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    1. Subdivision Like Rotonda West Oakland Hills
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    55 Rotonda Circle
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    Details for 55 Rotonda Circle, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $645,000.00
    2. Price sqft: $240.22 / sqft
    3. Days On Market: 11
    4. Bedrooms: 4
    5. Baths: 2
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 2685
    8. Acreage: 0.23 acres
    9. Pool: Yes
    10. Waterfront: Yes
    11. Wateraccess: Yes
    12. Waterfront Type: Canal - Freshwater
    13. Year Built: 2026
    MLS#: N6144131
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Elementary School: Vineland Elementary
    6. Middle School: L.A. Ainger Middle
    7. High School: Lemon Bay High
    8. Provided by: EXCELLENT CHOICE REALTY, LLC
    9. mfrmls
    10. DMCA Notice
    Discover modern Florida waterfront living at its finest in this stunning brand new 2026 built 4 bedroom, 2 bathroom pool home with 2 car garage, perfectly situated on a freshwater canal in the desirab
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    208 Annapolis Lane
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    Details for 208 Annapolis Lane, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $439,900.00
    2. Price sqft: $166.38 / sqft
    3. Previous Price: $459,900
    4. Last Price Change: 05/08/26
    5. Days On Market: 103
    6. Bedrooms: 3
    7. Baths: 2
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 2644
    10. Acreage: 0.23 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: Yes
    14. Wateraccess: Yes
    15. Waterfront Type: Canal - Freshwater
    16. Year Built: 1986
    MLS#: D6145800
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Elementary School: Vineland Elementary
    6. Middle School: L.A. Ainger Middle
    7. High School: Lemon Bay High
    8. Provided by: COLDWELL BANKER SUNSTAR REALTY
    9. mfrmls
    10. DMCA Notice
    Come take a look at this open concept, 3 Bedroom, 2 Bath, 2 car garage house in Rotonda West. The roof is 3 years old and the garage floor has a new epoxy finish. Sliding doors lead out to a screen
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    271 Annapolis Lane
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    Details for 271 Annapolis Lane, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $399,900.00
    2. Price sqft: $173.87 / sqft
    3. Days On Market: 174
    4. Bedrooms: 3
    5. Baths: 2
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 2300
    8. Acreage: 0.40 acres
    9. Pool: No
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 2010
    MLS#: D6144771
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Elementary School: Vineland Elementary
    6. Middle School: L.A. Ainger Middle
    7. High School: Lemon Bay High
    8. Provided by: BRETT BARBER & COMPANY REAL ES
    9. mfrmls
    10. DMCA Notice
    Pride of Ownership is what you will see with this Peaceful Retreat! This 3 bedroom 2 bath home with a bright and cheerful open floorplan is in mint, move in condition. The interior has been recent
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    16 Oakland Hills Place
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    Details for 16 Oakland Hills Place, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $375,000.00
    2. Price sqft: $145.41 / sqft
    3. Previous Price: $389,900
    4. Last Price Change: 04/18/26
    5. Days On Market: 112
    6. Bedrooms: 3
    7. Baths: 2
    8. Garage / Parking Spaces: 1
    9. Bldg sqft: 2579
    10. Acreage: 0.22 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1973
    MLS#: D6145679
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Elementary School: Vineland Elementary
    6. Middle School: L.A. Ainger Middle
    7. High School: Lemon Bay High
    8. Provided by: RE/MAX PALM REALTY OF VENICE
    9. mfrmls
    10. DMCA Notice
    Looking for THE ONE that checks ALL THE BOXES?!...Golf Course view, Heated Pool, Open Floor Plan, Updated, and Turn Key Furnished! This beautiful home has been extensively updated, featuring a NEW roo
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    168 Caddy Road
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    Details for 168 Caddy Road, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $369,000.00
    2. Price sqft: $151.91 / sqft
    3. Days On Market: 149
    4. Bedrooms: 3
    5. Baths: 2
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 2429
    8. Acreage: 0.22 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1978
    MLS#: A4672636
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Elementary School: Vineland Elementary
    6. Middle School: L.A. Ainger Middle
    7. High School: Lemon Bay High
    8. Provided by: KELLER WILLIAMS ISLAND LIFE REAL ESTATE
    9. mfrmls
    10. DMCA Notice
    MOTIVATED SELLERS! GORGEOUS HOME! Welcome to 168 Caddy Rd in Rotonda West, a beautifully well maintained pool home perfectly positioned on the golf course in one of Southwest Floridas most desirable d
