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…
Flamingo Shores
$799,000
1791 Killarney Drive
4 bed / 3 bath Single Family Home
MLS #O5480256
2,856 sq. ft.
Winter Park, FL 32789
LAKEFRONT, RESORT LIFESTYLE! This is a 4 bedroom, 3 bath 1950’s ranch home on PRIVATE, PRISTINE, LAKE KILLARNEY. This “GEM” is one of Winter Park’s best kept secrets. Entering the home you are greeted by…
Virginia Heights
$2,975,000
1167 Lakeview Drive
5 bed / 6 bath Single Family Home
MLS #O5483659
5,100 sq. ft.
Winter Park, FL 32789
Pre-Renovation. In town living at it's best! Originally built in 1927, this home is a rare opportunity to own one of Winter Park's Historic Florida Bungalows with all the amenities of new construction. Overlooking the…
Enclave At Aloma
$505,000
5365 Mellow Palm Way
4 bed / 4 bath Single Family Home
MLS #R4705580
3,365 sq. ft.
Winter Park, FL 32792
PRICE REDUCED!! Almost Brand New (2014) Beautifully Maintained 2 Story Home on a Premium Corner Lot. Enclave at Aloma is a Exclusive and Intimate Gated Community with a Winter Park Address. This Gorgeous Home has 4…
Green Oaks Rep 02
$2,595,000
2025 Summerland Avenue
6 bed / 5 bath Single Family Home
MLS #O5475835
4,465 sq. ft.
Winter Park, FL 32789
Amazing opportunity to own a private and quietly tucked away home on the shores of Lake Maitland. Six bedrooms, four and one-half baths, and over 4,400 SF of sprawling interior living space. Formal living and dining,…
Virginia Heights Rep
$750,000
1138 S Pennsylvania Avenue
3 bed / 3 bath Town Home
MLS #O5483857
2,434 sq. ft.
Winter Park, FL 32789
TURN KEY!!! SOPHISTICATED & TRADITIONAL Georgetown Brownstone located within walking distance to Park Avenue & Rollins College with deeded access to Lake Virginia. EXPECT TO BE AMAZED! This former model & exquisite end…
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…
Osceola Shores Sec 01
$830,000
100 Detmar Drive
4 bed / 3 bath Single Family Home
MLS #O5481566
3,600 sq. ft.
Winter Park, FL 32789
Gorgeous home on almost a half-acre lot, walking distance to Downtown Winter Park. Remodeled with custom cabinetry, exotic granite, Brazilian wood floors, and timeless marble. Oasis pool area with tropical foliage, and…
J Kronenberger Sub
$1,995,000
1486 Alabama Drive
4 bed / 4 bath Single Family Home
MLS #O5470412
3,782 sq. ft.
Winter Park, FL 32789
Sophisticated lake front estate in the heart of Winter Park walking distance from Kraft Azalea Gardens! This contemporary home has sunset views from a private boat dock and multiple balconies. Enjoy skiing or boating…
Sylvan Park
$550,000
383 Sylvan Drive
3 bed / 3 bath Single Family Home
MLS #O5477558
1,741 sq. ft.
Winter Park, FL 32789
Oversized .46 acre corner lot on Winter Park’s beautiful Lake Sylvan. This charming mid-century home features three bedroom, two full and one half bath, hardwood floors and the most important feature of all….…
Windsong
$1,699,000
518 Genius Drive
5 bed / 6 bath Single Family Home
MLS #O5457476
4,736 sq. ft.
Winter Park, FL 32789
Just reduced come and see this gorgeous five bedroom, five and one-half bath pool home in Windsong. Desirable location puts you across the street from Lake Berry with partial lake views and the property backs up to a…
Windsong - Knowles Place
$1,025,000
1823 Laurelton Hall Lane
5 bed / 4 bath Single Family Home
MLS #O5476384
3,453 sq. ft.
Winter Park, FL 32789
Elegance abounds in this stunning Magnolia floor plan by Taylor Morrison with barrel tiled roof on a beautiful lot in fabulous Windsong neighborhood in Winter Park. This 3 way split plan has 5 bedrooms, 4 baths, OFFICE…
Capens Rep
$799,900
MLS #O5483800
0.4 acres
Winter Park, FL 32789
Very rare opportunity for a large piece of land in a rapidly developing area in Winter Park, with the ability to walk to all the locations pictured and more!! This sale includes three adjacent lots which total over 3/4…
Osceola Heights
$685,000
1742 Walker Avenue
5 bed / 4 bath Single Family Home
MLS #O5483880
2,967 sq. ft.
