147 Results

Winter Park Condos For Sale & Winter Park FL Real Estate

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 Today
  • 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 Today
  • 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 $249,900

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 Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1984

  • $/SqFt

    $242

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 Today
  • 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 $285,000

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 2 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1985

  • $/SqFt

    $171

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

Stunning home exterior showcasing a stucco facade, wrought iron balconies, and well-manicured landscaping at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
View of the home's side, featuring a two-car garage, stucco exterior, and second-story wrought iron balcony at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
Exterior shot of home, including a two-car garage, tree providing shade, and manicured landscaping at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
On Market For 4 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
*POTENTIAL GREAT VALUE
On Market For 5 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 $269,900

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 6 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    960

  • Year Built

    1984

  • $/SqFt

    $281

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 $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
Exterior rear view of the home with screened in patio and landscaping 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
On Market For 6 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.

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
On Market For 9 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.

Condo For Sale $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 9 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.

Condo For Sale $200,000

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 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1127

  • Year Built

    1970

  • $/SqFt

    $177

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 12 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.

Condo For Sale $300,000

Kitchen features granite countertops, white cabinets and stainless appliances at 200 Saint Andrews Blvd # 1004, Winter Park, FL 32792
Open kitchen features granite countertops, white cabinets, and hardwood floors at 200 Saint Andrews Blvd # 1004, Winter Park, FL 32792
Bright living room with natural light, ceiling fan, and wood flooring at 200 Saint Andrews Blvd # 1004, Winter Park, FL 32792
On Market For 16 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 $243,000

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 16 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1578

  • Year Built

    1974

  • $/SqFt

    $154

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 $185,000

Open concept living room with neutral walls and tile floors at 3208 Oak Lawn Pl # 218, Winter Park, FL 32792
Spacious living room features tile flooring and neutral paint at 3208 Oak Lawn Pl # 218, Winter Park, FL 32792
Bright living room features neutral paint, tile flooring, and a small wet bar at 3208 Oak Lawn Pl # 218, Winter Park, FL 32792
On Market For 16 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1984

  • $/SqFt

    $179

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

Condo For Sale $165,000

Attractive condo building with gray brick, complemented by black shutters and lush landscaping around the entrance 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 16 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    678

  • Year Built

    1973

  • $/SqFt

    $243

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

Pended $359,900

Inviting front porch with neutral walls, pretty plants, and decorative accents leading to the front door at 1517 Florentino Ln, Winter Park, FL 32792
Bright living room with hardwood floors, comfortable seating, and a sliding glass door to the patio at 1517 Florentino Ln, Winter Park, FL 32792
Cozy living room featuring hardwood floors, a ceiling fan, and a view of the adjacent dining area at 1517 Florentino Ln, Winter Park, FL 32792
On Market For 16 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1550

  • Year Built

    2004

  • $/SqFt

    $232

Schedule your private tour today and experience the perfect blend of comfort and convenience at Vistas at Lake Howell. KELLER WILLIAMS WINTER PARK.

Condo For Sale $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
*POTENTIAL GREAT VALUE
On Market For 17 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.

Condo For Sale $189,900

Reduced By $49,100

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 18 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    802

  • Year Built

    1983

  • $/SqFt

    $237

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

Condo For Sale $141,500

Bright living room features neutral carpet, and sliding glass doors that open to the balcony at 1695 Lee Rd # D211, Winter Park, FL 32789
Bright living room features neutral carpet and a partial view into kitchen at 1695 Lee Rd # D211, Winter Park, FL 32789
Cozy private balcony with black metal guard rails and views of mature trees at 1695 Lee Rd # D211, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 18 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $161

This community features a pool, club house, playground and so much more LOKATION.

Condo For Sale $795,000

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 19 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    949

  • Year Built

    1969

  • $/SqFt

    $838

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 19 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.

