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32789 Homes For Sale & 32789 FL Real Estate

Pended $779,000

Charming home featuring an attached two-car garage, well-maintained landscaping, and mature palm trees at 1823 Sunset Dr, Winter Park, FL 32789
View Details 1 Photo
On Market For 1 Day

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2414

  • Year Built

    1940

  • $/SqFt

    $323

Call today for your private tour ! ! COMPASS FLORIDA LLC.

Home For Sale $1,495,000

Inviting two-story home featuring a well-manicured lawn, blue shutters and a paver driveway leading to a two-car garage at 1420 Palmer Ave, Winter Park, FL 32789
View Details 47 Photos
Backyard pool area perfect for relaxing, with outdoor seating and well-maintained landscaping, offering a private oasis at 1420 Palmer Ave, Winter Park, FL 32789
A beautiful backyard pool with a tranquil waterfall, lounge chairs, and lush landscaping against a colorful sunset backdrop at 1420 Palmer Ave, Winter Park, FL 32789
Bright foyer with hardwood floors, staircase, and an archway that leads to a dining area with stylish decor at 1420 Palmer Ave, Winter Park, FL 32789
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2953

  • Year Built

    2004

  • $/SqFt

    $506

Comstock Park - (Roof: 2019, HVAC 2017, Mini Splits (2) 2024, Electrical 2004, Plumbing 2004) KELLER WILLIAMS WINTER PARK.

Home For Sale $4,175,000

Stunning modern home with manicured lawn, dark trim, and lush landscaping at 1581 Forest Ave, Winter Park, FL 32789
View Details 45 Photos
Beautiful home featuring a lush green lawn, manicured landscaping, and modern architectural design at 1581 Forest Ave, Winter Park, FL 32789
Striking modern home featuring manicured landscaping, mature trees, and a covered front entrance at 1581 Forest Ave, Winter Park, FL 32789
Elegant foyer features black-and-white checkered floors, a dazzling chandelier, and grand staircase at 1581 Forest Ave, Winter Park, FL 32789
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4683

  • Year Built

    1954

  • $/SqFt

    $892

(Don't miss the secret wine room!) BHHS FLORIDA REALTY.

Home For Sale $1,599,000

Stunning aerial view of lakeside home, lush greenery, and inviting pool, making it perfect for relaxation at 1327 Bridgeport Dr, Winter Park, FL 32789
View Details 48 Photos
Charming exterior with lush green lawn, brick driveway, and meticulous landscaping at 1327 Bridgeport Dr, Winter Park, FL 32789
Beautiful backyard oasis with a sparkling pool, brick patio, and poolside seating at 1327 Bridgeport Dr, Winter Park, FL 32789
Inviting freeform pool area, surrounded by lush landscaping and serene privacy at 1327 Bridgeport Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4181

  • Year Built

    1979

  • $/SqFt

    $382

Waterbridge - Move right in, everything has been done. RE/MAX TOWN & COUNTRY REALTY.

Pended $675,000

Charming single-story home featuring a quaint front porch, covered parking, and a well-maintained lawn at 1511 Chestnut Ave, Winter Park, FL 32789
View Details 25 Photos
Inviting single-story house with a well-kept front yard and ample parking space at 1511 Chestnut Ave, Winter Park, FL 32789
Welcoming front porch with a cozy seating area and an orange front door at 1511 Chestnut Ave, Winter Park, FL 32789
Charming front porch featuring tiled flooring, white columns, and a peaceful view at 1511 Chestnut Ave, Winter Park, FL 32789
On Market For 5 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1275

  • Year Built

    1960

  • $/SqFt

    $529

Lake Knowles Terrace - Don’t miss your chance to become part of the Winter Park lifestyle! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $569,000

Charming single-story home with a well-maintained lawn, beautiful pavers, and a striking blue double-door entrance at 240 Cambridge Blvd, Winter Park, FL 32789
View Details 23 Photos
Expansive backyard featuring lush green grass and a privacy fence, offering ample space for outdoor activities at 240 Cambridge Blvd, Winter Park, FL 32789
Aerial view of a property showcasing its location within a neighborhood and proximity to a serene lake at 240 Cambridge Blvd, Winter Park, FL 32789
Bright living room features neutral decor, two sofas, two windows, and a modern entertainment center at 240 Cambridge Blvd, Winter Park, FL 32789
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1630

  • Year Built

    1950

  • $/SqFt

    $349

Glencoe - Don’t miss this opportunity to own a move-in-ready gem in the heart of Winter Park. Schedule your private showing today! REAL BROKER, LLC.

Pended $530,000

Charming single-story home with a well-maintained lawn and mature trees offering curb appeal at 2525 Lafayette Ave, Winter Park, FL 32789
View Details 23 Photos
Inviting home featuring a lush green lawn, mature trees, and a convenient driveway for easy access at 2525 Lafayette Ave, Winter Park, FL 32789
Beautifully landscaped front yard with a well-maintained lawn and easy street access at 2525 Lafayette Ave, Winter Park, FL 32789
Bright living room with beautiful wood floors, a large window, and ample natural light at 2525 Lafayette Ave, Winter Park, FL 32789
On Market For 4 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    817

  • Year Built

    1956

  • $/SqFt

    $649

Winter Park Village - Value is in the land. Schedule your showing today! KELLER WILLIAMS WINTER PARK.

