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View 144 Winter Park Florida Condos for Sale

Condo For Sale $230,000

Orange two-story townhome with parking and landscaping at 7403 Glen Oaks Way # 82, Winter Park, FL 32792
View Details 20 Photos
Living room with gray sofas, coffee table, and decorative accents at 7403 Glen Oaks Way # 82, Winter Park, FL 32792
Bright kitchen with light wood cabinets and stainless steel appliances at 7403 Glen Oaks Way # 82, Winter Park, FL 32792
Kitchen features stainless steel appliances and light wood cabinets at 7403 Glen Oaks Way # 82, Winter Park, FL 32792
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1161

  • Year Built

    1983

  • $/SqFt

    $198

Short commute to Full Sail University, UCF, and Valencia Community College, this property is waiting for you! OUTLET REALTY.

Condo For Sale $485,000

Gray townhome with two-car garage and landscaping at 2909 Clever Ln, Winter Park, FL 32792
View Details 34 Photos
Gray townhome with two-car garage and landscaping at 2909 Clever Ln, Winter Park, FL 32792
Modern front door with glass panels and sidelights at 2909 Clever Ln, Winter Park, FL 32792
Stylish entryway with floating shelves and wine cooler at 2909 Clever Ln, Winter Park, FL 32792
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2023

  • $/SqFt

    $254

Ask for the full list of upgrades on this exceptional home today! CREEGAN GROUP.

Pended $329,900

Reduced By $40,100

Lake Virginia condo building, featuring attractive architecture and landscaping at 690 Osceola Ave # 308, Winter Park, FL 32789
View Details 38 Photos
Modern condo building entrance with a clock tower at 690 Osceola Ave # 308, Winter Park, FL 32789
Lakefront condo building with lush landscaping and walkway at 690 Osceola Ave # 308, Winter Park, FL 32789
Lakefront condo building with private boat docks and pool at 690 Osceola Ave # 308, Winter Park, FL 32789
On Market For 43 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1148

  • Year Built

    1969

  • $/SqFt

    $287

Lake Virginia - Don't miss out on this rare combination of location, lifestyle, and potential! STRAWBERRY FIELDS FOREVER REALY LLC.

Condo For Sale $225,000

Reduced By $25,000

Exterior view of condo building with stairs and landscaping at 669 Grenadine Ct # S, Winter Park, FL 32792
View Details 30 Photos
Bedroom with a bed, nightstand, and tiled floor at 669 Grenadine Ct # S, Winter Park, FL 32792
Bright bedroom with a double bed and en-suite bathroom at 669 Grenadine Ct # S, Winter Park, FL 32792
Bedroom with a bed, chair, and view of the street at 669 Grenadine Ct # S, Winter Park, FL 32792
On Market For 44 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1037

  • Year Built

    1981

  • $/SqFt

    $217

Winter Park Villas - Centrally located in Winter Park, minutes away from shopping, dining, entertainment, and top rated schools including Full Sail University. RE/MAX EXCLUSIVE COLLECTION.

Condo For Sale $145,000

Reduced By $2,500

Building exterior with landscaping and walkway at 1695 Lee Rd # B211, Winter Park, FL 32789
View Details 19 Photos
Private balcony with wooden railing and fence at 1695 Lee Rd # B211, Winter Park, FL 32789
Spacious living room with carpeted floors at 1695 Lee Rd # B211, Winter Park, FL 32789
Living room with sliding glass doors to balcony at 1695 Lee Rd # B211, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 44 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $165

Do not miss your chance to call this one your own! Schedule your private tour today!! ! RE/MAX ASSURED.

Condo For Sale $1,250,000

Modern townhouses with attached garages and a paved driveway at 1778 Mondrian Cir, Winter Park, FL 32789
View Details 46 Photos
Front entrance with modern door and walkway at 1778 Mondrian Cir, Winter Park, FL 32789
Modern townhome community by the lake with boat docks at 1778 Mondrian Cir, Winter Park, FL 32789
Bird's-eye view of the townhome community at 1778 Mondrian Cir, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 47 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2377

  • Year Built

    2023

  • $/SqFt

    $526

Experience the pinnacle of elegance and comfort in this prime Central Florida location. Your dream waterfront lifestyle awaits! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $220,000

Two-story building exterior with gray siding and ample parking at 1000 S Semoran Blvd # 814, Winter Park, FL 32792
View Details 12 Photos
Updated kitchen featuring stainless steel appliances and white cabinets at 1000 S Semoran Blvd # 814, Winter Park, FL 32792
Bright living room with dark laminate wood floors and kitchen pass-through at 1000 S Semoran Blvd # 814, Winter Park, FL 32792
Modern bathroom with white marble shower and updated fixtures at 1000 S Semoran Blvd # 814, Winter Park, FL 32792
On Market For 47 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1049

  • Year Built

    1969

  • $/SqFt

    $210

Golfside - Schedule your showing today and see if this could be your next home! EXP REALTY LLC.

