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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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$1,125,000
$4,168/mo
Monthly Payment:
$4,168
Principal & Interest:
$4,168
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $225,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,018sq ft $373 / sq ft SFR
Lot Size29,143sq ft Built1954 On Site131days
Wonderful single story Mediterranean on expansive apprx. 30,000 SF elevated corner lot in premier Via's neighborhood with deeded access to Lake Maitland & Chain of Lakes via HOA... more
Wonderful single story Mediterranean on expansive apprx. 30,000 SF elevated corner lot in premier Via's neighborhood with deeded access to Lake Maitland & Chain of Lakes via HOA boat ramp & park lot... This split-level home (all bedrooms & living area on main level & huge 3 car garage & misc storage on lower level) has been meticulously maintained with numerous upgrades & remodeling by present owner while maintaining the character and charm of the 50's era... Fabulous well landscaped yard & grounds with motor court, circular drive & pool w/ cabana... This home has elegant hardwood floors thru-out, remodeled kitchen & baths with granite, extensive moldings and built-ins, 2 fireplaces, oversized master suite and more... the main residence has 3 BE & an office in addition to the living areas + a separate private 4th bedroom suite perfect for older child, in-laws, guest, or flex room (home office, media or exercise)... This is a fantastic property with lots of great characteristics to create a unique residence in prime location... walk to WPRC! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
We show you every available listing. Here's how
$649,900
$2,407/mo
Monthly Payment:
$2,407
Principal & Interest:
$2,407
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $129,980 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 5,511sq ft $118 / sq ft SFR
Lot Size22,599sq ft Built1970 On Site134days
Great peaceful property in Winter Park. Needs a little TLC, however, it has great potential!
Great peaceful property in Winter Park. Needs a little TLC, however, it has great potential! less
Listing Provided Courtesy of Re/max Assured
Popularity
$274,900
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $54,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,432sq ft $192 / sq ft SFR
Lot Size9,563sq ft Built1957 On Site136days
Reduced!!!Winter Park Charmer, looking for a gorgeous, move-in-ready home with everything brand new in the city of Winter Park. In this quiet street, this home was just... more
Reduced!!!Winter Park Charmer, looking for a gorgeous, move-in-ready home with everything brand new in the city of Winter Park. In this quiet street, this home was just completely renovated. It has is it all including a new roof, new double pane glass, low E windows, designer Kitchen with brand new cabinets, granite, stainless appliances, electric panel upgraded to include bathrooms, kitchen and family room. 2 Elegant new bath rooms with vanities , granite and Porcelain tile, new lighting, the original red oak hardwood floors have been completely redone, new interior doors with new hardware, upgraded base boards with crown molding, new drywall texture, exterior/interior paint, new Seville sod and upgraded front lawn landscape package, has a well and irrigation system, laundry with extra storage, renovated backyard shed for storage add to this a 1 car garage, new door with opener. Newer A/C, Newer plumbing. The "Huge" backyard (can be your blank canvas) easily accommodates a pool with extra space for a swing set, the existing shed and much more. If not the best, it is one of the best lots in the neighborhood. No HOA. A rated Winter Park schools, Walk to the YMCA, Whole Foods. Close to shopping and dining on Park Ave, Rollins College and Winter Park Hospital. Stop by ASAP to see this before it's snatched up!! OWNERS WILL CONTRIBUTE UP TO $4,000.00 TOWARDS buyer's closing costs with full offer!! less
Listing Provided Courtesy of Equitypoint Properties Llc
Popularity
$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 1,232sq ft $130 / sq ft SFR
Lot Size24,877sq ft Built2014 On Site137days
Extra large centrally located property with brand new manufactured home. Fully landscaped, fenced, concrete drive. Country setting near all city conveniences. Space for large... more
Extra large centrally located property with brand new manufactured home. Fully landscaped, fenced, concrete drive. Country setting near all city conveniences. Space for large garage/shop for a business plus parking for your rv or boat. Unique property for this city location. A must see if you are looking for open space without losing convenience. less
Listing Provided Courtesy of Travis Sawchuk Commercial 1st
Popularity
$384,900
$1,449/mo
Monthly Payment:
$1,449
Principal & Interest:
$1,426
HOA Dues:
$23
(Based on a 30 year fixed loan at 3.75% with $76,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,846sq ft $135 / sq ft SFR
