Condo For Sale $499,000
690 Osceola Ave # 405, Winter Park, FL 32789
Bedrooms
1
Full Bath(s)
Sq. Ft.
850
Year Built
1969
$/SqFt
$587
Don't miss out on the chance to make this property your new home!. SAVVY AVENUE, LLC.
Condo For Sale $198,900
1250 S Denning Dr # 108, Winter Park, FL 32789
658
1967
$302
Mead Garden - A great opportunity for homeowners or investors alike! LOVELAND PROPERTIES.
Condo For Sale $1,495,000
242 W Lyman Ave, Winter Park, FL 32789
3
2199
2014
$680
This nearly new townhome right next to Park Avenue is more than just a home, it's a lifestyle! COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $350,000
184 Sandlewood Trl # 2, Winter Park, FL 32789
2
1133
1985
$309
Whether you're a first-time buyer, downsizing, or looking for an investment property, this move-in-ready home is a rare find in one of Central Florida’s most desirable neighborhoods. EXP REALTY LLC.
Condo For Sale $299,000
151 N Orlando Ave # 118, Winter Park, FL 32789
710
1960
$421
Join this vibrant community and make this beautiful condo your new investment property or dream home! FLORIDA DREAMS REALTY GRP INC.
Condo For Sale $370,000
1308 S Pennsylvania Ave # 3, Winter Park, FL 32789
Reduced By $10,000
823
1983
$450
Come see this lovely home soon! KELLER WILLIAMS CLASSIC.
Pended $425,000
1122 Washington Ave # 7, Winter Park, FL 32789
1556
1978
$273
Whether you’re looking for a primary residence, a lock-and-leave second home, or an investment in the future of Winter Park, this is an opportunity you won’t want to miss. BELMONT REALTY.
Pended $487,000
1545 Indiana Ave # B, Winter Park, FL 32789
1598
2005
$305
It’s easy living in one of Central Florida’s most beloved neighborhoods—where everything just feels...right. MAGIC REALTY LLC.
Condo For Sale $209,900
2500 Lee Rd # 134, Winter Park, FL 32789
645
$325
Seize the opportunity to make this condo your new home! COMPASS FLORIDA LLC.
Condo For Sale $249,999
151 N Orlando Ave # 204, Winter Park, FL 32789
$352
Book your showing today and begin your ultimate lake life living! MAINFRAME REAL ESTATE.
Condo For Sale $549,000
1745 Indiana Ave # J, Winter Park, FL 32789
1616
2008
$340
Located just minutes from Park Avenue’s shops, restaurants, and top-rated schools, this move-in-ready home offers the perfect blend of comfort, style, and location. COMPASS FLORIDA LLC.
Pended $925,000
1764 Mondrian Cir, Winter Park, FL 32789
2265
2024
$408
Live the life you’ve always wanted in our exceptional townhome! COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $799,000
1429 Indiana Ave, Winter Park, FL 32789
1939
2019
$412
Furnishings can also be included upon request at a separate price. Move right in! KELLY PRICE & COMPANY LLC.
Pended $725,000
1130 Washington Ave # 11-C, Winter Park, FL 32789
2069
1981
$350
The ideal blend of sophistication and practicality, this condo is simply perfect for those seeking an effortless lifestyle in the heart of Winter Park. FANNIE HILLMAN & ASSOCIATES.
Pended $684,000
300 Carolina Ave # 304, Winter Park, FL 32789
1350
1982
$507
This is a rare opportunity to own a spacious, well-appointed condo in one of Winter Parks most sought-after neighborhoods. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $642,900
265 E Canton Ave # Ge, Winter Park, FL 32789
1057
1971
$608
Come see for yourself what makes Winterset so special! D.V REALTY CONSULTANTS.
Condo For Sale $564,900
100 S Interlachen Ave # 410F, Winter Park, FL 32789
901
$627
The location is conveniently located within walking distance to the vibrant Park Avenue, offering access to boutique shopping, dining, Rollins College and the renowned Morse Museum. COLDWELL BANKER REALTY.
