155 Results

View 155 Winter Park Florida Condos for Sale

Condo For Sale $775,000

Reduced By $24,000

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 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1939

  • Year Built

    2019

  • $/SqFt

    $400

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

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 35 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 40 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 44 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 44 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 48 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 51 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 $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 50 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 52 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 52 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 53 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 53 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 54 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 30 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 54 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 54 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 54 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 45 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 $205,990

Reduced By $4,010

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 55 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1149

  • Year Built

    1966

  • $/SqFt

    $179

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 $689,000

Reduced By $40,000

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 57 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1718

  • Year Built

    1986

  • $/SqFt

    $401

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 58 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.

Pended $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 26 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 $137,500

Reduced By $3,400

Expansive green backyard featuring mature trees and lush landscaping under a clear blue sky at 1695 Lee Rd # E214, Winter Park, FL 32789
Two story light blue building with well-maintained lawn and mature landscaping at 1695 Lee Rd # E214, Winter Park, FL 32789
Functional kitchen featuring wooden cabinets, black appliances, and a view into the laundry area at 1695 Lee Rd # E214, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 60 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $156

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 60 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 $1,080,000

Reduced By $120,000

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 60 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2286

  • Year Built

    1971

  • $/SqFt

    $472

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

Condo For Sale $639,000

Reduced By $10,000

Inviting building entrance with manicured landscaping, a red walkway, and an arched entryway, blending nature and architecture 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
Bright, remodeled kitchen with an island, modern lighting, stainless steel appliances, and a barstool seating area at 100 S Interlachen Ave # 107F, Winter Park, FL 32789
On Market For 62 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 $220,000

Reduced By $10,000

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 65 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    956

  • Year Built

    1969

  • $/SqFt

    $230

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

Condo For Sale $259,900

Reduced By $25,100

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 65 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1985

  • $/SqFt

    $156

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 $829,000

Reduced By $20,000

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
*POTENTIAL GREAT VALUE
On Market For 66 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1957

  • Year Built

    2007

  • $/SqFt

    $424

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
*POTENTIAL GREAT VALUE
On Market For 68 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 $259,000

Reduced By $1,000

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 69 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    908

  • Year Built

    1967

  • $/SqFt

    $285

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

Condo For Sale $549,000

Reduced By $16,000

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 72 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1400

  • Year Built

    1969

  • $/SqFt

    $392

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.

Condo For Sale $214,900

Reduced By $10,100

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 75 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1151

  • Year Built

    1984

  • $/SqFt

    $187

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.

Condo For Sale $300,000

Aerial view of the multi-Gathering property showcasing mature trees, a swimming pool, and ample parking spaces at 200 Saint Andrews Blvd # 1004, Winter Park, FL 32792
Charming two-story townhouse with red shutters, lush landscaping, and well-maintained lawn at 200 Saint Andrews Blvd # 1004, Winter Park, FL 32792
A charming two-story townhouse featuring well-maintained landscaping and a welcoming entrance at 200 Saint Andrews Blvd # 1004, Winter Park, FL 32792
On Market For 79 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1322

  • Year Built

    1970

  • $/SqFt

    $227

Don’t miss out on making this lovely space your new home!

WINTER PARK REAL ESTATE CO LLC.

Condo For Sale $239,900

Reduced By $3,100

Charming townhome exterior featuring an attached carport and neat landscaping at 7461 Swallow Run # 46, Winter Park, FL 32792
Aerial view of townhomes with a community pool, showcasing the property's location at 7461 Swallow Run # 46, Winter Park, FL 32792
Aerial view of property highlighting proximity to a sparkling community pool and amenities at 7461 Swallow Run # 46, Winter Park, FL 32792
On Market For 79 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1578

  • Year Built

    1974

  • $/SqFt

    $152

Quick easy access to the 408 and 417, just 20 min to Downtown Orlando, 25 min to MCO Int'l Airport. CALVARY REAL ESTATE GROUP LLC.

Condo For Sale $155,000

Reduced By $10,000

Charming condos with brick facade, dark shutters, manicured landscaping, and inviting entryway at 302 Lewfield Cir # 302, Winter Park, FL 32792
Bright living room with wood floors, a modern rug, and stylish furnishings next to dining area at 302 Lewfield Cir # 302, Winter Park, FL 32792
Inviting living room with natural light and a sliding glass door to a patio. Modern furniture and decor at 302 Lewfield Cir # 302, Winter Park, FL 32792
On Market For 79 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    678

  • Year Built

    1973

  • $/SqFt

    $229

Don’t miss this opportunity to experience the best of Winter Park living—schedule your showing today! REGENCY REAL ESTATE LLC.

