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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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$695,000
$2,574/mo
Monthly Payment:
$2,574
Principal & Interest:
$2,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 6bath 5,184sq ft $134 / sq ft SFR
Lot Size29,185sq ft Built1968 On Site1days
Being already impressed with the exterior of this amazing home, you are going to be more than impressed with the interior as well! Beautiful hardwood, laminate and tile floors... more
Being already impressed with the exterior of this amazing home, you are going to be more than impressed with the interior as well! Beautiful hardwood, laminate and tile floors extend throughout this spacious home. The owner’s retreat and 2 secondary bedrooms are upstairs along with a guest bath with double sinks and a jacuzzi tub and shower. The master suite has an adjacent sitting room great for a nursery, dressing room, workout room, sewing room, library or media nook and an unparalleled view of Garden Lake. Downstairs is an additional bedroom with en-suite bathroom plus large kitchen, family room with fireplace, dining room and office/den/sitting room. Tucked to the rear of the property is a detached in-law suite with a kitchen, bath and bedroom and the upper portion of the oversized detached garage has a partially finished bonus room (currently being used for storage). The grounds are tastefully landscaped and the oversized screened pool has beautiful views of the lake as well. Enjoy your own piece of paradise right here in Winter Park! less
Listing Provided Courtesy of Re/max 200 Realty
Popularity N/A
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$154,500
$585/mo
Monthly Payment:
$585
Principal & Interest:
$572
HOA Dues:
$13
(Based on a 30 year fixed loan at 3.75% with $30,900 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 2bath 1,270sq ft $122 / sq ft SFR
Lot Size10,098sq ft Built1985 On Site1days
Charming 2 bedroom, 2 bath home located in the small Garden Grove community in Winter Park. Home features open floor plan with vaulted ceilings. Upon entering there is a... more
Charming 2 bedroom, 2 bath home located in the small Garden Grove community in Winter Park. Home features open floor plan with vaulted ceilings. Upon entering there is a spacious living room with built in fireplace. Kitchen has plenty of counter spaces and cabinets and closet pantry. The kitchen opens to dining area which leads you to the open patio/deck. There is a den/office for additional living area. The master suite features a walk in closet and private bath with shower. There is an inside utility area for added convenience. Great curb appeal with a side entry 2 car garage. Large corner lot with fenced in yard for additional privacy. Conveniently located close to shopping, dining and major highways. Excellent school district! This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity N/A
$1,450,000
$6,122/mo
Monthly Payment:
$6,122
Principal & Interest:
$5,372
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $290,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,579sq ft $405 / sq ft CND
Lot Size3.3acre Built1915 On Site1days
Step back in time as you enter the Alabama Hotel that was converted into The Alabama Condominium in the 1980’s. On the grounds you will find this rare gem, The Victorian... more
Step back in time as you enter the Alabama Hotel that was converted into The Alabama Condominium in the 1980’s. On the grounds you will find this rare gem, The Victorian Temple house. William C. Temple, a patron of Winter Park, is the namesake of the Temple Orange. Temple called his Victorian house “Alabama Lodge” This pristine Victorian home is condo living in a single family home. Private gate entry brings you into the semi-circular driveway at The Vias. The HOA maintains the entire exterior as well as the lush landscaped grounds. This 140 year old home is registered as a “Historic Home”. As you enter you will notice the attention to detail in every corner. Home movie theater, chef’s kitchen with gourmet gas stove, two fireplaces, beautiful hardwood floors, private formal dining room fit for royalty. Stunning master suite with sitting area and additional staircase leading to large bonus room. Beautiful views from the balconies above. Relax on the wraparound porch as you take in the magnificent water view. Lake Maitland rental slip is only $750.00 per year for your boat. This is a one of a kind opportunity to own a piece of history while living the life some can only dream of. less
Listing Provided Courtesy of Real Estate Firm Of Orlando
Popularity N/A
$75,000
$396/mo
Monthly Payment:
$396
Principal & Interest:
$277
HOA Dues:
$119
(Based on a 30 year fixed loan at 3.75% with $15,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,266sq ft $59 / sq ft SFR
Lot Size3,901sq ft Built1981 On Site1days
What a deal... Three bedroom, two bathroom condo consisting of 1,266 square feet of living space. Comes with all appliances and new carpet. Screen enclosed patio on the rear.... more
