Below you can view all the homes for sale in the Kenilworth Shores subdivision located in Winter Park Florida. Listings in Kenilworth Shores are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Kenilworth Shores, give us a call at 407-278-2057.

15 Results

Kenilworth Shores Winter Park Florida Homes For Sale

Kenilworth Shores For Sale $949,900

Inviting home with a lush green lawn, trimmed hedges, and a large shade tree in a tranquil setting at 609 Langholm Dr, Winter Park, FL 32789
Well-maintained home featuring a spacious driveway, mature landscaping, and an attached two-car garage at 609 Langholm Dr, Winter Park, FL 32789
Close-up of a cozy front porch with a light blue door, decorative wreath, and charming landscaping at 609 Langholm Dr, Winter Park, FL 32789
On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1981

  • Year Built

    1960

  • $/SqFt

    $480

This is a rare opportunity to own a turn-key home in a highly desirable community! JMO REAL ESTATE GROUP.

Kenilworth Shores For Sale $567,000

Inviting single-Gathering home featuring a spacious carport and lush green lawn at 1901 Loch Berry Rd, Winter Park, FL 32792
Aerial view showcases the property's proximity to Winter Park in a leafy neighborhood at 1901 Loch Berry Rd, Winter Park, FL 32792
An aerial view shows the location of the home in a tree-filled neighborhood near Winter Park at 1901 Loch Berry Rd, Winter Park, FL 32792
On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1420

  • Year Built

    1957

  • $/SqFt

    $399

Showings of the home will be accommodated only by limited request due to current occupancy. FOLIO REALTY LLC.

Kenilworth Shores For Sale $799,000

Inviting front entrance featuring a blue door, white columns, and a cozy seating area at 676 Dunblane Dr, Winter Park, FL 32792
Relaxing front porch with stylish seating, perfect for enjoying the outdoors at 676 Dunblane Dr, Winter Park, FL 32792
Bright white front door with decorative glass and classic hardware, offering a welcoming entry at 676 Dunblane Dr, Winter Park, FL 32792
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1962

  • $/SqFt

    $437

676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY! BALDWIN PARK REALTY LLC.

Kenilworth Shores For Sale $2,455,000

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 25 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3883

  • Year Built

    2015

  • $/SqFt

    $632

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

Kenilworth Shores For Sale $1,999,000

Reduced By $101,000

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 25 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2674

  • Year Built

    1968

  • $/SqFt

    $748

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.

Kenilworth Shores For Sale $525,000

Reduced By $25,000

Inviting front door entrance with brick porch, sidelight and a prominent house number display at 2138 Whitehall Dr, Winter Park, FL 32792
Charming single-story home featuring a curved driveway, attached garage and neatly landscaped front yard at 2138 Whitehall Dr, Winter Park, FL 32792
Detailed floorplan illustrating the layout, dimensions, and room arrangements of the property at 2138 Whitehall Dr, Winter Park, FL 32792
On Market For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1752

  • Year Built

    1964

  • $/SqFt

    $300

Contact me to schedule your private showing today. KELLER WILLIAMS REALTY AT THE PARKS.

Kenilworth Shores For Sale $659,000

Reduced By $50,000

A winding driveway leads to a beautifully landscaped home with a pop of color on the front door at 624 Dunraven Dr, Winter Park, FL 32792
Modern living room featuring a comfortable sofa, wood floors, and sliding glass doors to the outside at 624 Dunraven Dr, Winter Park, FL 32792
Bright kitchen featuring stainless steel appliances, granite countertops, and ample cabinet space at 624 Dunraven Dr, Winter Park, FL 32792
On Market For 55 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1762

  • Year Built

    1963

  • $/SqFt

    $374

Don't miss your opportunity to live in this amazing neighborhood, schedule your private showing now! COMPASS FLORIDA LLC.

Kenilworth Shores For Sale $3,295,000

Close up view of the front entrance with modern design, black door and side lights at 532 Worthington Dr, Winter Park, FL 32789
Close up view of the front entrance with modern design, black door and side lights at 532 Worthington Dr, Winter Park, FL 32789
Open concept Living Room includes hardwood floors, large dining table, and direct access to the patio at 532 Worthington Dr, Winter Park, FL 32789
On Market For 61 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3974

  • Year Built

    2023

  • $/SqFt

    $829

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

Kenilworth Shores For Sale $550,000

Reduced By $25,000

Inviting single-story home featuring lush landscaping, a curved driveway, and mature trees at 2007 Strathaven Road, Winter Park, FL 32792
Carport entrance showcasing updated exterior features including fresh paint, and new windows at 2007 Strathaven Road, Winter Park, FL 32792
Open-concept living room with modern flooring, connecting seamlessly to a bright, updated kitchen at 2007 Strathaven Road, Winter Park, FL 32792
On Market For 72 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1699