Pended $134,900

Brick and siding exterior of a two-story house with a small lawn at 3000 George Mason Ave # 1, Winter Park, FL 32792
View Details 12 Photos
Small dining area with a square table and four chairs at 3000 George Mason Ave # 1, Winter Park, FL 32792
Clean hallway with tile floors and a blue rug at 3000 George Mason Ave # 1, Winter Park, FL 32792
Well-equipped kitchen with light wood cabinets and granite countertops at 3000 George Mason Ave # 1, Winter Park, FL 32792
On Market For 15 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1108

  • Year Built

    1974

  • $/SqFt

    $122

Call for more details and schedule a viewing. PREMIUM PROPERTIES REAL ESTATE.

Pended $280,500

Brick front exterior of a twin home with a two-car garage and manicured lawn at 5122 Lazy Oaks Dr # 5122, Winter Park, FL 32792
View Details 25 Photos
Brick paved patio with seating area, located at the front entrance of the home at 5122 Lazy Oaks Dr # 5122, Winter Park, FL 32792
Brick patio with seating area, overlooking a manicured yard and neighboring homes at 5122 Lazy Oaks Dr # 5122, Winter Park, FL 32792
White front door with a welcome mat, and a sidelight window at 5122 Lazy Oaks Dr # 5122, Winter Park, FL 32792
On Market For 51 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1008

  • Year Built

    1982

  • $/SqFt

    $278

Lazy Oaks - The new roof is less than two (2) years old. ACRES INC.

Condo For Sale $242,500

Reduced By $2,500

Condo building exterior featuring a classic design, landscaping, and ample parking at 1500 Gay Rd # 7A, Winter Park, FL 32789
View Details 23 Photos
Condo building exterior showcasing a classic design and parking area at 1500 Gay Rd # 7A, Winter Park, FL 32789
Open concept kitchen with stainless steel appliances and light grey vinyl flooring at 1500 Gay Rd # 7A, Winter Park, FL 32789
Modern kitchen featuring stainless steel appliances and white shaker cabinets at 1500 Gay Rd # 7A, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 34 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1026

  • Year Built

    1972

  • $/SqFt

    $236

Chateaux Du Lac - The property will not last so don't miss your chance to make this home you own. PRISTINE FLORIDA PROPERTIES LLC.

Condo For Sale $185,000

Reduced By $40,000

Tan two-story townhome with red door and landscaping at 3358 Cedar Springs Pl # 159, Winter Park, FL 32792
View Details 31 Photos
Living room with wood-look floors and ceiling fan at 3358 Cedar Springs Pl # 159, Winter Park, FL 32792
Living room with wood-look floors and ceiling fan at 3358 Cedar Springs Pl # 159, Winter Park, FL 32792
Living room with wet bar and staircase at 3358 Cedar Springs Pl # 159, Winter Park, FL 32792
On Market For 55 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1984

  • $/SqFt

    $179

Don't miss your chance to see it – schedule your private showing today! REALTY HUB.

Condo For Sale $699,000

Reduced By $200,000

Two-story house with green awning and palm trees at 735 Maryland Ave, Winter Park, FL 32789
View Details 40 Photos
Two-story house with green awning and lush landscaping at 735 Maryland Ave, Winter Park, FL 32789
Inviting entryway with green double doors and terracotta tile at 735 Maryland Ave, Winter Park, FL 32789
Spacious living room with tiled floors and comfy seating at 735 Maryland Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 57 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2242

  • Year Built

    1987

  • $/SqFt

    $312

Motivated Seller all reasonable offers will be considered. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $625,000

Reduced By $24,000

Two-story house with a white garage door and a brick driveway at 1392 Indiana Ave, Winter Park, FL 32789
View Details 35 Photos
Two-story house with a white garage door and a brick driveway at 1392 Indiana Ave, Winter Park, FL 32789
Two story house with landscaping and a brick driveway at 1392 Indiana Ave, Winter Park, FL 32789
Front porch with wooden door and two rocking chairs at 1392 Indiana Ave, Winter Park, FL 32789
On Market For 57 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1936

