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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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$255,000
$903/mo
Monthly Payment:
$903
Principal & Interest:
$902
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.38% with $51,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,545sq ft $165 / sq ft SFR
Lot Size13,000sq ft Built1960 On Site6days
Public remarks location, location, location! 3/2 on large corner lot. Custom designed kitchen cabinetry with corian counters, inside laundry, double pane windows, crown moulding... more
Public remarks location, location, location! 3/2 on large corner lot. Custom designed kitchen cabinetry with corian counters, inside laundry, double pane windows, crown moulding and an open floor plan. Third bedroom has been converted into office/nursery. Beautiful french doors with beveled glass open to your screened backyard retreat. Perfect home for entertaining, first time home buyers or those looking to down size. New roof, paint and driveway fall of 2015. Downtown winter park, winter park hospital, full sail, rollins college and shopping only minutes away! less
Listing Provided Courtesy of WINTER PARK LAND CO.
Popularity
We show you every available listing. Here's how
$235,000
$831/mo
Monthly Payment:
$831
Principal & Interest:
$831
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $47,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,714sq ft $137 / sq ft SFR
Lot Size13,172sq ft Built1968 On Site6days
You CAN own a pool home in Winter Park for under $250K! The large pool features a CHILD SAFETY GATE, UPGRADED PAVER DECK, and SCREENED ENCLOSURE. As the home sits on a CUL DE... more
You CAN own a pool home in Winter Park for under $250K! The large pool features a CHILD SAFETY GATE, UPGRADED PAVER DECK, and SCREENED ENCLOSURE. As the home sits on a CUL DE SAC, you can enjoy the beauty of the OVERSIZED BACKYARD from the pool deck. There is plenty of room to park an RV or boat if needed. The TILE FLOORS throughout the home are beautiful and durable, and the SPLIT FLOOR PLAN is difficult to find in this neighborhood. In addition to the spacious front living room, the kitchen opens up to a family room. The bathrooms have been renovated with NEW VANITIES, MIRRORS, and light fixtures. The NEW INTERIOR PAINT, ARCHED DOORWAYS, and FRENCH DOORS, just add to the charm and appeal of this home. Parking is not a concern with the attached, 2 CAR GARAGE. The location is ideal, as the home is situated less than 4 miles from Winter Parks Park Avenue dining, shopping, and Sunrail station. FullSail University is also just minutes away. Save money with NO MANDATORY HOA! less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE RLTY
Popularity
$629,000
$2,226/mo
Monthly Payment:
$2,226
Principal & Interest:
$2,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $125,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,117sq ft $297 / sq ft SFR
Lot Size11,701sq ft Built1958 On Site6days
Beautifully updated 3 bedroom 2 1/2 bath home in the prestigious tree lined "vias" of winter park. This highly sought after location is only blocks from the winter park racquet... more
Beautifully updated 3 bedroom 2 1/2 bath home in the prestigious tree lined "vias" of winter park. This highly sought after location is only blocks from the winter park racquet club, park ave and the interlachen country club. New a/c in 2013, new electrical, new double pane windows with lifetime warranty. Mahogany front door. Renovated bathrooms, resurfaced driveway, brazilian walnut floors, crown moulding and trim that carry out through the 2100 square foot home. This home is ready for a new owner. Kitchen features refinished cabinets with granite counter tops and stainless steel appliances. The private backyard is bordered by beautiful lush landscaping and surrounds the gorgeous pool and cabana. Both the front courtyard and the cabana are pre-wired for sound. This home has a great open floorplan and is perfect for entertaining. Come see what beautiful winter park living should feel like. less
Listing Provided Courtesy of SAND DOLLAR REALTY GROUP INC
Popularity
$219,900
$778/mo
Monthly Payment:
$778
Principal & Interest:
$778
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $43,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,339sq ft $164 / sq ft SFR
