62 Results

32789 Condos For Sale & 32789 FL Real Estate

Condo For Sale $499,000

Bright living room with hardwood floors and expansive windows offering scenic views at 690 Osceola Ave # 405, Winter Park, FL 32789
Balcony view overlooks pool and lush landscaping with lake views beyond at 690 Osceola Ave # 405, Winter Park, FL 32789
Aerial view of the community pool area, close to boat slips on the lake at 690 Osceola Ave # 405, Winter Park, FL 32789
On Market For 4 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    850

  • Year Built

    1969

  • $/SqFt

    $587

Don't miss out on the chance to make this property your new home!. SAVVY AVENUE, LLC.

Condo For Sale $198,900

Bright kitchen with white cabinets, black appliances, and island at 1250 S Denning Dr # 108, Winter Park, FL 32789
Contemporary kitchen with white cabinets, black appliances, and stylish backsplash at 1250 S Denning Dr # 108, Winter Park, FL 32789
Updated kitchen featuring white cabinets, black appliances, and a convenient washer-dryer unit at 1250 S Denning Dr # 108, Winter Park, FL 32789
On Market For 2 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    658

  • Year Built

    1967

  • $/SqFt

    $302

Mead Garden - A great opportunity for homeowners or investors alike! LOVELAND PROPERTIES.

Condo For Sale $1,495,000

Beautiful home featuring manicured landscaping, wrought iron fence and a paver driveway at 242 W Lyman Ave, Winter Park, FL 32789
A charming two-story home featuring meticulously maintained landscaping with stone and greenery at 242 W Lyman Ave, Winter Park, FL 32789
Charming home with a covered front porch, brick steps and meticulously maintained landscaping at 242 W Lyman Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 3 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2199

  • Year Built

    2014

  • $/SqFt

    $680

This nearly new townhome right next to Park Avenue is more than just a home, it's a lifestyle! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $350,000

Inviting living room featuring modern furnishings, hardwood floors, and an open floor plan at 184 Sandlewood Trl # 2, Winter Park, FL 32789
Open concept living room and dining area featuring hardwood floors and natural light at 184 Sandlewood Trl # 2, Winter Park, FL 32789
Bright living room with hardwood floors, stylish furnishings, and a sliding glass door to the patio at 184 Sandlewood Trl # 2, Winter Park, FL 32789
On Market For 3 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1133

  • Year Built

    1985

  • $/SqFt

    $309

Whether you're a first-time buyer, downsizing, or looking for an investment property, this move-in-ready home is a rare find in one of Central Florida’s most desirable neighborhoods. EXP REALTY LLC.

Condo For Sale $299,000

Cozy kitchen featuring stainless steel appliances and blue patterned flooring at 151 N Orlando Ave # 118, Winter Park, FL 32789
Bathroom showcasing a vanity, mirror and white shower curtain at 151 N Orlando Ave # 118, Winter Park, FL 32789
Bedroom showcasing two beds, neutral decor, a ceiling fan and natural light at 151 N Orlando Ave # 118, Winter Park, FL 32789
On Market For 5 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $421

Join this vibrant community and make this beautiful condo your new investment property or dream home! FLORIDA DREAMS REALTY GRP INC.

Condo For Sale $370,000

Reduced By $10,000

Exterior view of home featuring gravel driveway and white garage doors at 1308 S Pennsylvania Ave # 3, Winter Park, FL 32789
Exterior view of home featuring white railings, gravel, and ample greenery at 1308 S Pennsylvania Ave # 3, Winter Park, FL 32789
Bright living room with vaulted ceilings, ceiling fan, and wood-look flooring at 1308 S Pennsylvania Ave # 3, Winter Park, FL 32789
On Market For 8 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    823

  • Year Built

    1983

  • $/SqFt

    $450

Come see this lovely home soon! KELLER WILLIAMS CLASSIC.

