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View 153 Winter Park Florida Condos for Sale

Condo For Sale $128,000

Reduced By $24,000

View 243 Scottsdale Sq # 243 Winter Park FL
View Details 2 Photos
View 243 Scottsdale Sq # 243 Winter Park FL
On Market For 109 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1974

  • $/SqFt

    $125

Winter Park Woods - This 2 bedroom, two bath condo could be a perfect starter. MLS#S5109720. TRANSCONTINENTAL REALTY GROUP,.

Condo For Sale $222,000

Reduced By $8,000

View 4904 Tangerine Ave # 4904 Winter Park FL
View Details 15 Photos
View 4904 Tangerine Ave # 4904 Winter Park FL
View 4904 Tangerine Ave # 4904 Winter Park FL
View 4904 Tangerine Ave # 4904 Winter Park FL
On Market For 110 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1058

  • Year Built

    1973

  • $/SqFt

    $210

Wrenwood Heights - Seller is offering $4,000.00 in concessions. Scheduled a showing TODAY! MLS#O6229489. VINAS DEL MAR REALTY, INC..

Condo For Sale $210,000

Reduced By $10,000

View 3291 Oak Lake # 125 Winter Park FL
View Details 16 Photos
View 3291 Oak Lake # 125 Winter Park FL
View 3291 Oak Lake # 125 Winter Park FL
View 3291 Oak Lake # 125 Winter Park FL
On Market For 109 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1984

  • $/SqFt

    $204

Call your Realtor to see this today. MLS#O6229247. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $500,000

Reduced By $50,000

View 720 N Pennsylvania Ave Winter Park FL
View Details 27 Photos
View 720 N Pennsylvania Ave Winter Park FL
View 720 N Pennsylvania Ave Winter Park FL
View 720 N Pennsylvania Ave Winter Park FL
*POTENTIAL GREAT VALUE
On Market For 100 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1115

  • Year Built

    2015

  • $/SqFt

    $448

Make this your upper classman at Rollins housing solution. MLS#O6229228. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $205,000

Reduced By $20,000
View Details 57 Photos
On Market For 112 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    730

  • Year Built

    1964

  • $/SqFt

    $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 $128,000

Reduced By $24,000
View Details 1 Photo
On Market For 112 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1974

  • $/SqFt

    $125

Winter Park Woods - This 2 bedroom, two bath condo could be a perfect starter...a/c unit change recently. MLS#S5109275. TRANSCONTINENTAL REALTY GROUP,.

Condo For Sale $230,000

View Details 33 Photos
On Market For 113 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    772

  • Year Built

    1964

  • $/SqFt

    $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

Reduced By $39,900
View Details 77 Photos
On Market For 114 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1718

  • Year Built

    1981

  • $/SqFt

    $690

Don’t miss this rare opportunity—schedule your private tour today and make this Winter Park masterpiece yours!

MLS#O6222843. KELLY PRICE & COMPANY LLC.

Condo For Sale $269,900

Reduced By $5,000
View Details 37 Photos
On Market For 109 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1010

  • Year Built

    1969

  • $/SqFt

    $267

Properties in this price point and location don't come on the market often. Schedule your showing today! MLS#O6226026. COMPASS FLORIDA LLC.

Condo For Sale $324,900

View Details 32 Photos
On Market For 120 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1311

  • Year Built

    1983

  • $/SqFt

    $248

Cedarwood Village - Schedule a viewing today and experience the perfect blend of comfort, convenience, and contemporary living. MLS#O6225158. THE REALTY EXPERIENCE POWERED BY LRR.

Condo For Sale $325,000

Reduced By $24,999
View Details 19 Photos
On Market For 109 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $458

Join this vibrant community and make this beautiful condo your new investment property or dream home! MLS#O6225735. FLORIDA DREAMS REALTY GRP INC.

Pended $232,000

View Details 30 Photos
On Market For 89 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1117

  • Year Built

    1983

  • $/SqFt

    $208

Schedule a showing today and make this your enchanting new home! MLS#O6223956. KELLER WILLIAMS ADVANTAGE REALTY.

Condo For Sale $399,999

View Details 19 Photos
On Market For 112 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1000

  • Year Built

    1960

  • $/SqFt

    $400

**Furniture is not inlcuded in the listing price** MLS#O6225352. FLORIDA DREAMS REALTY GRP INC.

Condo For Sale $195,000

Reduced By $13,000
View Details 17 Photos
On Market For 126 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1049

  • Year Built

    1969

  • $/SqFt

    $186

Golfside - The Seller Is Looking For A Fast Closing. MLS#O6213242. KELLER WILLIAMS ADVANTAGE REALTY.

Condo For Sale $520,000

View Details 32 Photos
On Market For 129 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    900

  • Year Built

    1960

  • $/SqFt

    $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

Reduced By $99,100
View Details 58 Photos
*POTENTIAL GREAT VALUE
On Market For 130 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2734

  • Year Built

    2008

  • $/SqFt

    $494

Property may be under audio and visual surveillance. MLS#V4937374. LIVELY REAL ESTATE.

