EasyStreet Realty
REALTOR ®
(407) 967-1435
Email Candido
mobile navigation links
251 Results

View 251 Winter Park Florida Homes for Sale

Home For Sale $1,550,000

Reduced By $125,000

View 2105 Fosgate Dr Winter Park FL
View Details 41 Photos
View 2105 Fosgate Dr Winter Park FL
View 2105 Fosgate Dr Winter Park FL
View 2105 Fosgate Dr Winter Park FL
On Market For 167 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3068

  • Year Built

    1956

  • $/SqFt

    $505

All Double Pane Aluminum Windows throughout home. MLS#O6212814. LPT REALTY.

Home For Sale $5,500,000

View 1660 Palmer Ave Winter Park FL
View Details 46 Photos
View 1660 Palmer Ave Winter Park FL
View 1660 Palmer Ave Winter Park FL
View 1660 Palmer Ave Winter Park FL
On Market For 113 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5636

  • Year Built

    2024

  • $/SqFt

    $976

Comstock Park - Close to ICC, WPRC, Phelps Park/YMCA and Park Avenue. MLS#O6209613. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $469,900

Reduced By $30,000

View 5520 S Lake Burkett Ln Winter Park FL
View Details 53 Photos
View 5520 S Lake Burkett Ln Winter Park FL
View 5520 S Lake Burkett Ln Winter Park FL
View 5520 S Lake Burkett Ln Winter Park FL
On Market For 98 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1990

  • Year Built

    1989

  • $/SqFt

    $236

This is an incredible house that will make a beautiful home! MLS#O6204283. KELLER WILLIAMS ADVANTAGE REALTY.

Pended $625,000

Reduced By $63,000

View 1389 Sawgrass Ct Winter Park FL
View Details 48 Photos
View 1389 Sawgrass Ct Winter Park FL
View 1389 Sawgrass Ct Winter Park FL
View 1389 Sawgrass Ct Winter Park FL
On Market For 132 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2093

  • Year Built

    1979

  • $/SqFt

    $299

Greenview Winter Pines - Don't miss your chance to experience this captivating home firsthand - schedule your private showing today. MLS#O6211471. CORCORAN PREMIER REALTY.

Home For Sale $357,000

Reduced By $42,900
View Details 25 Photos
On Market For 172 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1340

  • Year Built

    1986

  • $/SqFt

    $266

Temple Terrace - Make this charming home yours today and experience the best of Winter Park living at an amazing price. MLS#O6210685. FATHOM REALTY FL LLC.

Home For Sale $1,175,000

Reduced By $210,000
View Details 57 Photos
On Market For 177 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2306

  • Year Built

    1966

  • $/SqFt

    $510

Green Oaks - With its desirable single-story layout, large outdoor space, and a corner lot, this ranch-style home offers a blend of comfort and functionality for today's lifestyle. MLS#O6209075. KELLY PRICE & COMPANY LLC.

Home For Sale $1,795,000

Reduced By $190,000
View Details 42 Photos
*POTENTIAL GREAT VALUE
On Market For 169 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4133

  • Year Built

    2021

  • $/SqFt

    $434

Schedule a private viewing today and experience the epitome of luxury living near Park Ave. MLS#O6208366. COLDWELL BANKER REALTY.

Pended $6,800,000

Reduced By $450,000
View Details 72 Photos
On Market For 159 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4581

  • Year Built

    1934

  • $/SqFt

    $1,484

Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions. MLS#O6206309. KELLY PRICE & COMPANY LLC.

Home For Sale $2,495,000

Reduced By $300,000
View Details 63 Photos
On Market For 186 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4500

  • Year Built

    2024

  • $/SqFt

    $554

Winter Park Village - Experience the pinnacle of luxury living with this exceptional new construction home.
Brought to you by https://my.matterport.com/show/?m=hii6iJs7gyG MLS#O6206511. COMPASS FLORIDA LLC.

Home For Sale $389,900

Reduced By $10,100
View Details 24 Photos
On Market For 188 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1627

  • Year Built

    1961

  • $/SqFt

    $240

Eastbrook - Use it for your closing costs or to lower your interest rate. Schedule your private showing today! MLS#O6206562. REAL BROKER, LLC.

