Location: Rotonda West Oakland Hills, Rotonda West
Do Not Show Listings
202 CADDY RD, ROTONDA WEST, FL 33947
$384,90020 Days on yellowkey MLS ID: D6146788
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1480 Built: 1974Monthly Fee: $16 Tax: $3,632 (2025)Community: Rotonda West Oakland HillsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,632
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Experience the quintessential Florida lifestyle in this beautifully reimagined, fully remodeled residence situated in the heart of Rotonda West. Perfectly positioned on The Hills Golf Course with a serene pond backdrop, 202 Caddy Road offers a seamless blend of contemporary comfort and absolute peace of mind. This bright and airy open-concept home welcomes you with all-new luxury vinyl flooring and a flood of natural light that highlights the stunning chef’s kitchen. This centerpiece of the home is a showcase of both style and utility, featuring sleek quartz countertops, ample storage within custom soft-close cabinetry, a beautiful tile backsplash, and a suite of brand-new stainless steel appliances. Every detail has been meticulously addressed, from the dedicated interior laundry room with custom cabinets to the fresh interior and exterior paint that extends to expanded driveway and lanai. Designed for the modern homeowner, this property has been mechanically and structurally revitalized to offer a truly "worry-free" move-in experience. Updates include a new roof, new HVAC and ductwork, a new electrical panel, hurricane impact windows and an impact garage door, complemented by additional high end Hurricane shutters for added protection and insurance efficiency. Step through the sliders to find an outdoor sanctuary designed for entertaining or quiet relaxation. The beautiful heated pool is protected by a freshly re-screened cage and overlooks the manicured greens of the golf course, while the oversized lanai offers an extra storage room for pool equipment and beach necessities. The curb appeal is equally impressive, featuring all-new professional landscaping that frames the home’s crisp, updated exterior. Offered fully TURNKEY with stylish new furnishings, 202 Caddy Road is an exceptional opportunity for those seeking a year-round residence, a seasonal vacation home, or a high-potential investment for the local rental market. You are perfectly positioned to enjoy the best of the Rotonda area and Cape Haze Peninsula, located just minutes from five championship golf courses and miles of walking trails. Explore the pristine sands of Manasota Beach and the historic charm of Dearborn Street in Englewood, or take a short drive to the world-class fishing and secluded elegance of Boca Grande. With its "like-new" status and prime location, this home is ready for you to move in and start living your best Florida Life!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Anneliese Morris (863-244-3724)
18 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$359,0003 Days on yellowkey MLS ID: C7524184
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)
36 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$300,00038 Days on yellowkey MLS ID: D6146552
0 Days Off yellowkey (back on 4/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1389 Built: 1974Monthly Fee: $16 Tax: $2,622 (2025)Community: Rotonda West Oakland HillsSpa: NoSingle Family
Taxes:$2,622
Elementary School: Vineland Elementary
High School: Lemon Bay High
Middle School: L.A. Ainger Middle
Remarks: Welcome to relaxed Florida living in Rotonda West, located on the scenic Cape Haze Peninsula just minutes from the beaches and charm of Boca Grande. Surrounded by boating, fishing, kayaking, biking, golf, shopping, and fantastic restaurants, this home offers the perfect blend of comfort, convenience, and coastal lifestyle. This beautifully updated two-bedroom, two-bathroom home features a spacious, open floor plan designed for easy living and entertaining. The home offers both a living room and family room that flow seamlessly into the dining area, creating a bright and inviting space for gatherings. Large sliding glass doors open to the lanai, extending the living space outdoors and making entertaining effortless. The remodeled kitchen is ideal for hosting with white cabinetry, granite countertops, and generous prep space, offering plenty of room for two cooks. Tile flooring runs throughout the home, and both bathrooms have been tastefully updated with modern showers and vanities. Step outside to an expansive 50' screened lanai with a large 13' x 26' covered area, perfect for outdoor dining, relaxing by the pool, or enjoying beautiful Florida evenings. The second bathroom provides convenient access from the pool area, making outdoor living and entertaining even easier. The pool was resurfaced in 2023, and the pool heater thermostat was