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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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$64,900
$240/mo
Monthly Payment:
$240
Principal & Interest:
$240
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $12,980 down)
Winter Park, FL 32789
N/Asq ft N/A / sq ft LND
Lot Size4,493sq ft BuiltN/A On Site129days
Lotafun is an amazing opportunity for investment or home building. Surrounded on two sides by commercial property. Great location for zoning commercial. Excellent addition to... more
Lotafun is an amazing opportunity for investment or home building. Surrounded on two sides by commercial property. Great location for zoning commercial. Excellent addition to surrounding properties. Lot is designated to small as-is for residential home build, but possibility for residential property next door selling 25x100 ft plot and building a home in a very desirable area. less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
Your search results are current and complete. Learn more
$1,480,000
$5,483/mo
Monthly Payment:
$5,483
Principal & Interest:
$5,483
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $296,000 down)
Winter Park, FL 32789
Orange County School District
6bed 4bath 5,169sq ft $286 / sq ft SFR
Lot Size14,677sq ft Built1991 On Site130days
Mediterranean beauty, within walking distance of the downtown Winter Park area with its charming boutique shops, parks, public golf courses, bistros and gourmet restaurants. You... more
Mediterranean beauty, within walking distance of the downtown Winter Park area with its charming boutique shops, parks, public golf courses, bistros and gourmet restaurants. You are within minutes of public and private schools as well as easy access to I-4, downtown Orlando and area theme parks. The natural light within the home is one of the main reasons the homeowners purchased this home. The living room and kitchen combine to offer the owners a spacious entertaining/family area within the home. The gourmet kitchen features two islands with quartz countertops and top of the line appliances. The home includes two bedrooms/full baths downstairs with 4 bedrooms 2 full bathrooms upstairs. The downstairs in-law quarters/suite has its own separate gated entrance, full bath, sitting area and kitchenette. The upstairs master bedroom has wonderful views overlooking the pool and back yard. The spa-like master bath features a separate glass enclosed shower with digital shower heads, and separate jetted tub. There is lots of wall space to display your artwork. The flooring within the home is a mix of bamboo and travertine tiles all designed for durability and easy maintenance. Renovation upgrades per the seller of $240,000. Come enjoy the community atmosphere Winter Park is all about with its many activities, parades and social life! less
Listing Provided Courtesy of Engel & Voelkers Orlando
Popularity
$615,000
$2,278/mo
Monthly Payment:
$2,278
Principal & Interest:
$2,278
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $123,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,600sq ft $237 / sq ft SFR
Lot Size6,831sq ft Built2015 On Site133days
Custom built 3/3.5 on corner lot in prestigious Winter Park. Travertine flooring throughout the first floor, vaulted ceiling, master and second bedroom upstairs. Third bedroom... more
Custom built 3/3.5 on corner lot in prestigious Winter Park. Travertine flooring throughout the first floor, vaulted ceiling, master and second bedroom upstairs. Third bedroom can be used as den/office. All bedrooms have private bathrooms. Spanish tile roof, covered patio with summer kitchen and over-sized garage. Walking distance to Winter Park village and one mile from Park Ave. Expected completion date mid-January. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$2,950,000
$10,929/mo
Monthly Payment:
$10,929
Principal & Interest:
$10,929
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $590,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,681sq ft $801 / sq ft SFR
Lot Size1.2acre Built1988 On Site136days
Beautiful, lakefront estate on Lake Virginia and the Winter Park Chain of Lakes, on a quiet street with cul-de-sac and a short walk from Park Avenue shops and restaurants. The... more
Beautiful, lakefront estate on Lake Virginia and the Winter Park Chain of Lakes, on a quiet street with cul-de-sac and a short walk from Park Avenue shops and restaurants. The 1.2 acre, hillside lot boasts spectacular, elevated views of Lake Virginia, Rollins College and the Windsong Preserve. The incredible views can be enjoyed from nearly every room in the house. High ceilings and hardwood floors are featured throughout the home, and the separate, formal living and dining rooms have fireplaces. A gourmet kitchen, designed by Architectural Artworks, features all Sub-Zero/Wolf/Miele appliances including a natural gas cook top with grill, double wall ovens, wine refrigeration for more than 140 bottles, all-granite counter-tops with a large island, and a built-in breakfast table. French doors across the back of the home invite you to step outside from the living room, kitchen, and spacious family room. A downstairs office/study with closet and full bathroom can serve as a 4th bedroom for guests. Upstairs the master suite has a large, his & hers walk-in closet and a remodeled bathroom with granite counters, double vanity, glass shower and separate tub. Two more bedrooms and an additional two full bathrooms are also upstairs, along with a laundry room. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$49,900
