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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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$145,000
$537/mo
Monthly Payment:
$537
Principal & Interest:
$537
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,389sq ft $104 / sq ft SFR
Lot Size5,858sq ft Built1961 On Site130days
Short Sale; Great 3 bedroom 2 bath split plan home. Some features include: solid wood floors, crown molding, split bedroom floor plan, great room with hard wood floors, 1 car... more
Short Sale; Great 3 bedroom 2 bath split plan home. Some features include: solid wood floors, crown molding, split bedroom floor plan, great room with hard wood floors, 1 car carport, French doors leading out to a wood deck. Great for entertaining in this beautiful Florida weather. less
Listing Provided Courtesy of Prestige Property Shop Llc
Popularity
Your search results are current and complete. Learn more
$49,900
$395/mo
Monthly Payment:
$395
Principal & Interest:
$184
HOA Dues:
$211
(Based on a 30 year fixed loan at 3.75% with $9,980 down)
Winter Park, FL 32792
Seminole County School District
1bed 1bath 678sq ft $74 / sq ft CND
Lot Size680sq ft Built1973 On Site131days
Units 137, 149 and 170 are also available for sale. All units are tenant occupied.
Units 137, 149 and 170 are also available for sale. All units are tenant occupied. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$595,000
$2,204/mo
Monthly Payment:
$2,204
Principal & Interest:
$2,204
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,396sq ft $248 / sq ft SFR
Lot Size10,495sq ft Built1990 On Site133days
New price !!!! In the heart of winter park! This wonderful contemporary 2 story has vaulted ceilings and large windows with shutters that bathe this home with natural light! The... more
New price !!!! In the heart of winter park! This wonderful contemporary 2 story has vaulted ceilings and large windows with shutters that bathe this home with natural light! The inviting living room has a fireplace and the dining room has an original hand blown venini chandelier that was purchased from murano, italy! 4 bedrooms and 3 baths plus an upstairs study area you will enjoy being in. The first floor bedroom and bath suite is perfect for guests or to use as your own private office or a children's playroom. The large open kitchen, breakfast area, and family room are surrounded by french doors that lead you to either the 1st floor of the screened porch or the open wooden deck complete with a brick grill. Huge master bedroom upstairs has its own screened patio overlooking the beautiful and private fenced backyard. The master bath has double sinks, a large jetted tub and a separate walk in shower. Two stories of screened in porches include a sturdy spiral staircase with ample storage throughout! Inside laundry room with sink and laundry chute. The 2 car garage has a work shop with built in storage and a circular driveway. Low maintenance land landscaping and shrubbery and plenty of room for a sparkling pool! This is a place that you will love calling home! less
Listing Provided Courtesy of Parkland International Realty
Popularity
$49,900
$395/mo
Monthly Payment:
$395
Principal & Interest:
$184
HOA Dues:
$211
(Based on a 30 year fixed loan at 3.75% with $9,980 down)
Winter Park, FL 32792
Seminole County School District
1bed 1bath 678sq ft $74 / sq ft CND
Lot Size657sq ft Built1973 On Site136days
Units 137,149 and 287 are also available for sale. All units are tenant occupied.
