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143 Results

View 143 Winter Park Florida Condos for Sale

Condo For Sale $275,000

Reduced By $10,000

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 43 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1296

  • Year Built

    1978

  • $/SqFt

    $212

Windward Square - 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 $698,500

Reduced By $26,500

Stunning aerial view of the Cloisters complex, highlighting its lakeside location and terracotta tile roofs 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 49 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    901

  • Year Built

    1971

  • $/SqFt

    $775

Offered at under $700K with optional turnkey package available. Welcome home. FANNIE HILLMAN & ASSOCIATES.

Pended $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 44 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 $170,000

Reduced By $10,000

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 49 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1356

  • Year Built

    1974

  • $/SqFt

    $125

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 $155,000

Reduced By $4,000

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 49 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    638

  • Year Built

    1966

  • $/SqFt

    $243

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

Condo For Sale $690,000

Reduced By $9,900

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 56 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2016

  • Year Built

    2018

  • $/SqFt

    $342

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

Condo For Sale $255,000

Reduced By $5,000

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 56 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    956

  • Year Built

    1969

  • $/SqFt

    $267

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.

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 56 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 56 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 56 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 56 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
Dining room view into the kitchen area with warm colors and natural light at 1500 Gay Rd # 10C, Winter Park, FL 32789
On Market For 57 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 $895,000

Reduced By $30,000

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
On Market For 58 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2265

  • Year Built

    2024

  • $/SqFt

    $395

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 59 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 58 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.

Condo For Sale $169,900

Reduced By $12,100

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 60 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    753

  • Year Built

    1973

  • $/SqFt

    $226

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

Condo For Sale $220,000

Inviting condo featuring private entrances and lush landscaping, offering a blend of comfort and curb appeal at 2935 Antique Oaks Cir # 64, Winter Park, FL 32792
View Details 28 Photos
Warm and inviting front door with charming decor, a cute welcome mat and a secure lock at 2935 Antique Oaks Cir # 64, Winter Park, FL 32792
Bright living room open to the kitchen and dining area, featuring stylish furnishings and a sliding glass door at 2935 Antique Oaks Cir # 64, Winter Park, FL 32792
Stylish living area with modern decor, connecting to a functional kitchen and cozy dining space at 2935 Antique Oaks Cir # 64, Winter Park, FL 32792
On Market For 63 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.

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 65 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.

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 64 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 $299,000

Reduced By $16,000

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 66 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1074

  • Year Built

    1964

  • $/SqFt

    $278

Winter Park Gardens is a vibrant 55+ community with room for younger owners and offers AN UNMATCHED LOCATION WALKABLE TO EVERYTHING IN WINTER PARK 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 68 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.

Pended $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 69 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 $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 73 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.

Condo For Sale $469,000

Reduced By $5,900

Modern two-story townhome with two-car garage and landscaped front yard at 2229 Shadowland Loop, Winter Park, FL 32792
View Details 31 Photos
Spacious kitchen with granite countertops and stainless steel appliances at 2229 Shadowland Loop, Winter Park, FL 32792
Modern kitchen featuring granite countertops and island with seating at 2229 Shadowland Loop, Winter Park, FL 32792
Open concept kitchen with granite island, stainless steel appliances and breakfast bar at 2229 Shadowland Loop, Winter Park, FL 32792
On Market For 77 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1964

  • Year Built

    2019

  • $/SqFt

    $239

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

Pended $239,900

Front view of charming condo with landscaping at 2498 Timberline Dr # 2498, Winter Park, FL 32792
View Details 28 Photos
Condo entry with a door and storage at 2498 Timberline Dr # 2498, Winter Park, FL 32792
Dining room with hardwood floors and wood table at 2498 Timberline Dr # 2498, Winter Park, FL 32792
Bright dining room with hardwood floors and a wood table, seating six at 2498 Timberline Dr # 2498, Winter Park, FL 32792
On Market For 62 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1295

  • Year Built

    1980

  • $/SqFt

    $185

Simplify your life and become a member of this lovely community. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $225,000

Tan condo building exterior with stairs and small patio at 2924 Antique Oaks Cir # 46, Winter Park, FL 32792
View Details 18 Photos
Spacious living room with light flooring, and neutral colors at 2924 Antique Oaks Cir # 46, Winter Park, FL 32792
Living room with large TV and access to balcony at 2924 Antique Oaks Cir # 46, Winter Park, FL 32792
Galley kitchen with granite countertops and stainless steel appliances at 2924 Antique Oaks Cir # 46, Winter Park, FL 32792
On Market For 77 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1105

  • Year Built

    1984

  • $/SqFt

    $204

Parkview Village - Don’t miss this incredible opportunity! FLORIDA REALTY INVESTMENTS.

