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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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$210,000
$783/mo
Monthly Payment:
$783
Principal & Interest:
$778
HOA Dues:
$5
(Based on a 30 year fixed loan at 3.75% with $42,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,602sq ft $131 / sq ft SFR
Lot Size12,731sq ft Built1984 On Site2days
Don’t miss this one! Meticulously kept winter park 3-2 pool home in a rated school district. Newly remodeled kitchen boasts travertine floors, granite counter tops, ikea... more
Don’t miss this one! Meticulously kept winter park 3-2 pool home in a rated school district. Newly remodeled kitchen boasts travertine floors, granite counter tops, ikea cabinetry, all new appliances and tile backsplash. Hardwood floors in open living room under skylight with wood-burning fireplace. Master bath has a large jetted tub with a separate shower, glass block wall, and a walk-in closet. Family room opens onto screened porch. Pool built in 2007, lined with brick pavers in private, fenced backyard with tropical landscaping, all on an oversized corner lot. Security system, new paint, inside and out. Energy efficient windows installed in 2012. Septic with new drainfield and pump installed 2013. A+ rated school district, low taxes, and no through traffic! Close to 417 and full sail, four miles to rollins and ucf, in the quiet glenmoor subdivision. This house is move-in ready! less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity N/A
Your search results are current and complete. Learn more
$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 Site2days
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 N/A
$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 Site2days
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 N/A
$829,000
$3,071/mo
Monthly Payment:
$3,071
Principal & Interest:
$3,071
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,800 down)
Winter Park, FL 32792
Seminole County School District
5bed 5bath 4,288sq ft $193 / sq ft SFR
Lot Size32,200sq ft Built1978 On Site3days
Call 407-883-2778 for showing instructions
Call 407-883-2778 for showing instructions less
Listing Provided Courtesy of Ameriteam Realty, Inc.
Popularity
$139,900
$518/mo
Monthly Payment:
$518
Principal & Interest:
$518
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,980 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 690sq ft $203 / sq ft SFR
Lot Size7,304sq ft Built1956 On Site3days
Location! Location! Location! Adorable 2 bedroom 1 bath home in Winter Park. Large corner fenced lot. Perfect for first time home buyer or investor. Dommerich Elementary,... more
Location! Location! Location! Adorable 2 bedroom 1 bath home in Winter Park. Large corner fenced lot. Perfect for first time home buyer or investor. Dommerich Elementary, Maitland Middle, and Winter Park High. Easy to show! less
Listing Provided Courtesy of Fannie Hillman & Associates
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 Site3days
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 Site3days
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
$148,500
$550/mo
Monthly Payment:
$550
Principal & Interest:
$550
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,700 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,650sq ft $90 / sq ft SFR
Lot Size12,118sq ft Built1968 On Site5days
Here is your opportunity to become a homeowner with this 3 bedroom 2 bathroom home with a 2 car attached garage in the quiet and mature Casa Aloma subdivision of Winter Park.... more
Here is your opportunity to become a homeowner with this 3 bedroom 2 bathroom home with a 2 car attached garage in the quiet and mature Casa Aloma subdivision of Winter Park. Inside you will find your living room/ dining room combination and an eating space in the kitchen. You have a large lot just over a ¼ acre with mature landscaping. This quiet neighborhood with sought after Seminole Co schools is conveniently located close to major roads, Downtown Winter Park, shopping and dining, UCF and Full Sail. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Connect Realty.com Inc
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 Site6days
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
$1,450,000
$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
6bed 4bath 5,169sq ft $281 / sq ft SFR
Lot Size14,675sq ft Built1991 On Site6days
Contemporary Winter Park home with 6 bedrooms, 4 baths and an in-law suite on main floor with separate entrance. First floor features a bright-open floor plan with high ceilings... more
Contemporary Winter Park home with 6 bedrooms, 4 baths and an in-law suite on main floor with separate entrance. First floor features a bright-open floor plan with high ceilings and plenty of natural light. Renovated & updated over the years with Spanish tile roof, updated bathrooms, top of the line island kitchen, beautiful hardwood and travertine floors throughout. The kitchen with dinette boasts 2 chef-islands, double oven, all stainless steel appliances, and opens to the family room. Large master bedroom includes bath with granite dual sinks, jet bath tub, and separate shower. The large backyard has an oversized solar heated pool with separate spa. Home sits on almost half an acre in a quiet cul-de-sac street minutes from Park Avenue shops and restaurants. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$82,400
