Pended $2,349,900
301 Rippling Ln, Winter Park, FL 32789
Reduced By $150,000
Bedrooms
4
Full Bath(s)
Sq. Ft.
3694
Year Built
1958
$/SqFt
$636
Contact us today to schedule a private tour. XCLUSIVE HOMES LLC.
Home For Sale $1,275,000
726/720 N Pennsylvania Ave, Winter Park, FL 32789
6
2284
2015
$558
Don’t miss your chance to own this exceptional property in one of Winter Park’s most sought-after locations. Schedule your private showing today! RE/MAX TOWN & COUNTRY REALTY.
Home For Sale $750,000
726 N Pennsylvania Ave, Winter Park, FL 32789
3
2
1167
$643
Don’t miss this incredible opportunity in one of Winter Park’s most sought-after locations, Schedule your private showing today! RE/MAX TOWN & COUNTRY REALTY.
Home For Sale $550,000
720 N Pennsylvania Ave, Winter Park, FL 32789
1115
$493
Don’t miss this chance to own a modern, stylish home in the heart of Winter Park! Schedule your private showing today. RE/MAX TOWN & COUNTRY REALTY.
Home For Sale $749,000
5150 Old Howell Branch Rd, Winter Park, FL 32792
1
2108
1964
$355
This property is perfect for businesses seeking high visibility and accessibility, with excellent potential for various uses and expansion. COMPASS FLORIDA, LLC.
Home For Sale $1,675,000
607 Ellen Dr, Winter Park, FL 32789
2812
2025
$596
Last home available in the neighborhood and is priced well as this home will not last long! ! COMMUNITY REALTY ASSOCIATES.
Home For Sale $1,295,000
1611 Chestnut Ave, Winter Park, FL 32789
2916
1973
$444
Lake Knowles Terrace - According to the owner backyard can accommodate a POOL! PARK AVENUE REALTY LLC.
Home For Sale $1,125,000
1690 Oneco Ave, Winter Park, FL 32789
Reduced By $70,000
2703
1967
$416
Winter Park Heights - ***NOTE: all interior walls recently painted neutral soft white... also, this home has accessible elements to it, including a handicapped ramp in garage. PREMIER SOTHEBY'S INTL. REALTY.
Home For Sale $795,000
625 Brechin Dr, Winter Park, FL 32792
Reduced By $24,000
1827
1961
$435
Located in one of Winter Park’s most adored communities, residences of Kenilworth Shores are zoned for the highly desirable Brookshire Elementary/Glenridge Middle/Winter Park High school district and are just a few minutes away from the Park Avenue shopping and dining district, Rollins College, Advent Health, Baldwin Park, and more. KELLY PRICE & COMPANY LLC.
Pended $449,900
5359 Lanyard Ct, Winter Park, FL 32792
Reduced By $30,100
1572
$286
Woodcrest - This home is a rare gem for first-time buyers or anyone looking for a stress-free, move-in-ready home. REDFIN CORPORATION.
Home For Sale $2,389,000
2412 Chantilly Ave, Winter Park, FL 32789
Reduced By $6,000
5
4506
2024
$530
Winter Park Village - It’s a masterpiece. Schedule your private tour today. COMPASS FLORIDA LLC.
Home For Sale $549,000
3901 Woodglade Cv, Winter Park, FL 32792
Reduced By $20,500
2213
1984
$248
Amberwood - Don’t miss this opportunity for a one-of-a-kind gem at an unbeatable price—schedule your showing today! OLYMPUS EXECUTIVE REALTY INC.
Home For Sale $1,950,000
622 Penn Pl, Winter Park, FL 32789
2767
2001
$705
Don’t miss your chance to make this exceptional property your next home! COMMUNITY REALTY ASSOCIATES.
Home For Sale $435,000
3458 Balsam Dr, Winter Park, FL 32792
Reduced By $54,900
1910
1966
$228
Eastbrook - Come see what this amazing community and home has to offer. CENTURY 21 BE3.
Home For Sale $1,795,000
817 Antonette Ave, Winter Park, FL 32789
Reduced By $200,000
3971
1990
$452
College Place - Don't miss the opportunity to schedule a private viewing of this unique, one-of-a-kind treasure! FANNIE HILLMAN & ASSOCIATES.
Home For Sale $2,119,000
785 N Phelps Ave, Winter Park, FL 32789
2964
$715
Comstock Park - Don’t miss the chance to make this stunning property your own — call today for more details and secure your dream home, ready by September 2025! COMPASS FLORIDA LLC.
