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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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$199,900
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,788sq ft $112 / sq ft SFR
Lot Size14,000sq ft Built1961 On Site137days
Price reduced. Bring all offers! ....What a lot! If you are looking for a huge backyard with plenty of land, then look no further! This property is perfect for you. This 4... more
Price reduced. Bring all offers! ....What a lot! If you are looking for a huge backyard with plenty of land, then look no further! This property is perfect for you. This 4 bedroom 2 bath home is ideal for the family looking to settle down in a great area. Come see this home today! less
Listing Provided Courtesy of Century 21 Roo Realty
Popularity
We show you every available listing. Here's how
$90,000
$333/mo
Monthly Payment:
$333
Principal & Interest:
$333
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $18,000 down)
Winter Park, FL 32789
1bed 1bath 787sq ft $114 / sq ft CND
Lot Size4,460sq ft Built1964 On Site137days
Updated 1 bedroom unit at Winter Park Gardens, a 55+ Community. (Open to buyers under 55) This unit has a screened porch to enjoy the view of the pool and lush landscaping of... more
Updated 1 bedroom unit at Winter Park Gardens, a 55+ Community. (Open to buyers under 55) This unit has a screened porch to enjoy the view of the pool and lush landscaping of the community. The foyer with two large closets opens to a spacious living/dining area. Lots of storage in the master bedroom as well with an additional two closets. The galley kitchen has maple cabinets, newer counter tops and appliances. Neat and clean, this unit has been well maintained and is move-in ready. Winter Park amenities nearby, including Park Ave, Rollins College, Farmers Market and Winter Park Village. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$1,000,000
$3,704/mo
Monthly Payment:
$3,704
Principal & Interest:
$3,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $200,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,265sq ft $306 / sq ft SFR
Lot Size8,583sq ft Built2015 On Site138days
Stunning Custom Contemporary home that will exceed your client's expectations! This gorgeous home will have the master, study and second bedroom all on the first floor.... more
Stunning Custom Contemporary home that will exceed your client's expectations! This gorgeous home will have the master, study and second bedroom all on the first floor. The spacious open concept downstairs living, dining and eat-in kitchen boasts picturesque views of the luxurious resort style swimming pool viewed through the floor to ceiling panoramic sliding glass doors. The living room will also have a sleek, modern, flush mount fireplace to further enhance the luxury of this design. The study will boast a modern sliding barn door and the entry will have an IMPRESSIVE open riser cantilever stair system that will appear to be floating. The first floor master suite offers a private en suite master bath that boasts a "wet room" shower and stand alone tub, as well, as a private outdoor space with an additional shower. It also includes a stackable washer and dryer for convenience. The second floor has two additional bedrooms, a loft area, and a full laundry for servicing the upstairs living. This architect has made exceptional use of light via oversized windows throughout. The exquisite exterior will boast a Stacked Stone accent, exterior wood ceilings, a paver driveway, walk ways and lanai and a ten year warranty exterior paint system. This will be a must see for the most discerning clients!!! less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$959,000
$3,553/mo
Monthly Payment:
$3,553
Principal & Interest:
$3,553
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $191,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,700sq ft $259 / sq ft SFR
Lot Size11,887sq ft Built2012 On Site138days
Beautiful New David Weekley four bedroom, five bath home built in spectacular neighborhood overlooking Wilbar pond. Tile roof and three car garage. Fresh, transitional design.... more
Beautiful New David Weekley four bedroom, five bath home built in spectacular neighborhood overlooking Wilbar pond. Tile roof and three car garage. Fresh, transitional design. Open, light and bright with office, bonus room, mud room and tons of air conditioned storage. Wood floors throughout and dramatic wrought iron staircase. Volume ceilings and custom plantation shutters. You will fall in love with the huge designer kitchen and expansive granite eat-in island with gorgeous cabinets and top of the line GE Monogram Advantium appliances. Kitchen flows into additional breakfast room and has two back porches for entertaining. Super functional floor plan. Desirable first floor owners retreat with large upgraded master bathroom including shower and Jacuzzi tub. Seller has customized closets with top of the line organizers. Builder did not skimp with upstairs bedrooms and baths. Nicely sized and upgraded counters and granite. Separated guest suite. Gold energy efficiency rating - double pane/low-e windows, healthy SEER 14.5 AC and R-38 blown insulation. Large wrap around back yard big enough to build your own pool. New privacy fence. Great schools. Eight year builder warranty. Priced to sell quickly! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$369,900