Condo For Sale $225,000

Exterior view of a charming orange condo with well-manicured landscaping at 4944 Tangerine Ave # 4944, Winter Park, FL 32792
View Details 27 Photos
Side view of a condo building showcasing its attractive facade and parking at 4944 Tangerine Ave # 4944, Winter Park, FL 32792
Bright living room with L-shaped sofa, hardwood floors, and access to a patio at 4944 Tangerine Ave # 4944, Winter Park, FL 32792
Open concept living and dining area with hardwood floors and stylish furniture at 4944 Tangerine Ave # 4944, Winter Park, FL 32792
On Market For 76 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1059

  • Year Built

    1973

  • $/SqFt

    $212

Wrenwood Heights - This home is a true must-see for those seeking modern living in a vibrant, connected community! WATSON REALTY CORP.

Condo For Sale $387,699

Reduced By $12,300

Lake Virginia building exterior, featuring attractive architecture and landscaping at 690 Osceola Ave # 209, Winter Park, FL 32789
View Details 44 Photos
Lake Virginia building exterior showcasing its unique design and parking at 690 Osceola Ave # 209, Winter Park, FL 32789
Main entrance to Lake Virginia with welcoming landscaping and signage at 690 Osceola Ave # 209, Winter Park, FL 32789
Lake Virginia lobby with comfortable seating and modern decor at 690 Osceola Ave # 209, Winter Park, FL 32789
On Market For 78 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1148

  • Year Built

    1969

  • $/SqFt

    $338

Don’t miss the opportunity to make this exceptional condominium your new home! PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $140,000

Overhead view of 334 Scottsdale Square in Winter Park Woods featuring pool and tennis courts at 334 Scottsdale Sq # 334, Winter Park, FL 32792
View Details 9 Photos
Classic-style kitchen features white cabinetry, laminate countertops, and modern appliances at 334 Scottsdale Sq # 334, Winter Park, FL 32792
Dining area with decorative pendant lighting adjacent to the bright and functional kitchen at 334 Scottsdale Sq # 334, Winter Park, FL 32792
Spacious bedroom with ample closet space and neutral carpeting at 334 Scottsdale Sq # 334, Winter Park, FL 32792
On Market For 78 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1250

  • Year Built

    1974

  • $/SqFt

    $112

MLS Info is intended to be correct but is not guaranteed and all information must be verified by buyers. CHARLES RUTENBERG REALTY ORLANDO.

Condo For Sale $225,000

Reduced By $5,000

Orange two-story townhome with parking and landscaping at 7403 Glen Oaks Way # 82, Winter Park, FL 32792
View Details 20 Photos
Living room with gray sofas, coffee table, and decorative accents at 7403 Glen Oaks Way # 82, Winter Park, FL 32792
Bright kitchen with light wood cabinets and stainless steel appliances at 7403 Glen Oaks Way # 82, Winter Park, FL 32792
Kitchen features stainless steel appliances and light wood cabinets at 7403 Glen Oaks Way # 82, Winter Park, FL 32792
On Market For 84 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1161

  • Year Built

    1983

  • $/SqFt

    $194

Short commute to Full Sail University, UCF, and Valencia Community College, this property is waiting for you! OUTLET REALTY.

Pended $329,900

Reduced By $40,100

Lake Virginia condo building, featuring attractive architecture and landscaping at 690 Osceola Ave # 308, Winter Park, FL 32789
View Details 38 Photos
Modern condo building entrance with a clock tower at 690 Osceola Ave # 308, Winter Park, FL 32789
Lakefront condo building with lush landscaping and walkway at 690 Osceola Ave # 308, Winter Park, FL 32789
Lakefront condo building with private boat docks and pool at 690 Osceola Ave # 308, Winter Park, FL 32789
On Market For 41 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1148

  • Year Built

    1969

  • $/SqFt

    $287

Lake Virginia - Don't miss out on this rare combination of location, lifestyle, and potential! STRAWBERRY FIELDS FOREVER REALY LLC.

