Location: Oakland Hills, Rotonda West
Do Not Show Listings
9 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$249,900606 Days on yellowkey MLS ID: D6138925
REDUCED by $10,100 (3.9%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1388 Built: 1972Monthly Fee: $16 Tax: $1,485 (2023)Community: Rotonda West Oakland HillsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,485
Elementary School: Vineland Elementary
High School: Lemon Bay High
Tax Year: 2023
Middle School: L.A. Ainger Middle
Remarks: Peaceful pool home with preserve view! Nestled in a serene setting, this delightful 2-bedroom, 2-bathroom home offers the best of Florida living with lush preserve views and a tranquil backdrop. Located in desirable Rotonda West, this single-family gem includes a spacious open floor plan, a one-car garage, and a private pool—perfect for relaxation or entertaining. As you step inside, you're greeted by an airy living space with abundant natural light that highlights the beautiful tile flooring. The fully equipped kitchen, with plenty of counter space and storage, opens to the dining and living areas, making it ideal for both everyday living and gatherings. The open layout offers privacy, with the spacious primary suite featuring an en-suite bath and large closet, while the second bedroom is perfect for guests or a home office. The screened-in lanai invites you to enjoy Florida’s year-round sunshine, complete with a sparkling pool overlooking the pristine, protected preserve—a natural extension of your backyard that promises peace, quiet, and visits from local wildlife. Situated minutes from golfing, beautiful Gulf beaches, shopping, and dining, this home captures the relaxed Rotonda West lifestyle. Don’t miss this rare opportunity to own a private, peaceful pool home in a stunning location!
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Alex Bowermaster (513-275-2396)
55 ROTONDA CIR, ROTONDA WEST, FL 33947
$599,00070 Days on yellowkey MLS ID: N6144131
REDUCED by $46,000 (7.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1862 Built: 2026Monthly Fee: $16 Tax: $982 (2025)Community: Rotonda West Oakland HillsSpa: NoSingle Family
Taxes:$982
Tax Year: 2025
Remarks: 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 desirable Oakland Hills section of Rotonda West! Boasting 1,862 sq ft of thoughtfully designed living space on a generous 10,000 sq ft lot with 80 feet of direct canal frontage, this turnkey new-construction residence offers exceptional quality, contemporary elegance and seamless indoor-outdoor living. Step inside to an open-concept layout with porcelain tile flooring throughout, soaring tray ceilings, and abundant natural light. The gourmet kitchen shines with quartz countertops, a large island, stainless steel appliances, and soft-close solid wood cabinetry—ideal for effortless entertaining. A split-bedroom floor plan ensures privacy, while dramatic corner slide-away glass doors connect the main living areas directly to the expansive screened pool and large covered lanai, creating the perfect setting for year-round outdoor enjoyment with serene canal views. Additional highlights include ceiling fans, central air conditioning and heating, inside laundry room, and a 2-car attached garage. Outside, relax by your private screened in-ground pool or entertain on the spacious lanai overlooking the water. Community boat docks and ramp are less than half a mile away, giving easy access to Rotonda West’s vast navigable canal network for fishing, kayaking, or boating adventures. Rotonda West delivers an unparalleled Southwest Florida lifestyle with low HOA fees of just $16/month, multiple golf courses (including nearby The Hills Golf Course), parks, bike trails, pickleball and tennis courts, and a true sense of community. Enjoy convenient access to world-class Gulf beaches, shopping, dining, and top-rated schools (Vineland Elementary, L.A. Ainger Middle, Lemon Bay High). Don’t miss your chance to own a brand-new canal-front pool home in one of Charlotte County’s most sought-after established communities. Schedule your private showing today and experience everything this exceptional property has to offer!
Listing is courtesy of: EXCELLENT CHOICE REALTY, LLC (941-412-6477)
Listing Agent: Alex Solovyev (941-408-4400)
124 CADDY RD, ROTONDA WEST, FL 33947
$296,000245 Days on yellowkey MLS ID: D6144573
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1839 Built: 1973Monthly Fee: $7 Tax: $2,847 (2024)Community: Rotonda West Oakland HillsSingle Family
Taxes:$2,847
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to paradise located inside the circle of Rotonda West Community, wether you want to be a owner or a investor, this fully furnished, remodeled 4 bed, 2 bath home sits on oversized lote 9,600 sq ft with 1839 Sq ft of living area, new roof, new AC with a high-efficient thermostat, impact windows and doors, dryer and washer, stainless steel kitchen, dishwasher, microwave, electric range with self-cleaning oven, double doors refrigerator, double sink, ceiling fan in all rooms, primary bedroom with walk-in closet, 1 car garage with automatic garage door opener, big paved driveway, sprinkler system, well, smoke detector, screened terrace with lake view, landscaped backyard, close proximity to Manasota Key, low HOA, no CDD.