Pended $403,000

Reduced By $22,000
View Details 33 Photos
On Market For 147 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1558

  • Year Built

    1980

  • $/SqFt

    $259

Cedar Ridge - Don't miss your chance to make this Winter Park gem your own – schedule a showing today and experience the epitome of Florida living! MLS#O6204317. KELLER WILLIAMS ADVANTAGE 2 REALTY.

Home For Sale $949,000

Reduced By $140,000
View Details 38 Photos
On Market For 167 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2267

  • Year Built

    1986

  • $/SqFt

    $419

Schedule a showing today and experience the allure 1621 Lasbury Avenue has to offer. MLS#O6202020. COMPASS FLORIDA LLC.

Pended $1,895,000

View Details 46 Photos
On Market For 195 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3653

  • Year Built

    1951

  • $/SqFt

    $519

Cloister Grove - Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods. MLS#O6203731. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $889,000

Reduced By $111,000
View Details 19 Photos
*POTENTIAL GREAT VALUE
On Market For 195 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3902

  • Year Built

    1969

  • $/SqFt

    $228

Don't miss this opportunity to live, work and play in Winter Park just 4 miles away from downtown Park Avenue shops, restaurants and recreation. MLS#O6202663. COLDWELL BANKER REALTY.

Home For Sale $1,750,000

Reduced By $100,000
View Details 72 Photos
On Market For 197 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3478

  • Year Built

    2003

  • $/SqFt

    $503

Dixie Terrace -

MLS#O6200787. HOMEVEST REALTY.

Home For Sale $370,000

Reduced By $28,990
View Details 43 Photos
*IS SHORT SALE
On Market For 198 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1160

  • Year Built

    1957

  • $/SqFt

    $319

Tanglewood - (Some pictures are one year old) MLS#S5104475. LA ROSA REALTY KISSIMMEE.

Home For Sale $399,900

Reduced By $39,100
View Details 32 Photos
On Market For 202 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1512

  • Year Built

    1967

  • $/SqFt

    $264

MLS#O6194293. BEAR TEAM REAL ESTATE.

Home For Sale $349,000

Reduced By $71,000
View Details 34 Photos
On Market For 183 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    987

  • Year Built

    1956

  • $/SqFt

    $354

Stansbury Estates - Make this your dream home today! MLS#G5081725. REAL BROKER, LLC.

Home For Sale $489,000

Reduced By $79,000
View Details 51 Photos
On Market For 203 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1919

  • Year Built

    1970

  • $/SqFt

    $255

Woodcrest - Fall In Love With The Tastfully Designs On The New Kitchen, Bathrooms, Inside Laundryroom With Workspace, Separate Living Room. No Details Are Left Behind! MLS#O6200506. COLDWELL BANKER REALTY.

Home For Sale $427,900

Reduced By $42,000
View Details 41 Photos
On Market For 210 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1434

  • Year Built

    1973

  • $/SqFt

    $298

Woodcrest - Past the porch you have a sizable back yard for gardening and or entertaining. Bring your offers! ! MLS#S5103770. LA ROSA REALTY ORLANDO LLC.

Home For Sale $4,250,000

View Details 19 Photos
On Market For 216 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3660

  • Year Built

    2024

  • $/SqFt

    $1,161

Call now to schedule your meeting with the Builder and get started on your new home! MLS#O6193386. UNITED REAL ESTATE PREFERRED.

Pended $550,000

Reduced By $75,000
View Details 39 Photos
On Market For 199 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1946

  • Year Built

    1950

  • $/SqFt

    $283

MLS#S5103315. EXP REALTY LLC.

Home For Sale $925,000

Reduced By $475,000
View Details 11 Photos
On Market For 179 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2100

  • Year Built

    1947

  • $/SqFt

    $440

Charmont - The last time a house sold on this street was four years ago. MLS#V4935671. GREENE REALTY OF FLORIDA LLC.

Home For Sale $575,000

Reduced By $164,000
View Details 22 Photos
*IS SHORT SALE
On Market For 224 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2153

  • Year Built

    1977

  • $/SqFt

    $267

This incredible home also boasts an ideal location and with top-rated schools: Lakemont Elementary, Maitland Middle and Winter Park High. MLS#O6194323. COLDWELL BANKER REALTY.

