$299,900
Pending
- 3 Beds
- 1 Bath
- 1,520 Sq Ft
1915 Carrigan Ave, Winter Park, FL 32792
Raquel Littlejohn MAINSTAY BROKERAGE LLC
28,224
Winter Park, FL Homes
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1915 Carrigan Ave, Winter Park, FL 32792
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$1,900 Per Month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Condo for Rent
1250 S Denning Dr, Winter Park, FL 32789
1250 S Denning Dr, Winter Park, FL 32789Property Id: 346094 First floor, spacious living area, quiet neighborhood, shaded and screened patio faces a courtyard/garden w/ seating. Incredible location short distance to Park Avenue, Rollins College, Trader Joes/Whole Foods/Publix, I4 exit, & shopping plazas. Ten minute drive to Downtown. -One reserved parking spot in front of unit door. Several visitor parking spots along side
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$5,410,000
Sold Sep 02, 20262025 Summerland Ave, Winter Park, FL 32789
- 5 Beds
- 4.5 Baths
- 4,432 Sq Ft
- Built 1972
Last Sold Summary
- 2% Above List Price
- $1,221/SF
- 0 Days On Market
Current Estimated Value $3,548,658
Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
2025 Summerland Ave, Winter Park, FL 32789 -
Est $272,333
Not Listed For Sale2446 Lotafun Ave, Winter Park, FL 32789
Last Sold Summary
- 123 Days On Market
Last Listing Agent David Francetic COLDWELL BANKER REALTY
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$170,000
- 2 Beds
- 2.5 Baths
- 1,031 Sq Ft
7476 Woodburn Ct Unit 38, Winter Park, FL 32792
7476 Woodburn Ct Unit 38, Winter Park, FL 32792Habib Fahs COLDWELL BANKER REALTY
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$2,395 Per Month
- 5 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
3628 Datura Ct, Winter Park, FL 32792
3628 Datura Ct, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2539.90. That covers your base rent, $2395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,000,000
Sold May 11, 20262820 Bear Island Pointe, Winter Park, FL 32792
- 3 Beds
- 4.5 Baths
- 5,138 Sq Ft
- Built 1998
Last Sold Summary
- 5% Below List Price
- $389/SF
- 6 Days On Market
Current Estimated Value $1,987,784
Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC
2820 Bear Island Pointe, Winter Park, FL 32792 -
Est $1,093,871
Not Listed For Sale1939 Woodcrest Dr, Winter Park, FL 32792
- 4 Beds
- 3.5 Baths
- 2,575 Sq Ft
- Built 2020
Last Sold Summary
- 2 Days On Market
Last Listing Agent Angela McCloskey KELLER WILLIAMS REALTY AT THE PARKS
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$4,250,000
- 4 Beds
- 6 Baths
- 4,431 Sq Ft
229 Alexander Place, Winter Park, FL 32789
229 Alexander Place, Winter Park, FL 32789Brandon Geers COMPASS FLORIDA LLC
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$2,820 Per Month
- 4 Beds
- 2 Baths
- 2,218 Sq Ft
- House for Rent
7039 Pecan Ct, Winter Park, FL 32792
7039 Pecan Ct, Winter Park, FL 32792Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Winter Park, FL, has a lot to offer; does it check all your boxes?