Home For Sale $8,500,000

Breathtaking lakefront estate with lush landscaping and circular driveway, showcasing the home's elegance at 1112 Preserve Point Dr, Winter Park, FL 32789
View Details 88 Photos
A stately home featuring a circular driveway, manicured landscaping, and symmetrical design elements at 1112 Preserve Point Dr, Winter Park, FL 32789
Elegant exterior of a home with landscaped grounds, featuring a circular driveway and beautiful architectural lighting at 1112 Preserve Point Dr, Winter Park, FL 32789
View of an elegant home, framed by mature trees, with a large circular driveway and landscaped entrance at 1112 Preserve Point Dr, Winter Park, FL 32789
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6502

  • Year Built

    2013

  • $/SqFt

    $1,307

Windsong Preserve Point - Showings are by appointment only for qualified buyers. KELLY PRICE & COMPANY LLC.

Home For Sale $949,000

Charming single-story home with a well-manicured lawn, lush landscaping, and a light blue front door at 251 Glenridge Way, Winter Park, FL 32789
View Details 1 Photo
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1314

  • Year Built

    1949

  • $/SqFt

    $722

Charmont - Seller is related to listing broker. RAZZANI INTERNATIONAL REALTY.

Home For Sale $1,899,000

Charming two-story home features a lush landscaped yard, wood garage door covered by greenery, and second story balcony at 1665 Temple Dr, Winter Park, FL 32789
View Details 58 Photos
Inviting two-story home featuring manicured landscaping and stone walkway to front door, with a second story balcony at 1665 Temple Dr, Winter Park, FL 32789
Beautiful two-story home features lush landscaping, paver driveway, wood garage door covered by greenery, and balcony at 1665 Temple Dr, Winter Park, FL 32789
Paver driveway leading to garage featuring mature landscaping and charming vines climbing the front entrance at 1665 Temple Dr, Winter Park, FL 32789
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3830

  • Year Built

    2007

  • $/SqFt

    $496

Woodmere Terrace - Don’t miss your chance to own a home that offers exceptional space, stylish design, and one of the most desirable locations in Winter Park. COMPASS FLORIDA LLC.

Pended $645,000

Charming single-story home featuring dual entryways, brick driveway, and mature tree providing ample shade at 1773 Walnut Ave, Winter Park, FL 32789
View Details 4 Photos
View of a well-maintained home with a brick driveway and lush landscaping, including mature trees and manicured hedges at 1773 Walnut Ave, Winter Park, FL 32789
Single-story home with dual entrances, brick driveway, and mature trees, blending comfort and curb appeal at 1773 Walnut Ave, Winter Park, FL 32789
Attractive home with mature shade tree, manicured hedges, and brick driveway creating a welcoming curb appeal at 1773 Walnut Ave, Winter Park, FL 32789
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2146

  • Year Built

    1957

  • $/SqFt

    $301

Conwill Estates - This property is being sold as a teardown. CORCORAN PREMIER REALTY.

Home For Sale $2,349,000

Stately two-story home featuring a terracotta roof, arched windows with flower boxes and lush landscaping at 1361 Palmer Ave., Winter Park, FL 32789
View Details 43 Photos
Two-story home featuring a terracotta roof, arched windows with flower boxes and mature shade trees at 1361 Palmer Ave., Winter Park, FL 32789
Circular driveway featuring a brick paver design and lush landscaping providing privacy at 1361 Palmer Ave., Winter Park, FL 32789
Spacious living room with polished floors, pillars, and sliding glass doors leading to the outdoor pool at 1361 Palmer Ave., Winter Park, FL 32789
On Market For 12 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3558

  • Year Built

    2005

  • $/SqFt

    $660

Temple Heights - Ideally in the Winter Park school district and just minutes from Phelps Park, Park Avenue, Interlachen Country Club, Winter Park Racquet Club and Rollins College, this home presents an unparalleled opportunity to enjoy refined living in one of Central Florida’s desirable communities. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,455,000

Stunning two-story white home featuring arched entry, front balcony, well-manicured landscaping and a wood-look garage door at 521 S Phelps Ave, Winter Park, FL 32789
View Details 34 Photos
Charming home at dusk with meticulously maintained landscaping and inviting curb appeal at 521 S Phelps Ave, Winter Park, FL 32789
Elegant home with a paver driveway, lush lawn, and a side-entry garage at twilight at 521 S Phelps Ave, Winter Park, FL 32789
Bright hallway with hardwood floors, staircase, and custom built-in storage at 521 S Phelps Ave, Winter Park, FL 32789
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3883

  • Year Built

    2015

  • $/SqFt

    $632

Kenilworth Shores - This property brilliantly integrates cosmopolitan living while retaining the warmth of home at every corner. LA ROSA REALTY HORIZONS LLC.

Home For Sale $2,100,000

Charming single-story home with a mature landscaped front yard and red window shutters at 633 Balmoral Rd, Winter Park, FL 32789
View Details 25 Photos
Charming single-story home with a mature landscaped front yard and red window shutters at 633 Balmoral Rd, Winter Park, FL 32789
Rear exterior view of home with brick patio and French doors leading to backyard at 633 Balmoral Rd, Winter Park, FL 32789
Screened-in porch with wood flooring and ceiling fans overlooking lake view at 633 Balmoral Rd, Winter Park, FL 32789
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2674

  • Year Built

    1968

  • $/SqFt

    $785

Kenilworth Shores - Whether you renovate or start fresh, this opportunity is a rare chance to craft your own lakeside retreat in one of Winter Park's most desirable locations. Call today for details. COMPASS FLORIDA LLC.

Home For Sale $1,594,950

Charming two-story home featuring stucco siding, a tile roof, arched windows, and a brick driveway at 952 Moss Ln, Winter Park, FL 32789
View Details 55 Photos
Charming two-story home featuring stucco siding, a tile roof, arched windows, and a brick driveway at 952 Moss Ln, Winter Park, FL 32789
Charming two-story home featuring stucco siding, a tile roof, arched windows, and a brick driveway at 952 Moss Ln, Winter Park, FL 32789
Side view of a charming two-story home featuring stucco siding, a tile roof, arched windows, and manicured landscaping at 952 Moss Ln, Winter Park, FL 32789
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3474

  • Year Built

    2008

  • $/SqFt

    $459

Maitland Shores - Schedule a showing today and step into a lifestyle of comfort, sophistication, and unparalleled charm at 952 Moss Ln—a true gem ready to become your forever home. THE SHOP REAL ESTATE CO..

Home For Sale $2,590,000

Stunning two-story home with a modern design, beautiful landscaping, and a grand entrance at 185 Sylvan Blvd, Winter Park, FL 32789
View Details 8 Photos
Elegant living room features a fireplace, stylish decor, and comfortable seating at 185 Sylvan Blvd, Winter Park, FL 32789
Spacious kitchen with modern appliances, an island with seating, and hardwood floors at 185 Sylvan Blvd, Winter Park, FL 32789
Inviting bedroom with large windows, a comfortable bed, and stylish decor at 185 Sylvan Blvd, Winter Park, FL 32789
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3138

  • Year Built

    2025

  • $/SqFt

    $825

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

Home For Sale $1,595,000

Charming single-story home with a tile roof, a brick driveway, and well-manicured landscaping at 1741 Palmer Ave, Winter Park, FL 32789
View Details 55 Photos
An estate home features a tile roof, a paved driveway, mature landscaping, and a private gate at 1741 Palmer Ave, Winter Park, FL 32789
A stucco house has a tile roof, a two-car garage, a brick entry gate, and a paved driveway at 1741 Palmer Ave, Winter Park, FL 32789
A stucco house has a tile roof, a brick entry gate, a private driveway, and mature landscaping at 1741 Palmer Ave, Winter Park, FL 32789
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2351

  • Year Built

    2013

  • $/SqFt

    $678

Jenkins - Perfectly situated on the iconic, tree-lined Palmer Avenue, this home offers unbeatable walkability—just a short stroll to Phelps Park and mere minutes from the boutiques and dining of Park Avenue, Interlachen Country Club, and the Winter Park Racquet Club- set up your private showing today. CENTRAL FLORIDA PRIME REAL ESTATE LLC.

Home For Sale $850,000

Charming single-story home boasting a mix of modern wood and white siding, manicured lawn, and inviting curb appeal at 730 W Swoope Ave, Winter Park, FL 32789
View Details 72 Photos
View of a single story home with a wood and white exterior, partially fenced in, located on a residential street at 730 W Swoope Ave, Winter Park, FL 32789
A well maintained lawn with a small tree in the front yard, compliments a modern single story home at 730 W Swoope Ave, Winter Park, FL 32789
Close up of the exterior featuring modern wood siding, a secured glass door, and a manicured front lawn at 730 W Swoope Ave, Winter Park, FL 32789
On Market For 14 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2132

  • Year Built

    1950

  • $/SqFt

    $399

Carver Town - Come discover your new corner home and fall in love with everything Winter Park has to offer. LPT REALTY, LLC.

Home For Sale $599,000

Charming two-story home with black front door, manicured landscaping and mature trees at 490 Shoreview Ave, Winter Park, FL 32789
View Details 35 Photos
Charming two-story home with black front door, manicured landscaping and mature trees at 490 Shoreview Ave, Winter Park, FL 32789
Beautiful aerial view of neighborhood homes and lake with city skyline in the distance at 490 Shoreview Ave, Winter Park, FL 32789
Aerial view of home, lush backyard, a detached garage and neighboring properties at 490 Shoreview Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2266

  • Year Built

    1935

  • $/SqFt

    $264

Killarney Estates - Don’t miss your chance to call this historic gem home! FLORIDA HOME TEAM REALTY LLC.

Pended $1,699,000

Reduced By $50,000

Beautiful two-story home featuring a manicured lawn and charming front porch with black shutters at 2339 Lafayette Ave, Winter Park, FL 32789
View Details 63 Photos
Aerial view of a neighborhood showcasing tree-lined streets and proximity to a lake and parks at 2339 Lafayette Ave, Winter Park, FL 32789
Stunning two-story home with black shutters, a lovely lawn, and well manicured landscaping at 2339 Lafayette Ave, Winter Park, FL 32789
Charming two-story home featuring a well-manicured lawn, landscaping, and a quaint porch at 2339 Lafayette Ave, Winter Park, FL 32789
On Market For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3379

  • Year Built

    2005

  • $/SqFt

    $503

Fontainebleau - All measurements are approximate and Buyer is responsible to verify dimensions. COLLADO REAL ESTATE.

