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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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$395,900
$1,466/mo
Monthly Payment:
$1,466
Principal & Interest:
$1,466
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,180 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,935sq ft $205 / sq ft TWN
Lot Size4,775sq ft Built2002 On Site84days
REDUCED!! Centrally located in the HEART of Winter Park on a brick-paved street, welcome to stress free living with NO HOA fees! The Mediterranean inspired townhome sits in a... more
REDUCED!! Centrally located in the HEART of Winter Park on a brick-paved street, welcome to stress free living with NO HOA fees! The Mediterranean inspired townhome sits in a quiet neighborhood overlooking a well-groomed park, complete with a tranquil pond and a fountain. Recent updates include NEW interior paint, NEW landscape, 4 NEW windows (12/2014), NEW gas hot water heater (2013), and refinished/screened wood floors (12/2014). The Kitchen features a gas stove with a Jen-Air grill, granite counters, and solid wood cabinets with abundance of storage. The breakfast bar opens to a large living room with a 35' ceiling. A separate office area with build-in computer desk, book shelves & storage is off the kitchen. A separate Dining room is off the open Living room, complete with marble-trimmed gas fireplace & custom built bookshelves. Upstairs includes all 3 bedrooms with bright guest bath. The grand master suite features a 12-jet therapeutic bathtub, separate shower , double sinks and a large walk-in closet. The townhome is "smart home" prewired for surround sound, security & an intercom to front door. A central vacuum & available Rainsoft water system make for more quality living. This townhome is TURN KEY ready for you. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
We show you every available listing. Here's how
$950,000
$3,519/mo
Monthly Payment:
$3,519
Principal & Interest:
$3,519
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $190,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size20,476sq ft BuiltN/A On Site84days
First time on market!! 125 feet on beautiful lake killarney! Build your dream home (5500 sq ft) on this double lot! 125 x 130 plus 125x60x25x128 lakefront/boathouse lot!
First time on market!! 125 feet on beautiful lake killarney! Build your dream home (5500 sq ft) on this double lot! 125 x 130 plus 125x60x25x128 lakefront/boathouse lot! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$99,999
$370/mo
Monthly Payment:
$370
Principal & Interest:
$370
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $20,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size7,001sq ft BuiltN/A On Site84days
Build your dream home on this vacant piece of land in Winter Park! 50x140' deep, flat lot is zoned R-2. Great neighborhood with quiet, brick streets, mature oaks trees, and... more
Build your dream home on this vacant piece of land in Winter Park! 50x140' deep, flat lot is zoned R-2. Great neighborhood with quiet, brick streets, mature oaks trees, and sidewalks. Centrally located, this home site is just minutes from Park Avenue, downtown Orlando, Florida Hospital’s Health Village and the I-4 corridor. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,119,200
$4,179/mo
Monthly Payment:
$4,179
Principal & Interest:
$4,146
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $223,840 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,093sq ft $273 / sq ft SFR
Lot Size2.1acre Built1993 On Site85days
REDUCED! Lakefront with great potential! 5 bedrooms, 6 bathrooms, Library, Media Room, Gourmet Kitchen, Marble and Granite flooring inside.. Outside features Private Screened... more
REDUCED! Lakefront with great potential! 5 bedrooms, 6 bathrooms, Library, Media Room, Gourmet Kitchen, Marble and Granite flooring inside.. Outside features Private Screened Pool and Spa, Patio, Dock with lift ALL overlooking beautiful Lake Berry. Home being sold As-Is in upcoming online auction event. Please contact listing agent for further details. less
Listing Provided Courtesy of Allison James Estates & Homes
Popularity
$75,000
$588/mo
Monthly Payment:
$588
Principal & Interest:
$277
HOA Dues:
$311
(Based on a 30 year fixed loan at 3.75% with $15,000 down)
Winter Park, FL 32792
2bed 2bath 1,105sq ft $68 / sq ft CND
Lot Size4,547sq ft Built1984 On Site85days
Short Sale.This ground floor end unit condo is ready for you.The 2 bedroom 2 bath condo has an open plan and both bedrooms are large. A screened in porch is a nice space for... more
