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View 323 Winter Park Florida Homes for Sale

Home For Sale $525,000

Reduced By $14,000

Beautiful home showcasing a lush green lawn, mature trees, and a concrete driveway leading to a two-car garage at 1157 Valley Creek Run, Winter Park, FL 32792
Close-up of the home's manicured landscaping, garden beds, and inviting front entrance with lots of natural light at 1157 Valley Creek Run, Winter Park, FL 32792
Aerial view of a charming home featuring mature trees, lush lawn, and a well-maintained exterior in a serene neighborhood at 1157 Valley Creek Run, Winter Park, FL 32792
On Market For 35 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2171

  • Year Built

    1995

  • $/SqFt

    $242

Lost Creek - APPRASIAL has been done, and the home is ready for a new owner! CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $3,490,000

Modern kitchen with marble island, sleek gray cabinetry, pendant lighting, and stainless steel appliances at 1910 Glencoe Rd, Winter Park, FL 32789
Bright living room with fireplace, custom built-ins, hardwood floors, and large windows at 1910 Glencoe Rd, Winter Park, FL 32789
Serene bedroom with a canopy bed, neutral decor, and a sliding glass door to the outdoors at 1910 Glencoe Rd, Winter Park, FL 32789
On Market For 36 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4205

  • Year Built

    2025

  • $/SqFt

    $830

Schedule your private showing today and experience the epitome of luxury Winter Park living. COMPASS FLORIDA LLC.

Home For Sale $3,295,000

Close up view of the front entrance with modern design, black door and side lights at 532 Worthington Dr, Winter Park, FL 32789
Close up view of the front entrance with modern design, black door and side lights at 532 Worthington Dr, Winter Park, FL 32789
Open concept Living Room includes hardwood floors, large dining table, and direct access to the patio at 532 Worthington Dr, Winter Park, FL 32789
On Market For 36 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3974

  • Year Built

    2023

  • $/SqFt

    $829

Kenilworth Shores - You can make this home your new reality! FLORIDA ONE REAL ESTATE LLC.

Pended $439,999

Beautiful single-story home featuring a freshly painted exterior, a well-kept lawn, and an attached garage at 2259 King Johns Ct, Winter Park, FL 32792
Close-up view of the home's lovely blue front door adorned with a wreath and stylish exterior lighting at 2259 King Johns Ct, Winter Park, FL 32792
Inviting living room with a comfortable sectional sofa, a modern coffee table, and a stylish entertainment center at 2259 King Johns Ct, Winter Park, FL 32792
On Market For 36 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1551

  • Year Built

    1969

  • $/SqFt

    $284

Winter Woods - This is a rare opportunity to own a move-in-ready home in one of Central Florida’s most sought-after neighborhoods. Schedule your showing today! ARK REALTY LLC.

Pended $420,000

Backyard featuring a well maintained lawn, patio space and white siding at 3063 Ash Park Loop, Winter Park, FL 32792
Beautiful home with brick accents, a well-manicured lawn, and a black two-car garage at 3063 Ash Park Loop, Winter Park, FL 32792
Backyard featuring a well maintained lawn, patio space and white siding at 3063 Ash Park Loop, Winter Park, FL 32792
On Market For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1673

  • Year Built

    1987

  • $/SqFt

    $251

The combination of modern updates, functional spaces, and neighborhood amenities, makes this home an attractive option for anyone seeking a comfortable and convenient lifestyle. ANDERSON INVESTMENT PROPERTIES.

Pended $360,200

Charming single-story home featuring manicured shrubs and a concrete walkway at 320 Granada Dr, Winter Park, FL 32789
Spacious living room with hardwood floors and a cozy fireplace at 320 Granada Dr, Winter Park, FL 32789
Bright living room featuring hardwood floors and several windows for natural light at 320 Granada Dr, Winter Park, FL 32789
On Market For 36 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1401

  • Year Built

    1946

  • $/SqFt

    $257

Don’t miss the opportunity to own a piece of Winter Park charm! KELLER WILLIAMS WINTER PARK.

