60 Results

32789 Condos For Sale & 32789 FL Real Estate

Condo For Sale $365,000

Detailed floor plan showcasing the layout of the home's bedrooms, living areas, and garage at 1117 Park Green Pl, Winter Park, FL 32789
Spacious living room with hardwood floors, vaulted ceilings, and natural light, open to kitchen at 1117 Park Green Pl, Winter Park, FL 32789
Bright living room with hardwood floors and neutral walls, offering a versatile space at 1117 Park Green Pl, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1235

  • Year Built

    1992

  • $/SqFt

    $296

Don’t miss this rare opportunity to enjoy the charm and convenience of Winter Park in a move-in-ready home! RE/MAX TOWN & COUNTRY REALTY.

Condo For Sale $375,000

Bright living room features vaulted ceilings, a ceiling fan, wood-look floors and a decorative fireplace at 260 Killarney Bay Ct # 6-6, Winter Park, FL 32789
Inviting living room with shiplap accent wall, fireplace, light wood-look floors, and ample natural light at 260 Killarney Bay Ct # 6-6, Winter Park, FL 32789
Living room showcasing the fireplace, white shiplap walls, wood look floors, and a cozy seating area at 260 Killarney Bay Ct # 6-6, Winter Park, FL 32789
On Market For 2 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1140

  • Year Built

    1986

  • $/SqFt

    $329

This community is walking distance to Trader Joe's, Whole Foods only minutes to I-4, Winter Park Village and downtown Winter Park retail and restaurants. CHARLES RUTENBERG REALTY ORLANDO.

Condo For Sale $2,749,000

Stone building entrance with wrought iron gate and manicured landscaping at 140 E Morse Blvd # J, Winter Park, FL 32789
Arched walkway to courtyard with fountain, dining and lounge seating at 140 E Morse Blvd # J, Winter Park, FL 32789
Interior courtyard featuring fountain, lounge seating, and dining area at 140 E Morse Blvd # J, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2143

  • Year Built

    2008

  • $/SqFt

    $1,283

Landmark Winter Park - Whether you're a local urban dweller, a seasonal resident or a global traveler seeking a lock-and-leave lifestyle, this rare offering at The Landmark delivers an unmatched combination of luxury, location and lifestyle in one of Central Florida’s celebrated communities. PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $650,000

Beautiful condo building featuring tropical landscaping and ample parking spaces at 300 Carolina Ave # 205, Winter Park, FL 32789
Cozy living room with a fireplace and sliding doors to an outdoor space at 300 Carolina Ave # 205, Winter Park, FL 32789
Bright and spacious living area with a fireplace and neutral carpeting at 300 Carolina Ave # 205, Winter Park, FL 32789
On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1311

  • Year Built

    1982

  • $/SqFt

    $496

Enjoy unbeatable proximity to Rollins College, Winter Park Hospital and downtown Orlando. PALMANO GROUP RE BROKERAGE LLC.

Condo For Sale $225,000

Enclosed pool area featuring lounge chairs and clear blue water at 851 Miles Ave # 8, Winter Park, FL 32789
Exterior view of building featuring greenery, landscaping, and mailbox at 851 Miles Ave # 8, Winter Park, FL 32789
Courtyard view featuring lush greenery and open walkways between units at 851 Miles Ave # 8, Winter Park, FL 32789
On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    808

  • Year Built

    1984

  • $/SqFt

    $278

Whether you’re a first-time buyer, downsizing, or searching for an ideal investment opportunity, this delightful home provides the perfect combination of charm, location, and livability. COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $200,000

Attractive condo complex with brick facade, second-floor balconies, and well-maintained green spaces at 2500 Lee Rd # 243, Winter Park, FL 32789
A two-story condo with covered balconies, front yard shrubbery and parking at 2500 Lee Rd # 243, Winter Park, FL 32789
A condo front door with a wreath is accented by potted plants and the walkway to the entrance at 2500 Lee Rd # 243, Winter Park, FL 32789
On Market For 9 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    645

  • Year Built

    1969

  • $/SqFt

    $310

This community is everything people come to Florida to find! KELLER WILLIAMS WINTER PARK.

Condo For Sale $2,490,000

Scenic view of the building entrance, highlighted by palm trees and manicured landscaping at 1602 Alabama Dr # Ph404, Winter Park, FL 32789
Landscaped driveway leading up to the prestigious Alabama building at 1602 Alabama Dr # Ph404, Winter Park, FL 32789
Charming entrance showcasing the Alabama building at 1602 Alabama Dr # Ph404, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2709

  • Year Built

    1981

  • $/SqFt

    $919

The Alabama offers a lakeside pool, renovated clubhouse, private dock & community boat slips—all just minutes from Park Avenue. KELLY PRICE & COMPANY LLC.

Condo For Sale $610,000

Contemporary condo building showcasing neutral tones, large windows, and mature landscaping at 151 N Orlando Ave # 212, Winter Park, FL 32789
Cozy living room with hardwood floors, recessed lighting, and eclectic decor at 151 N Orlando Ave # 212, Winter Park, FL 32789
Open living space features hardwood floors, a comfortable seating arrangement, and contemporary lighting at 151 N Orlando Ave # 212, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1875

  • Year Built

    1960

  • $/SqFt

    $325

Lake Killarney - Just minutes from downtown Winter Park, this is a rare opportunity to own a one-of-a-kind home in an exceptional setting. THE AGENCY ORLANDO.