Pended $350,000

Charming townhome showcasing well-maintained landscaping, an attached garage, and a covered front entrance at 1541 Florentino Ln, Winter Park, FL 32792
Inviting front door features sidelight window, modern door hardware, and a secure electronic keypad at 1541 Florentino Ln, Winter Park, FL 32792
Landscaped brick sign welcomes you to Vistas at Lake Howell with vibrant greenery at 1541 Florentino Ln, Winter Park, FL 32792
On Market For 79 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1682

  • Year Built

    2004

  • $/SqFt

    $208

Ready for immediate move-in, this townhouse combines comfort, style, and practicality, making it an ideal choice for discerning buyers or investors seeking a prime property in Winter Park. FANNIE HILLMAN & ASSOCIATES.

Pended $149,900

Reduced By $89,100

A sparkling community pool overlooks a serene lake, framed by swaying palms and lush landscaping at 7352 Swallow Run # 7352, Winter Park, FL 32792
Bright living room open to modern kitchen with updated appliances and stylish breakfast bar at 7352 Swallow Run # 7352, Winter Park, FL 32792
Cozy living room with light wood floors, ceiling fan and large window for natural light at 7352 Swallow Run # 7352, Winter Park, FL 32792
On Market For 73 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    802

  • Year Built

    1983

  • $/SqFt

    $187

You will love to call this condo your own, OR fetch top dollar as an investment property! LEERDAM PROPERTIES INC..

Condo For Sale $725,000

Reduced By $70,000

Lush landscaping and manicured hedges frame the walkway, leading to the inviting entrance of this home at 101 S Interlachen Ave # 104, Winter Park, FL 32789
A tranquil entrance awaits with lush tropical foliage surrounding the walkway to the blue front door and balcony above at 101 S Interlachen Ave # 104, Winter Park, FL 32789
Serene outdoor patio features cozy wicker seating surrounded by lush tropical greenery for privacy and relaxation at 101 S Interlachen Ave # 104, Winter Park, FL 32789
On Market For 81 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    949

  • Year Built

    1969

  • $/SqFt

    $764

Located just one block from Park Avenue this condo is just a short stroll to all the amazing restaurants and boutique shops Winter Park has to offer. Interested parties should inquire immediately. KELLY PRICE & COMPANY LLC.

Condo For Sale $185,000

Carpeted staircase with sleek metal railings leading to the upper level of the home at 200 St Andrews Blvd # 512, Winter Park, FL 32792
Hallway at top of the stairs with a door decorated with a floral wreath and a decorative hanging light fixture at 200 St Andrews Blvd # 512, Winter Park, FL 32792
Bright living room with wood floors, plush seating, and a view of the outdoor patio at 200 St Andrews Blvd # 512, Winter Park, FL 32792
On Market For 82 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    835

  • Year Built

    1970

  • $/SqFt

    $222

Four Seasons - Don’t miss out on this opportunity – schedule your private showing today! KELLER WILLIAMS REALTY AT THE PARKS.

Condo For Sale $250,000

White apartment building featuring balconies with patterned railings and multiple access doors at 700 Melrose Ave # L-23, Winter Park, FL 32789
Inviting entryway with wood floors, closet space, and decorative shelving at 700 Melrose Ave # L-23, Winter Park, FL 32789
Bright living room featuring sleek floors, a large window with natural light, and modern furnishings at 700 Melrose Ave # L-23, Winter Park, FL 32789
On Market For 86 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    787

  • Year Built

    1964

  • $/SqFt

    $318

Additionally, you’ll find an array of top-tier local shops and restaurants nearby, as well as convenient everyday services such as hair salons, grocery stores, and more—all just moments from your doorstep. BALDWIN PARK REALTY LLC.

Condo For Sale $399,900

Reduced By $49,100

Charming building featuring a stone bridge over a waterway, surrounded by vibrant landscaping and lush greenery at 311 E Morse Blvd # 6-7, Winter Park, FL 32789
Bright living room featuring unique, patterned accent wall, carpeted floors and abundant natural light at 311 E Morse Blvd # 6-7, Winter Park, FL 32789
Spacious, carpeted living room featuring a patterned wall, ceiling trim and a modern light fixture at 311 E Morse Blvd # 6-7, Winter Park, FL 32789
On Market For 89 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    884

  • Year Built

    1960

  • $/SqFt

    $452

Illips Circle - Call today to schedule your private showing! FANNIE HILLMAN & ASSOCIATES.

Pended $255,000

Reduced By $5,000

Detailed floor plan showing layout of bedrooms, bathrooms, living room, and kitchen at 2471 Tahoe Cir # 00, Winter Park, FL 32792
Charming front facade featuring neutral stucco, modern pergola, and manicured landscaping at 2471 Tahoe Cir # 00, Winter Park, FL 32792
The main entrance to the property displays a secure storm door and updated paint at 2471 Tahoe Cir # 00, Winter Park, FL 32792
On Market For 81 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1295

  • Year Built

    1981

  • $/SqFt

    $197

Don’t miss out on this incredible opportunity—schedule your private showing today! MLSB THE BUREAU POWERED BY CAROM REALTY.