What a deal... Three bedroom, two bathroom condo consisting of 1,266 square feet of living space. Comes with all appliances and new carpet. Screen enclosed patio on the rear. Corner lot and end unit. Enjoy the community pool with low hoa fees. less
Listing Provided Courtesy of Exit Real Estate Results
Popularity N/A
$1,095,000
$4,056/mo
Monthly Payment:
$4,056
Principal & Interest:
$4,056
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $219,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,228sq ft $259 / sq ft SFR
Lot Size18,736sq ft Built1948 On Site2days
Spectacular corner lot home in one of Winter Park’s most sought after brick street neighborhoods! Located at the corner of Dana Way and Chelton Circle sits this fantastic... more
Spectacular corner lot home in one of Winter Park’s most sought after brick street neighborhoods! Located at the corner of Dana Way and Chelton Circle sits this fantastic four bedroom, four and one-half bath home with lake views of both Lake Chelton & Lake Sue! Nestled behind the privacy shrubs and fencing is an oversized yard, beautifully manicured with mature trees, bamboo stalks, and lush landscaping. Screen enclosed pool with stone pavers is so relaxing! Step inside to a mid-century home that’s been contemporized with the use of slate flooring, high vaulted ceilings, recessed lighting, and oversized picture windows that allow natural light to fill the home. Modernized kitchen features a breakfast bar overlooking the family room and stainless steel appliances, including a gas range with hood and an oversized refrigerator. Take advantage of the home’s three-way split floorplan. Upstairs master suite is separate from the other three bedrooms and offers a spa bath with his and her vanities, walk-in shower, and large soaking tub with jets. Downstairs guest bedrooms each include their own full bath and tons of closet space. Step down from the main floor into the home’s semi-basement to a spacious indoor laundry and storage room with access to the attached two-car garage. Zoned for “A-rated” schools and located just minutes from Park Avenue, Baldwin Park, and the new Mills Park. Conveniently located to downtown Orlando and all major highways. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$475,000
$1,780/mo
Monthly Payment:
$1,780
Principal & Interest:
$1,759
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $95,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,355sq ft $202 / sq ft SFR
Lot Size7,436sq ft Built1995 On Site2days
Fantastic four bedroom, two and one-half bath pool home in Winter Park! Located on a quiet cul-de-sac in a private community this home boasts a convenient location with great... more
Fantastic four bedroom, two and one-half bath pool home in Winter Park! Located on a quiet cul-de-sac in a private community this home boasts a convenient location with great schools! Formal living and dining rooms, an open kitchen, and a large family room with wood burning fireplace and views of the pool are all spaciously sized and provide comfortable living space. Upstairs are four bedrooms, including the master which features a large walk-in closet, double sink, separate shower and soaking tub. Three guest bedrooms, a hall bath, and an oversized, air conditioned storage room are also upstairs. Outside is a stunning crystal blue pool with water fountain, bridge and oval sundeck. Privacy wall and fencing enclose the backyard and add to the aesthetically pleasing, well-manicured yard with mature palms, shrubs and rose bushes. This charming home is just minutes from shops and dining, and is conveniently close to major highways for a quick commute to the Maitland business center and Downtown Orlando. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$130,000
$481/mo
Monthly Payment:
$481
Principal & Interest:
$481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $26,000 down)
Winter Park, FL 32792
Seminole County School District
2bed 1bath 1,024sq ft $127 / sq ft SFR
Lot Size9,263sq ft Built1954 On Site2days
This charming “old winter park” bungalow offering two bedrooms and one bathroom has been nicely updated and is move-in ready!! Perfectly located in a wonderful... more
This charming “old winter park” bungalow offering two bedrooms and one bathroom has been nicely updated and is move-in ready!! Perfectly located in a wonderful neighborhood, this home is located close to major shopping & 1/2 mile from nearby well-rated Winter Park schools, restaurants, lakes & parks. As you enter the home you are greeted by an open combination living room and kitchen. The kitchen offers a stainless appliances with laminate wood flooring throughout. Adjacent to the kitchen there is a mudroom which is accessible from the front driveway which offers a convenient space to store shoes and coats and also connects to the laundry room. Through the kitchen on the backside of the home is a spacious dining room that offers abundant windows with a nice view of the backyard. Off of the dining room there is a cozy Florida room which also has nice views of the huge fenced in backyard and a utility shed. The laminate wood floors continue into the bedrooms. Perfect location and perfect price plus NO HOA FEES, come and see all this lovely home has to offer!!!! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$174,900
