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    1. Sell My Home
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    8. Buy This Home Ill Buy Yours
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    14. Getting Best Price
    15. Get the Price You Want
    16. Guaranteed Offer
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    21. Pass Your Inspection
    22. Why Didnt My Home Sell
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523 Properties

523 Properties Available In Winter Park

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FL >Winter Park >
Market Insights
1339 ORCHID AVE, Winter Park, FL 32789
1/45 45

$575,000

Open Sat 10AM-3PM

Single Family Home

2 Beds 1 Bath 789 SqFt

1339 ORCHID AVE, Winter Park, FL 32789

A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office ...

Listed by ABIDE REALTY

Stellar MLS
2922 REEF KNOT PL, Winter Park, FL 32792
1/54 54

$1,349,000

Open Sun 1:30PM-3:30PM

Single Family Home

4 Beds 4 Baths 3,153 SqFt

2922 REEF KNOT PL, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Stunning Lakefront Living in an Exclusive Gated Community! Welcome to th...

Listed by CHARLES RUTENBERG REALTY ORLANDO

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

$1,095,000

Open Sun 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
700 MELROSE AVE #C22, Winter Park, FL 32789
1/23 23

$355,000

Open Sat 1PM-3PM

Condo

3 Beds 3 Baths 1,448 SqFt

700 MELROSE AVE #C22, Winter Park, FL 32789

CLICK ON VIRTUAL TOUR to get an overview of the complex. <br>Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH uni...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
2880 OLD CASTLE DR, Winter Park, FL 32792
1/46 46

$1,100,000

Open Sun 1PM-3PM

Single Family Home

5 Beds 5 Baths 3,839 SqFt

2880 OLD CASTLE DR, Winter Park, FL 32792

Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lo...

Listed by CORCORAN PREMIER REALTY

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

$332,000

Open Fri 10AM-1PM

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

$1,899,900

Open Sat 1PM-3PM

Single Family Home

4 Beds 3 Baths 2,843 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
1745 INDIANA AVE #J, Winter Park, FL 32789
1/28 28

$524,000

Open Sat 12PM-2PM

Townhouse

3 Beds 3 Baths 1,616 SqFt

1745 INDIANA AVE #J, Winter Park, FL 32789

Welcome to this beautifully updated townhome, conveniently located near everything you need. Step inside to discover a b...

Listed by COMPASS FLORIDA LLC

Stellar MLS
1090 WILDMEADOW RUN, Winter Park, FL 32792
1/42 42

$875,000

Open Sat 11AM-2PM

Single Family Home

4 Beds 4 Baths 2,589 SqFt

1090 WILDMEADOW RUN, Winter Park, FL 32792

One or more photo(s) has been virtually staged. This luxurious Modern Style home delivers the pinnacle lifestyle, in eve...

Listed by BHHS FLORIDA REALTY

Stellar MLS
1399 ALOMA AVE, Winter Park, FL 32789
1/38 38

$675,000

Open Sat 11AM-1PM

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
2525 VENETIAN WAY, Winter Park, FL 32789
3D

$1,249,000

Open Sun 2PM-4PM

Single Family Home

3 Beds 3 Baths 1,993 SqFt

2525 VENETIAN WAY, Winter Park, FL 32789

Modern Midcentury Retreat with Luxe Upgrades & Private Community Lake Access <br>This meticulously renovated 3-bed, 2.5-...

Listed by KELLY PRICE & COMPANY LLC

Stellar MLS
2168 MARSH SEDGE LN, Winter Park, FL 32792
1/33 33

$799,000

Open Sat 9AM-12PM

Single Family Home

4 Beds 3 Baths 2,192 SqFt

2168 MARSH SEDGE LN, Winter Park, FL 32792

Welcome to your future home, where style, comfort, and technology come together seamlessly. This stunning 4-bedroom, 3-b...

Listed by SELECTA REALTY LLC

Stellar MLS
200 SAINT ANDREWS BLVD #2306, Winter Park, FL 32792
1/53 53

$241,900

Open Sat 3AM-6PM

Condo

2 Beds 2 Baths 1,015 SqFt

200 SAINT ANDREWS BLVD #2306, Winter Park, FL 32792

Excellent opportunity in a prime location in Central Florida. This two-bedroom, two-full-bath corner unit is in the Four...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
7584 LODGE POLE TRL, Winter Park, FL 32792
1/47 47

$509,000

Open Sun 12PM-3PM

Single Family Home

3 Beds 2 Baths 1,906 SqFt

7584 LODGE POLE TRL, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Beautiful remodeled pool home. Luxury vinyl plank flooring throughout t...

