153 Results

Winter Park Condos For Sale & Winter Park FL Real Estate

Condo For Sale $163,000

Close-up of the front door with decorative sidelights and surrounding landscaping at 141 Lewfield Circle # 141, Winter Park, FL 32792
Comfortable bedroom featuring a well-dressed bed and a window for natural light at 141 Lewfield Circle # 141, Winter Park, FL 32792
Spacious bedroom showcasing a well-made bed and a dresser with a mirror and decor at 141 Lewfield Circle # 141, Winter Park, FL 32792
On Market Today
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    678

  • Year Built

    1973

  • $/SqFt

    $240

Text or call to schedule a showing, easy to see! PREMIER SOTHEBY'S INTL. REALTY.

Condo For Sale $269,000

Inviting single-story home featuring a concrete driveway and a neatly landscaped front yard at 3015 Casselwood St, Winter Park, FL 32792
Private backyard with a screened patio, storage shed, and mulch landscaping at 3015 Casselwood St, Winter Park, FL 32792
Spacious living room with hardwood floors, a ceiling fan, and comfortable seating at 3015 Casselwood St, Winter Park, FL 32792
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1080

  • Year Built

    1981

  • $/SqFt

    $249

Villas Of Casselberry - Don’t miss your chance to own a piece of Winter Park! PARRISH REALTY GROUP INC.

Condo For Sale $2,277,000

Elegant entryway with stone surround, decorative iron gate, and manicured landscaping providing a welcoming entrance at 140 E Morse Blvd # C, Winter Park, FL 32789
Charming courtyard featuring a fountain, seating, and lush greenery for a relaxing outdoor space at 140 E Morse Blvd # C, Winter Park, FL 32789
Tranquil courtyard with a central fountain, comfortable seating, and mature plants creating a peaceful retreat at 140 E Morse Blvd # C, Winter Park, FL 32789
On Market For 3 Days
  • Bedrooms

    2

  • Full Bath(s)

    3

  • Sq. Ft.

    2450

  • Year Built

    2007

  • $/SqFt

    $929

Luxury living in Winter Park, it is here in The Landmark. KELLER WILLIAMS WINTER PARK.

Condo For Sale $150,000

Charming townhome with mature landscaping, brick, siding, and attached garage at 200 St Andrews Blvd # 911, Winter Park, FL 32792
Charming townhome entrance featuring well-kept landscaping and a brick facade at 200 St Andrews Blvd # 911, Winter Park, FL 32792
Bright living room featuring neutral tones, a large window, and modern furnishings at 200 St Andrews Blvd # 911, Winter Park, FL 32792
On Market For 5 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    793

  • Year Built

    1970

  • $/SqFt

    $189

Plus, you'll find exquisite boutique shops and fine dining on Park Ave. WINTER PARK REAL ESTATE CO LLC.

Condo For Sale $439,000

A well-decorated lobby area with wood trim, tile floors, and comfortable seating at 690 Osceola Ave # 410, Winter Park, FL 32789
Spacious living room with ample seating and outdoor views of the yard at 690 Osceola Ave # 410, Winter Park, FL 32789
Bright living room with large sliding glass doors to balcony and coastal decor at 690 Osceola Ave # 410, Winter Park, FL 32789
On Market For 6 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1148

  • Year Built

    1969

  • $/SqFt

    $382

Whether you're looking for a permanent residence, a seasonal getaway, or a smart investment opportunity, this move-in-ready condo offers the very best of Florida living. LOMBARDI LEMAY REALTY.

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 For 12 Days
  • 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.

Pended $125,000

Two-story townhouse with exterior stairs and an asphalt driveway at 7344 Swallow Run # 7344, Winter Park, FL 32792
A living room featuring a black leather sofa and a wooden table at 7344 Swallow Run # 7344, Winter Park, FL 32792
A living room featuring a black leather sofa and a television at 7344 Swallow Run # 7344, Winter Park, FL 32792
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    802

  • Year Built

    1983

  • $/SqFt

    $156

Whether you’re a first-time homebuyer, college student, or savvy investor, this property is an excellent opportunity to own in one of Central Florida’s most sought-after areas. DON HARKINS REALTY LLC.