Short Sale.This ground floor end unit condo is ready for you.The 2 bedroom 2 bath condo has an open plan and both bedrooms are large. A screened in porch is a nice space for entertaining. There is a laundry room and all the appliances stay. The dining area is adjacent to the kitchen and is great for entertaining. This complex is near shopping, UCF and FULL SAIL .Minutes to downtown. Winter Park schools. Come see this beauty today! A Great Place to Live. This unit is priced to sell... Bring an offer. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$229,500
$1,126/mo
Monthly Payment:
$1,126
Principal & Interest:
$850
HOA Dues:
$276
(Based on a 30 year fixed loan at 3.75% with $45,900 down)
Winter Park, FL 32789
2bed 3bath 1,536sq ft $149 / sq ft CND
Lot Size4,764sq ft Built1986 On Site85days
New Price! This urban townhouse style condo in Winter Park has it all! Character and location, location, location! Killarney Bay is a lovely lake front community with lake... more
New Price! This urban townhouse style condo in Winter Park has it all! Character and location, location, location! Killarney Bay is a lovely lake front community with lake access, a dock, tile roofs and a lakeside pool to enjoy the amazing Florida sunsets! Extremely convenient to Downtown Orlando, shopping, Park Ave, restaurants, Winter Park Village, I4 and much more! This 2-level remodeled property has 2 bedrooms and 2.5 baths with designated carport space at your doorstep. Double master suites and a spacious living room with a wood burning fireplace, a custom crafted bookshelf and desk area and wood laminate flooring. The kitchen is an open concept design with maple cabinets, corian countertops, stainless steel appliances and a snack bar. Other great characteristics are the screened lanai, lots of storage space, nice size bedrooms with walk in closets, balcony, garden tub, newer carpet, newer AC system (inside and out), interior laundry room with washer/dryer and a dining room with a wet bar. Fresh interior coat of paint! This is simply a charming place to call home! Offered with a 1-Year Home Warranty. less
Listing Provided Courtesy of Re/max Town Centre
Popularity
$950,000
$3,519/mo
Monthly Payment:
$3,519
Principal & Interest:
$3,519
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $190,000 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,444sq ft $658 / sq ft SFR
Lot Size20,476sq ft Built1949 On Site85days
125 feet on beautiful lake killarney! First time on market!! Outstanding opportunity to renovate charming 1949 bungalow or build your dream home (over 5500 sq ft) on this double... more
125 feet on beautiful lake killarney! First time on market!! Outstanding opportunity to renovate charming 1949 bungalow or build your dream home (over 5500 sq ft) on this double lot: 125 x 130 plus lakefront lot. Enjoy 239 acre, spring fed lake killarney: a serene place to call home with easy access to i-4/ downtown orlando or downtown winter park. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$768,990
$2,849/mo
Monthly Payment:
$2,849
Principal & Interest:
$2,849
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $153,798 down)
Winter Park, FL 32789
4bed 4bath 2,648sq ft $290 / sq ft SFR
Lot Size5,996sq ft Built2014 On Site86days
Take advantage of our $10,000 Home Discount! And we’ll pay $7,500 towards your closing costs when you use our preferred lander and Title Company! But hurry, home must... more
Take advantage of our $10,000 Home Discount! And we’ll pay $7,500 towards your closing costs when you use our preferred lander and Title Company! But hurry, home must close on or before March 31, 2015! Start fresh and buy new in Winter Park’s oldest area! This new home has the garage in the back with a private gated alley access. Step back into time with the nostalgic Craftsman exterior style with all the modern materials, processes and energy efficiency. This floorplan has an oversized kitchen and island in the heart of the home, connected to the single dining room area, first floor master bedroom. The interior design selections have elegant transitional style with mixture of dark cherry wood slate kitchen cabinets and painted White Island in the kitchen to create the furniture feel to this oversized kitchen. Our designer beautifully blended with a soft white quartz countertop and earth tone glass tile backsplash so this home doesn’t miss a detail! Our Energy Saver Homes offer Homebuyers the best in energy-efficiency and are backed by our program’s heating and cooling energy usage guarantee. These homes are friendlier to you, the environment and your pocketbook… it’s a win-win-win! less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,664sq ft $360 / sq ft SFR