Listing is courtesy of: LANDMARKS INTERNATIONAL REALTY, INC. (305-310-6961)
Listing Agent: Amed Chavez Santo Tomas (786-405-4054)
182 BOUNDARY BLVD #B, ROTONDA WEST, FL 33947
$459,00068 Days on yellowkey MLS ID: C7525347
REDUCED by $16,000 (3.4%) on 05/17/2026
Bed: 4 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 2357 Built: 1985Monthly Fee: $32 Tax: $7,954 (2025)Community: Rotonda West Oakland HillsApartment
Taxes:$7,954
Remarks: WOW!!! What a great investment opportunity, weather you rent both sides or live in one and rent the other, can't go wrong with this kind of investment!! Fully furnished, very well maintained, NEW ROOF in 2020, NEW AC units in 2023, renovated kitchen and bathrooms!! Close to beautiful parks, nice restaurants and fantastic public beaches and golf courses!! Hurry to make the smartest decision of your life to own this duplex and invest in your future!!!
Listing is courtesy of: REAL ESTATE MAINSTREAM SERVICE (941-625-6200)
Listing Agent: Vadim Sizov (941-456-0067)
242 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$249,999167 Days on yellowkey MLS ID: C7520633
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1387 Built: 1986Monthly Fee: $16 Tax: $2,366 (2025)Community: Rotonda West Oakland HillsSpa: NoSingle Family
Taxes:$2,366
Remarks: From the moment you arrive at 242 Annapolis Lane, you’ll feel the soothing natural ambiance that makes Rotonda West so special. Sunshine dances across the façade, welcoming you home, while the peaceful freshwater canal in your backyard quietly calls to the angler in you. Cast a line, sip your morning coffee, or simply watch the water shimmer—this is Florida living at its finest. Step outside to your private oasis, where two majestic mango trees provide shade and seasonal treats. The stamped concrete patio is the perfect place to unwind, entertain, or soak up the coastal breeze. With a fully fenced backyard, your fur babies and little ones can roam freely while you relax knowing they’re safe. Inside, nearly 1,400 square feet of thoughtfully designed living space unfolds. The split-bedroom floor plan offers privacy, with both bedrooms featuring their own en-suite bathrooms. You’ll love the no-carpet design, easy-care flooring, and the bonus den/office/craft room—perfect for hobbies, remote work, or quiet retreats. The kitchen is conveniently located near the laundry room and garage, making grocery days a breeze, and a charming nook beneath the window invites you to create a cozy bistro corner or workspace overlooking the backyard. This home has been lovingly maintained with major updates already done for you: a new roof in 2023, A/C in 2022, new windows in 2021, full repiping in 2013, and a brand-new hot water heater in 2025. Sitting high at 10.2 feet above sea level, the homeowner reports no flooding during recent hurricanes—offering priceless peace of mind. Can be purchased *TURNKEY FURNISHED* for $5,000 (with a few exclusions) outside of the contract! On city water and sewer, and includes a two-car garage. Rotonda West’s low annual HOA of just $190 keeps community standards high without breaking the bank. Need space for your toys? There’s community storage available for boats or RVs. Golfers will love having five public golf courses right in the neighborhood, and beach lovers will appreciate being just 20 minutes from Manasota Key and Boca Grande’s pristine shores. This is more than a home—it’s a lifestyle. Schedule your showing today and start living the Florida dream you’ve been waiting for!
Listing Agent: Tawnya Hile (941-467-2349)
12 GOLFVIEW CT, ROTONDA WEST, FL 33947
$289,90086 Days on yellowkey MLS ID: D6147006
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1596 Built: 1974Monthly Fee: $16 Tax: $3,163 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$3,163
Remarks: This charming two-bedroom, two-bath bungalow blends character with comfort, featuring open-beamed cathedral ceilings, abundant natural light, newer windows, and updated flooring. Located on a quiet cul-de-sac with minimal traffic, this home places you right in the heart of a welcoming golf community—bring your clubs and enjoy easy access to the clubhouse and nearby Boca Grande and Gulf beaches. The spacious family room provides relaxing views of the golf course driving range, while the cozy living room features a rare fireplace—perfect for unwinding at the end of the day. An oversized garage adds exceptional versatility, ideal for storage, hobbies, or showcasing your favorite projects. The private primary suite offers a beautifully updated en-suite bathroom, creating a comfortable retreat with modern finishes and thoughtful design. Thoughtfully maintained and move-in ready, the home offers peace of mind with major updates already completed, including a new roof (2022), A/C (2020), updated electrical panel (2019), hurricane protection (2017), and whole-home repiping (2012).
