148 Results

Winter Park Condos For Sale & Winter Park FL Real Estate

Condo For Sale $239,900

Exterior of townhome with a covered parking area and mature shade trees at 7475 Canford Ct # 21, Winter Park, FL 32792
Townhouse exterior featuring covered parking, lush lawn and landscaped features at 7475 Canford Ct # 21, Winter Park, FL 32792
Charming townhome with covered parking, picket fence, and landscaped yard at 7475 Canford Ct # 21, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1611

  • Year Built

    1974

  • $/SqFt

    $149

The home has a very spacious, open floor plan, spacious rooms and bathrooms and a great back yard with tons of potential. Don't miss out! BLUE LIGHTHOUSE REALTY INC.

Condo For Sale $220,000

The entrance shows a light gray brick facade with black shutters and double doors. It features fresh landscaping at 225 Lewfield Cir # 225, Winter Park, FL 32792
A carpeted stairway features a black railing and a half wall with wainscoting, leading to the upper level at 225 Lewfield Cir # 225, Winter Park, FL 32792
A welcoming entryway with a stylish door and colorful decor adds charm to this well-maintained unit at 225 Lewfield Cir # 225, Winter Park, FL 32792
On Market Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    953

  • Year Built

    1973

  • $/SqFt

    $231

Enjoy low-maintenance living in a prime location! Schedule your private showing today! KELLER WILLIAMS REALTY AT THE PARKS.

Condo For Sale $975,000

Exterior view of modern townhouses with gray siding, landscaped sidewalk, and contemporary architectural details at 1760 Mondrian Cir, Winter Park, FL 32789
Modern home featuring a white exterior, two-car garage, roof deck, and manicured landscaping at 1760 Mondrian Cir, Winter Park, FL 32789
Aerial view of modern townhomes by the lake with contemporary design and lush landscaping, showcasing community layout at 1760 Mondrian Cir, Winter Park, FL 32789
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2245

  • Year Built

    2024

  • $/SqFt

    $434

Seize this incredible opportunity before it’s gone—your dream home on Lake Killarney awaits! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $365,900

Charming townhome with a one-car garage, complemented by mature trees and lush landscaping at 2548 Galliano Cir, Winter Park, FL 32792
Well-maintained townhome exterior featuring manicured landscaping and colorful shrubs and plants at 2548 Galliano Cir, Winter Park, FL 32792
Well-manicured landscaping along the side of the home with lush greenery and a sidewalk at 2548 Galliano Cir, Winter Park, FL 32792
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1628

  • Year Built

    2003

  • $/SqFt

    $225

Don't miss this opportunity to make this home YOURS! SYNCHRONICITY REAL ESTATE SOLUTIONS.

Condo For Sale $355,000

Scenic pond view with trees and building in the Winter Park Garden community at 700 Melrose Ave # C22, Winter Park, FL 32789
Charming bridge over a tranquil stream, surrounded by lush greenery and trees at 700 Melrose Ave # C22, Winter Park, FL 32789
Beautifully landscaped grounds with seating and walkways, perfect for relaxation at 700 Melrose Ave # C22, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1448

  • Year Built

    1964

  • $/SqFt

    $245

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! FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $284,900

Inviting front entrance with yellow door, black iron gate, and lush landscaping at 2426 Windward Way, Winter Park, FL 32792
Cozy living room with neutral tones, comfortable seating, and a stylish rug for a welcoming atmosphere at 2426 Windward Way, Winter Park, FL 32792
Functional kitchen with granite countertop, stainless steel sink, wood cabinets and a window for natural light at 2426 Windward Way, Winter Park, FL 32792
On Market For 7 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    932

  • Year Built

    1976

  • $/SqFt

    $306

Schedule your private showing today and discover why this home stands out! RE/MAX TOWN & COUNTRY REALTY.

Pended $190,000

On Market For 6 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1983

  • $/SqFt

    $184

Currently zoned for sought after WP High School. Plenty of shopping. DIAMOND 2000 REALTY, INC.

Condo For Sale $200,000

View of the building shows colorful townhomes and a parking area at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
A brightly colored townhome is shown with a well-manicured lawn at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
Townhomes feature colorful exteriors, landscaping and convenient parking areas at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
On Market For 8 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1281

  • Year Built

    1973

  • $/SqFt

    $156

Wrenwood Heights - Conveniently located near Full Sail University, Valencia College, and UCF, with quick access to 417, 429, and I-4. KELLER WILLIAMS ADVANTAGE 2 REALTY.

