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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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$299,900
$1,111/mo
Monthly Payment:
$1,111
Principal & Interest:
$1,111
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size8,768sq ft BuiltN/A On Site10days
Lovely lot on a tree lined brick street. The lot is cleared and ready to build. Plans available or design your own.
Lovely lot on a tree lined brick street. The lot is cleared and ready to build. Plans available or design your own. less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
Your search results are current and complete. Learn more
$969,000
$3,590/mo
Monthly Payment:
$3,590
Principal & Interest:
$3,590
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $193,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,214sq ft $301 / sq ft SFR
Lot Size10,778sq ft Built2013 On Site11days
Newer Custom home built in 2013 featuring 3214' sq.ft. of living area, 4 bedrooms, 3.5 baths, PLUS a Study, Huge Loft and a separate Game Room. Granite countertops throughout,... more
Newer Custom home built in 2013 featuring 3214' sq.ft. of living area, 4 bedrooms, 3.5 baths, PLUS a Study, Huge Loft and a separate Game Room. Granite countertops throughout, Stainless Steel Appliances, crown molding, 10' ceilings. This home was built with energy efficiency in mind and includes numerous upgraded materials such as Pella Wood Windows featuring Low-E double pane glass with Argon, R30 insulation in the attic, multiple AC units with a zoning system and programmable thermostats, R19 insulation between all interior walls and floor trusses, and a concrete tile roof. Enjoy the gas fireplace on your Outdoor Living area and your shaded back yard complete with an additional pavered patio for even more entertaining area. Clean and contemporary feel to interior. Wood look ceramic tile on first floor for easy maintenance. Master bedroom and study on first floor. Must see! less
Listing Provided Courtesy of Woodruff Realty, Inc.
Popularity
$429,000
$1,589/mo
Monthly Payment:
$1,589
Principal & Interest:
$1,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,914sq ft $224 / sq ft SFR
Lot Size17,760sq ft Built1956 On Site11days
Great opportunity to build new! Property is situated on a private street and is being sold AS-IS, value in the land. Survey available for buyer's review and shows lot to be... more
Great opportunity to build new! Property is situated on a private street and is being sold AS-IS, value in the land. Survey available for buyer's review and shows lot to be 120x148 with the edge of the road being 17 ft inside the property line. Call to schedule an appointment with the listing agent to walk the property; house is not currently available for showing. Tremendous location and convenient to everything! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$429,000
$1,589/mo
Monthly Payment:
$1,589
Principal & Interest:
$1,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size17,760sq ft BuiltN/A On Site11days
Great opportunity to build new! Property is situated on a private street and is being sold AS-IS, value in the land. Survey available for buyer's review and shows lot to be... more
Great opportunity to build new! Property is situated on a private street and is being sold AS-IS, value in the land. Survey available for buyer's review and shows lot to be 120x148 with the edge of the road being 17 ft inside the property line. Call to schedule an appointment with the listing agent to walk the property; house is not currently available for showing. Tremendous location and convenient to everything! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity N/A
$359,900
$1,333/mo
Monthly Payment:
$1,333
Principal & Interest:
$1,333
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $71,980 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,301sq ft $156 / sq ft SFR
Lot Size11,720sq ft Built1971 On Site12days
Winter Park Pines! Here is a great 4 bedroom, 3 full bath pool home in the Winter Park Pines waiting for a new owner. This home features upgraded HVAC, upgraded electrical, a... more
Winter Park Pines! Here is a great 4 bedroom, 3 full bath pool home in the Winter Park Pines waiting for a new owner. This home features upgraded HVAC, upgraded electrical, a wonderful new front door and fresh paint, a newer kitchen with granite and stainless steel appliances and glass tile backsplash, a huge inside laundry room, split plan, wood burning fireplace in the family room, wood floors, large two car garage and a huge screen porch with a slate floor that is overlooking the spacious back yard and dark bottom pool. There is way too much to list. This is really a must see home. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$449,900
$1,666/mo
Monthly Payment:
$1,666
Principal & Interest:
$1,666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,302sq ft $195 / sq ft TWN
Lot Size8,597sq ft Built2008 On Site12days
Open & Bright Townhome with no HOA or Dues. This unique Tri-level boast High ceilings, real Wood floors, 3 full baths plus a separate family room with balcony. One bedroom and... more
Open & Bright Townhome with no HOA or Dues. This unique Tri-level boast High ceilings, real Wood floors, 3 full baths plus a separate family room with balcony. One bedroom and bath on the first level. Master has dual sinks plus oversized shower and walk-in closet. Beautifully landscaped with paver and covered porch entry. All centrally located in Lawndale/Orwin Manor North close to I-4, 17-92, Downtown Winter park and Rollins College less
Listing Provided Courtesy of Real Estate Firm Of Orlando
Popularity
$885,000
$3,278/mo
Monthly Payment:
$3,278
Principal & Interest:
$3,278
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $177,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 3,609sq ft $245 / sq ft SFR
Lot Size18,499sq ft Built1910 On Site12days
Private gated estate - shutters & chandeliers throughout! Part of the original Palms Estate, this gorgeous historic home was originally the caretaker’s cottage and moved... more