  • Year Built

    2008

  • $/SqFt

    $323

Don’t miss the opportunity to live in the heart of Winter Park! Schedule your private showing today. COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $219,000

Front view of a charming townhouse featuring a red door at 4904 Tangerine Ave # 4904, Winter Park, FL 32792
View Details 47 Photos
Aerial perspective of townhouses with parking and landscaping at 4904 Tangerine Ave # 4904, Winter Park, FL 32792
Aerial view of a community of townhouses with ample parking at 4904 Tangerine Ave # 4904, Winter Park, FL 32792
Aerial image showcasing a community of colorful townhouses at 4904 Tangerine Ave # 4904, Winter Park, FL 32792
On Market For 58 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1058

  • Year Built

    1973

  • $/SqFt

    $207

Wrenwood Heights - Boat is also for sale and negotiable. COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $315,000

Reduced By $10,000

Two-story townhome with attached garage and landscaping at 7507 Cranes Creek Ct, Winter Park, FL 32792
View Details 26 Photos
Front view of townhome, showing garage and landscaping at 7507 Cranes Creek Ct, Winter Park, FL 32792
Spacious living room with L-shaped sectional sofa and light flooring at 7507 Cranes Creek Ct, Winter Park, FL 32792
Kitchen with stainless steel appliances and light wood cabinets at 7507 Cranes Creek Ct, Winter Park, FL 32792
On Market For 59 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1429

  • Year Built

    2007

  • $/SqFt

    $220

the property has an excellent location to Baldwin Park & Park Ave, downtown Orlando 18 min, UCF 20 min, Full Sail University 5 min & easy access to highways & local stores, restaurants. MARRERO'S HOMES REALTY.

Condo For Sale $499,000

White multi-story building with lush landscaping and ample parking at 215 E Canton Ave # 215, Winter Park, FL 32789
View Details 15 Photos
Attractive building entrance with awning, landscaping, and brick pavers at 215 E Canton Ave # 215, Winter Park, FL 32789
Spacious living room with hardwood floors, comfortable seating, and tasteful decor at 215 E Canton Ave # 215, Winter Park, FL 32789
Charming dining area with hardwood floors and a drop-leaf table at 215 E Canton Ave # 215, Winter Park, FL 32789
On Market For 61 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1057

  • Year Built

    1971

  • $/SqFt

    $472

No need to go through the lobby for this particular condo. HARRISS M GANEY REALTY.

Condo For Sale $495,000

Reduced By $85,000

Two-story townhome with gray siding, white garage doors, and landscaping at 2774 Bright Bird Ln, Winter Park, FL 32792
View Details 26 Photos
Light and bright entryway with wood floors and a stylish shelf at 2774 Bright Bird Ln, Winter Park, FL 32792
Modern kitchen with stainless steel appliances and an island at 2774 Bright Bird Ln, Winter Park, FL 32792
Stainless steel appliances and white shaker cabinets at 2774 Bright Bird Ln, Winter Park, FL 32792
On Market For 64 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2024

  • $/SqFt

    $260

Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same time! Schedule a tour today! FLORIDA CONNEXION PROPERTIES.

Pended $299,900

Tan and brown exterior condo with a red door and landscaped yard at 2690 Granada Run, Winter Park, FL 32792
View Details 23 Photos
Living room with light beige couch, coffee table, and sliding glass door at 2690 Granada Run, Winter Park, FL 32792
Open living and dining area with L-shaped couch and dining table for six at 2690 Granada Run, Winter Park, FL 32792
Bright dining area with wood-look flooring and access to the kitchen at 2690 Granada Run, Winter Park, FL 32792
On Market For 56 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1467

  • Year Built

    1980

  • $/SqFt

    $204

It doesn’t get any better than this! Schedule your private showing today. EXP REALTY LLC.

Pended $197,995

Gray brick building exterior with landscaping and parking at 232 Lewfield Cir # 232, Winter Park, FL 32792
View Details 23 Photos
Front view of a gray brick building with palm trees at 232 Lewfield Cir # 232, Winter Park, FL 32792
Building entrance with a dark brown door and brick facade at 232 Lewfield Cir # 232, Winter Park, FL 32792
Indoor staircase with gray walls and carpeting at 232 Lewfield Cir # 232, Winter Park, FL 32792
On Market For 58 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    953

  • Year Built

    1973

  • $/SqFt

    $208

Close to shopping, restaurants and major roadways as well as Full Sail University, Herzing College and Rollins College. Schedule your private showing TODAY! CHARLES RUTENBERG REALTY ORLANDO.

