Condo For Sale $2,395,000
660 Osceola Ave # 104, Winter Park, FL 32789
Bedrooms
3
Full Bath(s)
Sq. Ft.
2632
Year Built
1999
$/SqFt
$910
A rare opportunity for the most discerning buyer. MLS#O6257901. PREMIER SOTHEBY'S INTL. REALTY.
Condo For Sale $499,000
690 Osceola Ave # 610, Winter Park, FL 32789
2
1328
1969
$376
The HOA fee covers water, cable, and internet. MLS#O6257677. PALMANO GROUP RE BROKERAGE LLC.
Condo For Sale $473,700
1248 Park Green Pl, Winter Park, FL 32789
1820
1991
$260
This thoughtfully designed home is move-in ready and offers modern updates, timeless charm, and ultimate convenience in the heart of Winter Park just two minutes away from Whole Foods and minutes away from Park Avenue! MLS#S5115699. KELLER WILLIAMS REALTY AT THE LAKES.
Condo For Sale $725,000
432 W Swoope Ave, Winter Park, FL 32789
4
2317
2014
$313
Spacious and open floor plan with 4 bedrooms and 3.5 baths. MLS#O6257130. COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $245,000
851 Miles Ave # 15, Winter Park, FL 32789
1
808
1984
$303
Don’t miss your opportunity to see this beautifully updated condo in one of Winter Park’s most desirable areas. Schedule your private tour today! MLS#O6257241. CREEGAN GROUP.
Condo For Sale $1,695,000
101 S New York Ave. # 302, Winter Park, FL 32789
3174
2009
$534
Step just outside, you’ll discover a vast selection of fine dining and shopping, and cultural options encapsulating the essence of urban convenience combined with a charming neighborhood feel. MLS#O6256094. PREMIER SOTHEBY'S INTL. REALTY.
Condo For Sale $395,000
535 N Interlachen Ave # 304, Winter Park, FL 32789
726
1972
$544
Offered by Holt Home Team for under $400,000 in Downtown Winter park. MLS#O6256275. HOLT REAL ESTATE LLC.
Pended $197,000
700 Melrose Ave # G 34, Winter Park, FL 32789
0
624
1964
$316
Come take a look, you'll never want to leave! MLS#O6253125. PARK PLACE REAL ESTATE.
Pended $1,325,000
1782 Mondrian Cir, Winter Park, FL 32789
2314
2023
$573
Experience the pinnacle of elegance and comfort in this prime Central Florida location—your dream home awaits! MLS#O6252328. COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $719,900
1804 Mondrian Cir, Winter Park, FL 32789
Reduced By $5,100
2016
2018
$357
Don’t miss out on this exceptional value—schedule a viewing today and discover the potential that awaits in this Winter Park townhome! MLS#O6248830. COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $199,900
700 Melrose Ave # E-24, Winter Park, FL 32789
787
$254
This property is a must-see to truly appreciate its charm and amenities. MLS#O6253203. HOMEVEST REALTY.
Pended $675,000
1086 Azalea Ln, Winter Park, FL 32789
1785
1983
$378
Enjoy a low-maintenance lifestyle in a prime location! MLS#O6251209. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $199,000
151 North Orlando Avenue # 142, Winter Park, FL 32789
Reduced By $10,000
582
1960
$342
Don't miss your opportunity to live in this coveted Winter Park location. MLS#O6250765. EXP REALTY LLC.
Condo For Sale $384,400
740 #3 Killarney Bay Ct # 7-3, Winter Park, FL 32789
1536
1986
$250
Current tenant has flexibility in moving. MLS#O6249823. MICHAEL O'SHAUGHNESSY, INC..
Pended $1,995,000
401 W Morse Blvd, Winter Park, FL 32789
3328
$599
Ideal for those seeking a low-maintenance, lock-and-leave lifestyle with all conveniences of urban living! MLS#O6249199. PREMIER SOTHEBY'S INTL. REALTY.
Condo For Sale $1,175,000
100 S Virginia Ave # 201, Winter Park, FL 32789
Reduced By $20,000
2756
2008
$426
Embrace the effortless downtown lifestyle at Douglas Grand! MLS#O6249016. KELLY PRICE & COMPANY LLC.
