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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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$180,000
$666/mo
Monthly Payment:
$666
Principal & Interest:
$666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $36,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,305sq ft $138 / sq ft SFR
Lot Size10,287sq ft Built1982 On Site51days
Not to be missed! Once a family escape from the cold North, now ready for you! Private pool for those hot Florida days, with a nice sized backyard that offers opportunities to... more
Not to be missed! Once a family escape from the cold North, now ready for you! Private pool for those hot Florida days, with a nice sized backyard that offers opportunities to make it your own-garden, volleyball court, maybe a retreat with a hammock! Extra bonus is the 18x13 block out building that can be for storage, or a workshop, plus it has additional storage in the back for smaller items. There is a propane run generator in place for power outages and a state of the art electrical panel. Each window and sliding glass door has power/hand operated hurricane shutters for safety and peace of mind during our extreme "windy" days! Newly installed lovely, laminate through the living and dining rooms, and kitchen for easy care and traffic flow. Master bath and shower have been modified for wheel chair access. This house offers outdoor enjoyment, peace of mind and a delight living space-be sure to check it out soon! less
Listing Provided Courtesy of Real Estate Professionals Se
Popularity
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$164,900
$610/mo
Monthly Payment:
$610
Principal & Interest:
$610
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $32,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,287sq ft $128 / sq ft CND
Lot Size24,555sq ft Built1983 On Site52days
This winter park spacious 2 bedroom/ 2 bath unit is located in a beautifully maintained 22 unit complex just steps from the crystal clear large community pool. Vaulted ceilings,... more
This winter park spacious 2 bedroom/ 2 bath unit is located in a beautifully maintained 22 unit complex just steps from the crystal clear large community pool. Vaulted ceilings, formal dining room and large living area,overlooking tiled screen porch located on rear of unit. An additional open, outdoor patio area is located just off master bedroom. Walk in closet located in master bedroom is just one of many spacious interior closets. Two atriums located within the unit are established with their own sprinkler system and provide natural light throughout the home. Other features include an interior laundry area, a brick fireplace and a 2 car garage. less
Listing Provided Courtesy of Anne Rogers Realty Group Inc
Popularity
$615,000
$2,278/mo
Monthly Payment:
$2,278
Principal & Interest:
$2,278
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $123,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,392sq ft $257 / sq ft SFR
Lot Size8,882sq ft Built1993 On Site52days
Awesome Victorian! Ole Winter Park charm, stately front porch, leaded glass entry, beautiful staircase, and comfortable interior upgrades, and high ceilings in neutral colors.... more
Awesome Victorian! Ole Winter Park charm, stately front porch, leaded glass entry, beautiful staircase, and comfortable interior upgrades, and high ceilings in neutral colors. Kitchen has granite countertops, crown molding, high gloss real hardwood floors throughout. Large gourmet kitchen with breakfast bar & bay-window style breakfast nook for high tea. Formal living & dining rooms with crown molding, Family room features fireplace, french doors to lush backyard gardens w/paver patio and walkways. Master bedroom is quite large plus a balcony overlooking back yard for morning coffee. Adjacent master bath has bright windowed garden jetted tub, separate shower, and double sinks, walk-in spacious closet. Generous sized additional bedrooms with jack'n'jill bathroom & standard style bath. All appliances only 2 years old, inside laundry with washer/dryer included. Detached 2-car garage in rear with ample room for additional parking and long driveway. Gas heat/hot water/cooking, Termite Bond, Roof replaced 2013, zoned a/c, polyurethane finish of hardwood floors. NO HOA. Location, Location! Transition area with many newer upscale homes close by. Near WP hospital, shopping, restaurants, downtown Winter Park, and Winter Park Schools. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$475,000
$1,842/mo
Monthly Payment:
$1,842
Principal & Interest:
$1,759
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.75% with $95,000 down)
Winter Park, FL 32792
5bed 4bath 3,514sq ft $135 / sq ft SFR
Lot Size5,966sq ft Built2013 On Site52days
Quick closing possible for this barely lived in home! Seller spared no expense in upgrades on this beautiful Winter Park home, including upgraded granite countertops, island,... more