Condo For Sale $169,000

Reduced By $999

Exterior view of a condo unit with a private entrance and small deck at 108 Scottsdale Sq # 108, Winter Park, FL 32792
View Details 15 Photos
Kitchen features wood cabinets, a breakfast bar with seating, and appliances at 108 Scottsdale Sq # 108, Winter Park, FL 32792
Living Room with L-shaped sofa, ottoman, and a Christmas tree at 108 Scottsdale Sq # 108, Winter Park, FL 32792
Home office space with computer setup and musical instruments at 108 Scottsdale Sq # 108, Winter Park, FL 32792
On Market For 64 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1300

  • Year Built

    1974

  • $/SqFt

    $130

Do not wait on this one! Call today! PREMIUM PROPERTIES REAL ESTATE.

Condo For Sale $284,900

Reduced By $10,000

Townhouse exterior with carport and landscaping at 7484 Canford Ct # 8, Winter Park, FL 32792
View Details 39 Photos
Aerial view of townhouses community, showcasing building arrangement and parking at 7484 Canford Ct # 8, Winter Park, FL 32792
Inviting patio with small table and chairs, perfect for relaxing at 7484 Canford Ct # 8, Winter Park, FL 32792
Private patio with seating and landscaping, adjacent to the house at 7484 Canford Ct # 8, Winter Park, FL 32792
On Market For 72 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1698

  • Year Built

    1974

  • $/SqFt

    $168

With so many modern amenities and a great location, this condo is the perfect place to call home. REGENCY REAL ESTATE LLC.

Condo For Sale $125,000

Reduced By $20,000

Light green two-story building with stairs and walkway at 225 Scottsdale Sq # 225, Winter Park, FL 32792
View Details 9 Photos
Small kitchen with dark cabinets and white appliances at 225 Scottsdale Sq # 225, Winter Park, FL 32792
Small kitchen with dark cabinets and white appliances at 225 Scottsdale Sq # 225, Winter Park, FL 32792
Small bedroom with a daybed and art on the walls at 225 Scottsdale Sq # 225, Winter Park, FL 32792
On Market For 72 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1974

  • $/SqFt

    $123

Conveniently located near UCF and other colleges and universities. Schedule a viewing today! COLDWELL BANKER REALTY.

Condo For Sale $227,462

Two-story condo building with private entrance and landscaping at 2923 Antique Oaks Cir # 37, Winter Park, FL 32792
View Details 4 Photos
Community pool with gazebo and seating area at 2923 Antique Oaks Cir # 37, Winter Park, FL 32792
Relaxing hot tub located under a covered patio at 2923 Antique Oaks Cir # 37, Winter Park, FL 32792
Community entrance to Parkview Village at 2923 Antique Oaks Cir # 37, Winter Park, FL 32792
On Market For 73 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1105

  • Year Built

    1984

  • $/SqFt

    $206

Parkview Village - With an HOA that provides excellent management and care, this is an incredible opportunity to own in a desirable and high-quality location. FLATFEE.COM.

Condo For Sale $139,000

Reduced By $10,900

Inviting brick building exterior, featuring a well-lit entrance and landscaping at 7340 Daniel Webster Dr # 6, Winter Park, FL 32792
View Details 16 Photos
Renovated kitchen boasts modern white cabinets, stainless steel appliances, and quartz countertops at 7340 Daniel Webster Dr # 6, Winter Park, FL 32792
Bright kitchen with updated stainless steel appliances and light grey cabinets at 7340 Daniel Webster Dr # 6, Winter Park, FL 32792
Updated bathroom with grey vanity, new fixtures, and stylish mirror at 7340 Daniel Webster Dr # 6, Winter Park, FL 32792
On Market For 73 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1267

  • Year Built

    1974

  • $/SqFt

    $110

Don’t miss the opportunity to own this fully renovated condo in a prime Winter Park location—schedule your showing today! KELLER WILLIAMS SUBURBAN TAMPA.

Condo For Sale $350,000

Reduced By $15,000

Inviting condo exterior featuring a private entrance and landscaping at 184 Sandlewood Trl # 2, Winter Park, FL 32789
View Details 12 Photos
Modern kitchen with stainless steel appliances and white shaker cabinets at 184 Sandlewood Trl # 2, Winter Park, FL 32789
Updated kitchen boasting white cabinets, quartz countertops, and a breakfast bar at 184 Sandlewood Trl # 2, Winter Park, FL 32789
Modern kitchen with stainless steel appliances and white shaker cabinets at 184 Sandlewood Trl # 2, Winter Park, FL 32789
On Market For 61 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1133

  • Year Built

    1985

  • $/SqFt

    $309

Re-plumbing and electric panel in 2025. SAVVY AVENUE, LLC.

