom townhouse is located in a quiet section of Winter Park Woods just off Semoran Blvd. and convenient to shopping, dining, Full Sail, UCF, bike trails and... more
This nice two bedroom townhouse is located in a quiet section of Winter Park Woods just off Semoran Blvd. and convenient to shopping, dining, Full Sail, UCF, bike trails and nearby Winter Park schools. It includes an open floor plan with ceramic tile and laminate wood flooring throughout, a nicely appointment kitchen with all the appliances, master suite with vaulted ceiling, private deck with outside storage and plenty of parking. This community also boasts a sparkling swimming pool. Seller may consider financing. less
Listing Provided Courtesy of Real Property Management & Rea
Popularity
$62,000
$229/mo
Monthly Payment:
$229
Principal & Interest:
$229
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $12,400 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 2bath 940sq ft $66 / sq ft SFR
Lot Size5,589sq ft Built1973 On Site20days
Back on the market, thru no fault of its' own! What a cutie-pie! Beautiful custom ceramic tile throughout, with breakfast bar in the roomy kitchen and huge pantry! Inside... more
Back on the market, thru no fault of its' own! What a cutie-pie! Beautiful custom ceramic tile throughout, with breakfast bar in the roomy kitchen and huge pantry! Inside laundry room and big covered florida room. Fenced yard with storage shed in the back, 1 car carport and your own papaya tree! No hoa, and so close to all your needs: less than 1/2 mile from major shopping, restaurants, well rated schools. Full sail university is less than 5 miles away, and university of central florida less than 10 miles. Ready for a sweet low maintenance home? This one is ready for you! ** this is a fannie mae homepath property. “first time buyers, complete the homepath ready buyer homeownership course on the homepath website. Attach certificate to offer and request up to 3% closing cost assistance. Check the homepath website for more details or ask your realtor. Restrictions apply.” all information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Profitable Properties
Popularity
$225,000
$888/mo
Monthly Payment:
$888
Principal & Interest:
$833
HOA Dues:
$55
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,990sq ft $113 / sq ft SFR
Lot Size12,929sq ft Built1988 On Site23days
Short sale!!! Great 3 bedroom, 2.5 bath winter park home in desirable trinity bay. Huge/oversized great room with custom vaulted ceilings, wood burning fireplace and beautiful... more
Short sale!!! Great 3 bedroom, 2.5 bath winter park home in desirable trinity bay. Huge/oversized great room with custom vaulted ceilings, wood burning fireplace and beautiful tiled floor. Formal dining room adds charm to intimate dining or special guests affairs. Kitchen complete with breakfast nook overlooking the family room so you never miss any of the excitement. Master bedroom with double sinks and large walk in closet. Part of garage was converted to a 4th bedroom. Many architectural details such as plant shelving, french door and lovely front elevation. Well established community with access to lake burkett!!! You don't want to miss this one. Call today for your private viewing!!!!! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
2 3 4 5 6 7 8 9 10 ... 15 25
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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.

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

Data last updated: Friday, May 29, 2015 at 8:00 PM