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    1. All Listings
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528 Properties

528 Properties Available In Winter Park

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  • Price-High To Low
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  • Beds (Most)
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FL >Winter Park >
Market Insights
2033 CANNY CV, Winter Park, FL 32792
1/34 34

$452,000

Active

Townhouse

3 Beds 3 Baths 1,907 SqFt

2033 CANNY CV, Winter Park, FL 32792

Step into this stunning townhome and be greeted by an open-concept kitchen, dining, and living area—perfect for entertai...

Listed by LPT REALTY, LLC

Stellar MLS
3458 BALSAM DR, Winter Park, FL 32792
1/12 12

$435,000

Pending

Single Family Home

3 Beds 2 Baths 1,910 SqFt

3458 BALSAM DR, Winter Park, FL 32792

Seller to contribute $1500 to buyers closing cost. Come see this charming 3 bedroom, 2 bath pool home, located in Winte...

Listed by CENTURY 21 BE3

Stellar MLS
817 ANTONETTE AVE, Winter Park, FL 32789
1/60 60

$1,795,000

Pending

Single Family Home

4 Beds 3 Baths 3,971 SqFt

817 ANTONETTE AVE, Winter Park, FL 32789

Under contract-accepting backup offers. Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally i...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
141 OAKWOOD WAY, Winter Park, FL 32789
1/71 71

$2,150,000

Pending

Single Family Home

5 Beds 4 Baths 3,909 SqFt

141 OAKWOOD WAY, Winter Park, FL 32789

Under contract-accepting backup offers. Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly de...

Listed by MAINFRAME REAL ESTATE

Stellar MLS
785 N PHELPS AVE, Winter Park, FL 32789
1/10 10

$2,119,000

Active

Single Family Home

5 Beds 4 Baths 2,964 SqFt

785 N PHELPS AVE, Winter Park, FL 32789

Under Construction. Completion September 2025, Nestled in the heart of Winter Park, this luxurious custom-built home sea...

Listed by COMPASS FLORIDA LLC

Stellar MLS
1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
1/50 50

$1,300,000

Active

Single Family Home

4 Beds 3 Baths 2,310 SqFt

1400 S PENNSYLVANIA AVE, Winter Park, FL 32789

Look at this rare opportunity to own a chic and trendy residence in winter park in an incredible location. <br>You will...

Listed by JACK KELLER INC

Stellar MLS
2935 ANTIQUE OAKS CIR #64, Winter Park, FL 32792
1/28 28

$218,000

Pending

Condo

2 Beds 2 Baths 1,018 SqFt

2935 ANTIQUE OAKS CIR #64, Winter Park, FL 32792

Under contract-accepting backup offers. Welcome to your new home at 2935 Antique Oaks Cir Apt 64, a beautifully renovate...

Listed by CREEGAN GROUP

Stellar MLS
2394 SUN VALLEY CIR #2394, Winter Park, FL 32792
3D

$265,000

Active

Condo

2 Beds 3 Baths 1,295 SqFt

2394 SUN VALLEY CIR #2394, Winter Park, FL 32792

This charming 2-bedroom, 2-bathroom condo offers 1,295 square feet of comfortable single-level living, thoughtfully desi...

Listed by EXP REALTY LLC

Stellar MLS
318 SCOTTSDALE SQ #318, Winter Park, FL 32792
1/14 14

$112,000

Active

Condo

2 Beds 2 Baths 1,020 SqFt

318 SCOTTSDALE SQ #318, Winter Park, FL 32792

Seller is offering a fantastic incentive: Seller is offering to pay HOA fees and special assessments until the end of th...

Listed by RE/MAX ASSURED

Stellar MLS
700 MELROSE AVE #A 22, Winter Park, FL 32789
1/25 25

$280,000

Pending

Condo

2 Beds 2 Baths 1,074 SqFt

700 MELROSE AVE #A 22, Winter Park, FL 32789

Under contract-accepting backup offers. HUGE PRICE CHANGE! <br>Welcome to this beautifully updated second-floor unit, ...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1309 PARADISE LN, Winter Park, FL 32792
1/39 39

$388,000

Price Dropped by $10K

Single Family Home

3 Beds 2 Baths 1,606 SqFt

1309 PARADISE LN, Winter Park, FL 32792

Welcome to Harbour Ridge in charming Winter Park — where there's no HOA and endless potential! <br>Set on a spacious 1/3...

Listed by COLDWELL BANKER REALTY

Stellar MLS
3069 AARON BURR AVE #D, Winter Park, FL 32792
1/33 33

$1,200

Active

Condo

1 Bed 1 Bath 537 SqFt

3069 AARON BURR AVE #D, Winter Park, FL 32792

50% off the first month of rent! <br> <br> <br>Enjoy this 1 bedroom 1 bathroom condo located at The Colonies in Winter P...

