144 Results

Winter Park Condos For Sale & Winter Park FL Real Estate

Condo For Sale $284,900

Charming front entrance with lattice work and landscaping, welcoming visitors to this lovely home at 1709 Winter Green Blvd, Winter Park, FL 32792
View Details 34 Photos
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
On Market For 2 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

Bright living room featuring sleek floors, a large window with natural light, and modern furnishings at 700 Melrose Ave # L-23, Winter Park, FL 32789
View Details 38 Photos
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 Today

  • 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 $200,000

Charming townhouse with a well-maintained front yard and assigned parking spaces at 7417 Wynnewood Sq # 174, Winter Park, FL 32792
View Details 21 Photos
Townhouse with a front yard featuring mature trees and a well-manicured lawn at 7417 Wynnewood Sq # 174, Winter Park, FL 32792
Stylishly staged living room featuring modern furniture and decor at 7417 Wynnewood Sq # 174, Winter Park, FL 32792
Bright, tiled living room featuring ceiling fans and easy access to the kitchen at 7417 Wynnewood Sq # 174, Winter Park, FL 32792
On Market For 2 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    990

  • Year Built

    1984

  • $/SqFt

    $202

Don’t miss your chance to call this fantastic condo your home! REDFIN CORPORATION.

Condo For Sale $449,000

Stunning condominium building with beautiful landscaping, fountain, and secure access for elegant living at 311 E Morse Blvd # 6-7, Winter Park, FL 32789
View Details 21 Photos
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 5 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    884

  • Year Built

    1960

  • $/SqFt

    $508

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

Condo For Sale $260,000

Inviting one-story home with a well-manicured lawn and ample parking on a concrete driveway at 2471 Tahoe Cir # 00, Winter Park, FL 32792
View Details 50 Photos
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 5 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 $245,000

Charming townhome with covered parking and a cozy front porch area with a red door at 7468 Swallow Run # 38, Winter Park, FL 32792
View Details 27 Photos
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 6 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1578

  • Year Built

    1974

  • $/SqFt

    $155

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

Condo For Sale $285,000

Two story condo building with neutral paint, dark railings, tropical plants, and stairs leading to the second level entrance at 609 Gallery Dr # 2, Winter Park, FL 32792
View Details 34 Photos
Exterior view of a two-story condominium featuring a screened-in balcony with palm trees and green grass at 609 Gallery Dr # 2, Winter Park, FL 32792
Front door of condo with keyless entry,
Relaxing balcony view overlooking lush landscaping, swimming pool and serene surroundings with tile flooring at 609 Gallery Dr # 2, Winter Park, FL 32792
On Market For 9 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    929

  • Year Built

    1984

  • $/SqFt

    $307

Gallery At Winter Park - The Gallery at Winter Park is close to amenities on Aloma Ave, Advent Health Winter Park, Full Sail University, Rollins College the Cady Way trail and just a short distance from Park Avenue where you will find dining, shopping and Central Park. Schedule your private tour today! NONA LEGACY POWERED BY LA ROSA.

Condo For Sale $189,000

A welcoming multi-Gathering home showcases tidy landscaping with well-manicured shrubs and mature trees at 200 Saint Andrews Blvd # 2804, Winter Park, FL 32792
View Details 24 Photos
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 9 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 $499,900

Andalucia condominium building entrance with lush landscaping and well-maintained walkway at 535 N Interlachen Ave # 107, Winter Park, FL 32789
View Details 26 Photos
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 10 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1088

  • Year Built

    1972

  • $/SqFt

    $459

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

Condo For Sale $474,900

Charming townhome with a two-car garage, neutral palette, and well-manicured lawn set against a beautiful sunset sky at 2037 Canny Cv, Winter Park, FL 32792
View Details 44 Photos
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 10 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.