Pended $175,000

Reduced By $14,000

A front door and wrought iron railing are lit by a decorative chandelier in the entryway at 200 Saint Andrews Blvd # 2804, Winter Park, FL 32792
A bright bedroom with wood floors features a stacked washer and dryer for convenience at 200 Saint Andrews Blvd # 2804, Winter Park, FL 32792
An empty living room features glossy wood floors, neutral walls, and natural light from the entry at 200 Saint Andrews Blvd # 2804, Winter Park, FL 32792
On Market For 91 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1067

  • Year Built

    1970

  • $/SqFt

    $164

Four Seasons - THis is absolutely a prime location within Winter Park! BETTER HOMES & GARDENS RE STAR.

Condo For Sale $469,900

Reduced By $5,000

Aerial view of a well-maintained townhome community, showcasing ample parking and lush green spaces, with a water tower visible at 2037 Canny Cv, Winter Park, FL 32792
Aerial view of a townhome community featuring a pool, pond with fountain, landscaping, and neatly arranged residential buildings at 2037 Canny Cv, Winter Park, FL 32792
Side view of a light blue two-story townhome with green grass, a small tree, and a charming front door at 2037 Canny Cv, Winter Park, FL 32792
On Market For 94 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1801

  • Year Built

    2023

  • $/SqFt

    $261

Located in a gated community with amenities like a gorgeous pool and high-speed internet and cable, this property provides serene living with access to the neighboring grass space as a maintenance free yard, and side entry, full two car garage and easy access to local attractions, dining, shopping, and major highways. LPT REALTY, LLC.

Condo For Sale $450,000

Reduced By $49,900

Condominium front door with dark brown color and unit number 107 at 535 N Interlachen Ave # 107, Winter Park, FL 32789
Well-lit living room featuring marble floors and eclectic furnishings at 535 N Interlachen Ave # 107, Winter Park, FL 32789
Bright living room showcasing contemporary decor, a rug, and indoor plants at 535 N Interlachen Ave # 107, Winter Park, FL 32789
On Market For 94 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1088

  • Year Built

    1972

  • $/SqFt

    $414

Call today for your private viewing of this special unit. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $200,000

A close-up of the white front door with the number 145 above the doorway and a small ramp for accessibility at 145 Scottsdale Sq # 145, Winter Park, FL 32792
Bright living room with wood-look flooring and a sliding glass door to the outside at 145 Scottsdale Sq # 145, Winter Park, FL 32792
Updated kitchen featuring stainless steel appliances, granite countertops, and modern cabinetry at 145 Scottsdale Sq # 145, Winter Park, FL 32792
On Market For 97 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1974

  • $/SqFt

    $196

One block form Full Sail University. Completely renovated and exquisitely appointed. GLOVEN REALTY.

Condo For Sale $190,000

Reduced By $15,000

Open living space with sliding glass doors, neutral carpet, and a combined view of the dining area and kitchen at 2936 Antique Oaks Cir # 71, Winter Park, FL 32792
Kitchen boasts white cabinets, stainless steel appliances, granite countertops, and tile flooring at 2936 Antique Oaks Cir # 71, Winter Park, FL 32792
Bright bedroom featuring neutral carpet, a large window, and ample natural light at 2936 Antique Oaks Cir # 71, Winter Park, FL 32792
On Market For 97 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1018

  • Year Built

    1984

  • $/SqFt

    $187

Parkview Village - Also near UCF, Full Sail, and Rollins College PMI PROPERTY ALLIANCE.

Condo For Sale $1,575,000

Modern condo building in a lakeside community with lush landscape and secure access at 690 Osceola Ave # 604, Winter Park, FL 32789
An aerial view of a lakeside community with mature trees, a lake and a condo complex at 690 Osceola Ave # 604, Winter Park, FL 32789
A lakeside community with lake access and docks, lush greenery, and a multi-story condominium at 690 Osceola Ave # 604, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 102 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2128

  • Year Built

    1969

  • $/SqFt

    $740

Whether it’s lounging by the lakeside pool, boating on the lakes, entertaining in the lakeview club room, or simply enjoying the tranquility of a lakefront view from your own spacious private balcony, this condo is designed to elevate every occasion. COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $210,000

On Market For 103 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1149

  • Year Built

    1966

  • $/SqFt

    $183

Waterfall Cove - You must see for any possibilities come and check for yourself. PRIMESTATE REALTY, INC..

EasyStreet

Call to Schedule a Showing

(407) 278-2057

(407) 278-2057