Units 137,149 and 287 are also available for sale. All units are tenant occupied. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$3,400,000
$12,596/mo
Monthly Payment:
$12,596
Principal & Interest:
$12,596
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $680,000 down)
Winter Park, FL 32789
Orange County School District
5bed 8bath 8,342sq ft $408 / sq ft SFR
Lot Size15,570sq ft Built2004 On Site136days
Breathtaking appointments at every turn, collaboration between Maroon Fine Homes and Marquis Fine Homes offers a fully furnished classic estate on prestigious Park Avenue. Three... more
Breathtaking appointments at every turn, collaboration between Maroon Fine Homes and Marquis Fine Homes offers a fully furnished classic estate on prestigious Park Avenue. Three stories of living space includes a fully equipped gym, temperature controlled wine cellar, game room inclusive of full wet bar and pool table with four televisions, and movie theater. Nothing would be complete without a temperature-controlled lanai, summer kitchen, heated pool, spa, and outdoor fireplace. Recent additions include internet-based security cameras, copper gutters, and hurricane shutters. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 2bath 2,008sq ft $298 / sq ft SFR
Lot Size17,959sq ft Built1968 On Site139days
You know it’s all about location; right, so let’s take a step back in time! Here is truly an amazing opportunity to acquire a true traditionally build &... more
You know it’s all about location; right, so let’s take a step back in time! Here is truly an amazing opportunity to acquire a true traditionally build & former custom home of a past era, and built as they used to build them! A wonderfully located home in the very desirable Virginia Heights district of Winter Park, FL 32789 which offers new and remodeled homes, many in the multi $M price range! The home majestically sits on this huge 90x200 lot which boasts mature trees & landscaping, but it does need some ground clearance work to reveal this true beauty! A diamond in the rough! The home offers a unique opportunity to a builder looking for a superb restoration/modernization project, or awaits that special discerning buyer with some vision to bring this traditional beauty back to its former glory! Designed for the owners back in 1967 & built in 1968, it has been home to the same owners/family since built. Copies of the original plans are available! It offers a huge frontage/gardens with a good size driveway, plus a massive and mature rear garden with beautiful trees. The entire property is in need of full restoration/modernization but it truly offers a very unique and hard to find opportunity in today’s market! This is a MUST see, to take in the levels of possibilities and future vision this property and location has to offer. Call today to book your accompanied viewing appointment. less
Listing Provided Courtesy of Century 21 Metro Lifestyles
Popularity
$197,900
$733/mo
Monthly Payment:
$733
Principal & Interest:
$733
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,580 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,004sq ft $99 / sq ft SFR
Lot Size8,320sq ft Built1968 On Site140days
Move in ready immaculate home with 26x13 bonus room featuring wood burning brick fireplace. New carpet and 18"tile throughout. Beautiful updated bathrooms. Freshly painted... more
Move in ready immaculate home with 26x13 bonus room featuring wood burning brick fireplace. New carpet and 18"tile throughout. Beautiful updated bathrooms. Freshly painted interior. Newer ac. Split plan. Wood deck, fenced backyard. Oversized 2-car garage with storage. Great location convenient to downtown winter park, shopping. Dining,ucf and full sail. Seller motivated. Make an offer!!! less
Listing Provided Courtesy of Watson Realty Corp
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 32789
Garden Acres Orange County School District
4bed 2bath 2,057sq ft $194 / sq ft SFR
Lot Size12,719sq ft Built1938 On Site140days
This charming Winter Park home is perfect for family living or entertaining with an open floor plan and oversized private fenced lot. There is plenty of room for a pool. Updates... more
This charming Winter Park home is perfect for family living or entertaining with an open floor plan and oversized private fenced lot. There is plenty of room for a pool. Updates include: stainless steel appliances, kitchen cabinets, granite countertops, baths, roof, crown molding, AC, gutters and paint inside and out Formal living is light and bright and features a cozy wood burning fireplace. Formal dining has custom built-in cabinetry and French Doors. Beautiful wood & tile floors throughout (no carpet) and two car attached garage. Location is minutes to Park Avenue’s and College Park’s boutiques and restaurants as well as Downtown Orlando’s business district. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$239,900
$888/mo
Monthly Payment:
$888
Principal & Interest:
$888
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,508sq ft $159 / sq ft SFR
Lot Size37,462sq ft Built1975 On Site140days
Price reduction!!! Move in condition. Total re-hab, updated. No hoa! Pride of ownership shows in this beautifully maintained 3/2. Country living with city conveniences. Winter... more