Winter Park, FL 32789
WINTER PARK HOME IMPROVED! This centrally-located Winter Park home, on a double lot, is located minutes from the Park Avenue district and has been updated to include high end finishes with a modern touch. Five bedrooms,…
Forrest Hills
$1,495,000
1741 Glencoe Road
4 bed / 5 bath Single Family Home
MLS #O5455055
4,703 sq. ft.
Winter Park, FL 32789
Located minutes from Park Avenue on a quiet, tree-lined, brick street in Olde Winter Park, you'll find this 4 BD, 4.5 BA Tuscan-inspired pool home. Built in 2007 with premium finishes including natural stone, walnut…
Lake Bell Terrace
$569,800
1018 Turner Road
4 bed / 2 bath Single Family Home
MLS #O5472405
2,237 sq. ft.
Winter Park, FL 32789
Beautiful LAKEFRONT (skiable) WINTER PARK Address. 4 Bedroom / 2 Bath Lakefront Home with Covered BOAT DOCK and Lift and floatation dock for jet ski . Lake Bell is a Private, Clean and Skiable Lake with Great Fishing.…
Temple Estates
$553,900
1673 Mayfield Avenue
3 bed / 3 bath Single Family Home
MLS #O5479535
2,540 sq. ft.
Winter Park, FL 32789
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing.
Cloisters Condo
$695,000
102 S Interlachen Avenue #509
3 bed / 3 bath Condo
MLS #O5477477
1,802 sq. ft.
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……
Windsong - Elizabeths Walk
$869,900
1628 Elizabeths Walk
4 bed / 3 bath Single Family Home
MLS #O5483325
3,322 sq. ft.
Winter Park, FL 32789
Stately Stone and Stucco in Sought After Windsong is a Must See!!! Surround Yourself with Luxury in this Stunning Classic Residence Featuring Brazilian Cherry and Brick Floors, Wine Cellar, Designer Built-in Cabinetry,…
Virginia Heights
$1,325,000
1540 Glencoe Road
5 bed / 4 bath Single Family Home
MLS #O5483776
4,545 sq. ft.
Winter Park, FL 32789
Newly renovated pool home within a short walk to Park Avenue and deeded access to Lake Virginia on the Winter Park chain of lakes! Located on a beautiful tree-lined brick street, this home offers 5 bedrooms with a…
Fontainebleau
$999,500
2343 Versailles Avenue
4 bed / 4 bath Single Family Home
MLS #O5484177
3,228 sq. ft.
Winter Park, FL 32789
Brand New Construction just completed and ready to call home. This stunning four bedroom, three and one-half bath pool home is located on one of the quietest streets in Winter Park – minutes from nearby parks, the…
Brookshire Heights 1st Add
$425,000
2505 Middleton Avenue
3 bed / 2 bath Single Family Home
MLS #O5484252
1,338 sq. ft.
Winter Park, FL 32792
Absolutely stunning remodel in Brookshire Heights! Completed by award-winning builder Skolfield Homes, this three bedroom, two bath home now features top-of-the-line designer finishes, beautiful hardwood floors, brand…
Alexander Place
$2,275,000
141 Alexander Place
4 bed / 5 bath Single Family Home
MLS #O5480431
3,992 sq. ft.
Winter Park, FL 32789
Fabulous Santa Barbara style Mediterranean residence in the heart of downtown Winter Park overlooking Lake Osceola and only footsteps from Park Avenue and The Alfond Inn… The magnificent 1930’s vintage home has been…
Tucks Knoll
$563,000
3850 Tucks Point
4 bed / 4 bath Single Family Home
MLS #O5479422
3,691 sq. ft.
Winter Park, FL 32792
Home sweet home! This home literally has it all! Sitting on over a 1 acre corner lot in a quaint 13 home cul-de-sac this beautiful 4 bed, 3 ½ bath home has approximately 3700 sq ft and every feature and upgrade you…
$875,000
1670 Spruce Avenue
5 bed / 4 bath Single Family Home
MLS #O5468293
3,638 sq. ft.
Winter Park, FL 32789
Large traditional home on a quaint brick street in picturesque Winter Park. This well appointed 5 bedroom, 4 bathroom home has beautiful hardwood flooring, plantation shutters, extensive moldings, woodworking…
Green Terrace
$479,000
1725 Carollee Lane
3 bed / 2 bath Single Family Home
MLS #O5478372
2,335 sq. ft.
Winter Park, FL 32789
MUST-SEE! This spacious home is a perfect blend of character and modern updates, situated on a wonderful street near multi-million dollar Windsong homes. Three bedrooms plus plenty of room for office in bonus room.…
Lake Forest Park
$499,000
2815 Norris Avenue
3 bed / 2 bath Single Family Home
MLS #O5481441
1,875 sq. ft.
