Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
Comstock Park
$1,950,000
1590 Dale Avenue
5 bed / 7 bath Single Family Home
MLS #O5477270
5,085 sq. ft.
This superb 5 bedroom pool home on a quiet Winter Park brick street has it all. From the first floor master bedroom suite overlooking a secluded backyard and pool area to the private full bath. This luxury masterpiece…
$1,247,900
632 Worthington Drive
5 bed / 5 bath Single Family Home
MLS #O5447472
3,678 sq. ft.
Winter Park, FL 32789
Pre-Construction. To be built: Olde Winter Park 2016 NEW CONSTRUCTION in quiet neighborhood adjacent to Windsong… Elegant transitional style with modern interior design elements featuring 5 bedrooms, 4 1/2 baths,…
Cloisters Condo
$699,900
100 S Interlachen Avenue #201
3 bed / 2 bath Condo
MLS #O5473005
1,639 sq. ft.
Winter Park, FL 32789
What was really GREAT… Just GOT EVEN BETTER!! Beautifully renovated downtown Winter Park 3/2 condo on Lake Osceola with no attention to detail being missed! Brand-new gorgeous hardwood floors throughout except for…
Fairbanks Park
$795,900
1035 N Kentucky Avenue
4 bed / 3 bath Single Family Home
MLS #O5438473
2,926 sq. ft.
Winter Park, FL 32789
This Transitional Modern has 4 bedrooms with the Owner's Retreat and Guest bedroom downstairs and 2 bedrooms upstairs. The upstairs features include: main laundry room and Activity/Flex Space. The kitchen features all…
Point
$1,200,000
2035 Summerland Avenue
5 bed / 4 bath Single Family Home
MLS #O5475948
2,908 sq. ft.
Winter Park, FL 32789
Unique & extraordinary lakefront property on Lake Maitland! Located on the coveted "The Point" peninsula on a lovely tree-lined street. This home features spectacular mid-century modern qualities like tongue in groove…
Conwill Estates
$975,000
1761 Walnut Avenue
4 bed / 5 bath Single Family Home
MLS #O5472717
3,424 sq. ft.
Winter Park, FL 32789
Welcome to fabulous living on the “Tree Streets”! Built in 2013, this home is like NEW! Built by LunDev, this home is top of the line with the perfect floorplan and high-end features. You will maximize your outdoor…
Sylvan Park
$550,000
383 Sylvan Drive
3 bed / 3 bath Single Family Home
MLS #O5477558
1,741 sq. ft.
Winter Park, FL 32789
One story home on large gorgeous lakefront property. This three bedroom home with two baths sits high on the hill overlooking charming Lake Sylvan which is a peaceful lake in the heart of Winter Park (it is not part of…
Lords
$2,200,000
531 Lake Front Boulevard
4 bed / 6 bath Single Family Home
MLS #O5458445
5,374 sq. ft.
Winter Park, FL 32789
We are currently working on another areal video that will include community, its location and areal views of this custom built home please contact the agent.
$749,000
437 Selkirk Drive
5 bed / 5 bath Single Family Home
MLS #T2816155
3,165 sq. ft.
Winter Park, FL 32792
A brand new David Weekley Home in one of the highly sought after neighborhoods of Winter Park, FL. A neighborhood that is truly an ideal place to grow a family with Winter Park Schools that have been voted as some of…
Comstock Park
$849,900
1661 Woodland Avenue
4 bed / 4 bath Single Family Home
MLS #O5464865
3,215 sq. ft.
Winter Park, FL 32789
SUBSTANTIAL PRICE REDUCTION-MOTIVATED SELLERS! Fabulous top to bottom renovation on a brick street with prime Winter Park location! 4 bedroom 3.5 bath Mediterranean on a generous sized fenced and private lot. ALL NEW…
$925,000
331 E Kings Way
4 bed / 4 bath Single Family Home
MLS #O5477502
2,981 sq. ft.