Pended $775,000

Modern townhome featuring a gray exterior, manicured landscaping, and a well-maintained walkway at 1816 Mondrian Cir, Winter Park, FL 32789
Contemporary townhome showcasing a gray exterior, ascending stairs, and a welcoming entrance at 1816 Mondrian Cir, Winter Park, FL 32789
Stunning aerial view of modern townhomes with lake access, showcasing the beautiful community layout at 1816 Mondrian Cir, Winter Park, FL 32789
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2265

  • Year Built

    2018

  • $/SqFt

    $342

Welcome to The Mondrian Winter Park—a harmonious blend of luxury, comfort, and the promise of adventure at every turn. Your new home is waiting! COLDWELL BANKER RESIDENTIAL RE.

Pended $284,900

This is an exterior view of the property from the side, showing a two-story home with mature landscaping at 1709 Winter Green Blvd, Winter Park, FL 32792
This is a bright exterior view of a charming home surrounded by mature trees and a white fence at 1709 Winter Green Blvd, Winter Park, FL 32792
Inviting living room with tile floors, a fireplace, and stairs leading to a loft area at 1709 Winter Green Blvd, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 24 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1460

  • Year Built

    1988

  • $/SqFt

    $195

Winter Green - Grab this gem before someone else does! RE/MAX TOWN & COUNTRY REALTY.

Condo For Sale $250,000

Apartment building featuring a layered balcony design with a white facade 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
Open-concept living area with light wood floors, bright green shelving, and a full view window at 700 Melrose Ave # L-23, Winter Park, FL 32789
On Market For 23 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 $424,900

Reduced By $24,100

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 26 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    884

  • Year Built

    1960

  • $/SqFt

    $481

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

Condo For Sale $260,000

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 26 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1295

  • Year Built

    1981

  • $/SqFt

    $201

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

Condo For Sale $225,000

Reduced By $20,000

View of the carport featuring covered parking and a storage closet at 7468 Swallow Run # 38, Winter Park, FL 32792
Welcoming front entrance with a red door and covered porch area at 7468 Swallow Run # 38, Winter Park, FL 32792
Bright living room featuring tile floors, a ceiling fan, and neutral colored furniture at 7468 Swallow Run # 38, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 27 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1578

  • Year Built

    1974

  • $/SqFt

    $143

This condo is the perfect blend of comfort, style, and convenience, making it a must-see in Winter Park! CREEGAN GROUP.

Condo For Sale $189,000

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 30 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1067

  • Year Built

    1970

  • $/SqFt

    $177

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

Condo For Sale $489,900

Reduced By $10,000

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 31 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1088

  • Year Built

    1972

  • $/SqFt

    $450

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

Condo For Sale $474,900

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 31 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1801

  • Year Built

    2023

  • $/SqFt

    $264

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.

Pended $235,000

Courtyard entrance with a lovely garden area at 2529 Leeward Way, Winter Park, FL 32792
Spacious living room with hardwood floors, natural light, and large windows overlooking the courtyard at 2529 Leeward Way, Winter Park, FL 32792
Living room with hard wood floors, large window and front door at 2529 Leeward Way, Winter Park, FL 32792
On Market For 17 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    912

  • Year Built

    1977

  • $/SqFt

    $258

Schedule your private showing today! ROOF: 2023 HVAC: 2023 CREEGAN GROUP.

Condo For Sale $625,000

Reduced By $15,000

Welcoming front porch with stylish seating area and a charming entryway to the home at 777 S Denning Dr # B, Winter Park, FL 32789
Bright living room with modern decor, open layout, and seamless access to kitchen and outdoor areas at 777 S Denning Dr # B, Winter Park, FL 32789
Spacious living room featuring modern decor and an open layout connecting to dining and kitchen areas at 777 S Denning Dr # B, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 32 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1762

  • Year Built

    2004

  • $/SqFt

    $355

A rare opportunity in an unbeatable location—don’t miss it! KELLER WILLIAMS WINTER PARK.

Condo For Sale $205,000

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 34 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1018

  • Year Built

    1984

  • $/SqFt

    $201

Parkview Village - This home is designed to provide comfort and ease, making it the perfect place to settle in and enjoy. PMI PROPERTY ALLIANCE.

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 34 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.