Winter Park, FL 32789
Chic, airy mid-century with cathedral ceilings, lots of glass, sparkling pool with brick pavers, magnificent trees on 1/4 acre corner lot. Bright, updated kitchen with breakfast room and built-ins. Open living and…
Bengerts Bend
$660,000
632 Gaines Way
4 bed / 2 bath Single Family Home
MLS #R4705316
2,005 sq. ft.
Winter Park, FL 32789
Renovate or build your Dream Home. This house was updated 13 years ago and will pass a 4 point inspection (Roof, Electric Panel, Plumbing, and AC are all in working order, although this Lot is Suitable for a Custom Home…
$495,000
1877 Winter Park Road
3 bed / 3 bath Single Family Home
MLS #O5473220
1,900 sq. ft.
Winter Park, FL 32789
One story chic home with many upgrades. Located in one of Winter Park's most desirable neighborhoods. Newer kitchen with gathering area, Large master suite with both shower and separate tub and walk in closet. updated…
The Mondrian
$569,900
1818 Lee Road #3
3 bed / 4 bath Town Home
MLS #O5484536
2,479 sq. ft.
Winter Park, FL 32789
UNDER CONSTRUCTION TO BE BUILT. NEW TOWNHOUSE CONSTRUCTION WITH HUGE ROOF TOP DECKS AND LAKE VIEWS. STUNNING CONTEMPORARY TOWNHOMES ON LAKE KILLARNEY 3BDRM/3.5 BTHRM UNIT 2,479 sq ft...BOAT DOCKS AVAILABLE 3 STORY…
Forrest Hills K/90 Lot 13 Blk K
$1,950,000
1760 Fawsett Road
5 bed / 7 bath Single Family Home
MLS #O5484552
4,637 sq. ft.
Winter Park, FL 32789
Spectacular new construction home built by highly regarded, Rex-Tibbs Construction. In Winter Park's most sought after neighborhood, this modern two-story home sits on an expansive corner lot w/ incredible views of Lake…
Sylvan Park
$1,899,000
500 Sylvan Drive
5 bed / 6 bath Single Family Home
MLS #O5447720
3,596 sq. ft.
Winter Park, FL 32789
Under Construction! Winter Park LUXURY living at its absolute finest! Introducing Ira Kitograd (IBK Construction) and Zane Williams of Z Properties' newest innovative project! Built with impeccable quality in mind, no…
$1,100,000
1551 Harris Circle
3 bed / 3 bath Single Family Home
MLS #O5480253
3,300 sq. ft.
Winter Park, FL 32789
Stunning Lakefront in Winter Park! Completely remodeled this three bedroom, two and one-half bath home sits in the picturesque neighborhood of Sylvan Lake Shores, surrounded by charming brick streets, majestic oak…
Stovins Sub
$1,650,000
135 W Swoope Avenue
3 bed / 3 bath Town Home
MLS #O5484668
2,457 sq. ft.
Winter Park, FL 32789
Lovely 3-story townhome just steps away from Park Avenue. Crown molding, plantation shutters, French doors and wood floors throughout. The first floor bedroom has an adjacent bathroom and is currently being used as a…
Lake Killareny
$559,900
2009 Lake Drive
4 bed / 2 bath Single Family Home
MLS #S4839249
2,349 sq. ft.
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…
Lake Knowles Terrace Add 02
$439,000
1561 Hibiscus Avenue
3 bed / 2 bath Single Family Home
MLS #O5484692
1,618 sq. ft.
Winter Park, FL 32789
Move in ready, beautifully renovated 3 bedroom 2 bath Winter Park bungalow nestled on an oak-lined cobblestone street. Front porch features pavers and architectural stone work invites you in to this functional layout…
The Mondrian
$750,900
1788 Lee Road #16
3 bed / 4 bath Town Home
MLS #O5484834
2,310 sq. ft.
Winter Park, FL 32789
Under construction to be built. STUNNING, CONTEMPORARY TOWNHOMES ON LAKE KILLARNEY 3BDRM/3.5 BTHRM END UNIT 2276 sq ft...BOAT DOCKS AVAILABLE 2 STORY TOWNHOUSE W/LARGE BALCONY.... THESE UNITS WILL HAVE…
The Mondrian
$775,900
1790 Lee Road #17
3 bed / 4 bath Town Home
MLS #O5484846
2,341 sq. ft.
Winter Park, FL 32789
Under construction to be built. STUNNING, CONTEMPORARY TOWNHOMES ON LAKE KILLARNEY 3BDRM/3.5 BTHRM END UNIT 2276 sq ft...BOAT DOCKS AVAILABLE 2 STORY TOWNHOUSE W/LARGE BALCONY.... THESE UNITS WILL HAVE…
Tuscania
$782,500
2091 Temple Drive
4 bed / 3 bath Single Family Home
MLS #O5484872
2,823 sq. ft.
