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226025481

226025481
19 photos
List Price: $2,150 - Low Rise (1-3)

Welcome to your dream condo in Naples/Winter Park! This stunning unit boasts 2 bedrooms, 2…

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1246 Sq Ft22
Courtesy of Reed Property Mgt. & Sales

226005257

226005257
22 photos
List Price: $254,900 - Low Rise (1-3)

WINTERPARK IS A HIDDEN GEM WITH A VERY DESIRABLE LOCATION... ONLY 2-3 MILES TO BAYFRONT,…

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1300 Sq Ft22
Courtesy of ERA Naples Realty Services

226024315

226024315
27 photos
List Price: $1,900 - Low Rise (1-3)

This spacious second floor, 2 bedroom/2 bathroom condo is available now as an annual rental!!…

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1246 Sq Ft22
Courtesy of Paradise Coast Property Team

226023287

226023287
20 photos
List Price: $200,000 - Low Rise (1-3)

Best Value in Winterpark, LOWEST PRICED UNIT! This beautifully maintained END UNIT second-floor residence with…

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1296 Sq Ft22
Courtesy of Downing Frye Realty Inc.

226020005

226020005
50 photos
List Price: $248,000 - Low Rise (1-3)

Discover a pristine Naples paradise with this meticulously maintained 2 bedroom, 2 bathroom condominium at…

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1324 Sq Ft22
Courtesy of Re/Max Alliance Group

225076778

225076778
24 photos
List Price: $215,000 - Low Rise (1-3)

FIXER UPPER - INVESTOR SPECIAL (TLC) ! Discover an exceptional opportunity to own one of only…

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1246 Sq Ft22
Courtesy of REMAX Affinity Mercato

226019156

226019156
29 photos
List Price: $329,900 - Low Rise (1-3)

4140 Looking Glass Ln #3815 is a move-in-ready 2-bedroom, 2-bath condo for sale in Winterpark,…

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1326 Sq Ft22
Courtesy of Keller Williams Realty Naples

226017233

226017233
23 photos
List Price: $249,000 - Low Rise (1-3)

Welcome to an exceptional opportunity to own an upstairs residence in the highly sought-after Winterpark…

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1246 Sq Ft22
Courtesy of William Raveis Real Estate

226017918

226017918
26 photos
List Price: $3,800 - Low Rise (1-3)

What a great rental opportunity in the highly sought after community of Winterpark! This 2…

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1200 Sq Ft22
Courtesy of John R Wood Properties

226017235

226017235
23 photos
List Price: $1,600 - Low Rise (1-3)

Welcome to your opportunity to lease an upstairs residence in the highly sought-after Winterpark community—where…

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1246 Sq Ft22
Courtesy of William Raveis Real Estate

226016168

226016168
49 photos
List Price: $245,000 - Low Rise (1-3)

One or more photo(s) has been virtually staged, AI generated or rendered. One or…

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1246 Sq Ft22
Courtesy of Waterfront Realty Group Inc

226013789

226013789
30 photos
List Price: $4,200 - Low Rise (1-3)

Welcome to 3608 Arctic, a beautifully furnished rental offering flexible short-term accommodations in a highly…

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1250 Sq Ft22
Courtesy of Naples Homes and Rentals Inc

226015387

226015387
22 photos
List Price: $309,900 - Low Rise (1-3)

Charming 2 Bed, 2 Bath in Desirable Winterpark – Prime Naples Location Nestled in the…

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1200 Sq Ft22
Courtesy of Premier Property Management

226014881

226014881
27 photos
List Price: $280,000 - Low Rise (1-3)

THIS WINTERPARK VIII ASSOCIATION CONDO HAS LOWEST HOA FEES IN WINTERPARK + INCLUDES FLOOD INSURANCE.…

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1246 Sq Ft22
Courtesy of John R Wood Properties

226014072

226014072
34 photos
List Price: $4,000 - Low Rise (1-3)

SEASONAL RENTAL AVAILABLE JANUARY - APRIL 2027. LOCATED IN CLOSE PROXIMITY TO NAPLES BEACHES, 5TH…

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1330 Sq Ft22
Courtesy of Royal Shell Real Estate, Inc.