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    2 Golfview Road
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    Details for 2 Golfview Road, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $365,000.00
    2. Price sqft: $142.80 / sqft
    3. Days On Market: 36
    4. Bedrooms: 3
    5. Baths: 3
    6. Garage / Parking Spaces: 1
    7. Bldg sqft: 2556
    8. Acreage: 0.27 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1973
    MLS#: D6146900
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Elementary School: Vineland Elementary
    6. Middle School: L.A. Ainger Middle
    7. High School: Lemon Bay High
    8. Provided by: THE SUNNYBROOK REALTY LLC
    9. mfrmls
    10. DMCA Notice
    This beautiful well maintained Rotonda West Oakland Hills home is situated on a large corner lot with a majestic Oak and some really nice features and upgrades you don't see from the outside. Once you
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    202 Caddy Road
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    Details for 202 Caddy Road, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $359,900.00
    2. Price sqft: $147.92 / sqft
    3. Previous Price: $384,900
    4. Last Price Change: 05/02/26
    5. Days On Market: 41
    6. Bedrooms: 3
    7. Baths: 2
    8. Garage / Parking Spaces: 1
    9. Bldg sqft: 2433
    10. Acreage: 0.22 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1974
    MLS#: D6146788
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Provided by: KELLER WILLIAMS ISLAND LIFE REAL ESTATE
    6. mfrmls
    7. DMCA Notice
    $25,000 PRICE IMPROVEMENT April 2026!! Best Value in Rotonda! Experience the quintessential Florida lifestyle in this beautifully reimagined, fully remodeled residence situated in the heart of Rotonda
    Listing Details and 68 Additional Pictures
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    11 Oakland Hills Court
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    Details for 11 Oakland Hills Court, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $359,900.00
    2. Price sqft: $150.65 / sqft
    3. Days On Market: 6
    4. Bedrooms: 3
    5. Baths: 2
    6. Garage / Parking Spaces: 1
    7. Bldg sqft: 2389
    8. Acreage: 0.22 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1973
    MLS#: D6147336
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Provided by: PARADISE EXCLUSIVE INC
    6. mfrmls
    7. DMCA Notice
    Welcome to 11 Oakland Hills Court in Rotonda West, a thoughtfully updated 3 bedroom, 2 bathroom pool home that blends modern improvements with comfortable Florida living. From the moment you enter,
    Listing Details and 44 Additional Pictures
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    18 Annapolis Lane
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    Details for 18 Annapolis Lane, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $354,000.00
    2. Price sqft: $135.89 / sqft
    3. Previous Price: $359,000
    4. Last Price Change: 05/08/26
    5. Days On Market: 24
    6. Bedrooms: 3
    7. Baths: 2
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 2605
    10. Acreage: 0.23 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1973
    MLS#: C7524184
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Provided by: HOME MATCHMAKING REALTY
    6. mfrmls
    7. DMCA Notice
    Beautifully maintained pool home in Rotonda West with a fully screened lanai, perfect for entertaining. This spacious home features an open floor plan, updated flooring, and a modern kitchen with gran
    Listing Details and 53 Additional Pictures
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    256 Caddy Road
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    Details for 256 Caddy Road, ROTONDA WEST, FL 33947
    Single Family
    1. Price: $334,000.00
    2. Price sqft: $108.16 / sqft
    3. Previous Price: $339,000
    4. Last Price Change: 05/08/26
    5. Days On Market: 62
    6. Bedrooms: 4
    7. Baths: 2
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3088
    10. Acreage: 0.22 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1973
    MLS#: D6146423
    1. County: CHARLOTTE
    2. City: ROTONDA WEST
    3. Zipcode: 33947
    4. Subdivision: Rotonda West Oakland Hills
    5. Elementary School: Vineland Elementary
    6. Middle School: L.A. Ainger Middle
    7. High School: Lemon Bay High
    8. Provided by: RE/MAX ALLIANCE GROUP
    9. mfrmls
    10. DMCA Notice
    Relaxed Golf Course Living on the 16th Green in Rotonda West! This four bedroom, two bathroom golf course pool home in the Oakland Hills section of Rotonda West offers a light and bright interior, ope
    Listing Details and 63 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
    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
    Datafeed Last updated on May 11, 2026 @ 12:00 am
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