Pended $145,000

Long hallway with neutral colors, and brown carpet leading to a black door to unit E-1 at 1695 Lee Rd # E205, Winter Park, FL 32789
Multi-level condo building featuring balconies, green landscaping, and walking paths at 1695 Lee Rd # E205, Winter Park, FL 32789
Walk-in closet with built-in wire shelving and a view to the bedroom beyond at 1695 Lee Rd # E205, Winter Park, FL 32789
On Market For 37 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $165

Waterfall Cove - Call today to schedule your showing. KELLER WILLIAMS HERITAGE REALTY.

Condo For Sale $874,990

Reduced By $15,000

Lush green backyard featuring bamboo and manicured landscaping that provides privacy and beauty at 1429 Indiana Ave, Winter Park, FL 32789
Spacious open-concept living room with hardwood floors, a white staircase, and views of the kitchen at 1429 Indiana Ave, Winter Park, FL 32789
Bright living room featuring modern decor, an open layout, and stairs leading to the upper level at 1429 Indiana Ave, Winter Park, FL 32789
On Market For 38 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1844

  • Year Built

    2019

  • $/SqFt

    $475

Whether you're enjoying the warmth of the sun-filled interior or relaxing in your private backyard, this townhome provides a perfect blend of comfort and style in one of Winter Park's most desirable locations. KELLER WILLIAMS WINTER PARK.

Condo For Sale $469,000

Bright and airy living room with tile floors, slider door, and a dining area for seamless entertaining at 2472 Firstlight Way, Winter Park, FL 32792
Open-concept living space showcasing a seamless flow between the living room, kitchen, and dining area at 2472 Firstlight Way, Winter Park, FL 32792
Spacious living room featuring abundant natural light and neutral colors at 2472 Firstlight Way, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2076

  • Year Built

    2020

  • $/SqFt

    $226

Enclave At Hawks Crest - Roof - 2020, Hvac - 2020, Plumbing - 2020, Electric - 2020 KELLER WILLIAMS WINTER PARK.

Condo For Sale $224,888

Reduced By $10,112

Inviting entryway with wood-look floors and a stylish front door with decorative glass at 7466 Canford Ct # 25, Winter Park, FL 32792
Cozy living room featuring hardwood floors, a ceiling fan and natural light from the window at 7466 Canford Ct # 25, Winter Park, FL 32792
Open dining area with wood floors leading to French doors and a view of the living room at 7466 Canford Ct # 25, Winter Park, FL 32792
On Market For 38 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1393

  • Year Built

    1974

  • $/SqFt

    $161

Recent upgrades include: expanded kitchen, new flooring, newer appliances, new A/C with warranty! KELLER WILLIAMS ADVANTAGE III.

Pended $155,000

Bright dining area featuring a wooden table with seating for six and an open view into the living area at 1000 S Semoran Blvd # 511, Winter Park, FL 32792
The dining area flows seamlessly into the living area, enhanced by matching wooden furniture at 1000 S Semoran Blvd # 511, Winter Park, FL 32792
The dining area adjoins the living area, with the kitchen partially visible in the background at 1000 S Semoran Blvd # 511, Winter Park, FL 32792
On Market For 31 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1003

  • Year Built

    1969

  • $/SqFt

    $155

Golfside - Either way, you'll have a great condo in a great location. WEICHERT REALTORS HALLMARK PROPERTIES.

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 39 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.

Pended $579,000

Exterior of home showing the carport, landscaping, and walkway at 660 Killarney Bay Ct # 6, Winter Park, FL 32789
Close-up of condo exterior with staircase and updated architectural details at 660 Killarney Bay Ct # 6, Winter Park, FL 32789
Spacious living room with hardwood floors, fireplace, and balcony overlooking the lake at 660 Killarney Bay Ct # 6, Winter Park, FL 32789
On Market For 33 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1214

  • Year Built

    1986

  • $/SqFt

    $477



Seize this rare opportunity to enjoy lakefront living at its finest!

FLORIDA ONE REAL ESTATE LLC.

