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Winter Park Condos For Sale & Winter Park FL Real Estate

Condo For Sale $379,000

Scenic waterfront view with chairs on the lawn and boats docked at the private pier at 151 N Orlando Ave # 229, Winter Park, FL 32789
View Details 45 Photos
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 Today

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1000

  • Year Built

    1960

  • $/SqFt

    $379

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

Condo For Sale $275,000

Inviting home exterior featuring a neutral color scheme and well-maintained landscaping at 2460 Harbour Way, Winter Park, FL 32792
View Details 24 Photos
Enjoy the lush scenery from this screened-in patio at 2460 Harbour Way, Winter Park, FL 32792
Aerial view of community pool surrounded by lush landscaping at 2460 Harbour Way, Winter Park, FL 32792
Well-lit bathroom featuring a tiled shower and modern vanity at 2460 Harbour Way, Winter Park, FL 32792
On Market For 2 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1019

  • Year Built

    1978

  • $/SqFt

    $270

Call or text your agent today! TOP VALUE PROPERTIES LLC.

Condo For Sale $180,000

Inviting entrance featuring a white front door, window, and wood railing with a pop of exterior color at 110 Scottsdale Sq # 110, Winter Park, FL 32792
View Details 16 Photos
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 Today

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1085

  • Year Built

    1974

  • $/SqFt

    $166

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

Condo For Sale $359,000

Cozy patio features a pergola, window, doorway and vintage red hexagonal brick pavers at 2639 Cayman Way, Winter Park, FL 32792
View Details 30 Photos
Spacious living room with a ceiling fan, laminate floors, and fireplace with brick hearth at 2639 Cayman Way, Winter Park, FL 32792
Bright living room with light laminate floors and sliding glass doors to the outside at 2639 Cayman Way, Winter Park, FL 32792
Bright living room features laminate floors and sliding glass doors to the outside at 2639 Cayman Way, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1815

  • Year Built

    1978

  • $/SqFt

    $198

Windward Square - Schedule your viewing today and discover all that 2639 Cayman Way provides! LOKATION.

Condo For Sale $182,500

Inviting front entryway featuring a decorative wreath, welcome mat, and a well-lit entrance at 7266 Swallow Run # 7266, Winter Park, FL 32792
View Details 23 Photos
Open-concept living space with modern wood flooring and a view into the kitchen at 7266 Swallow Run # 7266, Winter Park, FL 32792
A bright and airy living room with wood flooring, seamlessly flowing into the kitchen area at 7266 Swallow Run # 7266, Winter Park, FL 32792
Spacious living room showcasing wood floors and a view of the adjacent kitchen with black appliances at 7266 Swallow Run # 7266, Winter Park, FL 32792
On Market For 2 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    756

  • Year Built

    1985

  • $/SqFt

    $241

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.

Condo For Sale $185,000

Charming brick townhouse featuring light blue shutters and a dedicated parking area at 3060 George Mason Ave # 12, Winter Park, FL 32792
View Details 18 Photos
Inviting entryway with decorative accents and modern gray door at 3060 George Mason Ave # 12, Winter Park, FL 32792
Carpeted staircase with wooden handrail leading to the upper level at 3060 George Mason Ave # 12, Winter Park, FL 32792
Bright living room featuring tile flooring and a sliding glass door at 3060 George Mason Ave # 12, Winter Park, FL 32792
On Market For 5 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1062

  • Year Built

    1974

  • $/SqFt

    $174

Colonies - Come check out this affordable condo with tons of potential. AGENT TRUST REALTY CORPORATION.

Condo For Sale $179,900

Charming condo with a private parking area, exterior brick accents, and tropical palm tree at 3011 George Mason Ave # 3, Winter Park, FL 32792
View Details 21 Photos
Hallway with neutral paint, art fixtures, and a white door at 3011 George Mason Ave # 3, Winter Park, FL 32792
Spacious living room and dining area with tile floors, modern fan, and lots of light at 3011 George Mason Ave # 3, Winter Park, FL 32792
Bright living room features a modern tile flooring, leather sofa, and decorative fireplace at 3011 George Mason Ave # 3, Winter Park, FL 32792
On Market For 6 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1056

  • Year Built

    1974

  • $/SqFt

    $170

Colonies - Don’t miss your chance to own in this area—schedule your showing today! WHEATLEY REALTY GROUP.

Condo For Sale $179,900

Stone sign for Waterfall Cove at Winter Park with tropical landscaping in the background at 1695 Lee Rd # E103, Winter Park, FL 32789
View Details 32 Photos
A dark-colored front door with a handle and a unit number sign, set against neutral-colored walls at 1695 Lee Rd # E103, Winter Park, FL 32789
Bright living room with wood floors and sliding glass doors to a patio area at 1695 Lee Rd # E103, Winter Park, FL 32789
Comfortable living room with a large sectional sofa, wood floors, and a sliding glass door to the backyard at 1695 Lee Rd # E103, Winter Park, FL 32789
On Market For 7 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $204

This Property May Qualify For Up To 60,000.00 In Down Payment Assistance. Ask For Program Details ! ! ROBERT SLACK LLC.