replaced in 2026. The canal-front setting includes a private dock—an ideal spot for fishing, bird watching, or simply enjoying peaceful water views. Spectacular sunsets from the lanai make every evening special. The yard is nicely landscaped, and a screened front porch welcomes you into the home. Additional updates and features include: • Roof replaced in 2022 • Exterior of the home painted in 2023 • A/C approximately 4 years old • Dishwasher and microwave only 1 year old • Sprinkler pump replaced 3 years ago • Irrigation supplied by the canal with a Raindance controller system • Driveway widened for easier parking • One-car garage with washer and dryer • No history of water intrusion The property is being sold turnkey, meaning everything stays, including a brand-new smart TV purchased in 2026, making this an easy move-in-ready opportunity. Public records reflect a three-bedroom home, though it is currently configured as two spacious bedrooms. Located in the quiet and desirable community of Rotonda West, this home offers easy access to the world-class fishing, beaches, and boating around Boca Grande, along with miles of nearby golf courses, scenic bike paths, and nature trails. Move right in and start enjoying the Southwest Florida lifestyle. ????
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: Marcy Davis (941-685-5005)
16 OAKLAND HILLS PL, ROTONDA WEST, FL 33947
$375,00091 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)
231 CADDY RD, ROTONDA WEST, FL 33947
$328,00011 Days on yellowkey MLS ID: C7524452
REDUCED by $10,000 (3.0%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 1980Monthly Fee: $16 Tax: $6,012 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$6,012
Remarks: WATERFRONT!!! Welcome to this spacious 4-bedroom pool home located in the sought out golf course community of Rotonda West. Enjoy the best of Southwest Florida living—whether you're golfing at nearby courses or spending the day at the beautiful Gulf beaches just minutes away. Back at home, relax or entertain on the expansive, fenced pool deck overlooking a serene freshwater canal, complete with a heated pool for year-round enjoyment. This thoughtfully designed split floor plan offers generous living space and privacy, ideal for families or hosting guests. One of the standout features is a private guest bedroom with sliding glass doors leading directly to the pool area, offering stunning water views and a true retreat-like feel. Recent updates provide peace of mind, including a 2020 HVAC system, 2021 roof, 2022 electrical panel, 2023 Low Maintenance Fiberglass Pool, 2024 Pool Heater and 2025 Pool Motor. This home offers incredible versatility—perfect as a full-time residence, seasonal getaway, or investment opportunity. The Rotonda West community also features a private storage area for RVs, boats, and other recreational vehicles. Community is very scenic known for its quiet streets, multiple golf courses, parks, walking trails, and family-friendly amenities including playgrounds, bike paths, and nearby tennis and recreational facilities—making it a great fit for both relaxation and active lifestyles. Don’t miss the opportunity to own a well-maintained home in one of the area’s most sought-after communities.
Listing is courtesy of: R & R CONSULTING LLC (941-916-1662)
Listing Agent: Ruth Keiling (941-916-1662)
39 CADDY RD, ROTONDA WEST, FL 33947
$244,800293 Days on yellowkey MLS ID: D6142884
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1480 Built: 1974Monthly Fee: $16 Tax: $1,386 (2024)Community: Rotonda West Oakland HillsSpa: NoSingle Family
Taxes:$1,386
Tax Year: 2024
Remarks: Beautifully Updated Home with Owned Solar Power & Canal Views in Rotonda West This move-in ready 2-bedroom + den, 1-car garage home offers incredible value, modern upgrades, and eco-friendly living. With a seller-paid solar system (with strong offer) installed in 2023, enjoy ultra-low electric bills—averaging under $50/month. Set on a wide canal with a fully fenced backyard, this property offers both privacy and space. You'll love the large sunroom, dedicated tanning area, and plenty of room to add a pool, creating your own Florida oasis. Recent upgrades include a new roof (2022), re-piped plumbing (2009), and impact windows 2009, in most windows for peace of mind. Inside, the home features a beautifully remodeled kitchen, granite counters and updated bathrooms, no carpet throughout, and a flexible floor plan with a den that can easily be converted back into a third bedroom. Located in an established neighborhood just 9 miles or 17 minutes to the Manasota Key beaches. Golf courses within the community, shopping, and dining are close by. This home is perfect for full-time living, a seasonal getaway, or an investment opportunity. Don’t miss your chance to own this upgraded Florida gem—schedule your private showing today!