Condo For Sale $825,000
1818 Mondrian Cir, Winter Park, FL 32789
2265
$364
Discover the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail is meticulously crafted for your enjoyment and every moment holds the potential for adventure. Welcome to your new home. MLS#O6248828. COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $579,000
213 E Canton Ave # 213, Winter Park, FL 32789
Reduced By $6,000
1040
1971
$557
Call for your private showing today! MLS#O6248526. MAINFRAME REAL ESTATE.
1102 Azalea Ln, Winter Park, FL 32789
1530
1982
$326
Don’t miss the opportunity to make it yours—schedule a private showing today! MLS#O6247132. SERHANT.
Condo For Sale $250,000
1250 S Denning Dr # 205, Winter Park, FL 32789
908
1967
$275
With low monthly fees, this is a fantastic opportunity to live affordably in Winter Park! MLS#O6246194. KELLER WILLIAMS HERITAGE REALTY.
Pended $368,000
750 Killarney Bay Ct # 1, Winter Park, FL 32789
1140
$323
Don’t miss the opportunity, come and see it. MLS#O6244614. REALTY HUB.
Condo For Sale $2,890,000
140 E Morse Blvd # J, Winter Park, FL 32789
2143
$1,349
Landmark Winter Park - Schedule Your Private Showing Today. This Residence Will Not Last. MLS#O6245393. KELLER WILLIAMS WINTER PARK.
Condo For Sale $335,000
647 Huntington Ave # 8, Winter Park, FL 32789
1204
1981
$278
Don’t let this rare opportunity pass you by. MLS#O6237311. PREMIER SOTHEBY'S INTL. REALTY.
Condo For Sale $615,000
104 S Interlachen Ave # 215D, Winter Park, FL 32789
1267
$485
Cloisters - Two blocks from Park Avenue shops, restaurants, Art Festivals, concerts, farmers markets, and events equals the dream lifestyle. MLS#O6243220. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $160,000
1695 Lee Rd # D113, Winter Park, FL 32789
881
1966
$182
Waterfall Cove - This Condo is the perfect place to call Home Sweet Home or make a smart investment in a growing market! MLS#S5112332. AGENT TRUST REALTY CORPORATION.
Condo For Sale $995,000
1417 Miller Ave, Winter Park, FL 32789
2002
2025
$497
No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops. MLS#O6240798. CORCORAN PREMIER REALTY.
1417.5 Miller Ave, Winter Park, FL 32789
No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops. MLS#O6240812. CORCORAN PREMIER REALTY.
Condo For Sale $329,900
500 N Pennsylvania Ave # E, Winter Park, FL 32789
709
$465
This home has everything you need to enjoy the Winter Park lifestyle and cultural events. MLS#O6239326. LPT REALTY.
700 Melrose Ave J 1 Ave # J1, Winter Park, FL 32789
1074
$368
The serene, park-like grounds feature a pool and pond, making this property a must-see to truly appreciate its charm and amenities. MLS#O6238852. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $295,000
700 Melrose Ave, H 1 # H 1, Winter Park, FL 32789
Reduced By $5,000
810
Winter Park Gardens is a vibrant 55+ community (with room for younger owners) situated on over eight acres of mature trees, lush gardens, pond, pool, and lighted walkways centrally located walking distance to everything Downtown Winter Park has to offer. MLS#O6238851. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $224,900
1695 Lee Rd # D215, Winter Park, FL 32789
1149
$196
Waterfall Cove - Community allows rentals,and unit has successful rental history. MLS#TB8300892. JACK KELLER INC.
Condo For Sale $1,199,000
311 E Morse Blvd # 6-18, Winter Park, FL 32789
Reduced By $151,000
2096
$572
Illips Circle - The condo fee includes electricity, sewer, water, gas, maintenance, on-site manager, community pool, ground maintenance, roof, insurance, exterior and more. MLS#O6237750. CHARLES RUTENBERG REALTY ORLANDO.
Pended $850,000
1820 Mondrian Cir, Winter Park, FL 32789
Reduced By $45,000
2252
$377
Experience the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail has been crafted for your enjoyment and every moment offers the potential for adventure. Welcome home. MLS#O6232884. COLDWELL BANKER RESIDENTIAL RE.
