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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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$569,950
$2,111/mo
Monthly Payment:
$2,111
Principal & Interest:
$2,111
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $113,990 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,978sq ft $191 / sq ft SFR
Lot Size11,729sq ft Built1957 On Site36days
Completely Renovated 4/3 Winter Park home located on an oversized corner lot. Second story kids playroom or air conditioned storage area. Great schools. Hardwood and Travertine... more
Completely Renovated 4/3 Winter Park home located on an oversized corner lot. Second story kids playroom or air conditioned storage area. Great schools. Hardwood and Travertine floors throughout. Gorgeous new kitchen including large Granite bar, counter tops and Stainless Steal Appliances. New Master Suite with Bamboo Wood floors and double closets. Sun Parlor, Formals including cozy wood burning fireplace. Every inch of this home has been updated / remodeled inside and out!! Minutes to Downtown Winter Park, Baldwin Park, shopping, Professional offices and Florida Hospital Winter Park. less
Listing Provided Courtesy of Prudential Results Realty
Popularity
We show you every available listing. Here's how
$169,900
$629/mo
Monthly Payment:
$629
Principal & Interest:
$629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,312sq ft $129 / sq ft SFR
Lot Size8,400sq ft Built1969 On Site36days
Location, location, location. Fantastic opportunity to own in Seminole County. Property has scores of potential but needs electrical, plumbing and a new roof. In-ground, working... more
Location, location, location. Fantastic opportunity to own in Seminole County. Property has scores of potential but needs electrical, plumbing and a new roof. In-ground, working pool home is centrally located with easy access to major roads, shopping & dining. Desirable Seminole County Public Schools. Property is Sold AS-IS with no warranties and no repairs. Buyer to verify HOA, taxes, lot sizes, room dimensions, construction type. **Pool in process of being maintained** *Open permit from 2000 for the a/c. Seller will not address, buyer must sign a hold harmless.* less
Listing Provided Courtesy of The Devinney Real Estate Group
Popularity
$899,000
$3,330/mo
Monthly Payment:
$3,330
Principal & Interest:
$3,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,744sq ft $328 / sq ft SFR
Lot Size27,500sq ft Built1996 On Site36days
Living the Lakefront dream on Lake Killarney! Welcome home to a one story ideal home with a fabulous floor plan and lake views from almost every room (but one). This home... more
Living the Lakefront dream on Lake Killarney! Welcome home to a one story ideal home with a fabulous floor plan and lake views from almost every room (but one). This home includes 2 large master suites, both with views of the lake, an additional 3rd bedroom with a guest bath and a professional office. Home is located on a quiet cul-de-sac with an oversized 3 car garage and storage galore! The kitchen includes tons of corian counter space with an eat-in bar, island, gas range, and a large dinette area with additional cabinets and buffet counter. The spacious living room includes 13 foot valued ceilings, with canned lights, a gas fireplace, built-ins and large glass sliding doors to help bring the outside living in. Open Dining room is wrapped in custom bookshelves to make a versatile room. The covered patio is perfect for dining and entertaining that overlooks the screened pool with a stone waterfall. Store your boat on your large dock with a covered roof and lift. Ride your boat over to Hillstone for dinner! The propane gas goes to the following: stove, hot water heater, fireplace and dryer. Every window and door has hurricane shutters for protection. 1 large AC system with 3 separate AC zones for comfort. Home sits on over ½ acre of high and dry property! This is fabulous WP Lakefront living! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$2,599,000
$9,629/mo
Monthly Payment:
$9,629
Principal & Interest:
$9,629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $519,800 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size14.2acre BuiltN/A On Site36days
7.5 usable Acre Lakefront Winter Park Equestrian Estate Located in the heart of the city. Ideal for Assisted Living Facility, School, Church or community center under current... more
7.5 usable Acre Lakefront Winter Park Equestrian Estate Located in the heart of the city. Ideal for Assisted Living Facility, School, Church or community center under current zoning. Can be rezoned to fit Approx. 30 Single Family residential home sites. Classic 1960's custom 3br/2.5 bath 2,672 square foot Florida pool home Separate Lakefront Mother-in-Law E Expansive and Extremely Private Lake View under Grandfather Oaks 330' Frontage on Crystal Clear, Spring Fed Lake Florence w/private boat ramp White Sand Beach Horse Swimming Area 5 minutes from Trinity Prep, 10 minutes from Park Maitland On-going agricultural operations uniquely qualify this income producing Winter Park estate for taxes of only $2,200 annually. Subdivide into 4 estate home sites without rezoning or into 30 +/- residential lots by rezoning. less
Listing Provided Courtesy of Stirling Sotheby's Int'l Rlty
Popularity
$225,000
$1,073/mo
Monthly Payment:
$1,073
Principal & Interest:
$833
HOA Dues:
$240
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32789
2bed 2bath 1,140sq ft $197 / sq ft CND
Lot Size4,646sq ft Built1986 On Site37days
Think great location, sun-filled rooms and soaring ceilings. This 2nd floor 2 bedroom 2 bath condo is an end unit with windows on three sides and was completely renovated in... more
