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    1. All Listings
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    15. Get the Price You Want
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94 Properties

94 Properties Available In Winter Park

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  • Beds (Most)
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FL >Winter Park >
Market Insights
1289 HEAVENLY CV, Winter Park, FL 32792
1/30 30

$4,000

Active

Single Family Home

4 Beds 3 Baths 2,818 SqFt

1289 HEAVENLY CV, Winter Park, FL 32792

Welcome to this move in ready 4-bedroom, 3-bath, 3-car garage pool home located in the exclusive gated community of Eden...

Listed by COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
3115 HEARTLEAF PL, Winter Park, FL 32792
1/68 68

$670,777

Price Dropped by $14K

Single Family Home

4 Beds 3 Baths 2,846 SqFt

3115 HEARTLEAF PL, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome to your dream home in Winter Park, FL! This stunning 4-bedroom, ...

Listed by EXP REALTY LLC

Stellar MLS
2318 INAGUA WAY, Winter Park, FL 32792
3D

$275,000

Price Dropped by $10K

Townhouse

2 Beds 2 Baths 1,020 SqFt

2318 INAGUA WAY, Winter Park, FL 32792

Discover One of Winter Park's Best Kept Secrets Windward Square! <br> <br>Welcome home to this completely renovated 2-be...

Listed by REAL BROKER, LLC

Stellar MLS
311 E MORSE BLVD #7-5, Winter Park, FL 32789
1/40 40

$399,000

Price Dropped by $20K

Condo

1 Bed 1 Bath 482 SqFt

311 E MORSE BLVD #7-5, Winter Park, FL 32789

Major Price Improvement & Motivated Seller! Here is your rare opportunity to own a studio apartment in Whispering Waters...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
2461 FIRSTLIGHT WAY, Winter Park, FL 32792
1/24 24

$2,699

Active

Townhouse

3 Beds 3 Baths 2,312 SqFt

2461 FIRSTLIGHT WAY, Winter Park, FL 32792

GREAT LOCATION!! Come and check out one of Winter Park's newest neighborhoods, Hawks Crest! This stunning townhome has ...

Listed by 407 PROPERTIES

Stellar MLS
3110 HEARTLEAF PL, Winter Park, FL 32792
1/68 68

$658,900

Price Dropped by $21K

Single Family Home

4 Beds 3 Baths 2,860 SqFt

3110 HEARTLEAF PL, Winter Park, FL 32792

Beautiful pool home with an open great room plan with high vaulted ceilings and master on the first floor situated on on...

Listed by RE/MAX PRIME PROPERTIES

Stellar MLS
1921 DARTMOUTH AVE, Winter Park, FL 32789
1/23 23

$360,000

Price Dropped by $10K

Single Family Home

3 Beds 2 Baths 987 SqFt

1921 DARTMOUTH AVE, Winter Park, FL 32789

Charming, Fully Renovated Bungalow in the Heart of Winter Park! Welcome to this beautifully upgraded bungalow that make...

Listed by THOMAS LYNNE REALTY GROUP LLC

Stellar MLS
2627 VERONA TRL, Winter Park, FL 32789
1/67 67

$5,050

Active

Single Family Home

4 Beds 3 Baths 2,422 SqFt

2627 VERONA TRL, Winter Park, FL 32789

Beautiful 4 bedroom/ 3 bath Pool home for rent in Winter Park Range, D/W, Disposal, Central Heat and A/C.

Listed by REALSOURCE PROPERTY MANGNT LLC

Stellar MLS
240 KILLARNEY BAY CT #4, Winter Park, FL 32789
1/32 32

$410,000

Price Dropped by $19K

Condo

2 Beds 3 Baths 1,536 SqFt

240 KILLARNEY BAY CT #4, Winter Park, FL 32789

Welcome to Killarney Bay—Winter Park's best-kept secret for tranquil lakeside living, and just steps from the city's fin...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
3019 CASSELWOOD ST, Winter Park, FL 32792
1/21 21

$1,850

Active

Townhouse

2 Beds 2 Baths 1,038 SqFt

3019 CASSELWOOD ST, Winter Park, FL 32792

ATTENTION GOOD RENTERS!! COME TO SHOW THIS WONDERFUL OPORTUNITY FOR RENT THIS WONDERFUL TOWNHOUSE IN A REALLY GOOD LOCAT...

Listed by ORLANDO KEY REALTY LLC

Stellar MLS
460 CAMBRIDGE BLVD #A, Winter Park, FL 32789
1/11 11

$2,730

Active

Single Family Home

3 Beds 2 Baths 1,160 SqFt

460 CAMBRIDGE BLVD #A, Winter Park, FL 32789

Fully renovated 3-bedroom, 2-bath home in the heart of Winter Park—available for immediate move-in! This charming unit f...

Listed by 4 ACRE REALTY LLC

Stellar MLS
2151 CONIFER AVE, Winter Park, FL 32792
1/28 28

$450,000

Pending

Single Family Home

3 Beds 2 Baths 1,806 SqFt

2151 CONIFER AVE, Winter Park, FL 32792

Under contract-accepting backup offers. This POOL home is amazing in every way and is truly a must see! Original Owner w...

