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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
3bed 4bath 3,769sq ft $597 / sq ft CND
Lot Size27,512sq ft Built2008 On Site191days
This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops,... more
This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops, restaurants and parks. In this premier 1st floor location the floor plan takes advantage of a calm garden view. Unit has gas Wolf cooking and Sub-Zero refrigeration. Top quality materials are used throughout. Common areas include expansive club room which includes a large bar area, pool area and party room. The building and unit are fabulous and bright. Attention to detail can be seen throughout the property. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity
We show you every available listing. Here's how
$1,350,000
$5,001/mo
Monthly Payment:
$5,001
Principal & Interest:
$5,001
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $270,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,017sq ft $336 / sq ft SFR
Lot Size13,176sq ft Built2007 On Site192days
Gorgeous traditional style home located in the heart of Winter Park. The home has 4 great size bedrooms featuring walk-in closets and private bathrooms. The open plan gives a... more
Gorgeous traditional style home located in the heart of Winter Park. The home has 4 great size bedrooms featuring walk-in closets and private bathrooms. The open plan gives a spacious feel to the home with the added benefits of a bonus room and large office. No upgrade has been left out of this beautiful home. The home has a butler's pantry and bar, gourmet kitchen with Wolf appliances and subzero refrigerator, spacious built ins, crown moldings and extensive wood flooring. The interior accents include detailed woodwork, slate and Aztec Gold travertine accents. The house has a generator that can run all AC's and everything in the house in case of a storm. Not to mention a salt chlorinator swimming pool, well irrigation and water softer. There is a speaker sound system throughout the first floor, which is perfect for entertaining family and friends. The house occupies the corner of Palmer and Alabama Way, which makes it appear that you have your own private street. less
Listing Provided Courtesy of Regal R.e. Professionals Llc
Popularity
$188,500
$698/mo
Monthly Payment:
$698
Principal & Interest:
$698
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,700 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,742sq ft $108 / sq ft SFR
Lot Size8,585sq ft Built1950 On Site193days
Live rent free or very close to it Live in one apartment and rent out the other. Great Investment in Winter Park. 400 yards west of Lake Killarney. Screened porch. Good... more
Live rent free or very close to it Live in one apartment and rent out the other. Great Investment in Winter Park. 400 yards west of Lake Killarney. Screened porch. Good condition. Huge Backyard. new drain field and septic. no HOA fees, This house could be used as a duplex or single family home with easy conversion. Call for details! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$1,450,880
$5,375/mo
Monthly Payment:
$5,375
Principal & Interest:
$5,375
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $290,176 down)
Winter Park, FL 32789
Orange County School District
4bed 8bath 4,201sq ft $345 / sq ft SFR
Lot Size14,133sq ft Built2005 On Site196days
Upon arrival to this Phil Kean Designs Spanish Style villa, which is steps away from Park Avenue, mature landscaping mixed with natural oak trees and custom up-lighting... more
Upon arrival to this Phil Kean Designs Spanish Style villa, which is steps away from Park Avenue, mature landscaping mixed with natural oak trees and custom up-lighting highlight the wonders within. Once you step foot passed the solid wood front door onto the Italian Marble floors, you will realize that you have arrived into something special. You are immediately greeted by an overwhelming sense of warmth generated from rich wood accents, soft tones and a formal living room that you will actually want to spend time in! As you make your way into the home towards the kitchen, you will notice that there is no shortage of beautiful natural light, which is attributed to a wall of French doors covering the entire rear of the home. Once in the kitchen, you will notice solid wood cabinets, chef grade Viking appliances and two tone granite counter top which all come together in a style that has been proven to be timeless. As you look out into the open family room your eyes will be drawn to a curved wall of floor to ceiling windows which give you a panoramic view of the pool and lanai, which truly is the centerpiece of this great home. At the rear corner of the home is your owners retreat, this room is truly your escape from it all... Featuring lush carpet, French doors that lead you back to the pool, Tray ceilings and his/her private bathrooms, you'll really have to dig deep to find an excuse to leave. All secondary bedrooms have en-suite bathrooms and walk in closets. Make your appointment today! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$138,000