  • Year Built

    1957

  • $/SqFt

    $324

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

Kenilworth Shores For Sale $649,000

Reduced By $50,000

Charming single-story home with solar panels, a stone facade, two-car garage, and a curved driveway at 690 S Lakemont Ave, Winter Park, FL 32792
Inviting single-story home featuring solar panels, a stone facade, a two-car garage and a curved driveway at 690 S Lakemont Ave, Winter Park, FL 32792
Comfortable living room with hardwood floors, bookshelves, and sliding glass doors to the pool area at 690 S Lakemont Ave, Winter Park, FL 32792
On Market For 70 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1897

  • Year Built

    1965

  • $/SqFt

    $342

The 2024 total electric bill with this system in place, including charging an EV, was a $360 credit! MARK SPAIN REAL ESTATE.

Kenilworth Shores For Sale $729,000

Reduced By $21,000

Inviting front entrance featuring a decorative glass door, contemporary lighting, and manicured landscaping at 607 Dunblane Dr, Winter Park, FL 32792
Bright foyer showcasing a modern wood slat accent wall, leading into an open-concept kitchen at 607 Dunblane Dr, Winter Park, FL 32792
Modern bathroom with stylish black tile, sleek fixtures, and minimalist design at 607 Dunblane Dr, Winter Park, FL 32792
On Market For 94 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2046

  • Year Built

    1964

  • $/SqFt

    $356

Don’t miss your chance to experience Winter Park living at its best—schedule your showing today! CHARLES RUTENBERG REALTY ORLANDO.

Kenilworth Shores For Sale $1,485,000

Reduced By $15,000

Landscaped modern home with a stone driveway and striking architectural details at 2015 Summerfield Rd, Winter Park, FL 32792
Bright hallway with recessed lighting and artwork, leading to the living areas at 2015 Summerfield Rd, Winter Park, FL 32792
Elegant living room featuring stylish furniture and a seamless view of the pool at 2015 Summerfield Rd, Winter Park, FL 32792
On Market For 108 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2958

  • Year Built

    1957

  • $/SqFt

    $502

This home is located just minutes from Downtown Baldwin Park, Winter Park, Rollins College, and a variety of restaurants and shopping venues. BEYCOME OF FLORIDA LLC.

Kenilworth Shores For Sale $795,000

Reduced By $24,000

Inviting home showcasing a brick driveway leading to an attached garage and landscaped front yard at 625 Brechin Dr, Winter Park, FL 32792
Close-up of the brick-paved entryway with decorative columns and trimmed hedges at 625 Brechin Dr, Winter Park, FL 32792
Bright and airy living room featuring hardwood floors and a doorway to another room at 625 Brechin Dr, Winter Park, FL 32792
On Market For 121 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1961

  • $/SqFt

    $435

Located in one of Winter Park’s most adored communities, residences of Kenilworth Shores are zoned for the highly desirable Brookshire Elementary/Glenridge Middle/Winter Park High school district and are just a few minutes away from the Park Avenue shopping and dining district, Rollins College, Advent Health, Baldwin Park, and more. KELLY PRICE & COMPANY LLC.

Kenilworth Shores Pended $679,000

Reduced By $36,000

Updated kitchen featuring wood cabinets, stainless steel appliances, and quartz countertops at 958 Dunraven Dr, Winter Park, FL 32792
Updated kitchen with stainless steel appliances and wood cabinets at 958 Dunraven Dr, Winter Park, FL 32792
Bright kitchen boasts modern appliances and ample cabinet space at 958 Dunraven Dr, Winter Park, FL 32792
On Market For 136 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1835

  • Year Built

    1957

  • $/SqFt

    $370

All of this and Much, Much More! WELCOME HOME !! ! COLDWELL BANKER RESIDENTIAL RE.

Kenilworth Shores Pended $799,999

Reduced By $39,001

House exterior showcasing manicured lawn and driveway at 648 Brechin Dr, Winter Park, FL 32792
Front view of a renovated mid-century modern home at 648 Brechin Dr, Winter Park, FL 32792
Stylish blue front door and white brick facade at 648 Brechin Dr, Winter Park, FL 32792
On Market For 223 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1820

  • Year Built

    1961

  • $/SqFt

    $440

( Owner financing,10% down payment at 5.00% interest rate) RAZZANI INTERNATIONAL REALTY.

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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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