Condo For Sale $1,749,000
101 S New York Ave # 311, Winter Park, FL 32789
3112
$562
A few notable upgrades include brand new front elevation windows and French doors (2024), interior paint (2024), and AC (2022). KELLY PRICE & COMPANY LLC.
Condo For Sale $235,000
1250 S Denning Dr # 230, Winter Park, FL 32789
913
$257
Enjoy this prime Winter Park location, located just minutes from Park Avenue and Rollins College. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $649,000
225 E Canton Ave # 225, Winter Park, FL 32789
$614
Rarely available - schedule your private showing today! PALMANO GROUP RE BROKERAGE LLC.
Condo For Sale $205,990
1695 Lee Rd # E215, Winter Park, FL 32789
Reduced By $4,010
1149
1966
$179
Waterfall Cove - Buyer and/or Buyer’s Agent must review these documents and measurements to ensure compliance with any applicable guidelines. LA ROSA REALTY CENTRAL FLORIDA.
Condo For Sale $699,000
640 Killarney Bay Ct # 4, Winter Park, FL 32789
Reduced By $30,000
1718
1986
$407
Come discover a one-of-a-kind home where lakefront tranquility meets urban convenience—this is Winter Park's best kept secret. COMPASS FLORIDA LLC.
Condo For Sale $950,000
1251 Arlington Pl, Winter Park, FL 32789
2116
2000
$449
Don’t miss your chance to own this LOW-MAINTENANCE, MOVE-IN-READY HOME IN ONE OF WINTER PARK’S MOST DESIRABLE NEIGHBORHOODS — with no HOA and high-end finishes throughout! ANNE ROGERS REALTY GROUP INC.
Condo For Sale $140,900
1695 Lee Rd # E214, Winter Park, FL 32789
881
$160
This unit will not last long so call for your private showing today!!! ! RE/MAX ASSURED.
Condo For Sale $1,080,000
100 S Interlachen Ave # 304, Winter Park, FL 32789
Reduced By $120,000
4
2286
$472
Priced to accommodate your vision for renovation. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $639,000
100 S Interlachen Ave # 107F, Winter Park, FL 32789
$709
Cloisters - Don’t miss your chance to call this Winter Park gem home - schedule your private showing today! MAINFRAME REAL ESTATE.
Pended $675,000
796 Mcintyre Ave, Winter Park, FL 32789
1910
1988
$353
Zoned for Audubon K-8 and Winter Park High School. Welcome home! FANNIE HILLMAN & ASSOCIATES.
Pended $285,000
151 N Orlando Ave # 115, Winter Park, FL 32789
$401
Just a few minutes to Park Avenue and I4. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $225,000
2500 Lee Rd # 208, Winter Park, FL 32789
Reduced By $5,000
956
$235
This prime location ensures easy access to shopping, dining, entertainment, and the vibrant city lifestyle. KELLER WILLIAMS REALTY AT THE PARKS.
Condo For Sale $849,000
1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
1957
2007
$434
This home is a rare opportunity to enjoy elegance, convenience, and tranquility all in one coveted location. COMPASS FLORIDA LLC.
Condo For Sale $915,000
100 S Interlachen Ave # 503, Winter Park, FL 32789
1143
$801
Just steps from the dining, shopping and cultural vibrancy of Park Avenue, and in proximity to Rollins College, this original-owner residence delivers an exceptional blend of lifestyle, location and enduring design. PREMIER SOTHEBY'S INTL. REALTY.
Condo For Sale $260,000
1250 S Denning Dr # 111, Winter Park, FL 32789
908
$286
Mead Garden - This condo won't last long, so call to schedule your private showing today! EXP REALTY LLC.
Pended $249,900
255 Sandlewood Trl, Winter Park, FL 32789
Reduced By $20,000
960
1984
$260
Affordable, move-in ready, and packed with value, this is a rare find in Winter Park you don’t want to miss! INVESTOR'S REAL ESTATE LLC.
690 Osceola Ave # 502, Winter Park, FL 32789
Reduced By $16,000
1400
$392
Don’t miss this rare opportunity to own a modernized lakefront unit in one of Winter Park’s most desirable locations! CHARLES RUTENBERG REALTY ORLANDO.
