Call your local brokerage at 844.662.5638

Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

426 Properties Found [ Edit Search ]
Save This Search
Receive Email Alerts

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...
Show all »
First page 14 of 29 Last
$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 Site59days
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
We show you every available listing. Here's how
$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 Site59days
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
$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 Site59days
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
$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 Site60days
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 Site60days
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
$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 Site60days
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
$220,000
$815/mo
Monthly Payment:
$815
Principal & Interest:
$815
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $44,000 down)
Winter Park, FL 32789
Orange County School District
3bed 1bath 1,289sq ft $171 / sq ft SFR
Lot Size14,197sq ft Built1948 On Site60days
Price reduction & priced to sell!! Seller motivated! Rare & one-of-a-kind key west style home in upscale winter park with an incredibly beautiful tropical oasis backyard &... more
Price reduction & priced to sell!! Seller motivated! 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. Must see to truly appreciate this fantastic winter park property! less
Listing Provided Courtesy of Keller Williams Classic Realty
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 Site61days
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 Site61days
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 N/A
$329,000
$1,218/mo
Monthly Payment:
$1,218
Principal & Interest:
$1,218
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $65,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 1,906sq ft $173 / sq ft SFR
Lot Size7,000sq ft Built2007 On Site61days
This newer construction 3 bedroom 2 ½ bathroom home is ideally located in the highly sought after area of Dubsdread Heights, just a stone’s throw from the award... more
This newer construction 3 bedroom 2 ½ bathroom home is ideally located in the highly sought after area of Dubsdread Heights, just a stone’s throw from the award winning Dubsdread Golf Course. This Mediterranean style executive home offers beautiful finishes from top to bottom. As you enter the home you will immediately notice the red oak hardwood floors that flow through the formal combination living and dining rooms. Continuing through the home you are greeted by a large combination family room and gourmet kitchen. This chef’s dream offers travertine tile, granite counter tops, sleek stainless steel appliances, recessed lighting, crown molding, and a convenient pass thru to the dining room – perfect when entertaining your guests! The family room is light and bright and offers French doors allowing direct access to the spacious fenced in backyard, detached 2 car garage and custom paver driveway offering plenty of additional parking space. The second floor owners retreat is truly a gem offering French doors to a private outdoor balcony, an en-suite bath with a custom tiled shower, soaking tub and granite counters. Additional features of this home include 2 additional spacious bedrooms, a second full bathroom and a main floor powder room. Located just minutes to the charming community of College Park offering unique cafes and quaint shops, this home is zoned for *A* rated schools. Come and see all this unique executive home has to offer! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$264,990
$981/mo
Monthly Payment:
$981
Principal & Interest:
$981
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $52,998 down)
Winter Park, FL 32792
Seminole County School District
4bed 4bath 2,058sq ft $129 / sq ft SFR
Lot Size21,123sq ft Built2003 On Site61days
Location ! Beautiful former model home in Winter Park with no rear neighbors . This home has many great features including a Master bath with double sinks and separate tub and... more
Location ! Beautiful former model home in Winter Park with no rear neighbors . This home has many great features including a Master bath with double sinks and separate tub and shower. Located in the top rated school system . Make an appointment to come take a look . Tenant occupied . Make money as a landlord or collect money until lease expires . A win-win situation. less
Listing Provided Courtesy of Century 21 Carioti
Popularity
$574,900
$2,144/mo
Monthly Payment:
$2,144
Principal & Interest:
$2,129
HOA Dues:
$15
(Based on a 30 year fixed loan at 3.75% with $114,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,244sq ft $256 / sq ft SFR
Lot Size23,543sq ft Built1987 On Site61days
Welcome to your own peace of heaven! LOCATION! LOCATION! LOCATION! Well maintained home in great condition. Split floor plan, SPACIOUS eat in kitchen with breakfast nook and... more
Welcome to your own peace of heaven! LOCATION! LOCATION! LOCATION! Well maintained home in great condition. Split floor plan, SPACIOUS eat in kitchen with breakfast nook and formal dining room. Beautiful exclusive texturing on walls. Bring in the natural light and outdoors with huge kitchen SKY LIGHT & triple glass sliding doors leading to covered porch & SCREENED IN POOL. Stroll down your own beach like boardwalk, lined with live oak trees, to your very own PRIVATE LAKE ACCESS on Bear Gully Lake. Watch evening sunsets or enjoy BOATING and WATER SKIING on your own personal sandy lake front get away, with boat house and electric boat lift. Laminate wood and 20x20 tile throughout. BUYERS WARRANTY INCLUDED. Security system & intercom system included. Low HOA. No flood insurance needed! Conveniently located near the 417, restaurants & shopping. less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$2,400,000
