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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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$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 Site9days
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
Your search results are current and complete. Learn more
$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 Site9days
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 Site9days
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 Site10days
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 Site10days
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 Site10days
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
$349,000
$1,293/mo
Monthly Payment:
$1,293
Principal & Interest:
$1,293
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 1,906sq ft $183 / sq ft SFR
Lot Size7,000sq ft Built2007 On Site10days
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
$199,000
$1,186/mo
Monthly Payment:
$1,186
Principal & Interest:
$737
HOA Dues:
$449
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32789
Orange County School District
1bed 1bath 673sq ft $296 / sq ft CND
Lot Size24,593sq ft Built1956 On Site10days
Beautiful renovated unit in charming Park Avenue complex. New kitchen and bath, large master with walk in closet, wood floors, Bahama shutters. It lives LARGE - walk to everything.
Beautiful renovated unit in charming Park Avenue complex. New kitchen and bath, large master with walk in closet, wood floors, Bahama shutters. It lives LARGE - walk to everything. less
Listing Provided Courtesy of Fannie Hillman & Associates
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 Site10days
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
$589,900
$2,200/mo
Monthly Payment:
$2,200
Principal & Interest:
$2,185
HOA Dues:
$15
(Based on a 30 year fixed loan at 3.75% with $117,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,244sq ft $263 / sq ft SFR
Lot Size23,543sq ft Built1987 On Site10days
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
$324,900
$1,203/mo
Monthly Payment:
$1,203
Principal & Interest:
$1,203
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $64,980 down)
Winter Park, FL 32792
Baldwin Park Orange County School District
4bed 2bath 1,813sq ft $179 / sq ft SFR
Lot Size11,185sq ft Built1961 On Site10days
Recent price reduction! On this recently renovated property! Great property in an amazing community in lovely winter park! Close proximity to winter park village, baldwin park... more
Recent price reduction! On this recently renovated property! Great property in an amazing community in lovely winter park! Close proximity to winter park village, baldwin park and downtown orlando! Enter this property from the quaint front porch thru the original front door which was recently refinished by the current owner. Brand new kitchen styled with a fresh, vintage-farmhouse style you will absolutely love! Kitchen includes high-end stainless steel appliances. Original hardwood floors, all recently refinished. New top of the line a/c system, new plumbing and electrical systems. Woodcrest is an idyllic street setting of old florida, tree-lined street, one block from some of the best schools in the area, including winter park high school. Sellers invested in top-of-the-line windows throughout the entire property, featuring the latest in energy efficency, argon-gas lined windows. Beautiful private yard, ready for your custom pool and outdoor kitchen. Seller offering a comprehensive home warranty with purchase. Sellers are motivated!!!! less
Listing Provided Courtesy of Exit Realty Central
Popularity N/A
$650,000
$2,408/mo
Monthly Payment:
$2,408
Principal & Interest:
$2,408
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $130,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,515sq ft $258 / sq ft SFR
Lot Size22,267sq ft Built1949 On Site11days
Main Value is in the Land. Double corner Lot on Brick Street in the heart of Olde Winter Park. Numerous Luxury Homes being built in this neighborhood replacing original vintage... more
Main Value is in the Land. Double corner Lot on Brick Street in the heart of Olde Winter Park. Numerous Luxury Homes being built in this neighborhood replacing original vintage homes. Zoning permits up to 12000 sf 2-Story Home(s). Convenient to Park Avenue and A Rated schools. less
Listing Provided Courtesy of Rg Realty
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 Site11days
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
$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 Site11days
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
$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 Site11days
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... more
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. 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, 80 sf 2nd floor awning covered balcony w/travertine floors &scrolled iron railing, 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
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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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Data last updated: Wednesday, March 4, 2015 at 9:29 PM