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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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$335,000
$1,241/mo
Monthly Payment:
$1,241
Principal & Interest:
$1,241
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,000 down)
Winter Park, FL 32792
Baldwin Park Orange County School District
4bed 2bath 1,813sq ft $185 / sq ft SFR
Lot Size11,185sq ft Built1961 On Site71days
NEW PRICE! Amazing home that has been completely renovated and is in the sought after community of Kenilworth Estates. This property features a 2 car garage with garage door... more
NEW PRICE! Amazing home that has been completely renovated and is in the sought after community of Kenilworth Estates. This property features a 2 car garage with garage door openers, interior utility room, refinished wood floors and no carpeting. The kitchen is brand new and comes complete with stainless steel appliances, solid surface countertops, wood cabinetry and a beautiful backsplash. This home has been freshly painted both interior and exterior and all of the interior doors are brand new. The windows have been replaced using insulated double pane glass and the french doors were added to bring lots of natural light into the family room which leads to the inviting backyard. The backyard has a new rear wall and a new fence with entry gates and there is a sprinkler system to keep the entire yard looking amazing. There are 2 workshop/sheds in the backyard. Great for that person who likes a place to store their tools. The HVAC is brand new - both the interior and exterior units. The home was re-plumbed. The electrical panel is new along with all of the wiring in the kitchen. The rest of the electrical in the home has been updated. Finally, Woodcrest is a quiet street. This property comes with a transferrable termite bond and is ready to call your HOME. less
Listing Provided Courtesy of Parkside Properties, Llc
Popularity
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$70,000
$259/mo
Monthly Payment:
$259
Principal & Interest:
$259
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $14,000 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 808sq ft $87 / sq ft CND
Lot Size5,826sq ft Built1984 On Site72days
Great affordable 2 bed 1 bath 808 sf condo in desirable winter park. presently leased for $725/month. keep leasing for $725/ mo ( or more) or owner... more
Great affordable 2 bed 1 bath 808 sf condo in desirable winter park. presently leased for $725/month. keep leasing for $725/ mo ( or more) or owner occupy. please do not disturb tenants. Contact listing agent. 24-48 hr minimum notice required for showing. priced at just $70,000 owner will be firm at listing price and will not consider lower offers. less
Listing Provided Courtesy of Not Available
Popularity
$969,000
$4,536/mo
Monthly Payment:
$4,536
Principal & Interest:
$3,590
HOA Dues:
$946
(Based on a 30 year fixed loan at 3.75% with $193,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,964sq ft $493 / sq ft CND
Lot Size2,562sq ft Built1960 On Site72days
Gutted to the studs, this ground floor, meticulously crafted, 2 bedroom/2 bath condo is perfection. Renovation was completed in 2013 by Nu Design Builders. Serene and... more
Gutted to the studs, this ground floor, meticulously crafted, 2 bedroom/2 bath condo is perfection. Renovation was completed in 2013 by Nu Design Builders. Serene and sophisticated, the open floor plan provides natural light and flexibility. Kitchen, dining and family rooms enjoy expansive view of Lake Osceola. Gourmet kitchen has Thermador appliances, quartzite, natural stone counters, tile backsplash and breakfast bar. Laundry room, located off the kitchen, has a wall of shelving and additional storage. Master bedroom has custom designed walk-in closet and adjoining office nook. Adjoining patio area offers water views and lake breezes. Master bath has dual-headed travertine shower, two sinks, marble countertop and travertine flooring. Secondary bedroom has two closets and sitting area overlooking the pond. Additional amenities include walnut wood flooring throughout living areas, custom cabinetry, crown molding, recessed lighting, and surround sound and security system. Other new features: windows, A/C and ductwork, electrical, insulation and plumbing. This downtown Winter Park condo, in a 55+ community, is a short walk to restaurants, shopping, churches and Rollins College. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$2,758,000
$10,445/mo
Monthly Payment:
$10,445
Principal & Interest:
$10,218
HOA Dues:
$227
(Based on a 30 year fixed loan at 3.75% with $551,600 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 6,757sq ft $408 / sq ft SFR
Lot Size20,097sq ft Built2006 On Site72days
This quality home custom built by Cahill is a masterpiece! Just under 7,000 sq ft of living space and a total of 9,730 sq ft including air conditioned 3 car garage and lanai... more
This quality home custom built by Cahill is a masterpiece! Just under 7,000 sq ft of living space and a total of 9,730 sq ft including air conditioned 3 car garage and lanai with summer kitchen. Finely crafted with top of the line finishes including tray ceilings, beamed ceilings, crown molding, 8' cypress doors, Anderson thermo windows, automatic blinds, hand tumbled marble, light cream travertine stone and walnut wood floors. 2 stair cases, Library with custom built-ins, State of the art Audio Theater room with wet bar and automatic projector screen and blinds.A stunning first floor Master Suite with hand painted ceiling, morning kitchen and enormous custom closets. Gourmet Kitchen with arched brick ceiling is a Chef's paradise featuring granite counters, two Sub Zero refrigerators, Wolf oven and gas cooktop, Miele steamer oven, warming drawer, and coffee system, and U-line wine cooler.Custom Walkin pantry with loads of shelving. Kitchen opens to large Family Room with Fireplace and stunning custom built salt water aquarium which overlooks terrace, pool, and heated Jacuzzi with privacy wall. Well equipped summer kitchen with cozy fireplace, ice maker, and GE Monogram gas grill. Far too many impressive features to mention in this palatial home. Enjoy all the Fantastic amenities of the Windsong Community including water access to Winter Park chain of lakes, clubhouse with outside summer kitchen and swimming pool overlooking the lake. boating kayaking, playground in pristine condition. A Rated Schools. less
Listing Provided Courtesy of Grace Realty, Inc.