$8,891/mo
Monthly Payment:
$8,891
Principal & Interest:
$8,891
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $480,000 down)
Winter Park, FL 32789
Orange County School District
4bed 7bath 4,445sq ft $540 / sq ft SFR
Lot Size12,644sq ft Built2007 On Site62days
This award winning 4 bedroom, 6.1 bath, 4,445 pool/spa home "NEMO" designed by Phil Kean Design’s is a warm and inviting contemporary masterpiece nestled among some of... more
This award winning 4 bedroom, 6.1 bath, 4,445 pool/spa home "NEMO" designed by Phil Kean Design’s is a warm and inviting contemporary masterpiece nestled among some of the most distinguished homes in Winter Park. NEMO was featured in Florida Architecture in March 2008 and awarded "THE BEST OF THE BEST" for 2007, which means best overall new home in the southeast 15 states, in all price categories, with the Golden Aurora Award. This home will satisfy the most discriminating buyers wants, with only the finest in finishes and details. NEMO is a new, modern home designed to offer the best of indoor-outdoor living. Located in the heart of “Olde” Winter Park, NEMO features walls of glass, natural textures, energy efficient materials, and a 360 degree aquarium. Exquisite design and detail enhance NEMO's spacious entertaining areas by emphasizing a connection between nature and modern comfort. *See attachment for all awards and publications less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$749,000
$2,774/mo
Monthly Payment:
$2,774
Principal & Interest:
$2,774
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $149,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,908sq ft $258 / sq ft SFR
Lot Size9,534sq ft Built1956 On Site62days
Totally rebuilt 2003-2004. This fabulous 4 bedroom home is loaded w/quality. From the moment you enter through the beautiful mahogany & custom glass front door you will notice... more
Totally rebuilt 2003-2004. This fabulous 4 bedroom home is loaded w/quality. From the moment you enter through the beautiful mahogany & custom glass front door you will notice wonderful upgrades throughout. Exquisite pradoo hardwood floors in most living areas. Extensive crown & case moldings throughout. Control 4 smart home automation system w/touch screen controls for sound, climate & lighting. Whole house sound system throughout including garage & lanai. 4 1/2” shutters in every room and 10' ceilings. Built in wine bar w/viking wine refrigerator, kraftmaid cherry cabinets & onyx countertop. First floor has a spacious great room (living & dining room combo). Master suite is on the first level as well as two additional bedrooms. Chef’s kitchen has kraftmaid custom cherry cabinets, granite countertops, viking appliances, bosch induction cooktop & dishwasher & venetian plaster walls. On the second floor is a large bonus room (or bedroom 5) w/wood floors & is pre-wired for complete surround sound w/control 4 controller. The private back yard is perfect for family living or entertaining w/ unique iron lighting fixtures, 500+ square feet of travertine patios, decorative iron gates, tongue & groove cypress ceilings on the front &rear patio, professional landscape package & illuminations kirchler landscape lighting system. Retractable awning carport provides add’l covered parking. Old chicago brick circular drive, walkways, garage floor & carport. Nothing was overlooked. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,975,000
$7,717/mo
Monthly Payment:
$7,717
Principal & Interest:
$7,317
HOA Dues:
$400
(Based on a 30 year fixed loan at 3.75% with $395,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,988sq ft $495 / sq ft TWN
Lot Size1,551sq ft Built2003 On Site62days
This sophisticated Park Avenue townhome is located in the heart of Winter Park. Walk down the Avenue to fabulous restaurants, Central Park, The Farmers’ Market & charming... more
This sophisticated Park Avenue townhome is located in the heart of Winter Park. Walk down the Avenue to fabulous restaurants, Central Park, The Farmers’ Market & charming boutiques! The foyer is inviting w/ marble floors & a spectacular staircase. The first floor features 2 bedrooms w/ in-suite baths, the main laundry room & a spacious 2 car garage. Take the elevator up to the main living floor that features distressed pecan wood floors, a lovely living room w/ built-in media center & hidden TV cabinet. The large dining room accommodates a table for 12. Kitchen has a gorgeous center island w/ zebra wood counter, glass front subzero refrigerator, 2 subzero freezer drawers, subzero wine refrigerator, DCS 6 burner gas range w/ double ovens, custom Morrison wood cabinets w/ travertine counters, slate w/ wood inlay design flooring & a cozy sitting area. Enjoy the screened in back balcony w/ summer kitchen. 3rd Floor features a huge family room w/ built-in media center & wet bar. The master bath has 2 vanity areas, 2 walk-in closets, garden tub, large shower, travertine flooring, marble counter tops & plenty of storage. Additional amenities include: 10 foot ceilings and built-in surround sound throughout, plantation shutters, double pane Pella windows & doors, 3 balconies, bay windows, alarm system w/ security cameras & amazing views less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
10 11 12 13 14 15 16 17 18 ... 23
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.
Loading....
Loading
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: Saturday, April 25, 2015 at 6:15 AM