Lot Size9,348sq ft Built1956 On Site6days
Completely remodeled 3 bedroom, 2 bath home MOVE-IN READY Pool Home! Every room has received UPDATES. This loving home invites you in with a beautiful open floor plan, plenty of... more
Completely remodeled 3 bedroom, 2 bath home MOVE-IN READY Pool Home! Every room has received UPDATES. This loving home invites you in with a beautiful open floor plan, plenty of natural light throughout that makes the home feel open and spacious. The modernized kitchen is sparkling with new granite counter tops and a stainless steel dishwasher and stove. Completely remodeled bathrooms from top to bottom including fixtures, vanities, tiled showers and tile flooring. The Bonus Room off of the back of the home is perfect for an enclosed patio or extra living space leading out to the pool. All new landscaping that is easy to maintain with the brand new irrigation system. Additional storage room off the carport. This charming home is located on a quiet street in a Great neighborhood near top ranked schools and so much more! Minutes from Downtown Winter Garden, an Easy commute to downtown Orlando, great shops, restaurants, and parks just minutes away! less
Listing Provided Courtesy of JONES GROUP REAL ESTATE
Popularity
$425,000
$1,504/mo
Monthly Payment:
$1,504
Principal & Interest:
$1,504
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $85,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,563sq ft $272 / sq ft SFR
Lot Size7,606sq ft Built1984 On Site6days
This quaint move-in-ready home is situated in one of the most conveniently located and sought after areas of Winter Park. The newly renovated house is spotless, both on the... more
This quaint move-in-ready home is situated in one of the most conveniently located and sought after areas of Winter Park. The newly renovated house is spotless, both on the inside and out. The one story, low maintenance feel of the home will leave you feeling comfortable in no time. The three bedrooms feature beautiful hardwood floors, and the 2 baths have been recently renovated with new ceramic tile. The attached 2 car garage allows easy access and plenty of space for parking. The home also features an inside utility room- what a bonus! The tropical oasis of a backyard will make you feel like you are on vacation, even while relaxing on your own patio. This home is located on a quiet, tree lined street close to the YMCA, Whole Foods, and all of the other wonderful amenities that Winter Park has to offer. This neighborhood is also zoned for the A rated schools in the area. You won't want to miss this opportunity! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$2,795,000
$9,891/mo
Monthly Payment:
$9,891
Principal & Interest:
$9,891
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $559,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,712sq ft $753 / sq ft SFR
Lot Size18,643sq ft Built2008 On Site7days
Premier setting for this New Orleans style home on Lake Maitland in the heart of the Vias! Spectacular views from almost every room in the home with southern exposure that... more
Premier setting for this New Orleans style home on Lake Maitland in the heart of the Vias! Spectacular views from almost every room in the home with southern exposure that provides bright light all day... Multiple covered porches with extensive French doors. Gorgeous olde world heart of pine hardwood floors and high ceilings with spacious rooms throughout. Expansive white chefs island kitchen equipped with farmhouse sink, Carrera marble countertops, and custom cabinets. Large upstairs master retreat with balcony overlooking the lake's sunrises and sunsets. Master bath with steam shower and large walk-in closet. Three more bedrooms and bonus area upstairs. Fully enclosed boathouse with boat lift and storage area and a white sandy shoreline.come and see what the Winter Park Chain of Lakes are all about. Walk or paddle board to the Winter Park Racquet Club and located a short distance to Park Avenue, ICC, Rollins College, YMCA, and Florida Hospital.... less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$4,200,000
$14,863/mo
Monthly Payment:
$14,863
Principal & Interest:
$14,863
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $840,000 down)
Winter Park, FL 32789
Orange County School District