$384/mo
Monthly Payment:
$384
Principal & Interest:
$184
HOA Dues:
$200
(Based on a 30 year fixed loan at 3.75% with $9,980 down)
Winter Park, FL 32792
Golfside
1bed 1bath 735sq ft $68 / sq ft CND
Lot Size6.0acre Built1969 On Site136days
Beautiful Condo... Everything BRAND NEW... WILL GO QUICKLY!!!! Move-In Ready... It Is In EXCELLENT Condition.... COMPLETELY REMODELED!!! This wonderful condo is located in the... more
Beautiful Condo... Everything BRAND NEW... WILL GO QUICKLY!!!! Move-In Ready... It Is In EXCELLENT Condition.... COMPLETELY REMODELED!!! This wonderful condo is located in the beautiful Winter Park. This 1 Bedroom, 1 Bathroom condo is perfect for investment or for your own enjoyment. A COMPLETELY UPDATED and All New KITCHEN with Distressed-wood Look Laminate Floor, New Counters & New Hardwood Cabinets, All NEW Appliances, RANGE, Microwave Hood & Dishwasher. This Condo Has ALL NEW CARPET And Padding In main Living areas and Master bedroom. Bedroom has Large Closet with New Carpet & padding as well. The Bathroom is All New as well, with a Beautiful Vanity and Sink and a New Tub & Shower combo, Makes this bathroom a great place to start your day. This unit has been Completely Re-Painted, with New lighting fixtures & Ceiling Fans throughout. Quiet community with SWIMMING POOL. This is an Excellent Location... just minutes to Downtown Orlando The University and Orlando International Airport, with many plazas near by boasting tons of shopping and restaurants!!! Quick access to 436, 417, 528 & 408. Sold "As-Is". corporate-owned. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$538,000
$1,993/mo
Monthly Payment:
$1,993
Principal & Interest:
$1,993
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $107,600 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,500sq ft $215 / sq ft SFR
Lot Size6,920sq ft Built2014 On Site136days
Builder closeout! Located in orwin manor, one of orlando's oldest neighborhoods and best kept secrets in between college park, winter park and downtown, this warm, modern new... more
Builder closeout! Located in orwin manor, one of orlando's oldest neighborhoods and best kept secrets in between college park, winter park and downtown, this warm, modern new home focuses on a livable, contemporary design. This well planned 4/3 home offers usable, light and bright living spaces and as well as energy features like radiant barrier, gas tankless hot water heater, 15 seer ac, foam insulation in walls and more for low energy bills! Noteworthy quality features include pgt aluminum awning style windows...(and a lot of them), custom crafted kitchen with rare quartz counters, gas cooktop, wall oven and vented hood. Imported porcelain tile throughout downstairs and baths, toto vanity, hand selected lighting and moen plumbing. The kitchen opens to great room and a wall of windows to back porch and yard. One spacious bedroom downstairs and two guest rooms upstairs that share a jack and jill bath. The master suite (also upstairs) has large closet, double quartz vanity and gorgeous stand alone tub plus glass enclosed shower. Plenty of room for your pool! Built by j & j building who just received the 2014 best infill project by the city of orlando/historical preservation board! Minutes to florida hospital, i-4 and shopping and our new dr. Phillips performing arts center! Builder warranty and termite bond included! less
Listing Provided Courtesy of Brec Properties Inc
Popularity
$280,000
$1,037/mo
Monthly Payment:
$1,037
Principal & Interest:
$1,037
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $56,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,625sq ft $172 / sq ft SFR
Lot Size7,703sq ft Built1957 On Site143days
Charming home conveniently located in Old Winter Park on beautiful brick line street, near Rollins College and Park Ave. Home is tastefully landscaped and has been updated.... more
Charming home conveniently located in Old Winter Park on beautiful brick line street, near Rollins College and Park Ave. Home is tastefully landscaped and has been updated. Brick fireplace in kitchen area, french doors, it is a must see! 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
$3,875,000
$14,356/mo
Monthly Payment:
$14,356
Principal & Interest:
$14,356
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $775,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 5,731sq ft $676 / sq ft SFR
Lot Size30,500sq ft Built1989 On Site145days
Unquestionably one of the most elegant, sophisticated and delightful lakefront homes in all of Winter Park. Situated on Lake Osceola and the Winter Park chain on a beautiful... more