Condo For Sale $220,000

Reduced By $30,000

Exterior view of condo building with stairs and landscaping at 669 Grenadine Ct # S, Winter Park, FL 32792
View Details 30 Photos
Bedroom with a bed, nightstand, and tiled floor at 669 Grenadine Ct # S, Winter Park, FL 32792
Bright bedroom with a double bed and en-suite bathroom at 669 Grenadine Ct # S, Winter Park, FL 32792
Bedroom with a bed, chair, and view of the street at 669 Grenadine Ct # S, Winter Park, FL 32792
On Market For 84 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1037

  • Year Built

    1981

  • $/SqFt

    $212

Winter Park Villas - Centrally located in Winter Park, minutes away from shopping, dining, entertainment, and top rated schools including Full Sail University. RE/MAX EXCLUSIVE COLLECTION.

Condo For Sale $140,000

Reduced By $7,500

Building exterior with landscaping and walkway at 1695 Lee Rd # B211, Winter Park, FL 32789
View Details 19 Photos
Private balcony with wooden railing and fence at 1695 Lee Rd # B211, Winter Park, FL 32789
Spacious living room with carpeted floors at 1695 Lee Rd # B211, Winter Park, FL 32789
Living room with sliding glass doors to balcony at 1695 Lee Rd # B211, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 84 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $159

Do not miss your chance to call this one your own! Schedule your private tour today!! ! RE/MAX ASSURED.

Condo For Sale $220,000

Two-story building exterior with gray siding and ample parking at 1000 S Semoran Blvd # 814, Winter Park, FL 32792
View Details 12 Photos
Updated kitchen featuring stainless steel appliances and white cabinets at 1000 S Semoran Blvd # 814, Winter Park, FL 32792
Bright living room with dark laminate wood floors and kitchen pass-through at 1000 S Semoran Blvd # 814, Winter Park, FL 32792
Modern bathroom with white marble shower and updated fixtures at 1000 S Semoran Blvd # 814, Winter Park, FL 32792
On Market For 87 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1049

  • Year Built

    1969

  • $/SqFt

    $210

Golfside - Schedule your showing today and see if this could be your next home! EXP REALTY LLC.

Pended $134,900

Brick and siding exterior of a two-story house with a small lawn at 3000 George Mason Ave # 1, Winter Park, FL 32792
View Details 12 Photos
Small dining area with a square table and four chairs at 3000 George Mason Ave # 1, Winter Park, FL 32792
Clean hallway with tile floors and a blue rug at 3000 George Mason Ave # 1, Winter Park, FL 32792
Well-equipped kitchen with light wood cabinets and granite countertops at 3000 George Mason Ave # 1, Winter Park, FL 32792
On Market For 20 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1108

  • Year Built

    1974

  • $/SqFt

    $122

Colonies - Call for more details and schedule a viewing. PREMIUM PROPERTIES REAL ESTATE.

Condo For Sale $235,000

Reduced By $10,000

Condo building exterior featuring a classic design, landscaping, and ample parking at 1500 Gay Rd # 7A, Winter Park, FL 32789
View Details 23 Photos
Condo building exterior showcasing a classic design and parking area at 1500 Gay Rd # 7A, Winter Park, FL 32789
Open concept kitchen with stainless steel appliances and light grey vinyl flooring at 1500 Gay Rd # 7A, Winter Park, FL 32789
Modern kitchen featuring stainless steel appliances and white shaker cabinets at 1500 Gay Rd # 7A, Winter Park, FL 32789
On Market For 73 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1026

  • Year Built

    1972

  • $/SqFt

    $229

Chateaux Du Lac - The property will not last so don't miss your chance to make this home you own. PRISTINE FLORIDA PROPERTIES LLC.

Pended $649,000

Reduced By $250,000

Two-story house with green awning and palm trees at 735 Maryland Ave, Winter Park, FL 32789
View Details 40 Photos
Two-story house with green awning and lush landscaping at 735 Maryland Ave, Winter Park, FL 32789
Inviting entryway with green double doors and terracotta tile at 735 Maryland Ave, Winter Park, FL 32789
Spacious living room with tiled floors and comfy seating at 735 Maryland Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 96 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2242

  • Year Built

    1987

  • $/SqFt

    $289

Motivated Seller all reasonable offers will be considered. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $620,000

Reduced By $29,000

Two story house with landscaping and a brick driveway at 1392 Indiana Ave, Winter Park, FL 32789
View Details 35 Photos
Two-story house with a white garage door and a brick driveway at 1392 Indiana Ave, Winter Park, FL 32789
Two-story house with a white garage door and a brick driveway at 1392 Indiana Ave, Winter Park, FL 32789
Front porch with wooden door and two rocking chairs at 1392 Indiana Ave, Winter Park, FL 32789
On Market For 97 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1936

  • Year Built

    2008

  • $/SqFt

    $320

Don’t miss the opportunity to live in the heart of Winter Park! Schedule your private showing today. COLDWELL BANKER RESIDENTIAL RE.

