142 Results

Winter Park Condos For Sale & Winter Park FL Real Estate

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 3 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 2 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 4 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 $484,990

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 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2023

  • $/SqFt

    $254

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.

Condo For Sale $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
*POTENTIAL GREAT VALUE
On Market For 6 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
On Market For 6 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.

Condo For Sale $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 6 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 7 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 7 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 $1,199,000

Contemporary home showcasing clean lines, large windows, and professionally landscaped grounds at 1768 Mondrian Cir, Winter Park, FL 32789
A modern home boasts large windows and doors surrounded by lush green landscaping at 1768 Mondrian Cir, Winter Park, FL 32789
Modern kitchen featuring gray cabinets, sleek countertops, and stainless steel appliances at 1768 Mondrian Cir, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2193

  • Year Built

    2023

  • $/SqFt

    $547

With everything Winter Park has to offer just moments away, this location offers the perfect blend of serenity and connectivity. COMPASS FLORIDA LLC.

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 11 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 11 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 $950,000

Balcony view showing colorful plants, clear furniture, and peaceful view at 200 Carolina Ave # 201, Winter Park, FL 32789
Cozy outdoor balcony with seating, ceiling fan, sliding glass doors and lovely plants at 200 Carolina Ave # 201, Winter Park, FL 32789
Stylish dining area showcasing modern furnishings, hardwood floors, and open floor plan at 200 Carolina Ave # 201, Winter Park, FL 32789
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1305

  • Year Built

    1981

  • $/SqFt

    $728

Call us for a private showing. PREMIER SOTHEBY'S INTL. REALTY.

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 15 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 18 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 15 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.

Condo For Sale $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 18 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 19 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 19 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 $458,000

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 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2024

  • $/SqFt

    $240

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 20 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 21 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.

Condo For Sale $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 21 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 $157,000

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 21 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    776

  • Year Built

    1969

  • $/SqFt

    $202

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 $157,000

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 21 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    776

  • Year Built

    1969

  • $/SqFt

    $202

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 $157,000

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 21 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    796

  • Year Built

    1969

  • $/SqFt

    $197

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 $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 21 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.

Condo For Sale $210,000

Modern kitchen featuring stainless steel appliances, striking backsplash, and elegant pendant lighting at 1695 Lee Rd # E215, Winter Park, FL 32789
Stylish kitchen featuring dark cabinets, stainless steel appliances, modern countertops and a beautiful backsplash at 1695 Lee Rd # E215, Winter Park, FL 32789
Comfortable living room with plush seating, neutral carpet, and access to an outdoor balcony at 1695 Lee Rd # E215, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 22 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1149

  • Year Built

    1966

  • $/SqFt

    $183

Waterfall Cove - Buyer and/or Buyer’s Agent must review these documents and measurements to ensure compliance with any applicable guidelines. LA ROSA REALTY CENTRAL FLORIDA.

Condo For Sale $699,000

Reduced By $30,000

Inviting living room boasts gleaming hardwood floors and sliding glass doors with serene lake views at 640 Killarney Bay Ct # 4, Winter Park, FL 32789
Relaxing screened patio with brick pavers offers a peaceful view of the tranquil lake at 640 Killarney Bay Ct # 4, Winter Park, FL 32789
Elegant dining area with a crystal chandelier flows into the stylish kitchen and living spaces at 640 Killarney Bay Ct # 4, Winter Park, FL 32789
On Market For 25 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1718

  • Year Built

    1986

  • $/SqFt

    $407

Come discover a one-of-a-kind home where lakefront tranquility meets urban convenience—this is Winter Park's best kept secret. COMPASS FLORIDA LLC.

Condo For Sale $950,000

Beautiful exterior elevation featuring arched windows and a private balcony that enhances the home's curb appeal at 1251 Arlington Pl, Winter Park, FL 32789
Open-concept living room showcasing hardwood floors, a modern fireplace, and a staircase with iron railings at 1251 Arlington Pl, Winter Park, FL 32789
Bright living room featuring hardwood floors, a staircase, and ample natural light from large windows at 1251 Arlington Pl, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 25 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2116

  • Year Built

    2000

  • $/SqFt

    $449

Don’t miss your chance to own this LOW-MAINTENANCE, MOVE-IN-READY HOME IN ONE OF WINTER PARK’S MOST DESIRABLE NEIGHBORHOODS — with no HOA and high-end finishes throughout! ANNE ROGERS REALTY GROUP INC.