Condo For Sale $280,000

Inviting one-story home featuring a front lawn, an attached one car garage, and a classic facade at 1827 Blaine Ter, Winter Park, FL 32792
Functional kitchen with wood cabinets, a white range, and a double stainless steel sink at 1827 Blaine Ter, Winter Park, FL 32792
Functional kitchen featuring wooden cabinets, a white electric range, and neutral countertops at 1827 Blaine Ter, Winter Park, FL 32792
On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1114

  • Year Built

    1990

  • $/SqFt

    $251

Villas Of Casselberry - Whether you're commuting for work or exploring the best of Central Florida, this home puts you right in the heart of it all. COMPASS FLORIDA LLC.

Pended $334,985

Beautiful exterior view of a single-story home with a well-maintained green lawn at 631 Warrenton Rd, Winter Park, FL 32792
Modern kitchen boasts black cabinetry, a stylish backsplash, and stainless steel appliances at 631 Warrenton Rd, Winter Park, FL 32792
Well-lit kitchen with black cabinets, open shelving, and stainless steel appliances at 631 Warrenton Rd, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1320

  • Year Built

    1985

  • $/SqFt

    $254

Zoned for the highly sought-after Winter Park High School. LPT REALTY, LLC.

Condo For Sale $499,000

Bright living room with hardwood floors and expansive windows offering scenic views at 690 Osceola Ave # 405, Winter Park, FL 32789
Balcony view overlooks pool and lush landscaping with lake views beyond at 690 Osceola Ave # 405, Winter Park, FL 32789
Aerial view of the community pool area, close to boat slips on the lake at 690 Osceola Ave # 405, Winter Park, FL 32789
On Market For 14 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • 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

Bright kitchen with white cabinets, black appliances, and island at 1250 S Denning Dr # 108, Winter Park, FL 32789
Contemporary kitchen with white cabinets, black appliances, and stylish backsplash at 1250 S Denning Dr # 108, Winter Park, FL 32789
Updated kitchen featuring white cabinets, black appliances, and a convenient washer-dryer unit at 1250 S Denning Dr # 108, Winter Park, FL 32789
On Market For 13 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    658

  • Year Built

    1967

  • $/SqFt

    $302

Mead Garden - A great opportunity for homeowners or investors alike! LOVELAND PROPERTIES.

Condo For Sale $1,495,000

Beautiful home featuring manicured landscaping, wrought iron fence and a paver driveway at 242 W Lyman Ave, Winter Park, FL 32789
A charming two-story home featuring meticulously maintained landscaping with stone and greenery at 242 W Lyman Ave, Winter Park, FL 32789
Charming home with a covered front porch, brick steps and meticulously maintained landscaping at 242 W Lyman Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2199

  • Year Built

    2014

  • $/SqFt

    $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 $399,000

Inviting living room with a comfortable sofa, stylish decor, and warm lighting, perfect for relaxation at 2417 Passamonte Dr # 1E, Winter Park, FL 32792
Well-equipped kitchen with granite counters, breakfast bar, and stainless steel appliances, ideal for cooking at 2417 Passamonte Dr # 1E, Winter Park, FL 32792
Relaxing living room with a plush sofa, decorative pillows, and a view of the well-lit window at 2417 Passamonte Dr # 1E, Winter Park, FL 32792
On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1837

  • Year Built

    2007

  • $/SqFt

    $217

It's the perfect place to live, play and enjoy the Florida lifestyle! FLAT FEE MLS REALTY.

Condo For Sale $350,000

Inviting living room featuring modern furnishings, hardwood floors, and an open floor plan at 184 Sandlewood Trl # 2, Winter Park, FL 32789
Open concept living room and dining area featuring hardwood floors and natural light at 184 Sandlewood Trl # 2, Winter Park, FL 32789
Bright living room with hardwood floors, stylish furnishings, and a sliding glass door to the patio at 184 Sandlewood Trl # 2, Winter Park, FL 32789
On Market For 14 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1133

