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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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$185,000
$688/mo
Monthly Payment:
$688
Principal & Interest:
$685
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $37,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,615sq ft $115 / sq ft SFR
Lot Size8,111sq ft Built1968 On Site14days
This is it! Fantastic 4 bedroom/2 bath split plan with huge 19 x 19 screened porch plus 2 car garage!! Move right in!!! Excellent curb appeal! Newer laminate throughout home.... more
This is it! Fantastic 4 bedroom/2 bath split plan with huge 19 x 19 screened porch plus 2 car garage!! Move right in!!! Excellent curb appeal! Newer laminate throughout home. Kitchen complete with wood cabinets, updated countertops, tile backsplashes & cozy breakfast bar. Updated guest bath includes new tub, glass tile shower & new vanity. Tiled screened porch overlooks large, fenced back yard. This property is not a short sale or foreclosed property! Seller motivated & can close quickly!! Welcome home!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
Your search results are current and complete. Learn more
$1,130,000
$4,486/mo
Monthly Payment:
$4,486
Principal & Interest:
$4,186
HOA Dues:
$300
(Based on a 30 year fixed loan at 3.75% with $226,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,794sq ft $404 / sq ft TWN
Lot Size3,746sq ft Built2001 On Site15days
Luxury freestanding townhome on Lake Virginia conveniently located just a short walk to Park Ave. Upon entering this beautiful, Tuscan inspired townhome you will immediately... more
Luxury freestanding townhome on Lake Virginia conveniently located just a short walk to Park Ave. Upon entering this beautiful, Tuscan inspired townhome you will immediately feel the bright, airy openness of the modern and spacious floor plan. Main level boasts travertine title throughout main level and elegant hard wood flooring in formal dining room. The large chef's kitchen offers stainless steel gas appliances, complimented by handsome wood custom cabinetry. Step out through the Great room French doors onto a private patio and relax in the in-ground hot tub. Find your way to the bedrooms using the stairs or take the elevator! You will appreciate the Master bedroom, with separate sitting area and large custom closets. The master also provides a private balcony with an extraordinary lake view. Additional two bedrooms include their own private bath. Community offers communal dock with assigned boat slip. This is a rare opportunity to purchase in the cozy community of Milano at Winter Park, which consists of only 6 homes total! Call today for a private viewing. less
Listing Provided Courtesy of Metro City Realty
Popularity
$184,900
$693/mo
Monthly Payment:
$693
Principal & Interest:
$685
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.75% with $36,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,800sq ft $103 / sq ft SFR
Lot Size8,011sq ft Built1980 On Site15days
Nice home that has been freshly painted, re-plumbed, and has new carpet in the bedrooms. Separate family room features a stone fireplace. This property is eligible under the... more
Nice home that has been freshly painted, re-plumbed, and has new carpet in the bedrooms. Separate family room features a stone fireplace. This property is eligible under the Freddie Mac First Look Initiative through 04/02/15. (20 days from initial MLS list date). Please note: day 1 of the First Look countdown starts on the day the property is listed in the MLS. The First Look countdown will expire April 2, 2015. Investor offers will be eligible for review and acceptance on April 3 2015. All measurements are approximate; buyer to verify HOA info and measurements prior to offer. Multiple Offer situation. Multiple offer sheet attached with deadline of Monday, March 30 at 9 AM. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$650,000
$2,450/mo
Monthly Payment:
$2,450
Principal & Interest:
$2,408
HOA Dues:
$42
(Based on a 30 year fixed loan at 3.75% with $130,000 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 2,800sq ft $232 / sq ft SFR
Lot Size18,758sq ft Built1976 On Site17days
Every home has its story, let us help make yours! Inviting Winter Park home in the prominent neighborhood of Sevilla. This five bedroom three bath home includes your own... more
Every home has its story, let us help make yours! Inviting Winter Park home in the prominent neighborhood of Sevilla. This five bedroom three bath home includes your own backyard oasis complete with pool and separate screened in spa area directly off the master bedroom. The entry features a vast foyer that leads you to the front door. You are invited to travel though this split plan home in multiple directions with the kitchen placed in the center off everything. Vaulted ceilings and windows await you in your updated kitchen complete with granite counters. Master bedroom includes a walk in closet and luxurious private bathroom with his and her sinks. This home is complete with its two car garage and large laundry room. This home is anxiously awaiting its new owners! less
Listing Provided Courtesy of Re/max Central Realty
Popularity
$74,900
$277/mo
Monthly Payment:
$277
Principal & Interest:
$277
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $14,980 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 953sq ft $79 / sq ft CND
Lot Size940sq ft Built1973 On Site17days
Awesome 2/2 condo in Winter Park. Carpet & tile throughout. Fresh paint and newer carpet. The kitchen has black appliances and upgraded cabinets. This property is very close to... more