Condo For Sale $265,995

Charming home featuring stone accents, a bright red front door, and well-maintained lawn at 5518 Cretan Way, Winter Park, FL 32792
Bright bedroom with wood floors, ceiling fan, white walls, and ample natural light at 5518 Cretan Way, Winter Park, FL 32792
Spacious living room featuring beautiful wood-look floors and a ceiling fan at 5518 Cretan Way, Winter Park, FL 32792
On Market For 25 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    1985

  • $/SqFt

    $244

It’s the perfect spot if you’re looking for low-maintenance living in a great location! HOMEVEST REALTY.

Condo For Sale $140,900

A two-story condo complex with a well-kept lawn, manicured shrubs and trees at 1695 Lee Rd # E214, Winter Park, FL 32789
A cozy kitchen featuring wooden cabinets, a black appliance package, and tiled flooring at 1695 Lee Rd # E214, Winter Park, FL 32789
The kitchen features wood cabinets, black appliances and light colored tile floors at 1695 Lee Rd # E214, Winter Park, FL 32789
On Market For 27 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $160

This unit will not last long so call for your private showing today!!! ! RE/MAX ASSURED.

Condo For Sale $139,900

Bright living room with wood-look floors, neutral paint, ceiling fan, and welcoming atmosphere at 3060 George Mason Ave # 10C, Winter Park, FL 32792
Living room showcasing an open layout, modern finishes, and seamless flow into the kitchen at 3060 George Mason Ave # 10C, Winter Park, FL 32792
Inviting living room filled with natural light and offers seamless indoor-outdoor living at 3060 George Mason Ave # 10C, Winter Park, FL 32792
On Market For 27 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    803

  • Year Built

    1974

  • $/SqFt

    $174

Colonies - With so much to offer and tons of potential, this gem won’t last long—schedule your showing today! JOHN SILVA REALTY & ASSOCIATES.

Condo For Sale $1,200,000

Exterior hallway with unit number and door to unit number 304 at 100 S Interlachen Ave # 304, Winter Park, FL 32789
Exterior hallway with a bank of elevators at 100 S Interlachen Ave # 304, Winter Park, FL 32789
A foyer with stone tile flooring leading into a sunlit living space at 100 S Interlachen Ave # 304, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 28 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2286

  • Year Built

    1971

  • $/SqFt

    $525

Priced to accommodate your vision for renovation. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $639,000

Reduced By $10,000

The Cloisters community sign surrounded by vibrant flowers and greenery showcases a welcoming and well-maintained neighborhood at 100 S Interlachen Ave # 107F, Winter Park, FL 32789
Assigned covered parking area with architectural design and easy access, offering convenience and protection for vehicles at 100 S Interlachen Ave # 107F, Winter Park, FL 32789
Charming front door with dark finish, complemented by the building number, creating a welcoming and secure entrance at 100 S Interlachen Ave # 107F, Winter Park, FL 32789
On Market For 29 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    901

  • Year Built

    1971

  • $/SqFt

    $709

Cloisters - Don’t miss your chance to call this Winter Park gem home - schedule your private showing today! MAINFRAME REAL ESTATE.

Condo For Sale $474,500

Reduced By $4,500

Modern two-story townhome featuring a gray garage door and a well-manicured front lawn and a brick driveway at 1628 Little Wren Ln, Winter Park, FL 32792
Modern entryway with sleek white door, gray wood floors, blue walls, and staircase at 1628 Little Wren Ln, Winter Park, FL 32792
Bright, open kitchen with a granite island, stainless steel appliances, and white cabinets at 1628 Little Wren Ln, Winter Park, FL 32792
On Market For 31 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2076

  • Year Built

    2019

  • $/SqFt

    $229

Enclave At Hawks Crest - Roof-2019!, HVAC-2019!, Electrical-2019!, Plumbing-2019! Welcome Home. PARKSIDE PROPERTIES, LLC.

Pended $675,000

Stylish two-story townhouse showcasing a well-manicured yard and inviting curb appeal at 796 Mcintyre Ave, Winter Park, FL 32789
Welcoming front entryway with a decorative red door and attractive landscaping at 796 Mcintyre Ave, Winter Park, FL 32789
Quiet street view showcasing beautiful brick-paved road and mature trees at 796 Mcintyre Ave, Winter Park, FL 32789
On Market For 24 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1910

  • Year Built

    1988

  • $/SqFt

    $353

Zoned for Audubon K-8 and Winter Park High School. Welcome home! FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $285,000

