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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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$299,900
$1,111/mo
Monthly Payment:
$1,111
Principal & Interest:
$1,111
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,980 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 2,458sq ft $122 / sq ft SFR
Lot Size9,957sq ft Built1960 On Site187days
This spacious and brightly lit home has an inviting 3 bed/3 bath split floor plan. The home boasts exterior and interior updates over the years, including granite in the kitchen... more
This spacious and brightly lit home has an inviting 3 bed/3 bath split floor plan. The home boasts exterior and interior updates over the years, including granite in the kitchen and bath, porcelain tile floors in the main living areas, updated lighting fixtures, 8 ceiling fans, & a garage (02) with Clopay garage door opener. Large entertainment-ready kitchen and dinette area opens to a huge family room. 4 large skylights add natural sunlight throughout the home. An additional bonus room (16x10) is the perfect flex space for an office, game room or kid's retreat. Every bedroom has a designated bath, including a spa master bathroom. Entire home and addition is Block construction, with timeless hardy board siding in front. Screened back patio and drought-resistant landscaping are wonderful places to escape to the outdoors. Nestled in a quiet cul-de-sac neighborhood, the location is great for families and time outside, without cut through traffic and no neighbors directly behind or across the street. Assigned to 3 highly desired public schools include Maitland Middle and Winter Park High School. The newly built Lakemont Elementary is located 1 block away, with an assigned crossing guard, to boot! Centrally located in Winter Park with all types of shopping, banking, and dining provides easy living. Click Virtual Tour link for additional home photos. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
We show you every available listing. Here's how
$629,000
$2,330/mo
Monthly Payment:
$2,330
Principal & Interest:
$2,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $125,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,214sq ft $284 / sq ft SFR
Lot Size10,730sq ft Built1954 On Site187days
Welcome to this terrific pool home in the Park Grove area! Gorgeous wood floors throughout the formal rooms and all the bedrooms. This 4 bed/3 bath has a split bedroom plan... more
Welcome to this terrific pool home in the Park Grove area! Gorgeous wood floors throughout the formal rooms and all the bedrooms. This 4 bed/3 bath has a split bedroom plan layout. Lovely trim work and plantation shutters. Double pane windows throughout. Beautifully renovated eat-in kitchen with granite countertops and stainless steel appliances is open to the spacious family room. Both overlook the wonderful screened-in pool which was just resurfaced along with brand new trim tile installed. As well, the pool deck was refinished too. All of which is completely fenced in with a nice side yard, perfect for a garden or play area. This property offers a tremendous location and is so close to downtown Park Avenue! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$799,000
$2,960/mo
Monthly Payment:
$2,960
Principal & Interest:
$2,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,300sq ft $347 / sq ft CND
Lot Size2,565sq ft Built1960 On Site188days
Wow Honey, we can have the life style of our dreams... live on the lake and walk to Park Avenue. Lock up and travel as we will!" Rare penthouse in Whispering Waters with the... more
Wow Honey, we can have the life style of our dreams... live on the lake and walk to Park Avenue. Lock up and travel as we will!" Rare penthouse in Whispering Waters with the most amazing and calm views to the east and north over Lake Osceola in the heart of Winter Park. Lightly remodeled to move right in or customize as you wish. At this list price, you can't overspend here. Gas fireplace with tumbled marble surround and wood mantle. Light and bright kitchen with light marble counter-tops, Sub Zero refrigerator and gas stove. Interior laundry. Spacious Master bedroom with large walk-in closet and huge bath with jetted tub. Storm shutters for all east side glass doors. This unit comes with a covered BOAT SLIP, large storage room and one car spot in the gated under complex garage. Complex is 55+, solid financially and an incredible place to live. Whispering Waters amenities include an elevator to right outside your door, a sparkling pool, on site manager and lovely lakefront patio with umbrella tables. Fees include all the usual PLUS your water, power and gas! Heated sq ft is approximate and not warranted. less
Listing Provided Courtesy of Parkland International Realty
Popularity N/A
$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 Site188days
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
$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 Site189days
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
$53,900
$509/mo
Monthly Payment:
$509
Principal & Interest:
$199
HOA Dues:
$310
(Based on a 30 year fixed loan at 3.75% with $10,780 down)
Winter Park, FL 32792
1bed 1bath 793sq ft $68 / sq ft CND
Lot SizeN/Asq ft Built1970 On Site189days
Awesome opportunity for this lovely unit nestled in sought after aloma/winter park location. Right near winter park hospital and near fine dining anf close to everything. Call... more
Awesome opportunity for this lovely unit nestled in sought after aloma/winter park location. Right near winter park hospital and near fine dining anf close to everything. Call your agent today!!! less
Listing Provided Courtesy of Real Estate Professionals Se
Popularity N/A
$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 Site190days
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 Site193days
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
$144,900
$536/mo
Monthly Payment:
$536
Principal & Interest:
$536
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $28,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,539sq ft $94 / sq ft SFR
Lot Size8,146sq ft Built1957 On Site193days
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 Site193days
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 Site194days
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 Site194days
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 Site197days
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 Site201days
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 Site201days
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
ZipRealty helps you find current homes for sale in Englewood, 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.

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Data last updated: Monday, October 20, 2014 at 2:51 PM