Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
$1,350
623 Carvell Drive
3 bed / 2 bath Single Family Home
MLS #O5488193
1,225 sq. ft.
Charming three-bedroom home located in the top-rated Winter Park School district. This clean and cheerful home features bamboo laminate floors throughout with updated kitchen cabinets and bathrooms.Enjoy open living…
Eastbrook Sub Unit 12
$258,900
3464 Astoria Court
3 bed / 2 bath Single Family Home
MLS #O5488213
1,482 sq. ft.
Winter Park, FL 32792
Gorgeous, remodeled home in the Winter Park desirable Eastbrook community. This home features a brand-new kitchen, white shaker cabinets, granite countertops and stainless steel appliances. New roof with 35 year…
Greenview At Winter Pines
$429,900
1530 Golfside Drive
3 bed / 2 bath Single Family Home
MLS #O5488268
2,368 sq. ft.
Winter Park, FL 32792
Don't miss this opportunity to live golf front on lovely, tree lined Golfside Drive in Winter Park! Zoned for top-rated Brookshire Elementary, Glenridge Middle, and Winter Park High, this 3 bedroom/ 2 bath home has many…
Boiley Green Sub
$1,295,000
1806 Gipson Green Lane
4 bed / 6 bath Single Family Home
MLS #O5488274
4,358 sq. ft.
Winter Park, FL 32789
Fabulous Winter Park home located in one of Winter Park's most beautiful & sought after neighborhoods. Serenely nestled between the shores of Lake Maitland & historic Park Avenue this Four Bedroom Five & a half bath…
Fremar
$769,900
331 S Lakemont Avenue
4 bed / 3 bath Single Family Home
MLS #O5488287
2,765 sq. ft.
Winter Park, FL 32792
Highly sought after Winter Park location. Corner lot! Oversized. Charming older brick home, hardwood floors, highly sought after schools. A MUST SEE! Looking to build? This is the lot! 0.62 acre.
Winter Park Oaks
$150,000
167 Oak Grove Road
4 bed / 2 bath Single Family Home
MLS #O5488311
1,246 sq. ft.
Winter Park, FL 32789
Newly updated 4/2 detached single family home located in Winter Park. Recent improvements include: Newly painted inside and out, New kitchen and bathroom cabinets, New carpeting, New blinds, New fence with gate, and…
Parklando #3
$1,050,000
2612 Parkland Drive
4 bed / 5 bath Single Family Home
MLS #O5488332
3,282 sq. ft.
Winter Park, FL 32789
Masterfully designed custom modern pool home. An immense clear story entry draws you into a spacious open floor plan featuring 5 sets of French doors and distinctive, elongated wood framed windows that reflect the…
$575,000
1341 Lyndale Boulevard
4 bed / 3 bath Single Family Home
MLS #O5488365
2,388 sq. ft.
Winter Park, FL 32789
This fabulous 4 bedroom 3 bath home is located on a quiet brick street w/ sidewalks just steps from Park Avenue. Enjoy all Park Avenue has to offer including shopping, restaurants, events in Central Park & the popular…
Garden Grove
$210,000
5640 Garden Grove Circle
3 bed / 2 bath Single Family Home
MLS #O5488481
1,354 sq. ft.
Winter Park, FL 32792
This home is ready for you just to move in! Come fall in love with this beautiful home offering over 1300 heated sqft! The kitchen has been upgraded with new stainless steel appliances, new modern cabinets, and gorgeous…
Villas Of Casselberry
$194,000
3213 Parkside Court
3 bed / 3 bath Town Home
MLS #O5488497
1,437 sq. ft.
Winter Park, FL 32792
Winter Park Townhome conveniently located in cul de sac, close to community pool and walking trails. 3 bedroom 2 bath split plan with nearly 1,500 sf is spacious, with volume ceilings and nicely updated. Kitchen…
Bengerts Bend
$1,317,000
1790 Summerland Avenue
4 bed / 5 bath Single Family Home
MLS #O5488531
4,140 sq. ft.
Winter Park, FL 32789
Lux Mediterranean beauty by Phil Kean Designs in top Winter Park location -- now available! Stunning 2 story foyer welcomes guests into gracious formal living room with pool view and Den/Library. Formal dining room…
Robert Dhu Macdonald Park
$1,000,000
1021 Lincoln Circle
3 bed / 3 bath Single Family Home
MLS #O5488538
2,284 sq. ft.
Winter Park, FL 32789
Walk to Park Ave from this beautiful one-story home recently renovated by Skolfield homes. This contemporary home is located in a premier location on Winter Park’s quiet circle drive just steps from Park Avenue's best…
Vistas At Lake Howell
$1,495
1549 Florentino Lane
3 bed / 4 bath Town Home
MLS #O5488606
1,682 sq. ft.