Attractive two-story condo building with unique architectural details and well-maintained lawn at 151 N Orlando Ave # 115, Winter Park, FL 32789
Inviting condo entrance featuring a gray door, stylish hardware, and a charming welcome mat at 151 N Orlando Ave # 115, Winter Park, FL 32789
Bright living room with hardwood floors, neutral walls, and an open doorway, creating a cozy atmosphere at 151 N Orlando Ave # 115, Winter Park, FL 32789
On Market For 32 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $401

Just a few minutes to Park Avenue and I4. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $279,900

Charming condo featuring a red tile roof, a balcony, and lush tropical landscaping at twilight at 2404 Gallery View Dr # 1, Winter Park, FL 32792
Private outdoor patio area with tiled flooring and a cozy seating arrangement at 2404 Gallery View Dr # 1, Winter Park, FL 32792
On Market For 32 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    939

  • Year Built

    1985

  • $/SqFt

    $298

Gallery At Winter Park - Come make this your new home! CHARLES RUTENBERG REALTY ORLANDO.

Condo For Sale $244,900

Reduced By $5,000

Landscaped community entrance featuring the 'Hidden Oaks' sign and beautiful palm trees against a clear blue sky at 3254 Oak Lake Pl # 137, Winter Park, FL 32792
Bright living room with modern ceiling fan, stylish decor, and seamless flow to the kitchen area at 3254 Oak Lake Pl # 137, Winter Park, FL 32792
Inviting living room with natural light, unique furnishings, and decorative accents for a cozy atmosphere at 3254 Oak Lake Pl # 137, Winter Park, FL 32792
On Market For 32 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1984

  • $/SqFt

    $238

This Home Is Approximately 10 Minutes From Downtown Orlando, Approximately 15 Minutes To Orlando International Airport, Approximately 10 Minutes To Retail Shopping And Restuarants, Approximately 15 Minutes To Valencia State College, Approximately 25 Minutes To Ucf And Approximately 30 Minutes To Disney World. GLOBAL ENTERPRISE REALTY GROUP.

Condo For Sale $230,000

Enjoy beautiful lake views in this aerial shot of the community at 2500 Lee Rd # 208, Winter Park, FL 32789
Relax and unwind by the community pool with a lounge area at 2500 Lee Rd # 208, Winter Park, FL 32789
Cozy living room featuring tile floors, a ceiling fan, and a comfortable couch at 2500 Lee Rd # 208, Winter Park, FL 32789
On Market For 32 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    956

  • Year Built

    1969

  • $/SqFt

    $241

This prime location ensures easy access to shopping, dining, entertainment, and the vibrant city lifestyle. KELLER WILLIAMS REALTY AT THE PARKS.

Condo For Sale $274,900

Reduced By $10,100

Exterior front elevation of home with dedicated parking at 2309 Sun Valley Cir # 2309, Winter Park, FL 32792
Exterior shot of the home with well-maintained landscaping and a dedicated parking space at 2309 Sun Valley Cir # 2309, Winter Park, FL 32792
Bedroom with wood floors and a bright window at 2309 Sun Valley Cir # 2309, Winter Park, FL 32792
On Market For 33 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1985

  • $/SqFt

    $165

Cedarwood Village - Don’t miss your opportunity to own a truly flexible and spacious property in the heart of Winter Park! CENTURY 21 INTEGRA.

Condo For Sale $849,000

Elegant home featuring stucco exterior, red tile roof, wrought iron balconies, and lush landscaping at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
Stunning home exterior showcasing a stucco facade, wrought iron balconies, and well-manicured landscaping at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
Inviting entryway with a brick porch, a solid wood door, and glass doors opening to a courtyard at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
On Market For 34 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1957

  • Year Built

    2007

  • $/SqFt

    $434

This home is a rare opportunity to enjoy elegance, convenience, and tranquility all in one coveted location. COMPASS FLORIDA LLC.

Condo For Sale $915,000

Inviting condo building entrance with lush landscaping, featuring a red walkway to the double door entry at 100 S Interlachen Ave # 503, Winter Park, FL 32789
Building hallway featuring an elevator, unit doors, and an open breezeway with sunny exterior views at 100 S Interlachen Ave # 503, Winter Park, FL 32789
Relaxing condo breezeway with seating and open air views of manicured lawns and mature trees at 100 S Interlachen Ave # 503, Winter Park, FL 32789
On Market For 35 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1143

  • Year Built

    1971

  • $/SqFt

    $801

Just steps from the dining, shopping and cultural vibrancy of Park Avenue, and in proximity to Rollins College, this original-owner residence delivers an exceptional blend of lifestyle, location and enduring design. PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $260,000

Relaxing patio with plants and tile flooring for quiet mornings and afternoons spent in nature at 1250 S Denning Dr # 111, Winter Park, FL 32789
Cozy living room featuring hardwood floors, neutral paint, and sliding glass doors at 1250 S Denning Dr # 111, Winter Park, FL 32789
Exterior rear view of the home with screened in patio and landscaping at 1250 S Denning Dr # 111, Winter Park, FL 32789
On Market For 36 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    908

  • Year Built

    1967

  • $/SqFt

    $286

Mead Garden - This condo won't last long, so call to schedule your private showing today! EXP REALTY LLC.

