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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: $1,800 - 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

2026019049

2026019049
29 photos
List Price: $282,000 - Low Rise (1-3)

READY TO SELL...... Discover easy Florida living in this inviting 2-bedroom, 2-bath condo located in…

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1554 Sq Ft22
Courtesy of LoKation

226016628

226016628
28 photos
List Price: $275,000 - Low Rise (1-3)

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

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1246 Sq Ft22
Courtesy of Keller Williams Elite Realty

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

226014616

226014616
31 photos
List Price: $209,000 - Low Rise (1-3)

This unit is THE LOWEST PRICED unit in Winterpark and move in ready sold Turnkey…

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1296 Sq Ft22
Courtesy of Downing Frye Realty 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: $299,000 - 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.

225077102

225077102
49 photos
List Price: $284,000 - Low Rise (1-3)

Tropical Paradise - Winterpark IX! This 2-bedroom, 2-bathroom condo is ideal as a Florida…

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1246 Sq Ft22
Courtesy of Premiere Plus Realty Company

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

226012540

226012540
34 photos
List Price: $252,900 - Low Rise (1-3)

Experience effortless Florida living in this charming 2-bedroom, 2-bath first-floor condo located in the desirable…

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1246 Sq Ft22
Courtesy of London Foster Realty

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

226012425

226012425
33 photos
List Price: $290,000 - Low Rise (1-3)

Move-in ready and beautifully furnished, this 2BR/2BA second-floor condo features an open-concept layout with vaulted…

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1234 Sq Ft22
Courtesy of Beycome of Florida 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

226011021

226011021
18 photos
List Price: $325,000 - Low Rise (1-3)

This Beautifully updated condo is on first floor in the Winterpark 1 community. Unit…

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1246 Sq Ft22
Courtesy of John R Wood Properties

2026009632

2026009632
20 photos
List Price: $215,000 - Low Rise (1-3)

Welcome to this beautifully maintained first-floor condo in the highly desirable Winterpark community of Naples.…

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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: $259,900 - Low Rise (1-3)

Discover the perfect blend of comfort, style, and location in this spacious second-floor corner condo…

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1324 Sq Ft22
Courtesy of Saggio Realty, Inc

225070975

225070975
16 photos
List Price: $3,000 - Low Rise (1-3)

AVAILABLE FOR 2026 SEASON AND DISCOUNTED FOR ONE SEASON! Two bedroom, two bath ground floor…

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1200 Sq Ft22
Courtesy of ToastyinNaples.com Realty

225074636

225074636
21 photos
List Price: $3,000 - 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: $230,000 - Low Rise (1-3)

Welcome home to this spacious Winter Park condo featuring 2 bedrooms, 2 bathrooms, and over…

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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

226007244

226007244
42 photos
List Price: $265,000 - Low Rise (1-3)

A 1-year home warranty is included with the purchase of this property! Welcome to Winterpark,…

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1246 Sq Ft22
Courtesy of Premiere Plus Realty Company
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