Pended $425,000

Charming home featuring a two-car garage with lush landscaping and mature trees enhancing its curb appeal at 1122 Washington Ave # 7, Winter Park, FL 32789
Inviting front porch with brick flooring, elegant French doors, and a stylish entryway, creating a warm welcome at 1122 Washington Ave # 7, Winter Park, FL 32789
Bright living room featuring hardwood floors and staircase, offering a welcoming and spacious atmosphere at 1122 Washington Ave # 7, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1556

  • Year Built

    1978

  • $/SqFt

    $273

Whether you’re looking for a primary residence, a lock-and-leave second home, or an investment in the future of Winter Park, this is an opportunity you won’t want to miss. BELMONT REALTY.

Pended $487,000

Charming two-story home with a balcony, manicured landscaping, and a welcoming front entrance at 1545 Indiana Ave # B, Winter Park, FL 32789
Street view of homes showing manicured lawns, sidewalks and exteriors with traditional architectural styles at 1545 Indiana Ave # B, Winter Park, FL 32789
Close up view of the front entrance door to home #1545 showing a 'Welcome' mat at 1545 Indiana Ave # B, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1598

  • Year Built

    2005

  • $/SqFt

    $305

It’s easy living in one of Central Florida’s most beloved neighborhoods—where everything just feels...right. MAGIC REALTY LLC.

Condo For Sale $209,900

Condo entryway with bright white front door and a cozy front patio with seating and plants at 2500 Lee Rd # 134, Winter Park, FL 32789
Two-story condo with front patios, lush landscaping, and designated parking below at 2500 Lee Rd # 134, Winter Park, FL 32789
Bright living room featuring a fireplace, modern furnishings, and an open view into the kitchen at 2500 Lee Rd # 134, Winter Park, FL 32789
On Market For 14 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    645

  • Year Built

    1969

  • $/SqFt

    $325

Seize the opportunity to make this condo your new home! COMPASS FLORIDA LLC.

Condo For Sale $249,999

Bright living room boasts modern furnishings, a ceiling fan, and seamless access to dining area and kitchen at 151 N Orlando Ave # 204, Winter Park, FL 32789
Inviting living room includes stylish seating, outdoor access, and tile flooring at 151 N Orlando Ave # 204, Winter Park, FL 32789
Nicely appointed living room with stylish furniture, ceiling fan, and dining area at 151 N Orlando Ave # 204, Winter Park, FL 32789
On Market For 17 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $352

Book your showing today and begin your ultimate lake life living! MAINFRAME REAL ESTATE.

Condo For Sale $549,000

Inviting two-story townhouse featuring an arched entryway and lush tropical landscaping at 1745 Indiana Ave # J, Winter Park, FL 32789
A well-maintained street scene showcasing the home's inviting curb appeal at 1745 Indiana Ave # J, Winter Park, FL 32789
Close-up of the arched, double-door entry with stylish exterior lighting and landscaping at 1745 Indiana Ave # J, Winter Park, FL 32789
On Market For 17 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1616

  • Year Built

    2008

  • $/SqFt

    $340

Located just minutes from Park Avenue’s shops, restaurants, and top-rated schools, this move-in-ready home offers the perfect blend of comfort, style, and location. COMPASS FLORIDA LLC.

Pended $925,000

Stylish exterior of a modern condo featuring clean lines, a private entrance, and landscaping at 1764 Mondrian Cir, Winter Park, FL 32789
Modern townhome with a gray exterior and a stairway leading to a central entrance at 1764 Mondrian Cir, Winter Park, FL 32789
Stunning aerial view of modern townhomes near a serene lake, showcasing the community's layout at 1764 Mondrian Cir, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2265

  • Year Built

    2024

  • $/SqFt

    $408

Live the life you’ve always wanted in our exceptional townhome! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $799,000

Inviting front entrance featuring a glass door, stylish lighting, and lush greenery at 1429 Indiana Ave, Winter Park, FL 32789
Charming covered front porch with comfortable seating and decorative accents at 1429 Indiana Ave, Winter Park, FL 32789
Bright foyer with hardwood floors, a stylish rug, and elegant decor at 1429 Indiana Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1939

