Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
Detmar Terrace Winter Park
$640,000
261 Detmar Drive
3 bed / 3 bath Single Family Home
MLS #O5303700
2,500 sq. ft.
Light and bright unique home on a large lot (.41 acres) in the heart of Winter Park. Fabulous wide foyer w/ 11 ft ceiling greets you as you enter the home. Off the foyer, the living and family rooms, both with volume…
Fontainebleau
$829,900
2401 Lafayette Avenue
4 bed / 4 bath Single Family Home
MLS #O5306165
3,349 sq. ft.
Winter Park, FL 32789
***ALL OFFERS RECEIVED BY 5PM MONDAY, JULY 14TH.***Another unique custom home by Clarkson Concepts. The Lafayette was inspired by the Colonial Revival Architecture of South. Built to be a home that is perfect for a…
Seminole Place
$2,675,000
716 Kiwi Circle
Vacant Land
MLS #O5308674
107 acres
Winter Park, FL 32789
don't miss this fabulous buildable lot directly on lake osceola! not another premium lot like this anywhere in winter park.
Sevilla
$645,000
312 Santiago Drive
4 bed / 4 bath Single Family Home
MLS #O5309055
3,754 sq. ft.
Winter Park, FL 32789
Fantastic family home in the highly desirable Sevilla neighborhood. Original owner has lovingly maintained the home through the years. Spacious rooms great for entertaining include very large separate living room,…
$985,000
1546 Williams Drive
5 bed / 4 bath Single Family Home
MLS #O5309478
4,165 sq. ft.
Winter Park, FL 32789
Wonderful expansive single story Winter Park home in premier neighborhood near Park Avenue & downtown WP... Over sized rooms and open floor plan - more room than you can imagine to provide great flexibility in floor…
Virginia Heights Pt Rep
$699,900
1134 S Pennsylvania Avenue
3 bed / 3 bath Town Home
MLS #O5310163
2,414 sq. ft.
Winter Park, FL 32789
Spotless like new Georgetown town home with side yard. Rarely do these properties come available. 10' ceilings with crown molding, hardwood floors, gas 2 sided fireplace, entire home sound system, open kitchen with…
Via Merano
$825,000
1020 Via Merano Court
3 bed / 3 bath Single Family Home
MLS #O5310377
2,706 sq. ft.
Winter Park, FL 32789
Award winning, custom built “Italian Villa” pool home in fantastic Winter Park cul-de-sac neighborhood. 3/4 bedroom, 3 bath split plan is nestled around beautiful courtyards and a pool on a lovely, quiet…
Garden Acres
$399,000
938 Camellia Avenue
4 bed / 2 bath Single Family Home
MLS #O5311120
2,057 sq. ft.
Winter Park, FL 32789
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,…
$499,900
640 Worthington Drive
3 bed / 2 bath Single Family Home
MLS #O5311420
2,080 sq. ft.
Winter Park, FL 32789
TURN KEY and PRISTINE perfectly describe this Winter Park CHARMER. Pride of ownership exudes throughout with exceptional attention to detail. AMAZING curb appeal with artistically manicured yard with brick accents sets…
Kronenberger J Sub
$799,000
1320 Via Tuscany
4 bed / 4 bath Single Family Home
MLS #O5313662
3,005 sq. ft.
Winter Park, FL 32789
Wonderful opportunity to own a prime piece of real estate in the Vias. The house was damaged by fire and is being sold "As-Is".
Waterbridge
$549,000
1226 Germaine Drive
4 bed / 3 bath Single Family Home
MLS #O5313676
3,000 sq. ft.
Winter Park, FL 32789
Wonderful 4 bedroom 3 bath pool home in a quiet established Winter Park neighborhood. Private pool area and numerous updates in the last 3 years. Collis Roofing installed new tile roof, Carrier A/C by Del-Air, Rhino…
$649,900
221 E Kings Way
3 bed / 2 bath Single Family Home
MLS #O5313740
2,167 sq. ft.
Winter Park, FL 32789
Simply sensational!  This charming home has been extensively and beautifully renovated inside and out!  Gorgeous refinished hardwood floors throughout the living areas; new hardwood flooring was installed in…
Fontainebleau
$1,495,000
2271 Lafayette Avenue
4 bed / 5 bath Single Family Home
MLS #O5314100
4,274 sq. ft.
Winter Park, FL 32789
This Mediterranean style home offers four bedrooms, four and a half baths in the beautiful Fontainebleau subdivision. The house features a formal dining room and separate formal living room. The gourmet kitchen, with…
Maitland Shores First Add
$1,295,000
937 Poinciana Lane
4 bed / 6 bath Single Family Home
MLS #O5315531
4,003 sq. ft.