Listing Agent: Tom Wenck Llc (941-276-5824)
33 CADDY RD, ROTONDA WEST, FL 33947
$320,000139 Days on yellowkey MLS ID: A4673763
2 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1490 Built: 1974Monthly Fee: $16 Tax: $5,087 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$5,087
Remarks: Under contract-accepting backup offers. Welcome to this beautifully renovated FULLY FURNISHED canal-front pool home located in the desirable deed-restricted golfing community of Rotonda West – Oakland Hills. This updated 3-bedroom, 2-bath, 2-car garage home offers modern comfort, serene water views, and an inviting layout perfect for enjoying the Florida lifestyle. Recent improvements include a 2024 steel pool cage, 2023 exterior paint, 2023 gutters, and luxury vinyl plank flooring throughout the home, providing both durability and a modern look. The kitchen features quartz countertops, updated cabinetry, and newer appliances, including a smooth-top stove and double-door refrigerator. A charming courtyard-style paver patio welcomes you at the entrance, ideally positioned facing northwest to capture beautiful Florida sunsets. Inside, the living and dining area features cathedral ceilings and an open, airy feel that flows comfortably throughout the home. The kitchen offers a convenient passthrough to the adjoining family room and opens to a cozy dinette area with additional cabinetry, a built-in desk, and sliding glass doors leading to the lanai, creating a perfect space for casual dining. The family room features extra storage, impact windows, and a comfortable setting for relaxing or entertaining guests. The primary suite, privately located at the rear of the home, includes two wall closets, a ceiling fan, and an updated ensuite bathroom with a raised-height vanity, modern lighting, new shower, new toilet, and updated flooring. The guest bedroom is generously sized with a wall closet and ceiling fan, while the guest bathroom has been refreshed with a new vanity with a cultured marble top, updated lighting, a new toilet, and a tub/shower combination. The spacious vinyl-enclosed lanai is ideal for outdoor entertaining and overlooks the solar-heated pool and peaceful canal, offering a relaxing setting year-round. Additional updates include a new roof installed in 2023, a water heater replaced in 2020, and an impact-resistant garage door (2013). With five golf courses just minutes away, along with world-class fishing, beautiful Gulf beaches, dining, and shopping nearby, this home places you in the heart of the Southwest Florida lifestyle. Move-in ready and offered fully furnished, this canal-front pool home is the perfect opportunity to start enjoying Florida living.