Home For Sale $1,150,000

Modern kitchen with white cabinetry, stainless steel appliances, and wood-look flooring at 2011 Soaring Oak Way, Winter Park, FL 32792
Close-up of modern kitchen featuring gray backsplash, stainless steel range hood and appliances at 2011 Soaring Oak Way, Winter Park, FL 32792
Stainless steel kitchen appliances with view of dining area featuring window views at 2011 Soaring Oak Way, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 37 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4307

  • Year Built

    2021

  • $/SqFt

    $267

Waters Edge At Hawks Crest - Don't miss your opportunity to live in one of the newest and most desirable communities in Winter Park. Schedule your showing today! DEGREE REALTY LLC.

Home For Sale $575,000

Reduced By $20,000

Landscaped front yard with mature tree, a driveway leading to a garage, and a well-maintained lawn at 1821 Goodrich Ave, Winter Park, FL 32789
Well-maintained front yard with a mature tree, a long driveway, and partial view of the cozy home at 1821 Goodrich Ave, Winter Park, FL 32789
Functional kitchen featuring bright yellow cabinetry, white appliances, and stylish tiled backsplash at 1821 Goodrich Ave, Winter Park, FL 32789
On Market For 37 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1000

  • Year Built

    1955

  • $/SqFt

    $575

Sylvan Heights - Note: no house showings prior to entering into an acceptable contract and having access during the inspection period, as value is in the land. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $640,000

Reduced By $10,000

Home exterior featuring an attached two car garage and manicured lawn at 2855 Lion Heart Rd, Winter Park, FL 32792
View of entryway with pendant lighting and decorative console table at 2855 Lion Heart Rd, Winter Park, FL 32792
Open floor plan with living room flowing into dining area and kitchen at 2855 Lion Heart Rd, Winter Park, FL 32792
On Market For 34 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1727

  • Year Built

    1963

  • $/SqFt

    $371

Located on a quiet, tree-lined street with sidewalks for walking or biking, zoned for highly rated Winter Park schools, and with an optional HOA, this property is a perfect choice for families, professionals, or investors alike. MY REALTY GROUP, LLC..

Pended $384,900

Inviting single-story home featuring a lush green lawn, mature trees, and a well-maintained exterior at 7543 Dockside St, Winter Park, FL 32792
Bird's eye view of home featuring mature landscaping, green lawn, a driveway and a neutral color scheme at 7543 Dockside St, Winter Park, FL 32792
Aerial view of backyard featuring mature landscaping, fenced in yard and a concrete patio at 7543 Dockside St, Winter Park, FL 32792
On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1434

  • Year Built

    1973

  • $/SqFt

    $268

Woodcrest - Past the porch you have a sizable back yard for gardening and or entertaining. Bring your offers! ! LPT REALTY, LLC.

Pended $625,000

Inviting backyard pool featuring ample patio space, landscaping, and a storage shed at 2707 Prince John Rd, Winter Park, FL 32792
Open-concept kitchen with stainless steel appliances and hardwood flooring at 2707 Prince John Rd, Winter Park, FL 32792
Modern kitchen featuring white cabinets, stainless steel appliances, and a kitchen island at 2707 Prince John Rd, Winter Park, FL 32792
On Market For 40 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1670

  • Year Built

    1962

  • $/SqFt

    $374

Roof - 2022 Hvac - 2022 Plumbing - 2016 Water Heater - 2023 KELLER WILLIAMS WINTER PARK.

Home For Sale $554,000

Reduced By $25,900

Spacious kidney-shaped pool with fence and covered patio area at 7584 Lodge Pole Trl, Winter Park, FL 32792
View of the private fenced pool and patio area at 7584 Lodge Pole Trl, Winter Park, FL 32792
Detailed floorplan layout of the house showing room dimensions and layout at 7584 Lodge Pole Trl, Winter Park, FL 32792
On Market For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    1972

  • $/SqFt

    $291

Arrowhead Cove - *** Seller will contribute 2.5% closing cost concession to buyers with reasonable offers. *** SAND DOLLAR REALTY GROUP INC.

