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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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$4,799,000
$17,779/mo
Monthly Payment:
$17,779
Principal & Interest:
$17,779
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $959,800 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 8,207sq ft $585 / sq ft SFR
Lot Size1.7acre Built2001 On Site6days
Enter the world of “Villa Angelica”, the elegant private lakefront estate on N. Park Avenue situated on over 1.5 acres in the heart of downtown Winter Park. This... more
Enter the world of “Villa Angelica”, the elegant private lakefront estate on N. Park Avenue situated on over 1.5 acres in the heart of downtown Winter Park. This 2001 custom-built Charles Clayton home was designed by Ray Walters and has the best of everything. Spacious floorplan includes amazing entertaining spaces including formal dining room, living room with 20’ ceilings & a wall of windows, open kitchen/family room, and 2 offices downstairs, plus media room, exercise room and bonus space upstairs. The property has 157ft of lake frontage and almost every room in the house takes advantage of the Lake Maitland views. The gourmet kitchen has granite counters, warming drawer, 3 ovens, large bar with seating, plus wine bar & butler’s pantry. The downstairs master suite includes a sitting room with fireplace and bathroom with garden tub/separate shower, dual sinks and luxurious closet. Downstairs guest suite with private entrance. The remaining 3 bedroom suites are upstairs. High end features include wood and travertine floors, French doors, multiple natural gas fireplaces, extensive millwork including crown molding and tray ceilings, plantation shutters and much more! Outdoor summer kitchen, pool with water features and spa, boat house, 5 garages and huge parking pad. Come live the dream at this luxurious oasis! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
We show you every available listing. Here's how
$499,000
$1,973/mo
Monthly Payment:
$1,973
Principal & Interest:
$1,848
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
4bed 4bath 2,604sq ft $192 / sq ft TWN
Lot Size12,509sq ft Built2014 On Site6days
Newly built, bright and open contemporary four bedroom, three and a half bathroom townhome in Winter Park. Open living and dining room floor plan. Built with the finest... more
Newly built, bright and open contemporary four bedroom, three and a half bathroom townhome in Winter Park. Open living and dining room floor plan. Built with the finest materials - metal roof, all concrete block (first, second floors and demising walls), level 5 drywall, upgraded stainless steel LG appliances, magnificent porcelain tile on the first floor and gorgeous hardwood floors upstairs. This spacious, modern townhome, designed by Mark Nasrallah, is a must have, not to mention just steps to Park Avenue! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$349,000
$1,711/mo
Monthly Payment:
$1,711
Principal & Interest:
$1,293
HOA Dues:
$418
(Based on a 30 year fixed loan at 3.75% with $69,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,350sq ft $259 / sq ft CND
Lot Size12,797sq ft Built1982 On Site6days
Top floor beauty nestled between Park Avenue, Central Park and Hannibal Square offers "city-living" experience and convenience. This three bedroom, two bath light-filled condo... more
Top floor beauty nestled between Park Avenue, Central Park and Hannibal Square offers "city-living" experience and convenience. This three bedroom, two bath light-filled condo boasts vaulted ceilings, open floor plan and a balcony over-looking a tree lined street. Kitchen features new hardwood floors, stainless steel appliances and abundant cabinetry. French doors added to the third bedroom makes it a cozy den with expansive views into the living room, dining room and kitchen. Master bedroom has walk-in closet, en suite with a Jetta Jacuzzi and private access to main balcony. Second bedroom balcony was enclosed to create a bonus area currently being used as an office. Gated community amenities include pool, tennis court, clubhouse, assigned parking place, elevator, enclosed hallways and mature landscaping. Stroll over to the local Farmer's Market, shops and fine restaurants from this Winter Park gem! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$259,900
$962/mo
Monthly Payment:
$962
Principal & Interest:
$962
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,595sq ft $163 / sq ft SFR
Lot Size9,101sq ft Built1952 On Site6days
Prime winter park location!! quaint and filled with charm, this 3bdrm/2bath home is situated on a spacious, tree-shaded lot with fenced backyard. Zoned for winter... more
