$449,000
- 3 Beds
- 2 Baths
- 1,154 Sq Ft
2007 Cornell Ave, Winter Park, FL 32789
Brandon Geers COMPASS FLORIDA LLC
28,233
Winter Park, FL Homes
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2007 Cornell Ave, Winter Park, FL 32789
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$1,795 Per Month
- 3 Beds
- 1.5 Baths
- 1,024 Sq Ft
- House for Rent
731 W Comstock Ave, Winter Park, FL 32789
731 W Comstock Ave, Winter Park, FL 32789Close to downtown Winter Park, Winter Park Village, and Park Avenue - Charming 3 bedroom 1.5 bath home, with single carport, fenced backyard, ceiling fans and blinds. Tile floors in main living areas and NEW carpet in bedrooms. Additional sun room located off the kitchen with entry to/from carport. This home is available for immediate move in. PETS NEGOTIABLE. Please call to schedule an
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$180,000
Sold May 18, 2026200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792
- 1 Bed
- 1 Bath
- 727 Sq Ft
- Built 1970
Last Sold Summary
- $248/SF
- 45 Days On Market
Current Estimated Value $176,211
Last Listing Agent Jonathan Lacko WINTER PARK REAL ESTATE CO LLC
200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792 -
Not Listed For Sale681 Grenadine Ct Unit S, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,037 Sq Ft
- Built 1981
Last Sold Summary
- 147 Days On Market
Last Listing Agent Reinaldo Roman ROMAN'S PRO REALTY LLC
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$600,000
- 4 Beds
- 2 Baths
- 1,936 Sq Ft
7525 Lodge Pole Trail, Winter Park, FL 32792
7525 Lodge Pole Trail, Winter Park, FL 32792Amy Turner KELLER WILLIAMS WINTER PARK
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$2,899 Per Month
- 3 Beds
- 2 Baths
- 1,641 Sq Ft
- House for Rent
101 S Lakemont Ave, Winter Park, FL 32792
101 S Lakemont Ave, Winter Park, FL 32792Available for move-in on 10/01. Welcome to this beautifully renovated 3-bedroom, 2-bathroom single-family home, perfectly positioned just minutes away from shopping, dining, and all the charm of Winter Park. This home combines modern luxury with everyday convenience. As you step inside, you're greeted by the elegance of Calacatta Quartz countertops, sleek waterproof flooring, and top-of-the-line
Robert Isaac Rodriguez RE/MAX DOWNTOWN
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$3,200,000
Sold Nov 04, 20251900 W Fawsett Rd, Winter Park, FL 32789
- 4 Beds
- 4.5 Baths
- 4,600 Sq Ft
- Built 1969
Last Sold Summary
- 4% Below List Price
- $696/SF
- 6 Days On Market
Current Estimated Value $3,261,844
Last Listing Agent Bianca Rey PREMIER SOTHEBY'S INTL. REALTY
1900 W Fawsett Rd, Winter Park, FL 32789 -
Est $463,740
Not Listed For Sale2260 Shadowland Loop, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 2,308 Sq Ft
- Built 2021
Last Sold Summary
- 2 Days On Market
Last Listing Agent Jennifer Grimes ERA GRIZZARD REAL ESTATE
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$999,000
$46K PRICE DROP- 4 Beds
- 4.5 Baths
- 2,638 Sq Ft
616 Brechin Dr, Winter Park, FL 32792
616 Brechin Dr, Winter Park, FL 32792Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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$9,500 Per Month
- 3 Beds
- 3.5 Baths
- 2,714 Sq Ft
- Condo for Rent
660 Osceola Ave, Winter Park, FL 32789
660 Osceola Ave, Winter Park, FL 32789Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac, ideally located just a short stroll from the boutiques, restaurants, and cafés of Park Avenue. Even more rare, this exceptional residence includes a private covered boat slip on the pristine waters of Lake Virginia, offering direct access to the renowned Winter Park Chain of
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$600,000
Sold May 15, 20263110 Heartleaf Place, Winter Park, FL 32792
- 4 Beds
- 3 Baths
- 2,704 Sq Ft
- Built 1998
Last Sold Summary
- 5% Below List Price
- $222/SF
- 3 Days On Market
Current Estimated Value $608,428
Last Listing Agent Hajime Shimabukuro FUSILIER MANAGEMENT GROUP
3110 Heartleaf Place, Winter Park, FL 32792 -
Not Listed For Sale
0 Grand Rd Unit MFRO6213919, Winter Park, FL 32792
Last Sold Summary
- 55 Days On Market
Last Listing Agent Marcella Mineo MARGAUX REALTY INC
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$359,000
Pre-Foreclosure- 3 Beds
- 2.5 Baths
- 1,872 Sq Ft
7605 Aloma Pines Ct, Winter Park, FL 32792
7605 Aloma Pines Ct, Winter Park, FL 32792Simon Colak USCO CAPITAL GROUP
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$2,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,811 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressWelcome to the Beautiful Winter Park Neighborhood of Autumn Glen! This spacious 3-bedroom, 2.5 bathroom home features a downstairs primary suite, upstairs loft/flex space, 2-car garage, screened-in back porch, and fireplace. The open floor plan offers soaring cathedral ceilings and plenty of natural light, while the eat-in kitchen provides ample space and updated appliances. The downstairs