Home For Sale $625,000

Charming single-story home with well-manicured lawn, stone accents, and welcoming front entrance at 2524 Sweetwater Trl, Winter Park, FL 32789
View Details 25 Photos
Bright living room with tile flooring, stylish furnishings, and modern decor, ideal for relaxing or entertaining at 2524 Sweetwater Trl, Winter Park, FL 32789
Open-concept living room featuring hardwood floors, neutral paint, and ample natural light, perfect for Gathering gatherings at 2524 Sweetwater Trl, Winter Park, FL 32789
Spacious living room offering hardwood floors and a billiard table to be enjoyed by Gathering and friends at 2524 Sweetwater Trl, Winter Park, FL 32789
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1728

  • Year Built

    1965

  • $/SqFt

    $362

Extras include: 2 car garage, irrigation system with well, tile & laminate flooring throughout, NO HOA!, Fantastic neighborhood in a great location!! WELCOME HOME! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $299,995

Charming home featuring a cozy porch, brick driveway, and mature trees enhancing curb appeal at 1996 Indiana Ave, Winter Park, FL 32789
View Details 3 Photos
Charming single-story home with a covered porch and white trim, surrounded by lush greenery and trees at 1996 Indiana Ave, Winter Park, FL 32789
Exterior view of a cozy single-story home with a covered porch, nestled amongst mature trees and foliage at 1996 Indiana Ave, Winter Park, FL 32789
On Market For 18 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    818

  • Year Built

    1938

  • $/SqFt

    $367

Lawndale - City water and sewer connections are available on the property. MARKET CONNECT REALTY LLC.

Home For Sale $1,999,900

Modern two-story home with meticulously landscaped front yard and paver driveway, surrounded by mature palm trees at 1521 Chestnut Ave, Winter Park, FL 32789
View Details 55 Photos
Charming two-story home with landscaped front yard, paver driveway, and modern architectural details at sunset at 1521 Chestnut Ave, Winter Park, FL 32789
Modern home featuring a private pool, covered patio, second story balcony and lush backyard at sunset at 1521 Chestnut Ave, Winter Park, FL 32789
Overhead view of modern home, showcasing the roof, pool, driveway, and landscaped yard surrounded by neighboring properties at 1521 Chestnut Ave, Winter Park, FL 32789
On Market For 18 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3117

  • Year Built

    2022

  • $/SqFt

    $642

Lake Knowles Terrace - Don't miss your chance to own this exceptional home in the heart of Winter Park! COMPASS FLORIDA LLC.

Home For Sale $420,000

Charming single-story home with a lush front yard, mature trees, and a covered carport showcasing curb appeal at 920 Gloriosa Ave, Winter Park, FL 32789
View Details 51 Photos
This backyard offers a serene, partially shaded space with trees, a small patio, and a well-maintained grassy area at 920 Gloriosa Ave, Winter Park, FL 32789
Charming single-story home with a lush front yard, mature trees, and a covered carport showcasing curb appeal at 920 Gloriosa Ave, Winter Park, FL 32789
A well-kept carport with a concrete floor, storage doors, and direct access to the home's entrance at 920 Gloriosa Ave, Winter Park, FL 32789
On Market For 18 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1540

  • Year Built

    1956

  • $/SqFt

    $273

Albert Lee Ridge - This home is a true gem—schedule your private showing today before it’s gone! EXP REALTY LLC.

Home For Sale $3,200,000

Stunning two-story home featuring a brick driveway, lush landscaping, and a welcoming front entrance at 1891 Lake Spier Dr, Winter Park, FL 32789
View Details 34 Photos
Bright living room featuring stylish seating, coffered ceiling, and sliding glass doors overlooking a beautiful lake at 1891 Lake Spier Dr, Winter Park, FL 32789
Open-concept kitchen featuring marble countertops, pendant lighting, and seamless flow into the living space at 1891 Lake Spier Dr, Winter Park, FL 32789
Well-appointed kitchen island with seating, pendant lights, and stylish backsplash at 1891 Lake Spier Dr, Winter Park, FL 32789
On Market For 19 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3932

  • Year Built

    2024

  • $/SqFt

    $814

South Lakemont Shores - Call today to schedule your private showing. LPT REALTY, LLC.

Home For Sale $2,375,000

Charming two-story home featuring a balcony, manicured lawn, and brick accents at 104 Cortland Ave, Winter Park, FL 32789
View Details 65 Photos
Charming two-story home featuring a balcony, manicured lawn, and brick accents at 104 Cortland Ave, Winter Park, FL 32789
Landscaped front yard with manicured hedges, stone walkway, and lush greenery at 104 Cortland Ave, Winter Park, FL 32789
Inviting front entrance with brick columns, landscaped garden, and stone walkway at 104 Cortland Ave, Winter Park, FL 32789
On Market For 19 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3182

  • Year Built

    1926

  • $/SqFt

    $746

Cortland Park - This residence is a compelling blend of character, craftsmanship and contemporary living. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $499,000

Charming home with a welcoming front porch, manicured landscaping, and classic curb appeal at 674 Douglas Ave, Winter Park, FL 32789
View Details 33 Photos
Charming home with a welcoming front porch, manicured landscaping, and classic curb appeal at 674 Douglas Ave, Winter Park, FL 32789
Charming home featuring a blue door, white picket fence, well-manicured landscaping, and a private, fenced driveway at 674 Douglas Ave, Winter Park, FL 32789
Kitchen with granite island, vaulted ceiling, stainless steel appliances, and eating area at 674 Douglas Ave, Winter Park, FL 32789
On Market For 19 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1260

  • Year Built

    1925

  • $/SqFt

    $396

The roof was updated in December 2023, and the air conditioning unit was replaced in 2019, the air-conditioning compressor in 2022, and the water heater in 2019. PREMIER SOTHEBYS INT'L REALTY.