Winter Park, FL 32792
Welcome home to a gated community in Winter Park. Complete renovations are well underway at this 2 Bedroom/ 2.5 Bathroom residence with attached garage and bonus room. Located in an immaculate, well maintained…
Green Terrace
$749,900
1800 Carollee Lane
5 bed / 4 bath Single Family Home
MLS #O5488619
2,930 sq. ft.
Winter Park, FL 32789
WINTER PARK CAPE COD “C H A R M”! You will be dazzled by this impeccable bright home! Take note of the appealing front porch with stunning view of the generous lush landscape & mature Oak Trees. When entering…
$169,000
MLS #O5488629
1,219 sq. ft.
Winter Park, FL 32792
Very popular Large 2 Bedroom Townhouse with PRIVATE COURTYARD in the Beautiful Four Seasons!! You will love the benefits of living here!! Close to Shops, colleges (Rollins, Full Sail and UCF), Restaurants, & Great…
$625,000
2223 Brookshire Avenue
4 bed / 4 bath Single Family Home
MLS #O5488687
2,632 sq. ft.
Winter Park, FL 32792
Beautifully appointed 4 BEDROOM 3.5 BATHROOM, POOL home, situated on tree lined streets of Winter Park. This home was totally rebuilt in 2008, with no expense spared on quality and design. You'll fall in love with it's…
Windward Square
$143,900
2680 Granada Run
3 bed / 2 bath Town Home
MLS #O5488703
1,467 sq. ft.
Winter Park, FL 32792
Won't last long! Perfect for Investors or buyers looking for a great deal. Potential rents between $1400-1500. LOW HOA fees, ONLY $72 per month. Close to UCF, Valencia, and Full Sail University. Fantastic A-rated…
Winter Park Villas Condo
$104,900
679 Montego Bay Court #679
2 bed / 2 bath Condo
MLS #O5488712
1,037 sq. ft.
GREAT INVESTMENT OPPORTUNITY! Charming 2/2 condo is located in heart of Winter Park. No upstairs neighbors! Minutes from UCF, Valencia, and Full Sail University. Close to major highways, shopping centers, restaurants,…
Colonies
$52,000
7421 Daniel Webster Drive #6
1 bed / 1 bath Condo
MLS #O5488771
809 sq. ft.
Winter Park, FL 32792
1/1 Condo with LOW condo fees.. near UCF and Ful Sail. Great shopping and restaurants near by. Great for the 1st time buyer, down sizing, investment property. Spacious interior ..Balcony for entertaining. Community…
Forrest Hills
$2,199,000
2020 W Fawsett Road
5 bed / 5 bath Single Family Home
MLS #O5488786
5,967 sq. ft.
Winter Park, FL 32789
Spectacular James Gamble Rogers Mediterranean Waterfront Estate. This masterpiece boasts magnificent views and sunsets overlooking Lake Sue. Built in 1947, the timeless design of this home features original hardwood…
Parklando 03
$280,000
2601 Winter Park Road
2 bed / 2 bath Single Family Home
MLS #O5488793
1,108 sq. ft.
Winter Park, FL 32789
Charming 2/2 ranch style home built in 1957 in desirable Winter Park. Lots of room to expand or build your custom dream home!!
Virginia Heights Rep
$2,200
541 Melrose Avenue
3 bed / 3 bath Town Home
MLS #O5488863
1,801 sq. ft.
Winter Park, FL 32789
AVAILABLE MARCH 10th! NO PETS ALLOWED! Fantastic opportunity to live in downtown Winter Park. Perfect location for Business Professional or College Student in graduate school. 2 story home with beautiful wood floors in…
$1,950
1909 Natalen Road
4 bed / 3 bath Single Family Home
MLS #O5488866
1,855 sq. ft.
Winter Park, FL 32792
This well maintained home is loaded with upgrades including ceramic tile, granite countertops, stainless steel appliances, custom cabinets, custom paint, large pool including the child protective fence. The 4th bedroom…
$995,000
235 E Kings Way
4 bed / 3 bath Single Family Home
MLS #O5488878
3,572 sq. ft.
Winter Park, FL 32789
Don’t miss this wonderful 4 bedroom/3 bath pool home in the “heart” of Winter Park!! East Kings Way is a quiet, one way brick street with a beautiful park in the middle. Built in 2007 this custom home has…
Tuscany Terrace
$1,449,900
1238 Via Estrella
4 bed / 4 bath Single Family Home
MLS #O5488880
3,018 sq. ft.
Winter Park, FL 32789
This award winning, eco-friendly, mid-century modern pool home is truly unique. Accolades include being featured in the Spring 2016 Dwell Magazines “Rooms We Love," recipient of the Parade of Homes 2015…
Osceola Shores Sec 03
$987,500
440 Lakewood Drive
4 bed / 4 bath Single Family Home
MLS #O5488901
3,910 sq. ft.