Lot Size29,761sq ft Built1995 On Site137days
Priced to sell fast!! This exquisite lake howell accessible home is located in the lost creek subdivision...A winter park favorable family location. Built in 1995, this home has... more
Priced to sell fast!! This exquisite lake howell accessible home is located in the lost creek subdivision...A winter park favorable family location. Built in 1995, this home has had only two owners! This nearly 1 acre estate is situated on a beautifully landscaped corner lot that backs up to a tropical canal that allows motor boats up to 14'. Elegant yet comfortable, the home was built to maximize space and allow flexibility in décor and varying tastes. The floor plan is masterfully laid out with 2 large living areas, a dining area and eat-in-kitchen, 4 bedrooms plus a bonus entertainment room. Features include vaulted cathedral ceilings, colonial baseboards; suede-textured walls and professionally organized and installed master closet. New embellishments include remodeled kitchen with huge chef's island accented with granite throughout, custom cappuccino cabinets, premium travertine tile, stainless steel appliances throughout, a cozy breakfast nook, hidden pantry plus attached sub-stair bonus pantry. Enjoy the premium wood laminate floors and meticulous detail in every room. Downstairs master suite overlooks lush yard and canal with attached bonus room, and walk-in closet, plus his & her sinks. Second first floor bedroom can be office or guest room with attached full bath. Two identical bedrooms upstairs also include a bathroom with his and her sinks and an attached loft that over-looks the huge living area. The property is fully fenced in & double gate for boat parking! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$700,000
$2,593/mo
Monthly Payment:
$2,593
Principal & Interest:
$2,593
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $140,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size12,817sq ft BuiltN/A On Site138days
Single Family or Duplex Opportunity. Unique chance to develop in a multitude of ways just one mile from Park Avenue. Currently this property stands as one 90ft X 150ft or... more
Single Family or Duplex Opportunity. Unique chance to develop in a multitude of ways just one mile from Park Avenue. Currently this property stands as one 90ft X 150ft or 13,500sft lot, with owner-obtained approval for the lot to be split into two equal parcels. This approval opens opportunities for a buyer. There is the ability to build a single family residence or an attached duplex as the lot stands now, or as divided parcels it offers the option for two new single family homes. The street is in great proximity to Park Avenue's upscale shops and fine dining, Rollins College, Central Park, the Farmer's Market, Charles Hosmer Morse Museum, the Winter Park Golf Course and much more. The property is zoned Low Density Residential (R-2) District, offering enhanced FAR (Floor Area Ratio). Attached you will find additional information the property, parcel division, and detail on the enhanced FAR. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity N/A
$1,595,000
$5,909/mo
Monthly Payment:
$5,909
Principal & Interest:
$5,909
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $319,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,411sq ft $362 / sq ft SFR
Lot Size13,109sq ft Built2006 On Site138days
Fabulous "like new" well designed Modern Mediterranean in premier neighborhood on a beautiful brick street adjacent to Windsong and near downtown Winter Park... Outstanding... more
Fabulous "like new" well designed Modern Mediterranean in premier neighborhood on a beautiful brick street adjacent to Windsong and near downtown Winter Park... Outstanding craftsmanship with Olde World finishes. Perfect home for entertaining or family. Timeless masterpiece designed by Gary Hancock w/ WP Design & built by Lawrence Custom Builders. Gourmet kitchen with top of the line professional appliances. Beautiful wood & natural stone flooring & ceiling details throughout. Downstairs master suite & guest suite, library, formal living & dining rooms, laundry & huge gathering room with high beamed ceilings open to wonderful large island chef's kitchen. Three bedroom suites with private baths plus large bonus or game room are upstairs. Outside living enjoys a fabulous cabana w /fireplace, classic pool & spa on a wonderful double lot with privacy wall & three garages. Located on quiet & charming brick street minutes to downtown Winter Park, Winter Park Hospital, Rollins College & Orlando International Airport. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$74,500
$596/mo
Monthly Payment:
$596
Principal & Interest:
$276
HOA Dues:
$320
(Based on a 30 year fixed loan at 3.75% with $14,900 down)
Winter Park, FL 32789
3bed 2bath 1,149sq ft $65 / sq ft CND
Lot Size17,764sq ft Built1966 On Site139days
Amazing updated 3br 2ba condo in Winter Park! Large balcony, living room and separate dining area, New A/C and Washer Dryer Near to 1-4, shopping, restaurants and ready for you... more