Pended $825,000
1776 Mondrian Cir, Winter Park, FL 32789
Reduced By $50,000
2193
2022
Discover the perfect blend of luxury and convenience at Lake Killarney Townhomes—your new home awaits. MLS#O6232885. COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $750,000
1806 Mondrian Cir, Winter Park, FL 32789
$372
Welcome to a new era of refined, convenient living—welcome to your dream lifestyle. MLS#O6232883. COLDWELL BANKER RESIDENTIAL RE.
Pended $800,000
233 E Canton Ave # 233, Winter Park, FL 32789
Reduced By $35,000
1773
$451
Call today for your private viewing! NOTE: NO RENTALS OR PETS. MLS#O6228965. COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $630,000
1238 Formosa Ave, Winter Park, FL 32789
Reduced By $19,000
1893
$333
This townhome is a real gem and won’t last long. Schedule your private showing today! MLS#O6227285. UNITED REAL ESTATE PREFERRED.
Condo For Sale $249,900
700 Melrose Ave # F-2, Winter Park, FL 32789
730
Schedule a viewing today and discover the charm and convenience of this beautiful home. MLS#O6229612. FLORIDA ONE REAL ESTATE LLC.
Condo For Sale $500,000
720 N Pennsylvania Ave, Winter Park, FL 32789
1115
2015
$448
Make this your upper classman at Rollins housing solution. MLS#O6229228. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $205,000
700 Melrose Ave # E-6, Winter Park, FL 32789
$281
This prime location is just minutes from Azalea Tennis Center, Mead Gardens, downtown Winter Park, Rollins College, and the exciting new development, Winter Park's Progress Point. MLS#O6228063. COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $230,000
700 Melrose Ave # K32, Winter Park, FL 32789
772
$298
Embrace a serene and relaxing lifestyle at Winter Park Gardens — an opportunity not to be missed! MLS#O6226689. BALDWIN PARK REALTY LLC.
Condo For Sale $1,185,000
625 N Interlachen Ave # A, Winter Park, FL 32789
Reduced By $39,900
1718
$690
Don’t miss this rare opportunity—schedule your private tour today and make this Winter Park masterpiece yours!
Condo For Sale $325,000
151 N Orlando Ave # 118, Winter Park, FL 32789
Reduced By $24,999
710
$458
Join this vibrant community and make this beautiful condo your new investment property or dream home! MLS#O6225735. FLORIDA DREAMS REALTY GRP INC.
Condo For Sale $399,999
151 N Orlando Ave # 131, Winter Park, FL 32789
1000
$400
**Furniture is not inlcuded in the listing price** MLS#O6225352. FLORIDA DREAMS REALTY GRP INC.
Condo For Sale $520,000
311 E Morse Blvd # 7-2, Winter Park, FL 32789
900
$578
Don't miss the rare opportunity to make this fully renovated, ground-floor, corner unit in the heart of Winter Park your new home! MLS#O6222481. KELLY PRICE & COMPANY LLC.
Condo For Sale $1,349,900
335 W Welbourne Ave # 103, Winter Park, FL 32789
Reduced By $99,100
2734
$494
Property may be under audio and visual surveillance. MLS#V4937374. LIVELY REAL ESTATE.
Condo For Sale $1,050,000
627 N Interlachen Ave # B, Winter Park, FL 32789
Reduced By $145,000
1610
$652
Don’t miss this incredible opportunity to own a piece of Winter Park's history. MLS#O6221409. PREMIER SOTHEBY'S INTL. REALTY.
Condo For Sale $155,000
1695 Lee Rd # D206, Winter Park, FL 32789
Reduced By $2,000
$176
Perfect for both homeowners and investors, this condo currently has a tenant generating a rental income of $1,200 per month- tenant in place until 1/31/2025. Schedule your viewing today! MLS#O6214424. EXP REALTY LLC.
Pended $1,575,000
101 S New York Ave # 303, Winter Park, FL 32789
Reduced By $100,000
$496
All furnishings may be sold separately! MLS#O6216286. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $414,900
690 Osceola Ave # 209, Winter Park, FL 32789
Reduced By $34,100
1148
$361
Just down the street is Dinky Dock which is a public boat ramp on Lake Virginia and access to the entire Chain of Lakes.Walking distance to outstanding restaurants, shoppes, Museums, Central Park, the Sunrail Station and Rollins College. MLS#O6214420. FANNIE HILLMAN & ASSOCIATES.
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Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-967-1435 and speak with one of our real estate consultants.