10bed 14bath 9,125sq ft $460 / sq ft SFR
Lot Size25,062sq ft Built1905 On Site7days
A timeless masterpiece meets modern dayabsolutely stunning 1905 downtown winter park estate home completely renovated & expanded in 2009 just steps from park avenue. No expense... more
A timeless masterpiece meets modern dayabsolutely stunning 1905 downtown winter park estate home completely renovated & expanded in 2009 just steps from park avenue. No expense was spared in this total restoration w/ immaculate attention to detail. The elegance of the natural gas light fixtures blended w/ the led lighting is just the beginning of this 1905/current day experience. As you enter the home under the wrap-around front porch into the foyer you see the instant beauty in the chevron pattern american oak floors, wood paneled walls, new orleans style glass doors w/ cremone bolts, & exquisite light fixtures throughout. Enter the kitchen to find multiple prep, eating, & entertaining areas w/ limestone floors, silestone countertops, wolf appliances (60 range), sub-zero refrigeration (4 refrigerators), & open to the family room. Other features of the home include a basement/wine cellar, library, 8 fireplaces, 2 elevators, a primary & 2nd master suite, control 4 a/v system w/ 18 zones, hvac & lighting w/ mobile device control capability, 16 security cameras, central vacuum, icynene insulation, & tankless water heaters. Outdoor features include completely fenced in property, multiple covered porches, summer kitchen overlooking pool & separate spa, & a retractable outdoor movie screen. A carriage house w/ full bath & kitchenette is located over the garage set up perfectly for guests, office, or private retreat. This is a one of a kind property that has to be seen to be truly appreciated less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$425,000
$1,504/mo
Monthly Payment:
$1,504
Principal & Interest:
$1,504
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $85,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,705sq ft $249 / sq ft SFR
Lot Size11,403sq ft Built1957 On Site7days
Pure potential in this three bedroom, two bath Kenilworth Shores home. Original hardwood floors, lots of storage space, ability to have a fantastic open-concept layout. Deep,... more
Pure potential in this three bedroom, two bath Kenilworth Shores home. Original hardwood floors, lots of storage space, ability to have a fantastic open-concept layout. Deep, 95x120 lot backs up to Windsong. Great walking community. A-rated schools. Close proximity to Park Avenue, Baldwin Park, the YMCA, shops, dining, and more. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$94,900
$575/mo
Monthly Payment:
$575
Principal & Interest:
$335
HOA Dues:
$240
(Based on a 30 year fixed loan at 3.38% with $18,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 840sq ft $113 / sq ft CND
Lot Size9,439sq ft Built1990 On Site7days
Tastefully remodeled and spacious condo in Winter Park. This beautiful unit is on the second floor and just about everything is new. Tiled entry, vaulted ceilings, all new... more
Tastefully remodeled and spacious condo in Winter Park. This beautiful unit is on the second floor and just about everything is new. Tiled entry, vaulted ceilings, all new window treatments, marble window ledges, ceiling fans with lights in the Living room and both bedrooms. The 36 inch kitchen cabinets are solid wood with raised panel exteriors, a pop up cabinet over the microwave, and crown molding top and bottom, all new stainless steel Whirlpool appliances including a cooktop range, double door side by side refrigerator with water and ice accessible on the door, double stainless sink with upgraded faucet, dishwasher and microwave. The kitchen also has a pantry, beautiful granite counter tops, a snack bar, and room for a kitchen table, there is also an enclosed area for your washer dryer. Brand New Tankless Water Heater. The carpet in both bedrooms is new, the living Room and dining area have new beautiful laminate wood flooring, Both bathrooms have a shower and tub combination and new vanities with a solid surface and inlay sink. There is ample closet space in each bedroom and all rooms have been freshly painted. This complex has a community pool and a great central location. less
Listing Provided Courtesy of LIST IN MLS REALTY LLC
Popularity
$1,100,000