Quick closing possible for this barely lived in home! Seller spared no expense in upgrades on this beautiful Winter Park home, including upgraded granite countertops, island, upgraded 42" cabinets with crown molding, Moen faucets, double oven with convection oven, home theater in the media room (Klipsch 5.1 gold audio system and 4 rom Lyric located in entryway, living room patio and master bedroom. Bedrooms have upgraded carpet and pads and tile has been upgraded in all other areas. Beautiful staircase to second floor has been upgraded with iron spindles, and recessed lighting added to first and second floors. Much to much to write. Please see attachments for floor plan, survey and upgrade list! Hurry! Hurry! Hurry! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$425,000
$1,574/mo
Monthly Payment:
$1,574
Principal & Interest:
$1,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,295sq ft $328 / sq ft SFR
Lot Size3,754sq ft Built2016 On Site52days
Pre-Construction Live the downtown Winter Park bungalow lifestyle. Walk to favorite restaurants on Park Avenue or in Hannibal Square, Central Park, the Farmer's Market,... more
Pre-Construction Live the downtown Winter Park bungalow lifestyle. Walk to favorite restaurants on Park Avenue or in Hannibal Square, Central Park, the Farmer's Market, Rollins College & much more. Designed and built by renowned architect & builder, Phil Kean Designs (2013 National Custom Home Builder of the Year), the Hazel model is the future of bungalow living. Modern living spaces with a one-story open floor plan, volume ceilings, a Chef's kitchen and a spacious master bedroom with private bath & a walk-in closet. Price is subject to change based on buyer's selection of finishes & any upgrades. less
Listing Provided Courtesy of Phil Kean Real Estate Llc
Popularity
$425,000
$1,574/mo
Monthly Payment:
$1,574
Principal & Interest:
$1,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,295sq ft $328 / sq ft SFR
Lot Size3,754sq ft Built2016 On Site52days
Pre-Construction Live the downtown Winter Park bungalow lifestyle. Walk to favorite restaurants on Park Avenue or in Hannibal Square, Central Park, the Farmer's Market,... more
Pre-Construction Live the downtown Winter Park bungalow lifestyle. Walk to favorite restaurants on Park Avenue or in Hannibal Square, Central Park, the Farmer's Market, Rollins College & much more. Designed and built by renowned architect & builder, Phil Kean Designs (2013 National Custom Home Builder of the Year), the Hazel model is the future of bungalow living. Modern living spaces with a one-story open floor plan, volume ceilings, a Chef's kitchen and a spacious master bedroom with private bath & a walk-in closet. Price is subject to change based on buyer's selection of finishes & any upgrades. less
Listing Provided Courtesy of Phil Kean Real Estate Llc
Popularity
$794,000
$3,524/mo
Monthly Payment:
$3,524
Principal & Interest:
$2,941
HOA Dues:
$583
(Based on a 30 year fixed loan at 3.75% with $158,800 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,773sq ft $286 / sq ft CND
Lot Size21,602sq ft Built2008 On Site52days
Lowest Priced Town Home in the Douglas Grand. Only $286 a square foot, Why pay more. Central Florida's most distinctive in-town living experiences. with all of the finishes and... more
Lowest Priced Town Home in the Douglas Grand. Only $286 a square foot, Why pay more. Central Florida's most distinctive in-town living experiences. with all of the finishes and fixtures of a brand new, modern-day building. Luxurious finishes are coupled with high-end appliances and fixtures in this two story 3 bed, 3 1/2 bath unit. Open floor plan with a large kitchen and dining area. The master bedroom with two (2) walk-in closets. The town home unit is finished with high quality finishes including Pella windows and doors, Kohler fixtures, Sub-Zero, Wolf and Bosch appliances, Trane air conditioning and other quality components the luxury Buyer demands. Crown molding, granite counter tops in the kitchen and all baths, walk-in closets in every bedroom, oversized walk-in shower and garden bath in the master suite, attached and covered parking and a private entry to the unit are also included. The Douglas Grand location is irreplaceable, one block from Park Avenue shopping district, across the street from Central Park, one block from Hannibal Square and walking distance to hundreds of retailers, restaurants and wine bars - a true city-living experience in Central Florida's most unique town - Winter Park. less
Listing Provided Courtesy of Florida One Real Estate Llc
Popularity
$291,000
$1,107/mo
Monthly Payment:
$1,107
Principal & Interest:
$1,078
HOA Dues:
$29
(Based on a 30 year fixed loan at 3.75% with $58,200 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,266sq ft $128 / sq ft SFR