Winter Park, FL 32789
impressive custom home features elegant floor plan, formal areas, spacious family room with stone fireplace and media center which opens to the chef's gourmet kitchen including granite, stainless appliances, wolfe gas…
J Kronenberger Sub
$1,300,000
1223 Harding Street
4 bed / 6 bath Single Family Home
MLS #O5315846
3,139 sq. ft.
Winter Park, FL 32789
Traditional New Orleans home built in 1989 and extremely well maintained over the years... This is a one owner home and although no major updating has been done over the years, it has been very well taken care of. …
The Ripples
$1,575,000
2355 Forrest Road
4 bed / 4 bath Single Family Home
MLS #O5318257
4,502 sq. ft.
Winter Park, FL 32789
Stunning contemporary home originally designed by renown architect, Gene Leedy and enjoys a wonderful history over the years... Nestled in a premier location with breathtaking sunset views across Lake Sue combined with…
Tuscania
$1,760,000
1180 Tom Gurney Drive
4 bed / 5 bath Single Family Home
MLS #O5319048
4,309 sq. ft.
Winter Park, FL 32789
Impeccable home in The Vias! Just two years new and located on one of Winter Park’s most sought after streets. Built by Aaron Barcelona and designed with energy efficiency in mind, this home boasts over 4,300…
Woodmere Terrace
$1,495,000
1717 Temple Drive
4 bed / 5 bath Single Family Home
MLS #O5320787
4,219 sq. ft.
Many custom features have been done to this home by renowned interior designer. Mature landscaping with landscape lighting costing over $100,000. Den with wet bar, wine cooler and ice maker. Extensive wood paneling…
Sicilian Shores Rep 02
$674,000
775 Via Lombardy
3 bed / 2 bath Single Family Home
MLS #O5321192
1,717 sq. ft.
Winter Park, FL 32789
This is a perfect lot for a new custom home in the heart of Winter Park's exclusive "Via's" neighborhood. The lot is approximately 100' by 147'. Home has been well-maintained and is currently tenant occupied. Home sold…
Temple Estates
$849,000
1570 Elm Avenue
4 bed / 4 bath Single Family Home
MLS #O5321333
4,000 sq. ft.
Winter Park, FL 32789
two story colonial in a great location, has a neat front porch, near park ave, ymca, and phelps park. over 4000 sq. ft. of quality with 4 bedrooms, 4 baths, office, family room, great room and eat in kitchen. …
Virginia Heights Rep
$674,000
447 Melrose Avenue
3 bed / 3 bath Single Family Home
MLS #O5322026
2,088 sq. ft.
Winter Park, FL 32789
This Virginia Heights home designed by Wolfe-Rizor has an open floor plan with espresso plank floors, custom kitchen cabinets, Sub Zero refrigerator with double freezer drawers, under counter microwave, wood fireplace,…
$429,000
1580 S Pennsylvania Avenue
3 bed / 2 bath Single Family Home
MLS #O5322493
1,814 sq. ft.
Winter Park, FL 32789
Wonderful opportunity to own a quality Winter Park home. If you love to cook and have the entire family sit down for a meal then stop looking. This lovely ranch home with real oak hardwood floors throughout is needing…
$925,000
1760 Legion Drive
4 bed / 6 bath Single Family Home
MLS #O5322603
4,140 sq. ft.
Winter Park, FL 32789
Sun filled home designed for indoor and outdoor living. Sliding glass doors open up the entire home to a private courtyard with pool and mature landscape. Home is perfect for family gatherings and entertaining both…
Sylvan Lake Shores
$629,900
181 N Phelps Avenue
4 bed / 3 bath Single Family Home
MLS #O5322759
2,343 sq. ft.
Winter Park, FL 32789
Stylish home in the heart of Winter Park. Covered front porch and original hardwood floors help to make this four bedroom, three bath home a true charmer. Living/dining room combination serves as a grand entertaining…
$599,000
MLS #O5323464
0.34 acres
Winter Park, FL 32789
Premier residential lot in Via's area surrounded by wonderful neighborhood & new construction activity, elevated lot with views across scenic Lake Knowles, beautiful brick street, walk to WPRC, YMCA & Phelps Park...…
Orwin Manor Westminster Sec
$549,900
1360 Pelham Road
4 bed / 3 bath Single Family Home
MLS #O5324233
2,579 sq. ft.
Winter Park, FL 32789
BRAND NEW CONSTRUCTION. READY TO MOVE IN!. Wonderful "Orwin Manor Area". This Contemporary Style home features: 10'ceilings throughout,wood floors, quartz counter tops, 8' doors, gas fireplace, GE…
Phillips Circle Rep/Whispering Waters
$899,000
311 E Morse Boulevard #21
2 bed / 2 bath Condo
MLS #O5324545
1,964 sq. ft.