Listed by SAND DOLLAR REALTY GROUP INC

Stellar MLS
1000 S SEMORAN BLVD #814, Winter Park, FL 32792
1/12 12

$185,000

Open Sat 10AM-1PM

Condo

2 Beds 2 Baths 1,049 SqFt

1000 S SEMORAN BLVD #814, Winter Park, FL 32792

Huge Price Reduction on this Fully remodeled unit. Reduced to sell. This fully updated Condo is minutes from Baldwin Par...

Listed by EXP REALTY LLC

Stellar MLS
1429 CHAPMAN CIR, Winter Park, FL 32789
1/36 36

$1,499,000

Open Sun 2PM-4PM

Single Family Home

4 Beds 4 Baths 3,116 SqFt

1429 CHAPMAN CIR, Winter Park, FL 32789

Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophistica...

Listed by CORCORAN PREMIER REALTY

Stellar MLS
208 BREWER AVE, Winter Park, FL 32789
1/55 55

$1,050,000

New

Single Family Home

4 Beds 4 Baths 2,173 SqFt

208 BREWER AVE, Winter Park, FL 32789

Welcome to this beautifully updated 4-bedroom, 3.5-bath Craftsman-style home, offering just under 2,200 sq ft of thought...

Listed by COMPASS FLORIDA LLC

Stellar MLS
4786 TANGERINE AVE #4786, Winter Park, FL 32792
1/46 46

$215,000

New

Condo

2 Beds 2 Baths 1,281 SqFt

4786 TANGERINE AVE #4786, Winter Park, FL 32792

Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step i...

Listed by RE/MAX 200 REALTY

Stellar MLS
2500 LEE RD #105, Winter Park, FL 32789
1/15 15

$1,799

New

Condo

2 Beds 2 Baths 996 SqFt

2500 LEE RD #105, Winter Park, FL 32789

This condo has frontage on and access to Lake Killarney! It is a spacious 2bed/2bath with a beautiful kitchen with plent...

Listed by SPECIALIZED PROPERTY MANAGEMENT

Stellar MLS
915 ARAGON AVE, Winter Park, FL 32789
1/30 30

$609,900

New

Townhouse

3 Beds 3 Baths 1,701 SqFt

915 ARAGON AVE, Winter Park, FL 32789

Nestled in a peaceful enclave near Park Avenue in Winter Park, this inviting 3 bedroom, 3 bathroom, 1,701 SF townhome of...

Listed by REAL PROPERTY MANAGEMENT AND REALTY

Stellar MLS
614 GRENADINE CT #S, Winter Park, FL 32792
1/43 43

$170,000

New

Condo

1 Bed 1 Bath 759 SqFt

614 GRENADINE CT #S, Winter Park, FL 32792

Beautiful 1 Bedroom 1 Bath, corner unit. Light and bright with plenty of windows. This condo has a fantastic layout with...

Listed by P & C PROPERTIES

Stellar MLS
1681 WALNUT AVE, Winter Park, FL 32789
1/45 45

$4,199

New

Single Family Home

3 Beds 2 Baths 1,499 SqFt

1681 WALNUT AVE, Winter Park, FL 32789

Fully furnished with dishes and all ! Tastefully decorated !Can be rented unfurnished if needed .Also month to a year le...

Listed by CITARELLI REALTY GROUP LLC

Stellar MLS
1436 TANGERINE CT, Winter Park, FL 32792
1/14 14

$2,250

New

Single Family Home

3 Beds 2 Baths 1,531 SqFt

1436 TANGERINE CT, Winter Park, FL 32792

This beautifully renovated 3-bedroom, 2-bathroom home is nestled in a quiet cul-de-sac in the heart of Winter Park. Feat...

Listed by BELMONT REALTY

Stellar MLS
2510 ROXBURY RD, Winter Park, FL 32789
1/17 17

$1,900

New

Single Family Home

2 Beds 1 Bath 1,160 SqFt

2510 ROXBURY RD, Winter Park, FL 32789

This beautifully renovated half-duplex is just blocks from Lake Killarney, ideally situated between College Park and the...

Listed by KELLER WILLIAMS REALTY AT THE PARKS

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.