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 13 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 $249,900

Inviting single-story villa featuring a covered entryway with landscaping and a well-maintained lawn at 4768 Tangerine Ave # 4768, Winter Park, FL 32792
Welcoming covered entryway featuring a well-lit walkway and a neatly kept garden at 4768 Tangerine Ave # 4768, Winter Park, FL 32792
Bright living room features modern furnishings, sleek ceiling fan and a large window at 4768 Tangerine Ave # 4768, Winter Park, FL 32792
On Market For 14 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    753

  • Year Built

    1973

  • $/SqFt

    $332

Wrenwood Heights - This home is in a prime Location & near Local Attractions • Very close to Winter Park Downtown Historic District /THE GROVE shopping area • Close to Baldwin Park, Winter Park Pines Golf Club and Orlando International Airport • Near main roads including: 426, 436, 551 and 417 and ~7 miles from I4 • Close to downtown Orlando: just ~9 miles away—perfect for dining, arts, and city life • Educational hubs nearby: • University of Central Florida (~6 miles) • Full Sail University (<2 miles) • Theme park access: • ~26 miles to Walt Disney World • ~19 miles to Universal Studios, Epic Universe and SeaWorld • ~60 miles to Cocoa Beach & Cape Canaveral Call today to schedule a viewing! PROPERTY OUTLET INTERNATIONAL.

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
On Market For 15 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 $445,000

Charming two-story townhouse featuring a one-car garage, neutral paint scheme, and landscaped walkway to the front door at 1900 Erudite Way, Winter Park, FL 32792
Modern entryway with wood-look floors, a dark accent wall with geometric art, and a bright white front door at 1900 Erudite Way, Winter Park, FL 32792
Modern entryway with wood-look floors, a dark accent wall with geometric art, and a bright white front door at 1900 Erudite Way, Winter Park, FL 32792
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1907

  • Year Built

    2024

  • $/SqFt

    $233

Experience the best of townhome living with all the thoughtful upgrades already in place—schedule your private tour today. BALDWIN PARK REALTY LLC.

Condo For Sale $275,000

Beautiful walkway to front door with lush landscaping and mature trees at 463 Warrenton Rd # 463, Winter Park, FL 32792
Lovely villa with well maintained landscaping, patio, and beautiful trees at 463 Warrenton Rd # 463, Winter Park, FL 32792
Villa showing walkway to an outdoor storage building and surrounding trees at 463 Warrenton Rd # 463, Winter Park, FL 32792
On Market For 11 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1043

  • Year Built

    1986

  • $/SqFt

    $264

Located minutes from Full Sail University, Cady Way Trail and the 18-hole Winter Park Pines golf course. Welcome home! FANNIE HILLMAN & ASSOCIATES.

Condo For Sale $195,000

Condo front door adorned with seasonal flowers on a small landing at 1000 S Semoran Blvd # 604, Winter Park, FL 32792
Cozy living room featuring plush seating and plenty of display shelving at 1000 S Semoran Blvd # 604, Winter Park, FL 32792
Spacious living room area next to the kitchen featuring a comfy sectional sofa at 1000 S Semoran Blvd # 604, Winter Park, FL 32792
On Market For 16 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1049

  • Year Built

    1969

  • $/SqFt

    $186

Golfside - Conveniently located near Baldwin Park, Full Sail, Downtown Winter Park, and a short drive to Downtown Orlando and the Orlando International Airport. WEICHERT REALTORS HALLMARK PROPERTIES.

Condo For Sale $130,000

Reduced By $3,400

Low angle corner view of the condo building showing the stairwell and parking lot at 1000 S Semoran Blvd # 415, Winter Park, FL 32792
Charming kitchen with a breakfast bar, wooden cabinets, and stainless steel appliances at 1000 S Semoran Blvd # 415, Winter Park, FL 32792
Well-lit kitchen with stainless steel refrigerator, and granite counters and backsplash at 1000 S Semoran Blvd # 415, Winter Park, FL 32792
On Market For 16 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    735

  • Year Built

    1969

  • $/SqFt

    $177

Golfside - This prime location places you close to colleges, shopping centers, and major highways, ensuring easy commutes and access to daily conveniences. Schedule your showing today! LA ROSA REALTY LLC.

Condo For Sale $127,000

The entrance to the home features brick siding, a round window, and blue trim around the door frame at 3057 Aaron Burr Ave # 2, Winter Park, FL 32792
Carpeted staircase with wooden handrails and white walls leading up to an upper level at 3057 Aaron Burr Ave # 2, Winter Park, FL 32792
A spacious back deck with white railings and a view of the green lawn at 3057 Aaron Burr Ave # 2, Winter Park, FL 32792
On Market For 18 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1066

  • Year Built

    1974

  • $/SqFt

    $119

Don’t miss out on this incredible opportunity—schedule your private showing today! ROBERT SLACK LLC.