Home For Sale $1,999,999

Reduced By $490,001

Charming two-story home with mature landscaping and a manicured lawn at 1299 Harding Street, Winter Park, FL 32789
Inviting home entrance featuring a brick path and lush, colorful landscaping at 1299 Harding Street, Winter Park, FL 32789
Backyard brick patio with dining and lounge seating surrounded by lush landscaping at 1299 Harding Street, Winter Park, FL 32789
On Market For 41 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    3784

  • Year Built

    1951

  • $/SqFt

    $529

Kronenberger - Located just steps from the 5-acre Kraft Azalea Garden with lakefront trails and a fishing dock, and a short stroll to Park Avenue to enjoy a scenic boat tour or one of the many museums—this is a truly exceptional offering in one of Winter Park’s most sought-after enclaves. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $600,000

Reduced By $75,000

Covered carport area, offering protection from the elements and decorated with potted plants and grilling area at 3019 Northwood Blvd, Winter Park, FL 32789
Inviting entryway with classic furnishings and art, leading to the home's interior spaces at 3019 Northwood Blvd, Winter Park, FL 32789
Comfortable living area featuring retro furniture and decor, offering a cozy and inviting space at 3019 Northwood Blvd, Winter Park, FL 32789
On Market For 34 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1662

  • Year Built

    1953

  • $/SqFt

    $361

Northwood Terrace - 3/1.5 Bath with large Florida Room. 2 Car Carport. SAND DOLLAR REALTY GROUP INC.

Pended $569,000

Charming light blue single story home with a well manicured front yard and walkway to the front door at 1368 Devon Rd, Winter Park, FL 32789
Spacious living room with beautiful parquet flooring, large sofa, ceiling fans, and dining area visible at 1368 Devon Rd, Winter Park, FL 32789
Spacious living room and dining area with beautiful parquet flooring and modern ceiling fans at 1368 Devon Rd, Winter Park, FL 32789
On Market For 40 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1642

  • Year Built

    1952

  • $/SqFt

    $347

Orwin Manor - Call for your private showing today! LPT REALTY, LLC.

Home For Sale $559,000

Reduced By $20,500

Charming single-story home with well-manicured lawn and inviting curb appeal at 3131 Lowndes Dr, Winter Park, FL 32792
Bright living room with ceiling fan, stylish decor, and lots of natural light at 3131 Lowndes Dr, Winter Park, FL 32792
Modern eat-in kitchen with white cabinets, stainless steel appliances, and updated countertops at 3131 Lowndes Dr, Winter Park, FL 32792
On Market For 33 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2126

  • Year Built

    1967

  • $/SqFt

    $263

Georgetown Estates - Schedule your private tour today and step into the home that defines Winter Park living! A +ROI PROPERTY.

Home For Sale $4,100,000

Charming home with a well-manicured lawn and a classic facade, perfect for suburban living at 1782 Pine Ave, Winter Park, FL 32789
Backyard featuring a refreshing pool, lush lawn, perfect for relaxation and entertainment at 1782 Pine Ave, Winter Park, FL 32789
Detailed floor plan showcasing spacious layout with multiple bedrooms, living areas, and garages at 1782 Pine Ave, Winter Park, FL 32789
On Market For 42 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4782

  • Year Built

    2025

  • $/SqFt

    $857

Conwill Estates - Interlachen Golf community less than 5 min, Park Ave 10 min and restaurant and retail minutes away. Schedule your private tour today. EXP REALTY LLC.

Home For Sale $1,349,000

Spacious home featuring a three-car garage and manicured landscaping at 1077 Minnesota Ave, Winter Park, FL 32789
Three-car garage featuring white doors at 1077 Minnesota Ave, Winter Park, FL 32789
Two-story home featuring classic white siding, complemented by mature trees providing shade and natural beauty at 1077 Minnesota Ave, Winter Park, FL 32789
On Market For 42 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3046

  • Year Built

    2025

  • $/SqFt

    $443

Don’t miss your opportunity to own a statement home that offers both sophistication and lifestyle. Private tours available by appointment. SHORES REAL ESTATE.