Prime winter park location!! quaint and filled with charm, this 3bdrm/2bath home is situated on a spacious, tree-shaded lot with fenced backyard. Zoned for winter park's much sought after schools, and just minutes from downtown winter park, baldwin park, and major highways. Wonderful open floor plan with kitchen/family room combination with gorgeous real hardwood floors! Wood burning fireplace w/custom mantle and tiled hearth. Great room right off family room with lovely view of large backyard. Custom designer kitchen includes cherry cabinets, granite countertops, high-end appliances, tile backsplash, and breakfast bar. Desirable split floor plan with two walk-in closets, and a wall closet system in the master bedroom. Inside laundry room and newer plumbing with pex tubing. Quiet neighborhood, yet prime proximity to shops and restaurants all around you...A must see! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$195,000
$725/mo
Monthly Payment:
$725
Principal & Interest:
$722
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $39,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,409sq ft $138 / sq ft SFR
Lot Size8,495sq ft Built1967 On Site6days
If they like Florida living, buyers will love this home AND they can move right in. With upgrades galore, it features high end laminate floors throughout except for the bedrooms... more
If they like Florida living, buyers will love this home AND they can move right in. With upgrades galore, it features high end laminate floors throughout except for the bedrooms and baths, a dream kitchen that has been completely upgraded including granite counters, beautiful cabinetry, stainless appliances, and a breakfast bar open to the Family Room. The Living Room and Dining Room have plenty of room and the glassed French Doors offer beautiful pool views. Plantation shutters, crown molding, split bedroom plan, pool bath, screened porch, an outside pool and a completely fenced back yard. Roof was replaced after the hurricanes. Sellers are providing a home warranty for this home. It’s gorgeous, it’s in a great location, and it’s not going to last. Make your appointment today! less
Listing Provided Courtesy of Greater Orlando Realty Usa Inc
Popularity
$499,000
$1,973/mo
Monthly Payment:
$1,973
Principal & Interest:
$1,848
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
4bed 4bath 2,604sq ft $192 / sq ft TWN
Lot SizeN/Asq ft Built2014 On Site7days
Stunning new construction CONTEMPORARY TOWN HOME that will exceed your buyers expectations! This gorgeous property boasts only the finest quality materials with no appointment... more
Stunning new construction CONTEMPORARY TOWN HOME that will exceed your buyers expectations! This gorgeous property boasts only the finest quality materials with no appointment overlooked. Exterior concrete insulated block walls on first and second floors, metal roofing, white aluminum low-E insulated sliding glass doors and windows, high efficiency 13 Seer HVAC heating and air system. Interior exudes luxury with eight foot doors, level five slick finish walls, white glass porcelain tile floors (first floor), wood planks (second floor), custom cabinetry, granite counter tops, satin nickel faucets and much, much more. The spacious architectural design allows for exceptional use of light via oversized floor to ceiling glass walls with open floor plan and exquisite panoramic interior. This townhome has it all from location to luxury and design. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$498,000
$1,845/mo
Monthly Payment:
$1,845
Principal & Interest:
$1,845
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,600 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size9,747sq ft BuiltN/A On Site7days
Build your dream home on this one-of-a-kind lot in sought after Sylvan Lakes Shore in Winter Park. A quintessential tree-lined street near Windsong and a short stroll to Lake... more
Build your dream home on this one-of-a-kind lot in sought after Sylvan Lakes Shore in Winter Park. A quintessential tree-lined street near Windsong and a short stroll to Lake Mizell. Beautiful custom gate and wrought iron fence with brick pillars surrounds the property. Just minutes from great Winter Park amenities such as Park Avenue shopping and dining district, Rollins College, Winter Park YMCA and Interlachen Country Club. less
Listing Provided Courtesy of Kelly Price & Company Llc
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
2bed 1bath 1,011sq ft $232 / sq ft SFR
Lot Size6,750sq ft Built1952 On Site7days
Beautiful 2 bedroom Winter Park home, enjoy the hardwood floors, updated gourmet kitchen with stainless steel appliances and upgraded baths. Conveniently located to local parks,... more
Beautiful 2 bedroom Winter Park home, enjoy the hardwood floors, updated gourmet kitchen with stainless steel appliances and upgraded baths. Conveniently located to local parks, shopping, schools and easy access to major highways. A must see in great condition!! This is a Fannie Mae HomePath property. All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyers advised to verify. less
