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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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$186,500
$690/mo
Monthly Payment:
$690
Principal & Interest:
$690
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,300 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,610sq ft $116 / sq ft SFR
Lot Size14,104sq ft Built1959 On Site44days
Location, Location, Location, this Winter Park home is just minutes from Everything! Stroll down Park Ave, or shop at Whole Foods. Grocery stores, Winter Park Hospital, drug... more
Location, Location, Location, this Winter Park home is just minutes from Everything! Stroll down Park Ave, or shop at Whole Foods. Grocery stores, Winter Park Hospital, drug stores, and banks are all a short walk or car ride away. Rollins College is down the street. Enjoy this beautiful corner lot with a fenced-in back yard and two separate driveways. There is an extra storage shed in the backyard, plus added storage in the small workshop. The roof is less than 2 years old, and the home has been repiped. All appliances stay in the kitchen as well as the washer & dryer off family room. Includes 1 year Home Warranty! Don't let this home get away from you! less
Listing Provided Courtesy of Southern Realty Enterprises
Popularity
We show you every available listing. Here's how
$574,900
$2,129/mo
Monthly Payment:
$2,129
Principal & Interest:
$2,129
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $114,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,899sq ft $303 / sq ft SFR
Lot Size12,410sq ft Built1988 On Site45days
Open Sun Nov 2, 2:01pm-4pm
Beautiful Mediterranean pool home nestled among the oaks on a brick street in a wonderful neighborhood in the heart of Winter Park. This home was completely renovated in... more
Beautiful Mediterranean pool home nestled among the oaks on a brick street in a wonderful neighborhood in the heart of Winter Park. This home was completely renovated in 2007-2008 by owner/contractor featured on HGTV. Ride your bike to Park Avenue shops and restaurants, Rollins College, or the Saturday morning Farmer's Market. This one story home offers 4 bedrooms, 2.5 baths, Brazilian cherry hardwood and tile floors. The chef's island kitchen has a natural gas stainless stove, hammered copper farmhouse sink, granite counter tops, and is open to the family room with a wood burning fireplace. The tropical backyard is perfect for entertaining around the pool and spa complete with a summer kitchen, multiple outdoor seating areas, and lush tropical landscaping...your perfect oasis. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$589,990
$2,330/mo
Monthly Payment:
$2,330
Principal & Interest:
$2,185
HOA Dues:
$145
(Based on a 30 year fixed loan at 3.75% with $117,998 down)
Winter Park, FL 32792
6bed 4bath 5,111sq ft $115 / sq ft SFR
Lot Size22,500sq ft Built2014 On Site45days
To be built home. Upon accepted contract, this brand new energy-efficient home can be delivered in 4-6 months. Price is base price & lot premium and upgrades average 5-10% PP.... more
To be built home. Upon accepted contract, this brand new energy-efficient home can be delivered in 4-6 months. Price is base price & lot premium and upgrades average 5-10% PP. The Del Rio is a beautiful two story home that includes study, storage, a sleek and stylish kitchen with granite counter tops and 42' maple Cabinets 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 oversized 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, and a fifth bathroom option. Tile in all wet areas and much, much more. Gated community, Known for their energy efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
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 Seminole County School District
3bed 2bath 1,119sq ft $142 / sq ft SFR
Lot Size10,260sq ft Built1972 On Site45days
This 3 bedroom, 2 bath home has been completely renovated and is located on a 95x115 ft large lot. This is a very quite neighborhood. The yard is fenced on three sides and all... more
This 3 bedroom, 2 bath home has been completely renovated and is located on a 95x115 ft large lot. This is a very quite neighborhood. The yard is fenced on three sides and all that is needed is to add fencing on each side of the house. The property is located between Howell Branch Rd and Aloma. The school system is Seminole County with Elementary School being East Brook, Middle School being Tuskawilla and the high school being Lake Howell High. This house has new tile floors in the kitchen, bathrooms and the dining room. The house has fresh paint inside and out. New cabinets and counter tops have been installed in bathrooms and kitchen. New lighting fixtures along with new double pane low E windows have been installed. Owner has not placed flooring in the Living rooms or the bedrooms, would like to give the buyer an opportunity to pick their flooring and is included in the cost of the purchase of the home. Owner will not finance. There are NO HOA or yearly dues. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$314,900
$1,166/mo
Monthly Payment:
$1,166
Principal & Interest:
$1,166
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $62,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,009sq ft $157 / sq ft SFR
Lot Size10,125sq ft Built1940 On Site45days
New price! Charming 1940 orwin manor home featuring 3/2 main house, 2 car garage and spacious 1/1 in-law suite behind garage! Ideal set up for roommate or caregiver situation.... more