Listed by ACKLEY FLORIDA PROPERTY MANAGEMENT INC

Stellar MLS
1710 ASTER DR, Winter Park, FL 32792
1/30 30

$469,000

Price Dropped by $5K

Single Family Home

3 Beds 2 Baths 1,664 SqFt

1710 ASTER DR, Winter Park, FL 32792

Price improvement!!! Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, ...

Listed by FOLIO REALTY LLC

Stellar MLS
334 SCOTTSDALE SQ #334, Winter Park, FL 32792
1/9 9

$130,000

Price Dropped by $10K

Condo

3 Beds 2 Baths 1,250 SqFt

334 SCOTTSDALE SQ #334, Winter Park, FL 32792

CASH ONLY. Desirable Winter Park Location with highly rated schools! Down the street Full Sail University, close to famo...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
1055 S KENTUCKY AVE #4, Winter Park, FL 32789
1/15 15

$1,995

Active

Condo

2 Beds 2 Baths 1,258 SqFt

1055 S KENTUCKY AVE #4, Winter Park, FL 32789

Spacious two-bedroom, two bath condo available now! This is a FIRST FLOOR apartment with a spacious living room and dini...

Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

Stellar MLS
1116 FAIRWAY DR, Winter Park, FL 32792
1/36 36

$549,900

Active

Single Family Home

3 Beds 2 Baths 1,738 SqFt

1116 FAIRWAY DR, Winter Park, FL 32792

One or more photos has been virtually staged. <br> <br>Welcome to this beautiful, single-family home in the Golfside Com...

Listed by TURN-KEY MOVES REALTY

Stellar MLS
1354 TIERRA CIR, Winter Park, FL 32792
1/31 31

$449,900

Active

Single Family Home

4 Beds 2 Baths 1,827 SqFt

1354 TIERRA CIR, Winter Park, FL 32792

Located in the highly sought-after Casa Aloma community, this charming 1960s home offers the perfect blend of comfort, s...

Listed by REAL ESTATE FIRM OF ORLANDO

Stellar MLS
1055 S KENTUCKY AVE #1, Winter Park, FL 32789
1/16 16

$1,995

Active

Condo

2 Beds 2 Baths 1,258 SqFt

1055 S KENTUCKY AVE #1, Winter Park, FL 32789

Spacious two-bedroom, two bath condo available now! This is a FIRST FLOOR apartment with a spacious living room and din...

Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

Stellar MLS
1055 S KENTUCKY AVE #2, Winter Park, FL 32789
1/13 13

$1,995

Active

Condo

2 Beds 2 Baths 1,258 SqFt

1055 S KENTUCKY AVE #2, Winter Park, FL 32789

Spacious two-bedroom, two bath condo available now! This is a FIRST FLOOR apartment with a spacious living room and din...

Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

Stellar MLS
1120 PRESERVE POINT DR, Winter Park, FL 32789
1/85 85

$10,900,000

Active

Single Family Home

7 Beds 11 Baths 11,255 SqFt

1120 PRESERVE POINT DR, Winter Park, FL 32789

Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate i...

Listed by PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
7403 GLEN OAKS WAY #82, Winter Park, FL 32792
1/20 20

$210,000

Price Dropped by $10K

Condo

3 Beds 3 Baths 1,161 SqFt

7403 GLEN OAKS WAY #82, Winter Park, FL 32792

Price Improvement. Great location, perfect for first time buyers. This cozy corner unit features 3 bedrooms and 2 bath...

Listed by OUTLET REALTY

Stellar MLS
1512 INDIANA AVE #B, Winter Park, FL 32789
1/7 7

$1,450

Active

Single Family Home

1 Bed 1 Bath 960 SqFt

1512 INDIANA AVE #B, Winter Park, FL 32789

Spacious ONE BEDROOM , one bath CONDO available now! This is a first floor apartment with a spacious living room and din...

Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

Stellar MLS
1422 TIERRA CIR, Winter Park, FL 32792
1/20 20

$499,900

Active

Single Family Home

4 Beds 2 Baths 1,827 SqFt

1422 TIERRA CIR, Winter Park, FL 32792

INCREDIBLE OPPORTUNITY! PRICE IMPROVEMENT and 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent ...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
7437 BELLE RIVER CT #7, Winter Park, FL 32792
1/13 13

$1,600

Active

Townhouse

2 Beds 3 Baths 1,031 SqFt

7437 BELLE RIVER CT #7, Winter Park, FL 32792

wonderful 2BR/21/2 bath in the wonderful city of Winter Park. Spacious master bedroom upstairs with its own private bat...