  • Year Built

    1985

  • $/SqFt

    $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 $299,999

Cozy kitchen featuring stainless steel appliances and blue patterned flooring at 151 N Orlando Ave # 118, Winter Park, FL 32789
Bathroom showcasing a vanity, mirror and white shower curtain at 151 N Orlando Ave # 118, Winter Park, FL 32789
Bedroom showcasing two beds, neutral decor, a ceiling fan and natural light at 151 N Orlando Ave # 118, Winter Park, FL 32789
On Market For 14 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $423

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

Condo For Sale $224,000

Cozy living room with wood floors, ceiling fan, and decorative artwork at 7466 Canford Ct # 25, Winter Park, FL 32792
Backyard patio with fenced in yard, chairs, and fire pit at 7466 Canford Ct # 25, Winter Park, FL 32792
Cozy living room with comfortable seating and natural light at 7466 Canford Ct # 25, Winter Park, FL 32792
On Market For 15 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1393

  • Year Built

    1974

  • $/SqFt

    $161

Whether you're a first-time buyer or looking to downsize, this condo blends comfort, style, and convenience in a truly inviting setting. KELLER WILLIAMS WINTER PARK.

Condo For Sale $370,000

Reduced By $10,000

Exterior view of home featuring gravel driveway and white garage doors at 1308 S Pennsylvania Ave # 3, Winter Park, FL 32789
Exterior view of home featuring white railings, gravel, and ample greenery at 1308 S Pennsylvania Ave # 3, Winter Park, FL 32789
Bright living room with vaulted ceilings, ceiling fan, and wood-look flooring at 1308 S Pennsylvania Ave # 3, Winter Park, FL 32789
On Market For 19 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    823

  • Year Built

    1983

  • $/SqFt

    $450

Come see this lovely home soon! KELLER WILLIAMS CLASSIC.

Condo For Sale $267,000

Charming townhouse complex with lush green lawns and mature trees creating a serene atmosphere at 200 Saint Andrews Blvd # 3002, Winter Park, FL 32792
Close-up of the red front door featuring a modern smart lock and matching mailbox at 200 Saint Andrews Blvd # 3002, Winter Park, FL 32792
Welcoming entryway with a staircase and view into the modern kitchen at 200 Saint Andrews Blvd # 3002, Winter Park, FL 32792
On Market For 19 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1219

  • Year Built

    1970

  • $/SqFt

    $219

Four Seasons - HOA FEE INCLUDES: Maintenance Grounds, Pest Control, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water A+ REALTY PROFESSIONALS, INC.

Condo For Sale $579,000

Beautiful two-story home with a covered entrance, a red tile roof, and an attached garage, showcasing its classic architectural style at 2238 Hawick Ln # 2238, Winter Park, FL 32792
Bright living room with tile floors, a comfortable sofa, and views into the kitchen and dining areas, perfect for entertaining at 2238 Hawick Ln # 2238, Winter Park, FL 32792
Open-concept living room with tile flooring, a comfortable seating area, and seamless flow to the kitchen and dining spaces at 2238 Hawick Ln # 2238, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1775

  • Year Built

    2006

  • $/SqFt

    $326

Make it your own and start exploring the endless possibilities today! COMPASS FLORIDA LLC.

Pended $425,000

Charming home featuring a two-car garage with lush landscaping and mature trees enhancing its curb appeal at 1122 Washington Ave # 7, Winter Park, FL 32789
Inviting front porch with brick flooring, elegant French doors, and a stylish entryway, creating a warm welcome at 1122 Washington Ave # 7, Winter Park, FL 32789
Bright living room featuring hardwood floors and staircase, offering a welcoming and spacious atmosphere at 1122 Washington Ave # 7, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 19 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1556

  • Year Built

    1978

  • $/SqFt

    $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.

Condo For Sale $205,888

Map showing the proximity of the property to downtown Orlando, Winter Park, and the Orlando airport at 4878 Tangerine Ave # 4878, Winter Park, FL 32792
Bright living room featuring modern decor, a dining area, and sliding glass doors leading to a patio at 4878 Tangerine Ave # 4878, Winter Park, FL 32792
Spacious living room featuring wood floors, a ceiling fan, and a view into the kitchen and laundry area at 4878 Tangerine Ave # 4878, Winter Park, FL 32792
On Market For 19 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1059

  • Year Built

    1973

  • $/SqFt

    $194

Wrenwood Heights - Whether you’re enjoying a peaceful morning on the patio or heading out to explore everything Winter Park has to offer, this home provides the lifestyle you’ve been looking for. LA ROSA REALTY ORLANDO LLC.

