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90 Properties

90 Properties Available In Winter Park

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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
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FL >Winter Park >
Market Insights
1250 S DENNING DR #108, Winter Park, FL 32789
1/15 15

$179,900

Price Dropped by $6K

Condo

1 Bed 1 Bath 658 SqFt

1250 S DENNING DR #108, Winter Park, FL 32789

This move-in-ready, first-floor condo has been completely updated and is ready for its new owner. Enjoy newer flooring, ...

Listed by LOVELAND PROPERTIES

Stellar MLS
2417 PASSAMONTE DR #1E, Winter Park, FL 32792
1/15 15

$375,000

Price Dropped by $10K

Townhouse

3 Beds 3 Baths 1,837 SqFt

2417 PASSAMONTE DR #1E, Winter Park, FL 32792

Location! Location! Location! Winter Park, Top Rated Florida Zone Schools, Move-In Ready, 3 Bedroom Town Home with a Gar...

Listed by FLAT FEE MLS REALTY

Stellar MLS
952 MOSS LN, Winter Park, FL 32789
1/55 55

$1,514,950

Price Dropped by $40K

Single Family Home

4 Beds 4 Baths 3,474 SqFt

952 MOSS LN, Winter Park, FL 32789

Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and...

Listed by THE SHOP REAL ESTATE CO.

Stellar MLS
1741 PALMER AVE, Winter Park, FL 32789
1/59 59

$1,495,000

Price Dropped by $100K

Single Family Home

3 Beds 3 Baths 2,351 SqFt

1741 PALMER AVE, Winter Park, FL 32789

Welcome home to this one-of-a-kind, single-story Tuscan-style retreat nestled on an oversized lot in the heart of highly...

Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC

Stellar MLS
4107 GABRIELLA LN, Winter Park, FL 32792
1/89 89

$1,000,000

Price Dropped by $200K

Single Family Home

4 Beds 4 Baths 3,074 SqFt

4107 GABRIELLA LN, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional ...

Listed by KELLER WILLIAMS ADVANTAGE REALTY

Stellar MLS
4936 TANGERINE AVE #4936, Winter Park, FL 32792
1/9 9

$160,000

Price Dropped by $5K

Condo

1 Bed 1 Bath 753 SqFt

4936 TANGERINE AVE #4936, Winter Park, FL 32792

Location! Location! Location! This 1 BEDROOM, 1 BATHROOM, beautifully maintained condo offers an ideal living space and ...

Listed by VINAS DEL MAR REALTY, INC.

Stellar MLS
5338 TANGERINE AVE, Winter Park, FL 32792
1/37 37

$489,500

Price Dropped by $10K

Single Family Home

4 Beds 2 Baths 2,195 SqFt

5338 TANGERINE AVE, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Price Dropped – Your Dream Home Just Got Closer! <br>Completely Renovate...

Listed by CENTURY 21 CARIOTI

Stellar MLS
1504 BROAD WING LN, Winter Park, FL 32792
1/24 24

$2,699

Active

Townhouse

3 Beds 3 Baths 2,076 SqFt

1504 BROAD WING LN, Winter Park, FL 32792

This is one of the best townhome lots available in Hawks Crest, the highly desired community in Winter Park! A beautiful...

Listed by INTOP PROPERTY MANAGEMENT

Stellar MLS
3057 AARON BURR AVE #2, Winter Park, FL 32792
1/21 21

$1,450

Active

Condo

2 Beds 2 Baths 1,066 SqFt

3057 AARON BURR AVE #2, Winter Park, FL 32792

Great Investment Opportunity! <br>Updated 2-bed, 2-bath condo in the Colonies community featuring brand-new stainless-st...

Listed by ROBERT SLACK LLC

Stellar MLS
1831 MIZELL AVE, Winter Park, FL 32789
1/40 40

$1,595,000

Price Dropped by $100K

Single Family Home

4 Beds 4 Baths 3,204 SqFt

1831 MIZELL AVE, Winter Park, FL 32789

Stunning contemporary home in Winter Park is close to Park Avenue and all of the wonderful restaurants, shops and the hi...

Listed by EXP REALTY LLC

Stellar MLS
1985 JAPONICA RD, Winter Park, FL 32792
1/16 16

$425,000

Pending

Single Family Home

4 Beds 2 Baths 2,096 SqFt

1985 JAPONICA RD, Winter Park, FL 32792

JUST REDUCED!!! Move-In Ready Evergreen Park Home with 4 Bedrooms 2 Bathrooms and a 2 Car Garage with a Pool on an Overs...