Condo For Sale $749,900

Beautiful condo complex with a red tile roof and well-maintained landscaping at 535 N Interlachen Ave # 106, Winter Park, FL 32789
View Details 28 Photos
Bright, open-plan living space with white walls, hardwood floors, and stylish furnishings at 535 N Interlachen Ave # 106, Winter Park, FL 32789
Sun-filled living room with comfortable seating and a dining area at 535 N Interlachen Ave # 106, Winter Park, FL 32789
Cozy living room featuring modern decor, a large window, and stylish furniture at 535 N Interlachen Ave # 106, Winter Park, FL 32789
On Market For 8 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    970

  • Year Built

    1972

  • $/SqFt

    $773

Just moments from the iconic Winter Park 9 Golf Course, this rare opportunity to own a private, luxury condo in a coveted location won’t last long. KELLER WILLIAMS WINTER PARK.

Condo For Sale $370,000

Charming townhome with a brick driveway and stone accents on the facade at 3167 Crown Jewel Ct, Winter Park, FL 32792
View Details 29 Photos
Open-concept living space with stainless steel appliances and modern finishes at 3167 Crown Jewel Ct, Winter Park, FL 32792
Gourmet kitchen with stainless steel appliances and stylish backsplash at 3167 Crown Jewel Ct, Winter Park, FL 32792
Open-concept living area featuring modern gray tones and stainless appliances at 3167 Crown Jewel Ct, Winter Park, FL 32792
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1406

  • Year Built

    2019

  • $/SqFt

    $263

Coronado Townhomes - If you need assistance with specifics like pricing or additional features, feel free to ask! CALL IT CLOSED INTL REALTY.

Condo For Sale $128,000

Charming condo with white railing balcony, a hammock, and flower pots for a relaxing outdoor living at 3045 Aaron Burr Ave # P-2D, Winter Park, FL 32792
View Details 21 Photos
Cozy bedroom with a comfortable bed, stylish wooden floor, and bright natural light from the windows at 3045 Aaron Burr Ave # P-2D, Winter Park, FL 32792
Bright bedroom featuring a sliding glass door and a ceiling fan for added comfort and natural light at 3045 Aaron Burr Ave # P-2D, Winter Park, FL 32792
Well-lit bedroom featuring a chest of drawers with an open bathroom entrance at 3045 Aaron Burr Ave # P-2D, Winter Park, FL 32792
On Market For 6 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1062

  • Year Built

    1974

  • $/SqFt

    $121

Seller will pay special assesment at closing time FLORIDA REALTY INVESTMENTS.

Condo For Sale $229,900

Condo exterior shows well-maintained lawn and neutral paint scheme at 2923 Antique Oaks Cir # 39, Winter Park, FL 32792
View Details 22 Photos
A front door with black paint stands out against the neutral tones of the building's exterior at 2923 Antique Oaks Cir # 39, Winter Park, FL 32792
Exterior view with steps leading up to a unit, showcasing the building's architecture at 2923 Antique Oaks Cir # 39, Winter Park, FL 32792
Kitchen features black appliances, tile backsplash and countertop at 2923 Antique Oaks Cir # 39, Winter Park, FL 32792
On Market For 9 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1105

  • Year Built

    1984

  • $/SqFt

    $208

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

Condo For Sale $260,000

Inviting front entrance featuring a concrete walkway, well-maintained landscaping, and a neutral-colored facade with decorative lighting at 1913 Woodcrest Dr # B, Winter Park, FL 32792
View Details 23 Photos
Bright living room with wood floors and natural light at 1913 Woodcrest Dr # B, Winter Park, FL 32792
Cozy breakfast nook with banquette seating and bright lighting at 1913 Woodcrest Dr # B, Winter Park, FL 32792
Inviting dining area featuring a round table and bright windows at 1913 Woodcrest Dr # B, Winter Park, FL 32792
On Market For 11 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    987

  • Year Built

    1973

  • $/SqFt

    $263

Call for your private tour today! FUTURE HOME REALTY INC.

Condo For Sale $200,000

Multi-Gathering home with blue doors and shutters with black metal staircases and green plants at 3651 N Goldenrod Rd # 210, Winter Park, FL 32792
View Details 19 Photos
Condo front door in blue with gold hardware and white trim, house number B210 at 3651 N Goldenrod Rd # 210, Winter Park, FL 32792
Comfortable living room with dark wood floors, black sofa, TV, and patterned chair at 3651 N Goldenrod Rd # 210, Winter Park, FL 32792
Bright kitchen featuring white cabinets, granite countertops, and black appliances at 3651 N Goldenrod Rd # 210, Winter Park, FL 32792
On Market For 11 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    840

  • Year Built

    1990

  • $/SqFt

    $238

Don’t miss this opportunity—schedule a viewing today! WRA BUSINESS & REAL ESTATE.