Cheree Graham KELLER WILLIAMS REALTY AT THE PARKS
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$879,000
Sold Nov 14, 2025451 Fairfax Ave, Winter Park, FL 32789
- 3 Beds
- 3 Baths
- 2,227 Sq Ft
- Built 2003
Last Sold Summary
- 2% Below List Price
- $395/SF
- 5 Days On Market
Current Estimated Value $880,274
Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
451 Fairfax Ave, Winter Park, FL 32789 -
Est $689,492
Not Listed For Sale1360 Blue Stem Ln, Winter Park, FL 32792
- 4 Beds
- 2.5 Baths
- 2,416 Sq Ft
- Built 2021
Last Sold Summary
- 8 Days On Market
Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY
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$395,000
$15K PRICE DROP- 3 Beds
- 2 Baths
- 1,201 Sq Ft
2568 Lotafun Ave, Winter Park, FL 32789
2568 Lotafun Ave, Winter Park, FL 32789Randall Wolber SIMPLE FEE LISTINGS LLC
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$3,600 Per Month
- 3 Beds
- 2 Baths
- 1,406 Sq Ft
- House for Rent
2252 Howard Dr, Winter Park, FL 32789
2252 Howard Dr, Winter Park, FL 32789SOLAR POWERED ... RENOVATED...WINTER PARK GEM! This lovely home features 3 bedrooms, 2 baths, stylish upgraded open concept kitchen, stainless steel appliance package, luxury vinyl plank floors and OH SO MUCH MORE! Private fenced back yard with deck, paver stone patios and entrance, 2 gated carports which can be used however you choose. And best of all Flat Fee Power $150 per month. Lawncare
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$965,000
Sold Mar 12, 20261444 Pelican Bay Trail, Winter Park, FL 32792
- 4 Beds
- 2.5 Baths
- 3,121 Sq Ft
- Built 1984
Last Sold Summary
- 12% Below List Price
- $309/SF
- 314 Days On Market
Current Estimated Value $944,833
Last Listing Agent Jacob Hara TRANSCEND REALTY
1444 Pelican Bay Trail, Winter Park, FL 32792 -
Est $144,634
Not Listed For Sale160 Lewfield Cir Unit 160, Winter Park, FL 32792
- 1 Bed
- 1 Bath
- 678 Sq Ft
- Built 1973
Last Sold Summary
- 18 Days On Market
Last Listing Agent Luis Cancel GLOBAL BROKERS RLTY OF FLORIDA
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$296,500
$3K PRICE DROP- 3 Beds
- 2 Baths
- 1,324 Sq Ft
2339 Inagua Way, Winter Park, FL 32792
2339 Inagua Way, Winter Park, FL 32792Eric Swinarski BAIRD REALTY, LLC
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$2,000 Per Month
- 2 Beds
- 2 Baths
- 1,457 Sq Ft
- Condo for Rent
2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792
2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792Welcome to Cedarwood Village in WINTER PARK. This 2BR/2BA condo is light & bright & has just been beautifully RENOVATED w/ newer appliances, new toilet in master bathroom, new solid wood shaker style cabinets, hardware, SS hood & quartz countertops. TREE-LINED STREETS lead you to this BLOCK-CONSTRUCTED condo. offering 1,457 sq ft of interior living space. This includes an enclosed lanai (under
Elizabeth Beaudoin PR REAL ESTATE SERVICES
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$390,000
Sold Jul 16, 20267505 Laurel Springs Dr, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 1,471 Sq Ft
- Built 1972
Last Sold Summary
- 2% Below List Price
- $265/SF
- 35 Days On Market
Current Estimated Value $390,446
Last Listing Agent Paula Dale PREMIER SOTHEBYS INT'L REALTY
7505 Laurel Springs Dr, Winter Park, FL 32792 -
Est $837,316
Not Listed For Sale1905 S Lakemont Ave, Winter Park, FL 32792
- 3 Beds
- 3.5 Baths
- 2,066 Sq Ft
- Built 2024
Last Sold Summary
- 251 Days On Market
Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK
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$365,000
Pending- 3 Beds
- 2 Baths
- 1,520 Sq Ft
2511 Eastbrook Blvd, Winter Park, FL 32792
2511 Eastbrook Blvd, Winter Park, FL 32792Joseph Giardino PHOENIX REALTY ADVISORS LLC
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$2,299 Per Month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
3137 Thistlehill Dr, Winter Park, FL 32792
3137 Thistlehill Dr, Winter Park, FL 32792Charming Winter Park Oasis! Located on a quiet, serene street in Georgetown Estates, this move-in-ready 3-bedroom, 2-bathroom ranch home offers 1,200 square feet of cozy, inviting living space. The single-story layout flows effortlessly to a private outdoor retreat, complete with a fully fenced backyard and a relaxing screened porch—perfect for morning coffee or outdoor entertaining. The property
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$89,750
Sold Dec 05, 20253002 George Mason Ave Unit 3, Winter Park, FL 32792