Pended $479,900

A lovely two-story home with a well-maintained lawn and attached two-car garage at 1532 Lawndale Cir, Winter Park, FL 32792
Inviting front entrance with a white door, sidelight window, and decorative potted plant at 1532 Lawndale Cir, Winter Park, FL 32792
Spacious living room with high ceilings, fan, tile floors, and open to the dining area at 1532 Lawndale Cir, Winter Park, FL 32792
On Market For 26 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2035

  • Year Built

    1986

  • $/SqFt

    $236

Country Lane - Some photos may be virtually staged KELLER WILLIAMS WINTER PARK.

Home For Sale $400,000

Reduced By $19,000

Spacious driveway leading to a blue garage door, set against a well-kept lawn at 1566 Lawndale Cir, Winter Park, FL 32792
Bright, open living area featuring vaulted ceilings and modern wood-look flooring at 1566 Lawndale Cir, Winter Park, FL 32792
Vaulted ceilings and fan highlight this open living space with modern vinyl plank flooring at 1566 Lawndale Cir, Winter Park, FL 32792
On Market For 32 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1592

  • Year Built

    1985

  • $/SqFt

    $251

Experience the best of Winter Park living—text your real estate agent today for more information or to schedule a viewing! OPTIMA ONE REALTY, INC..

Home For Sale $2,199,000

Charming one-story home with dormer windows, covered entryway, and manicured landscaping at 1394 Stewart St, Winter Park, FL 32789
Well-maintained single-story home with lush landscaping and mature trees on an expansive lawn at 1394 Stewart St, Winter Park, FL 32789
Spacious living room with brick fireplace, hardwood floors, and natural light at 1394 Stewart St, Winter Park, FL 32789
On Market For 43 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3907

  • Year Built

    1961

  • $/SqFt

    $563

Residents feel a deep sense of pride and belonging, while visitors are drawn to the charm and warmth that define our town. REALTY ONE GROUP INSPIRATION.

Pended $799,999

On Market For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1128

  • Year Built

    1952

  • $/SqFt

    $709

Lake Forest Park - Demo cost to be included in the purchase price. BALDWIN PARK REALTY LLC.

Pended $1,360,000

Stunning two-story white home with a three-car garage, brick driveway, and manicured lawn with curb appeal at 1269 Wading Waters Cir, Winter Park, FL 32792
Beautiful aerial view of several homes with lush green trees and a scenic lake backdrop at 1269 Wading Waters Cir, Winter Park, FL 32792
Aerial shot of a private home with pool and patio, lush yard, and neighborhood street at 1269 Wading Waters Cir, Winter Park, FL 32792
On Market For 44 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4468

  • Year Built

    2021

  • $/SqFt

    $304

Waters Edge At Hawks Crest - Put in your paddle board, kayak or just enjoy the wonderful sunsets from the fishing dock. HAMILTON REALTY.

Home For Sale $359,000

Reduced By $16,000

Two-story tan home with a single car garage and mature shade trees at 156 Oak Grove Rd, Winter Park, FL 32789
Aerial view of a home with fenced backyard and mature trees at 156 Oak Grove Rd, Winter Park, FL 32789
Open concept Living Room with ceiling fan and tile floors at 156 Oak Grove Rd, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 38 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1456

  • Year Built

    1995

  • $/SqFt

    $247

Don’t miss this exceptional opportunity—schedule your private showing today! EVERLANE REALTY LLC.

Pended $1,395,000

Inviting entryway showcasing a wood front door with decorative wreath, framed by trimmed hedges and a brick walkway at 1633 Pine Ave, Winter Park, FL 32789
Open-concept living area with hardwood floors, view of the kitchen, and neutral decor perfect for relaxing or entertaining at 1633 Pine Ave, Winter Park, FL 32789
Cozy bedroom with hardwood floors, natural light, and built-in bookcase with a quiet spot to read and unwind at 1633 Pine Ave, Winter Park, FL 32789
On Market For 47 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2481

  • Year Built

    1951

  • $/SqFt

    $562

Lake Knowles Terrace - It's walking distance to Phelps Park and just a short drive to the charming shops and dining on Park Avenue. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $635,000