Listing Agent: Chris Lee (941-467-5537)
75 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$262,000783 Days on yellowkey MLS ID: C7492843
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1455 Built: 1974Monthly Fee: $16 Tax: $3,789 (2023)Community: Rotonda West Oakland HillsSpa: NoSingle Family
Taxes:$3,789
Remarks: Great house in Rotonda West! Almost 1500 sqft of a full renovated 2 bed 2 bath house, with new roof! new kitchen, new floor, painted inside and outside. Beautiful pool in a huge screened lanai. Huge open floorplan. Close to beaches, shopping, restaurant. Ready to move in!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Federico Burger (201-210-9949)
18 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$350,00083 Days on yellowkey MLS ID: C7524184
REDUCED by $4,000 (1.1%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 1973Monthly Fee: $16 Tax: $6,402 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$6,402
Remarks: 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 granite countertops, stainless steel appliances, and ample storage. The primary suite offers direct lanai access, and the home includes a new roof (2022) for added peace of mind. Enjoy canal frontage, a heated pool, and a prime location close to golf courses, beaches, dining, and more.
Listing is courtesy of: HOME MATCHMAKING REALTY (941-323-0020)
Listing Agent: Angel Gagliardi (651-703-4333)
88 OAKLAND HILLS PL, ROTONDA WEST, FL 33947
$310,000279 Days on yellowkey MLS ID: O6349200
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2062 Built: 1978Monthly Fee: $16 Tax: $6,431 (2024)Community: Rotonda West Oakland HillsSingle Family
Taxes:$6,431
Remarks: Welcome to this stunning home in Rotonda West, FL, nestled in a serene neighborhood. This beautiful property features an open floor plan with spacious living areas, modern kitchen with quality appliances, and elegant finishes throughout. Enjoy the tranquility of the private backyard, appropriate for entertaining or relaxation. Conveniently located near parks, golf courses, and local amenities, this home offers a wonderful living experience. Don't miss the opportunity to explore this gem!
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
118 ROTONDA CIR, ROTONDA WEST, FL 33947
$250,000147 Days on yellowkey MLS ID: D6146103
REDUCED by $4,000 (1.6%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1204 Built: 1986Monthly Fee: $16 Tax: $3,753 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$3,753
Remarks: ATTENTION GOLFERS + BOATERS! Positioned on an ELEVATED CORNER LOT in Rotonda West, this property captures SWEEPING GOLF COURSE VIEWS of The Hills Golf Course while placing you in the center of it all. A NEW 2023 METAL ROOF adds lasting value and peace of mind, but it’s the setting that truly sets this home apart. Caddy corner to ROTONDA GOLF & COUNTRY CLUB and THE HILLS RESTAURANT, your tee time or dinner reservation is literally a hop, jump and a skip away! Directly across the street, OAKLAND HILLS MARINA AND COMMUNITY BOAT RAMP provide access to approximately 25 MILES OF NAVIGABLE CANALS, dockage and benches on the Rotonda River — ideal for cruising, kayaking, or casting a line at sunset. An expansive circular drive provides generous on-site parking, and with additional open PARKING DIRECTLY ACROSS THE STREET so hosting friends, family gatherings, or larger get-togethers is refreshingly easy (or book the clubhouse next door!) Inside, the home is light, bright, and coastal in feel with wood-look plank tile and an open floor plan designed for easy living. A spacious living room anchors the front of the home, welcoming in natural light and marina views. At the center, an updated galley kitchen features STAINLESS STEEL APPLIANCES, SOLID WOOD CABINETRY, and a breakfast bar that overlooks the oversized dining room — a flexible space that could easily transition into an additional sitting area, den, or media lounge depending on your needs. The split bedroom layout offers privacy for owners and guests alike. The primary suite is generously sized with a walk-in closet, ensuite bath, and direct access to the lanai — ideal for morning coffee without an audience. The second bedroom is equally spacious, complete with a mirrored closet and an ensuite bath that functions as a guest bath in a smart Jack-and-Jill design. The large garage provides built-in storage and houses the laundry area, keeping things practical and organized. Out back, the SCREENED LANAI becomes your front-row seat to the course. Quiet, peaceful mornings when play is light. Lively, entertaining views during peak hours. All of it framed by open green space that adds distance between you and the next home — something you’ll appreciate more and more over time. While this location provides an unmatched lifestyle right outside your door, this area also provides immediate access to other greater area taverns, parks, beaches and so much more! Call today to explore it all!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Alisha Weaver (941-270-0389)
4 GOLFVIEW RD, ROTONDA WEST, FL 33947
$264,900168 Days on yellowkey MLS ID: O6375854
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1675 Built: 1973Monthly Fee: $16 Tax: $3,666 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$3,666
Remarks: Nicely updated 3 Bedroom Home with pool, A. C. Kitchen with wood cabinets, Granite counters and Stainless Steel Appliances. Large Rooms with Living Room and Family Room. Very good condition inside and out! Large pool and located on the Greenbelt. Just a short drive to Englewood Beaches! One block away from the Golf Club House of Rotonda West. Located on a quiet street. 10 minutes to the beach. 5 minutes to Walmart. The house has all new plumbing done in 2023. No hurricane damage. Furniture can be included in the sale of the home.