New price! Charming 1940 orwin manor home featuring 3/2 main house, 2 car garage and spacious 1/1 in-law suite behind garage! Ideal set up for roommate or caregiver situation. 2000+ sf total on nearly a quarter acre with fenced backyard. New ac, termite bond and transferable roof warranty for peace of mind. Vintage details include original oak harwoods and interior doors/hardware. Gas range and gas hot water heater! Great home in a stellar location situated between downtown orlando, college park and downtown winter park. Quick access to interstate 4 and close to many dining and shopping options including publix, trader joe's, fresh market, winter park village and park avenue. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$1,085,000
$4,019/mo
Monthly Payment:
$4,019
Principal & Interest:
$4,019
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $217,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,267sq ft $332 / sq ft SFR
Lot Size9,851sq ft Built2014 On Site46days
Open Sat Nov 1, 1pm-4pm
Rex-Tibbs "2014" transitional design located on a secluded quiet street in Olde Winter Park. Home sits on a great corner lot with majestic oaks & picturesque fenced back yard... more
Rex-Tibbs "2014" transitional design located on a secluded quiet street in Olde Winter Park. Home sits on a great corner lot with majestic oaks & picturesque fenced back yard with pool, this brand new home features 4 BE / 4 full baths, bright-open floor plan, euro-modern island kitchen open to gathering room w/ fireplace & built-ins, bonus room for flex space... wood, tile & stone floors, granite/marble tops, custom cabinetry, built-ins, crown moldings, Thermador stainless appliances and much more! This home is well under way and due for completion by the holidays year end in 2014... *** Walking distance to Phelps Park & the YMCA... Please contact listing agents for further details & specifications... less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$82,500
$615/mo
Monthly Payment:
$615
Principal & Interest:
$305
HOA Dues:
$310
(Based on a 30 year fixed loan at 3.75% with $16,500 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 835sq ft $99 / sq ft CND
Lot Size19.0acre Built1970 On Site46days
Traditional sale! 1/1 condo located at The four Seasons condo Community in , Winter Park. Open Floor Plan, Separate living room, Dinning room, Laminate flooring thru- out living... more
Traditional sale! 1/1 condo located at The four Seasons condo Community in , Winter Park. Open Floor Plan, Separate living room, Dinning room, Laminate flooring thru- out living areas, Updated bathroom, tile flooring. Huge Master bedroom with walk in Closet. Cozy screened in patio. Appliances included including washer and dryer! Water and Pest control included in HOA! Four Seasons Condo Community is nearby from Cady Way Trail, Rollins College, Full Sail, Whole Foods, Showalter Field, Ward Park, Park Ave, the YMCA, medical care and shopping. The community has 3 pools, tennis court, 3 shuffleboard courts and a clubhouse. Pets allowed. Schedule a showing today! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
$669,000
$2,478/mo
Monthly Payment:
$2,478
Principal & Interest:
$2,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $133,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,587sq ft $259 / sq ft SFR
Lot Size2.6acre Built1959 On Site46days
Unique family home on beautiful Lake Spier in Winter Park. Buyer's looking for quality and location will be impressed with this renovated waterfront home featuring 3 bedroom, 2... more
Unique family home on beautiful Lake Spier in Winter Park. Buyer's looking for quality and location will be impressed with this renovated waterfront home featuring 3 bedroom, 2 bath and 2,600 sq. ft. of interior living space. Breathtaking lake views from the formal living and dining, family room and kitchen through the abundant North-facing glass doors and windows. Ideally located adjacent to Baldwin Park and Windsong gifting future owners to enjoy the conveniences without the fees and/or restrictions. Noteworthy improvements: architectural Pella windows, custom made cabinetry, Baker's Pride pizza oven, $10,000 mosaic kitchen floor, commercial stainless appliances including gas Wolf stove, solid wood interior doors, tongue & groove ceiling, claw foot tub, custom stone fireplace and hardwood flooring. Peace and tranquility are in abundance with no public access to the lake. Corner lot, 158' of frontage, large deck, boat dock, detached one-car garage with plenty of second story storage space, and custom kids play house. Established community with good access to major roads, business, health care, shopping, the best schools, and local attractions - virtually everything. It is now possible to purchase a waterfront Winter Park (32789) home for under one million dollars! less
Listing Provided Courtesy of Coldwell Banker Residential Re
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
4bed 4bath 3,461sq ft $246 / sq ft SFR
Lot Size12,680sq ft Built2014 On Site47days
Welcoming and radiant, this brand new custom Winter Park home features four bedrooms, three and a half bathrooms, split floor plan, 3,400 square feet of living space, lofty... more
