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19 Properties

19 Properties Available

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242 W LYMAN AVE, Winter Park, FL 32789
1/47 47

$1,495,000

Open 5/24 12PM-3PM

Townhouse

3 Beds 3 Baths 2,199 SqFt

242 W LYMAN AVE, Winter Park, FL 32789

Presenting a stunning and fully furnished END UNIT Townhome, one block off Park Ave! This is 1 of only 8 townhomes built...

Listed by COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
184 SANDLEWOOD TRL #2, Winter Park, FL 32789
1/26 26

$350,000

Open Sun 1PM-4PM

Condo

2 Beds 3 Baths 1,133 SqFt

184 SANDLEWOOD TRL #2, Winter Park, FL 32789

Welcome to Your Turnkey Retreat in Winter Park! <br> <br>Nestled just minutes from the charming boutiques and award-winn...

Listed by EXP REALTY LLC

Stellar MLS
730 W SWOOPE AVE, Winter Park, FL 32789
1/72 72

$850,000

Open 5/24 12PM-4PM

Single Family Home

5 Beds 3 Baths 2,132 SqFt

730 W SWOOPE AVE, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Experience the Charm of Winter Park in This Renovated Corner Home <br>We...

Listed by LPT REALTY, LLC

Stellar MLS
490 SHOREVIEW AVE, Winter Park, FL 32789
1/35 35

$599,000

Open 5/24 10AM-12PM

Single Family Home

3 Beds 2 Baths 2,266 SqFt

490 SHOREVIEW AVE, Winter Park, FL 32789

Step into timeless elegance with this beautiful 2-story, 3-bed, 2-bath historic home located in one of Winter Park's mos...

Listed by FLORIDA HOME TEAM REALTY LLC

Stellar MLS
2524 SWEETWATER TRL, Winter Park, FL 32789
1/25 25

$625,000

Open 5/24 12PM-2PM

Single Family Home

3 Beds 2 Baths 1,728 SqFt

2524 SWEETWATER TRL, Winter Park, FL 32789

One or more photo(s) has been virtually staged. WINTER PARK! 32789!! DOMMERICH, MAITLAND MIDDLE, WINTER PARK HIGH!!! We...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1308 S PENNSYLVANIA AVE #3, Winter Park, FL 32789
1/18 18

$370,000

Open 5/24 11AM-2PM

Condo

1 Bed 1 Bath 823 SqFt

1308 S PENNSYLVANIA AVE #3, Winter Park, FL 32789

Sip coffee or tea overlooking lush Mead Gardens from your private deck. Unwind beneath vaulted ceilings and skylights, a...

Listed by KELLER WILLIAMS CLASSIC

Stellar MLS
1521 CHESTNUT AVE, Winter Park, FL 32789
1/55 55

$1,999,900

Open Sun 12PM-2PM

Single Family Home

4 Beds 3 Baths 3,117 SqFt

1521 CHESTNUT AVE, Winter Park, FL 32789

Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, built in 2023, located in one of W...

Listed by COMPASS FLORIDA LLC

Stellar MLS
1401 GREEN COVE RD, Winter Park, FL 32789
1/77 77

$2,900,000

Open Sun 11AM-4PM

Single Family Home

4 Beds 7 Baths 5,416 SqFt

1401 GREEN COVE RD, Winter Park, FL 32789

This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open inte...

Listed by BUCKEYE REALTY LLC

Stellar MLS
2500 LEE RD #134, Winter Park, FL 32789
1/19 19

$209,900

Open Sun 12PM-3PM

Condo

1 Bed 1 Bath 645 SqFt

2500 LEE RD #134, Winter Park, FL 32789

Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney,...

Listed by COMPASS FLORIDA LLC

Stellar MLS
1399 ALOMA AVE, Winter Park, FL 32789
1/35 35

$675,000

Open Sun 11AM-2PM

Single Family Home

3 Beds 2 Baths 1,804 SqFt

1399 ALOMA AVE, Winter Park, FL 32789

Charming 1948 Winter Park Home! This 3-bedroom, 2-bathroom gem is full of timeless charm and unlimited potential! Set on...

Listed by FLORIDA HOMES REALTY & MTG

Stellar MLS
441 N CAPEN AVE, Winter Park, FL 32789
1/36 36

$800,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 3 Baths 1,745 SqFt

441 N CAPEN AVE, Winter Park, FL 32789

Rare find in the heart of Historic West Winter Park - Newer 2017 solid built David Weekley home now available! This mode...