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Sasha Volosevych (971-703-0307)
47 OAKLAND HILLS PL, ROTONDA WEST, FL 33947
$259,90040 Days on yellowkey MLS ID: D6146545
REDUCED by $10,000 (3.7%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1455 Built: 1978Monthly Fee: $16 Tax: $4,248 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$4,248
Remarks: Welcome to 47 Oakland Hills Place in Rotonda West, Florida—a well-maintained 3-bedroom, 2-bathroom home with a 2-car garage offering scenic golf course and water views in a sought-after community setting. Important updates provide added value and peace of mind, including a new roof (December 2022), hurricane impact windows installed in 2017, and an HVAC system replaced in 2018. The interior has been recently refreshed with new paint and updated flooring, creating a bright and inviting atmosphere throughout the home. The spacious living room is filled with natural light and flows seamlessly into the dining area, where double sliding glass doors frame relaxing views of the golf course and lake. The kitchen offers generous cabinetry, ample countertop space, and a comfortable dinette area, while the adjacent flexible space can function as a family room, office, or additional seating area depending on your needs. The split-bedroom floor plan offers a functional layout with separation between the primary suite and guest bedrooms. The two guest bedrooms feature luxury vinyl plank flooring installed in January 2023 and share a full bathroom. The primary suite, updated with luxury vinyl plank flooring in 2025, includes two walk-in closets and a private en-suite bathroom. Outdoor living is highlighted by a covered and screened lanai where you can enjoy peaceful views of the golf course, water, and surrounding natural landscape. The property also includes a programmable irrigation system designed to maintain the lawn and landscaping with ease. Located within Rotonda West, the community features multiple golf courses, walking trails, and a clubhouse, while remaining just a short drive from shopping, dining, boating, fishing, and the Gulf Coast’s beautiful beaches. This property combines recent updates, comfortable living spaces, and a scenic setting in one of the area's well-known golf communities.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Ryan Hesse (941-716-4448)
31 OAKLAND HILLS CT, ROTONDA WEST, FL 33947
$222,00022 Days on yellowkey MLS ID: D6146511
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1192 Built: 1984Monthly Fee: $16 Tax: $3,590 (2025)Community: Rotonda West Oakland HillsSpa: NoSingle Family
Taxes:$3,590
Remarks: If you are looking for a home on the golf course with a lovely water view, without breaking the bank, this is one you will want to check out. Located on the 8th hole of The Hills Golf Course in the popular deed-restricted community of Rotonda West, this 2 bedroom, 2 bath, 2 car garage home has had many updates, and is just waiting for someone to add their personal touch. A new roof was put on in 2024, and a new AC system and Water Heater were installed in August of 2020. Recent updates this year include new solid shaker-style wood kitchen cabinets with soft-close doors and drawers, new quartz kitchen countertops, a new garbage disposal, new carpeting in the primary bedroom, as well as a new bathroom vanity and quartz countertop. New ceiling fans and new window blinds have also recently been installed. The home features ceramic tile throughout the house (except for the primary bedroom), a split bedroom floorplan, and sliding doors to the ceramic tiled lanai. Enjoy Rotonda's 165-acre community park, 30-mile fresh water canal system and excellent golf courses, along with the area's sparkling intercoastal waterways, beautiful Gulf of Mexico beaches, miles of walking and biking trails, tennis courts, restaurants, shopping, and world-class fishing. Make your appointment today! Time to enjoy the Florida sun!
Listing is courtesy of: TALL PINES REALTY (941-475-5015)
Listing Agent: Mary Ann Schmitt (607-329-5415)
12 GOLFVIEW CT, ROTONDA WEST, FL 33947
$289,9006 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)
9 OAKLAND HILLS CT, ROTONDA WEST, FL 33947
$275,00037 Days on yellowkey MLS ID: D6146596
1 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1192 Built: 1985Monthly Fee: $16 Tax: $3,548 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$3,548