Lot Size10,762sq ft Built1982 On Site53days
This home is located in beautiful Seminole County Winter park offering excellent Seminole county schools. This home sits on a corner lot with oversized screened porch... more
This home is located in beautiful Seminole County Winter park offering excellent Seminole county schools. This home sits on a corner lot with oversized screened porch overlooking expansive back yard. Spacious kitchen w/island and separate dining room. Features 3 bedrooms/2 baths with separate office! Living room has volume ceiling with cedar beams and beautiful stone fireplace. Great floor plan with loads of storage. Air-conditioned workroom in garage! Paddle board or canoe across the street on Lake Florence! Priced to sell so bring your buyers now! less
Listing Provided Courtesy of Prestige Property Shop Llc
Popularity
$374,900
$1,388/mo
Monthly Payment:
$1,388
Principal & Interest:
$1,388
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $74,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,324sq ft $283 / sq ft SFR
Lot Size12,280sq ft Built1952 On Site53days
Lovely two bedroom home in the heart of Winter Park! Offering an updated kitchen with granite countertops, solid wood cabinetry, stainless steel appliances, and a quaint... more
Lovely two bedroom home in the heart of Winter Park! Offering an updated kitchen with granite countertops, solid wood cabinetry, stainless steel appliances, and a quaint breakfast nook, you'll find delightful character throughout the home. Hardwood floors, plantation shutters, crown molding, and updated bathrooms are just a few of the charming details this home showcases. Located on a spacious 0.28 acre corner lot, on a picturesque tree-lined street, this home has a large circular driveway with pavers and a location that cannot be beat! Fantastic schools (Brookshire Elementary, Glenridge Middle, and Winter Park High) and walking distance to nearby community parks. Conveniently located to Rollins College, Full Sail University, Winter Park Hospital, and major highways for a quick commute. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$191,400
$709/mo
Monthly Payment:
$709
Principal & Interest:
$709
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $38,280 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,669sq ft $115 / sq ft SFR
Lot Size14,938sq ft Built1983 On Site53days
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this... more
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of Owners.com
Popularity
$1,170,000
$4,334/mo
Monthly Payment:
$4,334
Principal & Interest:
$4,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $234,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 4,832sq ft $242 / sq ft SFR
Lot Size11,226sq ft Built2003 On Site54days
Elegant traditional home on beautiful quiet street with European style interiors, bright-open floor plan in great neighborhood convenient to WPRC, ICC, Phelps Park &... more
Elegant traditional home on beautiful quiet street with European style interiors, bright-open floor plan in great neighborhood convenient to WPRC, ICC, Phelps Park & YMCA… This home has it all with 5BE, office/study, bonus room, formal living & dining rooms & and open kitchen-family room area, plus expansive rear screened lanai… perfect home for entertaining! Custom built by Bates-Driscoll with extensive moldings, French doors, plantation shutters, 2 fireplaces, spacious rooms, surround sound, wine cooler & cellar, wetbar, lots of windows and more… This home offers a very flexible & interchangeable floor plan... Downstairs includes lavish master suite with jetted tub/double shower, his/her closets, separate study w/ fireplace, wonderful island kitchen with breakfast area open to family room with fireplace as well… Upstairs includes 4 bedroom suites or use as 3 bedroom suites & a bonus room... lastly up a separate stairwell off kitchen there is an additional bonus/media room over the garage… Outdoor living includes large screened lanai with summer kitchen, classic heated pool w/ travertine decking, private yard, towering oaks & mature landscaping… less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,948sq ft $307 / sq ft SFR
Lot Size16,140sq ft Built1963 On Site56days
PARK GROVE! Terrific opportunity in one of Winter Park's most desirable, sought after and long-established neighborhoods. This home is situated on a large, corner lot and... more
PARK GROVE! Terrific opportunity in one of Winter Park's most desirable, sought after and long-established neighborhoods. This home is situated on a large, corner lot and features include a new kitchen with granite, glass tile backsplash, and handsome cabinets. The private backyard, open pool and patio are great for entertaining. Interior appointments include a brick, wood-burning fireplace, built-ins, separate dining room, crown molding, 3 bedrooms, 2.5 baths and an interior utility/laundry room. Roof and a/c replaced in 2014. "A" rated public schools as well as a private elementary (Park Maitland School) are just minutes away. Bonus: This home is within steps to downtown Winter Park's charming Park Avenue - loaded with both unique and well-known shops, acclaimed restaurants, wine bars, museums, Central Park, a public golf course and much more. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$899,900