Private gated estate - shutters & chandeliers throughout! Part of the original Palms Estate, this gorgeous historic home was originally the caretaker’s cottage and moved to its current location in the early 1930’s. Beautiful original hardwood floors, crystal doorknobs and all the charm and character you would expect from a vintage home but completely updated with all the modern conveniences and features of today. Situated directly next to quiet neighborhood park with direct access from the yard. Fantastic new kitchen with granite counters and separate breakfast room. 2 master suites for your convenience, one upstairs and one downstairs . Guest house with full kitchen, living room, bedroom & bath + 2 car garage. Screen enclosed swimming pool, foam insulated attic, upgraded security system, crown molding & dental molding, newer double pane thermal windows making this home extra quiet. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$749,000
$2,774/mo
Monthly Payment:
$2,774
Principal & Interest:
$2,774
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $149,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,500sq ft $300 / sq ft SFR
Lot Size17,890sq ft Built1968 On Site13days
Exclusive Winter Park "Mason House" for Sale Designed by Frank Sheehy. A classic Modern Architect, Frank Sheehy, home built in 1968. 3 bedrooms, 2.5 bath + pool and attached... more
Exclusive Winter Park "Mason House" for Sale Designed by Frank Sheehy. A classic Modern Architect, Frank Sheehy, home built in 1968. 3 bedrooms, 2.5 bath + pool and attached garage. Lush Landscaping, exclusive Winter Park location. Stunning home originally designed by influential mid-century modern architect, Frank Sheehy, seamlessly blends interior and exterior spaces. Nestled in a premier Winter Park neighborhood amongst multi-million dollar homes and just blocks from Park Avenue. The “Mason House” is a unique opportunity to own a piece of architectural history in the heart of Winter Park. To live in this house is to experience modern flow, efficiency and an indoor/outdoor fluidity marked by a seamless exchange of floor-to-ceiling windows, French doors, and period details including wood burning fireplace, a screened in Florida room and ceiling fans, tasteful updated interiors, and a soaring expanse from inside to out. This Sheehy home features a bright, modern, and versatile floor plan. Greeted by an open foyer and view to the pool beyond, the living and family rooms, both with voluminous ceilings and custom built-ins, meaningfully connect to the outdoors with large custom glass doors leading to the screened brick patio. Overlooking the paved brick self-cleaning pool and large backyard, the 31 x 9 screened patio is a quiet retreat or a perfect backdrop for elegant entertaining. less
Listing Provided Courtesy of Florida One Real Estate Llc
Popularity
$142,900
$529/mo
Monthly Payment:
$529
Principal & Interest:
$529
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $28,580 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,322sq ft $108 / sq ft CND
Lot Size19.0acre Built1970 On Site13days
Location location location!!!! 3/2 condo located in a winter park. This 2nd floor unit is just precious! Lots of space! Laminate wood flooring in living areas, enclosed patio.... more
Location location location!!!! 3/2 condo located in a winter park. This 2nd floor unit is just precious! Lots of space! Laminate wood flooring in living areas, enclosed patio. Updated kitchen. Appliances included! Washer and dryer stackable! Large size bedrooms. Updated bathrooms and lots more! Four seasons condominiums is minutes away from cady way trail, rollins college the ymca, medical care, park ave, museums, and shopping. Four seasons, is located within the winter park city limits and much desired school districts. The community has 3 pools, tennis court, 3 shuffleboard courts and a clubhouse!!! Call us today to schedule a showing! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
$51,900
$421/mo
Monthly Payment:
$421
Principal & Interest:
$192
HOA Dues:
$229
(Based on a 30 year fixed loan at 3.75% with $10,380 down)
Winter Park, FL 32792
Seminole County School District
1bed 1bath 678sq ft $77 / sq ft CND
Lot Size661sq ft Built1973 On Site13days
Great location in Winter Park!!! Near Rollins College and Full Sail. 1 bedroom 1 bath condo ground floor unit. Large living room and bedroom. In very good condition but does... more
Great location in Winter Park!!! Near Rollins College and Full Sail. 1 bedroom 1 bath condo ground floor unit. Large living room and bedroom. In very good condition but does need updating. Large clubhouse with 2 pools and tennis courts. Covered patio....you can enjoy a cup of coffee in the evening! Maintenance includes water, trash and amenities. less
Listing Provided Courtesy of The Realty Factor Inc
Popularity
$42,000
$287/mo
Monthly Payment:
$287
Principal & Interest:
$155
HOA Dues:
$132
(Based on a 30 year fixed loan at 3.75% with $8,400 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 537sq ft $78 / sq ft CND
Lot Size10.1acre Built1974 On Site13days
Studio style condo located in Winter Park, with convienient access to shopping and public transport. Ground floor with patio and tile flooring throughout. Great investment... more
Studio style condo located in Winter Park, with convienient access to shopping and public transport. Ground floor with patio and tile flooring throughout. Great investment property. less
Listing Provided Courtesy of Brennan Real Estate Group Llc
Popularity
$43,000
$297/mo
Monthly Payment:
$297
Principal & Interest:
$159
HOA Dues:
$138
(Based on a 30 year fixed loan at 3.75% with $8,600 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 549sq ft $78 / sq ft CND
Lot Size10.1acre Built1974 On Site13days
1/1 Condo on second floor with convenient access to shopping, public transport and great schools. Cozy balcony with courtyard view. Close parking, pet friendly.