Winter Park, FL 32789
Victorian California style Pool home. The home was built by David Weekly homes in 2015. This beautiful home sits, in a very desirable area of Winter Park. Surrounded by million dollar homes and beautiful lakes, Lake…
Park Manor First Add
$749,000
1920 Oakhurst Avenue
4 bed / 4 bath Single Family Home
MLS #T2809510
3,122 sq. ft.
Winter Park, FL 32792
Come enjoy this spacious David Weekley Home home, in beautiful Winter Park. This beautifully designed and appointed home has plenty of space with its 4 bedrooms, 3.5 baths, study, children's retreat, covered lanai, and…
Timberlane Shores
$699,000
1881 Blue Ridge Road
3 bed / 3 bath Single Family Home
MLS #O5464761
2,591 sq. ft.
Winter Park, FL 32789
Just finished major renovation! Open, light floorplan and high ceilings, all in highly coveted Timberlane Shores. Fabulous gourmet kitchen with all the bells and whistles! Large, private pool on spacious corner lot…
220
$1,050,000
1181 Woodmere Drive
4 bed / 5 bath Single Family Home
MLS #O5473283
4,234 sq. ft.
Winter Park, FL 32789
Prime Winter Park location in the Via’s! This four bedroom, four and a half bath pool home situated on an oversized lot offers flexible floor plan to suite every buyer's needs. Separate formal living room and dining…
Cloisters Condo
$695,000
102 S Interlachen Avenue #509
3 bed / 3 bath Condo
MLS #O5477477
1,802 sq. ft.
Winter Park, FL 32789
Elegant completely remodeled rare large 3 bedroom / 2.5 bath single floor condo at The Cloisters… Renovated in recent years and more recently wood floors & extensive trim/moldings installed thru out unit as well……
Winter Park Heights
$935,581
1660 Oneco Avenue
4 bed / 4 bath Single Family Home
MLS #T2851713
3,149 sq. ft.
Winter Park, FL 32789
A brand new David Weekley Home located in the heart of Winter Park, FL. This brand new home boasts a beautiful open floor-plan with a luxurious Owner's Retreat on the first floor. Two additional bedrooms, and…
$10,999,000
656 N Interlachen Avenue
4 bed / 11 bath Single Family Home
MLS #O5477616
19,795 sq. ft.
Winter Park, FL 32789
Spectacular downtown Winter Park lakefront estate situated on original historic Casa Feliz property with 3+ acres overlooking Lake Osceola, steps from Park Avenue. This 2013 custom mansion was designed by Dirk Arace and…
$499,500
361 Glenridge Way
3 bed / 3 bath Single Family Home
MLS #O5445458
1,143 sq. ft.
Giant lot for sale 98 X 202, House is rented at 1800 per month - . super piece of property on a Ye olde brick street in Winter Park. Feel free to walk back yard where most of the land is.
J Kronenberger Sub
$999,000
1271 Palmer Avenue
4 bed / 5 bath Single Family Home
MLS #O5464823
3,008 sq. ft.
Winter Park, FL 32789
FABULOUS modernized single story showplace! Four bedrooms, four and a half baths of total "glam". Located on prestigious Palmer Avenue on a large corner lot with great pool. High end finishes throughout. Move right…
Windsong Elizabeths Walk 43/81
$975,000
1408 Chapman Circle
4 bed / 4 bath Single Family Home
MLS #O5468323
3,237 sq. ft.
Winter Park, FL 32789
Windsong pool home that feels new! Custom 4 bedroom/4 bath built by Groninger Homes. This home has an Old World feel with high ceilings, gorgeous kitchen, split floorplan, His/Her closets, and a first floor master…
Greenview At Winter Pines
$524,900
1648 Cypress Point Lane
3 bed / 3 bath Single Family Home
MLS #O5448630
2,455 sq. ft.