Condo For Sale $170,000

Spacious living room with hardwood floors and ample seating and dining area at 4936 Tangerine Ave # 4936, Winter Park, FL 32792
This dining room features wood floors and a chandelier lighting the space at 4936 Tangerine Ave # 4936, Winter Park, FL 32792
Efficient kitchen featuring tile floors and countertops, and dark appliances at 4936 Tangerine Ave # 4936, Winter Park, FL 32792
On Market For 21 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    753

  • Year Built

    1973

  • $/SqFt

    $226

Wrenwood Heights - Don't miss out — schedule your showing today! VINAS DEL MAR REALTY, INC..

Pended $487,000

Charming two-story home with a balcony, manicured landscaping, and a welcoming front entrance at 1545 Indiana Ave # B, Winter Park, FL 32789
Street view of homes showing manicured lawns, sidewalks and exteriors with traditional architectural styles at 1545 Indiana Ave # B, Winter Park, FL 32789
Close up view of the front entrance door to home #1545 showing a 'Welcome' mat at 1545 Indiana Ave # B, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 23 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1598

  • Year Built

    2005

  • $/SqFt

    $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

Condo entryway with bright white front door and a cozy front patio with seating and plants at 2500 Lee Rd # 134, Winter Park, FL 32789
Two-story condo with front patios, lush landscaping, and designated parking below at 2500 Lee Rd # 134, Winter Park, FL 32789
Bright living room featuring a fireplace, modern furnishings, and an open view into the kitchen at 2500 Lee Rd # 134, Winter Park, FL 32789
On Market For 24 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    645

  • Year Built

    1969

  • $/SqFt

    $325

Seize the opportunity to make this condo your new home! COMPASS FLORIDA LLC.

Condo For Sale $249,999

Bright living room boasts modern furnishings, a ceiling fan, and seamless access to dining area and kitchen at 151 N Orlando Ave # 204, Winter Park, FL 32789
Inviting living room includes stylish seating, outdoor access, and tile flooring at 151 N Orlando Ave # 204, Winter Park, FL 32789
Nicely appointed living room with stylish furniture, ceiling fan, and dining area at 151 N Orlando Ave # 204, Winter Park, FL 32789
On Market For 27 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $352

Book your showing today and begin your ultimate lake life living! MAINFRAME REAL ESTATE.

Condo For Sale $160,000

Exterior view of building, landscaping, brick facade, and updated windows with black shutters at 296 Lewfield Cir, Winter Park, FL 32792
Spacious living room featuring wood floors, a ceiling fan, and neutral wall paint at 296 Lewfield Cir, Winter Park, FL 32792
Bedroom features wood floors, neutral walls, and access to a balcony through sliding doors at 296 Lewfield Cir, Winter Park, FL 32792
On Market For 26 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    678

  • Year Built

    1973

  • $/SqFt

    $236

1 bed, 1 bath condo in Winter Park HOMECOIN.COM.

Condo For Sale $549,000

Inviting two-story townhouse featuring an arched entryway and lush tropical landscaping at 1745 Indiana Ave # J, Winter Park, FL 32789
A well-maintained street scene showcasing the home's inviting curb appeal at 1745 Indiana Ave # J, Winter Park, FL 32789
Close-up of the arched, double-door entry with stylish exterior lighting and landscaping at 1745 Indiana Ave # J, Winter Park, FL 32789
On Market For 27 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1616

  • Year Built

    2008

  • $/SqFt

    $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.

Condo For Sale $474,990

Reduced By $10,000

Townhome exterior displaying the front door, a one-car garage, and fresh landscaping at 2949 Clever Ln, Winter Park, FL 32792
Bright living room with recessed lighting, a modern ceiling fan, and luxury vinyl plank flooring at 2949 Clever Ln, Winter Park, FL 32792
Modern white kitchen features stainless steel appliances, tile backsplash, and an island with pendant lights at 2949 Clever Ln, Winter Park, FL 32792
On Market For 28 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2023

  • $/SqFt

    $249

Grayson Square offers residents the comfort of a gated community in a prime location near top-rated schools, shopping, dining, and all the charm of downtown Winter Park. KELLER WILLIAMS WINTER PARK.