$647/mo
Monthly Payment:
$647
Principal & Interest:
$647
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $34,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,447sq ft $121 / sq ft SFR
Lot Size9,600sq ft Built1975 On Site2days
Winter Park Pool home with Seminole County Schools! This adorable three bedroom, two bath, split floor plan home is ready to move into as soon as you can. Enter in the Great... more
Winter Park Pool home with Seminole County Schools! This adorable three bedroom, two bath, split floor plan home is ready to move into as soon as you can. Enter in the Great Room or combined Living and Dining room with gleaming laminate flooring. Owner’s Suite is to the left, with huge walk-in closet! Secondary bedrooms are to the right and separated by their bathroom, for just a bit more privacy! Kitchen has been recently updated with newer cabinets and granite countertops and under mount deep sinks. Seller is providing the full complement of appliances, along with the washer and dryer just past the kitchen in the two car garage. Pass through the French Doors off the Dining area into the Massive Bonus Room to enjoy Family and overlooks the pool. Most of the windows have been replaced with double panes, for energy efficiency. Enjoy the outside, whether in the large screened patio or the completely fenced back yard, with gates on both sides. Seller even providing a full year home warranty to the new Owner! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$344,000
$1,274/mo
Monthly Payment:
$1,274
Principal & Interest:
$1,274
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $68,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,192sq ft $157 / sq ft SFR
Lot Size15,256sq ft Built1969 On Site2days
Great opportunity in Winter Park to make this property your home. This 4 bedroom, 2 bathroom home situated on a corner lot is ready for a new owner to update it and call it... more
Great opportunity in Winter Park to make this property your home. This 4 bedroom, 2 bathroom home situated on a corner lot is ready for a new owner to update it and call it home. This property is a split bedroom floorplan, has a family/great room with fireplace, large screened patio and nice yard. Please see attachments for PAS requirements and WFHM offer submittal information in MLS document section. less
Listing Provided Courtesy of Re/max Assured
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,315sq ft $172 / sq ft SFR
Lot Size12,761sq ft Built1965 On Site2days
first time on market! This traditional beauty has had only one owner and has been lovingly cared for. Bring your pickiest buyers to this spacious, bright and airy home with... more
first time on market! This traditional beauty has had only one owner and has been lovingly cared for. Bring your pickiest buyers to this spacious, bright and airy home with great Winter Park Schools! Your buyers will appreciate the large main living rooms, gorgeous double sided fireplace and over sized master bedroom with ample walk in closet. The fourth bedroom has its own back with a private entrance. This home has French doors that lead to the beautiful pavered pool area. The landscaping is lush and well maintained. Walk out your door and get on the Cady Way Trail. Easy to show! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$350,000
$1,327/mo
Monthly Payment:
$1,327
Principal & Interest:
$1,296
HOA Dues:
$31
(Based on a 30 year fixed loan at 3.75% with $70,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 4bath 2,562sq ft $137 / sq ft SFR
Lot Size16,977sq ft Built1986 On Site2days
Large home in desirable Pelican Bay and Seminole School District. Split plans offers two bedrooms downstairs (master with on-suite and guest bedroom with full bath). Sunken... more
Large home in desirable Pelican Bay and Seminole School District. Split plans offers two bedrooms downstairs (master with on-suite and guest bedroom with full bath). Sunken living room with high vaulted ceilings. Tile throughout entire downstairs including inside laundry area. Upstairs are two more large bedrooms (another master with on-suite and guest bedroom) with hall bath. There is also a small bonus room that could be a study, craft room or play area. This large corner lot gives plenty of room to add a pool or enjoy the yard from the outside deck. Two car garage with plenty of off-street parking. Room to park your boat or RV. Public utilities. The community offers a beautiful park like setting with a basketball court, picnic area and a fishing pier on Lake Florence. There is a launch (riprap) for small boats and canoes. Lake Florence is a ski lake. less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$450,000
$1,667/mo
Monthly Payment:
$1,667
Principal & Interest:
$1,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $90,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,648sq ft $273 / sq ft SFR
