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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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$2,250,000
$8,336/mo
Monthly Payment:
$8,336
Principal & Interest:
$8,336
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $450,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size37,500sq ft BuiltN/A On Site21days
Rarely available "shovel ready" development for 15 townhouses. Approved with variances in place. Total 41,000 sf with a net of 34,000 sf of net saleable air conditioned space.... more
Rarely available "shovel ready" development for 15 townhouses. Approved with variances in place. Total 41,000 sf with a net of 34,000 sf of net saleable air conditioned space. Each unit has a 2 car attached garage and access to outdoor parking for 7+ extra parking spaces. Four 2 story units and eleven 3 story units. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
Your search results are current and complete. Learn more
$610,900
$2,295/mo
Monthly Payment:
$2,295
Principal & Interest:
$2,263
HOA Dues:
$32
(Based on a 30 year fixed loan at 3.75% with $122,180 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,894sq ft $211 / sq ft SFR
Lot Size11,997sq ft Built1998 On Site21days
Live in Winter Park just a short drive from Park Avenue & Baldwin Park shops & restaurants. This custom built home is well appointed. Such appointments include wood... more
Live in Winter Park just a short drive from Park Avenue & Baldwin Park shops & restaurants. This custom built home is well appointed. Such appointments include wood floors, Corian counter tops, custom cabinetry, extensive mill work and a fireplace. Upon walking in the front door you step into a foyer with a private den/office to the right. A cozy formal living room with wood burning fireplace is the left. Beyond the formal living room is a dining room perfect for entertaining. The kitchen opens to the family room. With an island, custom cabinetry, eat in space and room at the bar area for a couple of stools. Family room has high ceilings and extensive mill work that exudes the comfort of a ski lodge. Off of the kitchen is an indoor laundry room equipped with a sink and plenty of storage. Master suite is downstairs with a custom walk-in closet. The master bathroom is spacious and designed with his and her vanities. Upstairs there are three bedrooms and two baths. One of bedrooms is extraordinarily sizable with an en suite bath. The other two bedrooms are of good size and have a Jack & Jill bath. The pool and spa is heated and screened with expansive deck space and a full Summer Kitchen perfect for family barbecues. The yard is beautifully landscaped with mature trees and overlooks a pond. Enjoy this peaceful home on a private street at the end of a cul-de-sac in one of Winter Park's most desirable neighborhoods less
Listing Provided Courtesy of Real Estate Professionals Se
Popularity
$339,900
$1,259/mo
Monthly Payment:
$1,259
Principal & Interest:
$1,259
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,968sq ft $173 / sq ft SFR
Lot Size9,768sq ft Built1956 On Site22days
Do you love Winter Park's "Tree-Streets" neighborhood with their great location?? Here's a wonderful opportunity for you! New construction in all directions - renovate what's... more
Do you love Winter Park's "Tree-Streets" neighborhood with their great location?? Here's a wonderful opportunity for you! New construction in all directions - renovate what's here or tear down & build your dream. Originally built in 1956, with pretty circular driveway, and updates & additions made in the 1990's : Kitchen, baths, Family Room with FPL. There is the attached 1 car garage AND a detached Studio/Office with AC & separate entrance AND a back workshop with power. Gracious lot...75 x 130 (9,768 sf) on pretty brick Walnut Ave, within 1 block of picturesque lakes.Well rated schools, conveniently located within 1/2 mile of the YMCA and easy proximity of Park Avenue Retail District, Rollins College, Farmer's Market, Florida Hospital, and so much more! Bring your Imagination OR your Builder - LOCATION, LOCATION, LOCATION! 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
$269,000
$996/mo
Monthly Payment:
$996
Principal & Interest:
$996
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,800 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 800sq ft $336 / sq ft SFR
Lot Size6,242sq ft Built1958 On Site22days
Classic Winter Park 2/1 Cottage on a nice brick street!! Perfect starter home in Prime Neighborhood!! House was redone in 2001 with New Windows, New plumbing, New Air... more
Classic Winter Park 2/1 Cottage on a nice brick street!! Perfect starter home in Prime Neighborhood!! House was redone in 2001 with New Windows, New plumbing, New Air Conditioning, New Electrical panels and wiring, Crown molding and wainscoting, New kitchen, New bathroom fixtures with Claw foot bathtub, High efficiency Heat Pump Air Conditioning, New 6 panel interior doors Brick street Large oaks Refinished Hardwood floors Front porch Large shed in backyard Fenced yard Separate utility room off carport. Close to Rollins college and YMCA. less
Listing Provided Courtesy of Jack Keller Inc
Popularity
$249,500
$1,429/mo
Monthly Payment:
$1,429
Principal & Interest:
$924
HOA Dues:
$505
(Based on a 30 year fixed loan at 3.75% with $49,900 down)
Winter Park, FL 32789
Orange County School District
1bed 2bath 850sq ft $294 / sq ft CND
Lot Size1.6acre Built1969 On Site22days