Winter Park, FL 32792
You'll be amazed at the view from the pool deck of this totally updated home in the sought after golf community of Winter Pines. The kitchen features brand new stainless steel appliances, wine refrigerator, quartz &…
College Place
$1,325,000
817 Antonette Avenue
4 bed / 3 bath Single Family Home
MLS #O5477962
3,971 sq. ft.
Winter Park, FL 32789
EXPECT TO BE INTRIGUED! Unique & Delightful 2 Story Island Colonial meshes Historic/Period details & custom trim work with modern amenities! The lovely foyer w 10' ceilings and painted hardwood floors invites you into…
Cortland Park
$725,000
211 Cortland Avenue
4 bed / 3 bath Single Family Home
MLS #O5461240
2,872 sq. ft.
Winter Park, FL 32789
Located in one of the most desirable areas in the City of Winter Park, this home has so much to offer someone looking for that brick street location on an over-sized home-site (.37 acre). You can take a walk down by the…
Winter Park Heights
$749,900
1721 Palm Avenue
4 bed / 4 bath Single Family Home
MLS #O5454066
2,957 sq. ft.
Winter Park, FL 32789
PRICE REDUCED! BRAND NEW WOOD FLOORS! Come take a look at this lovely custom built pool home within sought after Winter Park. After a long week of work invite the neighbors over for a BBQ on the spacious back pavered…
Temple Estates
$750,000
1545 Palmer Avenue
3 bed / 2 bath Single Family Home
MLS #O5477994
3,566 sq. ft.
Winter Park, FL 32789
Stunning Modern Villa in the Heart of Winter Park. Three bedrooms, two baths - high ceilings, gourmet kitchen, custom moldings - spectacular home with A-rated schools. Walk to community park and YMCA. Call your…
Winflor Court Pt Rep
$1,250,000
1520 Ibis Court
4 bed / 5 bath Single Family Home
MLS #O5429400
3,836 sq. ft.
Winter Park, FL 32789
Brand New Construction by Signature Worldwide Homes. This stunning masterpiece featured four bedrooms, four and one-half baths, a home office, hardwood floors, a marble kitchen, a downstairs master with spa bath and…
$727,000
1205 Via Del Mar
3 bed / 3 bath Single Family Home
MLS #O5441589
1,833 sq. ft.
Winter Park, FL 32789
Beautiful Waterfront Views of Scenic Lake Tuscany Captivate you the moment you walk into this house/lot ... a fixer upper or tear-down... almost 1/2 acre with aprox 100`road frontage in the Desirable "Vias"... one of…
Lakeside Estates
$825,000
1464 Via Sangro Place
7 bed / 5 bath Single Family Home
MLS #O5440750
5,111 sq. ft.
Winter Park, FL 32792
This luxurious lake view pool home by Meritage was completed in October 2015 and features over $200K in builder upgrades! Offering 7 bedrooms and 5 full baths, this 5111 SF "Del Rio" open floor plan is a 100% Energy…
Cortland Park
$799,900
152 Brewer Avenue
4 bed / 4 bath Single Family Home
MLS #T2851918
2,702 sq. ft.
Winter Park, FL 32789
NOT a Short Sale, NOT a bank owned property. Can Close IMMEDIATELY!!! This gorgeous two story 3 bedroom 2.5 bath home has an in-law suite with 1 bedroom & 1 bathroom! Located in the heart of in Winter Park just down…
Fairbanks Park
$599,000
1000 S Kentucky Avenue
4 bed / 3 bath Single Family Home
MLS #O5469693
2,861 sq. ft.
Winter Park, FL 32789
1925 Southwestern Mission Style Home combines the CHARM & GREAT STRUCTURE of the OLD with the spacious, comfortable upgrades of the NEW on a quaint brick street with LAKE views! *Serene front porch, skillfully restored…
Osceola Summit
$1,399,000
320 Cortland Avenue
4 bed / 4 bath Single Family Home
MLS #O5455855
4,321 sq. ft.