$1,370/mo
Monthly Payment:
$1,370
Principal & Interest:
$1,370
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $73,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,935sq ft $191 / sq ft TWN
Lot Size4,775sq ft Built2002 On Site141days
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... more
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
$900,000
$3,334/mo
Monthly Payment:
$3,334
Principal & Interest:
$3,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $180,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size20,476sq ft BuiltN/A On Site141days
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 Site141days
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
$214,999
$1,072/mo
Monthly Payment:
$1,072
Principal & Interest:
$796
HOA Dues:
$276
(Based on a 30 year fixed loan at 3.75% with $43,000 down)
Winter Park, FL 32789
2bed 3bath 1,536sq ft $140 / sq ft CND
Lot Size4,764sq ft Built1986 On Site142days
Price reduced for a quick sale! Motivated seller! Walk over to Trader Joe's! This urban 2-level condo in Winter Park has character and prime location! Killarney Bay is a... more
Price reduced for a quick sale! Motivated seller! Walk over to Trader Joe's! This urban 2-level condo in Winter Park has character and prime location! Killarney Bay is a beautiful lake front community with Lake Killarney 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 with walk-in closets (2nd floor) and a spacious living room with a wood burning fireplace, a custom crafted bookshelf/desk and laminate wood floors. Open concept kitchen design with maple cabinets, Corian countertops, stainless steel appliances and snack bar. Other characteristics include a screened lanai, lots of storage space, balcony, newer carpet, newer AC system (inside and out), interior laundry room with the washer and dryer and a wet bar in the dining room. New interior paint. One year home warranty included. Run, don’t walk! less
Listing Provided Courtesy of Re/max Town Centre
Popularity
$900,000
$3,334/mo
Monthly Payment:
$3,334
Principal & Interest:
$3,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $180,000 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,444sq ft $623 / sq ft SFR
Lot Size20,476sq ft Built1949 On Site142days
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 N/A
$699,000
$2,589/mo
Monthly Payment:
$2,589
Principal & Interest:
$2,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,800 down)
Winter Park, FL 32789
4bed 4bath 2,648sq ft $264 / sq ft SFR
Lot Size5,996sq ft Built2014 On Site143days
Open Sat Mar 28, 10am-1pm
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
$549,900
$2,037/mo
Monthly Payment:
$2,037
Principal & Interest:
$2,037
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,664sq ft $330 / sq ft SFR
Lot Size18,676sq ft Built1948 On Site143days
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
$61,500
$484/mo
Monthly Payment:
$484
Principal & Interest:
$227
HOA Dues:
$257
(Based on a 30 year fixed loan at 3.75% with $12,300 down)
Winter Park, FL 32792
3bed 2bath 1,356sq ft $45 / sq ft CND
Lot Size10.1acre Built1974 On Site143days
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 Site143days
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
$555,158
$2,191/mo
Monthly Payment:
$2,191
Principal & Interest:
$2,056
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.75% with $111,032 down)
Winter Park, FL 32792
Goldenrod Orange County School District
5bed 4bath 4,161sq ft $133 / sq ft SFR
Lot Size9,000sq ft Built2014 On Site144days
Brand New Energy-Efficient home ready for move in NOW! This Kerrville with 5 bedroom, 4 bathroom features over-sized formal living and dining rooms, and a large open kitchen... more
Brand New Energy-Efficient home ready for move in NOW! 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
$1,399,900
$5,186/mo
Monthly Payment:
$5,186
Principal & Interest:
$5,186
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $279,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,260sq ft $329 / sq ft SFR
Lot Size12,500sq ft Built2015 On Site144days
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
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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Data last updated: Friday, March 27, 2015 at 12:31 PM