$511/mo
Monthly Payment:
$511
Principal & Interest:
$511
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,600 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,539sq ft $90 / sq ft SFR
Lot Size8,146sq ft Built1957 On Site196days
Nice 3/2 corner lot home located in Winter Park! The floorplan features an open living area with a fireplace in the center of the home, plenty of storage closets throughout, and... more
Nice 3/2 corner lot home located in Winter Park! The floorplan features an open living area with a fireplace in the center of the home, plenty of storage closets throughout, and interior laundry room. The garage was converted and can be used a an office or den. The large, fully fenced private rear yard with a pool is big enough for the whole family and then some. 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 Keller Williams Advantage 2
Popularity
$44,900
$384/mo
Monthly Payment:
$384
Principal & Interest:
$166
HOA Dues:
$218
(Based on a 30 year fixed loan at 3.75% with $8,980 down)
Winter Park, FL 32792
1bed 1bath 678sq ft $66 / sq ft CND
Lot Size660sq ft Built1973 On Site196days
This is not a short sale. Ground floor, corner one bedroom unit. Patio with storage closet. Sunny living area.All Information recorded in the MLS is intended to be accurate but... more
This is not a short sale. Ground floor, corner one bedroom unit. Patio with storage closet. Sunny living area.All Information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. Sold As-Is. less
Listing Provided Courtesy of All Florida Property Group Inc
Popularity
$188,500
$973/mo
Monthly Payment:
$973
Principal & Interest:
$698
HOA Dues:
$275
(Based on a 30 year fixed loan at 3.75% with $37,700 down)
Winter Park, FL 32789
Orange County School District
1bed 1bath 539sq ft $350 / sq ft CND
Lot Size24,593sq ft Built1956 On Site197days
This one bedroom, one bath studio offers tree tops views overlooking beautiful Winter Park golf course, and walking distance to historic downtown Park Ave. Features include a... more
This one bedroom, one bath studio offers tree tops views overlooking beautiful Winter Park golf course, and walking distance to historic downtown Park Ave. Features include a fairly new renovated kitchen, mahogany floors and quarry tile, crown moulding, built in cabinets, and bookshelves, AC replaced approx 2 years ago, and oversized windows that stream natural light through out. Located on Park Ave in Winter Park allow you to walk to all restaurants, shops, night life and entertainment, the Morse Museum,sidewalk and Art show. Turn key opportunity. less
Listing Provided Courtesy of Century 21 Metro Lifestyles
Popularity
$1,249,999
$4,788/mo
Monthly Payment:
$4,788
Principal & Interest:
$4,631
HOA Dues:
$157
(Based on a 30 year fixed loan at 3.75% with $250,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 5bath 4,998sq ft $250 / sq ft SFR
Lot Size20,120sq ft Built2009 On Site197days
Beautiful Mediterranean-inspired Winter Park home, recently complete in 2009, sits on a rare, private, half acre, corner lot. Small, infill neighborhood gives the street a... more
Beautiful Mediterranean-inspired Winter Park home, recently complete in 2009, sits on a rare, private, half acre, corner lot. Small, infill neighborhood gives the street a "gated community feel". Exterior features old world custom stucco, tiled roof, andlow maintenance, drought tolerant zoysia grass. It is surrounded by several 60 year-old oak trees that canopy over the oversized front circular paver driveway and oversized rear paver driver. The open pool features a 50'x 38' travertine pool deck, 41'x 21' pool, oversized 7'x 8' gas heated spa, with raised water features and two gas burning fire bowls. Each lanai and verandah is approximately 16'x16' fully covered and connecting. The verandah features a gas fireplace, with a Cabana for outdoor grilling.Both the lanai and verandah feature travertine flooring, with remote controlled motorized screened archways that extend the indoor/outdoor living area. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$5,850,000
$21,673/mo
Monthly Payment:
$21,673
Principal & Interest:
$21,673
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,170,000 down)
Winter Park, FL 32789
Orange County School District
6bed 9bath 10,190sq ft $574 / sq ft SFR
Lot Size1.0acre Built2000 On Site200days
Premier lakefront estate in the heart of the Vias on Lake Maitland and built by Charles Clayton Construction... 1st time offered for sale! This Winter Park Chain of Lakes estate... more