  • Year Built

    2019

  • $/SqFt

    $412

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

Pended $725,000

Eye-level angle showcasing the brick facade of a townhouse, emphasizing its landscaped entrance at 1130 Washington Ave # 11-C, Winter Park, FL 32789
A close exterior shot featuring a townhouse entrance with red brick, a small patio, and manicured greenery at 1130 Washington Ave # 11-C, Winter Park, FL 32789
A ground-level exterior shot showcasing a townhouse entrance with a small patio and colorful potted plants at 1130 Washington Ave # 11-C, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2069

  • Year Built

    1981

  • $/SqFt

    $350

The ideal blend of sophistication and practicality, this condo is simply perfect for those seeking an effortless lifestyle in the heart of Winter Park. FANNIE HILLMAN & ASSOCIATES.

Pended $684,000

Unit 304 features a dark front door with white molding at 300 Carolina Ave # 304, Winter Park, FL 32789
Open-concept view of kitchen and living room with wood floors and lots of natural light at 300 Carolina Ave # 304, Winter Park, FL 32789
Hallway with hardwood floors leading to the living room, adjacent to the kitchen at 300 Carolina Ave # 304, Winter Park, FL 32789
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1350

  • Year Built

    1982

  • $/SqFt

    $507

This is a rare opportunity to own a spacious, well-appointed condo in one of Winter Parks most sought-after neighborhoods. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $642,900

Low angle view of the condo building with parking and landscaping at 265 E Canton Ave # Ge, Winter Park, FL 32789
The condo building has covered parking and nicely manicured landscaping at 265 E Canton Ave # Ge, Winter Park, FL 32789
Inviting building entrance with awnings, lush landscaping, and a clear directory at 265 E Canton Ave # Ge, Winter Park, FL 32789
On Market For 20 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1057

  • Year Built

    1971

  • $/SqFt

    $608

Come see for yourself what makes Winterset so special! D.V REALTY CONSULTANTS.

Condo For Sale $564,900

Bright living room featuring hardwood floors, neutral colors, and a sliding glass door to a private balcony at 100 S Interlachen Ave # 410F, Winter Park, FL 32789
Modern kitchen with white cabinets, stainless steel appliances, and an open layout leading to the dining area at 100 S Interlachen Ave # 410F, Winter Park, FL 32789
Calm main bedroom featuring a platform bed, neutral tones, natural light, and hardwood floors at 100 S Interlachen Ave # 410F, Winter Park, FL 32789
On Market For 24 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    901

  • Year Built

    1971

  • $/SqFt

    $627

The location is conveniently located within walking distance to the vibrant Park Avenue, offering access to boutique shopping, dining, Rollins College and the renowned Morse Museum. COLDWELL BANKER REALTY.

Condo For Sale $1,749,000

Stunning aerial view of modern condo building with rooftop amenities, lush green landscaping, and easy access to city attractions at 101 S New York Ave # 311, Winter Park, FL 32789
Wide aerial shot showcases a condo complex with rooftop features and a central turret overlooking the cityscape and surrounding greenery at 101 S New York Ave # 311, Winter Park, FL 32789
A high-angle view of condo building and parking with easy access to surrounding city at 101 S New York Ave # 311, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 31 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3112

  • Year Built

    2008

  • $/SqFt

    $562

A few notable upgrades include brand new front elevation windows and French doors (2024), interior paint (2024), and AC (2022). KELLY PRICE & COMPANY LLC.