Listed by COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
309 PARK NORTH CT, Winter Park, FL 32789
1/55 55

$1,275,000

Open 5/24 1PM-3PM

Single Family Home

3 Beds 4 Baths 3,096 SqFt

309 PARK NORTH CT, Winter Park, FL 32789

Endless Potential in the Heart of Park North! <br>Just steps from the charm and energy of Winter Park's Park Avenue—wher...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1251 ARLINGTON PL, Winter Park, FL 32789
3D

$950,000

Open 5/24 12PM-2PM

Townhouse

3 Beds 4 Baths 2,116 SqFt

1251 ARLINGTON PL, Winter Park, FL 32789

STUNNING WINTER PARK TOWNHOME - NO HOA, DESIGNER KITCHEN, PRIVATE BACKYARD OASIS <br>Welcome to this rare gem in the hea...

Listed by ANNE ROGERS REALTY GROUP INC

Stellar MLS
100 S INTERLACHEN AVE #304, Winter Park, FL 32789
1/38 38

$1,080,000

Open Sun 12:30PM-1:30PM

Condo

4 Beds 4 Baths 2,286 SqFt

100 S INTERLACHEN AVE #304, Winter Park, FL 32789

Indulge in serene lakefront living from the comfort of two private balconies, each offering views of both the pool and t...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1701 PALMER AVE, Winter Park, FL 32789
1/58 58

$1,395,000

Open Sun 1PM-3PM

Single Family Home

4 Beds 3 Baths 2,841 SqFt

1701 PALMER AVE, Winter Park, FL 32789

Charming Winter Park Pool Home – A Rare Opportunity! Nestled in the heart of Winter Park's highly sought after 32789 zip...

Listed by TRUST EQUITY GROUP LLC

Stellar MLS
1213 RICHMOND RD, Winter Park, FL 32789
3D

$1,249,000

Open 5/24 2PM-4PM

Single Family Home

4 Beds 3 Baths 3,204 SqFt

1213 RICHMOND RD, Winter Park, FL 32789

An extraordinary and rare opportunity awaits in the highly sought-after Virginia Heights neighborhood, just a short stro...

Listed by KELLY PRICE & COMPANY LLC

Stellar MLS
1875 STAUNTON AVE, Winter Park, FL 32789
1/42 42

$625,000

Open Mon 10AM-12AM

Single Family Home

4 Beds 2 Baths 2,036 SqFt

1875 STAUNTON AVE, Winter Park, FL 32789

WELCOME HOME! LOCATION LOCATION LOCATION!!! Built in 2017, this 4 bedroom, 2 bathroom home is exactly what you are looki...

Listed by THE AGENCY ORLANDO

Stellar MLS
1792 KILLARNEY DR, Winter Park, FL 32789
1/42 42

$680,000

Open Sat 1PM-3PM

Single Family Home

4 Beds 3 Baths 2,082 SqFt

1792 KILLARNEY DR, Winter Park, FL 32789

Welcome to this incredible and rare opportunity to own a Winter Park home with deeded private lake access to Lake Killar...

Listed by THE AGENCY ORLANDO

Stellar MLS
1730 WINCHESTER DR, Winter Park, FL 32789
1/80 80

$3,249,000

Open Sun 2PM-4:30PM

Single Family Home

5 Beds 6 Baths 4,080 SqFt

1730 WINCHESTER DR, Winter Park, FL 32789

Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the hi...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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JCP Team White with Real Horizontal A

The JC Penny Team

Jon Penny License ID: BK3055942

+1(863) 899-0830 jon@jcpennyteam.com

8291 Champions Gate Blvd, Davenport, FL, 33896, USA

Get My App

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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Home
      Buy
      1. Featured Listings
      2. All Listings
      3. Looking for New Construction
      4. Sold Listings
      5. Buyer Information
      6. Mortgage Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Seller Information
      About
      1. About Us
      2. Meet the Team
      3. Contact Us
      4. Local Partners
      5. Reviews
      6. Our Blogs
      Orlando Area Home Listings
      Neighborhoods
      1. Highlands Reserve
      2. Celebration
      3. Windermere
      4. Four Corners
      5. Lindfields
      6. Winter Garden
      7. ChampionsGate
      Area Search
      1. Central Florida Search
      2. Space Coast Search
      3. New Construction Search
      Vacation Rental Homes
      1. ChampionsGate Resort
      2. Encore Club Resort
      3. Reunion Resort
      4. Solara Resort
      5. Solterra Resort
      6. Storey Lake Resort
      7. Windsor at Westside Resort
      8. Windsor Island Resort
      Resources
      1. Market Snapshot
      2. Web Accessibility Help
      3. Real Estate Glossary
JCP Team White with Real Horizontal A

The JC Penny Team

Jon Penny License ID: BK3055942

+1(863) 899-0830 jon@jcpennyteam.com

8291 Champions Gate Blvd, Davenport, FL, 33896, USA

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility