131 Results

32789 Homes For Sale & 32789 FL Real Estate

Home For Sale $1,759,000

Spacious living room with large windows, comfortable seating, and a modern aesthetic at 1660 Walnut Ave, Winter Park, FL 32789
Modern kitchen with gray cabinetry, center island, and stainless steel appliances at 1660 Walnut Ave, Winter Park, FL 32789
Bright bedroom with a ceiling fan, neutral color palette, and stylish decor at 1660 Walnut Ave, Winter Park, FL 32789
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2172

  • Year Built

    2025

  • $/SqFt

    $810

Lake Knowles Terrace - Don’t miss the opportunity to make this stunning Winter Park home yours. COMPASS FLORIDA, LLC.

Home For Sale $475,000

Modern kitchen featuring dark cabinetry and granite countertops at 1937 Eland Ave, Winter Park, FL 32789
Bright and airy living room with hardwood floors and open concept at 1937 Eland Ave, Winter Park, FL 32789
Modern kitchen with dark wood cabinets and stainless steel appliances at 1937 Eland Ave, Winter Park, FL 32789
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1560

  • Year Built

    1957

  • $/SqFt

    $304

Lake Bell Terrace - In less than 10 minutes, you can get from this property to Park Avenue (6 minutes), Hannibal Square (7 minutes), Winter Park Village (5 minutes), Edgewater Drive (7 minutes), I-4 (3 minutes), Rollins College (10 minutes), and Lake Lily Park (6 minutes). MILLER GRANT AND COMPANY.

Home For Sale $1,500,000

Cute one-story house with a spacious lawn at 747 Mcintyre Ave, Winter Park, FL 32789
Cute one-story house with a spacious lawn at 747 Mcintyre Ave, Winter Park, FL 32789
Cute one-story house with a spacious lawn at 747 Mcintyre Ave, Winter Park, FL 32789
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1457

  • Year Built

    1950

  • $/SqFt

    $1,030

Opportunities like this are a rare find in Winter Park! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,995,000

Elegant front entry with a wood door, flanked by light blue shutters at 1400 Place Picardy, Winter Park, FL 32789
Bright and spacious entryway with hardwood floors and blue patterned wallpaper at 1400 Place Picardy, Winter Park, FL 32789
Open dining room with hardwood floors, blue accents and chandelier at 1400 Place Picardy, Winter Park, FL 32789
On Market For 6 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4411

  • Year Built

    2008

  • $/SqFt

    $679

Fontainebleau - Call today to schedule your private showing. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $650,000

Modern two-story house with gray siding, paver driveway, and landscaped lawn at 1875 Staunton Ave, Winter Park, FL 32789
Modern two-story house with gray siding, paver driveway, and landscaped lawn at 1875 Staunton Ave, Winter Park, FL 32789
Inviting front entrance with gray siding, paver walkway, and potted plants at 1875 Staunton Ave, Winter Park, FL 32789
On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2036

  • Year Built

    1954

  • $/SqFt

    $319

Karolina On Killarney - You are less than 2 miles from Park Avenue. THE AGENCY ORLANDO.

Home For Sale $589,000

Green house exterior with a gray garage door and manicured lawn at 1424 Cavendish Rd, Winter Park, FL 32789
House exterior showcasing a lush green lawn and mature trees at 1424 Cavendish Rd, Winter Park, FL 32789
Relaxing backyard oasis featuring a kidney-shaped pool and striped umbrellas at 1424 Cavendish Rd, Winter Park, FL 32789
On Market For 6 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1132

  • Year Built

    1949

  • $/SqFt

    $520

Don’t miss the opportunity to make this Gem your new home! KEYSEEKERS REAL ESTATE.

Home For Sale $431,000

Bright living room featuring hardwood floors, comfy seating and modern decor at 2111 Staunton Ave, Winter Park, FL 32789
Spacious living area showcasing hardwood floors and ample natural light at 2111 Staunton Ave, Winter Park, FL 32789
Comfortable main bedroom with wood floors, ample closet space, and modern decor at 2111 Staunton Ave, Winter Park, FL 32789
On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1292

  • Year Built

    1954

  • $/SqFt

    $334

This property is a true gem, offering comfort and sophistication. OPENDOOR BROKERAGE LLC.

Home For Sale $1,599,900

Home with a pool, outdoor kitchen, and relaxing lounge area at 1417 Miller Ave, Winter Park, FL 32789
Ground floor plan showcasing an open layout with a large living room and kitchen at 1417 Miller Ave, Winter Park, FL 32789
Second floor plan featuring three bedrooms, two bathrooms and a loft at 1417 Miller Ave, Winter Park, FL 32789
On Market For 7 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3312

  • Year Built

    2025

  • $/SqFt

    $483

No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops. CORCORAN PREMIER REALTY.

Home For Sale $649,000

Modern house exterior featuring a white facade, black accents, and a landscaped front yard at 631 Callahan St, Winter Park, FL 32789
Updated home with modern exterior and beautiful landscaping at 631 Callahan St, Winter Park, FL 32789
Charming house exterior with a lush green lawn and beautiful landscaping at 631 Callahan St, Winter Park, FL 32789
On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1751

  • Year Built

    1950

  • $/SqFt

    $371

Carver Town - Come see it for yourself – this is luxury living at its finest. CORCORAN PREMIER REALTY.

Pended $420,000

Newly renovated home with a modern exterior and driveway at 1025 Early Ave, Winter Park, FL 32789
Modern front door with sleek black finish and sidelights at 1025 Early Ave, Winter Park, FL 32789
Open concept living area with modern furniture and hardwood floors at 1025 Early Ave, Winter Park, FL 32789
On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1333

  • Year Built

    1956

  • $/SqFt

    $315

Albert Lee Ridge - With a fresh, move-in ready feel and a prime location, this is a must-see. Schedule your showing today! SAND DOLLAR REALTY GROUP INC.

Home For Sale $4,500,000

Brick home with herringbone driveway, landscaping, and a two-car garage at 702 Via Bella, Winter Park, FL 32789
Two-story home with a two-car garage and landscaped yard, showcasing a beautiful brick exterior at 702 Via Bella, Winter Park, FL 32789
Two-story brick home with dark brown accents, landscaping, and a two-car garage at 702 Via Bella, Winter Park, FL 32789
On Market For 9 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3720

  • Year Built

    2025

  • $/SqFt

    $1,210

The perfect home for those seeking luxurious living and refined elegance. FLORIDIAN REALTY GROUP LLC.

Home For Sale $799,000

Two-story gray house with black shutters, nicely landscaped front yard at 1375 Suffolk Rd, Winter Park, FL 32789
Two-story gray house with black shutters, landscaped yard, at dusk at 1375 Suffolk Rd, Winter Park, FL 32789
Two-story gray house with black shutters, landscaped yard, and driveway at 1375 Suffolk Rd, Winter Park, FL 32789
On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2548

  • Year Built

    1940

  • $/SqFt

    $314

Don’t miss your chance to see it - schedule your showing today! MAINFRAME REAL ESTATE.

Home For Sale $1,250,000

Two-story home with a wrap-around porch, and manicured hedges at 567 Osceola Ave, Winter Park, FL 32789
Two-story house with a wrap-around porch and brick driveway at 567 Osceola Ave, Winter Park, FL 32789
Two-story house with a wrap-around porch and brick driveway at 567 Osceola Ave, Winter Park, FL 32789
On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2651

  • Year Built

    1912

  • $/SqFt

    $472

Osceola Court - Parking is easy with a circular driveway, carport and a 2-car garage with plenty of storage. Call today for an appointment! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,180,000

Two-story house with a blue metal roof and attached garage at 1975 Biscayne Dr, Winter Park, FL 32789
Open concept living room and kitchen with white sofas and modern decor at 1975 Biscayne Dr, Winter Park, FL 32789
Living room features a white sectional sofa, fireplace, and Christmas tree at 1975 Biscayne Dr, Winter Park, FL 32789
On Market For 10 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3270

  • Year Built

    2020

  • $/SqFt

    $361

Karolina On Killarney - Don’t miss your chance to own this property! SOGO REAL ESTATE SERVICES LLC.

Home For Sale $699,000

Inviting front porch with colorful seating and patterned tile at 1792 Killarney Dr, Winter Park, FL 32789
Spacious living room featuring a fireplace and mid-century modern furniture at 1792 Killarney Dr, Winter Park, FL 32789
Bright living room with a green sofa and hardwood floors at 1792 Killarney Dr, Winter Park, FL 32789
On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2082

  • Year Built

    1958

  • $/SqFt

    $336

Additionally, it is less than 1 mile to Trader Joe's and 1.5 miles to Park Ave. Don't miss out on this exceptional opportunity to own a piece of Winter Park paradise. THE AGENCY ORLANDO.

Pended $2,599,000

Two-story house with a balcony, arched entryway, and manicured lawn at 1000 Via Tuscany Oaks Way, Winter Park, FL 32789
Two-story house with a balcony, arched entryway, and manicured lawn at 1000 Via Tuscany Oaks Way, Winter Park, FL 32789
Two-story house with a balcony, arched entryway, and manicured lawn at 1000 Via Tuscany Oaks Way, Winter Park, FL 32789
On Market For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4002

  • Year Built

    2003

  • $/SqFt

    $649

Located just steps from the Winter Park Racquet Club and only a short stroll to the renowned Park Avenue, this home places you in the heart of everything Winter Park has to offer—award-winning dining, shopping, and cultural experiences. COMPASS FLORIDA LLC.

Pended $2,495,000

Two-story white farmhouse with black roof, two-car garage, and landscaped yard at 1506 Chestnut Ave., Winter Park, FL 32789
Inviting front porch with seating area, and lush green landscaping at 1506 Chestnut Ave., Winter Park, FL 32789
Open-concept living space with L-shaped sectional sofa, fireplace, and kitchen views at 1506 Chestnut Ave., Winter Park, FL 32789
On Market For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3545

  • Year Built

    2021

  • $/SqFt

    $704

Lake Knowles Terrace - This home is a masterpiece, combining modern sophistication with comfort and practicality. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $939,900

Two-story house with a two-car garage and paved driveway at 675 Overspin Dr, Winter Park, FL 32789
Front entrance with arched entryway and walkway at 675 Overspin Dr, Winter Park, FL 32789
Spacious kitchen with island, stainless steel appliances, and wood cabinets at 675 Overspin Dr, Winter Park, FL 32789
On Market For 13 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2962

  • Year Built

    2010

  • $/SqFt

    $317

Dubsdread Heights - For golf enthusiasts, the prestigious Dubsdread golf course is located within a mile. COLDWELL BANKER RESIDENTIAL RE.

Pended $618,000

House nestled in a quiet neighborhood near a lake at 2127 Lake Dr, Winter Park, FL 32789
Bright living room with hardwood floors and comfy couches at 2127 Lake Dr, Winter Park, FL 32789
Living room featuring hardwood floors and a large window at 2127 Lake Dr, Winter Park, FL 32789
On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1732

  • Year Built

    1955

  • $/SqFt

    $357

This home is truly a rare find in a quiet, sought-after neighborhood, NO HOA. Schedule your showing today! FANNIE HILLMAN & ASSOCIATES.

Pended $310,000

House with a large backyard and paved driveway at 2259 Minnesota Ave, Winter Park, FL 32789
Bedroom with a double bed and ceiling fan at 2259 Minnesota Ave, Winter Park, FL 32789
Living room with a gray couch and wood floors at 2259 Minnesota Ave, Winter Park, FL 32789
On Market For 10 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1015

  • Year Built

    1947

  • $/SqFt

    $305

Don’t miss this opportunity to own a piece of Winter Park charm. Schedule your private tour today! LPT REALTY.

Pended $2,375,000

Two-story home exterior with manicured landscaping and brick driveway at 1522 Lake Knowles Cir, Winter Park, FL 32789
Stunning two-story home with a charming front entrance and manicured lawn at 1522 Lake Knowles Cir, Winter Park, FL 32789
Open french doors showcase a breathtaking lake view from inside the home at 1522 Lake Knowles Cir, Winter Park, FL 32789
On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4144

  • Year Built

    2000

  • $/SqFt

    $573

Lake Knowles Terrace - Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing. CENTRAL FLORIDA PRIME REAL ESTATE LLC.