Winter Park, FL 32789
Stunning Olde World Masterpiece Estate completely remodeled by Bill Felkel! Walk to Park Ave. 4 bedrooms, 3.5 baths plus 2 offices. Casa Floresta-featured in WP Magazine and Orlando Home & Leisure. Designed by WP's…
J Kronenberger Sub
$2,215,000
870 Mayfield Avenue
6 bed / 6 bath Single Family Home
MLS #O5478400
5,797 sq. ft.
Winter Park, FL 32789
New England inspired home, established on a brick street, and located on a large lot (.41 acres). Spacious floor plan includes formal living room with a fireplace, dining room with an adjacent butler's pantry & a 500…
Orwin Manor Westminster Sec
$848,830
1415 Westchester Avenue
3 bed / 3 bath Single Family Home
MLS #O5466920
3,451 sq. ft.
Winter Park, FL 32789
Orwin Manor masterpiece exhibits charm and well built construction of the past! 3 Bed, 3 Bath, 3,451 sf home with 2 car garage, carport PLUS an additional detached studio! This stately home features a Ludawici clay…
Alberta Place
$975,000
1302 Alberta Drive
4 bed / 4 bath Single Family Home
MLS #O5472285
3,126 sq. ft.
Winter Park, FL 32789
Rarely in Winter Park is there an opportunity to own a single story showcase quality home that is truly move-in ready and meets the expectations of today's most discerning buyers. It is located in a cul de sac on an…
Morseland Gardens
$1,490,000
961 N Park Avenue
3 bed / 2 bath Single Family Home
MLS #O5478438
1,820 sq. ft.
Selling for land value. Hard to imagine a better Park Avenue location to build your dream home.Literally steps from the shopping district, restaurants. Winter Park Schools. If you are thinking luxury living, this…
Morseland Gardens
$1,490,000
961 N Park Avenue
Vacant Land
MLS #O5478634
0.41 acres
Winter Park, FL 32789
Hard to imagine a better Park Avenue location to build your dream home.Literally steps from the shopping district, restaurants. Winter Park Schools. If you are thinking luxury living, this opportunity should be a…
Waterbridge
$695,000
1718 Demetree Drive
4 bed / 3 bath Single Family Home
MLS #O5478566
2,752 sq. ft.
Winter Park, FL 32789
If you have been looking for a spotless home that truly needs nothing then congratulations you have found it. Waterbridge is one of the few secluded neighborhoods that has maintained a very high quality of life for the…
Lugano Terrace
$1,050,000
1820 Via Genoa
5 bed / 4 bath Single Family Home
MLS #O5478777
3,334 sq. ft.
Winter Park, FL 32789
home located in the highly desirable via's of winter park. many updates and upgrades.
Pelican Bay
$570,000
1416 Pelican Bay Trail
5 bed / 4 bath Single Family Home
MLS #T2792680
3,319 sq. ft.
Winter Park, FL 32792
Custom-Built Lakefront home in Pelican Bay Subdivision. Every room in the house has a view of the lake. Kitchen renovated in 2013, California style home with an open floor plan. Kitchen features large pantry, wall oven…
Twelve Oaks
$7,900,000
1202 N Park Avenue
6 bed / 9 bath Single Family Home
MLS #O5466106
8,767 sq. ft.
Winter Park, FL 32789
For the first time in almost 20 years, this one of a kind private estate on "chain of lakes" located in the prestigious Twelve Oaks peninsula and walking distance to downtown Park Avenue is becoming available... This…
Lake Killareny
$559,900
2009 Lake Drive
4 bed / 2 bath Single Family Home
MLS #S4839249
2,349 sq. ft.
Winter Park, FL 32789
New, new, new! Finally ready for move in... this beautiful home was worth the wait. This Wonderful bright home, entirely high end remodeled from top to bottom, this beautiful 4 bedrooms, 2 baths home has been designed…
Residences Condo
$1,549,000
300 S Interlachen Avenue #304
4 bed / 4 bath Condo
MLS #O5463895
4,090 sq. ft.