Reduced By $40,000

Inviting home exterior featuring a manicured lawn and a covered carport with a paved driveway at 843 W Swoope Ave, Winter Park, FL 32789
Inviting front entrance with manicured lawn and stone walkway leading to a stylish front door at 843 W Swoope Ave, Winter Park, FL 32789
Quaint home exterior with dark trim and convenient carport in a lush, green setting at 843 W Swoope Ave, Winter Park, FL 32789
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1232

  • Year Built

    1962

  • $/SqFt

    $515

Request your private showing today and make the move to Winter Park. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $550,000

Reduced By $25,000

Inviting single-story home featuring lush landscaping, a curved driveway, and mature trees at 2007 Strathaven Road, Winter Park, FL 32792
Carport entrance showcasing updated exterior features including fresh paint, and new windows at 2007 Strathaven Road, Winter Park, FL 32792
Open-concept living room with modern flooring, connecting seamlessly to a bright, updated kitchen at 2007 Strathaven Road, Winter Park, FL 32792
On Market For 47 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1699

  • Year Built

    1957

  • $/SqFt

    $324

You’ll be glad you did! EXP REALTY LLC.

Pended $485,900

Reduced By $14,000

Charming single-story home with a well-manicured lawn and attached two-car garage at 4887 Seminole Ave, Winter Park, FL 32792
Cozy home featuring a mature shade tree and a fenced yard at 4887 Seminole Ave, Winter Park, FL 32792
Well-maintained home featuring a classic white front door and a two-car garage at 4887 Seminole Ave, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 47 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2256

  • Year Built

    1954

  • $/SqFt

    $215

Minutes to the 417 Toll Road and Hwy 436 for quick access to Orlando International Airport, University of Central Florida and the surrounding areas. CHARLES RUTENBERG REALTY ORLANDO.

Pended $395,000

Inviting single-story home with landscaped front yard and long, curving driveway at 2100 Shirewood Ct, Winter Park, FL 32792
Bright living room featuring a high ceiling, unique wall colors and a mix of flooring types at 2100 Shirewood Ct, Winter Park, FL 32792
Spacious living room with high ceiling, glass sliders and unique combination of flooring types at 2100 Shirewood Ct, Winter Park, FL 32792
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1427

  • Year Built

    1982

  • $/SqFt

    $277

Cedar Ridge - Do not miss the opportunity to make this lovely corner lot residence your own and enjoy the best of quiet neighborhood living. WEICHERT REALTORS HALLMARK PRO.

Home For Sale $385,000

Reduced By $14,000

Charming single-story home with a carport and manicured lawn, complemented by a vibrant blue sky at 5144 Orange Ave, Winter Park, FL 32792
Modern kitchen features stainless steel appliances, granite countertops, and white cabinets, creating a sleek and functional space at 5144 Orange Ave, Winter Park, FL 32792
Bright dining room with a modern ceiling fan, elegant table setting, and sliding glass doors at 5144 Orange Ave, Winter Park, FL 32792
On Market For 40 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1274

  • Year Built

    1976

  • $/SqFt

    $302

With modern upgrades, abundant outdoor space, and a fantastic location, this move-in-ready gem is ready for you to call it home! WEMERT GROUP REALTY LLC.

Pended $595,000

Inviting living room with hardwood floors, plenty of natural light, and comfortable seating, ideal for relaxation at 1230 N Denning Dr, Winter Park, FL 32789
Spacious living room featuring hardwood floors, a stylish area rug, and plenty of room for entertaining guests at 1230 N Denning Dr, Winter Park, FL 32789
Bright and airy living room with an open layout, hardwood flooring, and comfortable furnishings creating a welcoming space at 1230 N Denning Dr, Winter Park, FL 32789
On Market For 47 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    972

  • Year Built

    1952

  • $/SqFt

    $612

Dixie Terrace - The homes proximity to The Winter Park Cultural Corridor which includes Rollins College, The Morse Museum, The Scenic Boat Tour, and The Farmer’s Market make this a most sought-after location. Schedule your private showing today! FANNIE HILLMAN & ASSOCIATES.