Think great location, sun-filled rooms and soaring ceilings. This 2nd floor 2 bedroom 2 bath condo is an end unit with windows on three sides and was completely renovated in 2012. Everything is new - wood floors, large living room, fireplace, custom kitchen, stainless steel appliances, granite counter tops, separate dining room, walk-in custom closet in the master bedroom, plenty of storage. 2nd bedroom has a built-in murphy bed and built in desk and shelves. This very cool condo is in Killarney Bay Condos - a lake front community with lake access, a dock to sit on and watch the sunsets, tile roofs, a lakeside pool and covered parking. Walking distance to all the shops and restaurants of Winter Park Village, a 20 screen movie theater, Hillstone restaurant, Trader Joe's and so much more. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$275,000
$1,019/mo
Monthly Payment:
$1,019
Principal & Interest:
$1,018
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,754sq ft $157 / sq ft SFR
Lot Size9,462sq ft Built1970 On Site37days
Recently upgraded!!! 4 bedroom 2 bedroom house situated on a cul-de-sac. Features a spectacular updated kitchen with stainless steel appliances with 2 breakfast bars. Kitchen... more
Recently upgraded!!! 4 bedroom 2 bedroom house situated on a cul-de-sac. Features a spectacular updated kitchen with stainless steel appliances with 2 breakfast bars. Kitchen opens up to family room and large dining area. Great inside laundry room with plenty of space. Split bedroom floor plan, large master suite with french doors leading out to florida room and pool view. The lot is oversized, and has a large gated fence opening for boat or rv parking. Private fenced backyard includes an in-ground pool, large shed ,& plenty of room to garden and entertain! Conveniently located just 10 minutes from downtown orlando and 35 minutes from the disney attractions, convenient to the 417 toll road, downtown winter park, shopping, and dining. less
Listing Provided Courtesy of Keller Williams Classic Ii
Popularity
$1,100,000
$4,175/mo
Monthly Payment:
$4,175
Principal & Interest:
$4,075
HOA Dues:
$100
(Based on a 30 year fixed loan at 3.75% with $220,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,333sq ft $330 / sq ft SFR
Lot Size12,324sq ft Built2005 On Site37days
This beautiful Mediterranean home is set in the very sought after subdivision of Pennsylvania Place. As soon as you drive into this quaint Winter Park neighborhood you know... more
This beautiful Mediterranean home is set in the very sought after subdivision of Pennsylvania Place. As soon as you drive into this quaint Winter Park neighborhood you know there is no place like home. The home itself boasts a turnkey lifestyle while many luxury features exist as you walk in the front entry. Engineered wood flooring, crown moulding, butlers pantry, a separate bar area for entertaining your friendly neighbors. The spacious downstairs master bedroom includes a sitting area, 2 walk-in closets and oversized ensuite bath. If location and features weren't enough, knowing that the home has been meticulously maintained should give a great deal of comfort. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$46,900
$173/mo
Monthly Payment:
$173
Principal & Interest:
$173
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $9,380 down)
Winter Park, FL 32792
Golfside
1bed 1bath 776sq ft $60 / sq ft CND
Lot SizeN/Asq ft Built1969 On Site37days
Own for less than renting. Winter Park Condo (Golfside Villas) 1bd/1bath. Near Full Sail University and UCF. On Semoran Blvd (Hwy 436) bus route. Huge 1... more
Own for less than renting. Winter Park Condo (Golfside Villas) 1bd/1bath. Near Full Sail University and UCF. On Semoran Blvd (Hwy 436) bus route. Huge 1 bedroom condo (approximately 775 sq feet). Quiet, located in back of complex. Second floor unit, overlooking pool. Totally renovated, new kitchen, new appliances, granite countertops. Bathroom completely redone, new paint and carpet throughout. New HVAC inside and outside units. Excellent Winter Park Schools - Brookshire Elementary, Glenridge Middle and Winter Park High School. less
Listing Provided Courtesy of Jack Keller Inc
Popularity
$800,000
$2,963/mo
Monthly Payment:
$2,963
Principal & Interest:
$2,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $160,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size19,059sq ft BuiltN/A On Site37days
Lot split into two single family building lots, 75x130 (approx) each lot, City of Winter Park Building Codes apply. Value is in the land for two separate building lots.... more
Lot split into two single family building lots, 75x130 (approx) each lot, City of Winter Park Building Codes apply. Value is in the land for two separate building lots. Letter of split approval available. Great City of Winter Park new home locations! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$2,795,000
$10,355/mo
Monthly Payment:
$10,355
Principal & Interest:
$10,355
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $559,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 6,285sq ft $445 / sq ft SFR
Lot Size32,129sq ft Built2011 On Site38days
Magnificent estate home & unique oversized property in the heart of the Via's... premier location on triple lot (3/4 acre) on quiet street... This home was custom built in 2011... more