$3,334/mo
Monthly Payment:
$3,334
Principal & Interest:
$3,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,266sq ft $276 / sq ft SFR
Lot Size12,035sq ft Built1958 On Site56days
One of a kind charming 5 bedroom 4 bath in the much sought after Winter Park Via neighborhood. Top rated Winter Park Schools. As you enter this inviting relaxed family home... more
One of a kind charming 5 bedroom 4 bath in the much sought after Winter Park Via neighborhood. Top rated Winter Park Schools. As you enter this inviting relaxed family home through the double doors you will notice a warm friendly large kitchen showcasing light wood cabinets with dark granite counter tops . Saltillo tile and wood floors throughout the home. Large family room with wood burning fireplace , bright sunroom overlooking private backyard and pool. Large master suite, split plan on first floor with additional 3 bedrooms. Upstairs you will find an oversized bedroom with ensuite bath and large closet. This home showcases exceptional value. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,400,000
$5,303/mo
Monthly Payment:
$5,303
Principal & Interest:
$5,186
HOA Dues:
$117
(Based on a 30 year fixed loan at 3.75% with $280,000 down)
Winter Park, FL 32792
Seminole County School District
6bed 5bath 5,796sq ft $242 / sq ft SFR
Lot Size15,001sq ft Built2002 On Site57days
Stunning custom home in a gated community of 15 homes in winter park is waiting for a new owner. This spacious 6/4.5 home, 4-car garage, around 6,300 sq ft (per the seller) has... more
Stunning custom home in a gated community of 15 homes in winter park is waiting for a new owner. This spacious 6/4.5 home, 4-car garage, around 6,300 sq ft (per the seller) has something for everyone. First level features huge master bedroom overlooking the pool with a luxurious bathroom, huge mother-in-law or guest suite with private bath, large office with built-in bamboo shelves and flooring. The estate features custom contemporary kitchen with 42+ inch cabinets with blue pearl granite countertops, top of the line appliances including a sub-zero refrigerator, two dishwashers, island, gas cooktop. Family room is wrapped in custom cabinets adding convenient hidden storage space. Living room, which the owner uses as a music room, fits a grand piano and is separated from the master bedroom by a soundproof wall. The second floor offers three more bedrooms and two bathrooms, giant game room with bar and refrigerator, study den equipped with custom cabinetry, breathtaking upstairs patio overlooking a neighborhood pond and a lake! Top of the line insulation, 3 ac units, a water heater with re-circulating water flow secure the lowest utility bills in the neighborhood! Each room in the house is accentuated with custom ceiling designs, crown moldings, central vacuum and 12'-20' ceilings. Strategic floor plan layout is ideal for large family who loves to entertain. Custom outdoor kitchen and a saltwater pool with jacuzzi and a waterfall. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$699,000
$2,589/mo
Monthly Payment:
$2,589
Principal & Interest:
$2,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,428sq ft $204 / sq ft SFR
Lot Size7,518sq ft Built1998 On Site57days
Delightful four bedroom, two and one-half bath home in Winter Park. Located on a quiet, tree-lined street, this lovely home features hardwood floors, open living room with... more
Delightful four bedroom, two and one-half bath home in Winter Park. Located on a quiet, tree-lined street, this lovely home features hardwood floors, open living room with fireplace, eat-in kitchen with granite counters and updated appliances, a downstairs office, and an oversized bonus room. Master suite offers French doors that lead to the screened lanai, a deep garden tub, his and her vanities and a large walk-in closet. Upstairs are three generously sized bedrooms, each with great closet space, a full bath, and a bonus room over the garage. Fenced in backyard, open brick courtyard, and mature landscaping provide a private, outdoor escape. Zoned for A-rated Dommerich Elementary, Maitland Middle, and Winter Park High. Minutes from Park Avenue, shops and dining, and neighborhood parks. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
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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: Thursday, September 3, 2015 at 6:16 AM. Properties in listings may have been sold or may no longer be available.