Winter Park, FL 32789
Elegant and spacious, this one-owner custom pool home built by Ellsworth Gallimore is in a beautiful Winter Park location. This home sits on a large lot just across the street from multi-million dollar lakefront homes. …
$3,000
700 Dixie Parkway
4 bed / 3 bath Single Family Home
MLS #O5488924
2,214 sq. ft.
Winter Park, FL 32789
Welcome to this wonderful pool home in the Park Grove area! Gorgeous wood floors throughout the normal rooms and all the bedrooms. Lovely trim work and plantation shutters. Great 3 way split bedroom plan with a private…
Lakeside Estates
$879,900
1452 Via Sangro
5 bed / 4 bath Single Family Home
MLS #O5488938
3,698 sq. ft.
Winter Park, FL 32792
Stunning Lakefront Home in Lakeside Estates, a Quaint Gated Community located in Winter Park. Built by Meritage Homes, The Palermo with the Bonus Room offers the future homeowner 4 Bedrooms, 3 Full Bathrooms plus an…
Temple Estates
$553,900
1673 Mayfield Avenue
3 bed / 3 bath Single Family Home
MLS #O5488949
2,540 sq. ft.
Winter Park, FL 32789
This Winter Park home is ready for a buyer to love it. The two story home features a master bedroom with a deck overlooking the pool. The home is located on a corner lot directly across the street from Phelps Park. The…
Vistas At Lake Howell
$199,000
2649 Galliano Circle
3 bed / 3 bath Town Home
MLS #O5488964
1,682 sq. ft.
Winter Park, FL 32792
Beautifully upgraded townhouse in a gated Winter Park community. Large, open living & dining area has dark wood floors and contemporary lighting. Kitchen is open and features stainless appliances, closet pantry and…
Eastbrook Sub Unit 8
$170,000
2054 Eastbrook Boulevard
4 bed / 3 bath Single Family Home
MLS #O5488977
2,031 sq. ft.
Winter Park, FL 32792
Short Sale. Calling investors. Handy-man special. This 4 bedroom/3 bath home with POOL comes with loads of potential in a growing neighborhood with excellent schools, but needs major work -- From wiring to plumbing to…
Lawndale
$224,900
1729 Michigan Avenue
3 bed / 1 bath Single Family Home
MLS #O5489025
1,546 sq. ft.
Winter Park, FL 32789
This centrally located Winter Park home is minutes to shopping, dining and has very easy access to the highways. This 3 bedroom home boasts a large back yard with a screened porch to enjoy the evenings. Inside there are…
$769,000
1309 Temple Grove Court
3 bed / 4 bath Single Family Home
MLS #O5489060
2,943 sq. ft.
Winter Park, FL 32789
Updated and enhanced traditional Winter Park pool home on quiet cul-de-sac. This custom 1-story home built by Peatross & Hueber is located on highly desirable Temple Grove within 1 mile of the Park Avenue retail…
Comstock Park
$1,375,000
1641 Woodland Avenue
5 bed / 6 bath Single Family Home
MLS #O5489074
4,509 sq. ft.
Winter Park, FL 32789
Elegant Santa Barbara Mediterranean in olde Winter Park on quiet, tree lined brick street with circular drive with pavers, majestic palms and magnolia trees. Gorgeous entrance foyer with cast stone arches and solid wood…
Colonies
$700
7417 Daniel Webster Drive #3
0 bed / 1 bath Rental
MLS #O5489111
546 sq. ft.
AVAILABLE NOW Water included!!!!Very nice studio newly painted beautiful tile floors and lots of closets. First floor unit with open patio. Minutes away from Downtown Winter Park, expressway, downtown Orlando and the…
Virginia Heights
$1,549,000
230 Stirling Avenue
5 bed / 6 bath Single Family Home
MLS #O5489157
4,216 sq. ft.
Winter Park, FL 32789
This stunning Rex-Tibbs design is located in one of Winter Park’s most sought after neighborhoods and walking distance to Park Ave. Upon entering the foyer, a formal living and dining area with high ceilings welcome…
Comstock Park
$920,000
1660 Lasbury Avenue
4 bed / 5 bath Single Family Home
MLS #O5489162
3,924 sq. ft.
Winter Park, FL 32789
Classic custom estate home located on a desirable brick street in the heart of Winter Park. Room for a pool if desired. Enter into an open entryway and foyer with fabulous Brazilian cherry floors and Mexican tile…
Windsong Lakeside Sec 02 43/71
$3,150,000
1619 Holts Grove Circle
4 bed / 5 bath Single Family Home
MLS #O5489207
6,831 sq. ft.
Winter Park, FL 32789
Magnificent European French estate in Windsong. Built by Carlos Posada and designed by a famed Atlanta architect, William Baker. The exquisite details in this home are extensive including a slate roof, Tennessee…
$999,000
130 N Center Street
Commercial Property
MLS #O5489301
3,306 sq. ft.