Popularity
$489,000
$1,811/mo
Monthly Payment:
$1,811
Principal & Interest:
$1,811
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $97,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,472sq ft $198 / sq ft SFR
Lot Size13,000sq ft Built1947 On Site72days
*Click the Virtual Tour link to walk through this home in 3D!* Orwin Manor STUNNER. This spacious 3 bed, 2 bath home has the upgrades and amenities you have been asking for.... more
*Click the Virtual Tour link to walk through this home in 3D!* Orwin Manor STUNNER. This spacious 3 bed, 2 bath home has the upgrades and amenities you have been asking for. Almost everything was renovated within the last 2 years. The first thing that will strike you is the incredibly OPEN FLOOR PLAN. The kitchen is remarkable, with granite countertops, double built-in ovens, stainless appliances, and ample counter space. All three bedrooms are HUGE by downtown standards. The master bath looks like a spa, with garden tub, separate open shower, and plentiful built-in cabinetry. The very large screened lanai overlooks the ENORMOUS backyard, with wooden deck, paver area and plenty of open grass. Surround sound speakers throughout most of the house. Two-car garage. Double lot. New AC units. Newly insulated attic. Tucked away in an ideal part of Orwin Manor, away from high-traffic areas. 32789 zip code. Most furniture is negotiable. less
Listing Provided Courtesy of Uown Real Estate
Popularity
$199,990
$779/mo
Monthly Payment:
$779
Principal & Interest:
$740
HOA Dues:
$39
(Based on a 30 year fixed loan at 3.75% with $39,998 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,307sq ft $153 / sq ft SFR
Lot Size9,112sq ft Built1986 On Site73days
This pool home shows like a model home! Come see this beautifully well kept 1 story single family pool home in desirable Winter Park. Access to Lake Florence and Tennis courts!... more
This pool home shows like a model home! Come see this beautifully well kept 1 story single family pool home in desirable Winter Park. Access to Lake Florence and Tennis courts! The rear patio is huge, fenced and the sparkling pool creates the perfect oasis. Enjoy your beautiful Florida days and nights in the great patio space. Interior features gorgeous tile and high grade wood laminate floors, convenient eat-in kitchen with stainless steel appliances and so much more. Large master bedroom with a walk in closet and a master bath with an oversized shower! Get creative with the awesome atrium space! Open floor plan lends itself to any accommodation. less
Listing Provided Courtesy of Ecos Realty Llc
Popularity
$215,000
$796/mo
Monthly Payment:
$796
Principal & Interest:
$796
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,684sq ft $128 / sq ft SFR
Lot Size15,697sq ft Built1960 On Site73days
Excellent location for your buyers to customize and make this home their own. Large acreage of the lot and central location for enjoying all the best that Winter Park has to... more
Excellent location for your buyers to customize and make this home their own. Large acreage of the lot and central location for enjoying all the best that Winter Park has to offer. Buyers to pay Doc Stamps on the Deed. *Investor offers will NOT be entertained until 20 days after listing date. This property is eligible under the Freddie Mac First Look initiative through 10/29/2014. less
Listing Provided Courtesy of Millenium Realty Group
Popularity
$90,900
$336/mo
Monthly Payment:
$336
Principal & Interest:
$336
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $18,180 down)
Winter Park, FL 32792
Seminole County School District
2bed 1bath 925sq ft $98 / sq ft SFR
Lot Size9,499sq ft Built1954 On Site75days
This house wants you! Bring your designer talents & cutify this sweet little winter park starter! This one has good bones and a huge shady back yard, with tons of room for... more
This house wants you! Bring your designer talents & cutify this sweet little winter park starter! This one has good bones and a huge shady back yard, with tons of room for anything you can imagine - add a pool, a green house, a studio, a 2nd story or an entire new wing! Mostly original, with 2 bedrooms/1 bath, some hardwood floors & inside laundry room. Great location within 1/4 mile of major shopping & 1/2 mile from nearby well-rated winter park schools, restaurants, lakes & parks. Less than 4 miles from full sail university & rollins college, 11 miles from university of central florida. Bring your imagination & make this cutie shine! This is a fannie mae homepath property. 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
$525,000
$2,695/mo
Monthly Payment:
$2,695
Principal & Interest:
$1,945
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,418sq ft $370 / sq ft CND
