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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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$430,000
$1,593/mo
Monthly Payment:
$1,593
Principal & Interest:
$1,593
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $86,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,902sq ft $226 / sq ft SFR
Lot Size6,389sq ft Built1926 On Site29days
Charming and private Winter Park bungalow nestled between larger homes on quaint brick street. Lots of details within this home. Beautiful old and new hardwood floors and volume... more
Charming and private Winter Park bungalow nestled between larger homes on quaint brick street. Lots of details within this home. Beautiful old and new hardwood floors and volume ceilings with lots of light. Intricate wood work on ceilings adds to the charm.Large dining room with bay window. Cherry wood cabinets,granite counters, stainless steel appliances and Mediterranean tile in the over-sized kitchen. You will love the picture window in over the kitchen sink looking at the lush vegetation. Field stone-two-sided wood burning fireplace, family room and kitchen. The room sizes are perfect for a starter home or downsize. Two bedrooms on the first floor featuring Kahrs hardwood floors and more great ceilings. Private bathroom. Upstairs is a true master retreat including separate office that could be 4th bedroom. Master is generous and also has fireplace and gorgeous picture windows to the trees. Well-appointed master has lots of updated built-ins to show off paintings and treasures. Completely remodeled master bathroom has tons of natural light and handpicked Spanish tiles. Outside you have a clean slate with lots of lush vegetation and brick patio and fenced. Detached office guest house is a perfect get-away or terrific storage area. Some of the most recent upgrades include -new French doors. Roof replaced 2010-2011. ADT alarm system. Water heater 2014.Close to shopping, Winter Park schools, Phelps Park, Baldwin Park dog park Publix and Park Avenue. This area is a gem for running, walking, biking and more! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
We show you every available listing. Here's how
$169,900
$665/mo
Monthly Payment:
$665
Principal & Interest:
$629
HOA Dues:
$36
(Based on a 30 year fixed loan at 3.75% with $33,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,192sq ft $143 / sq ft SFR
Lot Size6,209sq ft Built1987 On Site29days
Back on market!!!!! The perfect starter home. This home is located in winter park seminole county and features 3 bedrooms and 2 baths. 3rd bedroom currently used as office.... more
Back on market!!!!! The perfect starter home. This home is located in winter park seminole county and features 3 bedrooms and 2 baths. 3rd bedroom currently used as office. Renovated kitchen, laminate flooring, new carpet, vaulted ceilings and custom paint. Gourmet kitchen features includes custom flooring, granite counter tops, stainless appliances and plenty of eating space. Large living/dining room with laminate flooring leading to a screened patio and fenced backyard with mature landscaping. Master bedroom has walk-in closet and sliders to patio. Master bath has garden tub with shower. Split bedrooms and 3rd bedroom is currently. 2 car garage has separate entry from the home. Low hoa dues include community ponds with fountains, tennis courts and playground. Schools are just a short walk from the home and close to all shopping with easy access to the greenway less
Listing Provided Courtesy of Re/max Town & Country Realty
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 Site30days
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
$103,000
$691/mo
Monthly Payment:
$691
Principal & Interest:
$381
HOA Dues:
$310
(Based on a 30 year fixed loan at 3.75% with $20,600 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,219sq ft $84 / sq ft CND
Lot Size19.0acre Built1970 On Site30days
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 Site30days
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 Site31days
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 Site31days
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 Site32days
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
$1,199,999
$4,445/mo
Monthly Payment:
$4,445
Principal & Interest:
$4,445
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $240,000 down)
Winter Park, FL 32792
Orange County School District
6bed 4bath 5,449sq ft $220 / sq ft SFR
Lot Size20,128sq ft Built2000 On Site32days
Priced below appraisal! Nestled in desirable winter park, come home to your own private oasis! Sprawling oak trees and a sweeping landscape welcome you to this 6 bed/4 bath... more
Priced below appraisal! Nestled in desirable winter park, come home to your own private oasis! Sprawling oak trees and a sweeping landscape welcome you to this 6 bed/4 bath 2-story custom home on a premium 1/2 acre lot. step in through the front door and fall in love with the soaring cathedral ceilings and stunning floor-to-ceiling glass windows that flood the elegant living room with natural light. This spacious beauty also boasts 2 master suites (one on each floor) and a separate 2-bedroom first floor suite perfect for in-laws or an extended family! the first floor bedrooms open up to a private deck with a hot tub where you can relax in comfort under the stars. Or if you're feeling like entertaining, host a spectacular party in style in your expansive back yard! Back inside, enjoy the views of your garden or catch a cardinal or blue-jay flying by while making breakfast in your bright, open kitchen or while unwinding in the family room. Upstairs you'll find three bedrooms, including the second master suite all with private balconies! A den/library and large bonus room complete the second floor. entry and exit are easy in your oversized garage, thanks to double doors that open on both sides. When you're ready to leave, nearby shopping and restaurants abound, including the world-class shops and restaurants of park avenue! Plus, convenient to wp hospital, ymca, whole foods, phelps park & interlachen country club; along with a-rated schools. call today for a private showing! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$365,000
$1,352/mo
Monthly Payment:
$1,352
Principal & Interest:
$1,352
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $73,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,705sq ft $214 / sq ft SFR
Lot Size4,908sq ft Built1926 On Site33days
Renovated completely! This 1926 Winter Park Bungalow offers today’s comforts with yesterday’s charm. Refinished hardwood floors throughout. Three bedrooms upstairs... more