Pended $1,239,900

Inviting home exterior at dusk, showcasing landscaping and brick driveway at 370 E Lake Sue Ave, Winter Park, FL 32789
Aerial view of the property, highlighting its location near a lake at 370 E Lake Sue Ave, Winter Park, FL 32789
Welcoming entryway with brick flooring, blue shutters, and a charming door at 370 E Lake Sue Ave, Winter Park, FL 32789
On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2462

  • Year Built

    1989

  • $/SqFt

    $504

Charmont - Don’t miss the chance to own a piece of Winter Park’s charm. REALTY HUB.

Pended $950,000

Reduced By $10,000

Contemporary home with sleek design and spacious driveway at 830 W Canton Ave, Winter Park, FL 32789
Stylish white house with gray stone accents and manicured hedges at 830 W Canton Ave, Winter Park, FL 32789
Modern kitchen island with marble countertops and breakfast bar at 830 W Canton Ave, Winter Park, FL 32789
On Market For 17 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1965

  • Year Built

    2018

  • $/SqFt

    $483

From the expansive open spaces to the sleek, high-end finishes, this home offers the perfect blend of style and comfort, Truly elevated living experience. COLDWELL BANKER REALTY.

Pended $2,225,000

Elegant front entrance with a dark wood double door and landscaping at 2172 Temple Dr, Winter Park, FL 32789
Dark wood double front door with glass panels and metal accents at 2172 Temple Dr, Winter Park, FL 32789
Bright entryway with hardwood floors, double doors, and a view of home office at 2172 Temple Dr, Winter Park, FL 32789
On Market For 17 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3467

  • Year Built

    2024

  • $/SqFt

    $642

Fontainebleau - Contact us for a private tour and more information! CORCORAN PREMIER REALTY.

Home For Sale $11,900,000

Elegant home at sunset, gated entrance, palm trees at 1120 Preserve Point Dr, Winter Park, FL 32789
Stunning home with gated entry and manicured landscaping at 1120 Preserve Point Dr, Winter Park, FL 32789
Beautiful home with gated entry and manicured landscaping at 1120 Preserve Point Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 21 Days
  • Bedrooms

    7

  • Full Bath(s)

    9

  • Sq. Ft.

    11255

  • Year Built

    2009

  • $/SqFt

    $1,057

With its own private gated entrance, this home is a one-of-a-kind opportunity to enjoy all of the amenities that Winter Park and Windsong have to offer. PREMIER SOTHEBY'S INTL. REALTY.

Pended $2,995,000

Lakefront home with landscaped yard and brick driveway at 884 Audubon Ln, Winter Park, FL 32789
Lakefront home with a private dock and beautiful landscaping at 884 Audubon Ln, Winter Park, FL 32789
Relaxing patio area with a table and chairs overlooking the lake at 884 Audubon Ln, Winter Park, FL 32789
On Market For 17 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2995

  • Year Built

    1947

  • $/SqFt

    $1,000

Don’t miss the chance to make this slice of paradise your own — schedule your private showing today. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,495,000

Two-story house with a brick driveway and lush landscaping at 907 Moss Ln, Winter Park, FL 32789
Elegant entryway with dark wood door, hardwood floors, and staircase at 907 Moss Ln, Winter Park, FL 32789
Spacious living room with hardwood floors and French doors at 907 Moss Ln, Winter Park, FL 32789
On Market For 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2503

  • Year Built

    2003

  • $/SqFt

    $597

Maitland Shores - Also, easy access to major roadways for stress-free commutes and just minutes from the vibrant shopping and dining of downtown Winter Park, this home is a unique jewel box. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,395,000

Spacious kitchen featuring a large island and stainless steel appliances at 433 Carolina Ave, Winter Park, FL 32789
Bright kitchen with white cabinets, quartz countertops, and a farmhouse sink at 433 Carolina Ave, Winter Park, FL 32789
Open concept kitchen with island seating and dark hardwood floors at 433 Carolina Ave, Winter Park, FL 32789
On Market For 21 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2700