- 2 Beds
- 2.5 Baths
- 1,085 Sq Ft
- Built 1974
Last Sold Summary
- 25% Below List Price
- $83/SF
- 92 Days On Market
Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY
3002 George Mason Ave Unit 3, Winter Park, FL 32792 -
Est $443,977
Not Listed For Sale2953 Clever Ln, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,907 Sq Ft
- Built 2024
Last Sold Summary
- 7 Days On Market
Last Listing Agent Ellie Hunter PULTE REALTY OF NORTH FLORIDA LLC
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$235,000
$15K PRICE DROP- 2 Beds
- 2 Baths
- 1,026 Sq Ft
1500 Gay Rd Unit 3C, Winter Park, FL 32789
1500 Gay Rd Unit 3C, Winter Park, FL 32789Heather Frazee FANNIE HILLMAN & ASSOCIATES
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$3,200 Per Month
- 3 Beds
- 2.5 Baths
- 1,700 Sq Ft
- Townhouse for Rent
1415 Harmon Ave, Winter Park, FL 32789
1415 Harmon Ave, Winter Park, FL 32789In the heart of Winter Park on a quiet cobbled street, this Mediterranean style 3-bedroom, 3-bathroom house is available to rent today. With beautiful Travertine floors throughout the downstairs of the home, granite countertop kitchen, marble countertop bathrooms, and limestone ornate pillars throughout the home, this home boasts character. Upstairs the home enjoys three bedrooms, two bathrooms,
Moire McKibbin LA ROSA REALTY ORLANDO LLC
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$2,185,000
Sold May 21, 20262722 Eastern Pkwy, Winter Park, FL 32789
- 5 Beds
- 4.5 Baths
- 3,334 Sq Ft
- Built 2026
Last Sold Summary
- 5% Below List Price
- $655/SF
- 105 Days On Market
Current Estimated Value $1,997,486
Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC
2722 Eastern Pkwy, Winter Park, FL 32789 -
Est $482,138
Not Listed For Sale2444 Firstlight Way, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 2,376 Sq Ft
- Built 2020
Last Sold Summary
- 11 Days On Market
Last Listing Agent Patrick Pixley COMPASS FLORIDA, LLC
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$725,000
$25K PRICE DROP- 4 Beds
- 2.5 Baths
- 2,197 Sq Ft
1418 Lone Feather Trail, Winter Park, FL 32792
1418 Lone Feather Trail, Winter Park, FL 32792Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY
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$1,450 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit Apartment A103, Winter Park, FL 32789
1695 Lee Rd Unit Apartment A103, Winter Park, FL 327892 Bedrooms, 1 Bathroom located on the first floor. Galley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space. We're offering a refund on Application Fees (2 Max) for approved
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$495,000
Sold Feb 17, 2026422 S Ranger Blvd, Winter Park, FL 32792
- 4 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1965
Last Sold Summary
- 7% Below List Price
- $295/SF
- 77 Days On Market
Current Estimated Value $519,630
Last Listing Agent David Perez COLDWELL BANKER REALTY
422 S Ranger Blvd, Winter Park, FL 32792 -
Not Listed For Sale
3069 Aaron Burr Ave Unit D, Winter Park, FL 32792
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Built 1974
Last Sold Summary
- 53 Days On Market
Last Listing Agent Daniel Sanchez SANCHEZ PROPERTIES GROUP LLC
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$1,350,000
- 6 Beds
- 5.5 Baths
- 5,021 Sq Ft
1445 Via Sangro Place, Winter Park, FL 32792
1445 Via Sangro Place, Winter Park, FL 32792Suzanne Seenandan PREFERRED RE BROKERS III
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$2,500 Per Month
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Townhouse for Rent
5454 Bracken Ct, Winter Park, FL 32792
5454 Bracken Ct, Winter Park, FL 32792EVERYTHING IS NEW! Available 9/1! Come see this beautifully renovated 3-bedroom, 2-bathroom townhome in highly sought-after Winter Park for yourself! With 1,332 sq. ft. of living space, this spacious two-story home is completely move-in ready and packed with updates including new flooring and updated fixtures, renovated kitchen with tons of storage, brand-new stainless steel GE appliances,
Raquel Rivera PREFERRED REAL ESTATE BROKERS II
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$130,000
Sold Sep 04, 2026291 Lewfield Cir Unit 291, Winter Park, FL 32792
- 1 Bed
- 1 Bath
- 678 Sq Ft
- Built 1973
Last Sold Summary
- 10% Below List Price
- $192/SF
- 186 Days On Market
Last Listing Agent Barbara Coy WATSON REALTY CORP
291 Lewfield Cir Unit 291, Winter Park, FL 32792 -
Est $210,831
Not Listed For Sale200 Saint Andrews Blvd Unit 3610, Winter Park, FL 32792
- 2 Beds
- 1.5 Baths
- 1,219 Sq Ft
- Built 1970
Last Sold Summary
- 44 Days On Market
Last Listing Agent Marion Thacker RED BIRD REALTY OF FLORIDA INC
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