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    1. Subdivision Like Winterpark
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    4180 Looking Glass Ln 4102
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    Details for 4180 Looking Glass Ln 4102, NAPLES, FL 34112
    Single Family
    1. Price: $339,000.00
    2. Price sqft: $272.07 / sqft
    3. Previous Price: $349,000
    4. Last Price Change: 04/20/26
    5. Bedrooms: 2
    6. Baths: 2
    7. Bldg sqft: 1246
    8. Acreage: 0.00 acres
    9. Pool: No
    10. Waterfront: No
    11. Waterfront Type: None
    12. Year Built: 1989
    MLS#: 226005552
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: Premiere Plus Realty Company
    6. Naples Area Board of REALTORS®
    7. DMCA Notice
    Discover comfortable and easy Florida living in this inviting 2 bedroom, 2 bath condo located in the highly desirable Winterpark community. This first floor residence offers a well designed floor plan
    Listing Details and 11 Additional Pictures
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    4030 Northlight Dr
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    Details for 4030 Northlight Dr, NAPLES, FL 34112
    Single Family
    1. Price: $309,900.00
    2. Price sqft: $258.25 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Bldg sqft: 1200
    6. Acreage: 0.00 acres
    7. Pool: No
    8. Waterfront: No
    9. Waterfront Type: None
    10. Year Built: 1986
    MLS#: 226015387
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: Premier Property Management
    6. Naples Area Board of REALTORS®
    7. DMCA Notice
    Charming 2 Bed, 2 Bath in Desirable Winterpark Prime Naples Location Nestled in the heart of sunny Naples, this beautifully updated 2 bedroom, 2 bathroom condo in Winter park offers the perfect blend
    Listing Details and 21 Additional Pictures
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    4240 Jack Frost Ct 6
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    Details for 4240 Jack Frost Ct 6, NAPLES, FL 34112
    Single Family
    1. Price: $299,000.00
    2. Price sqft: $239.97 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Bldg sqft: 1246
    6. Acreage: 0.00 acres
    7. Pool: No
    8. Waterfront: No
    9. Waterfront Type: None
    10. Year Built: 1989
    MLS#: 226014881
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: John R Wood Properties
    6. Naples Area Board of REALTORS®
    7. DMCA Notice
    THIS WINTERPARK VIII ASSOCIATION CONDO HAS LOWEST HOA FEES IN WINTERPARK + INCLUDES FLOOD INSURANCE. Experience effortless Naples living in this beautifully renovated two bedroom, two bath second floo
    Listing Details and 26 Additional Pictures
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    4080 Looking Glass Ln 2905
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    Details for 4080 Looking Glass Ln 2905, NAPLES, FL 34112
    Single Family
    1. Price: $298,999.00
    2. Price sqft: $192.41 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Bldg sqft: 1554
    6. Acreage: 0.00 acres
    7. Pool: No
    8. Waterfront: No
    9. Waterfront Type: None
    10. Year Built: 1988
    MLS#: 2026019049
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: LoKation
    6. Provided through
    7. DMCA Notice
    Discover easy Florida living in this inviting 2 bedroom, 2 bath condo located in the highly desirable Winterpark community. This first floor corner unit features a bright open floor plan with great vi
    Listing Details and 28 Additional Pictures
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    4001 Ice Castle Way 3605
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    Details for 4001 Ice Castle Way 3605, NAPLES, FL 34112
    Single Family
    1. Price: $298,000.00
    2. Price sqft: $220.74 / sqft
    3. Previous Price: $310,000
    4. Last Price Change: 03/28/26
    5. Bedrooms: 2
    6. Baths: 2
    7. Bldg sqft: 1350
    8. Acreage: 0.00 acres
    9. Pool: No
    10. Waterfront: No
    11. Waterfront Type: None
    12. Year Built: 1987
    MLS#: 226009064
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Elementary School: SHADOWLAWN
    6. Middle School: EAST NAPLES
    7. High School: NAPLES
    8. Provided by: Premiere Plus Realty Company
    9. Naples Area Board of REALTORS®
    10. DMCA Notice
    Fully renovated in March 2022 with brand new kitchen, floors and bathrooms. Quartz countertops, glass tile backsplashes, stainless steel appliances, new AC and water heater, luxury vinyl flooring, new
    Listing Details and 29 Additional Pictures
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    4070 Northlight Dr 1612