Pended $349,000
3131 Ash Park Loop, Winter Park, FL 32792
Reduced By $50,900
1408
1986
With its superb location and promising features, 3131 Ash Park Loop is an ideal choice for anyone looking to invest in a property with both immediate appeal and long-term value. STRICKLAND REALTY GROUP INC.
Home For Sale $1,300,000
1400 S Pennsylvania Ave, Winter Park, FL 32789
Reduced By $80,000
2310
1962
$563
Banks Colonial Estates - Be sure and schedule a viewing. JACK KELLER INC.
Home For Sale $498,000
2823 Cady Way, Winter Park, FL 32792
Reduced By $87,000
1688
1965
$295
Easy access to Winter Park shopping, dining and restaurants as well as the Orlando International airport, UCF and Rollins college. Schedule your showing today! COLDWELL BANKER RESIDENTIAL RE.
Pended $1,759,000
1660 Walnut Ave, Winter Park, FL 32789
2172
$810
Lake Knowles Terrace - Don’t miss the opportunity to make this stunning Winter Park home yours. COMPASS FLORIDA LLC.
Pended $1,500,000
747 Mcintyre Ave, Winter Park, FL 32789
1457
1950
$1,030
Opportunities like this are a rare find in Winter Park! FANNIE HILLMAN & ASSOCIATES.
Home For Sale $625,000
1875 Staunton Ave, Winter Park, FL 32789
Reduced By $25,000
2036
1954
$307
Karolina On Killarney - You are less than 2 miles from Park Avenue. THE AGENCY ORLANDO.
Home For Sale $1,599,900
1417 Miller Ave, Winter Park, FL 32789
3312
$483
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. CORCORAN PREMIER REALTY.
Home For Sale $398,000
1309 Paradise Ln, Winter Park, FL 32792
Reduced By $27,000
1606
Conveniently located, this home offers easy access to nearby shopping, dining and major roadways and is in the A Rated Lake Howell High school zone. COLDWELL BANKER REALTY.
Home For Sale $665,000
1792 Killarney Dr, Winter Park, FL 32789
Reduced By $34,000
2082
$319
Additionally, it is less than 1 mile to Trader Joe's and 1.5 miles to Park Ave. Don't miss out on this exceptional opportunity to own a piece of Winter Park paradise. THE AGENCY ORLANDO.
Home For Sale $849,900
675 Overspin Dr, Winter Park, FL 32789
Reduced By $90,000
2962
2010
$287
Dubsdread Heights - For golf enthusiasts, the prestigious Dubsdread golf course is located within a mile. COLDWELL BANKER RESIDENTIAL RE.
Pended $679,000
958 Dunraven Dr, Winter Park, FL 32792
Reduced By $36,000
1835
1957
$370
Kenilworth Shores - All of this and Much, Much More! WELCOME HOME !! ! COLDWELL BANKER RESIDENTIAL RE.
Home For Sale $474,900
1710 Aster Dr, Winter Park, FL 32792
Reduced By $30,000
1664
1979
$285
Garden Lake Estates - Highly desirable area with easy access to shopping & main roads. FOLIO REALTY LLC.
Home For Sale $549,900
1116 Fairway Dr, Winter Park, FL 32792
Reduced By $50,000
1738
1978
$316
You will surely LOVE to call this place your home! TURN-KEY MOVES REALTY.
Home For Sale $457,900
1354 Tierra Cir, Winter Park, FL 32792
Reduced By $27,100
1969
$251
Schedule your showing today and make this beautiful home yours! REAL ESTATE FIRM OF ORLANDO.
Home For Sale $10,900,000
1120 Preserve Point Dr, Winter Park, FL 32789
Reduced By $1,000,000
7
9
11255
2009
$968
With its own private gated entrance, this home is a one-of-a-kind opportunity to enjoy all of the amenities that Winter Park and Windsong have to offer. PREMIER SOTHEBY'S INTL. REALTY.
Home For Sale $1,265,000
1611 Walnut Ave, Winter Park, FL 32789
2635
1951
$480
Call to schedule a tour any time! COLDWELL BANKER RESIDENTIAL RE.
Pended $5,800,000
541 Virginia Dr, Winter Park, FL 32789
Reduced By $450,000
4725
2008
$1,228
Experience luxury living at its finest with unparalleled lakefront views, exceptional amenities and convenience to all the restaurants and shopping that Winter Park has to offer. HOMEVEST REALTY.