Pended $3,250,000

Beautiful two-story home with a brick driveway, lush landscaping, and classic architectural details at 266 Chase Ave, Winter Park, FL 32789
Stunning two-story white home with manicured landscaping, mature trees, and brick driveway at 266 Chase Ave, Winter Park, FL 32789
Elegant front door with sidelights and a hanging lantern, framed by manicured hedges at 266 Chase Ave, Winter Park, FL 32789
On Market For 45 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4088

  • Year Built

    1930

  • $/SqFt

    $795

This is more than just a home, it’s a lifestyle and a rare chance to own one of Winter Park’s rare downtown area treasured properties. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $549,000

Exterior view of home with mature trees, landscaping, and a gray truck in the driveway at 2464 Lotafun Ave, Winter Park, FL 32789
Exterior view of home with mature trees, landscaping, and a gray truck in the driveway at 2464 Lotafun Ave, Winter Park, FL 32789
View of the driveway and carport, featuring a truck, trailer, and mature trees around the property at 2464 Lotafun Ave, Winter Park, FL 32789
On Market For 48 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1804

  • Year Built

    1951

  • $/SqFt

    $304

No limit for your imagination on this property. INTERNATIONAL FLORIDA PROPERTIES INC.

Pended $434,900

Inviting backyard pool with lounge chairs, screened-in lanai, and lush landscaping at 5441 Justine Way, Winter Park, FL 32792
Charming home featuring stone accents, a well-manicured lawn, and mature landscaping at 5441 Justine Way, Winter Park, FL 32792
Inviting front porch with seating area and decorative planters at 5441 Justine Way, Winter Park, FL 32792
On Market For 48 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1366

  • Year Built

    1978

  • $/SqFt

    $318

Howell Branch Woods - Updates include 2024 attic insulation; 2023 solar; 2022 pool pump; 2021 painted kitchen cabinets; 2017 pool resurface; 2016 washer, dryer, replace two front windows. REDFIN CORPORATION.

Pended $415,000

Reduced By $8,900

Charming single Gathering home with well-maintained lawn and beautiful front yard landscaping at sunset at 5144 Goldenrod Place Rd, Winter Park, FL 32792
Charming single Gathering home with well-maintained lawn, garage and beautiful front yard landscaping at 5144 Goldenrod Place Rd, Winter Park, FL 32792
Charming single Gathering home with well-maintained lawn and beautiful front yard landscaping at 5144 Goldenrod Place Rd, Winter Park, FL 32792
On Market For 41 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1467

  • Year Built

    1972

  • $/SqFt

    $283

, Thermal Windows and Metal Roof for peace of mind. C. APOLLO REALTY INC.

Home For Sale $415,000

A gray single-story home with well-maintained lawn, sidewalk, and mature shade trees at 3214 Lowndes Dr, Winter Park, FL 32792
View of the house from the street highlighting the long driveway and a well-kept front yard at 3214 Lowndes Dr, Winter Park, FL 32792
The front of this home has a covered porch with a chair, stone landscaping, and brick exterior at 3214 Lowndes Dr, Winter Park, FL 32792
On Market For 36 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1200

  • Year Built

    1965

  • $/SqFt

    $346

Don’t miss your chance to make this spectacular property yours! MARK SPAIN REAL ESTATE.

Home For Sale $3,850,000

Elegant two-story home with a tile roof, arched entryway, balcony, lush landscaping, and a circular driveway at 861 Bonita Dr, Winter Park, FL 32789
Gorgeous two-story house showcasing manicured landscaping, a tile roof, arched entryway, and a brick-paved driveway at 861 Bonita Dr, Winter Park, FL 32789
Aerial view of a magnificent home surrounded by trees, showcasing the tile roof and circular driveway at 861 Bonita Dr, Winter Park, FL 32789
On Market For 12 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6939

  • Year Built

    1999

  • $/SqFt

    $555

Comstock Park - Situated in the heart of Winter Park, this exquisite property offers the perfect blend of sophistication, comfort, privacy, and location. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $649,000

Reduced By $6,000

Inviting front porch with a white brick wall, black door, and decorative plants, offering a stylish entryway at 532 Darcey Dr, Winter Park, FL 32792
Charming home with a modern garage door, lush lawn, and flower boxes enhancing its curb appeal at 532 Darcey Dr, Winter Park, FL 32792
Cozy living room featuring a brick fireplace, plantation shutters, and stylish furnishings for comfortable living at 532 Darcey Dr, Winter Park, FL 32792
On Market For 49 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1409

  • Year Built

    1958

  • $/SqFt

    $461

Truly a must see! Welcome Home! JWJ REALTY LLC.