Condo For Sale $195,000

Exterior of condo with stairs leading to the second story entrance and tidy landscaping at 631 Grenadine Ct # 631, Winter Park, FL 32792
View Details 24 Photos
Entry hallway features gray laminate flooring, modern trim, and storage cabinet at 631 Grenadine Ct # 631, Winter Park, FL 32792
Open-concept living room features modern light fixtures, laminate floors and kitchen island at 631 Grenadine Ct # 631, Winter Park, FL 32792
Sunlit living room featuring sleek dark floors, fireplace, large windows and a white sofa at 631 Grenadine Ct # 631, Winter Park, FL 32792
On Market For 11 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    759

  • Year Built

    1981

  • $/SqFt

    $257

Winter Park Villas - Don't miss this incredible opportunity—schedule your showing today! GECKO REALTY, INC.

Condo For Sale $190,000

Charming two-story condo featuring well-maintained landscaping and a classic brick walkway leading to the front door at 224 Lewfield Cir, Winter Park, FL 32792
View Details 20 Photos
A relaxing outdoor patio and balcony offers a private retreat in this lovely condo at 224 Lewfield Cir, Winter Park, FL 32792
Bright living room with neutral walls, plush carpet, stylish furniture, and a large sliding glass door at 224 Lewfield Cir, Winter Park, FL 32792
Cozy dining room featuring bright orange walls, a decorative painting, and a window with natural light at 224 Lewfield Cir, Winter Park, FL 32792
On Market For 11 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    953

  • Year Built

    1973

  • $/SqFt

    $199

Easy to show - call today to schedule your tour! WEMERT GROUP REALTY LLC.

Condo For Sale $285,000

Charming exterior of home featuring well-maintained landscaping and a warm, inviting entrance at 2464 Harbour Way, Winter Park, FL 32792
View Details 31 Photos
Bright living room featuring open concept and tile flooring that connects to an open kitchen at 2464 Harbour Way, Winter Park, FL 32792
Bright living room featuring open concept and tile flooring that connects to an open kitchen at 2464 Harbour Way, Winter Park, FL 32792
Large and spacious living room with tile flooring and bright white paint at 2464 Harbour Way, Winter Park, FL 32792
On Market For 15 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1296

  • Year Built

    1978

  • $/SqFt

    $220

Windward Square - It also features a unique loft that can be used as an office Sliding glass doors open to a private, fenced backyard with a large concrete patio—perfect for outdoor relaxation Schedule your appointment Now! AGENT TRUST REALTY CORPORATION.

Condo For Sale $725,000

Beautiful condominium entrance with well-maintained landscaping, columns and palm trees at 100 S Interlachen Ave # 111, Winter Park, FL 32789
View Details 40 Photos
Inviting front door with wreath, potted plants and 'welcome' mat adding charm at 100 S Interlachen Ave # 111, Winter Park, FL 32789
Open concept kitchen with stainless steel appliances and granite countertops at 100 S Interlachen Ave # 111, Winter Park, FL 32789
Bright kitchen with a large island, stainless steel appliances and white cabinetry at 100 S Interlachen Ave # 111, Winter Park, FL 32789
On Market For 16 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    901

  • Year Built

    1971

  • $/SqFt

    $805

Offered at $725,000, with optional turnkey package available. Welcome home. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $399,900

Charming townhouse featuring a private balcony, well-manicured lawn, and inviting front entrance at 350 Killarney Bay Ct # 5, Winter Park, FL 32789
View Details 35 Photos
Picturesque lake sunset reflecting a colorful sky from the neighborhood dock at 350 Killarney Bay Ct # 5, Winter Park, FL 32789
Inviting dining area features a modern light fixture, contemporary table, and wood flooring at 350 Killarney Bay Ct # 5, Winter Park, FL 32789
Inviting dining area features a modern light fixture, contemporary table, and wood flooring at 350 Killarney Bay Ct # 5, Winter Park, FL 32789
On Market For 16 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1428

  • Year Built

    1986

  • $/SqFt

    $280

Fees include exterior maintenance, pool, dock & trash. FOLIO REALTY LLC.

Condo For Sale $180,000

Inviting townhouse front door with brick exterior and attractive blue accents at 7340 Daniel Webster Dr # 7, Winter Park, FL 32792
View Details 17 Photos
Charming townhouse with brick exterior and beautiful blue trim around the front door at 7340 Daniel Webster Dr # 7, Winter Park, FL 32792
Bright living room with hardwood floors and a sliding glass door to the outdoors at 7340 Daniel Webster Dr # 7, Winter Park, FL 32792
Open concept living room features wood-look floors and a large window with natural light at 7340 Daniel Webster Dr # 7, Winter Park, FL 32792
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1356

  • Year Built

    1974

  • $/SqFt

    $133

Colonies - Don’t miss out on the opportunity to own this updated and well-located condo—schedule your showing today! EXP REALTY LLC.