Condo For Sale $284,900

Reduced By $15,000

Inviting single-story home with well-maintained lawn, featuring a unique pergola and tidy landscaping at 2539 Antilles Dr, Winter Park, FL 32792
Single-story home featuring a well-manicured lawn, mature trees, and a covered entryway for added curb appeal at 2539 Antilles Dr, Winter Park, FL 32792
Enclosed patio area with neutral tones, complemented by a modern pergola and well-maintained concrete pavers at 2539 Antilles Dr, Winter Park, FL 32792
On Market For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1140

  • Year Built

    1976

  • $/SqFt

    $250

This home truly has it all—schedule your private tour today! CORCORAN PREMIER REALTY.

Condo For Sale $210,000

*POTENTIAL GREAT VALUE
On Market For 40 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..

Condo For Sale $259,900

Front door with storm door and house number in a well-maintained neighborhood at 7706 Country Pl # 7706, Winter Park, FL 32792
Hallway featuring wood-look floors, and a closet at 7706 Country Pl # 7706, Winter Park, FL 32792
Kitchen pantry with white shelving and ample storage space next to a white refrigerator at 7706 Country Pl # 7706, Winter Park, FL 32792
On Market For 41 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1230

  • Year Built

    1984

  • $/SqFt

    $211

Priced to sell. Will Not Last! REALTY TECH INC.

Condo For Sale $469,000

Reduced By $16,000

The back of this home features a covered porch, a freshly cut lawn, and plenty of space for outdoor living at 1522 Bantam Way, Winter Park, FL 32792
Spacious open-concept living area with neutral tile flooring, recessed lighting, and a kitchen with an island at 1522 Bantam Way, Winter Park, FL 32792
Open floor plan showcasing the kitchen with granite counters, stainless appliances and the living area at 1522 Bantam Way, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 43 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2076

  • Year Built

    2021

  • $/SqFt

    $226

Enclave At Hawks Crest - Near to everywhere, easy to find highway and shopping center. U S GLORY REALTY.

Condo For Sale $369,000

Reduced By $10,000

Inviting multi-Gathering residence featuring staircases, large windows, and well-maintained landscaping at 151 N Orlando Ave # 229, Winter Park, FL 32789
Cozy porch with stylish chair, decorative pillows, and a welcoming wreath on the gray front door at 151 N Orlando Ave # 229, Winter Park, FL 32789
Comfortable living room with tile floors, a ceiling fan, neutral decor and plenty of natural light at 151 N Orlando Ave # 229, Winter Park, FL 32789
On Market For 45 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1000

  • Year Built

    1960

  • $/SqFt

    $369

Schedule your private showing today to experience lakefront living in the heart of Winter Park! EXP REALTY LLC.

Condo For Sale $169,000

Reduced By $11,000

Scenic aerial view showcasing the community, landscaping, pool, and convenient access to nearby roadways at 110 Scottsdale Sq # 110, Winter Park, FL 32792
Exterior view of the house, surrounded by green trees, providing shade and a sense of privacy at 110 Scottsdale Sq # 110, Winter Park, FL 32792
Relaxing balcony view showcasing the lush green trees, providing a private and tranquil outdoor space at 110 Scottsdale Sq # 110, Winter Park, FL 32792
On Market For 45 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1085

  • Year Built

    1974

  • $/SqFt

    $156

Schedule your private showing today and make this Winter Park treasure your own! KARDOSH REALTY.

Condo For Sale $165,000

Reduced By $17,500

Inviting front entrance with decorative wreath and welcome mat, and unit number, creating a warm ambiance at 7266 Swallow Run # 7266, Winter Park, FL 32792
Charming entrance showcasing unit numbers, a decorative wreath and a 'Home' welcome mat at 7266 Swallow Run # 7266, Winter Park, FL 32792
Open-concept living room with modern flooring, light, and seamless flow into the kitchen area at 7266 Swallow Run # 7266, Winter Park, FL 32792
On Market For 46 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    756

  • Year Built

    1985

  • $/SqFt

    $218

Whether you’re a first-time buyer, student, or investor, this move-in-ready condo is a fantastic opportunity in one of Central Florida’s most desirable areas. TRINITY REAL ESTATE SALES LLC.

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 407-278-2057 and speak with one of our real estate consultants.

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