Condo For Sale $235,000

Open concept kitchen features stainless appliances, an island and views of living area with balcony access at 1250 S Denning Dr # 230, Winter Park, FL 32789
Bright kitchen with stainless appliances, granite countertops, kitchen island and laminate flooring at 1250 S Denning Dr # 230, Winter Park, FL 32789
Charming kitchen featuring granite countertops, stainless steel appliances, and ample natural light at 1250 S Denning Dr # 230, Winter Park, FL 32789
On Market For 31 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    913

  • Year Built

    1967

  • $/SqFt

    $257

Enjoy this prime Winter Park location, located just minutes from Park Avenue and Rollins College. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $649,000

Eye-level exterior shows a white condo building surrounded by lush green landscaping and graceful palm trees on a beautiful, sunny day at 225 E Canton Ave # 225, Winter Park, FL 32789
A beautifully designed lobby featuring light stone floors, elegant seating arrangements, and a distinctive chandelier at 225 E Canton Ave # 225, Winter Park, FL 32789
An elegant lobby featuring dual elevators, stylish seating, ambient lighting, and sophisticated décor at 225 E Canton Ave # 225, Winter Park, FL 32789
On Market For 34 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1057

  • Year Built

    1971

  • $/SqFt

    $614

Rarely available - schedule your private showing today! PALMANO GROUP RE BROKERAGE LLC.

Condo For Sale $205,990

Reduced By $4,010

Modern kitchen featuring stainless steel appliances, striking backsplash, and elegant pendant lighting at 1695 Lee Rd # E215, Winter Park, FL 32789
Stylish kitchen featuring dark cabinets, stainless steel appliances, modern countertops and a beautiful backsplash at 1695 Lee Rd # E215, Winter Park, FL 32789
Comfortable living room with plush seating, neutral carpet, and access to an outdoor balcony at 1695 Lee Rd # E215, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1149

  • Year Built

    1966

  • $/SqFt

    $179

Waterfall Cove - Buyer and/or Buyer’s Agent must review these documents and measurements to ensure compliance with any applicable guidelines. LA ROSA REALTY CENTRAL FLORIDA.

Condo For Sale $699,000

Reduced By $30,000

Inviting living room boasts gleaming hardwood floors and sliding glass doors with serene lake views at 640 Killarney Bay Ct # 4, Winter Park, FL 32789
Relaxing screened patio with brick pavers offers a peaceful view of the tranquil lake at 640 Killarney Bay Ct # 4, Winter Park, FL 32789
Elegant dining area with a crystal chandelier flows into the stylish kitchen and living spaces at 640 Killarney Bay Ct # 4, Winter Park, FL 32789
On Market For 38 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1718

  • Year Built

    1986

  • $/SqFt

    $407

Come discover a one-of-a-kind home where lakefront tranquility meets urban convenience—this is Winter Park's best kept secret. COMPASS FLORIDA LLC.

Condo For Sale $950,000

Beautiful exterior elevation featuring arched windows and a private balcony that enhances the home's curb appeal at 1251 Arlington Pl, Winter Park, FL 32789
Open-concept living room showcasing hardwood floors, a modern fireplace, and a staircase with iron railings at 1251 Arlington Pl, Winter Park, FL 32789
Bright living room featuring hardwood floors, a staircase, and ample natural light from large windows at 1251 Arlington Pl, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2116

  • Year Built

    2000

  • $/SqFt

    $449

Don’t miss your chance to own this LOW-MAINTENANCE, MOVE-IN-READY HOME IN ONE OF WINTER PARK’S MOST DESIRABLE NEIGHBORHOODS — with no HOA and high-end finishes throughout! ANNE ROGERS REALTY GROUP INC.

Condo For Sale $140,900

Expansive green backyard featuring mature trees and lush landscaping under a clear blue sky at 1695 Lee Rd # E214, Winter Park, FL 32789
Two story light blue building with well-maintained lawn and mature landscaping at 1695 Lee Rd # E214, Winter Park, FL 32789
Functional kitchen featuring wooden cabinets, black appliances, and a view into the laundry area at 1695 Lee Rd # E214, Winter Park, FL 32789
On Market For 40 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $160

This unit will not last long so call for your private showing today!!! ! RE/MAX ASSURED.