Pended $249,900

Reduced By $20,000

Inviting townhome with well-maintained landscaping and brick accents around the front door at 255 Sandlewood Trl, Winter Park, FL 32789
Sandlewood Creek community sign surrounded by lush, colorful landscaping and mature trees at 255 Sandlewood Trl, Winter Park, FL 32789
A view of the parking lot with a well maintained complex in the background at 255 Sandlewood Trl, Winter Park, FL 32789
On Market For 36 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    960

  • Year Built

    1984

  • $/SqFt

    $260

Affordable, move-in ready, and packed with value, this is a rare find in Winter Park you don’t want to miss! INVESTOR'S REAL ESTATE LLC.

Condo For Sale $565,000

Modern kitchen featuring wood cabinets, stainless steel appliances, and marble countertops at 690 Osceola Ave # 502, Winter Park, FL 32789
Open kitchen showcasing wood cabinets, marble counters and stainless steel appliances at 690 Osceola Ave # 502, Winter Park, FL 32789
Bright, updated kitchen featuring wood cabinets, stainless steel appliances, and marble countertops at 690 Osceola Ave # 502, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 39 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1400

  • Year Built

    1969

  • $/SqFt

    $404

Don’t miss this rare opportunity to own a modernized lakefront unit in one of Winter Park’s most desirable locations! CHARLES RUTENBERG REALTY ORLANDO.

Pended $435,000

Reduced By $15,000

Inviting exterior showing the brick paver driveway, attached garages, and manicured landscaping at 1228 Park Green Pl, Winter Park, FL 32789
Bright living room with lots of natural light, hardwood floors, fireplace, and neutral furniture at 1228 Park Green Pl, Winter Park, FL 32789
Open-concept living area featuring modern furnishings, a fireplace, and views into the billiards room at 1228 Park Green Pl, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 40 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1984

  • $/SqFt

    $261

Just minutes from top-rated Winter Park schools, shopping, dining, and major highways, this move-in-ready home offers both convenience and charm in a prime location. KELLER WILLIAMS ADVANTAGE REALTY.

Pended $189,900

Reduced By $10,100

Exterior view showcasing the lush landscaping and mature trees surrounding the condo buildings at 200 Saint Andrews Blvd # 1603, Winter Park, FL 32792
Inviting front entrance with a red door, well-maintained landscaping and clear unit numbers at 200 Saint Andrews Blvd # 1603, Winter Park, FL 32792
Entryway with a black carpet, door with unit number 1603, and a window showing the building's exterior at 200 Saint Andrews Blvd # 1603, Winter Park, FL 32792
On Market For 41 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1127

  • Year Built

    1970

  • $/SqFt

    $169

Extras include: personal outside storage unit, new roof 2023, new plumbing & water heater 2022. OH! & PETS ALLOWED!!! WELCOME HOME! FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $225,000

Townhome with neat landscaping, colorful doors, and convenient parking at 3251 Oak Lake Pl # 135, Winter Park, FL 32792
Charming townhome featuring a striking red door and manicured garden at 3251 Oak Lake Pl # 135, Winter Park, FL 32792
Comfortable living room with an area rug and a stylish ceiling fan at 3251 Oak Lake Pl # 135, Winter Park, FL 32792
On Market For 42 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1151

  • Year Built

    1984

  • $/SqFt

    $195

The unit offers three bedrooms (all upstairs), two full bathrooms (upstairs) and one half bathroom (downstairs), two reserved parking spots, upgraded wood-look ceramic tile, upgraded light fixtures, upgraded bathroom mirrors and upgraded fans throughout, upgraded thick granite countertop in kitchen, wood cabinets with upgraded hardware, eating space in kitchen, interior laundry, upgraded complete stainless steel appliance package, newer A/C (2019), upgraded vanities in the full bathrooms, upgraded tile in second bathroom, private fenced patio perfect for entertaining all within close proximity to Full Sail University, the University of Central Florida and Valencia College as well as many major Central Florida employers. NESTA REAL ESTATE CONSULTANTS.

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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