Listed by TRANSCONTINENTAL REALTY GROUP,

Stellar MLS
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Buy With Boland

Whitney Boland

+1(727) 657-1265 whitney@buywithboland.com

2234 Lithia Center Lane, Valrico, Florida, 33596, USA
    • Home
      Seller
      1. Sell My Home
      2. Home Estimate
      3. 10 Questions Agents Hate
      4. 27 Seller Tips
      5. Avoid Legal Mistakes
      6. Avoid these mistakes
      7. Become a VIP Seller
      8. Buy This Home Ill Buy Yours
      9. Cash For your Home
      10. Divorce
      11. Empty Nesting
      12. Find Out What This Home Is Sold For
      13. For Sale By Owner
      14. Getting Best Price
      15. Get the Price You Want
      16. Guaranteed Offer
      17. How to Sell a Home that Didnt Sell
      18. How to Sell Your Home for More
      19. Kids and Moving
      20. Pets and Moving
      21. Pass Your Inspection
      22. Why Didnt My Home Sell
    • General
      1. *40 Hour Work Week*
      2. *Ambitious Real Estate Agent Wanted NOW*
      3. *Your Referrals Help The Kids
      4. Join Us Agents
      5. Local Real Estate Information
      6. Our Team
      7. Refer a Friend
      8. Save on Expenses
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
      5. Blogs
    • Buyer
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. 50 Homes For 50 Fallen
      5. 10 Best Buy Hotlist
      6. 13 Extra Cost
      7. 6 Buyer Mistakes
      8. 9 Common Buyer Traps
      9. Ask a Real Estate Expert
      10. Best Financing Rate
      11. Buy With Zero Down
      12. First Time Buyer Hotlist
      13. Exclusive Fixer Upper Hotlist
      14. Fixer Uppers: Myths and Facts
      15. Foreclosures Hotlist
      16. Get New Listings
      17. Home Warranty
      18. Homes with Land Hotlist
      19. Homes with Pools Hotlist
      20. Hotlist of Upscale Homes
      21. Mortgage Pre-Approval
      22. Moving Company
      23. Moving Up
      24. Multiple Listing
      25. New Homes vs Resale
      26. No Money Down Hotlist
      27. Open House
      28. Our Homes for Sale
      29. Real Estate Lawyer
      30. Save $5000 Guaranteed
      31. Save Thousands
      32. Stop Paying Rent
      33. Sunday Tour of Homes
      34. VIP INSIDER ACCESS
      Market Snapshot

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

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 logo
Buy With Boland

Whitney Boland

+1(727) 657-1265 whitney@buywithboland.com

2234 Lithia Center Lane, Valrico, Florida, 33596, USA
    • Home
      Seller
      1. Sell My Home
      2. Home Estimate
      3. 10 Questions Agents Hate
      4. 27 Seller Tips
      5. Avoid Legal Mistakes
      6. Avoid these mistakes
      7. Become a VIP Seller
      8. Buy This Home Ill Buy Yours
      9. Cash For your Home
      10. Divorce
      11. Empty Nesting
      12. Find Out What This Home Is Sold For
      13. For Sale By Owner
      14. Getting Best Price
      15. Get the Price You Want
      16. Guaranteed Offer
      17. How to Sell a Home that Didnt Sell
      18. How to Sell Your Home for More
      19. Kids and Moving
      20. Pets and Moving
      21. Pass Your Inspection
      22. Why Didnt My Home Sell
    • General
      1. *40 Hour Work Week*
      2. *Ambitious Real Estate Agent Wanted NOW*
      3. *Your Referrals Help The Kids
      4. Join Us Agents
      5. Local Real Estate Information
      6. Our Team
      7. Refer a Friend
      8. Save on Expenses
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
      5. Blogs
    • Buyer
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. 50 Homes For 50 Fallen
      5. 10 Best Buy Hotlist
      6. 13 Extra Cost
      7. 6 Buyer Mistakes
      8. 9 Common Buyer Traps
      9. Ask a Real Estate Expert
      10. Best Financing Rate
      11. Buy With Zero Down
      12. First Time Buyer Hotlist
      13. Exclusive Fixer Upper Hotlist
      14. Fixer Uppers: Myths and Facts
      15. Foreclosures Hotlist
      16. Get New Listings
      17. Home Warranty
      18. Homes with Land Hotlist
      19. Homes with Pools Hotlist
      20. Hotlist of Upscale Homes
      21. Mortgage Pre-Approval
      22. Moving Company
      23. Moving Up
      24. Multiple Listing
      25. New Homes vs Resale
      26. No Money Down Hotlist
      27. Open House
      28. Our Homes for Sale
      29. Real Estate Lawyer
      30. Save $5000 Guaranteed
      31. Save Thousands
      32. Stop Paying Rent
      33. Sunday Tour of Homes
      34. VIP INSIDER ACCESS
      Market Snapshot

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

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.