  • Year Built

    2018

  • $/SqFt

    $517

Come and visit us. Welcome Home! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,295,000

Charming house exterior with mature trees and a brick driveway at 1611 Walnut Ave, Winter Park, FL 32789
White house exterior with lush landscaping and a stone pathway at 1611 Walnut Ave, Winter Park, FL 32789
White house exterior with a driveway and tropical landscaping at 1611 Walnut Ave, Winter Park, FL 32789
On Market For 21 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2635

  • Year Built

    1951

  • $/SqFt

    $491

Lake Knowles Terrace - Come see what could be Your next home! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $749,900

Two-story light blue house with gray accents, a fenced yard, and a brick walkway at 1521 Harmon Ave, Winter Park, FL 32789
Two-story light blue house with gray accents, a fenced yard, and a brick walkway at 1521 Harmon Ave, Winter Park, FL 32789
Spacious living room with hardwood floors, a large sectional sofa, and a wooden staircase at 1521 Harmon Ave, Winter Park, FL 32789
On Market For 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2302

  • Year Built

    2008

  • $/SqFt

    $326

Lawndale - This exceptional home combines style, functionality, and location in one perfect package! ALL REAL ESTATE & INVESTMENTS.

Pended $500,000

Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
On Market For 14 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1048

  • Year Built

    1953

  • $/SqFt

    $477

Orangewood Park - Prime Winter Park location walking distance to Audubon Park. KELLY PRICE & COMPANY LLC.

Pended $365,000

Tan single-story house with a yard and palm tree at 770 Carver St, Winter Park, FL 32789
Tan single story house with a walkway and palm tree at 770 Carver St, Winter Park, FL 32789
Tan single-story house with a yard at 770 Carver St, Winter Park, FL 32789
On Market For 21 Days
  • Bedrooms

    4

  • Full Bath(s)

    1

  • Sq. Ft.

    1248

  • Year Built

    1954

  • $/SqFt

    $292

Schedule your private showing today and make your home dreams a reality! LEGENDS REALTY.

Pended $2,000,000

House with a large grassy yard at 1441 Grove Ter, Winter Park, FL 32789
Spacious backyard with a large grassy area at 1441 Grove Ter, Winter Park, FL 32789
Peaceful lake view from the backyard at 1441 Grove Ter, Winter Park, FL 32789
On Market For 18 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1721

  • Year Built

    1950

  • $/SqFt

    $1,162

Top rated schools, healthcare, restaurants and shopping are nearby and downtown Winter Park are just minutes away. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $6,250,000

Elegant Spanish-style home with a brick driveway and beautifully lit at night at 541 Virginia Dr, Winter Park, FL 32789
Stunning Spanish-style home with a brick driveway and lush landscaping at 541 Virginia Dr, Winter Park, FL 32789
Beautiful Spanish-style home with a large tree and brick driveway at 541 Virginia Dr, Winter Park, FL 32789
On Market For 24 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4725

  • Year Built

    2008

  • $/SqFt

    $1,323

Experience luxury living at its finest with unparalleled lakefront views, exceptional amenities and convenience to all the restaurants and shopping that Winter Park has to offer. HOMEVEST REALTY.

Home For Sale $1,100,000

White brick home with a wood front porch and a charming bench at 2330 Westminster Ct, Winter Park, FL 32789
Relaxing front porch with wooden rocking chairs and brick steps at 2330 Westminster Ct, Winter Park, FL 32789
Wood front door accented with lanterns and a brick walkway at 2330 Westminster Ct, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 26 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3296

  • Year Built

    1928

  • $/SqFt

    $334

Glencoe - Schedule your private showing today and experience the charm of Winter Park living! COMPASS FLORIDA LLC.