Pended $1,595,000

Reduced By $393,700
View Details 26 Photos
On Market For 226 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2859

  • Year Built

    1948

  • $/SqFt

    $558

Kronenberger - Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#O6193303. FLORIDA PROPERTY LLC.

Home For Sale $2,749,000

View Details 62 Photos
On Market For 239 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4692

  • Year Built

    2007

  • $/SqFt

    $586

Zoned for Audubon K-8 & WP High School. MLS#O6190641. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $510,000

Reduced By $40,000
View Details 35 Photos
On Market For 180 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2197

  • Year Built

    1963

  • $/SqFt

    $232

Don't let this opportunity pass you by, call and arrange for your private showing today! MLS#O6188237. KELLER WILLIAMS WINTER PARK.

Home For Sale $356,000

Reduced By $29,000
View Details 19 Photos
On Market For 205 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1450

  • Year Built

    1980

  • $/SqFt

    $246

Oakcrest - Don't miss out on this fantastic opportunity to make this house your own! MLS#O6189475. OPENDOOR BROKERAGE LLC.

Pended $2,150,000

Reduced By $245,000
View Details 47 Photos
On Market For 144 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3897

  • Year Built

    2015

  • $/SqFt

    $552

Flora Park - Located a short golf cart ride from Park Ave’s incredible restaurants and shopping, and walking distance to Phelps Park and the YMCA, the location is impossible to beat. MLS#O6180741. COMPASS FLORIDA, LLC.

Home For Sale $619,900

Reduced By $29,100
View Details 31 Photos
*POTENTIAL GREAT VALUE
On Market For 247 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2193

  • Year Built

    1954

  • $/SqFt

    $283

Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane. MLS#O6187877. SUMMERHILL REALTY GROUP LLC.

Home For Sale $429,000

Reduced By $31,000
View Details 58 Photos
On Market For 251 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1192

  • Year Built

    1949

  • $/SqFt

    $360

Don't miss out on this promising investment opportunity! MLS#O6187138. COLDWELL BANKER REALTY.

Home For Sale $3,150,000

View Details 13 Photos
On Market For 252 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4770

  • Year Built

    2024

  • $/SqFt

    $660

Kenilworth Shores - Don’t miss your opportunity to own this stunning Winter Park home. MLS#O6185001. COMPASS FLORIDA, LLC.

Home For Sale $669,000

Reduced By $120,000
View Details 27 Photos
On Market For 254 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1715

  • Year Built

    1964

  • $/SqFt

    $390

This home is one of a kind and will not last long. MLS#O6185776. PARK TOWN REAL ESTATE LLC.

Home For Sale $749,900

Reduced By $150,099
View Details 41 Photos
On Market For 260 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2447

  • Year Built

    1956

  • $/SqFt

    $306

Winter Park Village - Discover refined elegance at 2612 Lafayette Avenue in Winter Park MLS#O6183345. EXP REALTY LLC.

Home For Sale $649,900

View Details 23 Photos
On Market For 263 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1553

  • Year Built

    1965

  • $/SqFt

    $418

Howell Heights - Enjoy outdoor entertainment in your Spacious patio and lounge area. Welcome in and be impressed! MLS#O6183727. EMPIRE NETWORK REALTY.

Home For Sale $539,000

Reduced By $10,000
View Details 9 Photos
On Market For 250 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    1570

  • Year Built

    1948

  • $/SqFt

    $343

Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc. MLS#O6182627. RE/MAX 200 REALTY.

Home For Sale $1,977,000

Reduced By $623,000
View Details 33 Photos
On Market For 261 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4182

  • Year Built

    1963

  • $/SqFt

    $473

Lake Knowles Terrace - With its ideal blend of classic charm and modern updates, this fully remodeled residence is a rare find, offering an exceptional opportunity for those seeking a contemporary lifestyle in a sought-after MLS#O6176048. WRA BUSINESS & REAL ESTATE.