Pended $925,000

Stylish exterior of a modern condo featuring clean lines, a private entrance, and landscaping at 1764 Mondrian Cir, Winter Park, FL 32789
Modern townhome with a gray exterior and a stairway leading to a central entrance at 1764 Mondrian Cir, Winter Park, FL 32789
Stunning aerial view of modern townhomes near a serene lake, showcasing the community's layout at 1764 Mondrian Cir, Winter Park, FL 32789
On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2265

  • Year Built

    2024

  • $/SqFt

    $408

Live the life you’ve always wanted in our exceptional townhome! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $799,000

Inviting front entrance featuring a glass door, stylish lighting, and lush greenery at 1429 Indiana Ave, Winter Park, FL 32789
Charming covered front porch with comfortable seating and decorative accents at 1429 Indiana Ave, Winter Park, FL 32789
Bright foyer with hardwood floors, a stylish rug, and elegant decor at 1429 Indiana Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 29 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1939

  • Year Built

    2019

  • $/SqFt

    $412

Furnishings can also be included upon request at a separate price. Move right in! KELLY PRICE & COMPANY LLC.

Pended $725,000

Eye-level angle showcasing the brick facade of a townhouse, emphasizing its landscaped entrance at 1130 Washington Ave # 11-C, Winter Park, FL 32789
A close exterior shot featuring a townhouse entrance with red brick, a small patio, and manicured greenery at 1130 Washington Ave # 11-C, Winter Park, FL 32789
A ground-level exterior shot showcasing a townhouse entrance with a small patio and colorful potted plants at 1130 Washington Ave # 11-C, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 25 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2069

  • Year Built

    1981

  • $/SqFt

    $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

Unit 304 features a dark front door with white molding at 300 Carolina Ave # 304, Winter Park, FL 32789
Open-concept view of kitchen and living room with wood floors and lots of natural light at 300 Carolina Ave # 304, Winter Park, FL 32789
Hallway with hardwood floors leading to the living room, adjacent to the kitchen at 300 Carolina Ave # 304, Winter Park, FL 32789
On Market For 25 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1350

  • Year Built

    1982

  • $/SqFt

    $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

Low angle view of the condo building with parking and landscaping at 265 E Canton Ave # Ge, Winter Park, FL 32789
The condo building has covered parking and nicely manicured landscaping at 265 E Canton Ave # Ge, Winter Park, FL 32789
Inviting building entrance with awnings, lush landscaping, and a clear directory at 265 E Canton Ave # Ge, Winter Park, FL 32789
On Market For 30 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1057

  • Year Built

    1971

  • $/SqFt

    $608

Come see for yourself what makes Winterset so special! D.V REALTY CONSULTANTS.

Condo For Sale $564,900

Bright living room featuring hardwood floors, neutral colors, and a sliding glass door to a private balcony at 100 S Interlachen Ave # 410F, Winter Park, FL 32789
Modern kitchen with white cabinets, stainless steel appliances, and an open layout leading to the dining area at 100 S Interlachen Ave # 410F, Winter Park, FL 32789
Calm main bedroom featuring a platform bed, neutral tones, natural light, and hardwood floors at 100 S Interlachen Ave # 410F, Winter Park, FL 32789
On Market For 34 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    901

  • Year Built

    1971

  • $/SqFt

    $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 $155,000

Charming two-story building with a brick facade, black shutters, and manicured landscaping at 130 Lewfield Cir # 130, Winter Park, FL 32792
Attractive two-story building with blue brick and black shutters surrounded by lush greenery at 130 Lewfield Cir # 130, Winter Park, FL 32792
Well-maintained blue brick building with neat landscaping, black shutters, and convenient parking at 130 Lewfield Cir # 130, Winter Park, FL 32792
On Market For 34 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    678

  • Year Built

    1973

  • $/SqFt

    $229

Schedule your private showing today and start living the easy, vibrant lifestyle you deserve! LA ROSA REALTY LLC.

Condo For Sale $340,000

Charming single-story home featuring a unique fountain and a cozy, inviting front entrance at 2487 Harbour Way, Winter Park, FL 32792
Inviting living room featuring a comfortable sectional sofa and neutral tile flooring at 2487 Harbour Way, Winter Park, FL 32792
Comfortable living room showcasing a dark sofa, tiled floors and direct access to the outdoors at 2487 Harbour Way, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 38 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1803

  • Year Built

    1978

  • $/SqFt

    $189

Windward Square - Schedule your visit and come see your new home! WRA BUSINESS & REAL ESTATE.