Lot Size18,676sq ft Built1948 On Site86days
Olde World Charm is being brought back to life in this Winter Park bungalow! The discerning Buyer will appreciate the details lovingly done by the Seller throughout. From the... more
Olde World Charm is being brought back to life in this Winter Park bungalow! The discerning Buyer will appreciate the details lovingly done by the Seller throughout. From the pavered circle driveway, you arrive at the private entry. Passing through, notice the outdoor sitting area & garden areas recently added. Foyer greets you with travertine & stained glass window before entering the home on original refurbished Red Oak wood flooring. Great room includes a stunning marble fireplace with custom shelving just before you enter the bright Formal dining room through the alabaster mosaic columns. Throughout the home – solid wood interior doors, custom molding & trim work, reglazed windows & travertine in all wet areas. Kitchen offers a full complement of stainless steel appliances set off by the New kitchen with solid Maple cabinets & crown molding as well as separate Breakfast Nook. Owner’s suite flooring is solid bamboo & has a lovely sitting area with French doors & floor to ceiling windows to enjoy the natural light & private courtyard. Split floor plan with two guest bedrooms & shared bath on the opposite side of the home. Outdoors is such a pleasure from the pavered patio with custom canopy including ceiling fan in the fully landscaped & privacy fenced yard that extends over 200’deep making the property nearly ½ acre. Architectural shingle roof installed in 2011 before beginning the interior. Just a short bike ride to Downtown Winter Park, walk to Phelps Park, YMCA, Lake Knowles & Lakemont Elementary. less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$69,900
$515/mo
Monthly Payment:
$515
Principal & Interest:
$258
HOA Dues:
$257
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
3bed 2bath 1,356sq ft $52 / sq ft CND
Lot Size10.1acre Built1974 On Site86days
Spacious 3 bedroom 2 bath 1 st floor condo in Winter Park. The condo has been completely updated including stainless steel appliances in the kitchen. Desirable location near... more
Spacious 3 bedroom 2 bath 1 st floor condo in Winter Park. The condo has been completely updated including stainless steel appliances in the kitchen. Desirable location near great schools and colleges/Universities. 15 min to downtown Orlando.This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$254,900
$947/mo
Monthly Payment:
$947
Principal & Interest:
$944
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $50,980 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,596sq ft $160 / sq ft SFR
Lot Size10,346sq ft Built1964 On Site86days
Beautiful 4 bedroom/2 bath corner lot home in the heart of Winter Park. House has newer plumbing, A/C and upgraded electrical. Spacious kitchen features plenty of cabinets and... more
Beautiful 4 bedroom/2 bath corner lot home in the heart of Winter Park. House has newer plumbing, A/C and upgraded electrical. Spacious kitchen features plenty of cabinets and stainless steel appliances and granite breakfast bar. Home features some laminate wood, enclosed screened patio, bright and open living space, separate dining area, fenced yard. Home is close to downtown Winter Park, schools, hospital and Cady Way. Seller is motivated, quick answer to offers. Bring your buyers to see this one!! less
Listing Provided Courtesy of Homecenter Realty Associates
Popularity
$547,890
$2,164/mo
Monthly Payment:
$2,164
Principal & Interest:
$2,029
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.75% with $109,578 down)
Winter Park, FL 32792
Goldenrod Orange County School District
5bed 4bath 4,161sq ft $132 / sq ft SFR
Lot Size9,000sq ft Built2014 On Site87days
Brand New Energy-Efficient home ready for move in Jan 2015! This Kerrville with 5 bedroom, 4 bathroom features over-sized formal living and dining rooms, and a large open... more