Home For Sale $895,000

Reduced By $55,000

Single-story home with a yard, viewed from above, surrounded by houses and trees at 1655 N Park Ave, Winter Park, FL 32789
Single story home with a large yard, viewed from above at 1655 N Park Ave, Winter Park, FL 32789
Single story home with driveway and yard, aerial view at 1655 N Park Ave, Winter Park, FL 32789
On Market For 26 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1134

  • Year Built

    1955

  • $/SqFt

    $789

Villa View Park - The 14,290 SF lot is zoned for Lakemont Elementary, Maitland Middle and Winter Park High schools in the heart of Winter Park! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $420,000

Reduced By $5,000

Front porch entry with a unique swing and landscaping at 2827 Euston Rd, Winter Park, FL 32789
Bright and airy living room with hardwood floors and neutral decor at 2827 Euston Rd, Winter Park, FL 32789
Open concept living room featuring hardwood floors and ample natural light at 2827 Euston Rd, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 31 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1568

  • Year Built

    1956

  • $/SqFt

    $268

Fairbanks Shores - Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today! REGENCY REAL ESTATE LLC.

Pended $2,599,000

White house with lush landscaping and long driveway at 1215 Via Salerno, Winter Park, FL 32789
Stunning pool and spa area with spacious patio, perfect for relaxation at 1215 Via Salerno, Winter Park, FL 32789
Spacious living room with hardwood floors, comfortable seating, and access to outdoor patio at 1215 Via Salerno, Winter Park, FL 32789
On Market For 32 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3648

  • Year Built

    1991

  • $/SqFt

    $712

Cloister Grove - It’s perfect for those who appreciate the single-story style, ample space, and the ability to entertain year-round! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,300,000

Luxury lakefront home nestled amongst lush trees at 1032 Early Ave, Winter Park, FL 32789
Stone driveway leading to a beautiful home at 1032 Early Ave, Winter Park, FL 32789
Lakefront property with expansive wooded area at 1032 Early Ave, Winter Park, FL 32789
On Market For 33 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2894

  • Year Built

    1999

  • $/SqFt

    $795

Buyers And Their Agents Must Verify All Information That Is Important To Them. KINCAID REALTY.

Home For Sale $1,999,999

Contemporary home with manicured landscaping and palm trees at 1970 Laurel Rd, Winter Park, FL 32789
Two-story house with a spacious lawn and lush landscaping at 1970 Laurel Rd, Winter Park, FL 32789
Modern home with tropical landscaping and a fenced backyard at 1970 Laurel Rd, Winter Park, FL 32789
On Market For 39 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3440

  • Year Built

    2015

  • $/SqFt

    $581

Charmont - Conveniently located near Park Avenue, Baldwin Park, Audubon Park, and more. KELLY PRICE & COMPANY LLC.

Pended $449,000

Charming blue home with a lush green lawn, inviting front porch, and attached garage at 2112 Staunton Ave, Winter Park, FL 32789
Inviting living room with a blue sectional sofa, wood floors, and a view into the kitchen at 2112 Staunton Ave, Winter Park, FL 32789
Open living room with blue sectional sofa, Christmas tree, wood floors, and view to the kitchen at 2112 Staunton Ave, Winter Park, FL 32789
On Market For 43 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1438

  • Year Built

    1954

  • $/SqFt

    $312

Don't miss out on the opportunity to own this gem of a home in Winter Park! PREFERRED REAL ESTATE BROKERS.

Home For Sale $459,990

Quaint light blue house with a white porch and lush green lawn at 1550 Indiana Ave, Winter Park, FL 32789
Relaxing front porch with rocking chairs and a porch swing at 1550 Indiana Ave, Winter Park, FL 32789
Inviting front porch with rocking chairs and a porch swing at 1550 Indiana Ave, Winter Park, FL 32789
On Market For 35 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1032

  • Year Built

    1950

  • $/SqFt

    $446

Lawndale - Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. TALENT REALTY SOLUTIONS.

