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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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$169,900
$774/mo
Monthly Payment:
$774
Principal & Interest:
$629
HOA Dues:
$145
(Based on a 30 year fixed loan at 3.75% with $33,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,628sq ft $104 / sq ft TWN
Lot Size2,427sq ft Built2005 On Site24days
Great 3/2.5 end unit townhome with all new paint, new carpet and new laminate floors in living/dining area! Home also features volume ceilings, covered screen porch and 1-car... more
Great 3/2.5 end unit townhome with all new paint, new carpet and new laminate floors in living/dining area! Home also features volume ceilings, covered screen porch and 1-car garage. Located in gated community of vistas at lake howell. All bedrooms and laundry on 2nd floor. Super location with winter park address and lower seminole county taxes! Close to 436, 417 & many restaurants/shopping areas! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
We show you every available listing. Here's how
$219,900
$814/mo
Monthly Payment:
$814
Principal & Interest:
$814
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 2,106sq ft $104 / sq ft SFR
Lot Size13,976sq ft Built1962 On Site24days
REDUCED! Relax poolside after a hard day's work at this Eastbrook cul-de-sac home on .32 acre! No need for paint, carpet, laminate flooring or new kitchen 'cause it's already... more
REDUCED! Relax poolside after a hard day's work at this Eastbrook cul-de-sac home on .32 acre! No need for paint, carpet, laminate flooring or new kitchen 'cause it's already done! New cabinets, counter tops, dishwasher, range hood, tile back-splash! Updated A/C, plumbing, roof! Living room French doors lead to the Florida room (bonus room) that has a wall A/C unit, removable windows, and carpet and tile flooring. The inside laundry room (20x7) is not under A/C, but has cabinets and a counter-top, along with a new water heater. Plenty of storage above the family room since decking was laid down for future 2nd floor. Automatic attic exhaust fan and shed, too! less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$599,900
$2,222/mo
Monthly Payment:
$2,222
Principal & Interest:
$2,222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,980 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,159sq ft $278 / sq ft SFR
Lot Size6,831sq ft Built2015 On Site24days
Brand new winter park contruction. Recently completed home on the corner of kenwood and beloit with the wow factor! A great opportunity to purchase in an area of new homes. The... more
Brand new winter park contruction. Recently completed home on the corner of kenwood and beloit with the wow factor! A great opportunity to purchase in an area of new homes. The architecture of this home combines a tile roof spanish style exterior and a modern, clean lines interior. You will be delighted with the amount of natural sunlight that pours into the house, enhancing the elegant fixtures and open feeling. The first floor boasts a large area for living and entertaining, and a bedroom suite, complete with pocket doors and its own bathroom and oversized closet. This is a perfect transitional area that can also be used for a library or guest suite. The kitchen features european style cabinetry, pendant lighting, stainless steel appliances, an oversized island/snack bar and a large pantry. Stylishly practical, travertine flooring spans throughout the entire 1st floor. Volume ceilings and 9 foot doors complete the look, including a sweeping cathedral ceiling between the dining area and great room. French doors lead to the patio already equipped with cabinets and sink for an outdoor kitchen, and a lovely backyard area. The first floor is then split into an area that leads to a full size laundry room, private half bath, and a beautiful back staircase of wood and wrought iron. The master bedroom boasts a balcony off the front, and a privately situated and spacious master bathroom in the back. An additional bedroom ensuite completes the 2nd floor. Many additional features and details. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$750,000
$2,778/mo
Monthly Payment:
$2,778
Principal & Interest:
$2,778
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $150,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,818sq ft $413 / sq ft SFR
Lot Size12,547sq ft Built1945 On Site24days
Note: value of this property is in the land and its winter park location . Corner lot with 190 ft frontage on summerland ave (east-west) and 65 ft on summerland ave... more