Home For Sale $550,000

Reduced By $25,000

Expansive aerial view showcases a serene lake surrounded by lush greenery and beautiful houses at 1430 Hyde Park Dr, Winter Park, FL 32792
Inviting single-Gathering home with brick accents, a two-car garage, and freshly landscaped front yard at 1430 Hyde Park Dr, Winter Park, FL 32792
Attractive single-level home featuring a two-car garage, lovely landscaping, and a welcoming front yard at 1430 Hyde Park Dr, Winter Park, FL 32792
On Market For 49 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1947

  • Year Built

    1987

  • $/SqFt

    $282

Hyde Park - The Roof is only 4 years and the AC was replaced in 2013! KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $1,590,000

Reduced By $100,000

Stunning aerial view of a home with private lake access, dock, and inviting backyard pool at 8041 Lake Waunatta Dr, Winter Park, FL 32792
The backyard features a modern pool and outdoor seating area with a view of the lake at 8041 Lake Waunatta Dr, Winter Park, FL 32792
Beautiful backyard with private lake access and dock at 8041 Lake Waunatta Dr, Winter Park, FL 32792
On Market For 50 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5329

  • Year Built

    1984

  • $/SqFt

    $298

Schedule your private tour today! KELLER WILLIAMS REALTY AT THE PARKS.

Pended $1,385,000

Reduced By $15,000

Close up of the home's beautiful arched doorway, trimmed with columns, and surrounding well maintained landscaping at 1370 Alberta Dr, Winter Park, FL 32789
Bright living room with hardwood floors, natural light, and a serene garden view at 1370 Alberta Dr, Winter Park, FL 32789
Spacious living room boasts hardwood floors, fireplace, and detailed glass front doors at 1370 Alberta Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 42 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3483

  • Year Built

    1957

  • $/SqFt

    $398

Located in Winter Park's prestigious school district, this home represents the perfect combination of luxury, convenience, and long-term value. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $525,000

Reduced By $10,000

Charming single-Gathering home with a well-maintained lawn, mature landscaping, and an attached two-car garage at 7619 Georgeann St, Winter Park, FL 32792
Charming single-Gathering home with a well-maintained lawn, mature landscaping, and an attached two-car garage at 7619 Georgeann St, Winter Park, FL 32792
Charming single-Gathering home with a well-maintained lawn, mature landscaping, and an attached two-car garage at 7619 Georgeann St, Winter Park, FL 32792
On Market For 43 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2053

  • Year Built

    2003

  • $/SqFt

    $256

CALL TODAY to schedule your private tour! APEXPRO PROPERTY SOLUTIONS LLC.

Home For Sale $410,000

Reduced By $10,000

Well-maintained single-Gathering home with a two-car garage, manicured lawn, and mature trees at 1041 Manchester Cir, Winter Park, FL 32792
Inviting backyard pool surrounded by a spacious patio, perfect for entertaining at 1041 Manchester Cir, Winter Park, FL 32792
Backyard featuring a refreshing pool, screened-in lanai, and well-maintained landscaping at 1041 Manchester Cir, Winter Park, FL 32792
On Market For 50 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1678

  • Year Built

    1977

  • $/SqFt

    $244

Howell Estates - Don't miss out on this amazing opportunity in Winter Park! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $599,000

Charming single-story home featuring mature landscaping and inviting curb appeal at 701 Denton Rd, Winter Park, FL 32792
Charming single-story home featuring mature landscaping and inviting curb appeal at 701 Denton Rd, Winter Park, FL 32792
Charming single-story home featuring mature landscaping at 701 Denton Rd, Winter Park, FL 32792
On Market For 51 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2268

  • Year Built

    1961

  • $/SqFt

    $264

Don’t miss out on this incredible opportunity—schedule your showing today! CHARLES RUTENBERG REALTY ORLANDO.