Pended $499,000

White multi-story building with lush landscaping and ample parking at 215 E Canton Ave # 215, Winter Park, FL 32789
View Details 15 Photos
Attractive building entrance with awning, landscaping, and brick pavers at 215 E Canton Ave # 215, Winter Park, FL 32789
Spacious living room with hardwood floors, comfortable seating, and tasteful decor at 215 E Canton Ave # 215, Winter Park, FL 32789
Charming dining area with hardwood floors and a drop-leaf table at 215 E Canton Ave # 215, Winter Park, FL 32789
On Market For 81 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1057

  • Year Built

    1971

  • $/SqFt

    $472

No need to go through the lobby for this particular condo. HARRISS M GANEY REALTY.

Condo For Sale $495,000

Reduced By $85,000

Two-story townhome with gray siding, white garage doors, and landscaping at 2774 Bright Bird Ln, Winter Park, FL 32792
View Details 26 Photos
Light and bright entryway with wood floors and a stylish shelf at 2774 Bright Bird Ln, Winter Park, FL 32792
Modern kitchen with stainless steel appliances and an island at 2774 Bright Bird Ln, Winter Park, FL 32792
Stainless steel appliances and white shaker cabinets at 2774 Bright Bird Ln, Winter Park, FL 32792
On Market For 104 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2024

  • $/SqFt

    $260

Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same time! Schedule a tour today! FLORIDA CONNEXION PROPERTIES.

Condo For Sale $169,000

Reduced By $999

Exterior view of a condo unit with a private entrance and small deck at 108 Scottsdale Sq # 108, Winter Park, FL 32792
View Details 15 Photos
Kitchen features wood cabinets, a breakfast bar with seating, and appliances at 108 Scottsdale Sq # 108, Winter Park, FL 32792
Living Room with L-shaped sofa, ottoman, and a Christmas tree at 108 Scottsdale Sq # 108, Winter Park, FL 32792
Home office space with computer setup and musical instruments at 108 Scottsdale Sq # 108, Winter Park, FL 32792
On Market For 104 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1300

  • Year Built

    1974

  • $/SqFt

    $130

Do not wait on this one! Call today! PREMIUM PROPERTIES REAL ESTATE.

Condo For Sale $227,462

Two-story condo building with private entrance and landscaping at 2923 Antique Oaks Cir # 37, Winter Park, FL 32792
View Details 7 Photos
Functional kitchen featuring stainless steel appliances and light countertops at 2923 Antique Oaks Cir # 37, Winter Park, FL 32792
Comfortable living room with hardwood floors and modern black entertainment center at 2923 Antique Oaks Cir # 37, Winter Park, FL 32792
Open-concept space blending living and dining areas with access to the outdoor patio at 2923 Antique Oaks Cir # 37, Winter Park, FL 32792
On Market For 113 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1105

  • Year Built

    1984

  • $/SqFt

    $206

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. FLATFEE.COM.

Condo For Sale $134,900

Reduced By $15,000

Inviting brick building exterior, featuring a well-lit entrance and landscaping at 7340 Daniel Webster Dr # 6, Winter Park, FL 32792
View Details 16 Photos
Renovated kitchen boasts modern white cabinets, stainless steel appliances, and quartz countertops at 7340 Daniel Webster Dr # 6, Winter Park, FL 32792
Bright kitchen with updated stainless steel appliances and light grey cabinets at 7340 Daniel Webster Dr # 6, Winter Park, FL 32792
Updated bathroom with grey vanity, new fixtures, and stylish mirror at 7340 Daniel Webster Dr # 6, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 113 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1267

  • Year Built

    1974

  • $/SqFt

    $106

Don’t miss the opportunity to own this fully renovated condo in a prime Winter Park location—schedule your showing today! KELLER WILLIAMS SUBURBAN TAMPA.

Condo For Sale $350,000

Reduced By $15,000

Inviting condo exterior featuring a private entrance and landscaping at 184 Sandlewood Trl # 2, Winter Park, FL 32789
View Details 12 Photos
Modern kitchen with stainless steel appliances and white shaker cabinets at 184 Sandlewood Trl # 2, Winter Park, FL 32789
Updated kitchen boasting white cabinets, quartz countertops, and a breakfast bar at 184 Sandlewood Trl # 2, Winter Park, FL 32789
Modern kitchen with stainless steel appliances and white shaker cabinets at 184 Sandlewood Trl # 2, Winter Park, FL 32789
On Market For 102 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1133

  • Year Built

    1985

  • $/SqFt

    $309

Re-plumbing and electric panel in 2025. SAVVY AVENUE, LLC.