Note: value of this property is in the land and its winter park location . Corner lot with 190 ft frontage on summerland ave (east-west) and 65 ft on summerland ave (north-south) one block from lake maitland and just a couple blocks north of park avenue. The house on the property, though well kept and very livable as is, is dwarfed by the newer much larger homes built in this area of winter park. This house can be demolished for construction of a new home / mansion more compatible to the neighborhood and use of the impact fee credits and utility hook ups or the house could be substantially expanded and renovated to be compatible with surrounding houses. The corner lot has some nice oak trees and has a fenced back yard. The house is 3 bedrooms with 3 baths, a large living and dining room and kitchen. The 3rd bedroom and bath are set up as an attached guest room or mother in law suite off the living room. There is a 2 car carport with storage room/laundry room at the end. Again, the house is nice and livable but the highest and best use of this property is in construction of a larger home / mansion compatible with the surrounding homes. Just a block from lake maitland and a couple blocks north of park avenue make this a very desirable location. less
Listing Provided Courtesy of P M Properties
Popularity
$429,000
$2,060/mo
Monthly Payment:
$2,060
Principal & Interest:
$1,589
HOA Dues:
$471
(Based on a 30 year fixed loan at 3.75% with $85,800 down)
Winter Park, FL 32789
3bed 3bath 1,944sq ft $221 / sq ft CND
Lot SizeN/Asq ft Built2004 On Site25days
Rarely available, this condo in the Arbors on Aragon is charming and conveniently nestled near the heart of Olde Winter Park. This three bedroom and three bathroom property is... more
Rarely available, this condo in the Arbors on Aragon is charming and conveniently nestled near the heart of Olde Winter Park. This three bedroom and three bathroom property is filled with a generous amount of natural light and nicely appointed finishes. A few of these quality appointments include hardwood flooring, crown molding, volume ceilings, granite counter tops, pavered porches and a tile roof. Built in 2004, the floor plan is modern and functional. The kitchen, dining and family room spaces are sizeable and open to each other. The kitchen features granite counter tops, stainless appliances, a built-in desk, pantry closet and abundant cabinetry for storage. The pavered and nicely landscaped backyard is fully fenced and accessed from the family room area. The downstairs bedroom has an adjacent full bathroom. This room can easily be doubled as a den or home office. Completing the first floor is an interior utility room with hidden storage and an attached one car garage. Headed to the second level, you will find decorative iron railing accents. The second bedroom and ensuite bath face out over the front of the home with french doors leading to a private balcony with great views of Alfond Stadium. Across the landing is the expansive master suite, thoughtfully finished with wide plank flooring, walk-in closet with built-in organization system, and french doors leading to the serene screened balcony. Exquisite master bath includes double sinks, a garden tub, and separate shower. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,923sq ft $259 / sq ft SFR
Lot Size10,365sq ft Built1960 On Site25days
Open Sun Jul 5, 12pm-3pm
Classic Kenilworth Shores Home features Traditional Floor Plan, Original Hardwood Floors & Beautiful Crown Molding! Lovely Foyer opens to large Living room with wood burning... more
Classic Kenilworth Shores Home features Traditional Floor Plan, Original Hardwood Floors & Beautiful Crown Molding! Lovely Foyer opens to large Living room with wood burning fireplace & custom built-in bookcases. Light & bright Dining Room with original built-in corner cupboards & french doors. Delightful updated kitchen with Stainless Steel Appliances & breakfast bar overlooking cozy Family Room. AMAZING Custom POOL with hot tub & fountains is the perfect centerpiece for the spacious multi-level backyard oasis! This home has been lovingly maintained PLUS Upgrades include: Roof 2011. Plumbing 2006, AC 2008, Interior & Exterior Paint 2014-2015, Awnings 2014, Appliances 2014 PLUS BRAND NEW sod & sprinkler system to enhance already beautiful front yard curb appeal!! Extra special features: 2 car garage & Brookshire Elementary, Glenridge Middle & Winter Park High School! Property located in a fantastic neighborhood with views of Lake Berry across the street!! WELCOME HOME! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$199,000
$737/mo
Monthly Payment:
$737
Principal & Interest:
$737
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32789
1bed 1bath 673sq ft $296 / sq ft CND
Lot Size24,593sq ft Built1956 On Site25days
Large master with walk-in closet. Tile flooring in living area, marble bath, with easy access shower. Community pool with nice sun deck.