Welcoming and radiant, this brand new custom Winter Park home features four bedrooms, three and a half bathrooms, split floor plan, 3,400 square feet of living space, lofty ceilings and a sought-after central locale. Complete with distressed hickory wood floors throughout the first floor, mahogany and glass front double doors and designer lighting. This elegant home delivers the benefits of living in Winter Park. Upgrades include exposed wood and wrought iron staircase, crown molding, French doors, 8ft solid core doors, double pane windows, surround sound, solid wood cabinets in kitchen and exotic granite. Granite in all baths and laundry room. Expansive master bedroom and master bath. Master bedroom suite and 2nd bedroom suite downstairs with 2 additional bedrooms, shared bathroom and loft upstairs. Designer Kitchen features Bosch stainless steel appliances, kitchen bar, and eat-in breakfast area. Great "A" rated Winter Park schools. Conveniently located close to Rollins College, Winter Park Hospital, YMCA, Whole Foods, and downtown Park Ave. less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$215,000
$796/mo
Monthly Payment:
$796
Principal & Interest:
$796
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 3bath 1,570sq ft $137 / sq ft SFR
Lot Size7,777sq ft Built1966 On Site47days
This home is a pleasure to see! It is well maintained, clean and beautifully decorated. Not to mention the location is amazing! Winter Park address, with Winter Park schools.... more
This home is a pleasure to see! It is well maintained, clean and beautifully decorated. Not to mention the location is amazing! Winter Park address, with Winter Park schools. Convenient to everything as this property is located, a short distance from SR 436, so you have quick access to 408/417, University of Central Florida, Full Sail and a short drive to downtown, beautiful Winter Park and Rollins College. Not a short sale or REO, local seller, so quick response time on offers. Family room, living room overlook the spacious pool. Covered, enclosed porch makes poolside entertaining so easy. Formal dining, separate family room. Half bath, which is rare, but perfect for guests. This is a real gem, check this out:2009: new roof, 2010:new a/c and new master and hall bath updates, including sinks and flooring, new exterior lighting 2011: new porch roof, master closet update, new insulation, new dining fixture, new kitchen lighting 2012: new pool pump, exterior painted, new family room flooring, new dishwasher, updated landscaping 2014: new pool filter. less
Listing Provided Courtesy of Axel Real Estate, Inc.
Popularity
$259,900
$962/mo
Monthly Payment:
$962
Principal & Interest:
$962
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size1.2acre BuiltN/A On Site48days
Here it is an amazing lakefront site. It is time to build your dream home and what better a lakefront lot located on Lake Waunatta. The site is located at the end of the street... more
Here it is an amazing lakefront site. It is time to build your dream home and what better a lakefront lot located on Lake Waunatta. The site is located at the end of the street and is very private. The site is heavily wooded and will be perfect for the buyer that wants lakefront, privacy and close to the University of Central Florida. Electric is accessible and the home will need well and septic. This is a full recreation lake. Bring your ski boat and jet skis. Few lakefront location available. Time to build. Do not wait. Show today less
Listing Provided Courtesy of Buyer's & Seller's Realty, Inc
Popularity
$775,000
$3,038/mo
Monthly Payment:
$3,038
Principal & Interest:
$2,871
HOA Dues:
$167
(Based on a 30 year fixed loan at 3.75% with $155,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 5bath 4,625sq ft $168 / sq ft SFR
Lot Size24,034sq ft Built2006 On Site48days
Short Sale. You will feel relaxed as you drive into your private, gated, lakefront community to one of 5 distinct custom built homes. Centrally located in the heart of the... more
Short Sale. You will feel relaxed as you drive into your private, gated, lakefront community to one of 5 distinct custom built homes. Centrally located in the heart of the Winter Park, Oviedo area. Front wrought iron gates open to the elaborately landscaped garden with a Queen Palm. From the moment you walk through the grand foyer you experience the warmth and ease of living in this well laid out floor plan. The first floor layout includes a bonus room or possible in-law suite with private bedroom, bath and living room. Spacious island kitchen features Italian granite, impressive top of the line appliances (stainless monogram series), 6 burner Dacor gas stove, 48" built in refrigerator, Brazilian cherry wood cabinets, breakfast bar, huge walk in pantry. Family room has triple sliders, transoms & built ins. Master bedroom has beautiful wood floors & custom tray ceiling. Magnificent master bath includes walk in shower, niches, custom tray ceiling & huge California closet. Adjoining study with built ins. Upstairs is another oversized bonus room with full bath. House details include custom crown molding throughout, built in desk, soaring ceilings, Italian granite, energy efficient windows, wired for surround sound, alarm, in lay floors, 3 A/C units. Outsidefeatures a charming patio fireplace area for those cool evenings, summer kitchen, circular paver driveway, 3 car garage, impressive selection of fruit trees. Convenient access to 434, 436 and 417. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$3,500,000
$12,967/mo
Monthly Payment:
$12,967
Principal & Interest:
$12,967
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $700,000 down)