$3,892/mo
Monthly Payment:
$3,892
Principal & Interest:
$3,892
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $220,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
4bed 4bath 3,483sq ft $316 / sq ft SFR
Lot Size15,381sq ft Built1999 On Site8days
Custom Bermuda Inspired Masterpiece that is on the market for the 1st time ever - If You Are Looking For a Unique and Spacious Home on the Crystal Clear Waters of Lake Killarney... more
Custom Bermuda Inspired Masterpiece that is on the market for the 1st time ever - If You Are Looking For a Unique and Spacious Home on the Crystal Clear Waters of Lake Killarney with a Separate Inlaw Apt, Home Office or Guest Suite with Kitchenette then this is it - Gated Courtyard Pool with Spas Feels like a Resort - Over 1,200 Sq Feet of Covered Balcony / Lanai with Breathtaking Views of the Lake - Pella Windows and Doors - Travertine Flooring- Private Boat Ramp - Covered Boat Dock with lift and Open Sitting Area - Open Kitchen with Lake Views and Top of the Line Appliances - Must See This Property To Fully Appreciate the Character and Charm less
Listing Provided Courtesy of VINTAGE REALTY GROUP LLC
Popularity
$699,900
$2,476/mo
Monthly Payment:
$2,476
Principal & Interest:
$2,476
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $139,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,279sq ft $213 / sq ft SFR
Lot Size11,029sq ft Built2000 On Site9days
Location! Location! Location! Gorgeous cape cod home in the highly sought after "via's of winter park". Downstairs owner's suite with huge walk in closet! Dual vanities,... more
Location! Location! Location! Gorgeous cape cod home in the highly sought after "via's of winter park". Downstairs owner's suite with huge walk in closet! Dual vanities, separate garden tub and shower! Additional bedrooms with a bonus/play room/den upstairs. Enjoy your morning coffee and evening sunset! Relax on your spacious front porch in this quiet neighborhood! First floor boasts an open floor plan with separate formal living/dining rooms and hardwood floors! Crown molding all around adds that finished touch of class! Great home for entertaining! Light & bright eat-in kitchen displays pristine white cabinetry, a center island, travertine floors and stainless appliances! Very spacious! Dual a/c and dual hot water heaters! Superb storage with three car garage! Lovely stroll to phelps park, ymca, racquet club. Also located in winter park's highly sought after school system. Hospitals, restaurants, park avenue retail district and rollins college are minutes away! Enjoy the area's farmers market, sunrail, boutiques, jazz festivals and so much more! Welcome home! Come enjoy the winter park lifestyle today! less
Listing Provided Courtesy of WATSON REALTY CORP
Popularity
$61,900
$448/mo
Monthly Payment:
$448
Principal & Interest:
$219
HOA Dues:
$229
(Based on a 30 year fixed loan at 3.38% with $12,380 down)
Winter Park, FL 32792
Seminole County School District
1bed 1bath 678sq ft $91 / sq ft CND
Lot Size658sq ft Built1973 On Site9days
Nicely renovated ground floor unit !! Updated kitchen, bathroom, flooring, paint, etc. Living and dining room overlook a beautiful quad with trees and grass. This one bedroom,... more
Nicely renovated ground floor unit !! Updated kitchen, bathroom, flooring, paint, etc. Living and dining room overlook a beautiful quad with trees and grass. This one bedroom, one bath condo offers easy parking directly in front of the unit. It is move in ready and there is a washer/dryer hook up inside this unit. The community has two pools, clubhouse, tennis courts, exercise room, picnic area and laundry facility. The stratford is conveniently located near restaurants, shopping, walgreens, publix, starbucks, full sail, rollins, downtown winter park and i-4. less
Listing Provided Courtesy of BHHS FLORIDA REALTY
Popularity
$1,495,000
$5,290/mo
Monthly Payment:
$5,290
Principal & Interest:
$5,290
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $299,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,765sq ft $397 / sq ft SFR
Lot Size13,500sq ft Built2002 On Site9days
From the brick paved walkway and porch entrance to the private backyard with a heated salt water pool surrounded by extensive lush landscaping, this home is simply spectacular!... more