Condo For Sale $1,080,000

Reduced By $120,000

Exterior hallway with unit number and door to unit number 304 at 100 S Interlachen Ave # 304, Winter Park, FL 32789
Exterior hallway with a bank of elevators at 100 S Interlachen Ave # 304, Winter Park, FL 32789
A foyer with stone tile flooring leading into a sunlit living space at 100 S Interlachen Ave # 304, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 40 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2286

  • Year Built

    1971

  • $/SqFt

    $472

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

Condo For Sale $639,000

Reduced By $10,000

The Cloisters community sign surrounded by vibrant flowers and greenery showcases a welcoming and well-maintained neighborhood at 100 S Interlachen Ave # 107F, Winter Park, FL 32789
Assigned covered parking area with architectural design and easy access, offering convenience and protection for vehicles at 100 S Interlachen Ave # 107F, Winter Park, FL 32789
Charming front door with dark finish, complemented by the building number, creating a welcoming and secure entrance at 100 S Interlachen Ave # 107F, Winter Park, FL 32789
On Market For 42 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    901

  • Year Built

    1971

  • $/SqFt

    $709

Cloisters - Don’t miss your chance to call this Winter Park gem home - schedule your private showing today! MAINFRAME REAL ESTATE.

Pended $675,000

Stylish two-story townhouse showcasing a well-manicured yard and inviting curb appeal at 796 Mcintyre Ave, Winter Park, FL 32789
Welcoming front entryway with a decorative red door and attractive landscaping at 796 Mcintyre Ave, Winter Park, FL 32789
Quiet street view showcasing beautiful brick-paved road and mature trees at 796 Mcintyre Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1910

  • Year Built

    1988

  • $/SqFt

    $353

Zoned for Audubon K-8 and Winter Park High School. Welcome home! FANNIE HILLMAN & ASSOCIATES.

Pended $285,000

Attractive two-story condo building with unique architectural details and well-maintained lawn at 151 N Orlando Ave # 115, Winter Park, FL 32789
Inviting condo entrance featuring a gray door, stylish hardware, and a charming welcome mat at 151 N Orlando Ave # 115, Winter Park, FL 32789
Bright living room with hardwood floors, neutral walls, and an open doorway, creating a cozy atmosphere at 151 N Orlando Ave # 115, Winter Park, FL 32789
On Market For 36 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $401

Just a few minutes to Park Avenue and I4. FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $225,000

Reduced By $5,000

Enjoy beautiful lake views in this aerial shot of the community at 2500 Lee Rd # 208, Winter Park, FL 32789
Relax and unwind by the community pool with a lounge area at 2500 Lee Rd # 208, Winter Park, FL 32789
Cozy living room featuring tile floors, a ceiling fan, and a comfortable couch at 2500 Lee Rd # 208, Winter Park, FL 32789
On Market For 45 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    956

  • Year Built

    1969

  • $/SqFt

    $235

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

Condo For Sale $849,000

Elegant home featuring stucco exterior, red tile roof, wrought iron balconies, and lush landscaping at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
Stunning home exterior showcasing a stucco facade, wrought iron balconies, and well-manicured landscaping at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
Inviting entryway with a brick porch, a solid wood door, and glass doors opening to a courtyard at 1276 S Pennsylvania Ave # 12, Winter Park, FL 32789
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1957

  • Year Built

    2007

  • $/SqFt

    $434

This home is a rare opportunity to enjoy elegance, convenience, and tranquility all in one coveted location. COMPASS FLORIDA LLC.