Winter Park, FL 32789
Orange County School District
5bed 8bath 8,410sq ft $416 / sq ft SFR
Lot Size1.1acre Built2014 On Site50days
Step into this dramatic Mid-Century Modern home and you'll never want to leave. Enjoy the perfection of the white glass porcelain floors and dramatic windows, as you overlook... more
Step into this dramatic Mid-Century Modern home and you'll never want to leave. Enjoy the perfection of the white glass porcelain floors and dramatic windows, as you overlook the spectacular courtyard from every room. Entertain large parties simply with the spacious and commercial grade kitchen, grand family and living rooms, and resort-like courtyard. Display art, cars, or RVs in the oversized heated and air-conditioned garage space with over 20 ft. of ceiling height (with space for 19 cars). And, with the push of one button, activate the external shades to cover all exterior windows, doors, and garage doors, providing the ultimate in security and privacy. This one-of-a-kind contemporary masterpiece on 1.15 acres in the heart of Winter Park is the ultimate in design, privacy, luxury, and security. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$645,000
$2,389/mo
Monthly Payment:
$2,389
Principal & Interest:
$2,389
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $129,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,164sq ft $298 / sq ft SFR
Lot Size15,000sq ft Built1968 On Site50days
Completely and newly renovated, modernized open floor plan pool home in Winter Park. As you enter the 3 bed, 2 ½ bath home w/ new landscaping you will immediately notice... more
Completely and newly renovated, modernized open floor plan pool home in Winter Park. As you enter the 3 bed, 2 ½ bath home w/ new landscaping you will immediately notice all the upgrades: new 5” oak hardwood floors, plantation shutters & contemporary light fixtures. The large family room w/ gas fireplace & built-in cabinets opens to the modern kitchen, dining room & living room. The kitchen is a chef’s delight w/ stainless steel appliances, high-gloss contemporary grey cabinets, beautiful new granite & chevron marble backsplash; this open floor plan is wonderful for entertaining. The living room has French doors that open to the screened patio & newly refinished pool. The back garden has a large grassy area & mature fruit trees. French doors open to the 2nd bedroom; a perfect space for a home office. The 3rd bedroom has its own ensuite bathroom with a new vanity, faucet & lighting. The oversized master bedroom (16 ft. x 19 ft.) is a true retreat w/ plush white carpet & plantation shutters. The new master spa bath has been completely renovated w/ high end finishes; 2 Carrera marble topped vanities, 3/8” glass shower enclosure, built-in niches & a contemporary free standing tub w/ a Kohler waterfall faucet. The large walk-in closet is a dream w/ custom shelves, windows & a chandelier. This home sits on over 1/3 acre double lot (100 ft. x 150 ft.) and adjacent to Windsong; it’s just minutes from the Downtown Winter Park shops, restaurants & sought after Winter Park Schools. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$2,250,000
$8,342/mo
Monthly Payment:
$8,342
Principal & Interest:
$8,336
HOA Dues:
$6
(Based on a 30 year fixed loan at 3.75% with $450,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,370sq ft $668 / sq ft SFR
Lot Size17,859sq ft Built2010 On Site50days
Marvelous Craftsman revival on Lake Maitland...Newly constructed in 2010 with Old World character & charm! 1st place Parade of Homes winner for architectural woodwork:... more
Marvelous Craftsman revival on Lake Maitland...Newly constructed in 2010 with Old World character & charm! 1st place Parade of Homes winner for architectural woodwork: Meticulous craftsmanship combines with open bright floor plan that takes advantage of natural beauty of lakefront. Hardwood floors, copper clad bay windows, Arts & Crafts columns, tongue-&-groove cypress ceilings on both covered porches. Historic antique brick covers the exterior (& used inside for a warm dramatic effect) and flows onto classic white-columned porch, terrific for entertaining! Exceptional kitchen w/ fabulous architectural detailing, Carrera marble counters & a 4' x 9' peninsula, with a 2nd full size sink, 2 microwaves, gas cooktop, plus an arched pass-through to dining room & lake views. Two master suites! One master down with 3-tier closet; the upstairs master is entire 2nd floor, perfect for breakfast in bed overlooking Lake Maitland & Isle of Sicily, including sitting room & private lake-view balcony. Downstairs are 3 bedrooms with their own full baths, plus a Den & adjacent guest bath with claw foot tub. One bedroom has separate entry, private patio & access to 3-car garage, perfect for office or mother-in-law suite. Handcrafted floor-to-ceiling cabinetry surrounds a tiled fireplace with room for hidden TV & extra seating with storage beneath. Spectacular sunset views! New dock & boathouse. This home is like no other on the entire Chain of Lakes…it's understated, warm, richly detailed…a completely inspired gem. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
7 8 9 10 11 12 13 14 15 ... 20
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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
1.941.487.1400
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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, October 31, 2014 at 8:26 AM