Condo For Sale $159,000

Beautiful Waterfall Cove condo complex with mature landscaping, blue skies, and palm trees at 1695 Lee Rd # B109, Winter Park, FL 32789
View Details 9 Photos
This bedroom features a large window, a ceiling fan, and a comfortable bed with a Mickey Mouse doll at 1695 Lee Rd # B109, Winter Park, FL 32789
Walk-in closet with clothing and storage, providing organization and space at 1695 Lee Rd # B109, Winter Park, FL 32789
Cozy living room with nice plants and decor, creating a comfortable and inviting atmosphere at 1695 Lee Rd # B109, Winter Park, FL 32789
On Market For 15 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    638

  • Year Built

    1966

  • $/SqFt

    $249

Waterfall Cove - Close proximity to many local outdoor parks & restaurants. EXP REALTY LLC.

Pended $695,000

Signage for 'The Cloisters' with lush landscaping and manicured bushes in front of a condominium building at 100 S Interlachen Ave # 203, Winter Park, FL 32789
View Details 40 Photos
Aerial view of the Cloisters Condominiums with pool and lakefront access, surrounded by lush trees at 100 S Interlachen Ave # 203, Winter Park, FL 32789
Exterior hallway featuring unique brickwork, lighting, and view of palm trees at The Cloisters at 100 S Interlachen Ave # 203, Winter Park, FL 32789
Exterior hallway featuring unique brickwork and view of the building at The Cloisters at 100 S Interlachen Ave # 203, Winter Park, FL 32789
On Market For 19 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1267

  • Year Built

    1971

  • $/SqFt

    $549

Seize this rare opportunity to own a desirable residence at The Cloisters, schedule your private tour today and embrace a home where elegance meets effortless living. PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $699,900

Stunning aerial view of modern townhomes overlooking a scenic lake with city skyline in the background at 1806 Mondrian Cir, Winter Park, FL 32789
View Details 40 Photos
Bird's eye view of luxury townhome community, showcasing modern architecture and waterfront access with boat docks at 1806 Mondrian Cir, Winter Park, FL 32789
Bright entryway with wood floors, white door, and natural light, creating a welcoming and modern feel at 1806 Mondrian Cir, Winter Park, FL 32789
Stylish staircase with dark wood steps and modern black railings, adjacent to a well-lit, open-concept space at 1806 Mondrian Cir, Winter Park, FL 32789
On Market For 23 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2016

  • Year Built

    2018

  • $/SqFt

    $347

Don’t miss out on this exceptional opportunity to call this stunning townhome your own! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $425,000

Reduced By $24,000

Charming two-story home with a two-car garage, terracotta roof, and lush, tropical landscaping at 176 Balfour Dr # 4, Winter Park, FL 32792
View Details 35 Photos
Exterior view of townhomes with terracotta roofs, two car garages, and tropical landscaping at 176 Balfour Dr # 4, Winter Park, FL 32792
Bright entryway features a staircase with black railings and wood-look flooring at 176 Balfour Dr # 4, Winter Park, FL 32792
Entryway featuring a staircase with black railings and vinyl flooring at 176 Balfour Dr # 4, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 23 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1740

  • Year Built

    1980

  • $/SqFt

    $244

Close to beautiful Ward Park, shopping, dining, downtown Winter Park, Rollins College and easy access to I-4 and the 417 Greenway. Don't miss out! ARMEL REAL ESTATE INC.

Condo For Sale $260,000

Charming condo building featuring brick accents, white railings, and large trees adding to the curb appeal at 2500 Lee Rd # 202, Winter Park, FL 32789
View Details 84 Photos
Condo exterior with brick accents, white railings, with trees adding shade and curb appeal at 2500 Lee Rd # 202, Winter Park, FL 32789
Condo exterior showcasing white railing and rocking chair on the front porch at 2500 Lee Rd # 202, Winter Park, FL 32789
Exterior view showcasing the building's facade with balcony, pillars, and covered parking at 2500 Lee Rd # 202, Winter Park, FL 32789
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    956

  • Year Built

    1969

  • $/SqFt

    $272

Located approx 10 minutes from Downtown Orlando, approx 20-30 mins to Orlando International Airport, Disney Springs and Universal Studios. THE ANDERSON GROUP & CO PL.

Pended $247,000

Reduced By $9,000

Inviting exterior view of a bright home featuring beautiful landscaping and a well-maintained facade at 2494 Timberline Dr # 0, Winter Park, FL 32792
View Details 23 Photos
Charming front entrance with lush landscaping leading to a welcoming home at 2494 Timberline Dr # 0, Winter Park, FL 32792
Bright dining room featuring hardwood floors and a stylish chandelier at 2494 Timberline Dr # 0, Winter Park, FL 32792
Cozy living room with neutral tones, comfortable seating, and stylish decor at 2494 Timberline Dr # 0, Winter Park, FL 32792
On Market For 12 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1316

  • Year Built

    1980

  • $/SqFt

    $188

Cedarwood Village - Whether you're seeking a serene retreat or a vibrant city lifestyle, this home is an exceptional choice. Schedule your private tour today! MARK SPAIN REAL ESTATE.