Home For Sale $2,900,000

Stunning home featuring a stone turret, red tile roof, and lush, manicured landscaping at 1401 Green Cove Rd, Winter Park, FL 32789
View Details 77 Photos
Charming two-story home boasts a stone turret, red tile roof and well-maintained lawn at 1401 Green Cove Rd, Winter Park, FL 32789
Beautiful home with a stone turret, red tile roof, two-car garage, and verdant lawn at 1401 Green Cove Rd, Winter Park, FL 32789
Lovely home features a stone archway, balcony, and professionally landscaped front yard at 1401 Green Cove Rd, Winter Park, FL 32789
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5416

  • Year Built

    2009

  • $/SqFt

    $535

Camwood - Please see Matterport link for layout of this Beautiful Home. BUCKEYE REALTY LLC.

Home For Sale $1,888,000

Striking two-story home with modern design, manicured lawn, and a spacious two-car garage at 2407 Lafayette Ave, Winter Park, FL 32789
View Details 35 Photos
Charming two-story home boasts a modern design, manicured lawn, and a spacious driveway leading to the two-car garage at 2407 Lafayette Ave, Winter Park, FL 32789
Bright entryway with hardwood floors, modern decor, and a view of the outdoors through a glass door at 2407 Lafayette Ave, Winter Park, FL 32789
Bright office space features hardwood floors, a comfortable seating area, and ample natural light at 2407 Lafayette Ave, Winter Park, FL 32789
On Market For 19 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3133

  • Year Built

    2018

  • $/SqFt

    $603

Fontainebleau - Don’t miss this rare opportunity to own a one-of-a-kind home in one of Central Florida’s premier neighborhoods. FANNIE HILLMAN & ASSOCIATES.

Pended $849,900

Charming single-story home featuring a brick driveway, manicured lawn, and mature landscaping at 1791 Spruce Ave, Winter Park, FL 32789
View Details 53 Photos
Bright and airy living room featuring hardwood floors, exposed beam, and an open floor plan at 1791 Spruce Ave, Winter Park, FL 32789
Cozy living room boasts hardwood floors, natural light, and an open layout with an eat-in kitchen at 1791 Spruce Ave, Winter Park, FL 32789
Inviting living room featuring hardwood floors, neutral colors, and an open layout with a kitchen at 1791 Spruce Ave, Winter Park, FL 32789
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1776

  • Year Built

    1956

  • $/SqFt

    $479

Conwill Estates - Don't miss this opportunity to own a home where thoughtful, high quality upgrades meet elegant living in one of Winter Park’s most desirable neighborhoods. KELLER WILLIAMS WINTER PARK.

Home For Sale $389,900

Charming single-story home with a bright blue and white exterior, red door, and well-maintained landscaping at 657 Overspin Dr, Winter Park, FL 32789
View Details 25 Photos
Dining room features light wood floors, dining table with seating for four, and decorative art pieces at 657 Overspin Dr, Winter Park, FL 32789
Spacious living room features light wood floors, a comfortable couch, and a decorative rug at 657 Overspin Dr, Winter Park, FL 32789
Bright living room with large windows, comfortable seating, and a stylish round coffee table at 657 Overspin Dr, Winter Park, FL 32789
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1349

  • Year Built

    1955

  • $/SqFt

    $289

Dubsdread Heights - RE/MAX 200 REALTY.

Home For Sale $1,100,000

Charming home featuring a two-car garage, solar panels, and well-manicured landscaping with a spacious driveway at 1821 Windsor Dr, Winter Park, FL 32789
View Details 66 Photos
Attractive home showcasing solar panels, a spacious driveway, and a manicured lawn with tasteful landscaping at 1821 Windsor Dr, Winter Park, FL 32789
Inviting home exterior highlighting a two-car garage, stone accents, and landscaped garden with a paved walkway at 1821 Windsor Dr, Winter Park, FL 32789
Welcoming front porch with stone pillars, stylish seating, and a contemporary front door, creating curb appeal at 1821 Windsor Dr, Winter Park, FL 32789
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2188

  • Year Built

    2017

  • $/SqFt

    $503

It's a One-of-a-Kind Home! Book your appointment today! CREEGAN GROUP.

Home For Sale $3,150,000

Elegant white two-story home with symmetrical windows, shutters, and landscaped front yard at 541 W Canton Ave, Winter Park, FL 32789
View Details 49 Photos
Stunning white two-story home featuring symmetrical design, shuttered windows, and a charming brick pathway at 541 W Canton Ave, Winter Park, FL 32789
Bright dining room featuring a chandelier, light pink walls, and glass doors leading to the patio at 541 W Canton Ave, Winter Park, FL 32789
Elegant dining room with modern chandelier, farm table, and glass doors to the outside at 541 W Canton Ave, Winter Park, FL 32789
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3553

  • Year Built

    2024

  • $/SqFt

    $887

This masterpiece set in the heart of Winter Park, thoughtfully surrounded by lush landscaping and carefully placed privacy screens, offers polish and presence in the perfect location. KELLER WILLIAMS WINTER PARK.