Home For Sale $340,000

Reduced By $35,000
View Details 29 Photos
On Market For 216 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1122

  • Year Built

    1954

  • $/SqFt

    $303

Temple Terrace - Don't miss the chance to make this your dream home! MLS#O6175899. OPENDOOR BROKERAGE LLC.

Home For Sale $1,625,000

Reduced By $250,000
View Details 57 Photos
On Market For 284 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2955

  • Year Built

    2024

  • $/SqFt

    $550

Dixie Terrace - Schedule your private showing today and be among the first to experience the charm and luxury of this exceptional residence! MLS#O6172852. CORCORAN PREMIER REALTY.

Pended $850,000

Reduced By $145,000
View Details 28 Photos
On Market For 301 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2533

  • Year Built

    1926

  • $/SqFt

    $336

Sylvan Lake Shores - Centrally located to Rollins College and Park Avenue. MLS#O6164933. KELLY PRICE & COMPANY LLC.

Home For Sale $535,000

Reduced By $44,900
View Details 39 Photos
On Market For 361 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2300

  • Year Built

    1987

  • $/SqFt

    $233

The owner has been meticulous in the maintenance of this home. MLS#O6156969. COLDWELL BANKER REALTY.

Pended $1,499,000

Reduced By $451,000
View Details 54 Photos
On Market For 353 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3112

  • Year Built

    2005

  • $/SqFt

    $482

This home shows well and is turn key ready due to recent renovations. MLS#O6157218. COLONIALTOWN REALTY.

Pended $1,695,000

Reduced By $200,000
View Details 31 Photos
On Market For 369 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3341

  • Year Built

    1972

  • $/SqFt

    $507

Currently within the highly sought after Lakemont Elementary, Maitland Middle & Winter Park High school district. MLS#O6154133. COLDWELL BANKER REALTY.

Pended $4,500,000

Reduced By $995,000
View Details 41 Photos
On Market For 297 Days

  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    5847

  • Year Built

    1957

  • $/SqFt

    $770

Osceola Shores - All within walking distance to downtown Winter Park and famed Park Avenue… MLS#O6153641. PREMIER SOTHEBY'S INTL. REALTY.

Pended $464,900

Reduced By $45,100
View Details 16 Photos
*POTENTIAL GREAT VALUE
On Market For 346 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2096

  • Year Built

    1972

  • $/SqFt

    $222

Winter Woods - 3D Virtual Tour: https://my.matterport.com/show/?m=vkek24WbGYM&mls=1. Please call to schedule today! MLS#O6150479. MIGHTY REALTY INC.

Pended $562,000

Reduced By $88,000
View Details 45 Photos
On Market For 396 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1778

  • Year Built

    1956

  • $/SqFt

    $316

Tanglewood - Refreshing. Peaceful. Happy. Inviting. Private. Convenient. MLS#O6137445. CADENCE LIFESTYLE REAL ESTATE.

Pended $1,550,000

Reduced By $375,000
View Details 41 Photos
On Market For 194 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3401

  • Year Built

    2016

  • $/SqFt

    $456

Contact us today for more information on the assumable mortgage or to schedule a private showing. MLS#O6129924. CORCORAN PREMIER REALTY.

Home For Sale $750,000

View Details 2 Photos
On Market For 480 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1318

  • Year Built

    1948

  • $/SqFt

    $569

Located on the same block as the new 222-unit Seven41 apartment complex, this is a great development opportunity in an ideal Winter Park location. MLS#O6130245. CORCORAN PREMIER REALTY.

Pended $824,900

Reduced By $99,100
View Details 37 Photos
On Market For 292 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1930

  • Year Built

    2021

  • $/SqFt

    $427

Room Feature: Linen Closet In Bath (Primary Bedroom). MLS#O6120134. LPT REALTY, LLC.

Home For Sale $560,000

Reduced By $39,000
View Details 19 Photos
On Market For 618 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1805

  • Year Built

    1959

  • $/SqFt

    $310

Winter Park Estates - *All information is intended to be accurate but is not guaranteed. MLS#O6093816. COLDWELL BANKER REALTY.

Viewing HOMES 201 to 250 of 251

EasyStreet

Call to Schedule a Showing

(407) 967-1435

(407) 967-1435