Condo For Sale $474,900

Modern kitchen with white cabinets, gray countertops, stainless steel appliances, and a breakfast bar at 1624 Little Wren Ln, Winter Park, FL 32792
Spacious main bedroom featuring tray ceilings, plush carpeting, two windows for natural light, and a serene atmosphere at 1624 Little Wren Ln, Winter Park, FL 32792
Open-concept living area with a sectional couch, modern fan, and breakfast bar leading to the kitchen at 1624 Little Wren Ln, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2308

  • Year Built

    2019

  • $/SqFt

    $206

Enclave At Hawks Crest - Don’t miss this opportunity to own a thoughtfully designed, move-in-ready home in one of Winter Park’s most sought-after communities—schedule your private tour today! CHARLES RUTENBERG REALTY ORLANDO.

Condo For Sale $355,000

Inviting entryway featuring a cozy bench, stylish rug, and staircase, offering a warm welcome into the home at 3118 Crown Jewel Ct, Winter Park, FL 32792
Comfortable living room with a sectional sofa, modern decor, and ample natural light, perfect for relaxation at 3118 Crown Jewel Ct, Winter Park, FL 32792
Open-concept living and dining area with modern furnishings, creating a stylish and functional space at 3118 Crown Jewel Ct, Winter Park, FL 32792
On Market For 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1406

  • Year Built

    2020

  • $/SqFt

    $252

Coronado Townhomes - Furniture Is Available For Sale Separately! U KEY REALTY.

Pended $290,000

Stylish living room with modern furnishings, vaulted ceiling, and sliding glass doors to the patio at 2541 Leeward Way, Winter Park, FL 32792
Bright open-concept living area featuring high ceilings, dining area, and a modern kitchen at 2541 Leeward Way, Winter Park, FL 32792
Inviting living room with dining area, stylish decor, and large windows offering ample natural light at 2541 Leeward Way, Winter Park, FL 32792
On Market For 20 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1020

  • Year Built

    1977

  • $/SqFt

    $284

Don’t miss your opportunity to own a home in one of Winter Park’s most charming and well-maintained neighborhoods! REAL BROKER, 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 19 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 19 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
On Market For 20 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 20 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.

Condo For Sale $192,000

Apartment entrance with blue door, white walls, and outdoor seating area at 3651 N Goldenrod E Rd # 102, Winter Park, FL 32792
Open-concept living room with tiled floor, ceiling fan, and view of kitchen at 3651 N Goldenrod E Rd # 102, Winter Park, FL 32792
Kitchen and bar with pendant lights and access to laundry room at 3651 N Goldenrod E Rd # 102, Winter Park, FL 32792
On Market For 21 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    840

  • Year Built

    1990

  • $/SqFt

    $229

Don't miss the opportunity to own this beautiful condo in a central location. LISTWITHFREEDOM.COM.

Condo For Sale $169,000

Exterior view of a multi-unit building with reserved parking spots in front at 1000 S Semoran Blvd # 608, Winter Park, FL 32792
Side exterior view with gray shingles, white paint, parking spaces, and green landscaping at 1000 S Semoran Blvd # 608, Winter Park, FL 32792
Community sign for Golfside Villas with building exteriors and mature palm trees at 1000 S Semoran Blvd # 608, Winter Park, FL 32792
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1049

  • Year Built

    1969

  • $/SqFt

    $161

Golfside - The seller is looking for a fast closing, and with a preferred lender offering a 1-0 Buydown for qualified buyers, this opportunity just got even sweeter—schedule your showing today! CHARLES RUTENBERG REALTY ORLANDO.

Condo For Sale $139,900

Close-up of the front door, featuring a grey painted door, exterior light, and digital lock at 7449 Daniel Webster Dr # 3, Winter Park, FL 32792
Open living room with neutral walls, ceiling fan, and sliding glass doors to the patio at 7449 Daniel Webster Dr # 3, Winter Park, FL 32792
Dining area with tile flooring, access to kitchen and outdoor view from sliding doors at 7449 Daniel Webster Dr # 3, Winter Park, FL 32792
On Market For 21 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1085

  • Year Built

    1974

  • $/SqFt

    $129

A great opportunity for those looking for a well-located residence or investment property. CREEGAN GROUP.

Condo For Sale $220,000

The entrance shows a light gray brick facade with black shutters and double doors. It features fresh landscaping at 225 Lewfield Cir # 225, Winter Park, FL 32792
A carpeted stairway features a black railing and a half wall with wainscoting, leading to the upper level at 225 Lewfield Cir # 225, Winter Park, FL 32792
A welcoming entryway with a stylish door and colorful decor adds charm to this well-maintained unit at 225 Lewfield Cir # 225, Winter Park, FL 32792
On Market For 22 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    953

  • Year Built

    1973

  • $/SqFt

    $231

Enjoy low-maintenance living in a prime location! Schedule your private showing today! KELLER WILLIAMS REALTY AT THE PARKS.

