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243 Properties

243 Properties Available

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Map
Grid
105 CONRAD CT, Winter Park, FL 32789
1/23 23

$429,999

Open Fri 4PM-6PM

Single Family Home

3 Beds 2 Baths 1,573 SqFt

105 CONRAD CT, Winter Park, FL 32789

Discover this beautifully updated 3-bedroom, 2-bathroom home in Winter Park, perfectly positioned to enjoy the best of b...

Listed by THE WILKINS WAY LLC

Stellar MLS
311 E MORSE BLVD #7-11, Winter Park, FL 32789
1/25 25

$389,000

Open Sun 12PM-2PM

Condo

1 Bed 1 Bath 570 SqFt

311 E MORSE BLVD #7-11, Winter Park, FL 32789

Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue! <br>Welcome to Whispering Waters, a beautifully mai...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1981 BLUE RIDGE RD, Winter Park, FL 32789
1/51 51

$1,285,000

Open Sat 12PM-2PM

Single Family Home

4 Beds 2 Baths 2,750 SqFt

1981 BLUE RIDGE RD, Winter Park, FL 32789

One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred le...

Listed by KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
915 GARDEN DR, Winter Park, FL 32789
3D

$950,000

Open Fri 11AM-2PM

Single Family Home

3 Beds 3 Baths 2,456 SqFt

915 GARDEN DR, Winter Park, FL 32789

Step into this beautifully maintained Mid-Century Modern home, nestled in the prestigious Winter Park community and just...

Listed by KELLER WILLIAMS CLASSIC

Stellar MLS
2812 WOODSIDE AVE, Winter Park, FL 32789
1/24 24

$625,000

Pending

Single Family Home

3 Beds 2 Baths 1,842 SqFt

2812 WOODSIDE AVE, Winter Park, FL 32789

Under contract-accepting backup offers. In the heart of the Audubon Park Garden District you will find this updated mid-...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
2500 LEE RD #219, Winter Park, FL 32789
1/35 35

$210,000

Open Sun 12PM-2PM

Condo

2 Beds 1 Bath 851 SqFt

2500 LEE RD #219, Winter Park, FL 32789

Welcome to life on Lake Killarney, one of Winter Park's most sought-after lakefront communities! This charming 2-bedroom...

Listed by SUNDIAL REAL ESTATE LLC

Stellar MLS
1752 CHESTNUT AVE, Winter Park, FL 32789
1/64 64

$2,199,999

Open Sun 2PM-4PM

Single Family Home

4 Beds 5 Baths 3,314 SqFt

1752 CHESTNUT AVE, Winter Park, FL 32789

Timeless Elegance Meets Modern Comfort in Sought-After Tree Streets <br> <br>Welcome to this thoughtfully designed, cust...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
1860 VIA CONTESSA, Winter Park, FL 32789
1/90 90

$19,500

Open Sat 11AM-5PM

Single Family Home

8 Beds 6 Baths 7,000 SqFt

1860 VIA CONTESSA, Winter Park, FL 32789

Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted ...

Listed by SIERRA REALTY GROUP LLC

Stellar MLS
595 HUNTINGTON AVE #4, Winter Park, FL 32789
1/37 37

$649,000

Open Sun 1PM-3PM

Townhouse

3 Beds 3 Baths 1,951 SqFt

595 HUNTINGTON AVE #4, Winter Park, FL 32789

You Found It!!! Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane w...

Listed by COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
1516 PINEWOOD DR, Winter Park, FL 32789
1/29 29

$369,000

Open 9/6 1PM-4PM

Single Family Home

2 Beds 1 Bath 1,028 SqFt

1516 PINEWOOD DR, Winter Park, FL 32789

PINEWOOD SUB N/9 LOT 12 BLK A <br> <br> <br>Well-maintained, modest 2-1 home in College Park with carport, deck, and por...

Listed by LIST NOW REALTY, LLC

Stellar MLS
957 DUPONT AVE, Winter Park, FL 32789
1/29 29

$2,750

Open Fri 2:30PM-5:30PM

Single Family Home

3 Beds 3 Baths 1,152 SqFt

957 DUPONT AVE, Winter Park, FL 32789

This beautifully maintained 3-bedroom, 2.5-bath home is a rare find. Located at 957 Dupont Ave, Winter Park, FL 32789, t...