Condo For Sale $130,000

Unit B front door with a modern keyless entry system, offering security and convenience for residents at 3035 George Mason Ave # 19, Winter Park, FL 32792
View Details 23 Photos
Bright living room featuring wood-style flooring, accent wall, and natural light, perfect for relaxation and entertainment at 3035 George Mason Ave # 19, Winter Park, FL 32792
Spacious living room with stylish wood-style flooring, offering a modern and inviting atmosphere for residents at 3035 George Mason Ave # 19, Winter Park, FL 32792
Open-concept living room with wood-style flooring and neutral walls, creating a welcoming and versatile space at 3035 George Mason Ave # 19, Winter Park, FL 32792
On Market For 23 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    549

  • Year Built

    1974

  • $/SqFt

    $237

Colonies - Rented for $1350 monthly (end February 2025) and low HOA, great return on investment! FRIENDS REALTY LLC.

Condo For Sale $128,000

Winter Park Woods Condominium entrance sign with landscaping and parking at 116 Scottsdale Sq # 2, Winter Park, FL 32792
View Details 11 Photos
Spacious living room featuring tile flooring, and access to outdoor balcony at 116 Scottsdale Sq # 2, Winter Park, FL 32792
Bedroom featuring hardwood floors and ample closet space at 116 Scottsdale Sq # 2, Winter Park, FL 32792
Bathroom with sleek vanity, toilet and shower with curtain at 116 Scottsdale Sq # 2, Winter Park, FL 32792
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1974

  • $/SqFt

    $125

Whether you're a first-time homebuyer looking for an affordable and stylish place to call home or an investor seeking a high-potential rental property, this condo is an excellent opportunity to own in one of Central Florida’s most desirable areas! RE/MAX TOWN & COUNTRY REALTY.

Condo For Sale $128,000

Winter Park Woods Condominium signage, landscaping, with nearby parking and greenery at 285 Scottsdale Sq # 285, Winter Park, FL 32792
View Details 15 Photos
Screened patio overlooking a shared yard, with green grass, and community structures in the distance at 285 Scottsdale Sq # 285, Winter Park, FL 32792
Compact eat-in kitchen offers modern appliance package and lots of natural light at 285 Scottsdale Sq # 285, Winter Park, FL 32792
Bathroom with tiled stand-up shower, commode, and vanity with wooden cabinet at 285 Scottsdale Sq # 285, Winter Park, FL 32792
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1974

  • $/SqFt

    $125

Whether you're a first-time homebuyer looking for an affordable and stylish place to call home or an investor seeking a high-potential rental property, this condo is an excellent opportunity to own in one of Central Florida’s most desirable areas! RE/MAX TOWN & COUNTRY REALTY.

Condo For Sale $128,000

Winter Park Woods Condominium complex entrance sign with lush landscaping at 243 Scottsdale Sq # 243, Winter Park, FL 32792
View Details 17 Photos
A cozy living room features tile flooring and sliding glass doors to a balcony at 243 Scottsdale Sq # 243, Winter Park, FL 32792
Kitchen with white cabinetry, tile backsplash, and open breakfast bar at 243 Scottsdale Sq # 243, Winter Park, FL 32792
A well-lit kitchen offers a range of white cabinets and modern stainless steel appliances at 243 Scottsdale Sq # 243, Winter Park, FL 32792
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1974

  • $/SqFt

    $125

Whether you're a first-time homebuyer looking for an affordable and stylish place to call home or an investor seeking a high-potential rental property, this condo is an excellent opportunity to own in one of Central Florida’s most desirable areas! RE/MAX TOWN & COUNTRY REALTY.

Condo For Sale $247,500

Inviting condo building exterior with landscaping at 1500 Gay Rd # 10C, Winter Park, FL 32789
View Details 20 Photos
Condo building exterior, well-maintained at 1500 Gay Rd # 10C, Winter Park, FL 32789
Condo building exterior with walkway at 1500 Gay Rd # 10C, Winter Park, FL 32789
Bright dining room with hardwood floors at 1500 Gay Rd # 10C, Winter Park, FL 32789
On Market For 24 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1026

  • Year Built

    1972

  • $/SqFt

    $241

Chateaux Du Lac - Don't miss this opportunity to view and own in this lovely community! REALCOM REAL ESTATE SERVICES INC.

Condo For Sale $925,000

Modern two-story townhouses with gray siding and white accents at 1762 Mondrian Cir, Winter Park, FL 32789
View Details 42 Photos
Side view of townhouses, showing walkway and landscaping at 1762 Mondrian Cir, Winter Park, FL 32789
Community of modern townhouses near a lake at 1762 Mondrian Cir, Winter Park, FL 32789
Modern townhome community with a spacious layout at 1762 Mondrian Cir, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2265

  • Year Built

    2024

  • $/SqFt

    $408

Live the life you deserve in our exceptional townhome! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $550,000

Charming condo complex featuring a stucco facade, red tile roof, lush landscaping, and gated entry for added security at 535 N Interlachen Ave # 203, Winter Park, FL 32789
View Details 31 Photos
Brick pathway leads to a courtyard fountain, creating a serene atmosphere at 535 N Interlachen Ave # 203, Winter Park, FL 32789
Modern stainless steel elevator for convenient access to upper floors at 535 N Interlachen Ave # 203, Winter Park, FL 32789
Private condo entry with dark brown door and exterior light fixture at 535 N Interlachen Ave # 203, Winter Park, FL 32789
On Market For 25 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    986

  • Year Built

    1972

  • $/SqFt

    $558

Please note: NO PETS AND NO LEASES. PARK VIEW REALTY INC.