Premier lakefront estate in the heart of the Vias on Lake Maitland and built by Charles Clayton Construction... 1st time offered for sale! This Winter Park Chain of Lakes estate takes advantage of the elevated topography. Inspired by the magnificent transitional estate homes of the Northeast, this home boasts panoramic views of Lake Maitland with 120' of water frontage on over an acre lot. There are 5 en suite bedrooms, 8 baths in the main house, plus a detached 1 bedroom/1 bath full guest apartment over the three car garage. Downstairs commences with a grand entry overlooking the lake thru an impressive 2-story living & music room, guest suite, gentleman's library, dining room, butler's pantry, and an elegant chef's kitchen open to the gathering roomand breakfast room with 2-story beamed ceilings. Upstairs is highlighted by an expansive private master retreat with luxurious bath & dressing area, along with a wonderful "tree-top" sitting room to enjoy the elevated views of the lake. Additionally,you will find 3 more bedroom suites, large bonus room, and laundry room. Outdoor living spaces include a 2-story screened in sitting room, multiple covered lanais around the pool area, summer kitchen, and a beautiful winding path down to a boat house with storage room. There are top quality finishes inside and out including Pella windows & doors, oak hardwood floors, extensive trim & detailed craftsmanship, and Monier tile roof. Walking distance to the WP Racquet Club and Park Avenue! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$310,000
$1,323/mo
Monthly Payment:
$1,323
Principal & Interest:
$1,148
HOA Dues:
$175
(Based on a 30 year fixed loan at 3.75% with $62,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,818sq ft $171 / sq ft TWN
Lot Size1,247sq ft Built2006 On Site204days
Short Sale. Bank Approved Price has actually been reduced!! No long wait - ready to close! Beautiful 2-story town home with large open floor plan, gorgeous wood flooring and... more
Short Sale. Bank Approved Price has actually been reduced!! No long wait - ready to close! Beautiful 2-story town home with large open floor plan, gorgeous wood flooring and open kitchen. Black granite counter tops and stainless steel appliances really accentuate the space. Two car garage in the back of the unit with private driveway opens to an adjacent small covered patio and the kitchen. There's a half-bath downstairs as well. The master bedroom is a great size and has a private porch area with French doors that overlooks the street, plus a small nook for a desk. Washer and dryer are located upstairs (as are all the bedrooms). The walls are doubly insulated for sound and security. The home is clean and in good shape - owner planning to replace carpets soon. It's located within walking distance of the new East End Market and Leu Gardens and is conveniently near the bustling (and new) Mills Park, which includes a new Fresh Market and a number of great new shops and stores. Seller is working closely with their lender to make sure things go smoothly and quickly for a new buyer. Come see this beautiful home while it lasts! less
Listing Provided Courtesy of Royle Realty Group
Popularity
$1,350,000
$5,001/mo
Monthly Payment:
$5,001
Principal & Interest:
$5,001
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $270,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 3,927sq ft $344 / sq ft SFR
Lot Size14,014sq ft Built2005 On Site204days
This Stunning Custom Mediterranean home is the epitome of luxury Winter Park living. Owners will love the convenience of walking to Park Avenue to enjoy fine dining, spectacular... more
This Stunning Custom Mediterranean home is the epitome of luxury Winter Park living. Owners will love the convenience of walking to Park Avenue to enjoy fine dining, spectacular shopping, or a simple glass of wine with friends. Every inch of this amazingresidence is filled with architectural details, from exquisite faux finishes in every room to Fine Arts light fixtures throughout the home. The reception is magnified by a beautiful wrought iron staircase and rich marble floors. The chef in the family will love the 700-bottle temperature controlled wine cellar with a custom door, custom Madison cherry cabinetry, copper sinks and a spacious island with a separate prep sink. The kitchen also includes 2 Fisher Paykel dishwasher drawers, a Miele built in coffee center, Dual Subzero refrigerators with 4 Subzero freezer drawers, a Wolf Range with 6 burners, a grill, and a double oven. The courtyard is timelessly designed with travertine marble pavers, a salt water, self-cleaning pool and spa, and soothing water features to melt away the stresses of a long day at the office. This incredible home has been featured in many magazines. less
Listing Provided Courtesy of Regal R.e. Professionals Llc
Popularity
$1,050,000
$3,890/mo
Monthly Payment:
$3,890
Principal & Interest:
$3,890
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $210,000 down)
Winter Park, FL 32789
Orange County School District
4bed 7bath 5,127sq ft $205 / sq ft SFR
Lot Size17,097sq ft Built2007 On Site205days
All you could ask for...and more!! An incredible 4 Bedroom, 5.2 bath custom built home crafted with every detail you may be looking for. A Gourmet kitchen features granite, a... more