Lot Size7,000sq ft Built1940 On Site2days
Charming Character Home in the Heart of Olde Winter Park!! Quaint brick street, white picket fence & cozy front porch welcome you this Charming Bungalow... Beautiful hardwood... more
Charming Character Home in the Heart of Olde Winter Park!! Quaint brick street, white picket fence & cozy front porch welcome you this Charming Bungalow... Beautiful hardwood floors, plaster walls throughout and living room fireplace. AMAZING Gourmet Kitchen with granite island & professional grade Thermador double ovens, gas cook top, warming drawer & built-in refrigerator, Master suite complete with pedestal sink & clawfoot tub. 14 x 6 Mud Porch includes inside laundry room & plenty of storage! 120 sq ft garden building, open deck & mature landscaping create a beautiful backyard setting! Walk to Park Avenue, Farmers Market & Rollins College!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$775,000
$2,871/mo
Monthly Payment:
$2,871
Principal & Interest:
$2,871
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $155,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,334sq ft $332 / sq ft SFR
Lot Size12,046sq ft Built1960 On Site2days
This immaculate & completely updated three bedroom plus office single story home is situated on a quiet street in the sought after “Vias” of Old Winter Park. Floor... more
This immaculate & completely updated three bedroom plus office single story home is situated on a quiet street in the sought after “Vias” of Old Winter Park. Floor plan is open with views of the private back yard & sparking pool with brick paver patio. Spacious kitchen has custom cabinets, granite counter tops, pantry & opens to a light & bright family room. Large dining & living are perfect for family enjoyment or entertaining. Garage is attached & has plenty of additional storage space. Additional amenities include: French doors, custom closets throughout, hard wood & tile floors, custom wood shutters, laundry room with plenty of storage, tile roof & landscape lighting. Updates include: electrical, plumbing, new AC, new pool heater and garage floor coating. This home is move in ready. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$150,000
$765/mo
Monthly Payment:
$765
Principal & Interest:
$555
HOA Dues:
$210
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,565sq ft $96 / sq ft CND
Lot Size960sq ft Built2008 On Site2days
This lovely Town home (condo) has many features including a spacious floor plan with 3 bedrooms upstairs and 2,5 bathrooms, with the half bath down, corian counter top in... more
This lovely Town home (condo) has many features including a spacious floor plan with 3 bedrooms upstairs and 2,5 bathrooms, with the half bath down, corian counter top in kitchen, bar area seating, ceramic tile in foyer and wet areas, 36" Upper maple cabinets, microwave, refrigerator,cultured marble in baths, 2" horizontal blinds, built in desk, One car garage with Garage Door Opener. Screened Lanai over looking the wooded lot behind it. Perfect for entertaining guests. All on a quiet cul de sac, and close to shopping expressways, restaurants, Hurry! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
$315,900
$1,173/mo
Monthly Payment:
$1,173
Principal & Interest:
$1,170
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $63,180 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,235sq ft $141 / sq ft SFR
Lot Size12,208sq ft Built1959 On Site4days
Beautifully Remodeled 4 bedroom 3 bath Winter Park Pool Home with separate "man-cave/game room". Spacious Gourmet kitchen with upgraded wood cabinets, 5 burner gas stove and... more
Beautifully Remodeled 4 bedroom 3 bath Winter Park Pool Home with separate "man-cave/game room". Spacious Gourmet kitchen with upgraded wood cabinets, 5 burner gas stove and stainless appliances overlooking the family room and back yard. The master suite features a 9x12 walk-in closet plus large bathroom complete with a double sink vanity, jetted tub and large walk-in shower. There is a 2nd master bedroom complete with private bathroom. Nice ceramic tile floors in all of the living areas. This a great home for entertaining..screened in porch with built-in gas grill overlooking the beautiful pool with fountain on a "salt chlorination system" The detached "game room" in the back yard is complete with A/C and pool table! Updates to the home: AC 2008, Roof 2012, the pool was installed in 2005, re-plumbed and electric was updated. (the 4th bedroom does not have a closet and is being used as an office) Close to Publix, Whole foods, Starbucks, shopping and dining, doctors/hospital. Convenient to major highways. Winter Park Schools. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
1 2 3 4 5 ... 10 20
ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
844-662-5638
Content provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Mid Florida Regional MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

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Data last updated: Tuesday, March 31, 2015 at 12:41 PM