Listed by MIGHTY REALTY INC

Stellar MLS
1809 PINEVIEW CIR, Winter Park, FL 32792
1/31 31

$499,000

Price Dropped by $21K

Single Family Home

4 Beds 2 Baths 1,631 SqFt

1809 PINEVIEW CIR, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome to 1809 Pineview Circle, a charming and move-in-ready 4-bedroom,...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
1341 LYNDALE BLVD, Winter Park, FL 32789
1/45 45

$1,200,000

Price Dropped by $99K

Single Family Home

4 Beds 3 Baths 2,388 SqFt

1341 LYNDALE BLVD, Winter Park, FL 32789

Ideally located in the heart of Winter Park, just steps from iconic Park Avenue and around the corner from Winter Park V...

Listed by COMPASS FLORIDA LLC

Stellar MLS
2614 PARKLAND DR, Winter Park, FL 32789
1/70 70

$2,125,000

Price Dropped by $25K

Single Family Home

4 Beds 4 Baths 3,307 SqFt

2614 PARKLAND DR, Winter Park, FL 32789

Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Flori...

Listed by JW GASTON LLC

Stellar MLS
2171 FORREST RD, Winter Park, FL 32789
1/42 42

$3,595,000

Price Dropped by $155K

Single Family Home

5 Beds 6 Baths 4,565 SqFt

2171 FORREST RD, Winter Park, FL 32789

On one of Winter Park's most scenic brick-lined streets, this exceptional two-story residence commands attention on a sp...

Listed by PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
640 KILLARNEY BAY CT #4, Winter Park, FL 32789
1/38 38

$659,000

Price Dropped by $10K

Condo

2 Beds 3 Baths 1,718 SqFt

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

One or more photo(s) has been virtually staged. Tucked away on the tranquil shores of Lake Killarney, this impeccably re...

Listed by COMPASS FLORIDA LLC

Stellar MLS
690 OSCEOLA AVE #502, Winter Park, FL 32789
1/45 45

$3,500

Active

Condo

2 Beds 2 Baths 1,400 SqFt

690 OSCEOLA AVE #502, Winter Park, FL 32789

Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, l...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
5144 ORANGE AVE, Winter Park, FL 32792
1/19 19

$350,000

Price Dropped by $25K

Single Family Home

3 Beds 2 Baths 1,274 SqFt

5144 ORANGE AVE, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome Home!! NEW ROOF, UPDATED KITCHEN, SEMINOLE COUNTY SCHOOLS. RV Ca...

Listed by WEMERT GROUP REALTY LLC

Stellar MLS
3204 NETHERWOOD, Winter Park, FL 32792
1/41 41

$339,000

Price Dropped by $9K

Single Family Home

2 Beds 2 Baths 1,056 SqFt

3204 NETHERWOOD, Winter Park, FL 32792

Discover this beautifully renovated 2-bedroom, .5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-...

Listed by WATSON REALTY CORP.

Stellar MLS
3251 OAK LAKE PL #135, Winter Park, FL 32792
1/26 26

$199,000

Price Dropped by $15K

Condo

3 Beds 3 Baths 1,151 SqFt

3251 OAK LAKE PL #135, Winter Park, FL 32792

HUGE PRICE REDUCTION! We are proud to bring to market this incredibly private END UNIT condo within the Hidden Oaks comm...

Listed by NESTA REAL ESTATE CONSULTANTS

Stellar MLS
426 S LAKEMONT AVE, Winter Park, FL 32792
1/23 23

$539,900

Price Dropped by $5K

Single Family Home

3 Beds 2 Baths 1,656 SqFt

426 S LAKEMONT AVE, Winter Park, FL 32792

Winter Park, Outstanding Renovations! 3 BD/2 BT Pool Home! Open concept , single story with a lot of natural light. <b...

Listed by KELLER WILLIAMS HERITAGE REALTY

Stellar MLS
200 ST ANDREWS BLVD #512, Winter Park, FL 32792
1/33 33

$170,000

Price Dropped by $7K

Condo

1 Bed 1 Bath 835 SqFt

200 ST ANDREWS BLVD #512, Winter Park, FL 32792

**This property qualifies for a closing cost credit up to $2,700 through the Seller's preferred lender.**Welcome home to...

Listed by KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
433 CAROLINA AVE, Winter Park, FL 32789
1/11 11

$5,495

Active

Single Family Home

5 Beds 4 Baths 2,700 SqFt

433 CAROLINA AVE, Winter Park, FL 32789

A stunning two-story house with five bedrooms is now available. The house has ceramic tittle except for the bedrooms whi...

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

Stellar MLS
250 CORTLAND AVE, Winter Park, FL 32789
1/68 68

$970,000

Price Dropped by $5K

Single Family Home

3 Beds 2 Baths 2,114 SqFt

250 CORTLAND AVE, Winter Park, FL 32789

Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of th...

Listed by EXP REALTY 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.