Magnificent estate home & unique oversized property in the heart of the Via's... premier location on triple lot (3/4 acre) on quiet street... This home was custom built in 2011 with Hal George at Parkland Homes, top quality craftsmanship & exquisite trim / moldings thru-out, bright-open floor plan, high detailed ceilings, generous room sizes, designer lighting, lots of great windows & french doors... Fabulous 1st floor master retreat with lavish bath along with his & her baths/dressing areas... Wonderful huge gourmet island kitchen with commercial appliances & extensive cabinetry, elegant "club room" with full bar & paneled walls, large beautiful formal dining & living rooms with windows/french doors both sides, and a library downstairs... Upstairs includes 4 bedroom suites, game room & bonus room... The outdoor living is nothing short of spectacular with tremendous grounds, expansive covered lanai (invisible remote retractable screens), classic pool area & walled in private yard... Enjoy the Winter Park Racquet Club, tennis courts, & access to Lake Maitland "chain of lakes" next door... A perfect entertaining home & property!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$785,000
$2,908/mo
Monthly Payment:
$2,908
Principal & Interest:
$2,908
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $157,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
4bed 3bath 2,483sq ft $316 / sq ft SFR
Lot Size10,637sq ft Built1930 On Site38days
Charming olde Winter Park bungalow on beautiful quiet brick street walking distance to Park Avenue & Rollins College... home has been updated and well maintained over the... more
Charming olde Winter Park bungalow on beautiful quiet brick street walking distance to Park Avenue & Rollins College... home has been updated and well maintained over the years... Bright-open floor plan with wood floors thru-out... 2 bedrooms / 1 bath down and the master suite and another bedroom/bath upstairs... Unusually great closet space (especially in the master and 2nd bedroom)... kitchen & baths have been updated over the years along with recent new appliances in kitchen... wonderful front sunroom at entry, french doors, lots of windows... there is a private pool and huge back yard for entertainment!!! detached garage and mature landscaping backing up to creek/preserve... Deeded lake access to "chain of lakes" via lake lot & dock on Lake Virginia! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$275,000
$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 $55,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,592sq ft $173 / sq ft SFR
Lot Size9,542sq ft Built1965 On Site38days
Winter Park Pines Beautiful home with multiple upgrades including newer roof, AC, stucco, gutters, electrical, paint. Tiled, sprinkler well and timer, fenced backyard, screened... more
Winter Park Pines Beautiful home with multiple upgrades including newer roof, AC, stucco, gutters, electrical, paint. Tiled, sprinkler well and timer, fenced backyard, screened porch, back deck and on a corner Lot. New Windows and Updated Baths. Mature Oak Trees and landscaping. A - Rated Winter Park Schools!! less
Listing Provided Courtesy of Florida Home Realty & Invest
Popularity
$179,900
$666/mo
Monthly Payment:
$666
Principal & Interest:
$666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,980 down)
Winter Park, FL 32789
Baldwin Park Orange County School District
4bed 2bath 1,548sq ft $116 / sq ft SFR
Lot Size7,508sq ft Built1959 On Site38days
Short Sale! Home needs TLC, great for a redo! Winter Park School District. Located adjacent to Baldwin Park. Great sought after location.
Short Sale! Home needs TLC, great for a redo! Winter Park School District. Located adjacent to Baldwin Park. Great sought after location. less
Listing Provided Courtesy of Palm Properties Of Cf, Inc.
Popularity
$2,395,000
$8,873/mo
Monthly Payment:
$8,873
Principal & Interest:
$8,873
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $479,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,416sq ft $542 / sq ft SFR
Lot Size1.1acre Built2000 On Site39days
Beautiful Lakefront Estate within walking distance to Park Avenue! Situated in a private setting on the shores of Lake Mizell. This lovely home features 4 bedrooms, an office, a... more
Beautiful Lakefront Estate within walking distance to Park Avenue! Situated in a private setting on the shores of Lake Mizell. This lovely home features 4 bedrooms, an office, a bonus room, and 5 full bathrooms. A granite bar with wine cooler and refrigerator is located between the living room and dining room. Quality finishes throughout such as cherry wood floors, high ceilings, extensive crown moulding, dramatic stairway, beautiful built-ins, expansive island kitchen with granite countertops and SS Appliances. Lakeviews to be enjoyed from the Living Room, Dining Room, Kitchen, Master, Master Bath and two of the Bedrooms. The Master Bedroom is a true oasis with a lovely stone gas fireplace, two balconies with one overlooking the front of the property and the other overlooking the lake. The exquisite master bath also looks over the lake. All secondary bedrooms are suites including the one upstairs next to a large bonus room and kitchenette. Closets galore plus a 3 car garage. Step out back to the serene setting with a fabulous pool, spa and lush lawn down to the tree-lined shoreline of Lake Mizell. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$209,900
$777/mo
Monthly Payment:
$777
Principal & Interest:
$777
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $41,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,788sq ft $117 / sq ft SFR
Lot Size14,000sq ft Built1961 On Site39days
What a lot! If you are looking for a huge backyard with plenty of land in this area, then look no further! This property is perfect for you. This 4 bedroom 2 bath home is ideal... more
What a lot! If you are looking for a huge backyard with plenty of land in this area, 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
3 4 5 6 7 8 9 10 11 ... 16 26
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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: Friday, December 19, 2014 at 6:21 AM