Lot Size3.3acre Built1921 On Site75days
Traditional and elegant, this third floor two bedroom, two bath condominium is light, bright, and spacious. Located in the Historic Alabama the unit offers a great open floor... more
Traditional and elegant, this third floor two bedroom, two bath condominium is light, bright, and spacious. Located in the Historic Alabama the unit offers a great open floor plan with views of Lake Maitland. Completely renovated in 2012, the residence emanates high end finishes and designer touches throughout. Upon entering the front door the customer will be impressed with the beautiful parquet hardwood floors, extensive mill work, built in cabinetry, recessed lighting, window treatments, large inside laundry room , and much more. Attention to detail is evident in every room. A spacious gourmet kitchen features marble counter tops, gorgeous 42” wood cabinetry, quality appliances, closet pantry, and breakfast bar. A large master bedroom suite will afford the new owner an abundance of closet space and warm ambient light. The tastefully finished master bath features marble tile from floor to ceiling throughout, walk in closet, and ample lighting. Building amenities include a secured lobby entrance, boat docks which may be rented yearly, a community pool & clubhouse, as well as covered parking. Located on five acres in the Via's of Olde Winter Park, the Alabama faces Lake Maitland where the community dock is located . Enjoy the close proximity of Park Avenue where fine dining and shopping await. No rentals are permitted in the building. Small to medium size pets are allowed. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$875,000
$3,241/mo
Monthly Payment:
$3,241
Principal & Interest:
$3,241
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $175,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,478sq ft $252 / sq ft SFR
Lot Size10,125sq ft Built2003 On Site76days
Elegant Custom Built Home in Winter Park within walking distance from Park Avenue which is famous for its restaurants and shopping. This home is situated on a one way mature... more
Elegant Custom Built Home in Winter Park within walking distance from Park Avenue which is famous for its restaurants and shopping. This home is situated on a one way mature tree lined boulevard. The home features Brazilian Cherry wood floor in the formal areas,Tiled Travertine,crown molding, Elegant Powder Room, Plantation Shutters. The Gourmet Kitchen has a Island and with state of the art appliances, including 48' Gas Range, Granite counter tops dishwasher, wine cooler. Dinette/ Breakfast Nook adjoins kitchen and family room and overlooks screened pool area. The Family Room has a gas fireplace with french doors leading to the screen Lanai & Pool area. Master suite has 2 California Closets with built in cabinetry, coffered ceilings, french doors, beautiful large master bath with spa, separate shower, his and hers vanity counters ,vanity mirror with built-in TV. The split level second floor is unique and has a 2nd master suite with large walk in dressing room, ensuite bathroom, followed by 2 other large bedrooms and bathroom. The Bonus Room would make for an excellent Media/Game Room or Movie Theater. The outdoor at the rear of the home includes a large covered lanai with pool/spa and pool bath with and offers maximum privacy. The front drive way offers a large drive way with mature landscaping leading to the adjoined double garage with excellent built in storage areas.This custom home is elegant, and suitable for any family with its close proximity to great shopping,restaurants and schools. less
Listing Provided Courtesy of Spectrum Global Realty, Inc
Popularity
$720,000
$2,667/mo
Monthly Payment:
$2,667
Principal & Interest:
$2,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $144,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,743sq ft $262 / sq ft SFR
Lot Size15,160sq ft Built1966 On Site76days
This beautiful well maintained home with its split floor plan and open feel allows for great entertainment. The large living room open to the dinning room gives you great views... more
This beautiful well maintained home with its split floor plan and open feel allows for great entertainment. The large living room open to the dinning room gives you great views of both the front yard and backyard with the large windows and sliding glass doors. The kitchen, recently updated with new cabinets and granite countertops has a view to the back porch, pool and is open to the family room. The large master suite is private and opens to the pool. The bath features his & her vanities, a standalone shower and a jacuzzi. The other two bedrooms are sized great and share a full bath. Additional highlights include gas fire place, original parquet wood floors, utility room and plenty of closet space. Walking distance to Park Avenue, Rollins College, The Alfond Inn, Winter Park Library and Winter Park SunRail station. less