Home For Sale $1,049,000

Reduced By $51,000

Two-story home with a 2-car garage, dark trim and a concrete driveway at 913 Moss Ln, Winter Park, FL 32789
View Details 38 Photos
Aerial view of the home nestled among mature trees with a large, fenced backyard at 913 Moss Ln, Winter Park, FL 32789
Two-story home with a 2-car garage, dark trim and a concrete driveway at 913 Moss Ln, Winter Park, FL 32789
Two-story home with a 2-car garage, dark trim and a concrete driveway at 913 Moss Ln, Winter Park, FL 32789
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1887

  • Year Built

    1953

  • $/SqFt

    $556

Maitland Shores - Don’t let this rare opportunity slip away—913 Moss Lane is your chance to own a fully updated masterpiece, so schedule your exclusive showing now and step into the life you’ve always dreamed of—call today before this gem is gone! VECTOR PROPERTY GROUP.

Home For Sale $3,600,000

Stunning two-story home featuring a modern design, three-car garage, and beautifully landscaped front yard at 182 N Phelps Ave, Winter Park, FL 32789
View Details 57 Photos
Beautifully landscaped two-story home with a three-car garage and modern architectural design at 182 N Phelps Ave, Winter Park, FL 32789
Two-story home with three-car garage, modern architectural design, landscaped front yard, and paver driveway at 182 N Phelps Ave, Winter Park, FL 32789
Exterior home featuring a modern design, three-car garage, and illuminated architectural details at twilight at 182 N Phelps Ave, Winter Park, FL 32789
On Market For 25 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4812

  • Year Built

    2025

  • $/SqFt

    $748

Golfview - In conclusion, the home exhibits a smooth blend of advanced technology and high-end finishes, promising a luxurious living experience! LA ROSA REALTY HORIZONS LLC.

Home For Sale $3,095,000

Reduced By $255,000

Stunning two-story home with a beautifully landscaped yard and a curved brick driveway at 940 Lincoln Cir, Winter Park, FL 32789
View Details 81 Photos
Beautiful two-story house showcasing manicured landscaping, balcony, and curved brick path at 940 Lincoln Cir, Winter Park, FL 32789
Attractive two-story home showcasing manicured landscaping, balcony, and curved brick path at 940 Lincoln Cir, Winter Park, FL 32789
Charming home entrance featuring manicured shrubs, a brick pathway, and covered porch at 940 Lincoln Cir, Winter Park, FL 32789
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3551

  • Year Built

    1995

  • $/SqFt

    $872

Thoughtfully designed and meticulously maintained, this turnkey home blends architectural charm with modern comfort—just a short walk from Park Avenue. KELLY PRICE & COMPANY LLC.

Home For Sale $1,699,000

Reduced By $100,000

Charming home with well-manicured lawn and pathway leading to the front door, shaded by mature trees at 1742 Barcelona Way, Winter Park, FL 32789
View Details 62 Photos
Inviting home exterior showcasing a lush lawn and brick driveway framed by mature trees and landscaping at 1742 Barcelona Way, Winter Park, FL 32789
Charming home with well-manicured lawn and pathway leading to the front door, shaded by mature trees at 1742 Barcelona Way, Winter Park, FL 32789
Home exterior with lush lawn, mature trees, and a brick pathway leading to the front entrance at 1742 Barcelona Way, Winter Park, FL 32789
On Market For 24 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    3626

  • Year Built

    1973

  • $/SqFt

    $469

This one-of-a-kind estate home is truly special and a must-see. KELLY PRICE & COMPANY LLC.

Home For Sale $315,000

Charming single-story home featuring a cozy front porch and well-maintained lawn with mature trees at 849 Driver Ave, Winter Park, FL 32789
View Details 31 Photos
Inviting home exterior showcases a small front porch, attached garage, and a lush green lawn at 849 Driver Ave, Winter Park, FL 32789
Aerial view of single-story home featuring a small front porch, attached garage, and well-maintained lawn at 849 Driver Ave, Winter Park, FL 32789
Bright sun room with large windows offering plenty of natural light and pleasant outdoor views at 849 Driver Ave, Winter Park, FL 32789
On Market For 25 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    894

  • Year Built

    1957

  • $/SqFt

    $352

Dubsdread Heights - Don’t miss out—schedule your showing today! CASTLE & COTTAGE REALTY LLC.

Home For Sale $3,980,000

Elegant two-story home featuring lush landscaping and a classic architectural design at 141 S Phelps Ave, Winter Park, FL 32789
View Details 60 Photos
Beautiful home exterior with stone pillar, lush landscaping, and mature trees at 141 S Phelps Ave, Winter Park, FL 32789
Covered outdoor living space with a built-in kitchen, comfortable seating, and pool view at 141 S Phelps Ave, Winter Park, FL 32789
Inviting backyard pool area surrounded by lush landscaping and patio seating at 141 S Phelps Ave, Winter Park, FL 32789
On Market For 26 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5878

  • Year Built

    2006

  • $/SqFt

    $677

Windsong Lakeside - Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $525,000

Charming single-story home featuring an attached garage and well-kept front yard at 2327 Mulbry Dr, Winter Park, FL 32789
View Details 13 Photos
Charming single-story home featuring an attached garage and long driveway at 2327 Mulbry Dr, Winter Park, FL 32789
Charming single-story home featuring an attached garage and traditional design at 2327 Mulbry Dr, Winter Park, FL 32789
Charming single-story home featuring an attached garage and traditional design at 2327 Mulbry Dr, Winter Park, FL 32789
On Market For 26 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1191

  • Year Built

    1952

  • $/SqFt

    $441

Zoned in the sought-after 32789 zip code, this is your chance to create something truly special in the heart of Winter Park. KELLER WILLIAMS HERITAGE REALTY.