Condo For Sale $235,000

Front entrance featuring a wood door, concrete tile entry, and tasteful landscaping at 2529 Leeward Way, Winter Park, FL 32792
View Details 24 Photos
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 10 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 $640,000

Charming two-story home with a paved driveway, attached garages, and a well-maintained front lawn at 777 S Denning Dr # B, Winter Park, FL 32789
View Details 23 Photos
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 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1762

  • Year Built

    2004

  • $/SqFt

    $363

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

Condo For Sale $205,000

Exterior view of a two-story condo featuring neutral-colored walls, a screened-in porch, and well-maintained landscaping at 2936 Antique Oaks Cir # 71, Winter Park, FL 32792
View Details 14 Photos
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 13 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

Charming two-story home with a well-maintained lawn and walkway to front door at 145 Scottsdale Sq # 145, Winter Park, FL 32792
View Details 21 Photos
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 13 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 $949,000

Elegant building entrance with manicured landscaping and a distinguished sign marking
View Details 9 Photos
Charming multi-story building with lush greenery, a US flag, and a beautiful flowering tree in the foreground at 100 S Interlachen Ave # 502D, Winter Park, FL 32789
Scenic aerial view of the community pool, putting green, and lush landscaping, showcasing the serene environment at 100 S Interlachen Ave # 502D, Winter Park, FL 32789
Tastefully decorated dining room featuring a chandelier and seamless flow to living area with great views at 100 S Interlachen Ave # 502D, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 9 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1267

  • Year Built

    1971

  • $/SqFt

    $749

Top floor direct lakefront view of this Renovated condominium. Professional pictures coming. COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $145,000

Inviting townhouse exterior featuring a covered entryway and balcony overlooking lush greenery at 1695 Lee Rd # E205, Winter Park, FL 32789
View Details 28 Photos
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 16 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

Inviting front porch with a wood door, lantern lighting, bench seating, and lush landscaping at 1429 Indiana Ave, Winter Park, FL 32789
View Details 36 Photos
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
*POTENTIAL GREAT VALUE
On Market For 17 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

Inviting modern home with a two-car garage, brick driveway, neutral tones, and manicured landscaping at 2472 Firstlight Way, Winter Park, FL 32792
View Details 35 Photos
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 17 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 $230,000

Reduced By $5,000

Charming home featuring a covered parking space and a cozy front entrance at 7466 Canford Ct # 25, Winter Park, FL 32792
View Details 17 Photos
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 17 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1393

  • Year Built

    1974

  • $/SqFt

    $165

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

Condo For Sale $155,000

Low-rise apartment building featuring a well-kept lawn and a central staircase leading to the second floor units at 1000 S Semoran Blvd # 511, Winter Park, FL 32792
View Details 20 Photos
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 17 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

Beautiful condo pool with lakeside access to the boat dock in a gated community at 690 Osceola Ave # 604, Winter Park, FL 32789
View Details 59 Photos
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 18 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2128

  • Year Built

    1969

  • $/SqFt

    $740

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

Condo For Sale $579,000

Waterfront home with balcony, community pool, private dock, and lush lawn at 660 Killarney Bay Ct # 6, Winter Park, FL 32789
View Details 55 Photos
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 18 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 $299,900

Charming single-story home with manicured lawn, brick walkway, and a serene neighborhood setting at 2539 Antilles Dr, Winter Park, FL 32792
View Details 30 Photos
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 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1140

  • Year Built

    1976

  • $/SqFt

    $263

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

Condo For Sale $210,000

Charming two-story condo building with well-manicured lawn and privacy hedges at 1695 Lee Rd # C202, Winter Park, FL 32789
View Details 1 Photo
*POTENTIAL GREAT VALUE
On Market For 19 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

Exterior view of the Goldenrod Villas community sign surrounded by beautiful landscaping at 7706 Country Pl # 7706, Winter Park, FL 32792
View Details 18 Photos
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 20 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 $480,000

Reduced By $15,000

Modern townhome with gray and white exterior, featuring a brick driveway and well-maintained landscaping at 2244 Shadowland Loop, Winter Park, FL 32792
View Details 20 Photos
Charming home featuring a bright blue front door, brick walkway, and well-manicured lawn at 2244 Shadowland Loop, Winter Park, FL 32792
Rear exterior view of a modern home showcasing a screened-in patio and green lawn at 2244 Shadowland Loop, Winter Park, FL 32792
Bright entryway featuring hardwood stairs, with modern white accents and plenty of natural light at 2244 Shadowland Loop, Winter Park, FL 32792
On Market For 21 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2076