Winter Park, FL 32789
ELEGANT CHARM (IN THIS WINTER PARK HOME)! COMPLETELY REBUILT IN 2003-2004. This spacious 4 bed-room home is loaded with custom features that speak quality and comfort. You will be wowed by the gorgeous crown & case…
Green Oaks Rep 02
$5,095,000
1941 Legion Drive
6 bed / 9 bath Single Family Home
MLS #O5484879
10,493 sq. ft.
Winter Park, FL 32789
water frontage on 1.09 acres. This magnificient home has it ALL! The living & entertaining areas are spacious & elegant, w/ sweeping views of the lake from almost every room. High end finishes in the main house include…
Ellno Willo
$1,095,000
1661 Hillcrest Avenue
4 bed / 4 bath Single Family Home
MLS #O5453600
3,161 sq. ft.
Winter Park, FL 32789
Under Construction – this brand new Winter Park pool home is scheduled for completion in Spring 2017. Four bedrooms, three and one-half baths, roof top terrace, and more! Fantastic location close to Park Avenue,…
Maitland Shores
$2,995,000
2064 Venetian Way
4 bed / 5 bath Single Family Home
MLS #O5459844
4,638 sq. ft.
Winter Park, FL 32789
Gorgeous four bedroom, four and one half bath pool home with 65’ on Lake Maitland. Beautiful hardwood floors, crown moldings, custom built-ins, and high ceilings compliment the home’s interior with lake views from…
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…
Park Hill
$3,350,000
639 N Park Avenue
3 bed / 5 bath Town Home
MLS #O5451650
4,237 sq. ft.
Winter Park, FL 32789
Under Construction... Park Hill, an ultra-luxury 10 townhome project by Hill Gray Seven LLC (only 7 remaining), is a once-in-a-lifetime opportunity to own the most exclusive and luxurious townhome ever built in Winter…
Park Hill
$3,350,000
635 N Park Avenue
3 bed / 5 bath Town Home
MLS #O5465631
4,244 sq. ft.
Winter Park, FL 32789
Under Construction... Park Hill, an ultra-luxury 10 townhome project by Hill Gray Seven LLC (only 7 remaining), is a once-in-a-lifetime opportunity to own the most exclusive and luxurious townhome ever built in Winter…
Tangerine Court
$949,000
133 Burks Circle
4 bed / 4 bath Single Family Home
MLS #T2847528
3,210 sq. ft.
Winter Park, FL 32789
Under Construction. 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. Three additional…
Windsong Lakeside Sec 01 43/70
$1,489,000
111 S Phelps Avenue
4 bed / 7 bath Single Family Home
MLS #O5369834
5,000 sq. ft.
Winter Park, FL 32789
Located in Winter Park’s premier Windsong community only a short distance from Park Ave. Extensive use of detailed ceilings, custom glazed moldings, solid hand distressed Hickory hardwood floors, Busby cabinets…
Conwill Estates
$1,179,000
1771 Spruce Avenue
5 bed / 5 bath Single Family Home
MLS #O5376483
3,700 sq. ft.
Winter Park, FL 32789
BRAND NEW! This spacious 5 bedroom custom home is located on a quiet tree lined street in the heart of Winter Park. At 3700 sq. ft. this home boasts a huge master suite plus a possible guest suite on the first floor.…
Windsong - Preserve Point
$3,900,000
1637 Chase Landing Way
5 bed / 6 bath Single Family Home
MLS #O5470579
6,272 sq. ft.
Winter Park, FL 32789
Come see this extraordinary Lakefront Estate in premier neighborhood of Windsong Preserve Point. This stunning home features 100' frontage on Lake Berry. It was completely remodeled with the finest of materials. The…
Conwill Estates
$1,250,000
1711 Spruce Avenue
4 bed / 5 bath Single Family Home
MLS #O5462686
3,570 sq. ft.
Winter Park, FL 32789
This exquisite Winter Park home was custom built by Brannon Construction. With more than 3,500 square feet of living space, this beautiful family home offers 4-bedrooms, 3-baths, and 2-half baths. The gourmet kitchen is…
$689,000
1770 Palmer Avenue
4 bed / 4 bath Single Family Home
MLS #O5428023
3,145 sq. ft.
Winter Park, FL 32789
BACK ON THE MARKET * Financing fell through * Beautiful Mediterranean Olde World style 4 bedroom/ 3.5 bath home. Fine attention to details. Travertine and wood floors throughout. Gorgeous kitchen with granite counters,…
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