Home For Sale $1,695,000

Stunning two-story modern home with stone accents and a spacious three-car garage at 1831 Mizell Ave, Winter Park, FL 32789
View Details 40 Photos
Inviting front entrance with stylish door, stone accents, and manicured landscaping at 1831 Mizell Ave, Winter Park, FL 32789
Contemporary two-story home boasts striking stone accents and a three-car garage at 1831 Mizell Ave, Winter Park, FL 32789
Bright and modern foyer with hardwood floors, glass-railed staircase, and elegant lighting at 1831 Mizell Ave, Winter Park, FL 32789
On Market For 27 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3204

  • Year Built

    2016

  • $/SqFt

    $529

Zoned for A-rated Brookshire Elementary, Glenridge Middle, and Winter Park High School. MORE PICTURES FRIDAY! EXP REALTY LLC.

Home For Sale $2,825,000

Stately two-story home featuring a manicured lawn, dormer windows, and light blue shutters, exuding classic elegance at 1400 Place Picardy, Winter Park, FL 32789
View Details 44 Photos
Elegant home featuring an expansive lawn, a second-story balcony, and contrasting light blue shutters for a stylish look at 1400 Place Picardy, Winter Park, FL 32789
Inviting backyard pool area with stylish outdoor seating, lush greenery, and a charming pool house at 1400 Place Picardy, Winter Park, FL 32789
Relaxing pool with lounge area, surrounded by lush greenery, perfect for outdoor entertaining at 1400 Place Picardy, Winter Park, FL 32789
On Market For 29 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4338

  • Year Built

    2008

  • $/SqFt

    $651

Fontainebleau - Don’t miss this rare opportunity to own a truly exceptional home in one of Central Florida’s most desirable communities. CORCORAN PREMIER REALTY.

Pended $675,000

Charming single-story home with an expansive brick driveway and manicured landscaping at 2602 Winter Park Rd, Winter Park, FL 32789
View Details 34 Photos
Inviting front entrance featuring modern stonework, elegant lighting, and a stylish glass door at 2602 Winter Park Rd, Winter Park, FL 32789
An aerial view of the home in a desirable neighborhood near a beautiful lake and lush green spaces at 2602 Winter Park Rd, Winter Park, FL 32789
An aerial view of the home highlighting the roof, backyard, and surrounding neighborhood at 2602 Winter Park Rd, Winter Park, FL 32789
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1966

  • Year Built

    1975

  • $/SqFt

    $343

Parklando - A rare blend of thoughtful design, architectural charm, and everyday convenience, all set in a storybook neighborhood that you’ll love coming home to.Schedule your private tour today. KELLER WILLIAMS ADVANTAGE III.

Home For Sale $3,288,000

Beautiful two-story home featuring a three-car garage and manicured landscaping at 731 Williams Dr, Winter Park, FL 32789
View Details 41 Photos
Inviting front entrance with modern door, stone walkway, and lush landscaping at 731 Williams Dr, Winter Park, FL 32789
Charming home exterior showing brick pathway, front door, and well-kept landscaping at 731 Williams Dr, Winter Park, FL 32789
Bright living room with high ceilings, modern furniture, and expansive windows overlooking the backyard at 731 Williams Dr, Winter Park, FL 32789
On Market For 31 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4260

  • Year Built

    2025

  • $/SqFt

    $772

Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School zones, and just minutes from downtown Winter Park, this home offers walkability, elegance, and convenience—wrapped into one exceptional property. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $950,000

Reduced By $50,000

Charming single-story home with white siding, black trim, manicured landscaping, and a welcoming entryway at 3011 Temple Trl, Winter Park, FL 32789
View Details 39 Photos
Relaxing outdoor patio features comfortable seating, ceiling fans, and views of the pool and lush backyard at 3011 Temple Trl, Winter Park, FL 32789
Serene aerial view of home surrounded by lush greenery and lakes, with a pin marking the property location at 3011 Temple Trl, Winter Park, FL 32789
Beautiful aerial view showcases a home with solar panels, pool, a well-manicured lawn, and surrounded by lush trees at 3011 Temple Trl, Winter Park, FL 32789
On Market For 32 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2406

  • Year Built

    1965

  • $/SqFt

    $395

Call today to schedule your tour! WEMERT GROUP REALTY LLC.

Home For Sale $485,000

Reduced By $10,000

Charming single-story home featuring a well-maintained lawn, covered porch and a convenient attached garage at 2886 Carew Ave, Winter Park, FL 32789
View Details 37 Photos
Single-story home with tidy landscaping, covered entryway, and attached garage for convenience and curb appeal at 2886 Carew Ave, Winter Park, FL 32789
Inviting tiled front porch with vibrant flowers, complemented by a blue-trimmed door and adjacent window at 2886 Carew Ave, Winter Park, FL 32789
Bright living room with dark floors, showcasing a large window offering ample natural light and airy feel at 2886 Carew Ave, Winter Park, FL 32789
On Market For 33 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1766

  • Year Built

    1956

  • $/SqFt

    $275

Fairbanks Shores - A quiet neighborhood in the coveted Edgewater High School district, this home is just waiting to be discovered. Make your showing appointment today. OLDE TOWN BROKERS INC.