Winter Park, FL 32789
Beautiful, total renovation on Lake Osceola, just off Park Avenue! This ground floor, two bedroom, two bath custom remodel has exquisite detailing that is pure perfection and was completed in 2013. Expansive lake…
Winter Park Gardens Condo
$400,000
700 Melrose Avenue #K41
2 bed / 2 bath Condo
MLS #O5328399
2,120 sq. ft.
Winter Park, FL 32789
This sophisticated Penthouse is accessed via a keyed elevator. When entering, guests step directly from the elevator into a formal dining room. The living quarters occupy the entire top floor of the condominium building…
$1,299,000
1620 Pine Avenue
4 bed / 5 bath Single Family Home
MLS #O5329515
4,417 sq. ft.
Winter Park, FL 32789
This is not a short sale. Spectacular custom built estate situated on a large corner lot. Custom features include Mahogany doors and real wood flooring throughout the home, crown molding, floor molding, window molding,…
$469,000
641 Worthington Drive
3 bed / 2 bath Single Family Home
MLS #O5329759
1,732 sq. ft.
Winter Park, FL 32789
charming winter park bungalow on a perfectly manicured lot framed with a quaint white picket fence!. split bedroom plan with hardwood floors & plantation shutters. huge 18 x 12 utility room with built-ins and perfect…
$800,000
1599 Wilbar Circle
Vacant Land
MLS #O5330827
0.44 acres
Winter Park, FL 32789
Big 150'x130 (approx) building lot (s), serene lake view setting, viewed from the front porch of your new custom home. 15 new homes under construction within 1/2 mile of this location, up to $1.5M. …
$1,295,000
149 Chelton Circle
4 bed / 5 bath Single Family Home
MLS #O5331566
4,510 sq. ft.
Winter Park, FL 32789
1920's Modern Mediterranean in premier setting on oversized corner lot overlooking Lake Chelton and surrounded by majestic oaks and beautiful brick streets! This elegant 4 bedroom home is bright & open sitting up high…
$3,875,000
975 Greentree Drive
4 bed / 5 bath Single Family Home
MLS #O5333705
5,731 sq. ft.
Winter Park, FL 32789
Unquestionably one of the most elegant, sophisticated and delightful lakefront homes in all of Winter Park. Situated on Lake Osceola and the Winter Park chain on a beautiful tree-lined street, only blocks from Park…
D D Cady Sub
$2,705,000
850 Via Lugano
Vacant Land
MLS #O5336707
0.94 acres
Winter Park, FL 32789
Premier lakefront lot in the Via's with panoramic views of Lake Maitland & Kraft Gardens... Unique opportunity to build custom home in A+ Winter Park location surrounded by multi-million dollar homes and grand lakefront…
$1,250,000
2225 Via Tuscany
Vacant Land
MLS #O5336710
777 acres
Premier elevated 3/4 acre lot in Vias by WPRC and surrounded by new construction... Magnificent Live Oak trees, City of WP Utilities, natural gas & sewer connections available... Deeded access to Lake Maitland via…
$3,450,000
1316 Green Cove Road
6 bed / 7 bath Single Family Home
MLS #O5338507
6,763 sq. ft.
Winter Park, FL 32789
Grand lakefront pool home with breathtaking views of Lake Maitland. Situated on a prestigious Winter Park street, this six bedroom, six and one half bath home is within walking distance to downtown Park Ave. The open…
Cortland Park
$649,900
190 Cortland Avenue
4 bed / 3 bath Single Family Home
MLS #O5349454
2,790 sq. ft.
Winter Park, FL 32789
Fantastic home nestled in the brick streets of Winter Park! Light and bright with vaulted ceilings. Beautiful wood floors throughout most of the downstairs. The living room has French doors that could make a nice…
Phillips Place Winter Park
$539,900
2706 Phillips Park Court
4 bed / 3 bath Single Family Home
MLS #O5333632
2,894 sq. ft.
Winter Park, FL 32789
Live in Winter Park just a short drive from Park Avenue & Baldwin Park shops & restaurants. This custom built home is well appointed. Such appointments include wood floors, Corian counter tops,…
Sylvan Lake Shores
$445,000
1551 Mizell Avenue
Vacant Land
MLS #O5349660
0.22 acres
Winter Park, FL 32789
Build your dream home on this one-of-a-kind lot in sought after Sylvan Lakes Shore in Winter Park. A quintessential tree-lined street near Windsong and a short stroll to Lake Mizell. Beautiful custom gate and wrought…
Windsong Elizabeths Walk 43/81
$789,000
1409 Chapman Circle
3 bed / 4 bath Single Family Home
MLS #O5325712
3,043 sq. ft.