Winter Park, FL 32789
The "Residences" offer resort style amenities such as 24 hour concierge and security, sky terrace pool and an upscale location in the heart of Winter Park next to The Alfond Inn. This unit is fully loaded with high end…
Landmark Winter Park Condo
$1,509,000
140 E Morse Boulevard #F
3 bed / 4 bath Condo
MLS #O5470476
2,291 sq. ft.
Winter Park, FL 32789
Only steps to Park Ave - Live the elegant lifestyle rivaling the top global luxury destinations. The Landmark is Winter Park's finest condominium- award winning and highly regarded. This special residence is all on one…
Brookshire Heights 4th Add
$628,000
699 Greene Drive
5 bed / 3 bath Single Family Home
MLS #T2850016
3,025 sq. ft.
Winter Park, FL 32792
Another total renovation by RJV HOMES. This 3025 SQ.FT. living home has 5 bedrooms, 3 baths, 2 car garage, fireplace, separate IN LAW SUITE with kitchenette. This home is brand new from top to bottom with MILLION DOLLAR…
Forest Hills
$685,000
230 Chelton Circle
4 bed / 3 bath Single Family Home
MLS #O5478874
2,310 sq. ft.
Winter Park, FL 32789
Wonderful opportunity to live on quaint Chelton Circle facing serene Lake Chelton! This one story home sits up on a hill and corners Dana Way and Chelton Circle. It is nestled between Lake Sue and Lake Chelton which…
Jenkins
$899,000
1710 Oakhurst Avenue
4 bed / 4 bath Single Family Home
MLS #O5466680
3,714 sq. ft.
Winter Park, FL 32789
Custom built Winter Park Mediterranean with barrel tile roof, Brick Street, so many high end upgrades. Volume ceilings, solid Merbau hardwood & travertine floors , custom solid walnut front door, architectural lighting…
Windson-Knowles Place
$1,200,000
1803 Laurelton Hall Lane
5 bed / 5 bath Single Family Home
MLS #O5478092
3,868 sq. ft.
Winter Park, FL 32789
GORGEOUS two-story luxurious Mediterranean home on an over-sized corner lot in the Windsong Community of Winter Park. This is a must-see home with many custom features throughout. Both first and second floors have 10…
Sylvan Park
$575,000
1563 Aloma Avenue
3 bed / 2 bath Single Family Home
MLS #O5478985
2,498 sq. ft.
Winter Park, FL 32789
This gorgeous Spanish style home features 2 bedrooms and 1 bath in the main house and also includes a detached Guest House with 1 bedroom and 1 bathroom! As you enter through the front door, there is a wonderful Florida…
$759,000
1310 Sunset Drive
3 bed / 4 bath Single Family Home
MLS #O5475347
2,233 sq. ft.
Winter Park, FL 32789
Elegant Spanish style home with high-end finishes, Oak wood floors, 12' ceilings, chef's kitchen with gas stove top, granite counters, stainless steel appliances & wine cooler. French doors lead to private, secluded,…
Hamilton Place
$635,000
800 Hamilton Place Court
3 bed / 4 bath Single Family Home
MLS #O5443078
3,363 sq. ft.
Winter Park, FL 32789
Elegant Mediterranean custom home in the heart of Winter Park, just minutes from Park Avenue shopping. Enjoy cooking and entertaining in the modern and functional kitchen equipped with Viking appliances, granite…
Virginia Heights
$779,900
1132 S Pennsylvania Avenue
3 bed / 3 bath Town Home
MLS #O5475966
2,430 sq. ft.
Winter Park, FL 32789
Immaculate Neo-Classical architecture townhome just a couple of blocks to Park Avenue’s fine restaurants & boutiques, Central Park & the Farmer's Market. Walk to Rollins College or bike through Winter Park's charming…
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