Direct lakefront unit with breathtaking views. Spacious one bedroom, one and a half bath unit. Updated kitchen. Corian countertops. Oversized covered patio. Enjoy lakefront... more
Direct lakefront unit with breathtaking views. Spacious one bedroom, one and a half bath unit. Updated kitchen. Corian countertops. Oversized covered patio. Enjoy lakefront condo amenities, including club house, fitness room, sauna, pool, and spa. Guest suite. Rent-able boat slips. Direct lakefront units are truly rare! Call today for your private showing. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$375,000
$1,389/mo
Monthly Payment:
$1,389
Principal & Interest:
$1,389
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,247sq ft $167 / sq ft SFR
Lot Size12,738sq ft Built1966 On Site23days
Fantastic Winter Park Home! Tis the Season to come out and take a look at this beautiful home. This 4 bedroom 2.5 bath, pool home backs up to a tranquil conservation area and... more
Fantastic Winter Park Home! Tis the Season to come out and take a look at this beautiful home. This 4 bedroom 2.5 bath, pool home backs up to a tranquil conservation area and quiet stream. Too much to list in the remarks section. We know the demand will be great. So get up off the couch and take a look inside while you still can! less
Listing Provided Courtesy of Premier Properties Llc
Popularity
$289,900
$1,074/mo
Monthly Payment:
$1,074
Principal & Interest:
$1,074
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $57,980 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,121sq ft $137 / sq ft SFR
Lot Size9,294sq ft Built1955 On Site24days
Completely refinished wood floors, stainless steel appliance, new doors, baseboards , mirrors, light fixtures, pool covered, NO WORK NEEDED, NO SHORT SALE, NO BANK OWNED quick... more
Completely refinished wood floors, stainless steel appliance, new doors, baseboards , mirrors, light fixtures, pool covered, NO WORK NEEDED, NO SHORT SALE, NO BANK OWNED quick response. SELLER AND LISTING AGENT HAVE NO KNOLEDGE OF PROPERTY HISTORY. less
Listing Provided Courtesy of Florida Dreams Realty Grp Inc
Popularity
$185,900
$688/mo
Monthly Payment:
$688
Principal & Interest:
$688
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,180 down)
Winter Park, FL 32792
Orange County School District
2bed 1bath 1,102sq ft $169 / sq ft SFR
Lot Size8,405sq ft Built1953 On Site27days
Live in Historic, established Winter Park with this small one-way in, one-way out neighborhood. This quaint two bedroom home has a lot of character with the open floor plan and... more
Live in Historic, established Winter Park with this small one-way in, one-way out neighborhood. This quaint two bedroom home has a lot of character with the open floor plan and large window seat off the kitchen overlooking the back yard. The living room opens up to the sunken family room/den with built in storage features and unique sliding door coverings leading to the open patio. This home offers a lot of potential for the right buyers. The one car garage with extra shelving and washer/dryer hookup is accessible from just outside the front door. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of C21/oviedo Realty
Popularity
$695,000
$2,574/mo
Monthly Payment:
$2,574
Principal & Interest:
$2,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,816sq ft $247 / sq ft SFR
Lot Size6,050sq ft Built2015 On Site28days
A great opportunity to own your own brand new contemporary home designed and built by renowned architect and builder, Phil Kean. This WayCool Homes by Phil Kean design/build... more
A great opportunity to own your own brand new contemporary home designed and built by renowned architect and builder, Phil Kean. This WayCool Homes by Phil Kean design/build offers 2800+ SF of living space with a first floor master suite with a spacious walk-in closet, an open great room and a large open kitchen with a walk-in pantry and island with breakfast bar. The second floor has two ensuite bedrooms and a 15 x 11 loft area that can be used as a family room, study room or media room. Located on a charming brick street and a quick bike to Park Avenue, Rollins College and Winter Park Village. Purchase price subject to increase based on buyer's selections of finishes. Buyer is not limited to plan/renderings shown. less
Listing Provided Courtesy of Not Available
Popularity
$210,000
$780/mo
Monthly Payment:
$780
Principal & Interest:
$778
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.75% with $42,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,790sq ft $117 / sq ft SFR
Lot Size10,330sq ft Built1974 On Site28days
This 4/2 pool home is waiting for you! Large porch! Completely renovated with upgrades! Brand new kitchen and bathrooms with granite counter tops, new stainless steel... more
This 4/2 pool home is waiting for you! Large porch! Completely renovated with upgrades! Brand new kitchen and bathrooms with granite counter tops, new stainless steel appliances, ceramic tile flooring and laminate in the bedrooms, new sliding glass doors, light fixtures. This home is located in a cul-de-sac and is nearly 1/4 acre with a utility shed and fruit trees. Plenty of space for a large family to enjoy. Located in great school district! Must see this home! Desirable community !!! Not going to last on the market. less
Listing Provided Courtesy of Weichert Realtors Hallmark Pr
Popularity
$75,000
$277/mo
Monthly Payment:
$277
Principal & Interest:
$277
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $15,000 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size1.1acre BuiltN/A On Site29days