Condo For Sale $457,000

Modern two-story townhome with gray siding, two-car garage, and walkway at 2033 Canny Cv, Winter Park, FL 32792
View Details 34 Photos
Spacious kitchen featuring gray cabinets, stainless steel appliances, and an island at 2033 Canny Cv, Winter Park, FL 32792
Modern kitchen with quartz countertops, stainless steel dishwasher, and open layout at 2033 Canny Cv, Winter Park, FL 32792
Bright dining area with glass table, white chairs, and view of the living room at 2033 Canny Cv, Winter Park, FL 32792
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2023

  • $/SqFt

    $240

With no CDD, this gorgeous townhome is perfect whether you're looking for your first home or a smart investment opportunity. Explore the possibilities today! LPT REALTY, LLC.

Pended $249,900

Inviting exterior with a bright red door and well-maintained landscaping at 2337 Antilles Dr, Winter Park, FL 32792
View Details 37 Photos
Front view of a condo with a red door and landscaping at 2337 Antilles Dr, Winter Park, FL 32792
Hallway with white closet doors and tile flooring at 2337 Antilles Dr, Winter Park, FL 32792
Spacious living room with vaulted ceilings and large windows at 2337 Antilles Dr, Winter Park, FL 32792
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    849

  • Year Built

    1979

  • $/SqFt

    $294

Note: Roof and A/C are older. Three photos are virtually-staged. KELLER WILLIAMS ADVANTAGE REAL.

Condo For Sale $175,000

Reduced By $7,000

Cute teal exterior of condo with a tree and parking at 4768 Tangerine Ave # 4768, Winter Park, FL 32792
View Details 10 Photos
Clean bathroom with shower, toilet and vanity at 4768 Tangerine Ave # 4768, Winter Park, FL 32792
Main bedroom with king-size bed and dark wood floors at 4768 Tangerine Ave # 4768, Winter Park, FL 32792
Guest bedroom with a double bed and plenty of closet space at 4768 Tangerine Ave # 4768, Winter Park, FL 32792
On Market For 27 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    753

  • Year Built

    1973

  • $/SqFt

    $232

Wrenwood Heights - Act quickly—this opportunity won't last long! INVESTLER REALTY.

Condo For Sale $220,000

Inviting condo exterior featuring well-maintained landscaping, private entrance, and covered porch at 2935 Antique Oaks Cir # 64, Winter Park, FL 32792
View Details 28 Photos
Charming front door with a cheerful welcome mat in a textured entryway at 2935 Antique Oaks Cir # 64, Winter Park, FL 32792
Living room with white reclining sofas, wood floors, and open concept to kitchen at 2935 Antique Oaks Cir # 64, Winter Park, FL 32792
Living room with white reclining sofas, kitchen view, and wood floors at 2935 Antique Oaks Cir # 64, Winter Park, FL 32792
On Market For 30 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1018

  • Year Built

    1984

  • $/SqFt

    $216

Parkview Village - Don't miss out on this fantastic opportunity to live in a renovated and conveniently located apartment in Winter Park! CREEGAN GROUP.

Pended $295,000

The Gallery at Winter Park community entrance with landscaping at 2419 Gallery View Dr # 10, Winter Park, FL 32792
View Details 31 Photos
Two-story building exterior with balconies and stairs at 2419 Gallery View Dr # 10, Winter Park, FL 32792
Building entrance with a teal door and hallway at 2419 Gallery View Dr # 10, Winter Park, FL 32792
Bright entryway with dark hardwood floors and coat rack at 2419 Gallery View Dr # 10, Winter Park, FL 32792
On Market For 30 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1026

  • Year Built

    1985

  • $/SqFt

    $288

Gallery At Winter Park - Call today to schedule your private viewing of this wonderful Winter Park condo! FANNIE HILLMAN & ASSOCIATES.