Condo For Sale $975,000

Modern townhouses with gray siding, and a shared walkway at 1760 Mondrian Cir, Winter Park, FL 32789
View Details 44 Photos
Modern townhouse with gray siding, private walkway, and landscaping at 1760 Mondrian Cir, Winter Park, FL 32789
Modern townhouse with gray and white exterior, and a private garage at 1760 Mondrian Cir, Winter Park, FL 32789
Modern townhome community near the lake at 1760 Mondrian Cir, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 80 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2245

  • Year Built

    2024

  • $/SqFt

    $434

Act now before this incredible opportunity slips away --- your dream home awaits! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $265,000

Reduced By $15,000

Front view of charming villa with well-manicured landscaping and parking at 7783 Country Pl # J-2, Winter Park, FL 32792
View Details 25 Photos
Exterior of the house with landscaping and parking spaces at 7783 Country Pl # J-2, Winter Park, FL 32792
Bright kitchen with an island, black appliances, and white cabinets at 7783 Country Pl # J-2, Winter Park, FL 32792
Kitchen features an island, breakfast bar, and access to living room at 7783 Country Pl # J-2, Winter Park, FL 32792
On Market For 80 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1230

  • Year Built

    1988

  • $/SqFt

    $215

Minutes to UCF, Full Sail, and 417. Welcome Home! FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $214,500

Exterior view of condo building with parking at 1000 S Semoran Blvd # 604, Winter Park, FL 32792
View Details 26 Photos
Condo building exterior showcasing entrance and parking at 1000 S Semoran Blvd # 604, Winter Park, FL 32792
Condo building entry door with a decorative plant at 1000 S Semoran Blvd # 604, Winter Park, FL 32792
Kitchen with stainless steel appliances and granite counters at 1000 S Semoran Blvd # 604, Winter Park, FL 32792
On Market For 80 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1049

  • Year Built

    1969

  • $/SqFt

    $204

Golfside - The community offers easy access to UCF, shopping, dining, and major highways, this condo is an excellent opportunity for students, professionals, or investors. Schedule your showing today! MARK SPAIN REAL ESTATE.

Pended $135,000

Two-story condo building with stairs and a wooden deck at 126 Scottsdale Sq # 126, Winter Park, FL 32792
View Details 24 Photos
An aerial view of a community pool with surrounding landscaping at 126 Scottsdale Sq # 126, Winter Park, FL 32792
Modern kitchen with stainless steel appliances and granite countertops at 126 Scottsdale Sq # 126, Winter Park, FL 32792
Updated kitchen featuring stainless steel appliances and granite countertops at 126 Scottsdale Sq # 126, Winter Park, FL 32792
On Market For 81 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1085

  • Year Built

    1974

  • $/SqFt

    $124

Schedule a showing today and experience everything this property has hidden within. LPT REALTY.

Condo For Sale $199,900

Building exterior showcases a clean, brick facade at 1250 S Denning Dr # 122, Winter Park, FL 32789
View Details 19 Photos
Building exterior with black door and windows at 1250 S Denning Dr # 122, Winter Park, FL 32789
Open-concept living room with modern decor, wood floors, and a large sliding glass door at 1250 S Denning Dr # 122, Winter Park, FL 32789
Comfortable living room featuring modern decor, sleek furniture, and plenty of natural light at 1250 S Denning Dr # 122, Winter Park, FL 32789
On Market For 88 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    653

  • Year Built

    1967

  • $/SqFt

    $306

Mead Garden - Don't miss out on this incredible value in a prime location—schedule your showing today! ORLANDO HOME DEALER LLC.

Condo For Sale $689,000

Reduced By $71,000

Inviting building entrance with gated access, landscaping, and a walkway at 535 N Interlachen Ave # 305, Winter Park, FL 32789
View Details 28 Photos
Bright entryway with hardwood floors, storage, and a decorative mirror at 535 N Interlachen Ave # 305, Winter Park, FL 32789
Open living space with comfortable seating, large windows, and a view to the kitchen at 535 N Interlachen Ave # 305, Winter Park, FL 32789
Spacious living area featuring a neutral color palette, plush seating, and large windows at 535 N Interlachen Ave # 305, Winter Park, FL 32789
On Market For 88 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1156

  • Year Built

    1972

  • $/SqFt

    $596

Call today for your private viewing of this unique, one-of-a-kind unit. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $275,000

Front view of a triplex style building with ample parking at 7707 Country Pl, Winter Park, FL 32792
View Details 26 Photos
Neat and clean condo entrance with landscaping at 7707 Country Pl, Winter Park, FL 32792
Bright kitchen with wood cabinets and stainless steel appliances at 7707 Country Pl, Winter Park, FL 32792
Long hallway with light gray walls and wood-look flooring at 7707 Country Pl, Winter Park, FL 32792
On Market For 88 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1068

  • Year Built

    1984

  • $/SqFt

    $257

The small community includes a pool. Schedule your showing today. MORE HOMES LLC.