226013552

226013552
22 photos
List Price: $2,680 - Low Rise (1-3)

Centrally located in sunny Naples lies a 2 Bed 2 Bath property in Winterpark that…

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1200 Sq Ft22
Courtesy of Premier Property Management

226012607

226012607
30 photos
List Price: $284,900 - Low Rise (1-3)

Welcome to Winterpark, one of Naples most sought-after communities just minutes from downtown and the…

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1342 Sq Ft22
Courtesy of LPT Realty, LLC

226011974

226011974
25 photos
List Price: $250,000 - Low Rise (1-3)

Nicely appointed 2ND FLOOR UNIT with screened-in deck. Ready to move in. Newer refrigerator and…

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1326 Sq Ft22
Courtesy of Realty World Top Producers Rlt

2026009632

2026009632
20 photos
List Price: $209,500 - Low Rise (1-3)

Best Value in Winterpark – First Floor • Turnkey • Impact Windows • New A/C…

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1246 Sq Ft22
Courtesy of Century 21 AllPoints Realty

226004763

226004763
33 photos
List Price: $265,000 - Low Rise (1-3)

Nestled at the end of a cul-de-sac, this first-floor end-unit condo offers a level of…

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1350 Sq Ft22
Courtesy of John R Wood Properties

226009042

226009042
31 photos
List Price: $240,000 - Low Rise (1-3)

Seller Says Sell! Price reduction for this amazing condo in highly sought after Winterpark.…

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1324 Sq Ft22
Courtesy of Saggio Realty, Inc

225074636

225074636
21 photos
List Price: $2,500 - Low Rise (1-3)

Available from June 1, 2026! Enjoy the best of Naples living in this fully renovated condo,…

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1246 Sq Ft22
Courtesy of Coldwell Banker Realty

225084742

225084742
20 photos
List Price: $259,000 - Low Rise (1-3)

Well-maintained second-floor apartment located in the desirable Winterpark community in Naples. This 2 bedroom, 2…

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1246 Sq Ft22
Courtesy of Key & Legacy Realty LLC

226009064

226009064
30 photos
List Price: $298,000 - Low Rise (1-3)

Fully renovated in March 2022 with brand new kitchen, floors and bathrooms. Quartz countertops, glass…

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1350 Sq Ft22
Courtesy of Premiere Plus Realty Company

2026010114

2026010114
15 photos
List Price: $225,000 - Low Rise (1-3)

Welcome home to this beautifully maintained Winter Park condo offering over 1,200 square feet of…

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1246 Sq Ft22
Courtesy of Portside Property Group

226008458

226008458
14 photos
List Price: $3,200 - Low Rise (1-3)

Lovely 2 bedroom 2 bath close to Downtown, Beaches and shopping. 1st floor, newer kitchen,…

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1350 Sq Ft22
Courtesy of REMAX Affinity Mercato

226008101

226008101
28 photos
List Price: $2,350 - Low Rise (1-3)

Live the Naples lifestyle year-round in this furnished 2-bedroom, 2-bath first-floor condo available for annual…

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1246 Sq Ft22
Courtesy of Collier Home Management

225071202

225071202
21 photos
List Price: $265,000 - Low Rise (1-3)

Stop searching for an affordable condo in Naples—this one has already been beautifully updated and…

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1246 Sq Ft22
Courtesy of Coldwell Banker Realty

226005021

226005021
27 photos
List Price: $239,000 - Low Rise (1-3)

PRICE IMPROVED!! BRING AN OFFER!! Enjoy the best of Naples living without the premium price…

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1246 Sq Ft22
Courtesy of Coldwell Banker Realty

225070242

225070242
14 photos
List Price: $284,900 - Low Rise (1-3)

Welcome to Winter Park, one of Naples’ most desirable communities just minutes from Downtown Naples,…

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1300 Sq Ft22
Courtesy of Downing Frye Realty Inc.

226005519

226005519
15 photos
List Price: $3,000 - Low Rise (1-3)

Available Seasonally! This quaint 2-bedroom, 2-bath first-floor condo in the highly desirable Winterpark community is…

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1234 Sq Ft22
Courtesy of Reed Property Mgt. & Sales

226005552

226005552
12 photos
List Price: $339,000 - Low Rise (1-3)

Discover comfortable and easy Florida living in this inviting 2-bedroom, 2-bath condo located in the…

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1246 Sq Ft22
Courtesy of Premiere Plus Realty Company
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