Listed by HOME & HIVE REALTY

Stellar MLS
2607 LAFAYETTE AVE, Winter Park, FL 32789
1/72 72

$1,095,000

Open Sat 1PM-3PM

Single Family Home

4 Beds 4 Baths 2,770 SqFt

2607 LAFAYETTE AVE, Winter Park, FL 32789

Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park's most desirable neig...

Listed by FORTUNE INTERNATIONAL REALTY

Stellar MLS
1860 VIA CONTESSA, Winter Park, FL 32789
1/90 90

$2,790,000

Open Sat 10AM-5PM

Single Family Home

8 Beds 6 Baths 7,000 SqFt

1860 VIA CONTESSA, Winter Park, FL 32789

Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted ...

Listed by SIERRA REALTY GROUP LLC

Stellar MLS
215 SALVADOR SQUARE, Winter Park, FL 32789
1/56 56

$1,195,000

New

Single Family Home

4 Beds 4 Baths 2,565 SqFt

215 SALVADOR SQUARE, Winter Park, FL 32789

Welcome home to this lovely 4-bedroom, 3.5-bath pool home in the prestigious Sevilla neighborhood of Winter Park! Tucked...

Listed by PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
1740 ANZLE AVE, Winter Park, FL 32789
1/15 15

$795,000

New

Single Family Home

4 Beds 2 Baths 1,808 SqFt

1740 ANZLE AVE, Winter Park, FL 32789

One or more photo(s) has been virtually staged. PROPERTY AS-IS - DEMO AND NEW-BUILD PLANS READY <br>Nestled in the hear...

Listed by GOYAL & DECOSTER REALTY

Stellar MLS
720 W WEBSTER AVE, Winter Park, FL 32789
1/22 22

$649,000

New

Single Family Home

3 Beds 2 Baths 1,356 SqFt

720 W WEBSTER AVE, Winter Park, FL 32789

Discover the charm of Winter Park living in this beautifully maintained 1950s home, where convenience and comfort meet m...

Listed by THE AGENCY ORLANDO

Stellar MLS
2308 MULBRY DR, Winter Park, FL 32789
1/43 43

$549,000

New

Single Family Home

3 Beds 2 Baths 1,428 SqFt

2308 MULBRY DR, Winter Park, FL 32789

CHARMING 3 BEDROOM, 2 BATH IN THE HEART OF WINTER PARK! This home is located in a highly desirable neighborhood, ideally...

Listed by BALDWIN PARK REALTY LLC

Stellar MLS
1450 CAVENDISH RD, Winter Park, FL 32789
1/38 38

$2,100

New

Single Family Home

2 Beds 1 Bath 1,027 SqFt

1450 CAVENDISH RD, Winter Park, FL 32789

WINTER PARK - Located in the highly desirable ORWIN MANOR neighborhood, this charming one-story 2BR/1BA single-family ho...

Listed by KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
1535 WILLIAMS DR, Winter Park, FL 32789
1/17 17

$2,050,000

Pending

Single Family Home

5 Beds 4 Baths 3,568 SqFt

1535 WILLIAMS DR, Winter Park, FL 32789

Under contract-accepting backup offers. Situated in the heart of Park Grove, one of Winter Park's most coveted neighborh...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
1001 EARLY AVE, Winter Park, FL 32789
1/24 24

$399,000

New

Single Family Home

2 Beds 1 Bath 1,222 SqFt

1001 EARLY AVE, Winter Park, FL 32789

Welcome to 1001 Early Ave—a beautifully updated 2-bedroom, 1-bath home that perfectly balances timeless character with c...

Listed by COLDWELL BANKER REALTY

Stellar MLS
1661 HILLCREST AVE, Winter Park, FL 32789
1/97 97

$11,000

New

Single Family Home

4 Beds 4 Baths 3,104 SqFt

1661 HILLCREST AVE, Winter Park, FL 32789

Owner open to 9+ month lease period. Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Ave...