Pended $975,000

Exterior view of modern townhouses with gray siding, landscaped sidewalk, and contemporary architectural details at 1760 Mondrian Cir, Winter Park, FL 32789
Modern home featuring a white exterior, two-car garage, roof deck, and manicured landscaping at 1760 Mondrian Cir, Winter Park, FL 32789
Aerial view of modern townhomes by the lake with contemporary design and lush landscaping, showcasing community layout at 1760 Mondrian Cir, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2245

  • Year Built

    2024

  • $/SqFt

    $434

Seize this incredible opportunity before it’s gone—your dream home on Lake Killarney awaits! COLDWELL BANKER RESIDENTIAL RE.

Condo For Sale $355,000

Winter Park Garden community sign with decorative foliage and clear signage at 700 Melrose Ave # C22, Winter Park, FL 32789
Scenic pond view with trees and building in the Winter Park Garden community at 700 Melrose Ave # C22, Winter Park, FL 32789
Charming bridge over a tranquil stream, surrounded by lush greenery and trees at 700 Melrose Ave # C22, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1448

  • Year Built

    1964

  • $/SqFt

    $245

Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours! FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $479,000

Reduced By $20,000

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 24 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    850

  • Year Built

    1969

  • $/SqFt

    $564

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

Condo For Sale $188,500

Reduced By $10,400

Bright living room showing open floor plan to kitchen with island and updated appliances at 1250 S Denning Dr # 108, Winter Park, FL 32789
Bright open living room showing sliding glass door to the exterior at 1250 S Denning Dr # 108, Winter Park, FL 32789
Bright open living room area, showing modern grey floors and access to the exterior at 1250 S Denning Dr # 108, Winter Park, FL 32789
On Market For 23 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    658

  • Year Built

    1967

  • $/SqFt

    $286

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

Pended $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 23 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 24 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 $299,999

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 25 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $423

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

Condo For Sale $349,900

Reduced By $30,100

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 29 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    823

  • Year Built

    1983

  • $/SqFt

    $425

Come see this lovely home soon! KELLER WILLIAMS CLASSIC.

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 33 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 $207,900

Reduced By $2,000

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 33 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    645

  • Year Built

    1969

  • $/SqFt

    $322

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

Condo For Sale $245,000

Reduced By $4,999

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 36 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    710

  • Year Built

    1960

  • $/SqFt

    $345

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
*POTENTIAL GREAT VALUE
On Market For 37 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 23 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 $775,000

Reduced By $24,000

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 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1939

  • Year Built

    2019

  • $/SqFt

    $400

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

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 35 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 40 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 44 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 51 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.

Pended $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 50 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 54 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 55 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 $689,000

Reduced By $40,000

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 57 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1718

  • Year Built

    1986

  • $/SqFt

    $401

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 58 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 $137,500

Reduced By $3,400

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
*POTENTIAL GREAT VALUE
On Market For 60 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $156

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 60 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

Inviting building entrance with manicured landscaping, a red walkway, and an arched entryway, blending nature and architecture 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
Bright, remodeled kitchen with an island, modern lighting, stainless steel appliances, and a barstool seating area at 100 S Interlachen Ave # 107F, Winter Park, FL 32789
On Market For 62 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.

Condo For Sale $220,000

Reduced By $10,000

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 65 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    956

  • Year Built

    1969

  • $/SqFt

    $230

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

Condo For Sale $829,000

Reduced By $20,000

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
*POTENTIAL GREAT VALUE
On Market For 66 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1957

  • Year Built

    2007

  • $/SqFt

    $424

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

Condo For Sale $915,000

Inviting condo building entrance with lush landscaping, featuring a red walkway to the double door entry at 100 S Interlachen Ave # 503, Winter Park, FL 32789
Building hallway featuring an elevator, unit doors, and an open breezeway with sunny exterior views at 100 S Interlachen Ave # 503, Winter Park, FL 32789
Relaxing condo breezeway with seating and open air views of manicured lawns and mature trees at 100 S Interlachen Ave # 503, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 68 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 $259,000

Reduced By $1,000

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 69 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    908

  • Year Built

    1967

  • $/SqFt

    $285

Mead Garden - This condo won't last long, so call to schedule your private showing today! EXP REALTY 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 72 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 81 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

White apartment building featuring balconies with patterned railings and multiple access doors 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
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
On Market For 86 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 89 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 94 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 102 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 $210,000

On Market For 103 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 $159,900

Reduced By $20,000

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 113 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    881

  • Year Built

    1966

  • $/SqFt

    $181

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

Condo For Sale $665,000

Reduced By $84,900

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 100 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1000

  • Year Built

    1972

  • $/SqFt

    $665

Skip the rental market—secure a stable, stylish home for your student! 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 122 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 129 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 $280,000

Reduced By $35,000

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 132 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1074

  • Year Built

    1964

  • $/SqFt

    $261

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.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-278-2057 and speak with one of our real estate consultants.

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