Condo For Sale $209,900

Building exterior showcasing a well-maintained property with landscaping at 1695 Lee Rd # B216, Winter Park, FL 32789
View Details 15 Photos
Exterior view of a light teal building with mature trees and landscaping at 1695 Lee Rd # B216, Winter Park, FL 32789
Building exterior, showing a light teal building with trees and a fence at 1695 Lee Rd # B216, Winter Park, FL 32789
A galley-style kitchen with wood cabinets and black appliances at 1695 Lee Rd # B216, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 84 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1149

  • Year Built

    1966

  • $/SqFt

    $183

Do not miss your opportunity to own this unit today. RE/MAX ASSURED.

Pended $675,000

Elegant hallway with dark double doors and neutral-toned walls at 350 Carolina Ave # 304, Winter Park, FL 32789
View Details 27 Photos
Bright dining area with hardwood floors and modern light fixture at 350 Carolina Ave # 304, Winter Park, FL 32789
Spacious bedroom with hardwood floors and neutral color palette at 350 Carolina Ave # 304, Winter Park, FL 32789
Open kitchen with wood cabinets and stainless steel appliances at 350 Carolina Ave # 304, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 87 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1523

  • Year Built

    2005

  • $/SqFt

    $443

REALTY AND COMPANY INT., LLC.

Condo For Sale $525,000

Lake Virginia building exterior, featuring a modern design and lush landscaping at 690 Osceola Ave # 405, Winter Park, FL 32789
View Details 20 Photos
Bright living room with hardwood floors and lake view at 690 Osceola Ave # 405, Winter Park, FL 32789
Spacious balcony overlooking the lake and pool at 690 Osceola Ave # 405, Winter Park, FL 32789
Community pool with lake view and lush landscaping at 690 Osceola Ave # 405, Winter Park, FL 32789
On Market For 89 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    850

  • Year Built

    1969

  • $/SqFt

    $618

Don't miss out on the chance to make this property your new home!. SAVVY AVENUE, LLC.

Condo For Sale $269,000

Reduced By $5,900

Exterior view of condo showing front door and landscaping at 2383 Sun Valley Cir # 2383, Winter Park, FL 32792
View Details 32 Photos
Condo exterior with attractive landscaping and a private entrance at 2383 Sun Valley Cir # 2383, Winter Park, FL 32792
Aerial photo showing condo building and parking at 2383 Sun Valley Cir # 2383, Winter Park, FL 32792
Living room with fireplace, couches, and tiled floors at 2383 Sun Valley Cir # 2383, Winter Park, FL 32792
On Market For 89 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1295

  • Year Built

    1985

  • $/SqFt

    $208

Tenants are currently occupying the home until January 2026. WEICHERT REALTORS HALLMARK PROPERTIES.

Condo For Sale $187,000

Gray brick building with black shutters and a central entrance at 163 Lewfield Cir, Winter Park, FL 32792
View Details 17 Photos
Gray brick building with walkway, landscaping, and parking at 163 Lewfield Cir, Winter Park, FL 32792
Mailboxes and entrance to unit 163 at 163 Lewfield Cir, Winter Park, FL 32792
Bright entryway with wood-look tile floor, showing living area at 163 Lewfield Cir, Winter Park, FL 32792
On Market For 89 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    678

  • Year Built

    1973

  • $/SqFt

    $276

The Stratford Condominiums provide fantastic amenities, including two pools, a fitness center, a tennis court, a clubhouse, and lush landscaping. TBO REAL ESTATE PARTNERS INC.

Pended $185,000

Reduced By $15,000

Building exterior showcasing a well-maintained building with parking at 1000 S Semoran Blvd # 815, Winter Park, FL 32792
View Details 22 Photos
Modern kitchen with stainless steel appliances and dark wood cabinets at 1000 S Semoran Blvd # 815, Winter Park, FL 32792
Spacious living room featuring ample seating and a large TV at 1000 S Semoran Blvd # 815, Winter Park, FL 32792
Bright living room with sectional sofa and access to patio at 1000 S Semoran Blvd # 815, Winter Park, FL 32792
On Market For 80 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1003

  • Year Built

    1969

  • $/SqFt

    $184

Golfside - Whether you're seeking convenience or a cozy retreat, this condo offers everything you need! WATSON REALTY CORP.

Condo For Sale $215,000

Reduced By $10,000

Inviting condo entrance with red door, landscaping, and walkway at 3390 Cedar Spring Pl # 163, Winter Park, FL 32792
View Details 28 Photos
Hidden Oaks community entrance sign with stone base and oak tree logo at 3390 Cedar Spring Pl # 163, Winter Park, FL 32792
Cozy living room featuring a comfortable sofa, ceiling fan, and a large window for natural light at 3390 Cedar Spring Pl # 163, Winter Park, FL 32792
Bright living room with blue walls, a comfortable sofa, ceiling fan, and a large window for natural light at 3390 Cedar Spring Pl # 163, Winter Park, FL 32792
On Market For 94 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1984

  • $/SqFt

    $209

Don't wait – schedule your showing today before it's gone! THE REAL ESTATE COLLECTION LLC.

Condo For Sale $189,000

Reduced By $25,900

Exterior view of a condo building with parking lot at 1000 S Semoran Blvd # 606, Winter Park, FL 32792
View Details 14 Photos
Exterior view of the apartment building with parking at 1000 S Semoran Blvd # 606, Winter Park, FL 32792
Community pool with surrounding patio area at 1000 S Semoran Blvd # 606, Winter Park, FL 32792
Spacious living room with wood accent wall at 1000 S Semoran Blvd # 606, Winter Park, FL 32792
On Market For 98 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1049

  • Year Built

    1969

  • $/SqFt

    $180

Easy to show and so many options. Make offer. COLDWELL BANKER RESIDENTIAL RE.

Pended $475,000

Reduced By $24,000

Lakeside condo building with parking and lush landscaping at 690 Osceola Ave # 610, Winter Park, FL 32789
View Details 30 Photos
Aerial view of a lakeside condo building with boat docks at 690 Osceola Ave # 610, Winter Park, FL 32789
An inviting courtyard with lush landscaping and seating areas in the center of the building at 690 Osceola Ave # 610, Winter Park, FL 32789
Open concept kitchen and dining area with modern appliances and tile flooring at 690 Osceola Ave # 610, Winter Park, FL 32789
On Market For 99 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1328

  • Year Built

    1969

  • $/SqFt

    $358

The HOA fee covers water, cable, and internet. PALMANO GROUP RE BROKERAGE LLC.

Condo For Sale $237,400

Reduced By $12,500

Two-story condo with unique colorful facade at 4786 Tangerine Ave # 4786, Winter Park, FL 32792
View Details 57 Photos
Condo with unique colorful facade and landscaping at 4786 Tangerine Ave # 4786, Winter Park, FL 32792
Community pool with surrounding patio furniture and palm trees at 4786 Tangerine Ave # 4786, Winter Park, FL 32792
Bright living room with tile floors and view of kitchen at 4786 Tangerine Ave # 4786, Winter Park, FL 32792
On Market For 96 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1281

  • Year Built

    1973

  • $/SqFt

    $185

Wrenwood Heights - Don’t miss your chance to make this beautiful condo your new home! FLORIDA REALTY MARKETPLACE.

Condo For Sale $725,000

Modern townhome with landscaped walkway and lush greenery at 432 W Swoope Ave, Winter Park, FL 32789
View Details 20 Photos
Modern townhome building with manicured landscaping and walkway at 432 W Swoope Ave, Winter Park, FL 32789
Modern townhome building with a landscaped walkway at 432 W Swoope Ave, Winter Park, FL 32789
Modern townhome with private entrance and landscaping at 432 W Swoope Ave, Winter Park, FL 32789
On Market For 101 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2317

  • Year Built

    2014

  • $/SqFt

    $313

Spacious and open floor plan with 4 bedrooms and 3.5 baths. COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $245,000

Brick building exterior with private entrance and walkway at 851 Miles Ave # 15, Winter Park, FL 32789
View Details 26 Photos
Private entrance to unit with brick facade and patio at 851 Miles Ave # 15, Winter Park, FL 32789
Building exterior showcasing brickwork and a walkway at 851 Miles Ave # 15, Winter Park, FL 32789
Landscaped courtyard with walkway between apartment buildings at 851 Miles Ave # 15, Winter Park, FL 32789
On Market For 100 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    808

  • Year Built

    1984

  • $/SqFt

    $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! CREEGAN GROUP.