Condo For Sale $975,000

Modern townhouses with gray siding, and a shared walkway at 1760 Mondrian Cir, Winter Park, FL 32789
View Details 61 Photos
Modern townhouse with gray siding, private walkway, and landscaping at 1760 Mondrian Cir, Winter Park, FL 32789
Modern townhouse with gray and white exterior, and a private garage at 1760 Mondrian Cir, Winter Park, FL 32789
Modern townhome community near the lake at 1760 Mondrian Cir, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 119 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2245

  • Year Built

    2024

  • $/SqFt

    $434

Act now before this incredible opportunity slips away --- your dream home awaits! COLDWELL BANKER RESIDENTIAL RE.

Pended $260,000

Reduced By $20,000

Front view of charming villa with well-manicured landscaping and parking at 7783 Country Pl # J-2, Winter Park, FL 32792
View Details 25 Photos
Exterior of the house with landscaping and parking spaces at 7783 Country Pl # J-2, Winter Park, FL 32792
Bright kitchen with an island, black appliances, and white cabinets at 7783 Country Pl # J-2, Winter Park, FL 32792
Kitchen features an island, breakfast bar, and access to living room at 7783 Country Pl # J-2, Winter Park, FL 32792
On Market For 119 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1230

  • Year Built

    1988

  • $/SqFt

    $211

Minutes to UCF, Full Sail, and 417. Welcome Home! FANNIE HILLMAN & ASSOCIATES.

Pended $135,000

Two-story condo building with stairs and a wooden deck at 126 Scottsdale Sq # 126, Winter Park, FL 32792
View Details 24 Photos
An aerial view of a community pool with surrounding landscaping at 126 Scottsdale Sq # 126, Winter Park, FL 32792
Modern kitchen with stainless steel appliances and granite countertops at 126 Scottsdale Sq # 126, Winter Park, FL 32792
Updated kitchen featuring stainless steel appliances and granite countertops at 126 Scottsdale Sq # 126, Winter Park, FL 32792
On Market For 51 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1085

  • Year Built

    1974

  • $/SqFt

    $124

Schedule a showing today and experience everything this property has hidden within. LPT REALTY.

Condo For Sale $199,900

Building exterior showcases a clean, brick facade at 1250 S Denning Dr # 122, Winter Park, FL 32789
View Details 19 Photos
Building exterior with black door and windows at 1250 S Denning Dr # 122, Winter Park, FL 32789
Open-concept living room with modern decor, wood floors, and a large sliding glass door at 1250 S Denning Dr # 122, Winter Park, FL 32789
Comfortable living room featuring modern decor, sleek furniture, and plenty of natural light at 1250 S Denning Dr # 122, Winter Park, FL 32789
On Market For 128 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    653

  • Year Built

    1967

  • $/SqFt

    $306

Mead Garden - Don't miss out on this incredible value in a prime location—schedule your showing today! ORLANDO HOME DEALER LLC.

Condo For Sale $649,000

Reduced By $111,000

Inviting building entrance with gated access, landscaping, and a walkway at 535 N Interlachen Ave # 305, Winter Park, FL 32789
View Details 29 Photos
Bright entryway with hardwood floors, storage, and a decorative mirror at 535 N Interlachen Ave # 305, Winter Park, FL 32789
Open living space with comfortable seating, large windows, and a view to the kitchen at 535 N Interlachen Ave # 305, Winter Park, FL 32789
Spacious living area featuring a neutral color palette, plush seating, and large windows at 535 N Interlachen Ave # 305, Winter Park, FL 32789
On Market For 126 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1156

  • Year Built

    1972

  • $/SqFt

    $561

The Andalucia community offers a landscaped courtyard and patio, an elevator, and an additional community laundry room, with all the amenities for a comfortable lifestyle. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $260,000

Reduced By $15,000

Charming townhome exterior with well-maintained landscaping and inviting front entrance at 7707 Country Pl, Winter Park, FL 32792
View Details 25 Photos
Exterior view of the townhouse complex showcasing parking and well maintained facade at 7707 Country Pl, Winter Park, FL 32792
Bright kitchen with wood cabinets and stainless steel appliances at 7707 Country Pl, Winter Park, FL 32792
Long hallway with light gray walls and wood-look flooring at 7707 Country Pl, Winter Park, FL 32792
On Market For 128 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1068

  • Year Built

    1984

  • $/SqFt

    $243

The small community includes a pool. Schedule your showing today. INVESTOR'S REAL ESTATE LLC.

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