From the brick paved walkway and porch entrance to the private backyard with a heated salt water pool surrounded by extensive lush landscaping, this home is simply spectacular! Gorgeous Brazilian cherry wood floors throughout all the living areas and master bedroom. Travertine flooring in the kitchen, butlers pantry and laundry room. Fabulous detailed millwork and crown molding as well as 10 ft ceilings downstairs. Beautiful and spacious kitchen with granite countertops, a 6 burner gas range, warming drawer and prep island is wonderfully open to the breakfast nook and family room. Double set of French doors in the family room leads out to the covered lanai and pool. Private master suite is a wonderful retreat with dual vanities, two walk-in closets and a steam shower. Four great guest bedrooms upstairs. The backyard is very charming and private as there is no rear neighbor. This property offers many amenities as well as in an ideal locale for you to enjoy so much as well as being so close to Park Avenue and downtown! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$375,900
$1,334/mo
Monthly Payment:
$1,334
Principal & Interest:
$1,330
HOA Dues:
$4
(Based on a 30 year fixed loan at 3.38% with $75,180 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 2,397sq ft $157 / sq ft SFR
Lot Size12,823sq ft Built1970 On Site9days
Wonderful Community of Winter Park Pines. This home is move-in ready with many upgrades and updates. The home sits on a corner lot and has a spacious back yard. 4 Bedrooms and 2... more
Wonderful Community of Winter Park Pines. This home is move-in ready with many upgrades and updates. The home sits on a corner lot and has a spacious back yard. 4 Bedrooms and 2 bathrooms with oversized bedrooms. ENGINEERED WOOD FLOORING . TILE FLOORING IN THE BATHROOMS. SOLD WOOD CABINETS IN THE KITCHEN WITH QUARTZ COUNTER TOPS AND GAS STOVE! ALSO, GAS HOT WATER HEATER AND GAS FIREPLACE AND GAS FURNACE. NO POPCORN ON THE CEILINGS. DOUBLE PANE WINDOWS, ALL NEW DUCT WORK FOR THE AC. BRAND NEW SCREENED PORCH. GUTTERS. FRESHLY PAINTED INSIDE AND OUTSIDE. THE ENTIRE OUTSIDE OF THE HOME IS STUCCO OVER BLOCK. LARGE AIR CONDITIONED INSIDE UTILITY ROOM. BATHROOMS HAVE BEEN UPDATED. This home has easy access to shopping..Publix, wholefoods, Starbucks, and many restaurants, Winter Park Hospital, Cady Way trail for biking and walking. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$1,940,000
$6,865/mo
Monthly Payment:
$6,865
Principal & Interest:
$6,865
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $388,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,224sq ft $459 / sq ft SFR
Lot Size17,203sq ft Built1990 On Site10days
Designed like a historic Charleston home with a walled and gated entrance courtyard that is graced with lovely gardens and a bubbling fountain. Full balconies along both the... more
Designed like a historic Charleston home with a walled and gated entrance courtyard that is graced with lovely gardens and a bubbling fountain. Full balconies along both the front & rear of this spectacular home and period style French doors with working shutters, give it grand style. Situated along the shore of peaceful Lake Sylvan the location is just a short distance from Park Avenue but in a delightful and serene setting. Once you enter you realize that quality abounds, from the inlaid wood floors, tall ceilings with custom crown moldings, cased opening and tall baseboards. The surprisingly open floor plan creates an environment perfect for entertaining and family life. Master bedroom suite is located on the first floor and overlooks the terraced patio, salt water pool and lakefront " as do most of the major rooms. Cherry cabinets and granite counters are featured in the open Kitchen with a Thermador gas cooktop and stainless appliances. Dry bar with a tall wine cooler makes convenient serving to the Dining room. Full outdoor Summer Kitchen and a brick exterior fireplace that doubles for a pizza oven, makes for fun outside. 2 car Garage and red brick circular driveway creates even more parking with easy entry and exit of this lovely property. less
Listing Provided Courtesy of PARKLAND INTERNATIONAL REALTY
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
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Saturday, May 28, 2016 at 7:56 PM. Properties in listings may have been sold or may no longer be available.