Price reduction!!! Move in condition. Total re-hab, updated. No hoa! Pride of ownership shows in this beautifully maintained 3/2. Country living with city conveniences. Winter park location with almost an acre of land. Bring the family, animals and toys. Plenty of room for parking boat, rv, etc. Completely fenced for security and privacy. Newer paint, roof, a/c, hot water heater, plumbing to name a few. Large ceramic tile throughout. Open floor plan. This split plan enjoys large master bedroom with walk-in shower. Large kitchen opens to living room. Kitchen displays wood cabinets, tiled backsplash and ceramic counter tops. All appliances included. Oversized utility room. Brick pavers on large rear patio overlooking shaded rear yard. Utility shed for outdoor storage. In an area of exquisite million dollar homes. Excellent winter park schools. Minutes to shopping, 417, 17/92 and 436. Home warranty offered. Selling in as-is condition. less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$290,000
$1,074/mo
Monthly Payment:
$1,074
Principal & Interest:
$1,074
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $58,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,922sq ft $151 / sq ft SFR
Lot Size7,323sq ft Built1949 On Site143days
Priced under recent appraisal at $300,000. Covered front porch with brick pavers welcomes you to this delightful home. The living room, hall and two bedrooms have laminate... more
Priced under recent appraisal at $300,000. Covered front porch with brick pavers welcomes you to this delightful home. The living room, hall and two bedrooms have laminate hickory wood floors, kitchen has been updated with corian counters, under mount sink, newer cabinets, smooth top range and tile floors with a pass through to the spacious family room with gas fireplace, large bar with granite counter, sink and cabinets (bar can be removed), bay window, French doors open onto sun deck and patio area. In addition to the 3 bedrooms there is an office with built in cabinets. The master bath features a large jetted tub with dual shower heads, glass block wall. The roof was replaced in 11/2010 when the front porch was added, 80 gallon solar heated water heater installed 2/10, some of the windows have 3M safety film, windows have been replaced – not original, knock down ceilings in all rooms except one bedroom. There are two driveways allowing extra parking area, fenced yard, security system. Master bedroom size includes the bathroom. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$298,000
$1,122/mo
Monthly Payment:
$1,122
Principal & Interest:
$1,104
HOA Dues:
$18
(Based on a 30 year fixed loan at 3.75% with $59,600 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,372sq ft $126 / sq ft SFR
Lot Size1.1acre Built2000 On Site150days
This exquisite home backs up to the Lost Creek Conservation Area bordering Winter Springs and Oviedo...a Winter Park favorable family location. Built in 2000, the freshly... more
This exquisite home backs up to the Lost Creek Conservation Area bordering Winter Springs and Oviedo...a Winter Park favorable family location. Built in 2000, the freshly painted (inside and out) home has unlimited potential with a new roof, new appliances and New AC/Heating System. Secluded Master Bedroom Suite with garden tub & separate shower. 3 Upstairs bedrooms have their own loft activity/entertainment area. Features include vaulted cathedral ceilings, colonial baseboards. Kitchen with huge chef's island accented with granite throughout, custom wood cabinetwork, premium tile, stainless steel appliances throughout, complete with a breakfast bar & pantry. Large Familyroom incorporates a nice sized dining area. Beautiful dark coffee wood highlights a large living room with vaulted ceilings. See Realtor remarks for special financing. Seller will consider purchase money mortgage WITH SUBSTANTIAL DOWN PAYMENT at below market rates (call for explanation) shown on the Martin Federal website on date of contract. Buyer must qualify and Seller will pay all direct lender closing costs, except doc stamps, escrow account, prorata interest, recording mtg and lender title policy-closing fees. No points, appraisal, flood cert, etc..etc.. Rear conservation area of lot may be in a Flood Zone AE, however selling lender WILL NOT require flood insurance. Call Realtor for direction on pre-qualifying with the lender. Note acreage quoted is approximately only. Survey posted less
Listing Provided Courtesy of Source Realty Inc
Popularity
$2,499,000
$9,258/mo
Monthly Payment:
$9,258
Principal & Interest:
$9,258
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $499,800 down)
Winter Park, FL 32789
Orange County School District
6bed 8bath 6,684sq ft $374 / sq ft SFR
Lot Size23,363sq ft Built2007 On Site150days
Enjoy the Winter Park lifestyle in this gorgeous custom Lakefront home built by Liberty Development. Feels like new! Situated on the lagoon that feeds into Lake Maitland.... more