$615/mo
Monthly Payment:
$615
Principal & Interest:
$305
HOA Dues:
$310
(Based on a 30 year fixed loan at 3.75% with $16,480 down)
Winter Park, FL 32792
2bed 2bath 1,219sq ft $68 / sq ft CND
Lot Size19.0acre Built1970 On Site6days
This 2 bedroom, 1.5 bathroom condo features a large kitchen for preparing those home-cooked meals. Enjoy them in the dining area, which opens to the living room. Sliding glass... more
This 2 bedroom, 1.5 bathroom condo features a large kitchen for preparing those home-cooked meals. Enjoy them in the dining area, which opens to the living room. Sliding glass doors access the rear, covered patio, perfect for relaxing after a long day! Upstairs you’ll find both bedrooms, offering lots of space, and a full bathroom featuring a shower/tub combo. But wait! This condo is conveniently located within the Winter Park city limits and is near very desirable school districts. The community features include 3 pools, a tennis court, shuffleboard courts and a clubhouse! See it today! Note utilities are off. Please see realtor remarks for bidding/offer submission. Please see attachments regarding Earnest Money Policy. less
Listing Provided Courtesy of Prudential Results Realty
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 3,687sq ft $324 / sq ft SFR
Lot Size9,749sq ft Built2007 On Site7days
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 Site7days
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
$117,900
$707/mo
Monthly Payment:
$707
Principal & Interest:
$436
HOA Dues:
$271
(Based on a 30 year fixed loan at 3.75% with $23,580 down)
Winter Park, FL 32789
Garden Acres Orange County School District
2bed 2bath 893sq ft $132 / sq ft CND
Lot Size13,119sq ft Built1967 On Site7days
Quaint and cozy 2 bedroom/2 bathroom condo in desirable Mead Garden. This condo features a living/dining room combo with an open kitchen. Dining area boasts cabinets providing... more
Quaint and cozy 2 bedroom/2 bathroom condo in desirable Mead Garden. This condo features a living/dining room combo with an open kitchen. Dining area boasts cabinets providing perfect storage space for dishes and kitchen items. Condo is complete with a screened- in patio, with window shades, overlooking the pool; providing the perfect retreat to relax. This community is in the perfect location and is well established. Condo would make an ideal home or fantastic investment property. Walking distance to restaurants and Park Avenue; beautiful Mead Gardens is just next door. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$174,900
$647/mo
Monthly Payment:
$647
Principal & Interest:
$647
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $34,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,066sq ft $85 / sq ft SFR
Lot Size10,415sq ft Built1983 On Site8days
This 4 bedroom 2 bath home is located in the Garden Lake Estates Community of Winter Park. New appliances have been installed in the kitchen, the entire interior of the home is... more
This 4 bedroom 2 bath home is located in the Garden Lake Estates Community of Winter Park. New appliances have been installed in the kitchen, the entire interior of the home is painted with new carpet and tile. Enjoy the oversized formal living room and a wood burning fireplace in the family room off the kitchen. There is a bright and cheery sun room on the back of the home overlooking the fenced in back yard. This is a great starter home or for someone that is moving up to a larger home. Located conveniently to the University of Central Florida, Full Sail, Winter Park's Park Avenue's shops and restaurants. Contract should read OWNER OF RECORD. See attachment for PAS requirements and WFHM offer submittal information in MLS document section. NO DIGITAL SIGNATURES ALLOWED. Calendar Days 1-7: All offers will be rejected. We want REOs to have exposure to the market and potential buyers. The date the property is listed is counted as Day 1.Calendar Days 8-15: PAS will entertain offers from all buyers except buyers purchasing as a secondary residence and investors. Note: Non-profits purchasing vacant lots will also be considered during calendar days 8-15.Calendar Days 16+: We will entertain offers from all buyers once any offers received during days 8-15 have been fully vetted. less
Listing Provided Courtesy of Fannie Hillman & Associates
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
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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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.

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Data last updated: Tuesday, November 25, 2014 at 7:01 PM