Condo For Sale $1,050,000

Reduced By $145,000
View Details 23 Photos
On Market For 134 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1610

  • Year Built

    1981

  • $/SqFt

    $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 $127,000

Reduced By $18,000
View Details 27 Photos
*POTENTIAL GREAT VALUE
On Market For 87 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1066

  • Year Built

    1974

  • $/SqFt

    $119

Schedule a showing today and discover why this property is the perfect addition to your portfolio. MLS#O6219583. KELLER WILLIAMS ADVANTAGE REALTY.

Pended $270,000

Reduced By $10,000
View Details 28 Photos
On Market For 138 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1327

  • Year Built

    1976

  • $/SqFt

    $203

Seller will contribute $5,000 toward buyers closing cost. MLS#O6218866. FLORIDA REALTY INVESTMENTS.

Condo For Sale $205,000

Reduced By $10,000
View Details 35 Photos
On Market For 147 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    840

  • Year Built

    1990

  • $/SqFt

    $244

Lancelot At Winter Park - Make 3651 North Goldenrod Road #B107 your new home today! MLS#O6218264. EXP REALTY LLC.

Condo For Sale $155,000

Reduced By $2,000
View Details 16 Photos
*POTENTIAL GREAT VALUE
On Market For 146 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $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.

Condo For Sale $205,000

Reduced By $18,500
View Details 17 Photos
On Market For 143 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1984

  • $/SqFt

    $199

Another listing also available and ready to sell - O6242248 MLS#O6218059. INTERNATIONAL NETWORK REALTY.

Pended $1,575,000

Reduced By $100,000
View Details 34 Photos
*POTENTIAL GREAT VALUE
On Market For 152 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3174

  • Year Built

    2009

  • $/SqFt

    $496

All furnishings may be sold separately! MLS#O6216286. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $258,000

Reduced By $67,000
View Details 32 Photos
On Market For 153 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1165

  • Year Built

    1970

  • $/SqFt

    $221

Four Seasons - FOUR SEASONS is a serene, centrally located community in Winter Park near Full Sail, Cady Way Trail, Showalter Field, Ward Park, Winter Park Hospital, Wellness Center & YMCA and just a short drive to all the shoppes & restaurants on Park Avenue. WELCOME HOME! MLS#O6216967. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $126,900

Reduced By $10,600
View Details 16 Photos
On Market For 153 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1035

  • Year Built

    1974

  • $/SqFt

    $123

Colonies - Currently occupied by a tenant, generating $1,575/month in rent. MLS#O6216783. MNT INTERNATIONAL.

Condo For Sale $414,900

Reduced By $34,100
View Details 48 Photos
On Market For 160 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1148

  • Year Built

    1969

  • $/SqFt

    $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.

Condo For Sale $210,000

Reduced By $20,000
View Details 14 Photos
On Market For 161 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1058

  • Year Built

    1973

  • $/SqFt

    $198

Wrenwood Heights - Nearby, you'll find Advent Health Winter Park, Full Sail University, and a short drive will take you to Rollins College, Downtown Winter Park, and countless other attractions. MLS#O6214061. HOUSE HUNTING IN FLORIDA LLC.

Pended $201,000

Reduced By $44,000
View Details 47 Photos
On Market For 161 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1037

  • Year Built

    1981

  • $/SqFt

    $194

Winter Park Villas - Great amenities, community pool, tennis ct., Fitness and Racquet Ball. Schedule an appointment for showing. MLS#S5106543. ROMAN'S PRO REALTY LLC.

Condo For Sale $224,900

Reduced By $69,595
View Details 11 Photos
On Market For 164 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1281

  • Year Built

    1969

  • $/SqFt

    $176

Golfside - ; Brand new water heater; new electrical circuits MLS#U8246157. JACK KELLER INC.

Pended $1,129,000

Reduced By $120,000
View Details 35 Photos
On Market For 164 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2615

  • Year Built

    2009

  • $/SqFt

    $432

Enjoy all downtown Winter Park has to offer including the Winter Park Farmers market, Winter Park Village, art festivals, Rollins College, and an array of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and more. MLS#O6212475. REAL PROPERTY MANAGEMENT AND REALTY.

Condo For Sale $899,500

View Details 33 Photos
On Market For 170 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2066

  • Year Built

    2024

  • $/SqFt

    $435

Access to Winter Park's esteemed school district enhances the allure of this exceptional community. MLS#O6210889. KELLER WILLIAMS WINTER PARK.

Condo For Sale $287,000

Reduced By $10,000
View Details 30 Photos
On Market For 170 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1035

  • Year Built

    1964

  • $/SqFt

    $277

Winter Park Gardens - Contact us today to schedule a viewing and make this wonderful condo your new home! MLS#O6211383. NEXTHOME BEST RESULTS REAL ESTATE.

Condo For Sale $529,900

Reduced By $69,100
View Details 23 Photos
On Market For 163 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2020

  • Year Built

    1982

  • $/SqFt

    $262

Act fast—properties like this, especially at this price, don’t last long! MLS#NS1081669. BUY THE SEA REALTY LLC.