Listed by ROYALTY R E BOUTIQUE INC

Stellar MLS
850 JUANITA RAEL, Winter Park, FL 32789
1/18 18

$3,950,000

New

Single Family Home

5 Beds 5 Baths 3,183 SqFt

850 JUANITA RAEL, Winter Park, FL 32789

Pre-Construction. To be built. This is that house. Location, Architecture and Layout. Designed on one level on an over...

Listed by PHIL KEAN REAL ESTATE LLC

Stellar MLS
1641 CHESTNUT AVE, Winter Park, FL 32789
1/16 16

$3,995

New

Single Family Home

3 Beds 3 Baths 1,750 SqFt

1641 CHESTNUT AVE, Winter Park, FL 32789

Welcome to your new home nestled along Winter Park's coveted tree-lined Chestnut Avenue. This beautiful 3 bedroom, 3 bat...

Listed by REAL PROPERTY MANAGEMENT AND REALTY

Stellar MLS
1250 S DENNING DR #232, Winter Park, FL 32789
1/25 25

$1,750

New

Condo

2 Beds 2 Baths 913 SqFt

1250 S DENNING DR #232, Winter Park, FL 32789

1 Gig Internet included in rent. Less than 1 mile from Rollins College and Park Ave in the highly desirable 32789 Winter...

Listed by RE/MAX DOWNTOWN

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.

SITE MAP

      Move to Windermere, FL
      1. I am ready to buy
      2. Best Neighborhoods in Windermere
      3. Bike Paths in Windermere, FL
      4. Events & Festivals in Windermere
      5. Golf Courses in Windermere
      6. Homes For Sale in Windermere
      7. Property Taxes in Windermere
      8. Pros and Cons Living in Windermere
      9. Raising a Family in Windermere
      10. Top-Rated Schools in Windermere
      11. Retire in Windermere
      12. Watersports in Windermere
      Sell My Home
      1. Sell my home
      2. Find my home worth
      3. Get cash offer
      4. Best time to list home for quick sell
      5. What should I expect?
      6. Housing Market Trends
      Other Neighborhoods
      1. Clermont
      2. Howey in the Hills
      3. Winter Park
      4. Winter Garden
      5. Davenport
      6. Gotha
      7. Lakeland
      8. Orlando
      9. Groveland
      10. Ocoee
      11. Deltona
      12. Oviedo
      13. Kissimmee
      About Andy Neal
      1. About Me
      2. Contact Me
      3. My Reviews
      4. Real Estate Blog
default

MAXIM Realty Orlando

Andy Neal License ID: SL3396613

+1(407) 619-3517 andy@maximrealtors.com

2030 Lake Fischer Cove Lane, Gotha, Florida, 34734

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

      Move to Windermere, FL
      1. I am ready to buy
      2. Best Neighborhoods in Windermere
      3. Bike Paths in Windermere, FL
      4. Events & Festivals in Windermere
      5. Golf Courses in Windermere
      6. Homes For Sale in Windermere
      7. Property Taxes in Windermere
      8. Pros and Cons Living in Windermere
      9. Raising a Family in Windermere
      10. Top-Rated Schools in Windermere
      11. Retire in Windermere
      12. Watersports in Windermere
      Sell My Home
      1. Sell my home
      2. Find my home worth
      3. Get cash offer
      4. Best time to list home for quick sell
      5. What should I expect?
      6. Housing Market Trends
      Other Neighborhoods
      1. Clermont
      2. Howey in the Hills
      3. Winter Park
      4. Winter Garden
      5. Davenport
      6. Gotha
      7. Lakeland
      8. Orlando
      9. Groveland
      10. Ocoee
      11. Deltona
      12. Oviedo
      13. Kissimmee
      About Andy Neal
      1. About Me
      2. Contact Me
      3. My Reviews
      4. Real Estate Blog
default

MAXIM Realty Orlando

Andy Neal License ID: SL3396613

+1(407) 619-3517 andy@maximrealtors.com

2030 Lake Fischer Cove Lane, Gotha, Florida, 34734

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