Condo For Sale $1,749,000

Stunning aerial view of modern condo building with rooftop amenities, lush green landscaping, and easy access to city attractions at 101 S New York Ave # 311, Winter Park, FL 32789
Wide aerial shot showcases a condo complex with rooftop features and a central turret overlooking the cityscape and surrounding greenery at 101 S New York Ave # 311, Winter Park, FL 32789
A high-angle view of condo building and parking with easy access to surrounding city at 101 S New York Ave # 311, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 41 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3112

  • Year Built

    2008

  • $/SqFt

    $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.

Pended $400,000

Private gated entrance with beautiful floral details and stylish number plaque at 264 Balfour Dr, Winter Park, FL 32792
Charming entrance featuring lush landscaping and stylish decor at 264 Balfour Dr, Winter Park, FL 32792
Inviting entrance featuring potted plants, decorative accents, and a welcoming door at 264 Balfour Dr, Winter Park, FL 32792
On Market For 38 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1727

  • Year Built

    1973

  • $/SqFt

    $232

Zoned for top-rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High. WELCOME HOME! FANNIE HILLMAN & ASSOCIATES.

Pended $235,000

Open concept kitchen features stainless appliances, an island and views of living area with balcony access at 1250 S Denning Dr # 230, Winter Park, FL 32789
Bright kitchen with stainless appliances, granite countertops, kitchen island and laminate flooring at 1250 S Denning Dr # 230, Winter Park, FL 32789
Charming kitchen featuring granite countertops, stainless steel appliances, and ample natural light at 1250 S Denning Dr # 230, Winter Park, FL 32789
On Market For 40 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    913

  • Year Built

    1967

  • $/SqFt

    $257

Enjoy this prime Winter Park location, located just minutes from Park Avenue and Rollins College. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $274,900

A lovely aerial view of the Townhouses, showing an advantageous location at 7484 Canford Ct # 8, Winter Park, FL 32792
Private patio with charming metal bistro set, flowers, and palm tree at 7484 Canford Ct # 8, Winter Park, FL 32792
Cozy front patio with bistro set, plants, and attractive exterior at 7484 Canford Ct # 8, Winter Park, FL 32792
On Market For 42 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1578

  • Year Built

    1974

  • $/SqFt

    $174

With its spacious layout, modern updates, and unbeatable location, this condo is the perfect place to call home. REGENCY REAL ESTATE LLC.

Condo For Sale $155,000

The kitchen features dark cabinets, granite countertops, and modern white appliances at 228 Scottsdale Sq # 228, Winter Park, FL 32792
Empty room with tiled flooring, plain walls, and a fluorescent light fixture on the ceiling at 228 Scottsdale Sq # 228, Winter Park, FL 32792
Spacious living room with tile flooring, ceiling fan, and a staircase leading to upper level at 228 Scottsdale Sq # 228, Winter Park, FL 32792
*IS SHORT SALE
On Market For 42 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1250

  • Year Built

    1974

  • $/SqFt

    $124

SHORT SALE, AS IS,Location, Location, Location Winter Park, Excellent opportunity to own a townhome 3/2, close to everything. to express way and restaurants, VYLLA HOME.

Condo For Sale $450,000

Reduced By $8,000

Beautiful front porch features lush landscaping, a covered entryway, and a neutral color palette at 2812 Bright Bird Ln, Winter Park, FL 32792
Modern kitchen with stainless steel appliances, gray cabinetry, and an open concept layout at 2812 Bright Bird Ln, Winter Park, FL 32792
Well-lit kitchen boasts stainless steel appliances, gray cabinetry, and overlooks the living area at 2812 Bright Bird Ln, Winter Park, FL 32792
On Market For 43 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2024

  • $/SqFt

    $236

Don’t miss your chance to own a bright, modern, low-maintenance home in one of Central Florida’s most convenient locations — schedule your showing today! EXP REALTY LLC.

Condo For Sale $249,900

Exterior view of the home showing the entryway and upper balcony at 200 Saint Andrews Blvd # 2306, Winter Park, FL 32792
Exterior view of the home with brick entryway and the address number 2306 at 200 Saint Andrews Blvd # 2306, Winter Park, FL 32792
Exterior shot showcasing a brick entryway with the front door, mailboxes, and landscaping at 200 Saint Andrews Blvd # 2306, Winter Park, FL 32792
On Market For 43 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1015

  • Year Built

    1970

  • $/SqFt

    $246

The community features three swimming pools, tennis courts, shuffleboard courts, laundry facilities, and a library in the clubhouse. THIS IS A MUST-SEE!! ! CHARLES RUTENBERG REALTY ORLANDO.