Enjoy the Winter Park lifestyle in this gorgeous custom Lakefront home built by Liberty Development. Feels like new! Situated on the lagoon that feeds into Lake Maitland. Beautiful foyer entrance looking into the formal living room with luxurious floor to ceiling fireplace and huge window overlooking pool and lake. Formal dining area with architectural columns and arches. Two wine cellars located off the foyer. Stunning staircase with rich hardwood flooring, iron railings, beautiful chandelier and wood ceiling. Gourmet kitchen with huge island, overlooking spacious family room, great for entertaining with wood beams plus large window looking out to spectacular water views and beautiful sunsets. Two master suites, one upstairs with a Juliet balcony and one downstairs, both with wonderful lake views. Six total bedrooms, six full baths and two half baths plus office located downstairs. Huge loft area with access to spacious balcony with great views. Bonus room adjoins the loft area with wet bar. Exercise room located on the third floor, could be used as a media room. Three car garage and a roof top spa with serene panoramic views of the lake! This spectacular home also features a Summer kitchen, pool and boathouse. Large lot on a quiet street. Walk or boat to the Winter Park Racquet Club. less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$879,900
$3,259/mo
Monthly Payment:
$3,259
Principal & Interest:
$3,259
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $175,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,250sq ft $271 / sq ft SFR
Lot Size17,777sq ft Built2015 On Site151days
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** This beautiful ,traditional 2 story is located on a large, oversized lot. New construction... more
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** This beautiful ,traditional 2 story is located on a large, oversized lot. New construction by Arlington Homes in the Winter Park school district. The kitchen features, granite, Kitchen Aid built in wall oven and microwave, 36" professional cooktop and a 36" French door refrigerator. Solid wood custom cabinetry and a large pantry make this kitchen a cooks dream! There is a large open great room and a master downstairs. 3 en-suite bedrooms and a loft give the whole family space and privacy. The builder did not forget energy efficiency as well. Radiant barrier insulation, Low E windows, tankless water heaters and NEST thermostats keep the energy bills low. The exterior features a lovely covered outdoor living area and plenty of room for a pool in the future. A 3 car garage completes the picture making this a fantastic new home for your family. Act now and select your own finishes! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$529,900
$1,963/mo
Monthly Payment:
$1,963
Principal & Interest:
$1,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,861sq ft $185 / sq ft SFR
Lot Size7,750sq ft Built1925 On Site153days
Charming two story 4/3.5 home with in-law apartment located in the heart of winter park. Features include wood floors, tile, gas fireplace in the living room, french doors, 2... more
Charming two story 4/3.5 home with in-law apartment located in the heart of winter park. Features include wood floors, tile, gas fireplace in the living room, french doors, 2 car garage, and much more! Nestled amongst towering trees and lake midgett with it's beautiful fountain on a quaint brick street. Located near rollins college and park ave. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$849,000
$3,145/mo
Monthly Payment:
$3,145
Principal & Interest:
$3,145
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $169,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,540sq ft $334 / sq ft SFR
Lot Size8,437sq ft Built2003 On Site153days
Home is priced below appraised value!! This handsomely appointed Rex-Tibbs Mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the... more
Home is priced below appraised value!! This handsomely appointed Rex-Tibbs Mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the open floor plan flows seamlessly in this 2,540 square foot light and bright home. No detail has been overlooked. Hardwood flooring, plantation shutters and crown molding can be found throughout the entire house. French doors open from the expansive first floor living area and master suite to the salt-water pool surrounded by red brick pavers and a yard full of immaculately maintained landscaping. The gourmet kitchen features granite and wood countertops and has been recently updated with new appliances, a chef’s dream. A wooden staircase with wrought-iron banisters leads upstairs to the two additional bedrooms, one containing a small balcony overlooking the pavered front patio area and providing views of the mature oak trees of Moss Lane. Zoned for Dommerich Elementary, Maitland Middle and Winter Park High School. Deeded lake access with a prime location near Lake Maitland and The Winter Park Racquet Club as well as a short distance from downtown Winter Park make this home a real gem that must be seen! UPDATE: New interior paint in select rooms! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
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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Data last updated: Sunday, December 21, 2014 at 1:55 PM