Listing Provided Courtesy of Not Available
Popularity
$235,000
$870/mo
Monthly Payment:
$870
Principal & Interest:
$870
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,889sq ft $124 / sq ft SFR
Lot Size9,090sq ft Built1953 On Site76days
Location, location, location! Looking for a house you can make a home? If you are looking for a project this is the one for you. This 3 bedroom, 2 bath home with pool needs... more
Location, location, location! Looking for a house you can make a home? If you are looking for a project this is the one for you. This 3 bedroom, 2 bath home with pool needs remodeling. Bring your ideas for renovating and make it your dream home. New a/c and roof in 2011. Near leu gardens, baldwin park and just minutes from park avenue in winter park and downtown orlando. Excellent school district. Home is sold "as-is"---- come see for yourself and bring your creative mind. Motivated seller! less
Listing Provided Courtesy of Nextage Uptown Realty
Popularity
$69,400
$257/mo
Monthly Payment:
$257
Principal & Interest:
$257
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $13,880 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 953sq ft $73 / sq ft CND
Lot Size940sq ft Built1973 On Site78days
Location, location, location!! This condo is situated in desirable winter park and is so convenient to shopping, restaurants, universities and colleges!! You have your choice of... more
Location, location, location!! This condo is situated in desirable winter park and is so convenient to shopping, restaurants, universities and colleges!! You have your choice of two community pools to relax in and a tennis court to play on! Stop by and take a look today! Please see realtor remarks! less
Listing Provided Courtesy of Re/max Optima
Popularity
$1,350,000
$5,001/mo
Monthly Payment:
$5,001
Principal & Interest:
$5,001
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $270,000 down)
Winter Park, FL 32789
5bed 4bath 3,936sq ft $343 / sq ft SFR
Lot Size11,246sq ft Built2015 On Site79days
New construction from LunDev Homes! Great floorplan, great location, and great schools! This five bedroom, three and one-half bath home has all the space your family needs! The... more
New construction from LunDev Homes! Great floorplan, great location, and great schools! This five bedroom, three and one-half bath home has all the space your family needs! The open kitchen/family room combo features a breakfast nook, spacious pantry, large center island with maple cabinetry, granite countertops, and Thermador stainless steel appliances. The downstairs master suite has a large walk-in his/hers closets, double vanities with granite countertops, free standing tub and Moen bath/shower fixtures. The second floor has four large bedrooms all with 2 jack-n-jill baths. A common loft area is great for everyone to share. Hardwood flooring is in the living spaces, tile flooring in the bathrooms and utility room, carpet in all the bedrooms and loft. Energy efficient features and appliances throughout. This home is near Park Avenue, the Winter Park Village and all that Winter Park has to offer. Make this brand new home your own in this quiet neighborhood! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$1,450,000
$5,372/mo
Monthly Payment:
$5,372
Principal & Interest:
$5,372
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $290,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 4,231sq ft $343 / sq ft SFR
Lot Size14,128sq ft Built2015 On Site79days
This spacious 5 bedroom executive home will be located on a quiet brick lined street in the heart of Winter Park. At 4231 sq. ft. this home boasts a master suite plus guest... more
This spacious 5 bedroom executive home will be located on a quiet brick lined street in the heart of Winter Park. At 4231 sq. ft. this home boasts a master suite plus guest suite on the first floor, with 3 full bedrooms and baths plus bonus space on the second. The home also features a luxury kitchen with gas range, built in appliances and double islands that open to a large gathering area with gas fireplace. Perfect for entertaining, the kitchen and gathering area open up to a large covered lanai complete with outdoor kitchen, and sparkling pool. Additional features include outdoor entertaining area with fireplace, professional landscaping and hardwood floors throughout. less
Listing Provided Courtesy of Keller Williams At The Parks
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
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: Friday, December 19, 2014 at 9:41 PM