  • Year Built

    2021

  • $/SqFt

    $231

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

Condo For Sale $475,000

Reduced By $10,000

Modern two-story townhome featuring a two-car garage and a well-maintained front yard with green landscaping at 1522 Bantam Way, Winter Park, FL 32792
View Details 18 Photos
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
On Market For 22 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2076

  • Year Built

    2021

  • $/SqFt

    $229

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

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 For 24 Days

  • 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 $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 For 24 Days

  • 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 $182,500

Two-story condo featuring stairs leading to screened in porch and a well-maintained lawn with mature trees at 7266 Swallow Run # 7266, Winter Park, FL 32792
View Details 24 Photos
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 25 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 D, Winter Park, FL 32792
View Details 18 Photos
Inviting entryway with decorative accents and modern gray door at 3060 George Mason Ave # 12 D, Winter Park, FL 32792
Carpeted staircase with wooden handrail leading to the upper level at 3060 George Mason Ave # 12 D, Winter Park, FL 32792
Bright living room featuring tile flooring and a sliding glass door at 3060 George Mason Ave # 12 D, Winter Park, FL 32792
On Market For 27 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 28 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 29 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 27 Photos
Open-concept living space with a seamless flow between the living, dining, and kitchen areas 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 30 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1000

  • Year Built

    1972

  • $/SqFt

    $750

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 $364,000

Reduced By $6,000

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 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1406

  • Year Built

    2019

  • $/SqFt

    $259

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 30 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 31 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 33 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 $196,000

Reduced By $4,000

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 33 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    840

  • Year Built

    1990

  • $/SqFt

    $233

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

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 33 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 $189,900

Reduced By $5,100

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 33 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    759

  • Year Built

    1981

  • $/SqFt

    $250

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

Pended $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 36 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 $698,500

Reduced By $26,500

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 37 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 38 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 38 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 38 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.

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 41 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 $695,000

Reduced By $4,900

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
*POTENTIAL GREAT VALUE
On Market For 45 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2016

  • Year Built

    2018

  • $/SqFt

    $345

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

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 45 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.

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 45 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.

Viewing CONDOS 1 to 50 of 144

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.

Popular Condos

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$205,087
$197,000
247
0.4%
53.8%
118

Apopka
$336,954
$349,990
164
0.0%
57.9%
104

Belle Isle
$274,950
$274,950
2
0.0%
0.0%
40

Casselberry
$224,554
$225,000
59
3.4%
57.6%
76

Celebration
$465,466
$420,000
67
0.0%
46.3%
94

Champions Gate
$412,567
$439,450
12
0.0%
25.0%
194

Clermont
$377,548
$366,750
100
0.0%
54.0%
101

Gotha
$324,900
$324,900
1
0.0%
100.0%
108

Groveland
$326,957
$327,400
24
0.0%
50.0%
73

Harmony
$263,891
$269,500
11
9.1%
63.6%
123

Kissimmee
$347,135
$339,000
1279
1.2%
48.0%
127

Longwood
$274,577
$259,500
72
0.0%
63.9%
87

Maitland
$307,824
$282,000
46
0.0%
56.5%
106

Montverde
$433,530
$419,500
10
0.0%
10.0%
61

Ocoee
$328,509
$335,000
39
0.0%
41.0%
73

Orlando
$297,816
$240,000
1806
0.5%
50.7%
99

Oviedo
$406,818
$392,000
58
0.0%
44.8%
73

Poinciana
$266,175
$287,950
16
0.0%
75.0%
138

Reunion
$383,095
$355,000
104
1.0%
61.5%
146

Saint Cloud
$338,925
$343,990
129
0.0%
66.7%
157

Sanford
$302,332
$309,900
116
0.0%
53.4%
71

Sorrento
$309,450
$309,450
2
0.0%
100.0%
147

Windermere
$412,315
$425,000
51
0.0%
35.3%
77

Winter Garden
$444,340
$444,990
164
0.6%
47.0%
86

Winter Springs
$319,865
$300,000
75
2.7%
50.7%
77

EasyStreet

Call to Schedule a Showing

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