Large master with walk-in closet. Tile flooring in living area, marble bath, with easy access shower. Community pool with nice sun deck. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$399,900
$1,481/mo
Monthly Payment:
$1,481
Principal & Interest:
$1,481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,881sq ft $213 / sq ft SFR
Lot Size6,750sq ft Built1950 On Site25days
This gorgeous Orwin Manor mid century home is totally renovated! The home features beautiful wood floors throughout the entire home. The brand new kitchen is state of the art... more
This gorgeous Orwin Manor mid century home is totally renovated! The home features beautiful wood floors throughout the entire home. The brand new kitchen is state of the art with granite counter tops, expresso custom cabinets and all new stainless steel appliances. The bathrooms are also brand new with custom stone tile. The interior has fresh paint throughout the home and customized wood casings around all windows. The home has all new thermal windows. The exterior has new stucco and has been freshly painted. There is new PVC coated soffit and fascia. There is new AC, new HVAC system, updated electrical and the roof is 3 years old. The home also has a paver driveway, slate porch and new sod. Shows great! **Virtual tour available** less
Listing Provided Courtesy of Razzani International Realty
Popularity
$195,000
$722/mo
Monthly Payment:
$722
Principal & Interest:
$722
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,671sq ft $117 / sq ft SFR
Lot Size9,452sq ft Built1961 On Site25days
Beautifully renovated four bedroom, two bathroom, plus bonus and office, home with screened in porch and pool! Gorgeous Oak and Magnolia trees that have been meticulously cared... more
Beautifully renovated four bedroom, two bathroom, plus bonus and office, home with screened in porch and pool! Gorgeous Oak and Magnolia trees that have been meticulously cared for and recently trimmed help shade your front yard. You will love the open floor plan and large remodeled kitchen with granite counters, wood bar and cabinets, and new stainless steel appliances. Eat-in space in kitchen, plus private office. House has recently been re-painted inside, new crown molding, and French doors added to the screened and freshly painted porch. Wood laminate floors have been put in bedrooms for allergies. Top of the line brand new AC Carrier- 16 Seer Heat Pump with UV for allergy protection. New sewer line added from house to the street. New electrical panel. The improvements and upgrades go on and on. Enjoy Florida living with the 13,000 gallon pool, covered porch, and fenced yard. Roof replaced about 10 years ago. Bathrooms have been updated. Inside laundry and storage room for all lawn supplies. New wireless security system. Tons of storage. Well water for garden and lawn. Seminole County A-rated schools. Close to shopping - Costco, Publix, Whole Foods and Park Avenue. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$850,000
$3,149/mo
Monthly Payment:
$3,149
Principal & Interest:
$3,149
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $170,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,518sq ft $242 / sq ft SFR
Lot Size14,091sq ft Built1964 On Site26days
Southern traditional house on a large corner lot in one of the best neighborhoods of Winter Park. The home is a short bike ride to Park Ave and centrally located between Winter... more
Southern traditional house on a large corner lot in one of the best neighborhoods of Winter Park. The home is a short bike ride to Park Ave and centrally located between Winter Park & Maitland. Easy access to I-4, 17-92, and downtown Orlando. This 5 bedroom/4.5 bathroom home has an extra-large covered front porch with porch swing and bead board ceiling. Main home has 4 bedrooms and 3.5 baths but, also includes a detached guest room with full bathroom. With almost 3600 square feet, wood floors throughout the living rooms and master bedroom, refinished terrazzo in the additional bedrooms, bright, open and airy rooms, make this house the perfect place to call home! Master bedroom includes 2 custom built shelved closets; one being a large walk-in, perfect for the lady of the house. Laundry room is located between the bedrooms. The kitchen centered by a custom built island, is a cook’s dream with a Thermador professional range and GE Monogram fridge and microwave. This home has 3 fireplaces: a gas burning fireplace in the family room, a wood burning fireplace in the dining room and on the back covered patio. The dining room has a custom built wet bar with a sink, ice maker and 2 wine fridges. The family room, which opens to the kitchen, has an attached powder room with custom built cabinets surrounding the fireplace. French doors, a large driveway, and many other custom touches found in this timeless family home. Only showing to qualified, serious buyers. Don't miss the opportunity to own this stunning home! less
Listing Provided Courtesy of Palmano Group Re Brokerage Llc
Popularity
$105,000
$699/mo
Monthly Payment:
$699
Principal & Interest:
$389
HOA Dues:
$310
(Based on a 30 year fixed loan at 3.75% with $21,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,219sq ft $86 / sq ft CND
Lot Size19.0acre Built1970 On Site26days
Located just off of Aloma Ave in Winter Park, this 2/1.5 townhouse is awaiting a new owner to restore it to its former glory. This great fixer upper is conveniently located near... more
Located just off of Aloma Ave in Winter Park, this 2/1.5 townhouse is awaiting a new owner to restore it to its former glory. This great fixer upper is conveniently located near shopping, restaurants, and a just a short drive to UCF or Full Sail. Spacious and comfortable, this unit would make a great investment or future home. Wait till you see the size of the bedrooms! Put this unit on your must see list, and send us an offer Today! less