Listed by KORR REALTY CORP

Stellar MLS
1355 HIBISCUS AVE, Winter Park, FL 32789
1/45 45

$1,850,000

Pending

Single Family Home

5 Beds 6 Baths 4,155 SqFt

1355 HIBISCUS AVE, Winter Park, FL 32789

Under contract-accepting backup offers. Welcome to this beautifully crafted 5 bedroom, 5.1 bathroom traditional single-f...

Listed by PALMANO GROUP RE BROKERAGE LLC

Stellar MLS
446 ALBERTA DR, Winter Park, FL 32789
1/69 69

$1,750,000

Price Dropped by $75K

Single Family Home

4 Beds 3 Baths 3,263 SqFt

446 ALBERTA DR, Winter Park, FL 32789

Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits ...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
1924 SUMMERFIELD RD, Winter Park, FL 32792
1/42 42

$499,999

Price Dropped by $15K

Single Family Home

3 Beds 2 Baths 1,492 SqFt

1924 SUMMERFIELD RD, Winter Park, FL 32792

**This property qualifies for a closing cost credit up to $7,700 through the Seller's preferred lender.** Welcome to a l...

Listed by KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
3430 ARBUTUS LN, Winter Park, FL 32792
1/24 24

$375,000

Price Dropped by $15K

Single Family Home

4 Beds 3 Baths 1,674 SqFt

3430 ARBUTUS LN, Winter Park, FL 32792

Charming Winter Park Pool Home with Mother-In-Law Suite. Welcome to your own slice of paradise in the heart of Winter Pa...

Listed by URBAN NEST CLUB INC

Stellar MLS
4959 ARDMORE DR, Winter Park, FL 32792
1/27 27

$410,000

Price Dropped by $15K

Single Family Home

3 Beds 2 Baths 1,664 SqFt

4959 ARDMORE DR, Winter Park, FL 32792

Tucked away at the end of a quiet cul-de-sac with no HOA, this home sits on an oversized lot that offers exceptional spa...

Listed by COMPASS FLORIDA LLC

Stellar MLS
Winter Park, FL 32792
1/40 40

$500,000

Price Dropped by $25K

Single Family Home

4 Beds 3 Baths 2,075 SqFt

Winter Park, FL 32792

Welcome to this beautifully maintained 4-bedroom, 2.5-bath pool home nestled in a peaceful neighborhood. This two-story ...

Listed by TREASURE COAST REALTY GROUP, LLC

Stellar MLS
4768 TANGERINE AVE #4768, Winter Park, FL 32792
1/19 19

$198,000

Price Dropped by $51K

Condo

1 Bed 1 Bath 753 SqFt

4768 TANGERINE AVE #4768, Winter Park, FL 32792

Price adjusted! Fully Renovated 1-Bedroom First-Floor Condo – Stylish & Convenient Living. Move-in ready! Gorgeous new f...

Listed by PROPERTY OUTLET INTERNATIONAL

Stellar MLS
641 S LAKEMONT AVE, Winter Park, FL 32792
1/17 17

$2,250

Active

Single Family Home

3 Beds 2 Baths 1,450 SqFt

641 S LAKEMONT AVE, Winter Park, FL 32792

Property has been updated and is move in ready for you! This delightful Winter Park home could be the perfect fit for yo...

Listed by WEICHERT REALTORS HALLMARK PROPERTIES

Stellar MLS
2227 HOWARD DR, Winter Park, FL 32789
1/20 20

$5,000

Active

Single Family Home

3 Beds 3 Baths 2,196 SqFt

2227 HOWARD DR, Winter Park, FL 32789

Zoned for Audubon K-8 and Winter Park High. Move in just in time for the school year!! Single-story LAKEFRONT gem in Win...

Listed by REALTY ONE GROUP MAGIC CITY

Stellar MLS
1820 ENGLEWOOD RD, Winter Park, FL 32789
1/48 48

$3,190,000

Price Dropped by $110K

Single Family Home

5 Beds 6 Baths 4,263 SqFt

1820 ENGLEWOOD RD, Winter Park, FL 32789

Award-winning Phil Kean design on a prominent corner lot in the heart of Winter Park, just minutes from Baldwin Park, Pa...

Listed by KELLER WILLIAMS ADVANTAGE III

Stellar MLS
7449 DANIEL WEBSTER DR #3, Winter Park, FL 32792
1/24 24

$130,000

Price Dropped by $9K

Condo

2 Beds 3 Baths 1,085 SqFt

7449 DANIEL WEBSTER DR #3, Winter Park, FL 32792

Discover this 2-bedroom, 2-bathroom condo located in The Colonies community in Winter Park. Situated near UCF, Valencia ...

Listed by CREEGAN GROUP

Stellar MLS
240 CAMBRIDGE BLVD, Winter Park, FL 32789
1/23 23

$535,000

Price Dropped by $14K

Single Family Home

3 Beds 2 Baths 1,630 SqFt

240 CAMBRIDGE BLVD, Winter Park, FL 32789

3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake ...

Listed by REAL BROKER, LLC

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.