Condo For Sale $725,000
101 S Interlachen Ave # 104, Winter Park, FL 32789
Reduced By $70,000
949
$764
Located just one block from Park Avenue this condo is just a short stroll to all the amazing restaurants and boutique shops Winter Park has to offer. Interested parties should inquire immediately. KELLY PRICE & COMPANY LLC.
Condo For Sale $250,000
700 Melrose Ave # L-23, Winter Park, FL 32789
787
1964
$318
Additionally, you’ll find an array of top-tier local shops and restaurants nearby, as well as convenient everyday services such as hair salons, grocery stores, and more—all just moments from your doorstep. BALDWIN PARK REALTY LLC.
Condo For Sale $399,900
311 E Morse Blvd # 6-7, Winter Park, FL 32789
Reduced By $49,100
884
$452
Illips Circle - Call today to schedule your private showing! FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $450,000
535 N Interlachen Ave # 107, Winter Park, FL 32789
Reduced By $49,900
1088
1972
$414
Call today for your private viewing of this special unit. FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $1,575,000
690 Osceola Ave # 604, Winter Park, FL 32789
2128
$740
Whether it’s lounging by the lakeside pool, boating on the lakes, entertaining in the lakeview club room, or simply enjoying the tranquility of a lakefront view from your own spacious private balcony, this condo is designed to elevate every occasion. COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $559,000
660 Killarney Bay Ct # 6, Winter Park, FL 32789
1214
$460
Seize this rare opportunity to enjoy lakefront living at its finest! FLORIDA ONE REAL ESTATE LLC.
Condo For Sale $210,000
1695 Lee Rd # C202, Winter Park, FL 32789
$183
Waterfall Cove - You must see for any possibilities come and check for yourself. PRIMESTATE REALTY, INC..
Condo For Sale $369,000
151 N Orlando Ave # 229, Winter Park, FL 32789
1000
$369
Schedule your private showing today to experience lakefront living in the heart of Winter Park! EXP REALTY LLC.
Condo For Sale $164,900
1695 Lee Rd # E103, Winter Park, FL 32789
Reduced By $15,000
$187
This Property May Qualify For Up To 60,000.00 In Down Payment Assistance. Ask For Program Details ! ! ROBERT SLACK LLC.
535 N Interlachen Ave # 106, Winter Park, FL 32789
Reduced By $50,900
$699
Just moments from the iconic Winter Park 9 Golf Course, this rare opportunity to own a private, luxury condo in a coveted location won’t last long. KELLER WILLIAMS WINTER PARK.
Condo For Sale $159,000
1695 Lee Rd # B109, Winter Park, FL 32789
638
$249
Waterfall Cove - Close proximity to many local outdoor parks & restaurants. EXP REALTY LLC.
Condo For Sale $255,000
2500 Lee Rd # 202, Winter Park, FL 32789
$267
Easy access to I4, Rollins College, and approx 10 minutes from Downtown Orlando, approx 20-30 mins to Orlando International Airport, Disney Springs and Universal Studios. THE ANDERSON GROUP & CO PL.
Pended $236,000
1500 Gay Rd # 10C, Winter Park, FL 32789
Reduced By $11,500
1026
$230
Chateaux Du Lac - Don't miss this opportunity to view and own in this lovely community! REALCOM REAL ESTATE SERVICES INC.
Condo For Sale $895,000
1762 Mondrian Cir, Winter Park, FL 32789
$395
Live the life you deserve in our exceptional townhome! COLDWELL BANKER RESIDENTIAL RE.
Condo For Sale $285,000
700 Melrose Ave # A 22, Winter Park, FL 32789
1074
$265
Come see why Winter Park Gardens is the best buy in Winter Park and experience the lifestyle you’ve been dreaming of! FANNIE HILLMAN & ASSOCIATES.
Condo For Sale $144,900
1695 Lee Rd # A209, Winter Park, FL 32789
$227
Don’t miss out - schedule your showing today! Easy Show ! FUSILIER REALTY GROUP.
Viewing CONDOS 1 to 50 of 62
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 407-485-1814 and speak with one of our real estate consultants.