Home For Sale $2,749,000

Reduced By $100,000

Beautiful two-story home with a well-manicured lawn, palm tree and a two car garage at 1690 Palm Ave, Winter Park, FL 32789
View Details 40 Photos
Well-manicured lawn with professional landscaping around the side of this home at 1690 Palm Ave, Winter Park, FL 32789
Lush landscaping and mature trees surround this white house at 1690 Palm Ave, Winter Park, FL 32789
Covered front porch features brick archway, modern fixtures, brick pavers, and stylish front door at 1690 Palm Ave, Winter Park, FL 32789
On Market For 33 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3967

  • Year Built

    2020

  • $/SqFt

    $693

Winter Park Heights - Amenities include: granite & quartz counter tops, Level 4 smooth finish walls & ceilings, hardwood floors in all main living areas, custom closet systems, brick paved driveway, PGT vinyl Low E insulated windows, core fill & block walls, high density spray foam insulation in ceilings, R13 in walls, Trane 16 Seer variable speed AC dual systems & 2 tankless water heaters. HOUWZER INC.

Home For Sale $1,999,500

Reduced By $95,500

Stunning two-story home boasts a meticulously landscaped yard and elegant modern architectural details at 1840 Bryan Ave, Winter Park, FL 32789
View Details 47 Photos
Beautiful two-story home with manicured lawn and inviting entrance, exuding curb appeal at 1840 Bryan Ave, Winter Park, FL 32789
Inviting pool area with fountains, a fire feature, and cozy patio seating for outdoor relaxation at 1840 Bryan Ave, Winter Park, FL 32789
Serene backyard retreat featuring Adirondack chairs, artificial turf, and lush landscaping at 1840 Bryan Ave, Winter Park, FL 32789
On Market For 33 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3727

  • Year Built

    2014

  • $/SqFt

    $536

A mile from Park Avenue, close to hospital and walkable to the YMCA, Phelps Park and fantastic restaurants. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $675,000

Charming single-story home with a brick walkway, covered porch, and well-maintained landscaping at 1399 Aloma Ave, Winter Park, FL 32789
View Details 38 Photos
Welcoming exterior view showcasing landscaped garden, covered porch, and vibrant curb appeal at 1399 Aloma Ave, Winter Park, FL 32789
Cozy front porch with seating, stylish lighting, and unique address plaque detail at 1399 Aloma Ave, Winter Park, FL 32789
Inviting front entrance featuring a bright red door, decorative plants, and a well-lit porch at 1399 Aloma Ave, Winter Park, FL 32789
On Market For 33 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1804

  • Year Built

    1948

  • $/SqFt

    $374

Fix426 improvements starting Spring 2026. Schedule your showing today! FLORIDA HOMES REALTY & MTG.

Home For Sale $1,400,000

Contemporary home boasts a modern design, featuring a well-manicured lawn, sleek lines and a stylish wood garage door at 2525 Venetian Way, Winter Park, FL 32789
View Details 66 Photos
Contemporary home boasts a manicured lawn, complemented by the home's sleek lines and modern landscape design at 2525 Venetian Way, Winter Park, FL 32789
Modern home featuring a statement driveway, manicured lawn and unique architectural elements at 2525 Venetian Way, Winter Park, FL 32789
Front porch with striking front door and stone accents and landscape at 2525 Venetian Way, Winter Park, FL 32789
On Market For 34 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1993

  • Year Built

    1953

  • $/SqFt

    $702

Maitland Shores - Enjoy exclusive canal access to Lake Maitland for small watercraft in this quiet, community. KELLY PRICE & COMPANY LLC.

Viewing HOMES 1 to 50 of 166

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-485-1814 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$499,701
$439,900
148
2.0%
55.4%
83

Apopka
$532,113
$480,000
569
1.6%
48.0%
88

Belle Isle
$855,518
$659,900
21
0.0%
42.9%
71

Casselberry
$425,834
$415,000
101
3.0%
56.4%
68

Celebration
$1,350,775
$1,072,500
44
0.0%
52.3%
96

Champions Gate
$699,911
$700,000
17
0.0%
47.1%
299

Chuluota
$824,585
$719,900
27
0.0%
48.1%
48

Clermont
$573,134
$490,000
729
0.7%
51.0%
78

Gotha
$1,215,075
$1,024,500
12
0.0%
66.7%
61

Groveland
$479,535
$407,000
272
1.1%
61.0%
87

Harmony
$432,343
$419,900
70
0.0%
41.4%
102

Kissimmee
$520,829
$445,000
2377
1.8%
50.4%
104

Longwood
$748,596
$549,500
216
1.4%
54.2%
72

Maitland
$1,026,334
$610,000
93
2.2%
50.5%
81

Minneola
$600,946
$549,900
141
0.7%
39.0%
81

Montverde
$1,616,894
$1,102,369
50
0.0%
44.0%
110

Ocoee
$535,363
$489,990
179
1.1%
50.8%
79

Orlando
$684,004
$499,990
3062
1.6%
50.7%
80

Oviedo
$706,469
$615,000
223
0.4%
51.1%
70

Poinciana
$324,964
$310,000
285
1.4%
53.7%
124

Reunion
$1,863,052
$1,099,999
107
2.8%
56.1%
168

Saint Cloud
$664,425
$513,363
48
4.2%
58.3%
282

Sanford
$528,913
$420,000
383
0.8%
50.1%
94

Sorrento
$611,512
$465,000
103
1.0%
52.4%
91

Windermere
$2,127,252
$1,275,000
279
0.4%
48.4%
102

Winter Garden
$872,514
$725,000
614
0.7%
48.2%
83

Winter Springs
$627,982
$494,400
157
0.6%
53.5%
73

EasyStreet

Call to Schedule a Showing

(407) 485-1814

(407) 485-1814