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$6,200,000
Sold Aug 21, 2026550 Palmer Ave, Winter Park, FL 32789
- 5 Beds
- 6.5 Baths
- 5,939 Sq Ft
- Built 2025
Last Sold Summary
- 14% Below List Price
- $1,044/SF
- 285 Days On Market
Current Estimated Value $5,859,205
Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES
550 Palmer Ave, Winter Park, FL 32789 -
Est $310,891
Not Listed For Sale3520 Wilde Ave, Winter Park, FL 32792
- 2 Beds
- Built 1972
Last Sold Summary
- 94 Days On Market
Last Listing Agent Gwendolen Flynn COLDWELL BANKER REALTY
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$574,900
$25K PRICE DROP- 3 Beds
- 2 Baths
- 1,269 Sq Ft
1354 Indiana Ave, Winter Park, FL 32789
1354 Indiana Ave, Winter Park, FL 32789Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO
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$2,170 Per Month
- 3 Beds
- 2 Baths
- 1,285 Sq Ft
- House for Rent
1710 Puritan Ave, Winter Park, FL 32792
1710 Puritan Ave, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2314.90. That covers your base rent, $2170.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$720,000
Sold Jan 20, 20262955 Lolissa Ln, Winter Park, FL 32789
- 4 Beds
- 3 Baths
- 3,538 Sq Ft
- Built 1969
Last Sold Summary
- 4% Below List Price
- $204/SF
- 47 Days On Market
Current Estimated Value $784,995
Last Listing Agent Catherine Williams COLDWELL BANKER REALTY
2955 Lolissa Ln, Winter Park, FL 32789 -
Est $367,543
Not Listed For Sale7604 Aloma Pines Ct, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,872 Sq Ft
- Built 2016
Last Sold Summary
- 326 Days On Market
Last Listing Agent David Mohabir RE/MAX INTERACTION REALTY
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$214,900
$15K PRICE DROP- 3 Beds
- 2.5 Baths
- 1,151 Sq Ft
7413 Belle River Ct Unit 3, Winter Park, FL 32792
7413 Belle River Ct Unit 3, Winter Park, FL 32792Ivan Tobon OUTLET REALTY
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$1,625 Per Month
- 1 Bed
- 1 Bath
- 835 Sq Ft
- Condo for Rent
200 St Andrews Blvd Unit 316, Winter Park, FL 32792
200 St Andrews Blvd Unit 316, Winter Park, FL 32792Property Id: 2751801 Beautiful 1-Bedroom Condo for Rent in Winter Park Available Now! Enjoy comfortable living in this beautiful 1-bedroom, 1-bathroom condo located in the highly desirable Four Seasons Condominium Community in Winter Park. Conveniently situated at 200 St. Andrews Blvd, Winter Park, FL 32792, this condo offers an unbeatable location just minutes from
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$2,285,000
Sold Nov 19, 2025521 S Phelps Ave, Winter Park, FL 32789
- 4 Beds
- 4.5 Baths
- 3,883 Sq Ft
- Built 2015
Last Sold Summary
- 7% Below List Price
- $588/SF
- 118 Days On Market
Current Estimated Value $2,398,900
Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC
521 S Phelps Ave, Winter Park, FL 32789 -
Est $186,113
Not Listed For Sale200 Saint Andrews Blvd Unit 1603, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,127 Sq Ft
- Built 1970
Last Sold Summary
- 38 Days On Market
Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES
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$1,824,000
Under Contract- 4 Beds
- 3.5 Baths
- 2,972 Sq Ft
631 Williams Dr, Winter Park, FL 32789
631 Williams Dr, Winter Park, FL 32789Katherine Mcelyea CHARLES RUTENBERG REALTY ORLANDO
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$2,299 Per Month
- 3 Beds
- 2 Baths
- 1,992 Sq Ft
- House for Rent
7423 Antietam Ct E, Winter Park, FL 32792
7423 Antietam Ct E, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2443.90. That covers your base rent, $2299.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$350,000
Sold May 22, 2026989 Eastbrook Blvd, Winter Park, FL 32792
- 3 Beds
- 1.5 Baths
- 1,140 Sq Ft
- Built 1959
Last Sold Summary
- 3% Below List Price
- $307/SF
- 35 Days On Market
Current Estimated Value $347,400
Last Listing Agent Jane Pedigree COLDWELL BANKER REALTY
989 Eastbrook Blvd, Winter Park, FL 32792 -
Est $258,918
Not Listed For Sale7148 Swallow Run Unit E1, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,565 Sq Ft
- Built 2008
Last Sold Summary
- 21 Days On Market
Last Listing Agent Rich Lemon CHARLES RUTENBERG REALTY ORLANDO
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$285,000
- 2 Beds
- 2 Baths
- 1,495 Sq Ft
2372 Sun Valley Cir Unit 2372, Winter Park, FL 32792
2372 Sun Valley Cir Unit 2372, Winter Park, FL 32792Sheila Mathews COLDWELL BANKER REALTY
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$6,300 Per Month
- 3 Beds
- 3.5 Baths
- 2,415 Sq Ft
- Unit
835 W Canton Ave, Winter Park, FL 32789