Brand New Energy-Efficient home ready for move in Jan 2015! This Kerrville with 5 bedroom, 4 bathroom features over-sized formal living and dining rooms, and a large open kitchen with an island sink and work area, overlooking the spacious family room, breakfast nook, and patio. The private first floor study provides the perfect space to work from home or make it a seventh bedroom with bath to accommodate the occasional visitor. The master suite is located on the second floor and features a master bath with separate shower and corner tub, his and her vanities, and a huge walk-in closet. The second floor game room is the perfect size to relax with family or grab some popcorn and the latest movie and enjoy a private viewing in your own optional media room. Gated Community, Known for their energy efficient features, our homes help you live a healthier & quieter lifestyle while saving thousands of dollars on utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
Popularity
$602,492
$2,367/mo
Monthly Payment:
$2,367
Principal & Interest:
$2,232
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.75% with $120,498 down)
Winter Park, FL 32792
Goldenrod Orange County School District
6bed 4bath 5,111sq ft $118 / sq ft SFR
Lot Size9,000sq ft Built2014 On Site87days
Brand New Energy-Efficient home ready for move in Jan 2015! This extraordinary floor plan encompasses 6 over-sized bedrooms with plenty of room for study, sleep and storage,... more
Brand New Energy-Efficient home ready for move in Jan 2015! This extraordinary floor plan encompasses 6 over-sized bedrooms with plenty of room for study, sleep and storage, four luxurious bathrooms, and a sleek and stylish kitchen that flows through to the dining nook, family room, and private rear patio. The elegant first floor master suite, complete with huge walk-in closet and spa-like master bath, ensures that parents have a private escape as well. This home also features an open over-sized game room with full media room, and large formal living, dining, and study areas. The Del Rio offers plenty of options including a second floor master suite, second floor laundry, extended covered patio. Gated Community, Known for their energy efficient features, our homes help you live a healthier & quieter lifestyle while saving thousands of dollars on utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
Popularity
$1,379,000
$5,109/mo
Monthly Payment:
$5,109
Principal & Interest:
$5,109
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $275,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,260sq ft $324 / sq ft SFR
Lot Size12,500sq ft Built2015 On Site87days
Beautiful "Santa Barbara" Mediterranean Custom Home, built by the Top 2014 Winter Park Custom Home Builder, Dave Cahill Company will be under construction December 2014 with... more
Beautiful "Santa Barbara" Mediterranean Custom Home, built by the Top 2014 Winter Park Custom Home Builder, Dave Cahill Company will be under construction December 2014 with estimated completion date of June 2015. This open and airy home has 4 large bedrooms with private bathrooms, walk in closets, Powder Bath, Great Room with lofty ceilings, Den/Office, Family Dining Room, huge gourmet kitchen, enormous master closet, fabulous covered outdoor living with optional summer kitchen. Upstairs boast a large game room with an optional Ale Bar, 2 large bedrooms, private bathrooms and walk in closets. Additional bonus room has 352 square feet of unfinished space for a future room, including a full bathroom and walk in closet (unfinished space priced separately). Large backyard to add a pool now or later. less
Listing Provided Courtesy of Chc Realty
Popularity
$959,000
$3,586/mo
Monthly Payment:
$3,586
Principal & Interest:
$3,553
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $191,800 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 4,383sq ft $219 / sq ft SFR
Lot Size17,822sq ft Built1980 On Site88days
This Stately Red Brick home in the sought after City of Winter Park boasts over 4300 sq.ft. with a price per square foot under $219! This home will not last! 5... more
This Stately Red Brick home in the sought after City of Winter Park boasts over 4300 sq.ft. with a price per square foot under $219! This home will not last! 5 Bedrooms 4 Baths, 2 Bonus rooms and/or Offices plus an open Fitness room with an Abundance of Natural Light. Master Suite with Balcony overlooking Beautiful Screened Pool Area with Brick pavers and Summer Stainless Steel Kitchen. Hardwood and Custom Slate floors. Open Gourmet Kitchen with 48" 6 Burner Thermador Gas Range, Sub-Zero Refrigerator, built-in Granite Breakfast area opens to Dinning room and Wine Bar with Wine Cooler. Separate Formal Living and Large Family Room. Located in wonderful neighborhood on a Tree Lined street conveniently close to the "A Rated" Winter Park schools. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
10 11 12 13 14 15 16 17 18 ... 23
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: Wednesday, January 28, 2015 at 9:08 PM