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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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$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 3bath 1,105sq ft $68 / sq ft CND
Lot Size4,547sq ft Built1984 On Site45days
Short Sale.This ground floor end unit condo is ready for you.The 2 bedroom 2.5 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 2.5 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
Your search results are current and complete. Learn more
$236,000
$1,114/mo
Monthly Payment:
$1,114
Principal & Interest:
$874
HOA Dues:
$240
(Based on a 30 year fixed loan at 3.75% with $47,200 down)
Winter Park, FL 32789
2bed 3bath 1,536sq ft $154 / sq ft CND
Lot Size4,764sq ft Built1986 On Site45days
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,... more
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. 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 Site45days
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
$793,293
$2,939/mo
Monthly Payment:
$2,939
Principal & Interest:
$2,939
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $158,659 down)
Winter Park, FL 32789
4bed 4bath 2,648sq ft $300 / sq ft SFR
Lot Size5,996sq ft Built2014 On Site46days
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... more
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 Site46days
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
$78,500
$547/mo
Monthly Payment:
$547
Principal & Interest:
$290
HOA Dues:
$257
(Based on a 30 year fixed loan at 3.75% with $15,700 down)
Winter Park, FL 32792
3bed 2bath 1,356sq ft $58 / sq ft CND
Lot Size10.1acre Built1974 On Site46days
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 Site46days
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
$274,900
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $54,980 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,783sq ft $154 / sq ft SFR
Lot Size8,017sq ft Built1963 On Site47days
Beautifully renovated 4 bedroom, 2 bath on a spacious lot in desirable Winter Park Pines. Conveniently located, close to Cady Way Trail, with excellent schools. Fresh, new... more
Beautifully renovated 4 bedroom, 2 bath on a spacious lot in desirable Winter Park Pines. Conveniently located, close to Cady Way Trail, with excellent schools. Fresh, new landscaping with water feature, screened-in lanai, paved areas for grilling, new exterior lighting, and refreshed driveway. Inside you will find a brand new kitchen with new cabinets, granite countertops, glass and stainless steel backsplash, new flooring, and upgraded stainless steel appliances [French-door refrigerator; range with a 5-burner cooktop (including a warming zone), convection oven, and hidden oven element]; microwave with exhaust vented to the exterior; and dishwasher with stainless steel tub]. The newbathrooms are appointed with mahogany vanities withgranite countertops; a custom, frameless master shower; new exhaust fans; and GFCI outlets. The home has a convenient laundry/utility room. Electrical service has been updated inside and outside. The home has a security system and hard-wired smoke detectors. All lighting fixtures and door hardware are updated. The HVAC condenser contains a new, energy-efficient condensing unit with a lifetime warranty by a local firm. Home has been repainted inside and out.Terrazzo floors have been restored in the master and two other bedrooms. This home is beautiful and move-in ready. less
Listing Provided Courtesy of Not Available
Popularity
$543,450
$2,148/mo
Monthly Payment:
$2,148
Principal & Interest:
$2,013
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.75% with $108,690 down)
Winter Park, FL 32792
5bed 4bath 4,161sq ft $131 / sq ft SFR
Lot Size9,000sq ft Built2014 On Site47days
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
6bed 4bath 5,111sq ft $118 / sq ft SFR
Lot Size9,000sq ft Built2014 On Site47days
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 Site47days
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 Site48days
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
$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
Orange County School District
3bed 3bath 2,638sq ft $265 / sq ft SFR
Lot Size11,933sq ft Built1997 On Site48days
Desirable single story home, with three bedrooms, three full baths, and guest apartment in the heart of Winter Park! Located on a quiet circle, minutes from Park Avenue and... more
Desirable single story home, with three bedrooms, three full baths, and guest apartment in the heart of Winter Park! Located on a quiet circle, minutes from Park Avenue and nearby shops and dining, this home has a fantastic floor plan and offers over 2,600 square feet of living space, with formal living and dining, a large family room off the kitchen, and French doors that lead to the resort style pool and spa. Beautiful hardwood flooring has been laid throughout the home. Master bedroom is the perfect retreat with its vaulted ceilings, and en suite with his and her walk-in closets, double vanity, garden tub and shower. Each guest bedroom is generous in size and has their own private bath. Spacious kitchen features travertine flooring, an over-sized closet pantry, bar-top seating, built-in work-space, and breakfast nook. Family room is radiant with natural light that fills the space from the windows and French doors. Double sided, wood burning fireplace and built-in entertainment center help create the perfect entertainment space. Step outside and be inspired by the gorgeous backyard. Vinyl fencing around the property provides privacy, while the brick pavers, vine covered trellis, and stunning pool bring characteristic charm. Above the two-car, detached garage, is a guest apartment with office, half bath, and efficiency kitchen. Zoned for A-rated schools; Brookshire Elementary, Glendridge Middle, and Winter Park High. Schedule your showing today! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$332,250
$1,230/mo
Monthly Payment:
$1,230
Principal & Interest:
$1,230
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $66,450 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,820sq ft $183 / sq ft TWN
Lot Size8,532sq ft Built2014 On Site48days
Take Advantage of this PRE-SELLING Price - Price (to change SOON). Very few details to complete construction (Estimated completion: December 2014) Gorgeous Back Unit Colonial... more
Take Advantage of this PRE-SELLING Price - Price (to change SOON). Very few details to complete construction (Estimated completion: December 2014) Gorgeous Back Unit Colonial style 3 Bedroom/2 1/2 bath townhome with 1,820 sq ft located in the Winter Park Pines area. Most outstanding features include: 42" high Wood-Like European Style Kitchen Cabinets with Granite Countertop, Stainless Steel Appliances, incl. Refrigerator, 10' Ceiling - 1st Floor, Tile Floor Downstairs, High Quality Wood-like Laminate Floor Upstairs, Porch and Balcony. A HOA is not planned since the ownership is fee simple (not condominium) with common electric and water bills to be shared by owners. Lot size, parcel ID and legal description specified are subject to change once the 2 units in the building are individually recorded in Orange County. Note: Sale reflected in 2012 was for the vacant land. less
Listing Provided Courtesy of Not Available
Popularity
$185,900
$688/mo
Monthly Payment:
$688
Principal & Interest:
$688
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,180 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,168sq ft $159 / sq ft SFR
Lot Size8,911sq ft Built1960 On Site49days
New price! Motivated seller! Charming east winter park home located only minutes from rollins college, park avenue, university of central florida, restaurants, banking, retail... more
New price! Motivated seller! Charming east winter park home located only minutes from rollins college, park avenue, university of central florida, restaurants, banking, retail shopping & other attractions. Major roads in the immediate area include sr-436/semoran blvd, sr-417, colonial dr & sr-408. Home features ceramic tile flooring, 1 car carport, spacious rear yard, ceiling fans, & wooden kitchen cabinets. Sold as-is, where-is. No seller’s disclosures. Seller is making no warranties or representations of property condition. Room dimensions are approximate & should be independently verified. Proof of funds/pre-approval letter required with all offers. Buying party is responsible for verifying whether or not property condition will qualify for buyer’s specific loan program. Hoa dues are subject to change & special assessments & must be verified by buyer. less
Listing Provided Courtesy of Real Estate Asset Disposition
Popularity
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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.

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: Saturday, December 20, 2014 at 6:21 AM