Unquestionably one of the most elegant, sophisticated and delightful lakefront homes in all of Winter Park. Situated on Lake Osceola and the Winter Park chain on a beautiful tree-lined street, only blocks from Park Avenue and all that downtown Winter Park has to offer. Although built in 1989, this home has a historic feel that oozes warmth, luxury and charm. This home has been totally renovated with the very best in quality including enormous brand new gourmet kitchen in 2009, all new AC’s, new Heart of Pine floors throughout, all new LED lighting and much more. Grand entrance foyer, kitchen open to large family room with built-ins and gorgeous details, breakfast room with incredible lake views, formal living room with gas fireplace, paneled library including wine room and separate office. Stunning master suite situated lakefront on the 2nd floor plus additional bedroom suite both open to grand covered balcony. 3rd bedroom suite has separate staircase and 4th bedroom suite is accessible by private elevator to the third floor. Lushly landscaped grounds including private courtyard, dock and covered boathouse with entertaining room. A truly one of a kind home for the most particular buyer. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$4,875,000
$18,061/mo
Monthly Payment:
$18,061
Principal & Interest:
$18,061
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $975,000 down)
Winter Park, FL 32789
Orange County School District
6bed 9bath 10,493sq ft $465 / sq ft SFR
Lot Size1.1acre Built2008 On Site146days
Incredible 2008 custom-built lakefront home nestled on over one acre along the shores of Lake Maitland. This home has it ALL! The living and entertaining areas are spacious and... more
Incredible 2008 custom-built lakefront home nestled on over one acre along the shores of Lake Maitland. This home has it ALL! The living and entertaining areas are spacious and elegant, with sweeping views of the lake from almost every room. High end finishes include hand scraped wood floors, crown molding, French doors, surround sound, central vacuum, custom built-ins, beamed ceilings and other detailed millwork throughout. The downstairs has formal living room, dining room, media room, exercise room, game room with impressive granite bar, and family room that opens to kitchen. The kitchen is a cook’s dream with stainless appliances, Dacor 6 burner gas cooktop with double ovens & convection, large island, Butler’s pantry with coffee bar & wine refrigerator, and beautiful eat-in area overlooking the water. Adjacent downstairs guest suite, laundry & mud room, and computer work station. There are 3 more bedroom suites upstairs plus the master suite which resembles a 5 star hotel with sitting room, double walk-in closets, balconies with lake views, and luxurious bathroom. Interior bonus/guest studio as well as detached guest apartment. 5 car garage. Gazebo with pool & spa, boathouse with lift and Jet Ski space. “A” rated schools!!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$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 Site146days
150 x 250 vacant lot, 37,500 sf. 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... more
150 x 250 vacant lot, 37,500 sf. 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
$3,300,000
$12,226/mo
Monthly Payment:
$12,226
Principal & Interest:
$12,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $660,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 5,684sq ft $581 / sq ft SFR
Lot Size2.7acre Built1977 On Site154days
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
$1,095,000
$4,056/mo
Monthly Payment:
$4,056
Principal & Interest:
$4,056
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $219,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,709sq ft $295 / sq ft SFR
Lot Size9,749sq ft Built2007 On Site158days
Open Sun Apr 26, 2pm-5pm
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
$146,000
$540/mo
Monthly Payment:
$540
Principal & Interest:
$540
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,200 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size1.8acre BuiltN/A On Site158days
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 Site158days
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
$314,900
$1,166/mo
Monthly Payment:
$1,166
Principal & Interest:
$1,166
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $62,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 975sq ft $323 / sq ft SFR
Lot Size15,364sq ft Built1971 On Site159days
Value is in the land! This is an oversized lot...75 x 205 (15,364 sf) located in the highly desirable "Tree Street" neighborhood of Winter Park. Build your dream home here with... more
Value is in the land! This is an oversized lot...75 x 205 (15,364 sf) located in the highly desirable "Tree Street" neighborhood of Winter Park. Build your dream home here with A rated schools and new construction all around. Conveniently located close to the YMCA, Park Avenue Retail District, Rollins College, Farmer's Market, Florida Hospital, and so much more! This lot can support up to a 5,000 sf home with 3 car garage, pool, and wonderful outdoor living spaces. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
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.

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Data last updated: Sunday, April 26, 2015 at 1:53 PM