Condo For Sale $649,000

Eye-level exterior shows a white condo building surrounded by lush green landscaping and graceful palm trees on a beautiful, sunny day at 225 E Canton Ave # 225, Winter Park, FL 32789
A beautifully designed lobby featuring light stone floors, elegant seating arrangements, and a distinctive chandelier at 225 E Canton Ave # 225, Winter Park, FL 32789
An elegant lobby featuring dual elevators, stylish seating, ambient lighting, and sophisticated décor at 225 E Canton Ave # 225, Winter Park, FL 32789
On Market For 44 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1057

  • Year Built

    1971

  • $/SqFt

    $614

Rarely available - schedule your private showing today! PALMANO GROUP RE BROKERAGE LLC.

Pended $214,900

Reduced By $15,000

Inviting single-story home with well-manicured front yard and walkway to front door at 2348 Sun Valley Cir, Winter Park, FL 32792
Charming front entryway with covered porch, lush landscaping, and convenient walkway at 2348 Sun Valley Cir, Winter Park, FL 32792
Charming single-story home featuring a private two-car driveway and well-maintained landscaping at 2348 Sun Valley Cir, Winter Park, FL 32792
On Market For 19 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1173

  • Year Built

    1985

  • $/SqFt

    $183

Schedule your private tour today and imagine the possibilities! INVESTOR'S REAL ESTATE LLC.

Condo For Sale $149,000

Reduced By $8,000

Well-lit kitchen featuring stainless steel appliances, oak cabinets, and double sink at 1000 S Semoran Blvd # 408, Winter Park, FL 32792
Inviting living room with ample natural light and view into the kitchen at 1000 S Semoran Blvd # 408, Winter Park, FL 32792
Spacious living room with neutral tones and great natural light at 1000 S Semoran Blvd # 408, Winter Park, FL 32792
On Market For 44 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    776

  • Year Built

    1969

  • $/SqFt

    $192

This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today! KIMBRIDGE REALTY, LLC.

Condo For Sale $149,000

Reduced By $8,000

Classic kitchen with wooden cabinets, stainless steel sink, and white appliances at 1000 S Semoran Blvd # 306, Winter Park, FL 32792
Well-lit kitchen featuring white appliances, wooden cabinets, and views to living area at 1000 S Semoran Blvd # 306, Winter Park, FL 32792
Angle kitchen shot with wood cabinets, white appliances, and countertops at 1000 S Semoran Blvd # 306, Winter Park, FL 32792
On Market For 44 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    796

  • Year Built

    1969

  • $/SqFt

    $187

This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today! KIMBRIDGE REALTY, LLC.

Condo For Sale $149,000

Reduced By $8,000

Community pool surrounded by lounge chairs and palm trees, perfect for relaxing at 1000 S Semoran Blvd # 404, Winter Park, FL 32792
Efficient kitchen featuring white cabinets, granite countertops and stainless steel appliances at 1000 S Semoran Blvd # 404, Winter Park, FL 32792
Open-concept living room featuring dining area, neutral paint, and modern furnishings at 1000 S Semoran Blvd # 404, Winter Park, FL 32792
On Market For 44 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    776

  • Year Built

    1969

  • $/SqFt

    $192

This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today! KIMBRIDGE REALTY, LLC.

Pended $134,900

View of the condo entryway featuring carpeted stairs, wooden handrail, and white entry door with window at 7336 Daniel Webster Dr # 9, Winter Park, FL 32792
Bright living room with hardwood floors and sliding glass doors leading to the outside at 7336 Daniel Webster Dr # 9, Winter Park, FL 32792
Spacious living room featuring hardwood floors and a ceiling fan at 7336 Daniel Webster Dr # 9, Winter Park, FL 32792
On Market For 35 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1974

  • $/SqFt

    $124

Colonies - This well-maintained community offers access to a clubhouse and swimming pool and is just minutes from major roadways like the 408 and 417, plus shopping, dining, and all the essentials. MAINFRAME REAL ESTATE.

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 954 439 6446 and speak with one of our real estate consultants.

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