Amazing updated 3br 2ba condo in Winter Park! Large balcony, living room and separate dining area, New A/C and Washer Dryer Near to 1-4, shopping, restaurants and ready for you to move into. Community Pool, playground, cabana with full kitchen, valet trash pick up and basic cable. less
Listing Provided Courtesy of Thomas Murphy & Associates
Popularity
$1,575,000
$5,835/mo
Monthly Payment:
$5,835
Principal & Interest:
$5,835
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $315,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,300sq ft $366 / sq ft SFR
Lot Size11,819sq ft Built2014 On Site139days
Ira Kitograd and Zane Williams of IBK Construction and Z Properties proudly present their newest project. This custom 4 Bedroom 4.5 Bath home is the perfect respite for any... more
Ira Kitograd and Zane Williams of IBK Construction and Z Properties proudly present their newest project. This custom 4 Bedroom 4.5 Bath home is the perfect respite for any family. What sets this residence apart from others are many of its unique features. To highlight just a few; this home features two full first floor suites both with private baths. Perfect for an in-law suite or home office. The home has open contemporary styling but still is keeping true to traditional timeless architure. The home has two outdoor living / entertainment areas. The kitchen is a foodie lover's dream with ample work space, custom cabinetry and commercial style appliances. The private courtyard is an inviting entry into the residence. The first floor master consists of an oversize master retreat with spa like bathroom and ample built-ins and large closet space with views of the outdoor pool area. The second suite perfect for the in-laws or a private home office. The second floor boasts a generous oversize game room with two bedroom and two baths. Not to be missed are the ample storage and bonus spaces. Using some of the finest materials including Pella windows and doors, high efficiency A/C systems and energy saving insulation, real brick accents , paver driveways and much more. This unique plan is designed for today's families and lifestyle. Perfect for entertaining family and friends. Located in one of Winter Park most desirable areas. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$430,000
$1,626/mo
Monthly Payment:
$1,626
Principal & Interest:
$1,593
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $86,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,579sq ft $167 / sq ft SFR
Lot Size6,249sq ft Built1985 On Site140days
Nestled in one of the more desirable neighborhoods in Winter Park, on a tree lined cul-de-sac, you will find yourself within a two mile radius of what many consider to be the... more
Nestled in one of the more desirable neighborhoods in Winter Park, on a tree lined cul-de-sac, you will find yourself within a two mile radius of what many consider to be the best shopping and dining in the area. This well built brick/block home with a concrete tile roof, a 2 car garage, and airy brick patio is located in an excellent school district. The light in this home is a feature all its own, with skylights and upgraded lighting throughout. The kitchen is a chef's dream with quality appliances and being supported by a lovely wet bar area in the Florida Room, this home is perfect for entertaining. There are rich wood floors, an impressive and welcoming foyer, and a beautiful atrium that provides an ideal respite for morning coffee or afternoon cocktails. The Master Suite is a retreat, complete with lofty ceilings and spa tub. All of the custom touches will sell this home quickly. You can reside in lots of places, but to thrive requires a rich environment. Welcome home! less
Listing Provided Courtesy of Metropolis R.e. Solutions, Llc
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 3,736sq ft $261 / sq ft SFR
Lot Size15,823sq ft Built1987 On Site140days
Heart of winter park! This spacious one story, 4 bedroom, 3 and a half bath home located in the heart of winter park offers it's next owner years of enjoying the city's finest... more
Heart of winter park! This spacious one story, 4 bedroom, 3 and a half bath home located in the heart of winter park offers it's next owner years of enjoying the city's finest location while offering an open floor plan perfect for entertaining and family living. Once acclaimed as "america's favorite floor plan" this 3 way bedroom split provides lots of privacy with a huge master suite on the north side of the home. The den/office could also serve as a 5th bedroom (2 closets!) three sets of french doors open from the gorgeous living room with vaulted ceilings onto a 36x20 covered patio/porch. The lovely screened in pool and deck area is surrounded by award winning camellias! The brazilian cherrry hardwood floors and plantation shutters throughout add to it's charm and beauty. A 3 car garage with plenty of storage space as well. This beautiful and liveable home has been lovingly and impeccably maintained by it's owners. It's location and one-story spacious floor plan sets this house apart from the rest. A must see! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$649,000