835 W Canton Ave, Winter Park, FL 32789This property is available. Please inquire on this site to schedule a showing. Discover sophisticated living at this stunning two-story residence located at 835 West Canton Avenue in the highly sought-after Winter Park, FL 32789. The home's charming exterior features a welcoming blue front door, elegant columns, and meticulously maintained landscaping, hinting at the quality within. Step
Unit
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$290,000
Sold Nov 24, 20252411 Gallery View Dr Unit 5, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,004 Sq Ft
- Built 1985
Last Sold Summary
- 9% Below List Price
- $289/SF
- 54 Days On Market
Current Estimated Value $298,424
Last Listing Agent Maria Elena Perez MEP REALTY INVESTMENTS LLC
2411 Gallery View Dr Unit 5, Winter Park, FL 32792 -
Est $283,090
Not Listed For Sale222 Balfour Dr Unit 14, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,256 Sq Ft
- Built 1985
Last Sold Summary
- 206 Days On Market
Last Listing Agent Tricia Ramsby BHHS FLORIDA REALTY
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$2,100,000
- Land
- 6.64 Acres
- $316,265 per Acre
1133 Bella Lago Cove, Winter Park, FL 32792
1133 Bella Lago Cove, Winter Park, FL 32792 -
$1,800 Per Month
- 2 Beds
- 2 Baths
- 1,060 Sq Ft
- House for Rent
2772 Prism Point, Winter Park, FL 32792
2772 Prism Point, Winter Park, FL 32792Property Id: 2809706 Townhouse duplex for rent, very private culdesac. Two bedroom, 1 1/2 bath. All tiled except carpet on stairs… galley kitchen, stainless appliances, huge laundry room. Balcony off master bedroom Beautifully maintained all lawn care included. Sprinkler system…fence yard… cats ok Dogs ok must be under 25 pounds. Carport
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$180,000
Sold Feb 27, 2026200 Saint Andrews Blvd Unit 2302, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 987 Sq Ft
- Built 1970
Last Sold Summary
- 8% Below List Price
- $182/SF
- 11 Days On Market
Current Estimated Value $184,713
Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY
200 Saint Andrews Blvd Unit 2302, Winter Park, FL 32792 -
Est $2,869,343
Not Listed For Sale1618 Holts Grove Cir, Winter Park, FL 32789
- 5 Beds
- 8 Baths
- 4,807 Sq Ft
- Built 2014
Last Sold Summary
- 173 Days On Market
Last Listing Agent Shirley Jones COLDWELL BANKER REALTY
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$138,000
$10K PRICE DROP- 1 Bed
- 1 Bath
- 776 Sq Ft
1000 S Semoran Blvd Unit 408, Winter Park, FL 32792
1000 S Semoran Blvd Unit 408, Winter Park, FL 32792Scott Butts KIMBRIDGE REALTY, LLC
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$2,230 Per Month
- 4 Beds
- 2 Baths
- 1,351 Sq Ft
- House for Rent
3362 Bougainvillea Dr, Winter Park, FL 32792
3362 Bougainvillea Dr, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2374.90. That covers your base rent, $2230.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$115,000
Sold May 08, 20261000 S Semoran Blvd Unit 512, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,072 Sq Ft
- Built 1969
Last Sold Summary
- 11% Below List Price
- $107/SF
- 41 Days On Market
Current Estimated Value $120,573
Last Listing Agent Cristina Burgos REALSOURCE PROPERTY MANGNT LLC
1000 S Semoran Blvd Unit 512, Winter Park, FL 32792 -
Est $773,452
Not Listed For Sale1316 Fountain Hills Ct, Winter Park, FL 32792
- 4 Beds
- 3.5 Baths
- 2,823 Sq Ft
- Built 2018
Last Sold Summary
- 138 Days On Market
Last Listing Agent Alex Lamar EMPIRE NETWORK REALTY
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$2,475,000
New Construction $240K PRICE INCREASE- 5 Beds
- 4.5 Baths
- 4,150 Sq Ft
926 Enclave Place, Winter Park, FL 32792
926 Enclave Place, Winter Park, FL 32792Laura Earl CORCORAN PREMIER REALTY
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$4,555
Total Monthly Price
- 3 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789The advertised rate of $4,555/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 4, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$4,772,500
Sold Sep 18, 2025765 Via Lugano, Winter Park, FL 32789
- 4 Beds
- 4.5 Baths
- 4,319 Sq Ft
- Built 2019
Last Sold Summary
- $1,105/SF
- 1 Day On Market
Current Estimated Value $4,888,049
Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY
765 Via Lugano, Winter Park, FL 32789 -
Est $1,814,805
Not Listed For Sale1411 Border Dr, Winter Park, FL 32789
- 4 Beds
- 6 Baths
- 4,638 Sq Ft
- Built 2019
Last Sold Summary
- 195 Days On Market
Last Listing Agent Ana Scarlato CORCORAN PREMIER REALTY
Showing Results 161 - 200, Page 5 of 18
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