All you could ask for...and more!! An incredible 4 Bedroom, 5.2 bath custom built home crafted with every detail you may be looking for. A Gourmet kitchen features granite, a six-burner gas range, walk-in pantry, butler's pantry and two under the counterwine refrigerators. Your family and guests will enjoy the large breakfast area. The first floor offers a spacious family room with fireplace and beamed ceilings. Two French doors open to a lovely and secluded back yard featuring a large patio, lagoon style pool and hot tub. The second floor master suite is spacious and features a sitting room, two walk-in closets and luxurious master bath with spa tub and walk in shower. Each of the other three bedrooms upstairs offer a full bath. Also located upstairs isa large laundry room, and a 13x7 refrigerated wine cellar. Celebrate the days end on the balcony or take a walk to Park Avenue, just 15 minutes away!! In addition, there is an office, summer kitchen on the lanai and a three car garage. Plus, a gate in front of the home for added security. Hurry in...this magnificent home will not last long on the market! less
Listing Provided Courtesy of Stockworth Realty Group
Popularity
$1,695,000
$6,279/mo
Monthly Payment:
$6,279
Principal & Interest:
$6,279
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $339,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 6,022sq ft $281 / sq ft SFR
Lot Size19,148sq ft Built1996 On Site210days
Immaculate lakefront home on Winter Park's Lake Killarney! This stunning five bedroom, five bath home offers over six thousand square feet of living space and features... more
Immaculate lakefront home on Winter Park's Lake Killarney! This stunning five bedroom, five bath home offers over six thousand square feet of living space and features impressive lake views with a private dock and boat lift. Designed for entertaining, this home offers an incredible flow through formal living and dining rooms, and an open kitchen wood cabinets, built-in appliances, breakfast nook and lake views. Upstairs master suite is the perfect retreat, complete with separate sitting area, double-sided fireplace, and private balcony with panoramic views. Master bath has Jacuzzi tub, walk-in shower, dual vanities, and walk-in closets. Each of the four additional bedrooms is generously sized with ample closet space. Office/den, entertainment room, and a fantastic covered patio are just a few of the added bonuses this home has to offer. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$159,000
$589/mo
Monthly Payment:
$589
Principal & Interest:
$589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,800 down)
Winter Park, FL 32789
N/Asq ft N/A / sq ft LND
Lot Size7,250sq ft BuiltN/A On Site211days
Nice buildable lot located on the West side of Winter Park. Lot dimensions 50 x 145. Lot located on quiet street within blocks of Park Avenue, Winter Park Village, Rollins... more
Nice buildable lot located on the West side of Winter Park. Lot dimensions 50 x 145. Lot located on quiet street within blocks of Park Avenue, Winter Park Village, Rollins College and Hannibal Square. Enjoy boutique shopping, fine dining, movie theaters, museums, churches, library, Florida SunRail, parks and all Winter Park has to offer. Minutes to Downtown Orlando, I-4, airports and all the attractions. Great Orange Co. schools. less
Listing Provided Courtesy of Parkland International Realty
Popularity N/A
$849,000
$3,145/mo
Monthly Payment:
$3,145
Principal & Interest:
$3,145
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $169,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,895sq ft $218 / sq ft SFR
Lot Size11,822sq ft Built2005 On Site213days
Short Sale: Professionally Handled. This 5 bedroom 5 bath home screams glamour throughout! Located in the heart of Winter Park with quality touch finishes such as tall solid... more
Short Sale: Professionally Handled. This 5 bedroom 5 bath home screams glamour throughout! Located in the heart of Winter Park with quality touch finishes such as tall solid wood doors, travertine flooring and a beautifully appointed kitchen that opens to the family room. The floor plan is one that allows for excellent entertaining including formal living an dining rooms with great use of open spaces. Plenty of natural light, storage space and the upstairs loft is a dream office, playroom or gym! Unwind in your own backyard paradise by the pool and spa. Beautiful tree lined street close to downtown and major highways for quick access to everything. Short Sale, listing price may not be sufficient to cover all encumbrances, closing costs, or other seller charges and sale of property at full listing price may be conditioned upon approval of third parties. less
Listing Provided Courtesy of Re/max Exclusive Collection
Popularity
ZipRealty helps you find current homes for sale in Black Hawk, CO. 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
1.941.487.1400
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.

Copyright 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Thursday, October 23, 2014 at 7:37 AM