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    Details for 4070 Northlight Dr 1612, NAPLES, FL 34112
    Single Family
    1. Price: $290,000.00
    2. Price sqft: $235.01 / sqft
    3. Previous Price: $295,000
    4. Last Price Change: 04/21/26
    5. Bedrooms: 2
    6. Baths: 2
    7. Bldg sqft: 1234
    8. Acreage: 0.00 acres
    9. Pool: No
    10. Waterfront: No
    11. Waterfront Type: None
    12. Year Built: 1987
    MLS#: 226012425
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: Beycome of Florida LLC
    6. Naples Area Board of REALTORS®
    7. DMCA Notice
    Move in ready and beautifully furnished, this 2BR/2BA second floor condo features an open concept layout with vaulted ceilings, bamboo flooring in the main living areas, and recessed lighting in the k
    Listing Details and 32 Additional Pictures
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    3430 Frosty Way 12
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    Details for 3430 Frosty Way 12, NAPLES, FL 34112
    Single Family
    1. Price: $284,900.00
    2. Price sqft: $219.15 / sqft
    3. Previous Price: $289,900
    4. Last Price Change: 03/09/26
    5. Bedrooms: 2
    6. Baths: 2
    7. Bldg sqft: 1300
    8. Acreage: 0.00 acres
    9. Pool: No
    10. Waterfront: No
    11. Waterfront Type: None
    12. Year Built: 1987
    MLS#: 225070242
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: Downing Frye Realty Inc.
    6. Naples Area Board of REALTORS®
    7. DMCA Notice
    Welcome to Winterpark, one of Naples most popular communities just minutes from downtown. This beautifully updated 2 bedroom, 2 bath corner condo has been fully remodeled from top to bottom. The br
    Listing Details and 13 Additional Pictures
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    4150 Looking Glass Ln 3903
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    Details for 4150 Looking Glass Ln 3903, NAPLES, FL 34112
    Single Family
    1. Price: $284,900.00
    2. Price sqft: $212.30 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Bldg sqft: 1342
    6. Acreage: 0.00 acres
    7. Pool: No
    8. Community Pool: Yes
    9. Waterfront: No
    10. Waterfront Type: None
    11. Year Built: 1988
    MLS#: 226012607
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: LPT Realty, LLC
    6. Bonita Springs-Estero Board of Realtors
    7. DMCA Notice
    Welcome to Winterpark, one of Naples most sought after communities just minutes from downtown and the pristine Gulf beaches. This beautifully updated 2 bedroom, 2 bath 1st floor condo offers a perfect
    Listing Details and 29 Additional Pictures
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    4230 Jack Frost Ct 4402
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    Details for 4230 Jack Frost Ct 4402, NAPLES, FL 34112
    Single Family
    1. Price: $275,000.00
    2. Price sqft: $220.71 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Bldg sqft: 1246
    6. Acreage: 0.00 acres
    7. Pool: No
    8. Waterfront: No
    9. Waterfront Type: None
    10. Year Built: 1989
    MLS#: 226016628
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: Keller Williams Elite Realty
    6. Naples Area Board of REALTORS®
    7. DMCA Notice
    One or more photo(s) has been virtually staged, AI generated or rendered. Charming second floor 2 bedroom, 2 bath condominium located in the highly desirable Winterpark community, specifically within
    Listing Details and 27 Additional Pictures
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    3574 Antarctic Cir 2107
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    Details for 3574 Antarctic Cir 2107, NAPLES, FL 34112
    Single Family
    1. Price: $270,000.00
    2. Price sqft: $216.69 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Bldg sqft: 1246
    6. Acreage: 0.00 acres
    7. Pool: No
    8. Waterfront: No
    9. Waterfront Type: None
    10. Year Built: 1986
    MLS#: 2025023850
    1. County: COLLIER
    2. City: NAPLES
    3. Zipcode: 34112
    4. Subdivision: Winterpark
    5. Provided by: EXP Realty, LLC
    6. Provided through
    7. DMCA Notice
    Welcome to this beautifully updated condo in the desirable Winterpark community. Inside, youll find a completely renovated kitchen with brand new stainless steel appliances, an electric cooktop, count
    Listing Details and 27 Additional Pictures
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    Equal Housing Opportunity
    Listings provided courtesy of The Hernando County Association of Realtors MLS.
    Listing Data ©2026 REALTOR® Association of Citrus County
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    Datafeed Last updated on May 9, 2026 @ 12:00 am
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