Awesome 2/2 condo in Winter Park. Carpet & tile throughout. Fresh paint and newer carpet. The kitchen has black appliances and upgraded cabinets. This property is very close to the pool and clubhouse. Spacious bedrooms. Covered patio. WONDERFUL investment opportunity or for First Time Buyer. Convenient to restaurants, shopping, and highways! Come see this unit TODAY! All information recorded in the MLS is intended to be accurate but cannot be guaranteed. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$525,000
$1,948/mo
Monthly Payment:
$1,948
Principal & Interest:
$1,945
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,072sq ft $253 / sq ft SFR
Lot Size12,004sq ft Built1958 On Site17days
Fabulous renovated mid century modern pool home in desireable timberlane shores! From the minute you walk in you are greeted with an abundance of natural light. Home boasts... more
Fabulous renovated mid century modern pool home in desireable timberlane shores! From the minute you walk in you are greeted with an abundance of natural light. Home boasts beautiful windows throughout. The open kitchen features granite countertops, stainless steel appliances and custom cabinetry. Enjoy the oversized wood burning fireplace in the expansive living room. Family room offers serene views of backyard and pool area. Plantation shutters throughout, beautiful slate floors in most living areas. Additional upgardes include newer double glazed windows and sliders ('07), roof ('08), a/c ('02). The landscape is drought resistant and features two rain barrels to keep water bills down. Winter park "a" schools. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$257,600
$1,644/mo
Monthly Payment:
$1,644
Principal & Interest:
$954
HOA Dues:
$690
(Based on a 30 year fixed loan at 3.75% with $51,520 down)
Winter Park, FL 32789
2bed 2bath 1,148sq ft $224 / sq ft CND
Lot Size1.6acre Built1969 On Site18days
Stunning 2 bedroom, 2 full bath condo with updated kitchen - granite counters, wood cabinetry & stainless steel appliances. Enter this spacious unit with over 1100 heated square... more
Stunning 2 bedroom, 2 full bath condo with updated kitchen - granite counters, wood cabinetry & stainless steel appliances. Enter this spacious unit with over 1100 heated square feet and appreciate the smooth flow of the living space. Pay special attention to the additional storage room with plenty of cabinets off the master bedroom. Patio has been enclosed with nice, large windows to enjoy the lovely western views every day! Lake virginia coa recently finished a complete renovation of the exterior and both lobbies. Residents enjoy access to winter park chain of lake, rentable boat slips (when available), spectacular lake front pool, hot tub, sauna, fitness room and recently renovated clubroom plus rentable guest suite. Winter park living at it's finest! Walking distance to park avenue boutiques, fine & casual dining & exciting entertainment options. Easy access to sunrail, downtown orlando, oia & the attractions! This is a homepath property. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$55,900
$207/mo
Monthly Payment:
$207
Principal & Interest:
$207
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $11,180 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,020sq ft $55 / sq ft CND
Lot Size8,567sq ft Built1974 On Site18days
Traditional Sale !!! Excellent condo for first time buyer or investors!!!! Excellent income potential on this 2 bedroom, 2 bathroom condo in desirable Winter Park! Prime,... more
Traditional Sale !!! Excellent condo for first time buyer or investors!!!! Excellent income potential on this 2 bedroom, 2 bathroom condo in desirable Winter Park! Prime, CENTRAL LOCATION! Less than 1 mile from Full Sail University, 15 minutes from UCF, 15 minutes from Downtown Orlando! Once inside, you will find a large GREAT ROOM with living/dining combo, lots of NATURAL LIGHT, and sliders leading out to a large covered patio with STORAGE closet and washer/dryer hook-up! There is Laundromat on site as well. Condo has carpet in Rooms and ceramic tile throughout. ALL APPLIANCES included! Winter Park Woods offers residents a sparkling SWIMMING POOL, Tennis Courts, Playground, Clubhouse and Winter Park Schools and more! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$649,000
$2,404/mo
Monthly Payment:
$2,404
Principal & Interest:
$2,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $129,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,582sq ft $251 / sq ft SFR
Lot Size5,910sq ft Built2005 On Site18days
Open Sun Mar 29, 12pm-4pm
Live in the heart of Winter Park, within Walking Distance to Park Ave Shopping District, Rollins College, and so much more! This urban oasis places you in the center of it all,... more
Live in the heart of Winter Park, within Walking Distance to Park Ave Shopping District, Rollins College, and so much more! This urban oasis places you in the center of it all, yet provides all the modern conveniences of a well-built, modern construction home. Built in 2005, this 4 bedroom, 3 bath residence has high end finishes like hardwood floors, granite countertops & Stainless steel appliances, crown moulding, a wood burning fireplace, and ten-foot ceilings! The downstairs master suite is private with plantation shutters, a walk-in closet with built in shelving, and a spa-like master bath with separate shower and soaking tub & dual sinks. Upstairs you'll find 3 bedrooms and a bonus space with ceiling fans, custom cabinetry, and plantation shutters. A wrap-around porch welcomes you in with lots of covered spaces, and a 2-car garage with brick paver driveway is great for guest parking. This bungalow style home stays true to the historical committee with hearty plank lap siding and brick construction. Dual-pane wood windows throughout provide great energy insulation. A full irrigation system keeps your mature landscaping looking great. Come live the Winter Park Lifestyle! less