Pended $415,000

Cozy single-Gathering home with mature trees, white trim windows, and well-maintained landscaping at 1840 Maywood Rd, Winter Park, FL 32792
Charming single-story home features a spacious driveway, covered carport, and mature trees at 1840 Maywood Rd, Winter Park, FL 32792
A covered carport with a decorative block wall and well-maintained concrete flooring at 1840 Maywood Rd, Winter Park, FL 32792
On Market For 50 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1570

  • Year Built

    1957

  • $/SqFt

    $264

Tanglewood - This home is move-in ready so schedule your tour today! PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,290,000

Beautiful two-story home with a well-manicured lawn and a two car garage at 1201 Wading Waters Cir, Winter Park, FL 32792
Inviting front entrance with a glass door, stone accents, and a cozy seating area at 1201 Wading Waters Cir, Winter Park, FL 32792
Charming front porch with brick pavers, stone columns, and cozy seating area at 1201 Wading Waters Cir, Winter Park, FL 32792
On Market For 50 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4266

  • Year Built

    2020

  • $/SqFt

    $302

Waters Edge At Hawks Crest - This home is the perfect blend of luxury, comfort, and convenience—don’t miss the opportunity to make it yours COLDWELL BANKER RESIDENTIAL RE.

Pended $2,499,900

Reduced By $190,100

Home with a well-maintained yard, stone accents, a side-entry two-car garage and a covered porch entrance at 7849 Georgeann St, Winter Park, FL 32792
Stunning home with lush landscaping, mature palms and a two-car garage, creating a picturesque view at 7849 Georgeann St, Winter Park, FL 32792
Covered front entrance features a stone pillar, manicured landscaping, and a stone pathway at 7849 Georgeann St, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 36 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    4860

  • Year Built

    2012

  • $/SqFt

    $514

Be sure to preview the video https://bit.ly/423Mrok and the 3D Matterport Showcase https://bit.ly/3XFly8W KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $1,550,000

Reduced By $100,000

Beautiful home showcasing modern design with grey brick, a driveway, and a well-kept lawn at 2408 Lafayette Ave, Winter Park, FL 32789
Open-concept living and dining area featuring hardwood floors, modern decor, and ample natural light at 2408 Lafayette Ave, Winter Park, FL 32789
Cozy sitting room with modern chairs, stylish decor, and a large window with natural light at 2408 Lafayette Ave, Winter Park, FL 32789
On Market For 54 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    2024

  • $/SqFt

    $546

Winter Park Village - This home is a true gem that combines thoughtful details with sophisticated style. CORCORAN PREMIER REALTY.

Home For Sale $1,245,000

Reduced By $150,000

Aerial view of a lakefront property featuring a covered boat dock and lush green trees at 7706 Waunatta Ct, Winter Park, FL 32792
Aerial view of the home showcasing its lakeside location and spacious lawn at 7706 Waunatta Ct, Winter Park, FL 32792
Well-maintained home with a spacious front yard and attached two-car garage at 7706 Waunatta Ct, Winter Park, FL 32792
On Market For 54 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3858

  • Year Built

    1978

  • $/SqFt

    $323

Complete with a spacious two-car garage, this home is the ideal blend of comfort, elegance and waterfront charm. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $400,000

Reduced By $50,000

View of single Gathering home on a sunny day showcasing brick accents, manicured lawn and a two car garage at 7602 Glenmoor Ln, Winter Park, FL 32792
Charming single Gathering home showcasing brick accents, a well manicured lawn and a two car garage at 7602 Glenmoor Ln, Winter Park, FL 32792
View of single Gathering home showcasing brick accents, a manicured lawn, and a two-car garage at 7602 Glenmoor Ln, Winter Park, FL 32792
On Market For 55 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1687

  • Year Built

    1984

  • $/SqFt

    $237

Glenmoor - Don’t miss this incredible opportunity—schedule your showing today! KELLER WILLIAMS REALTY AT THE PARKS.

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Call to Schedule a Showing

(954) 439-6446

(954) 439-6446