16 OAKLAND HILLS PL, ROTONDA WEST, FL 33947
$375,000171 Days on yellowkey MLS ID: D6145679
REDUCED by $14,900 (3.8%) on 04/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1804 Built: 1973Monthly Fee: $16 Tax: $4,825 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$4,825
Remarks: 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 roof (2023), NEW A/C (2022), ALL impact windows (2022), and SOLAR PANELS for peace of mind and energy efficiency. The interior has been completely remodeled with new kitchen, baths, and luxury vinyl flooring throughout—no carpet anywhere. The bright, stunning kitchen is a showstopper, offering stainless steel appliances, a sit-up island, and a pantry cabinet, all open to the dining area and spacious family room with elegant plantation shutters—perfect for everyday living and entertaining. The second bathroom conveniently opens directly to the pool and lanai, ideal for seamless indoor-outdoor living. Enjoy incredible savings with solar panels - the average electric bill is only $45 a month, LOW HOA fees of only $190 a year, and NO CDD fees. Relax in the nice sized heated pool and take in the phenomenal views of the 16th hole and fairway of The Hills Golf Course. Rotonda offers an outstanding lifestyle with five public golf courses, walking trails, tennis courts, a playground, and a community center, all nearby to Englewood Beach and Boca Grande Island, with many shopping and dining options close by. Perfect home if you are looking for a permanent home, vacation getaway spot, or investment property. Move-in ready, stylish, and perfectly located—this home is a must-see!
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-451-2025)
Listing Agent: Laurie Sandoval (941-662-8190)
295 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$280,000106 Days on yellowkey MLS ID: A4687428
REDUCED by $10,000 (3.4%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1981Monthly Fee: $18 Tax: $4,836 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$4,836
Remarks: A True Gem in Rotonda West! Fully renovated and absolutely turnkey, this stunning home is a rare opportunity—perfect for a high-performing Airbnb or your own slice of the Florida lifestyle. Featuring 2 bedrooms plus a bonus room used as a 3rd bedroom, it offers a bright and inviting open-concept living space with a modern kitchen flowing seamlessly into the dining and living areas. Step outside to your spacious heated pool, designed for year-round enjoyment and ultimate relaxation. Major upgrades provide total peace of mind: roof (2022), A/C (2022), new electrical panel, and pool heater (2024). No updates needed, no delays—move in or start generating income from day one. ? This one won’t last!
Listing is courtesy of: VIGOREON INVESTMENTS LLC (941-278-1000)
Listing Agent: Sandrine Maquet (941-278-1000)
157 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$239,00098 Days on yellowkey MLS ID: D6146859
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1172 Built: 1996Monthly Fee: $16 Tax: $4,015 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$4,015
Remarks: Welcome to wonderful Rotonda, hidden away but close to everything. Minutes to local Gulf Beaches and Rotonda is a great golfing community with 5 beautiful courses. Fresh water canals and lakes throughout. A must to see for your winter getaway or your full time home in Paradise. This 3 bedroom and 2 bath home has a large lanai across the back of the home with a large back yard with privacy there are no houses behind you.
Listing Agent: Barbara Luciano (941-223-4337)
241 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$390,000232 Days on yellowkey MLS ID: C7517890
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2020Monthly Fee: $15 Tax: $6,521 (2024)Community: Oakland Hills SecSingle Family
Taxes:$6,521
Remarks: This 2020 NEW BUILT stylish and move-in ready three-bedroom, two-bath home with a heated saltwater pool is located in the sought-after community of Rotonda West. Offering a bright, open layout, the home features soaring ceilings, luxury vinyl plank flooring throughout, recessed lighting, and a beautifully designed kitchen with granite counters, upgraded cabinetry, stainless steel appliances, and an oversized breakfast bar. There’s plenty of room to cook and entertain in the spacious kitchen, or you can enjoy more formal meals in the separate dining area. The primary suite includes two walk-in closets, a roomy Roman-style shower, and a dual-sink vanity topped with granite. Two guest bedrooms sit on the opposite side of the home, along with a full bathroom featuring a tub/shower combination. Additional perks include PUBLIC water and sewer, and furnishings can be purchased separately if desired. Situated just a short drive from beaches, golf courses, dining options, and shopping. Don’t miss your chance—schedule a tour today!
Listing Agent: Yuriy Brych (941-457-6469)
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