Home For Sale $999,000
2330 Westminster Ct, Winter Park, FL 32789
Reduced By $101,000
3296
1928
$303
Glencoe - Schedule your private showing today and experience the charm of Winter Park living! COMPASS FLORIDA LLC.
Home For Sale $499,900
1422 Tierra Cir, Winter Park, FL 32792
Reduced By $35,100
1968
$274
Come take a tour of this immaculate 4 bedrooms, 2 bathrooms pool home today! CHARLES RUTENBERG REALTY ORLANDO.
Home For Sale $575,000
5255 Seminole Ave, Winter Park, FL 32792
Reduced By $55,000
2170
$265
Don’t wait—schedule your showing today and take the first step toward living in your dream home! COLDWELL BANKER RESIDENTIAL RE.
Home For Sale $375,000
2827 Euston Rd, Winter Park, FL 32789
1568
1956
$239
Fairbanks Shores - Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today! REGENCY REAL ESTATE LLC.
Pended $299,000
2762 Hilda Cv, Winter Park, FL 32792
Reduced By $51,000
1493
1981
$200
Slovak Village - Walking distance to Orlando’s famous Donut King, Kelly’s Homemade Ice Cream, and Foxtail Coffee! Submit your offer today! THE REALTY MEDICS.
Home For Sale $885,000
1263 Verdant Glade Pl, Winter Park, FL 32792
Reduced By $10,000
2589
2020
$342
Meadows At Hawks Crest - 20 foot ceilings, tile roof, too much to describe. Pics to follow FLAT FEE MLS REALTY.
Home For Sale $475,000
1608 Bomi Cir, Winter Park, FL 32792
1807
1983
$263
Tamarak - Call to schedule your private showing today! KELLER WILLIAMS ADVANTAGE III REALTY.
Pended $449,990
1550 Indiana Ave, Winter Park, FL 32789
1032
$436
Lawndale - all the information is intended to be accurate and must be verified by buyers / realtor agent. TALENT REALTY SOLUTIONS.
Home For Sale $1,897,000
2260 Mulbry Dr, Winter Park, FL 32789
Reduced By $103,000
3246
$584
Lake Forest Park - This is your opportunity to build your dream Oasis and enjoy the Florida lifestyle! KELLER WILLIAMS WINTER PARK.
Home For Sale $4,750,000
2161 Sharon Rd, Winter Park, FL 32789
Reduced By $235,000
6338
2023
$749
Tuscania - Get one step closer to owning the realization of your dream dwelling experience! LA ROSA REALTY HORIZONS LLC.
Home For Sale $510,000
4026 Tenita Dr, Winter Park, FL 32792
Reduced By $52,000
2122
$240
Lake Waunatta Woods - Don't miss out on this exceptional property. OPENDOOR BROKERAGE LLC.
Home For Sale $695,000
786 Antonette Ave, Winter Park, FL 32789
Reduced By $104,000
1146
1925
$606
College Place - Sure to attract a lot of attention (as homes in this area don’t come up for sale often) seize the opportunity to make it your own! RE/MAX 200 REALTY.
Home For Sale $460,000
1621 Puritan,, Winter Park, FL 32792
Reduced By $39,999
1765
1963
$261
Eastbrook - Conveniently located near Downtown Winter Park, Downtown Orlando, major highways, and top-rated schools, this home offers the perfect blend of tranquility and urban accessibility. Don’t miss this opportunity! PREFERRED REAL ESTATE BROKERS.
Home For Sale $8,799,000
2661 Via Tuscany, Winter Park, FL 32789
Reduced By $2,200,999
4564
$1,928
Experience the pinnacle of luxury living—schedule a private tour today. PV LUXURY GROUP PA.
Home For Sale $2,799,000
2550 Venetian Way, Winter Park, FL 32789
Reduced By $500,000
4875
$574
Maitland Shores - Relaxation and a renewed sense of self await! COMPASS FLORIDA LLC.
Home For Sale $1,599,999
1429 Chapman Cir, Winter Park, FL 32789
Reduced By $99,001
3116
2014
$513
This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location. CORCORAN PREMIER REALTY.
Home For Sale $1,299,000
7440 Aloma Ave, Winter Park, FL 32792
4435
$293
The possibilities are endless—don’t miss out on this incredible opportunity! MARZUCCO REAL ESTATE.
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