Condo For Sale $915,000

Inviting condo building entrance with lush landscaping, featuring a red walkway to the double door entry at 100 S Interlachen Ave # 503, Winter Park, FL 32789
Building hallway featuring an elevator, unit doors, and an open breezeway with sunny exterior views at 100 S Interlachen Ave # 503, Winter Park, FL 32789
Relaxing condo breezeway with seating and open air views of manicured lawns and mature trees at 100 S Interlachen Ave # 503, Winter Park, FL 32789
On Market For 48 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1143

  • Year Built

    1971

  • $/SqFt

    $801

Just steps from the dining, shopping and cultural vibrancy of Park Avenue, and in proximity to Rollins College, this original-owner residence delivers an exceptional blend of lifestyle, location and enduring design. PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $260,000

Relaxing patio with plants and tile flooring for quiet mornings and afternoons spent in nature at 1250 S Denning Dr # 111, Winter Park, FL 32789
Cozy living room featuring hardwood floors, neutral paint, and sliding glass doors at 1250 S Denning Dr # 111, Winter Park, FL 32789
Exterior rear view of the home with screened in patio and landscaping at 1250 S Denning Dr # 111, Winter Park, FL 32789
On Market For 48 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    908

  • Year Built

    1967

  • $/SqFt

    $286

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

Pended $249,900

Reduced By $20,000

Inviting townhome with well-maintained landscaping and brick accents around the front door at 255 Sandlewood Trl, Winter Park, FL 32789
Sandlewood Creek community sign surrounded by lush, colorful landscaping and mature trees at 255 Sandlewood Trl, Winter Park, FL 32789
A view of the parking lot with a well maintained complex in the background at 255 Sandlewood Trl, Winter Park, FL 32789
On Market For 38 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    960

  • Year Built

    1984

  • $/SqFt

    $260

Affordable, move-in ready, and packed with value, this is a rare find in Winter Park you don’t want to miss! INVESTOR'S REAL ESTATE LLC.

Condo For Sale $549,000

Reduced By $16,000

Modern kitchen featuring wood cabinets, stainless steel appliances, and marble countertops at 690 Osceola Ave # 502, Winter Park, FL 32789
Open kitchen showcasing wood cabinets, marble counters and stainless steel appliances at 690 Osceola Ave # 502, Winter Park, FL 32789
Bright, updated kitchen featuring wood cabinets, stainless steel appliances, and marble countertops at 690 Osceola Ave # 502, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 52 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1400

  • Year Built

    1969

  • $/SqFt

    $392

Don’t miss this rare opportunity to own a modernized lakefront unit in one of Winter Park’s most desirable locations! CHARLES RUTENBERG REALTY ORLANDO.

Condo For Sale $725,000

Reduced By $70,000

Lush landscaping and manicured hedges frame the walkway, leading to the inviting entrance of this home at 101 S Interlachen Ave # 104, Winter Park, FL 32789
A tranquil entrance awaits with lush tropical foliage surrounding the walkway to the blue front door and balcony above at 101 S Interlachen Ave # 104, Winter Park, FL 32789
Serene outdoor patio features cozy wicker seating surrounded by lush tropical greenery for privacy and relaxation at 101 S Interlachen Ave # 104, Winter Park, FL 32789
On Market For 62 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    949

  • Year Built

    1969

  • $/SqFt

    $764

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

Condo For Sale $250,000

Inviting entryway with wood floors, closet space, and decorative shelving at 700 Melrose Ave # L-23, Winter Park, FL 32789
Bright living room featuring sleek floors, a large window with natural light, and modern furnishings at 700 Melrose Ave # L-23, Winter Park, FL 32789
Open-concept living area with light wood floors, bright green shelving, and a full view window at 700 Melrose Ave # L-23, Winter Park, FL 32789
On Market For 66 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    787

  • Year Built

    1964

  • $/SqFt

    $318

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

Condo For Sale $399,900

Reduced By $49,100

Charming building featuring a stone bridge over a waterway, surrounded by vibrant landscaping and lush greenery at 311 E Morse Blvd # 6-7, Winter Park, FL 32789
Bright living room featuring unique, patterned accent wall, carpeted floors and abundant natural light at 311 E Morse Blvd # 6-7, Winter Park, FL 32789
Spacious, carpeted living room featuring a patterned wall, ceiling trim and a modern light fixture at 311 E Morse Blvd # 6-7, Winter Park, FL 32789
On Market For 69 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    884