Listing Provided Courtesy of Regal R.e. Professionals Llc
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
Seminole County School District
3bed 2bath 1,298sq ft $135 / sq ft SFR
Lot Size5,831sq ft Built1991 On Site19days
Nice three bedroom, two bath pool home located on a cul-de-sac. Enter the home through the screened front porch to the spacious living area with and view of the open pool. The... more
Nice three bedroom, two bath pool home located on a cul-de-sac. Enter the home through the screened front porch to the spacious living area with and view of the open pool. The kitchen opens to the main living area and features a breakfast bar, closet pantry and plenty of counter space and storage. Open floor plan with vaulted ceiling and plenty of natural light and ceramic tile throughout. The back yard is fenced for added privacy while enjoying you open pool. Located in an excellent school district. Conveniently located near local dining, shopping and major highways. This is a Fannie Mae HomePath Property! less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$169,990
$629/mo
Monthly Payment:
$629
Principal & Interest:
$629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,998 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,263sq ft $135 / sq ft SFR
Lot Size8,518sq ft Built1984 On Site19days
3 bedroom, 2 bath pool-home in scenic Winter Park, Florida. This charming home just the right size for a small family or individual wanting a place of their own to call home.... more
3 bedroom, 2 bath pool-home in scenic Winter Park, Florida. This charming home just the right size for a small family or individual wanting a place of their own to call home. This home has a large private rear yard with screened in pool, with plenty of room for outdoor activities like family cook outs, or just relaxing by the crystal clear pool in the summer. Great location near A-rated schools, with easy access to shopping, dining, and Hwy 417. less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$549,000
$2,034/mo
Monthly Payment:
$2,034
Principal & Interest:
$2,034
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,720sq ft $202 / sq ft SFR
Lot Size8,397sq ft Built2002 On Site19days
Beautiful Marble and rich Wood Floors welcome you to this 4 Bedroom, 4 Bath home with Office. The entire house brags of such upgrades as Granite, Hand Laid Tile and gorgeous... more
Beautiful Marble and rich Wood Floors welcome you to this 4 Bedroom, 4 Bath home with Office. The entire house brags of such upgrades as Granite, Hand Laid Tile and gorgeous Lighting Fixtures throughout. The Kitchen and Breakfast area with its Stainless Steel Appliances, Designer Cabinets & Granite Counter Tops overlooks the beautiful backyard. The Master Suite has French Doors which lead to a Deck where one can sit and enjoy their morning coffee. The Master Bath has both a beautiful Tub to relax in as well as a Shower and two separate Vanities. Entertaining your thing? You will love this Outdoor Kitchen and Patio. All of this and a short jaunt to Park Avenue! Welcome Home!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$350,000
$1,966/mo
Monthly Payment:
$1,966
Principal & Interest:
$1,296
HOA Dues:
$670
(Based on a 30 year fixed loan at 3.75% with $70,000 down)
Winter Park, FL 32789
1bed 1bath 1,000sq ft $350 / sq ft CND
Lot Size2.8acre Built1960 On Site19days
100% renovation just completed, amazing views from 1st floor unit - wood floors, granite counters, spacious and open.
100% renovation just completed, amazing views from 1st floor unit - wood floors, granite counters, spacious and open. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$250,000
$926/mo
Monthly Payment:
$926
Principal & Interest:
$926
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,630sq ft $153 / sq ft SFR
Lot Size8,952sq ft Built1955 On Site19days
If you are looking for a well maintained yet affordable home in Winter Park, this is it. Sitting on almost a quarter acre parcel and located in the established neighborhood of... more
If you are looking for a well maintained yet affordable home in Winter Park, this is it. Sitting on almost a quarter acre parcel and located in the established neighborhood of Shores of Lake Killarney with deeded access to Lake Killarney, this house is minutes to I-4, the Winter Park Village, Park Avenue and downtown Orlando. The house is bright, cheerful and tastefully decorated. The kitchen has been completely remodeled with porcelain tile flooring, granite counter tops and hardwood cabinets. All appliances stay with the home including the washer and dryer, so this home is truly move-in ready. There is a large family room off the living room and kitchen that is multi functional and can be used for a variety of purposes. The brick, glass block and cast iron stove bring lots of warmth and character to the space. This one is a real charmer so call today for your private showing. less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$359,000
$1,330/mo
Monthly Payment:
$1,330
Principal & Interest:
$1,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $71,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,963sq ft BuiltN/A On Site20days
Great Location in the City of Winter Park.......large lot.......in Prime area.
Great Location in the City of Winter Park.......large lot.......in Prime area. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity N/A
2 3 4 5 6 7 8 9 10 ... 15 25
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.

Copyright 2015 Mid Florida Regional MLS. All rights reserved.

Data last updated: Sunday, March 29, 2015 at 1:02 PM