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 22 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 $365,900

Charming townhome with a one-car garage, complemented by mature trees and lush landscaping at 2548 Galliano Cir, Winter Park, FL 32792
Well-maintained townhome exterior featuring manicured landscaping and colorful shrubs and plants at 2548 Galliano Cir, Winter Park, FL 32792
Well-manicured landscaping along the side of the home with lush greenery and a sidewalk at 2548 Galliano Cir, Winter Park, FL 32792
On Market For 23 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1628

  • Year Built

    2003

  • $/SqFt

    $225

Don't miss this opportunity to make this home YOURS! SYNCHRONICITY REAL ESTATE SOLUTIONS.

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 23 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 $275,000

Reduced By $9,900

Inviting front entrance with yellow door, black iron gate, and lush landscaping at 2426 Windward Way, Winter Park, FL 32792
Cozy living room with neutral tones, comfortable seating, and a stylish rug for a welcoming atmosphere at 2426 Windward Way, Winter Park, FL 32792
Functional kitchen with granite countertop, stainless steel sink, wood cabinets and a window for natural light at 2426 Windward Way, Winter Park, FL 32792
On Market For 26 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    932

  • Year Built

    1976

  • $/SqFt

    $295

Schedule your private showing today and discover why this home stands out! RE/MAX TOWN & COUNTRY REALTY.

Pended $190,000

On Market For 26 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1031

  • Year Built

    1983

  • $/SqFt

    $184

Currently zoned for sought after WP High School. Plenty of shopping. DIAMOND 2000 REALTY, INC.

Pended $200,000

View of the building shows colorful townhomes and a parking area at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
A brightly colored townhome is shown with a well-manicured lawn at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
Townhomes feature colorful exteriors, landscaping and convenient parking areas at 4952 Tangerine Ave # 4952, Winter Park, FL 32792
On Market For 28 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1281

  • Year Built

    1973

  • $/SqFt

    $156

Wrenwood Heights - Conveniently located near Full Sail University, Valencia College, and UCF, with quick access to 417, 429, and I-4. KELLER WILLIAMS ADVANTAGE 2 REALTY.

Pended $280,000

Inviting one-story home featuring a front lawn, an attached one car garage, and a classic facade at 1827 Blaine Ter, Winter Park, FL 32792
Functional kitchen with wood cabinets, a white range, and a double stainless steel sink at 1827 Blaine Ter, Winter Park, FL 32792
Functional kitchen featuring wooden cabinets, a white electric range, and neutral countertops at 1827 Blaine Ter, Winter Park, FL 32792
On Market For 22 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1114

  • Year Built

    1990

  • $/SqFt

    $251

Villas Of Casselberry - Whether you're commuting for work or exploring the best of Central Florida, this home puts you right in the heart of it all. COMPASS FLORIDA LLC.

Pended $334,985

Beautiful exterior view of a single-story home with a well-maintained green lawn at 631 Warrenton Rd, Winter Park, FL 32792
Modern kitchen boasts black cabinetry, a stylish backsplash, and stainless steel appliances at 631 Warrenton Rd, Winter Park, FL 32792
Well-lit kitchen with black cabinets, open shelving, and stainless steel appliances at 631 Warrenton Rd, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 21 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1320

  • Year Built

    1985

  • $/SqFt

    $254

Zoned for the highly sought-after Winter Park High School. LPT REALTY, LLC.

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 34 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 33 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.

Condo For Sale $399,000

Inviting living room with a comfortable sofa, stylish decor, and warm lighting, perfect for relaxation at 2417 Passamonte Dr # 1E, Winter Park, FL 32792
Well-equipped kitchen with granite counters, breakfast bar, and stainless steel appliances, ideal for cooking at 2417 Passamonte Dr # 1E, Winter Park, FL 32792
Relaxing living room with a plush sofa, decorative pillows, and a view of the well-lit window at 2417 Passamonte Dr # 1E, Winter Park, FL 32792
On Market For 34 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1837

  • Year Built

    2007

  • $/SqFt

    $217

It's the perfect place to live, play and enjoy the Florida lifestyle! FLAT FEE MLS REALTY.