Winter Park, FL 32789
PRISTINE WINDSONG VILLA! This picture perfect home is both luxurious and low maintenance. A column-lined foyer with a stunning vaulted ceiling leads into the beautiful living and dining area. Gorgeous travertine and…
$499,000
432 W Swoope Avenue #4
4 bed / 4 bath Town Home
MLS #O5349693
2,604 sq. ft.
Winter Park, FL 32789
Stunning new construction CONTEMPORARY TOWN HOME that will exceed your buyers expectations! This gorgeous property boasts only the finest quality materials with no appointment overlooked. Exterior concrete insulated…
$4,799,000
1250 N Park Avenue
5 bed / 6 bath Single Family Home
MLS #O5349837
8,207 sq. ft.
Winter Park, FL 32789
Enter the world of “Villa Angelica”, the elegant private lakefront estate on N. Park Avenue situated on over 1.5 acres in the heart of downtown Winter Park. This 2001 custom-built Charles Clayton home was…
$499,000
428 W Swoope Avenue
4 bed / 4 bath Town Home
MLS #O5349818
2,604 sq. ft.
Winter Park, FL 32789
Newly built, bright and open contemporary four bedroom, three and a half bathroom townhome in Winter Park. Open living and dining room floor plan. Built with the finest materials - metal roof, all concrete block (first,…
$499,000
430 W Swoope Avenue
4 bed / 4 bath Town Home
MLS #O5349828
2,604 sq. ft.
Winter Park, FL 32789
Newly built, bright and open contemporary four bedroom, three and a half bathroom townhome in Winter Park. Open living and dining room floor plan. Built with the finest materials - metal roof, all concrete block (first,…
Virginia Heights Rep
$689,900
1229 Arlington Place
3 bed / 3 bath Town Home
MLS #O5341528
2,486 sq. ft.
Winter Park, FL 32789
You will fall in love with this 3 bedroom, 3 bathroom townhome that is just minutes from Park Ave and Rollins College. Stunning features with ceramic tile and hardwood flooring throughout, high volume ceilings, crown…
Orwin Manor Westminster Sec
$484,000
1647 Berkshire Avenue
3 bed / 2 bath Single Family Home
MLS #O5324323
2,472 sq. ft.
Winter Park, FL 32789
*Click the Virtual Tour link to walk through this home in 3D!* Orwin Manor STUNNER. This spacious 3 bed, 2 bath home has the upgrades and amenities you have been asking for. Almost everything was renovated within the…
$1,150,000
431 Worthington Drive
5 bed / 5 bath Single Family Home
MLS #T2743341
3,619 sq. ft.
Winter Park, FL 32789
Hurry in for this BRAND NEW Traditional French style home from David Weekley. Come enjoy this spacious 2 story home in the heart of Winter Park. This beautifully designed and appointed home has plenty of space with…
Timberlane Shores
$1,290,000
1821 Blue Ridge Road
5 bed / 5 bath Single Family Home
MLS #T2743345
3,675 sq. ft.
Winter Park, FL 32789
Hurry in for this BRAND NEW Transitional style home from David Weekley. Come enjoy this spacious 2 story home in the heart of Winter Park. This beautifully designed and appointed home has plenty of space with its 5…
Bear Gully Pointe
$625,000
2891 Wild Ginger Court
5 bed / 5 bath Single Family Home
MLS #O5349271
3,815 sq. ft.
Winter Park, FL 32792
This immaculate four-bedroom residence nestled in inside the gates of Bear Gully Community. Enjoy a spacious master bedroom with beautiful view of pool with large master bath and walk-in closet with lots of storage…
Thomas M Henkels Add
$975,000
519 Henkel Circle
5 bed / 5 bath Single Family Home
MLS #O5350247
4,194 sq. ft.
Winter Park, FL 32789
Three homes for the price of one!! In downtown Winter Park, near Rollins College, this meticulously renovated home has 2 rental/guest apartments. The light, bright & open main home has 3 bedrooms, 3 bathrooms, 3,170 SF,…
Sicilian Shores
$2,195,000
1760 Via Venetia
4 bed / 6 bath Single Family Home
MLS #O5349432
6,242 sq. ft.
Winter Park, FL 32789
Meticulously constructed 4 Bedroom 5 full & 1 half bath 6242 square foot "NEW ORLEANS' style pool home is situated on a beautiful oversized lot on a quiet street just steps away from Lake Maitland. First floor Master…
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