Pended $1,095,000

Aerial view of a luxury apartment building with a unique architectural design at 100 S Virginia Ave # 401, Winter Park, FL 32789
View Details 52 Photos
An aerial view showcasing the building's location and surrounding urban landscape at 100 S Virginia Ave # 401, Winter Park, FL 32789
Bright and spacious living room with hardwood floors and large windows at 100 S Virginia Ave # 401, Winter Park, FL 32789
Elegant living room featuring hardwood floors, a chandelier, and classic columns at 100 S Virginia Ave # 401, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2615

  • Year Built

    2008

  • $/SqFt

    $419

Don’t miss your chance to experience the pinnacle of urban sophistication at the Douglas Grand. PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $265,000

Inviting condo exterior featuring a well-manicured walkway and landscaping at 2394 Sun Valley Cir # 2394, Winter Park, FL 32792
View Details 21 Photos
Cedarwood Village Condominiums sign, welcoming residents and guests at 2394 Sun Valley Cir # 2394, Winter Park, FL 32792
Spacious living room with a fireplace and comfortable seating at 2394 Sun Valley Cir # 2394, Winter Park, FL 32792
Open living area with vaulted ceiling and ample natural light at 2394 Sun Valley Cir # 2394, Winter Park, FL 32792
On Market For 31 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1295

  • Year Built

    1983

  • $/SqFt

    $205

Cedarwood Village - Enjoy low-maintenance living in a beautifully maintained community with easy access to local amenities, shopping, and dining—an ideal blend of style and function. EXP REALTY LLC.

Condo For Sale $265,000

Front view of a two-story townhouse with a carport and well-maintained landscaping at 7482 Canford Ct # 9, Winter Park, FL 32792
View Details 15 Photos
A bright entryway with white door and tile floors at 7482 Canford Ct # 9, Winter Park, FL 32792
Spacious kitchen with dark wood cabinets and modern appliances at 7482 Canford Ct # 9, Winter Park, FL 32792
Kitchen with stainless steel refrigerator and sliding glass door to backyard at 7482 Canford Ct # 9, Winter Park, FL 32792
On Market For 32 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1393

  • Year Built

    1974

  • $/SqFt

    $190

Don't miss this opportunity to experience the best of Winter Park living! LUXE HUNTER REAL ESTATE.

Pended $255,000

Cute and cozy single story home with a well-manicured lawn at 7729 Country Pl, Winter Park, FL 32792
View Details 23 Photos
Bright living room with white sectional sofa and access to a patio at 7729 Country Pl, Winter Park, FL 32792
Bright living room featuring a white sectional sofa and hardwood floors at 7729 Country Pl, Winter Park, FL 32792
Clean hallway with light walls and wood-look floors leading to the kitchen at 7729 Country Pl, Winter Park, FL 32792
On Market For 30 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1068

  • Year Built

    1982

  • $/SqFt

    $239

Schedule your private tour today before it’s gone! CALL IT CLOSED INTL REALTY.

Condo For Sale $315,000

Curved building exterior with landscaping and walkway at 700 Melrose Ave # A 22, Winter Park, FL 32789
View Details 25 Photos
Building hallway with door to unit and fire extinguisher at 700 Melrose Ave # A 22, Winter Park, FL 32789
Long hallway with view of trees and landscaping at 700 Melrose Ave # A 22, Winter Park, FL 32789
Spacious living room with hardwood floors and large windows at 700 Melrose Ave # A 22, Winter Park, FL 32789
On Market For 33 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1074

  • Year Built

    1964

  • $/SqFt

    $293

Experience all that makes Winter Park Gardens the best buy in Winter Park. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $479,900

Townhouse exterior featuring a light blue facade, two-car garage and walkway at 2719 Bright Bird Ln, Winter Park, FL 32792
View Details 63 Photos
An aerial view of townhomes features well-maintained landscaping, individual driveways, attached garages, and a nearby community pond at 2719 Bright Bird Ln, Winter Park, FL 32792
Front view of townhouse with walkway, landscaping, and two-car garage at 2719 Bright Bird Ln, Winter Park, FL 32792
Open kitchen with stainless steel appliances and an island at 2719 Bright Bird Ln, Winter Park, FL 32792
On Market For 34 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2024

  • $/SqFt

    $252

Don't miss this incredible opportunity to own a home in the desirable Grayson Square community in beautiful Winter Park! Hablo Español. LPT REALTY.

Condo For Sale $440,000

Modern three-story townhome with two-car garage and landscaped front at 1496 Broad Wing Ln, Winter Park, FL 32792
View Details 59 Photos
Townhome's front entry with double doors and brick walkway at 1496 Broad Wing Ln, Winter Park, FL 32792
Open-concept living area with kitchen, dining, and seating at 1496 Broad Wing Ln, Winter Park, FL 32792
Modern kitchen with granite countertops and stainless steel appliances at 1496 Broad Wing Ln, Winter Park, FL 32792
On Market For 36 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1755

  • Year Built

    2021

  • $/SqFt

    $251

Enclave At Hawks Crest - The low HOA fee covers these amenities as well as exterior maintenance, internet and cable. Schedule your showing today! BHHS FLORIDA REALTY.

Condo For Sale $280,000

Reduced By $10,000

Two-story tan townhouse with a brick facade and a mature tree in the front yard, offering curb appeal at 255 Sandlewood Trl # 4, Winter Park, FL 32789
View Details 32 Photos
Community sign reading Sandlewood Creek surrounded by greenery, adding a welcoming touch to the neighborhood at 255 Sandlewood Trl # 4, Winter Park, FL 32789
Open-concept living room with tile flooring, ceiling fan, and a view into the kitchen with bar seating at 255 Sandlewood Trl # 4, Winter Park, FL 32789
Bedroom featuring a cozy bed, neutral walls, and artwork adding character to the space at 255 Sandlewood Trl # 4, Winter Park, FL 32789
On Market For 38 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    960

  • Year Built

    1984

  • $/SqFt

    $292

Roof - recently replaced, AC - Newer, Hot Water Heater - Newer. MAIN STREET PROPERTIES.