Magnificent opportunity to own 1.1 acre Beautiful wooded lot in Winter Park, across the street from half-million dollar homes. All access and title issues have now been cleared... more
Magnificent opportunity to own 1.1 acre Beautiful wooded lot in Winter Park, across the street from half-million dollar homes. All access and title issues have now been cleared and the county has determined this is a buildable lot. Lot 2 D/E is also for sale. less
Listing Provided Courtesy of Profitable Properties
Popularity
$3,500,000
$12,967/mo
Monthly Payment:
$12,967
Principal & Interest:
$12,967
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $700,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 5,684sq ft $616 / sq ft SFR
Lot Size2.7acre Built1977 On Site29days
Lakefront living at it's finest in a spectacular downtown winter park location! Chain of lakes executive estate with amazing guest quarters nestled in the heart of olde... more
Lakefront living at it's finest in a spectacular downtown winter park location! Chain of lakes executive estate with amazing guest quarters nestled in the heart of olde winter park! Sprawling property offers panoramic views from 130 waterfront feet on picturesque lake maitland! This elegant home (totally renovated in 2001) boasts an outstanding master suite with his & her bathrooms & walk in closets; soaring ceilings in foyer & formal rooms; a smartly appointed gourmet kitchen with stunning cabinets & granite and a cozy breakfast nook; family room with exquisite millwork & built-ins plus a gas fireplace! The 26 x 17 downstairs bonus room perfect for your home office, game room or in-law suite plus an incredible guest home above the 3 car detached garage includes vaulted ceilings, large bedroom/full bath & fully equipped kitchen & laundry room. Stunning back yard oasis includes a fabulous patio for entertaining, perfectly manicured landscaping & stone enhanced waterfront with boat dock. Walk to park avenue from this serene cul-de-sac location! Welcome home! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,295,000
$6,427/mo
Monthly Payment:
$6,427
Principal & Interest:
$4,797
HOA Dues:
$1,630
(Based on a 30 year fixed loan at 3.75% with $259,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,272sq ft $396 / sq ft CND
Lot SizeN/Asq ft Built1990 On Site32days
Premier Winter Park condominium located in the heart of downtown Winter Park. This elegant & private Mediterranean style building includes only 8 units centered around a... more
Premier Winter Park condominium located in the heart of downtown Winter Park. This elegant & private Mediterranean style building includes only 8 units centered around a beautiful courtyard. This spacious single story 3 bedroom, 4 bath unit plus possible 4th bedroom or wonderful den features gorgeous hardwood floors throughout, formal living room w/ fireplace & French doors leading to 2 balconies, oversized formal dining room with decorative corner built-ins, master bedroom suite w/ fireplace, bath with dual sinks, tub & separate shower, large storage area & workshop area located in gated entry garage. Luxurious community pool & underground private parking. Walking distance to Park Avenue! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,195,000
$4,427/mo
Monthly Payment:
$4,427
Principal & Interest:
$4,427
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $239,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,709sq ft $322 / sq ft SFR
Lot Size9,749sq ft Built2007 On Site33days
Gorgeous custom-built five bedroom Mediterranean pool home located in the heart of Winter Park! This home, built in 2007, has a wonderful floor plan and top notch finishes and... more
Gorgeous custom-built five bedroom Mediterranean pool home located in the heart of Winter Park! This home, built in 2007, has a wonderful floor plan and top notch finishes and details throughout. The spacious gourmet kitchen has a large granite cooking island with a breakfast bar, a separate breakfast nook with pool views and a great butler's pantry which connects to the beautiful formal dining room. The kitchen is open to the family/great room with a gas fireplace and two sets of French doors that lead out to the pool and covered lanai with a built-in chef's grill. The ultra-private master suite also has French doors to the backyard/pool and a luxurious master bath with large shower and extra-deep soaking tub. A guest suite is also located on the first floor - great for company, a child/baby's room or an in-law suite. A stately office/den with built-ins completes the first floor. The second floor showcases three spacious bedrooms- two bedrooms share a Jack & Jill bath, and the third bedroom has a great kid's den/playroom attached. A loft/bonus room allows for a second family room. Enjoy the pool all year! Cool off in the summer with the poolside misting fans, or enjoy the heated pool during the winter months. Great location on a sought-after street near Windsong. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$149,000
$552/mo
Monthly Payment:
$552
Principal & Interest:
$552
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,800 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size1.8acre BuiltN/A On Site33days
Great opportunity!!! Lake front with 2.31 acres with lots of potential. Call today before it is to late.
Great opportunity!!! Lake front with 2.31 acres with lots of potential. Call today before it is to late. less
Listing Provided Courtesy of Assist 2 Sell All Sellers & Bu
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: Monday, December 22, 2014 at 6:17 AM