  • Year Built

    1960

  • $/SqFt

    $452

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

Condo For Sale $450,000

Reduced By $49,900

Condominium front door with dark brown color and unit number 107 at 535 N Interlachen Ave # 107, Winter Park, FL 32789
Well-lit living room featuring marble floors and eclectic furnishings at 535 N Interlachen Ave # 107, Winter Park, FL 32789
Bright living room showcasing contemporary decor, a rug, and indoor plants at 535 N Interlachen Ave # 107, Winter Park, FL 32789
On Market For 74 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1088

  • Year Built

    1972

  • $/SqFt

    $414

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

Condo For Sale $1,575,000

Modern condo building in a lakeside community with lush landscape and secure access at 690 Osceola Ave # 604, Winter Park, FL 32789
An aerial view of a lakeside community with mature trees, a lake and a condo complex at 690 Osceola Ave # 604, Winter Park, FL 32789
A lakeside community with lake access and docks, lush greenery, and a multi-story condominium at 690 Osceola Ave # 604, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 82 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 $559,000

Reduced By $20,000

Exterior of home showing the carport, landscaping, and walkway at 660 Killarney Bay Ct # 6, Winter Park, FL 32789
Close-up of condo exterior with staircase and updated architectural details at 660 Killarney Bay Ct # 6, Winter Park, FL 32789
Spacious living room with hardwood floors, fireplace, and balcony overlooking the lake at 660 Killarney Bay Ct # 6, Winter Park, FL 32789
On Market For 47 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1214

  • Year Built

    1986

  • $/SqFt

    $460



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

FLORIDA ONE REAL ESTATE LLC.

Condo For Sale $210,000

*POTENTIAL GREAT VALUE
On Market For 83 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 $369,000

Reduced By $10,000

Inviting multi-Gathering residence featuring staircases, large windows, and well-maintained landscaping at 151 N Orlando Ave # 229, Winter Park, FL 32789
Cozy porch with stylish chair, decorative pillows, and a welcoming wreath on the gray front door at 151 N Orlando Ave # 229, Winter Park, FL 32789
Comfortable living room with tile floors, a ceiling fan, neutral decor and plenty of natural light at 151 N Orlando Ave # 229, Winter Park, FL 32789
On Market For 88 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1000

  • Year Built

    1960

  • $/SqFt

    $369

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

Condo For Sale $164,900

Reduced By $15,000

Formal dining room featuring elegant wood table set for six with modern lighting at 1695 Lee Rd # E103, Winter Park, FL 32789
Comfortable bedroom with large window, plush bed and neutral color palette at 1695 Lee Rd # E103, Winter Park, FL 32789
Cozy bedroom with a tufted headboard, soft lighting, and a view from the window, all on a plush rug at 1695 Lee Rd # E103, Winter Park, FL 32789
On Market For 93 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $187

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

Condo For Sale $699,000

Reduced By $50,900

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 80 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1000

  • Year Built

    1972

  • $/SqFt

    $699

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 $159,000

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 102 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.

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
Low-angle view of a multi-unit building featuring private balconies and mature tree coverage at 2500 Lee Rd # 202, Winter Park, FL 32789
Lakeside Manor Condominium sign with brick surround and lush landscaping at 2500 Lee Rd # 202, Winter Park, FL 32789
On Market For 109 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    956

  • Year Built

    1969

  • $/SqFt

    $267

Easy access to I4, Rollins College, and 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 $236,000

Reduced By $11,500

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 92 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1026

  • Year Built

    1972

  • $/SqFt

    $230

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

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 111 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 $285,000

Reduced By $30,000

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 114 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1074

  • Year Built

    1964

  • $/SqFt

    $265

Come see why Winter Park Gardens is the best buy in Winter Park and experience the lifestyle you’ve been dreaming of! FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $144,900

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 126 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.

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.

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