Listing Provided Courtesy of Mickey Hage Inc
Popularity
$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
4bed 3bath 2,790sq ft $233 / sq ft SFR
Lot Size12,450sq ft Built1992 On Site7days
Fantastic home nestled in the brick streets of Winter Park! Light and bright with vaulted ceilings. Beautiful wood floors throughout most of the downstairs. The living room has... more
Fantastic home nestled in the brick streets of Winter Park! Light and bright with vaulted ceilings. Beautiful wood floors throughout most of the downstairs. The living room has French doors that could make a nice office. Big eat-in kitchen with prep island and granite countertops opens to the family room with wood-burning fireplace, a wonderfully remodeled entertainment center and French doors leading out to the screened porch. Great first floor guest bedroom. Master suite is spacious with granite countertop vanity, jetted tub and 2 walk-in closets. Large downstairs bonus room makes a perfect playroom or could be a 5th bedroom. Plus a tremendous lot that has a fully fenced backyard. This is one to see! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$229,000
$848/mo
Monthly Payment:
$848
Principal & Interest:
$848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,040sq ft $220 / sq ft SFR
Lot Size15,177sq ft Built1971 On Site7days
Adorable three bedroom, two bathroom home on an over 200 foot deep lot in Winter Park just minutes from Park Avenue. This light and bright home on a lovely tree-lined street has... more
Adorable three bedroom, two bathroom home on an over 200 foot deep lot in Winter Park just minutes from Park Avenue. This light and bright home on a lovely tree-lined street has a wood burning fireplace and an open family room/dining room layout. Kitchen includes window overlooking large fenced back yard and leads to a spacious laundry room with storage. Paver driveway with additional paver parking leads to one car garage and adds to the home’s darling curb appeal and landscaping. Detached outside building (not included in square footage) has electric outlets and air conditioning, and can be used for storage or as a play house. Excellent A-rated Winter Park schools – Lakemont, Maitland Middle, and Winter Park High. Home is walking distance to Whole Foods, Publix, YMCA, movie theater, restaurants, and shops. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$219,000
$811/mo
Monthly Payment:
$811
Principal & Interest:
$811
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,800 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 2,077sq ft $105 / sq ft SFR
Lot Size10,268sq ft Built1976 On Site7days
Beautifully renovated home features 2 brand new bathrooms, new paint inside and out, new lighting and a gorgeous new kitchen with stainless appliances and... more
Beautifully renovated home features 2 brand new bathrooms, new paint inside and out, new lighting and a gorgeous new kitchen with stainless appliances and granite. This a great neighborhood with great schools and you can walk to the Elementary School. Big spacious home with huge family room and a huge enclosed porch that can be used as a study, office, den, playroom. What ever you need. Big beautiful yard and there is a concrete pad in the back for a shed and a well for irrigation. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$325,000
$1,204/mo
Monthly Payment:
$1,204
Principal & Interest:
$1,204
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $65,000 down)
Winter Park, FL 32789
Orange County School District
3bed 1bath 1,289sq ft $252 / sq ft SFR
Lot Size14,197sq ft Built1948 On Site7days
This is it!! Rare & one-of-a-kind key west style home in upscale winter park with an incredibly beautiful tropical oasis backyard & saltwater sunken vinyl pool! Great location &... more
This is it!! Rare & one-of-a-kind key west style home in upscale winter park with an incredibly beautiful tropical oasis backyard & saltwater sunken vinyl pool! Great location & curb appeal! Built in 1948, this classic block 3 bed/1 bath home is nestled in a premium winter park community across from scenic lake killarney with deeded lake access for power boats, kayaks, etc. You can own 1/3 of an acre of prime land in the heart of winter park & enjoy your free time entertaining your family & friends in this tropical paradise at your home! Chill out on the paver patio circling the pool with fountains & waterfall while you enjoy the outdoor surround-sound music & the citrus trees, majestic oaks, palms & gigantic bird of paradise trees. There is plenty of room to park your rv or boat in the privacy of your backyard. Detached workshop with electricity & a/c for your projects. Deep water well for all irrigation needs. Watch the sunset over lake killarney from the front patio & relax! End your day with a hot outdoor shower poolside & then cuddle by the brick wood-burning fireplace inside. This home is well insulated, block solid & has a lifetime key west metal roof. Beautiful oak doors, wood trim & crown molding throughout home. The kitchen is the only exception & needs tlc & remodeling. Unique "gem" property & close to everything in the winter park village area & beyond. Low $980 annual property taxes. Must see to truly appreciate this fantastic winter park property! Won't last long...Show today without delay!! less