1/1 Condo on second floor with convenient access to shopping, public transport and great schools. Cozy balcony with courtyard view. Close parking, pet friendly. less
Listing Provided Courtesy of Brennan Real Estate Group Llc
Popularity
$179,000
$918/mo
Monthly Payment:
$918
Principal & Interest:
$663
HOA Dues:
$255
(Based on a 30 year fixed loan at 3.75% with $35,800 down)
Winter Park, FL 32792
3bed 3bath 1,570sq ft $114 / sq ft TWN
Lot Size840sq ft Built2008 On Site14days
Recently built, immaculate townhouse in the perfect location. Gated community just minutes from UCF, Full-Sail, Baldwin Park, Downtown, and major highways (408,417). In very... more
Recently built, immaculate townhouse in the perfect location. Gated community just minutes from UCF, Full-Sail, Baldwin Park, Downtown, and major highways (408,417). In very desirable Winter Park school district with top rated schools. Community includes video monitored gated entrance, dog park, putting green and playground. Home is 3 BR, 2.5 bath, and 1570 s/f. Upgrades include: -Stainless steel appliances -Granite couter tops -42'' cabinets with stainless steel hardware -18'' tile -Large master suite with walk-in closet -Screened back porch -1 car garage -Washer/dryer -and much more less
Listing Provided Courtesy of Real Estate 100 Llc
Popularity
$279,900
$1,037/mo
Monthly Payment:
$1,037
Principal & Interest:
$1,037
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,548sq ft $181 / sq ft SFR
Lot Size7,831sq ft Built1963 On Site14days
Tired of viewing homes that need endless work? This 3BR, 2BA home in the HOT area of Winter Park Pines has been completely renovated and is MOVE-IN READY. New Kitchen Cabinets,... more
Tired of viewing homes that need endless work? This 3BR, 2BA home in the HOT area of Winter Park Pines has been completely renovated and is MOVE-IN READY. New Kitchen Cabinets, Floors, Bathrooms, Patio Doors, Garage Door, Microwave, Dishwasher and Fridge. The Exterior has recent paint (2013), newer Roof, A/C (2010), New Fence, newer Windows and new back Patio. There is nothing left to do but move your furniture in. This home features a large living area with and eating area off of the Kitchen and a separate Dining Space with a pass-through. Conveniently located to Golf and Exercise Trail as well as all that Winter Park has to offer. Call today to set up an appointment to see this home. You won't regret it. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,750,000
$6,483/mo
Monthly Payment:
$6,483
Principal & Interest:
$6,483
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $350,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,819sq ft $621 / sq ft CND
Lot Size27,512sq ft Built2008 On Site14days
Fabulous penthouse in the heart of downtown winter park! Steps to park ave with it's world class shopping and dining. This 4th floor corner unit is finished with top quality... more
Fabulous penthouse in the heart of downtown winter park! Steps to park ave with it's world class shopping and dining. This 4th floor corner unit is finished with top quality materials throughout with wolf and subzero appliances, stone and wood flooring. A wet bar with wine cooler and refrigeration drawers. A spacious master suite with 14 foot tray ceiling, an elegant bath and a balcony. The living room features a fireplace and french doors that lead to a balcony with a gas grill and a spiral staircase up to the private roof top terrace with a fireplace and views of the winter park skyline and lake osceola. Villa siena provides you with the privacy of an intimate setting and amenities including a club room with bar, billiards, fitness center and a roof top terrace. Enjoy the downtown lifestyle without giving up the privacy, security and serenity this condo has to offer. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
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Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
844-662-5638
Content provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Monday, March 30, 2015 at 8:33 PM