Condo For Sale $190,000

Reduced By $5,000

Two-story building with two units and a shared staircase at 3651 N Goldenrod Rd # 208E, Winter Park, FL 32792
View Details 16 Photos
Front view of building showing stairs and two apartment entrances at 3651 N Goldenrod Rd # 208E, Winter Park, FL 32792
View from a patio, overlooking parking lot and other buildings at 3651 N Goldenrod Rd # 208E, Winter Park, FL 32792
Spacious living room with laminate flooring and vaulted ceiling at 3651 N Goldenrod Rd # 208E, Winter Park, FL 32792
On Market For 103 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    840

  • Year Built

    1990

  • $/SqFt

    $226

You will also be zoned for Winter Park high school! Come take a look today! EXP REALTY LLC.

Condo For Sale $149,900

Reduced By $15,000

Brick and stone exterior of a two-story building with a light blue door at 3053 George Mason Ave # 8, Winter Park, FL 32792
View Details 21 Photos
Living room with a leather couch, a chair, and wood-look flooring at 3053 George Mason Ave # 8, Winter Park, FL 32792
Living room with a large TV, comfortable seating, and hardwood flooring at 3053 George Mason Ave # 8, Winter Park, FL 32792
Living room with sliding glass doors, comfy seating, and hardwood floors at 3053 George Mason Ave # 8, Winter Park, FL 32792
On Market For 105 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1030

  • Year Built

    1974

  • $/SqFt

    $146

Don’t miss this stylish, move-in-ready condo! GRAVES REALTY.

Condo For Sale $1,695,000

Brick building with a turret, balconies, and ground floor retail at 101 S New York Ave # 302, Winter Park, FL 32789
View Details 42 Photos
Brick building with white trim, balconies, and a turret at 101 S New York Ave # 302, Winter Park, FL 32789
Elegant building entrance with columns and double doors at 101 S New York Ave # 302, Winter Park, FL 32789
Grand entryway with dark wood paneling, tile floors, and chandelier at 101 S New York Ave # 302, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 105 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3174

  • Year Built

    2009

  • $/SqFt

    $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. PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $215,000

Reduced By $30,000

Orange building exterior with landscaping and parking at 7317 Forest Hill Ct # 235, Winter Park, FL 32792
View Details 30 Photos
Back exterior with walkway, landscaping and trees at 7317 Forest Hill Ct # 235, Winter Park, FL 32792
Exterior view of building and parking lot at 7317 Forest Hill Ct # 235, Winter Park, FL 32792
Ample parking lot with designated spaces in front of the building at 7317 Forest Hill Ct # 235, Winter Park, FL 32792
On Market For 110 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1117

  • Year Built

    1984

  • $/SqFt

    $192

Hidden Oaks - Schedule a showing today and make this enchanting space your new home! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $193,900

Reduced By $6,000

Exterior view of a light beige multi-story apartment building with balconies at 700 Melrose Ave # E-24, Winter Park, FL 32789
View Details 22 Photos
Exterior view of a classic-style multi-story building with lush landscaping at 700 Melrose Ave # E-24, Winter Park, FL 32789
View of an entryway with closet and view into a living room area at 700 Melrose Ave # E-24, Winter Park, FL 32789
Spacious living room with view to sliding glass doors and patio at 700 Melrose Ave # E-24, Winter Park, FL 32789
On Market For 113 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    787

  • Year Built

    1964

  • $/SqFt

    $246

The proposed monthly fee for 2025 is $685. HOMEVEST REALTY.

Pended $449,990

Reduced By $5,000

Charming two-story townhome with light blue siding, white trim, and a one-car garage at 2865 Clever Ln, Winter Park, FL 32792
View Details 58 Photos
Bright living room featuring modern furniture, stylish decor, and a sliding glass door at 2865 Clever Ln, Winter Park, FL 32792
Detailed floor plan showcasing the layout of this 3-bedroom, 2.5-bath home at 2865 Clever Ln, Winter Park, FL 32792
Townhome exterior featuring light blue siding and a walkway at 2865 Clever Ln, Winter Park, FL 32792
On Market For 110 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2023

  • $/SqFt

    $236

15 min to famous shopping and dining on Park Ave. Don't miss out on this incredible opportunity to make Grayson Square your new home in beautiful Winter Park! HABLO ESPAÑOL. LPT REALTY.

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