Home For Sale $2,000,000

Two-story home floor plan showcasing five bedrooms, a large gathering room, and a two-car garage at 2260 Mulbry Dr, Winter Park, FL 32789
First-floor plan with open concept kitchen, gathering room, and two-car garage at 2260 Mulbry Dr, Winter Park, FL 32789
Second floor plan featuring three bedrooms, a loft, and two bathrooms at 2260 Mulbry Dr, Winter Park, FL 32789
On Market For 46 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3246

  • Year Built

    2025

  • $/SqFt

    $616

Lake Forest Park - Zoned for top-rated schools, this is your opportunity to build your dream Oasis and enjoy the Florida lifestyle! KELLER WILLIAMS WINTER PARK.

Pended $390,000

Updated home with a driveway and well maintained lawn at 830 Overspin Dr, Winter Park, FL 32789
Renovated home featuring a wooden staircase and landscaping at 830 Overspin Dr, Winter Park, FL 32789
Bright living room with hardwood floors and large windows at 830 Overspin Dr, Winter Park, FL 32789
On Market For 47 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1150

  • Year Built

    1952

  • $/SqFt

    $339

Dubsdread Heights - This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours! TOLARIS REALTY GROUP LLC.

Home For Sale $849,000

Reduced By $76,000

Aerial view of property, showcasing its sizable lot at 411 Sylvan Dr, Winter Park, FL 32789
Property aerial view highlighting its spacious lot and surroundings at 411 Sylvan Dr, Winter Park, FL 32789
Home's backyard features a large grassy area and sunroom at 411 Sylvan Dr, Winter Park, FL 32789
On Market For 50 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2270

  • Year Built

    1950

  • $/SqFt

    $374

See it in person to take in all of it's appeal! RE/MAX 200 REALTY.

Home For Sale $4,985,000

Luxury home with gray and white exterior, landscaping, and a spacious driveway at 2161 Sharon Rd, Winter Park, FL 32789
Stunning two-story home, white exterior, lush landscaping, and a large driveway at 2161 Sharon Rd, Winter Park, FL 32789
Modern home with white exterior, gray accents, and a two-car garage at 2161 Sharon Rd, Winter Park, FL 32789
On Market For 52 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6338

  • Year Built

    2023

  • $/SqFt

    $787

Tuscania - Get one step closer to owning the realization of your dream dwelling experience! LA ROSA REALTY HORIZONS LLC.

Pended $3,000,000

Lakefront boathouse with a dock, offering convenient water access at 425 Alberta Dr, Winter Park, FL 32789
Lake view home with a spacious backyard and lush green grass at 425 Alberta Dr, Winter Park, FL 32789
Serene backyard with lake view, lush lawn, and mature trees at 425 Alberta Dr, Winter Park, FL 32789
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2310

  • Year Built

    1938

  • $/SqFt

    $1,299

Close to downtown Park Avenue with all the shops and dining. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,379,900

On Market For 55 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3252

  • Year Built

    2025

  • $/SqFt

    $424

Make an appointment to see this beautiful home today. RE/MAX EXCLUSIVE COLLECTION.

Home For Sale $1,150,000

Ranch style home with a walkway leading to the entrance. Features brick exterior and blue accents at 708 Balmoral Rd, Winter Park, FL 32789
Front entrance with pink door and brick steps, blue siding, and landscaping at 708 Balmoral Rd, Winter Park, FL 32789
Bright entryway with tiled floor, a small table, and a view to the hardwood living area at 708 Balmoral Rd, Winter Park, FL 32789
On Market For 53 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2786

  • Year Built

    1960

  • $/SqFt

    $413

Kenilworth Shores - This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants. FANNIE HILLMAN & ASSOCIATES.

Pended $1,200,000

Cute house with a brick pathway and well-maintained lawn at 193 Overlook Rd, Winter Park, FL 32789
Light gray house with a lush green lawn and red brick walkway at 193 Overlook Rd, Winter Park, FL 32789
Quaint house with a red brick driveway and manicured lawn at 193 Overlook Rd, Winter Park, FL 32789
On Market For 52 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    2201

  • Year Built

    1925

  • $/SqFt

    $545

Sylvan Lake Shores - With its warm character, beautifully maintained landscaping, brick driveway and unbeatable location, this delightful property captures the essence of Winter Park living at its finest. BALDWIN PARK REALTY 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 407-278-2057 and speak with one of our real estate consultants.

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