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 34 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 35 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 $219,000

Reduced By $5,000

Cozy living room with wood floors, ceiling fan, and decorative artwork at 7466 Canford Ct # 25, Winter Park, FL 32792
Backyard patio with fenced in yard, chairs, and fire pit at 7466 Canford Ct # 25, Winter Park, FL 32792
Cozy living room with comfortable seating and natural light at 7466 Canford Ct # 25, Winter Park, FL 32792
On Market For 35 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1393

  • Year Built

    1974

  • $/SqFt

    $157

Whether you're a first-time buyer or looking to downsize, this condo blends comfort, style, and convenience in a truly inviting setting. KELLER WILLIAMS WINTER PARK.

Condo For Sale $349,800

Reduced By $30,200

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 39 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    823

  • Year Built

    1983

  • $/SqFt

    $425

Come see this lovely home soon! KELLER WILLIAMS CLASSIC.

Condo For Sale $267,000

Charming townhouse complex with lush green lawns and mature trees creating a serene atmosphere at 200 Saint Andrews Blvd # 3002, Winter Park, FL 32792
Close-up of the red front door featuring a modern smart lock and matching mailbox at 200 Saint Andrews Blvd # 3002, Winter Park, FL 32792
Welcoming entryway with a staircase and view into the modern kitchen at 200 Saint Andrews Blvd # 3002, Winter Park, FL 32792
On Market For 38 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1219

  • Year Built

    1970

  • $/SqFt

    $219

Four Seasons - HOA FEE INCLUDES: Maintenance Grounds, Pest Control, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water A+ REALTY PROFESSIONALS, INC.

Condo For Sale $549,000

Reduced By $30,000

Beautiful two-story home with a covered entrance, a red tile roof, and an attached garage, showcasing its classic architectural style at 2238 Hawick Ln # 2238, Winter Park, FL 32792
Bright living room with tile floors, a comfortable sofa, and views into the kitchen and dining areas, perfect for entertaining at 2238 Hawick Ln # 2238, Winter Park, FL 32792
Open-concept living room with tile flooring, a comfortable seating area, and seamless flow to the kitchen and dining spaces at 2238 Hawick Ln # 2238, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1775

  • Year Built

    2006

  • $/SqFt

    $309

Make it your own and start exploring the endless possibilities today! COMPASS FLORIDA LLC.

Condo For Sale $205,888

Map showing the proximity of the property to downtown Orlando, Winter Park, and the Orlando airport at 4878 Tangerine Ave # 4878, Winter Park, FL 32792
Bright living room featuring modern decor, a dining area, and sliding glass doors leading to a patio at 4878 Tangerine Ave # 4878, Winter Park, FL 32792
Spacious living room featuring wood floors, a ceiling fan, and a view into the kitchen and laundry area at 4878 Tangerine Ave # 4878, Winter Park, FL 32792
On Market For 40 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1059

  • Year Built

    1973

  • $/SqFt

    $194

Wrenwood Heights - Whether you’re enjoying a peaceful morning on the patio or heading out to explore everything Winter Park has to offer, this home provides the lifestyle you’ve been looking for. LA ROSA REALTY ORLANDO LLC.

Condo For Sale $165,000

Reduced By $5,000

Spacious living room with hardwood floors and ample seating and dining area at 4936 Tangerine Ave # 4936, Winter Park, FL 32792
This dining room features wood floors and a chandelier lighting the space at 4936 Tangerine Ave # 4936, Winter Park, FL 32792
Efficient kitchen featuring tile floors and countertops, and dark appliances at 4936 Tangerine Ave # 4936, Winter Park, FL 32792
On Market For 41 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    753

  • Year Built

    1973

  • $/SqFt

    $219

Wrenwood Heights - Don't miss out — schedule your showing today! VINAS DEL MAR REALTY, INC..

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 43 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 44 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 47 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 $160,000

Exterior view of building, landscaping, brick facade, and updated windows with black shutters at 296 Lewfield Cir, Winter Park, FL 32792
Spacious living room featuring wood floors, a ceiling fan, and neutral wall paint at 296 Lewfield Cir, Winter Park, FL 32792
Bedroom features wood floors, neutral walls, and access to a balcony through sliding doors at 296 Lewfield Cir, Winter Park, FL 32792
On Market For 46 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    678

  • Year Built

    1973

  • $/SqFt

    $236

1 bed, 1 bath condo in Winter Park HOMECOIN.COM.

Condo For Sale $524,000

Reduced By $25,000

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 46 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1616

  • Year Built

    2008

  • $/SqFt

    $324

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.

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 954 439 6446 and speak with one of our real estate consultants.

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