Winter Park, FL 32789
Welcome to the Park Ave Lofts, most unique building in all of Winter Park. The property has 3 levels. The first floor has 3 rooms, 1 bath, laundry, kitchen and a large open area. The kitchen has been updated with…
Parkview Village
$79,400
3008 Antique Oaks Circle #106
1 bed / 1 bath Condo
MLS #O5489319
749 sq. ft.
Winter Park, FL 32792
Come take a look for yourself at this cozy 1/1 condo in desirable Winter Park! Tile entry, bathroom & kitchen. Laminate wood floors in the living/dining room and carpet in the bedroom. Stainless steel appliances in…
$199,900
623 Carvell Drive
3 bed / 2 bath Single Family Home
MLS #O5489322
1,225 sq. ft.
Winter Park, FL 32792
Charming three-bedroom home located in the top-rated Winter Park School district. This clean and cheerful home features bamboo laminate floors throughout with updated kitchen cabinets and bathrooms.Enjoy open living…
The Stratford A Winter Park Condo
$82,000
251 Lewfield Circle #251
2 bed / 2 bath Condo
MLS #O5489343
927 sq. ft.
Winter Park, FL 32792
LOCATION, LOCATION, LOCATION! Come take a look at this adorable 2/2 condo right in Winter Park! There has been brand new carpets installed, fresh paint throughout, new blinds, and the entire master bath was redone. This…
Karolina On Killarney
$229,500
1987 Biscayne Drive
2 bed / 2 bath Single Family Home
MLS #O5489347
1,256 sq. ft.
Winter Park, FL 32789
Just minutes from Winter Park Village and I-4, this move-in ready home is a must see. Home has TWO large Master Bedrooms and Two full baths.There's plenty of room for full set of Bedroom furniture in both bedrooms. …
Comstock Park
$950,000
1550 Lakehurst Avenue
4 bed / 5 bath Single Family Home
MLS #O5489351
3,128 sq. ft.
Winter Park, FL 32789
Elegant and tasteful finishes are evident the minute you walk through the front door of this stunning Spanish-style, 4 bedroom, 4½ bath, 3,128 SqFt home located on a quiet brick street in one of Winter Park’s most…
$1,475,000
101 S New York Avenue #312
3 bed / 4 bath Condo
MLS #O5489367
3,112 sq. ft.
Winter Park, FL 32789
The Douglas Grand is one of Central Florida's most distinctive and prestigious in-town living experiences in the heart of downtown Winter Park. This particular unit was selected as a designer showcase model, upgraded &…
Lords
$650,000
455 Lake Front Boulevard
3 bed / 2 bath Single Family Home
MLS #O5489373
1,664 sq. ft.
Winter Park, FL 32789
Classic Central Florida LAKEFRONT LIVING in the quaint, yet sophisticated town of Winter Park, Florida! Tucked away at the end of the street, is a 3 bedroom, 2 bathroom block home which sits on the North Shore of…
Fremar
$1,085,000
1736 Grinnell Terrace
4 bed / 5 bath Single Family Home
MLS #O5489462
3,298 sq. ft.
Winter Park, FL 32789
Beautiful and sophisticated Mediterranean pool home located in the heart of Winter Park. Upon entering the home, you will be greeted by the stunning marble floors, a formal dining room to your left and a private…
Campo Bello
$896,000
1815 Edwin Boulevard
4 bed / 5 bath Single Family Home
MLS #O5489599
3,119 sq. ft.
Winter Park, FL 32789
New Construction - Must See! This home is meticulously constructed by Classic Homes. This home focuses on clean lines, top quality, natural materials and finishes. From the moment you enter this home you will notice the…
Kenilworth Estates
$350,000
1213 Lindenwood Lane
3 bed / 2 bath Single Family Home
MLS #O5489611
2,319 sq. ft.
Winter Park, FL 32792
Handyman Special. Property is located in the desirable city of Winter Park. A+ school district. Property needs some TLC. Large square footage, tons of potential.
Magnolia Gardens Sub
$199,900
840 N Denning Drive
3 bed / 1 bath Single Family Home
MLS #O5489727
888 sq. ft.
Winter Park, FL 32789
Property is located in the desirable Winter Park. One block from park ave and a short walking distance to winter park village. Property will not last. Needs some TLC.
Stonehurst Estates
$675,000
1850 Stonehurst Road
3 bed / 3 bath Single Family Home
MLS #O5489740
2,504 sq. ft.
Winter Park, FL 32789
Wonderful and charming Mid-Century home in Stonehurst!! Large rooms, great for entertaining. Original parquet floors in most of house. Beautiful slate in family room, opening up to a screened porch overlooking lush…
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