Listing Provided Courtesy of Keller Williams Classic Realty
Popularity
$124,000
$459/mo
Monthly Payment:
$459
Principal & Interest:
$459
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $24,800 down)
Winter Park, FL 32792
Orange County School District
2,297sq ft $54 / sq ft MFR
Lot Size7,541sq ft Built1989 On Site8days
This is perfect set up! Purchase the whole duplex, live in one side and rent the other out to help pay the bills!! Both side are 2 bedroom, 2 bath, with large open floor plan.... more
This is perfect set up! Purchase the whole duplex, live in one side and rent the other out to help pay the bills!! Both side are 2 bedroom, 2 bath, with large open floor plan. Just a short drive to Full Sail, as well as Rollins College, UCF and Valencia Community College. Easy access to major highways including 408 and 417. Conveniently located near Orlando International Airport and all Downtown Orlando has to offer! Welcome Home!! BUYER IS RESPONSIBLE FOR ACTIVATING UTILITIES FOR HOME INSPECTIONS. SQ footage, Room and Lot sizes should be Independently verified. Deed Restrictions Apply, See additional info in realtor comments. PLEASE REVIEW ATTACHED CLOSING FEE MATRIX AND RMS PROCEDURES. less
Listing Provided Courtesy of Chiodo Realty Group Inc
Popularity
$499,000
$1,973/mo
Monthly Payment:
$1,973
Principal & Interest:
$1,848
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
4bed 4bath 2,604sq ft $192 / sq ft TWN
Lot SizeN/Asq ft Built2014 On Site8days
Stunning new construction CONTEMPORARY TOWN HOME that will exceed your buyers expectations! This gorgeous property boasts only the finest quality materials with no appointment... more
Stunning new construction CONTEMPORARY TOWN HOME that will exceed your buyers expectations! This gorgeous property boasts only the finest quality materials with no appointment overlooked. Exterior concrete insulated block walls on first and second floors, metal roofing, white aluminum low-E insulated sliding glass doors and windows, high efficiency 13 Seer HVAC heating and air system. Interior exudes luxury with eight foot doors, level five slick finish walls, white glass porcelain tile floors (first floor), wood planks (second floor), custom cabinetry, granite counter tops, satin nickel faucets and much, much more. The spacious architectural design allows for exceptional use of light via oversized floor to ceiling glass walls with open floor plan and exquisite panoramic interior. This townhome has it all from location to luxury and design. less
Listing Provided Courtesy of Parkland International Realty
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
Fairview Shores Orange County School District
3bed 3bath 2,427sq ft $361 / sq ft SFR
Lot Size21,852sq ft Built1986 On Site8days
Lake front property in Winter Park doesn't come up For Sale very often and when it does it doesn't stay very long. Well here's your chance!! This 1/2 acre gated and fenced... more
Lake front property in Winter Park doesn't come up For Sale very often and when it does it doesn't stay very long. Well here's your chance!! This 1/2 acre gated and fenced property on pristine Lake Killarney has just become available. Do Not Wait. As soon as you walk through the front door the lakefront panorama comes into view and you immediately begin to unwind from the stress of the day. As you continue on into the home you come into the Family room which boasts vaulted ceilings and brick wood burning fireplace. Just the ticket to take the chill off of those cool winter evenings. Just beyond the fireplace and through the French doors lead you to a 34' screened porch, a perfect place to end the day while gazing out at the water. The 785 sqft garage has lots of room for toys and extra storage. All this and last but not least is Location, Location, Location. less
Listing Provided Courtesy of Weichert Realtors Hallmark Pro
Popularity
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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
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 2015 Mid Florida Regional MLS. All rights reserved.

Data last updated: Tuesday, March 3, 2015 at 2:16 PM