Pended $196,000

Cute and colorful mid-century condo building with two units at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
View Details 28 Photos
Wrenwood Condominiums sign, welcoming residents and guests at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
Condo building entrance with colorful facade and landscaping at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
Bright entryway with stairs, hardwood floors, and console table at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 34 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1281

  • Year Built

    1973

  • $/SqFt

    $153

Wrenwood Heights - The neighborhood is pet-friendly and well maintained. RE/MAX TOWN & COUNTRY REALTY.

Pended $725,000

Building exterior showcasing modern design, landscaping, and inviting walkways at 350 Carolina Ave # 301, Winter Park, FL 32789
View Details 51 Photos
Building entryway with modern elevator and access to residential units at 350 Carolina Ave # 301, Winter Park, FL 32789
Residential entry with black doors and a view into a stairwell at 350 Carolina Ave # 301, Winter Park, FL 32789
Interior hallway with modern finishes and access to apartment units at 350 Carolina Ave # 301, Winter Park, FL 32789
On Market For 36 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1544

  • Year Built

    2006

  • $/SqFt

    $470

This unit is gem and units of this quality hardly come on market – schedule your showing today. KELLY PRICE & COMPANY LLC.

Condo For Sale $252,500

Reduced By $8,000

Covered carport with space for one car and extra storage at 7474 Canford Ct # 13, Winter Park, FL 32792
View Details 39 Photos
Covered carport with space for one car and extra storage at 7474 Canford Ct # 13, Winter Park, FL 32792
Covered carport with space for one car and extra storage at 7474 Canford Ct # 13, Winter Park, FL 32792
Attached garage with ample space for parking and storage at 7474 Canford Ct # 13, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 38 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1611

  • Year Built

    1974

  • $/SqFt

    $157

Walking into your dream home is easy—schedule your showing today! Buyer agents are welcome. CMI REALTY.

Condo For Sale $144,900

Well-maintained condo building with landscaping and brick pathway at 1695 Lee Rd # A209, Winter Park, FL 32789
View Details 23 Photos
Galley kitchen with wood cabinets, black appliances, and tile floor at 1695 Lee Rd # A209, Winter Park, FL 32789
Eat-in kitchen with wood cabinets, black appliances, and tile floor at 1695 Lee Rd # A209, Winter Park, FL 32789
Kitchen with wood cabinets, black appliances, and tile floor at 1695 Lee Rd # A209, Winter Park, FL 32789
On Market For 40 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    638

  • Year Built

    1966

  • $/SqFt

    $227

Don’t miss out - schedule your showing today! Easy Show ! FUSILIER REALTY GROUP.

Viewing CONDOS 1 to 50 of 148

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 407-485-1814 and speak with one of our real estate consultants.

Popular Condos

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$208,467
$199,900
255
0.4%
51.8%
113

Apopka
$338,578
$349,990
174
0.0%
45.4%
101

Belle Isle
$174,900
$174,900
1
0.0%
0.0%
43

Casselberry
$230,936
$234,750
58
1.7%
60.3%
69

Celebration
$471,088
$440,000
77
1.3%
48.1%
91

Champions Gate
$400,173
$423,999
11
0.0%
36.4%
212

Clermont
$377,418
$350,392
98
0.0%
54.1%
100

Gotha
$297,450
$297,450
2
0.0%
100.0%
138

Groveland
$332,293
$334,900
18
0.0%
66.7%
101

Harmony
$274,362
$277,250
8
12.5%
62.5%
141

Kissimmee
$349,603
$340,000
1260
1.0%
48.1%
126

Longwood
$265,406
$253,500
68
0.0%
61.8%
84

Maitland
$312,839
$289,500
48
0.0%
39.6%
93

Montverde
$430,650
$424,950
6
0.0%
16.7%
73

Ocoee
$324,261
$332,000
30
0.0%
40.0%
78

Orlando
$292,600
$239,900
1751
0.4%
48.4%
99

Oviedo
$437,459
$406,900
60
0.0%
41.7%
82

Poinciana
$277,765
$299,400
20
0.0%
70.0%
159

Reunion
$384,646
$359,440
112
0.0%
58.0%
140

Saint Cloud
$338,845
$340,990
159
0.6%
62.3%
138

Sanford
$304,883
$305,400
108
0.0%
51.9%
72

Sorrento
$312,000
$312,000
2
0.0%
50.0%
125

Windermere
$413,823
$415,000
52
0.0%
42.3%
76

Winter Garden
$435,284
$445,080
156
0.6%
46.2%
95

Winter Springs
$319,462
$300,000
73
1.4%
50.7%
85

EasyStreet

Call to Schedule a Showing

(407) 485-1814

(407) 485-1814