$2,404/mo
Monthly Payment:
$2,404
Principal & Interest:
$2,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $129,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,348sq ft $276 / sq ft SFR
Lot Size13,505sq ft Built1948 On Site141days
This beautiful, newly remodeled, Winter Park home is waiting for you. Bathed in natural light, this already spacious home has a very open feel to it. Large windows and French... more
This beautiful, newly remodeled, Winter Park home is waiting for you. Bathed in natural light, this already spacious home has a very open feel to it. Large windows and French doors allow you to overlook the large back yard and private pool. The contemporary style, hardwood floors and decorative crown molding throughout this home adds a gorgeous uniqueness to it. The kitchen, the heart of any home, is newly renovated with stunning granite counter tops, stainless steel appliances and has plenty of storage room. Enjoy a cozy night in with the family around the refaced wood burning fireplace in your open-plan family room. The master suite is a grand in size and has a beautiful bathroom with his and hers sinks and beautiful shower. The large walk-in master closet is designed with style in mind, with custom built-ins plenty of room for all your fashion accessories. The large backyard is perfect for summer time entertaining, with a covered dining area, custom fireplace and an outdoor shower as well as a huge yard and your very own private pool. Don't miss this opportunity to live in a Winter Park location surrounded by Million Dollar homes and just a stroll away from its Historic Downtown and popular Park Avenue and Winter Park Golf Club! less
Listing Provided Courtesy of Regal R.e. Professionals Llc
Popularity
$159,000
$589/mo
Monthly Payment:
$589
Principal & Interest:
$589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,800 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 1,347sq ft $118 / sq ft SFR
Lot Size11,133sq ft Built1959 On Site141days
Short sale. Listing price approved by lender.All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does... more
Short sale. Listing price approved by lender.All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does not provide condo/ hoa docs, this is the responsibility of the buyer. All information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. Seller has retained an attorney to negotiate the short sale transaction. less
Listing Provided Courtesy of Florida Realty Team Of Central
Popularity
$199,000
$737/mo
Monthly Payment:
$737
Principal & Interest:
$737
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,312sq ft $86 / sq ft SFR
Lot Size9,177sq ft Built1951 On Site142days
Great home in the Winter Park Lake Killarney area. This home features 3 bedrooms and 3 baths and 2312 square feet. Home has been updated with newer kitchen and baths. Master... more
Great home in the Winter Park Lake Killarney area. This home features 3 bedrooms and 3 baths and 2312 square feet. Home has been updated with newer kitchen and baths. Master bathroom offers a beautiful combination of glass block and stone tile. Guest bath has rock stone and travertine. Home has indoor large laundry room and plenty of storage in bedrooms and throughout. Kitchen has a walk in pantry. Home features a formal dining room, living room and family room. Larger fenced in back yard with a large 2 story shed in back yard. Walking distance to fishing at Lake Killarney!! less
Listing Provided Courtesy of Robles Realty
Popularity
$1,149,990
$4,260/mo
Monthly Payment:
$4,260
Principal & Interest:
$4,260
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $229,998 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,981sq ft $289 / sq ft SFR
Lot Size13,917sq ft Built2014 On Site144days
New construction- large double lot with 3500 sf on the ground floor with a bonus room, this home has it all, 4 bedrooms, 3 1/2 baths, study with bonus room upstairs, 12'... more
New construction- large double lot with 3500 sf on the ground floor with a bonus room, this home has it all, 4 bedrooms, 3 1/2 baths, study with bonus room upstairs, 12' ceilings in the main areas with crown molding. Purchase now and select your own finishes from wood cabinets, solid surface counter tops, wood and tile flooring. Kitchen will have a 36" thermador gas stove with built in refrigerator, oven and coffee maker. Located in the 32789 area code on a quaint brick street. Call today for more information less
Listing Provided Courtesy of Mercedes Premier Realty 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
1.941.487.1400
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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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: Tuesday, October 21, 2014 at 6:17 AM