Renovated completely! This 1926 Winter Park Bungalow offers today’s comforts with yesterday’s charm. Refinished hardwood floors throughout. Three bedrooms upstairs are the perfect place to find rest & relaxation. The Master Suite is large and one of the other bedrooms upstairs can be used as an office, library or nursery. Upstairs bathroom was recently remodeled with a new shower, tile, and more! Light and bright kitchen offers counter bar seating, all appliances and cabinetry – all open to the Sun Room with French doors overlooking the courtyard and patio. Detached Guest Suite also remodeled – new metal roof, doors, windows and separate A/C! Many, many more upgrades! You will love the feel and style of this impeccably maintained home! Call today for your private showing! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$26,250
$332/mo
Monthly Payment:
$332
Principal & Interest:
$97
HOA Dues:
$235
(Based on a 30 year fixed loan at 3.75% with $5,250 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 756sq ft $35 / sq ft CND
Lot Size5,644sq ft Built1974 On Site33days
Hud case# 094-653748 looking for a great unit close to full sail and university of central florida then this is the property for you. Great potential for you to put your... more
Hud case# 094-653748 looking for a great unit close to full sail and university of central florida then this is the property for you. Great potential for you to put your personal touches. Spacious kitchen overlooks the family and balcony. Easy access to major roadways and downtown orlando and winter park. less
Listing Provided Courtesy of Lemontree Realty 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 32792
Orange County School District
5bed 3bath 2,990sq ft $124 / sq ft SFR
Lot Size8,282sq ft Built1991 On Site33days
Well Maintained and Move In Ready. This 5 bedroom, 3 bath, spacious home is located on a private, low traffic cul-de-sac. The home has a very open floor plan with vaulted... more
Well Maintained and Move In Ready. This 5 bedroom, 3 bath, spacious home is located on a private, low traffic cul-de-sac. The home has a very open floor plan with vaulted ceilings. Kitchen has granite and a large breakfast bar overlooking the great room. Wood burning fireplace in the great room. The master and one other bedroom are down stairs. There are three large bedrooms and a loft upstairs. Enjoy your private completely fenced back yard from the covered and screened lanai. The home has been re-plumbed. Truly well maintained and shows well! WINTER PARK HIGH School District. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$214,800
$795/mo
Monthly Payment:
$795
Principal & Interest:
$795
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $42,960 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,786sq ft $120 / sq ft SFR
Lot Size9,495sq ft Built1977 On Site34days
Location, location, location! Zoned for three a schools in seminole county. Winter park address with no hoa fees, a must see, make this your home sweet home. Not a short-sale or... more
Location, location, location! Zoned for three a schools in seminole county. Winter park address with no hoa fees, a must see, make this your home sweet home. Not a short-sale or a bank owned. This beautiful home has new ac 3 years old (2012) and new roof 8 years old (2006). Don't miss this opportunity to own a 4 bedroom 2 bath home with a bonus room that can be used as an office/den/study or as a 5th bedroom in the desirable winter park area. Enjoy barbeques and parties with family and friends in this amazing, oversized and newer fenced back-yard. Eastbrook elementary is 2 blocks away, close to shopping centers, entertainment just minutes from winter park villages. Easy access to mayor express highways and main roads. All fees and measurements needs to be verified by the buyer. Please submit your offer on an as is contract today!! less
Listing Provided Courtesy of Luxury Realty, Inc.
Popularity
$419,000
$1,552/mo
Monthly Payment:
$1,552
Principal & Interest:
$1,552
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $83,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,221sq ft $189 / sq ft SFR
Lot Size12,764sq ft Built1956 On Site34days
Owners have loved this home for many years and you will feel the warmth from the moment you walk into the front door. Extremely clean and well maintained, and located in one of... more
Owners have loved this home for many years and you will feel the warmth from the moment you walk into the front door. Extremely clean and well maintained, and located in one of Winter Parks most established neighborhoods. Roof was replaced in 2009 with 30 year architectural shingles. Entire house was re-plumbed last year, most of the windows have been replaced with double pane glass. Inside and outside electrical panels were recently replaced and 4 ton air conditioning unit is only a few years new. One of the few homes in this price range with a two car garage and inside laundry room. Kitchen has been remodeled and has granite countertops, wood cabinets, under cabinet lighting and a bonus walk in pantry! The focal point of this home is located in the living room where there is a stunning fireplace surrounded by Italian Granite. The landing on the fireplace is also granite. So light and bright in the living and family room. Overlooks an amazing and heavily landscaped fenced back yard. The back yard is so tranquil and beautiful you will immediately feel at home. This home has a sprinkler system, surround sound, walk in closets in bedrooms, electrical outlets replaced, interior doors replaced, built in shelving in master bed closet, replaced garage door. Top schools in Orange County. Close to Baldwin Park restaurants and shopping, downtown Orlando and Park Avenue. Excellent central location for easy access around our City Beautiful! less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$205,000
$759/mo
Monthly Payment:
$759
Principal & Interest:
$759
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $41,000 down)
Winter Park, FL 32792
Orange County School District
3bed 1bath 1,152sq ft $178 / sq ft SFR
Lot Size7,802sq ft Built1958 On Site34days
Great location close to school and YMCA...quite neighborhood with easy excess to downtown Winter Park and Orlando. Lots of renovations and redo's in the area. The lot is 65'... more
Great location close to school and YMCA...quite neighborhood with easy excess to downtown Winter Park and Orlando. Lots of renovations and redo's in the area. The lot is 65' wide and allows for a nice new home. Inside City of WP. less
Listing Provided Courtesy of Winter Park Land Co.
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
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.

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Data last updated: Tuesday, July 7, 2015 at 5:34 PM