Listing Provided Courtesy of Bateman Management Group Llc
Popularity
$1,400,000
$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 $280,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,834sq ft $365 / sq ft SFR
Lot Size17,835sq ft Built1955 On Site26days
Located in the desirable heart of the VIA's, this cottage style home in SICILIAN SHORES, is a meticulously renovated Winter Park beauty! Nestled quietly on an approx 18,000 Sq... more
Located in the desirable heart of the VIA's, this cottage style home in SICILIAN SHORES, is a meticulously renovated Winter Park beauty! Nestled quietly on an approx 18,000 Sq ft. CORNER LOT within minutes of the RACQUETBALL CLUB. You have to see this home to truly appreciate all it has to offer but just to name a "few" . . . CHERRY HARDWOOD floors, Elegant MANICURED LAWN, LAP POOL with HOT TUB, COBBLESTONE PAVERS, DESIGNER LIGHT FIXTURES, SUB ZERO and THERMADOR APPLIANCES, CAMERA SECURITY SYSTEM, MEDIA ROOM, DESIGNER WINDOW TREATMENTS, WALL TO WALL WINDOWS, HOME AUDIO SYSTEM, A TRUE MASTER SUITE which features a JET TUB in the master bath and STEAMER in the DUAL HEAD shower, CALIFORNIA CLOSETS, HIGH VOLUME and TRAY CEILINGS, SKYLIGHTS, HOME GENERATOR, and a 40YR ELK DIMENSIONAL SHINGLE ROOF. Elegance, privacy, and sophistication combined with quality finishes and touches makes this home a true gem! less
Listing Provided Courtesy of Estates Homes Sales & Rentals
Popularity
$999,999
$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
Fairview Shores Orange County School District
3bed 3bath 2,812sq ft $356 / sq ft SFR
Lot Size9,645sq ft Built2001 On Site27days
Stunning! That is the only way to describe this gorgeous custom home on Lake Killarney in Winter Park.This home is completely upgraded and in excellent condition! More than... more
Stunning! That is the only way to describe this gorgeous custom home on Lake Killarney in Winter Park.This home is completely upgraded and in excellent condition! More than move-in ready. Amenities include: Coquina rock flooring downstairs, Black Bottom Pool, Custom tile and wood work in all bathrooms, Granite Counter tops in kitchen with designer island. Custom cabinets throughout Mini bar area downstairs with wine cooler.Upstairs bar area with mini fridge. Courtyard Gas fireplace., Wired for surround sound in most rooms. Oversized master bedroom adjoined by a bedroom /optional home office with balcony facing lake. Split plan bedrooms. Mature landscaping- complete privacy for neighbors. Private Lake /alligator free. Plantation shutters, bamboo window treatments, Storage area inside under staircase with doggie door and gated yard for pets 3 minutes to I-4 by car and 3 minutes by boat to Hillstones, Trader Joes and Shake Shack off of Fairbanks Ave. You get convenience and paradise at the same time. less
Listing Provided Courtesy of Re/max Prime Properties
Popularity
$159,000
$589/mo
Monthly Payment:
$589
Principal & Interest:
$589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,800 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 1,347sq ft $118 / sq ft SFR
Lot Size11,133sq ft Built1959 On Site27days
Short sale. Listing price approved by lender.All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does... more
Short sale. Listing price approved by lender.All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does not provide condo/ hoa docs, this is the responsibility of the buyer. All information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. Seller has retained an attorney to negotiate the short sale transaction. less
Listing Provided Courtesy of Florida Realty Team Of Central
Popularity
$228,500
$846/mo
Monthly Payment:
$846
Principal & Interest:
$846
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,700 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,269sq ft $180 / sq ft SFR
Lot Size7,043sq ft Built1947 On Site28days
Location, Location, Location Wonderful Winter Park location. From this charming 4 bed room family home you can walk or bike to downtown Winter Park, College Park, Florida... more
Location, Location, Location Wonderful Winter Park location. From this charming 4 bed room family home you can walk or bike to downtown Winter Park, College Park, Florida hospital, sun rail, Loch Haven arts and cultural areas, Mills Park and much more. Fully remodeled in 2012! New HVAC, appliances, bathrooms, windows, doors, front porch, plumbing, electrical, floor tile throughout. The backyard has plenty of room for the kid's, pets, garden, pool etc. This house is in move-in ready condition. Side and rear entry, storage closet/laundry sink, indoor laundry, Irrigation system with well, outside storage shed. This home is very nice and we will choose the strongest offer. Put in your offer today, won't last long! less
Listing Provided Courtesy of Cornerstone Real Estate Llc
Popularity
4 5 6 7 8 9 10 11 12 ... 17 27
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
Website provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid-Florida Regional Multiple Listing Service 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 Multiple Listing Service. 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 Multiple Listing Service. 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 Multiple Listing Service 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 2015 Mid-Florida Regional Multiple Listing Service. All rights reserved.

Data last updated: Friday, July 3, 2015 at 4:32 AM