Pended $280,000

Reduced By $20,000
View Details 20 Photos
On Market For 151 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1074

  • Year Built

    1964

  • $/SqFt

    $261

Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours! MLS#O6208246. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $809,999

Reduced By $85,001
View Details 67 Photos
*POTENTIAL GREAT VALUE
On Market For 178 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1957

  • Year Built

    2007

  • $/SqFt

    $414

(Currently extra storage all three levels) MLS#A4611556. MINK REALTY.

Pended $276,999

View Details 68 Photos
On Market For 135 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    854

  • Year Built

    1979

  • $/SqFt

    $324

Windward Square - Don't wait, schedule your appointment now as this property won't last long! MLS#O6207922. PACHECO INTERNATIONAL REALTY,.

Condo For Sale $2,895,000

Reduced By $955,000
View Details 28 Photos
*POTENTIAL GREAT VALUE
On Market For 196 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5159

  • Year Built

    1990

  • $/SqFt

    $561

Steps to Park Avenue fine dining and restaurants, the Winter Park Farmer's Market and Central Park. MLS#O6201756. PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $215,000

Reduced By $14,000
View Details 21 Photos
On Market For 185 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1127

  • Year Built

    1970

  • $/SqFt

    $191

Enjoy the vibrant and bustling City of Winter Park with many amenities for residents including the state-of-the-art library and event center, the Advent Health Medical Campus, the Cady Way recreation trail and the Center for Health and Wellbeing. MLS#O6202095. COLDWELL BANKER REALTY.

Condo For Sale $190,000

Reduced By $10,000
View Details 22 Photos
On Market For 163 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    840

  • Year Built

    1990

  • $/SqFt

    $226

Don't miss out on this great opportunity, schedule a viewing today! MLS#O6202969. COLDWELL BANKER REALTY.

Pended $495,000

Reduced By $55,000
View Details 31 Photos
On Market For 201 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1214

  • Year Built

    1986

  • $/SqFt

    $408

There are only a handful of lakefront units and they do not come up very often. MLS#O6201966. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $305,000

Reduced By $35,000
View Details 29 Photos
On Market For 206 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1256

  • Year Built

    1985

  • $/SqFt

    $243

Winter Park Pointe II is a 55+ community with no rentals allowed. This community is extremely quiet! MLS#O6200486. BHHS FLORIDA REALTY.

Condo For Sale $209,000

View Details 22 Photos
On Market For 209 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1072

  • Year Built

    1969

  • $/SqFt

    $195

Approximately 10-15 minutes away to the airport, UCF, Baldwin Park, Downtown Winter Park. MLS#O6196852. SPACES & STYLES GROUP.

Pended $215,000

Reduced By $45,000
View Details 20 Photos
On Market For 198 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    908

  • Year Built

    1967

  • $/SqFt

    $237

Assigned Parking is #210, and plenty of visitor parking also available. MLS#O6196523. REALTY GROUP SPECIALISTS, LLC.

Condo For Sale $249,000

Reduced By $16,000
View Details 22 Photos
On Market For 226 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1281

  • Year Built

    1973

  • $/SqFt

    $194

Wrenwood Heights - The neighborhood is well-kept, and the modest HOA fee covers building and grounds maintenance, water/sewer services, as well as access to the community pool and clubhouse. Schedule your showing today! MLS#O6183352. RE/MAX TOWN & COUNTRY REALTY.

Condo For Sale $825,000

View Details 40 Photos
*POTENTIAL GREAT VALUE
On Market For 230 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1351

  • Year Built

    1971

  • $/SqFt

    $611

Schedule your private viewing today and discover how this exceptional residence can become your canvas for an extraordinary life. MLS#O6190685. PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $919,000

Reduced By $30,900
View Details 42 Photos
On Market For 254 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2063

  • Year Built

    2024

  • $/SqFt

    $445

Benefit from access to Winter Park's esteemed school district, enhancing the allure of this exceptional community. MLS#O6185675. KELLER WILLIAMS WINTER PARK.

Pended $390,000

Reduced By $85,000
View Details 20 Photos
On Market For 259 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    968

  • Year Built

    1972

  • $/SqFt

    $403

Come take a look at your new home today! MLS#O6180992. MILLER GRANT AND COMPANY.

Condo For Sale $225,000

View Details 21 Photos
On Market For 168 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1049

  • Year Built

    1969

  • $/SqFt

    $214

Golfside - With an array of nearby dining options, this condo provides endless culinary adventures. Schedule your showing today! MLS#O6179303. COLDWELL BANKER REALTY.

Condo For Sale $125,000

Reduced By $20,000
View Details 15 Photos
*POTENTIAL GREAT VALUE
On Market For 271 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1974

  • $/SqFt

    $123

Winter Park Woods - Whether you're seeking a cozy residence or a savvy investment, this 2/2 gem on the 2nd floor ticks all the boxes for a harmonious blend of comfort and financial potential. MLS#O6169307. BLUE CHIP INTERNATIONAL REALTY LLC.

Condo For Sale $185,000

View Details 17 Photos
On Market For 350 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    784

  • Year Built

    1985

  • $/SqFt

    $236

Community includes Swimming Pool. Property will not last long!! ! MLS#S5095945. MY REALTY GROUP, LLC..

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