Remarks: Under contract-accepting backup offers. Modern Luxury Meets Beautiful Pond and Golf Course Views in This Fully Remodeled Oakland Hills Home! Enjoy peace of mind with impact windows and an impact garage door, an X flood zone classification for the home structure, a 2024 roof, and a complete interior renovation. The charming exterior, highlighted by a long driveway, refreshed landscaping, and inviting curb appeal, sets the stage for the stylish updates found inside. Luxury vinyl plank flooring flows seamlessly throughout this two bedroom, two bathroom home, creating a cohesive and easy to maintain living space. Neutral paint tones and an open great room floor plan fill the home with natural light and create a bright, welcoming atmosphere. The beautifully updated kitchen features white shaker style cabinetry with soft close hinges, quartz countertops, custom hardware, a farmhouse sink, stainless steel appliances, and a large center island with pendant lighting for easy everyday living. The formal dining area offers flexibility with sliding glass doors that open to the screened patio, making it perfect as a dining room or additional family room space with easy access to outdoor living. The primary bedroom suite features sliding glass doors to the lanai, a spacious walk-in closet with a custom organizer system, and a barn style door leading to the private bathroom. Here you will find a dual sink vanity with quartz countertops and a large fully tiled walk-in shower with niche detail and a rain style shower head. The guest bedroom includes two reach-in closets and also functions as an ensuite with a beautifully updated bathroom featuring a quartz topped vanity and fully tiled walk-in shower. A convenient second door allows this bathroom to be accessed from the kitchen area as well. Step outside to the covered and screened patio with tile flooring that overlooks the backyard and the scenic pond and golf course beyond. The spacious yard offers room to add your own pool, expand the patio, or create a garden or outdoor entertaining area while enjoying peaceful water and golf course views as your backdrop for relaxing evenings under the stars. Located within the Oakland Hills section of Rotonda West, this deed restricted community offers an active Florida lifestyle with golf, tennis, pickleball, hiking trails, community events, and excellent fishing opportunities nearby. The home is also less than ten miles from Englewood Beach where residents can enjoy sunny days on the sand, waterfront dining, local restaurants and tiki bars, or beautiful Gulf Coast sunsets with live entertainment. From morning coffee overlooking the water and golf course to evenings enjoying the peaceful outdoor setting, this beautifully renovated home is ready to be enjoyed at 9 Oakland Hills Court.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Carla Stiver, Pa (941-270-1460)
2 GOLFVIEW RD, ROTONDA WEST, FL 33947
$365,00015 Days on yellowkey MLS ID: D6146900
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1878 Built: 1973Monthly Fee: $17 Tax: $3,002 (2025)Community: Rotonda West Oakland HillsSpa: NoSingle Family
Taxes:$3,002
Remarks: This beautiful Rotonda West Oakland Hills home is situated on a large corner lot with a majestic Oak and some really nice features you don't see from the outside. Once you enter the home you are welcomed with a Large Open Living Room/Kitchen/Dining Room area. Granite counter tops, updated cabinets and appliances make you feel right at home in this kitchen. Making your way back to the master suite is the secondary suite with its own bathroom. As you enter the master bedroom sitting area the space really starts to open up as you make your way into the master suite. The first thing you notice is the master bathroom with soaking tub and shower surrounded by glass and views of your very own private courtyard. If you're looking for the most peaceful area in the house then you found it. The master bedroom shares the pool area and private courtyard with 2 large sliders. If hanging out at the pool with a cocktail is your thing then grab a seat or jump right in, 365 days a year because it's heated when you need it ! ! ! Schedule your showing today and see everything this home has to offer.
Listing is courtesy of: THE SUNNYBROOK REALTY LLC (941-474-8000)
Listing Agent: Tim Bronson (941-661-5591)
255 ROTONDA BLVD W #A and B, ROTONDA WEST, FL 33947
$599,000361 Days on yellowkey MLS ID: D6142059
Bed: 4 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 2318 Built: 1987Monthly Fee: $32 Tax: $7,698 (2024)Community: Rotonda West Oakland HillsApartment
Taxes:$7,698
Remarks: Completely modernized Income Producing Duplex (Units A & B )on ¾ acre property! Zoned to add Two MORE DUPLEXES! Survey available... Design and build a mini-complex in a highly sought area on Rotonda BLVD WEST. Convenient location and easy exit out to Placida Rd on the West side of Englewood. Short drive to Boca Grande or Manasota Key / Englewood Beach, fishing, dining, tiki-bars, live entertainment, public boat ramps, the Freedom Boat Club, a variety of golf courses, the Cape Haze Bike Trail and more. Straight from their driveway, tenants can ride their bicycles or walk the trail. City water & sewer! Low annual HOA fees! 2022 Roof with a complimentary 2022 Wind Mitigation Report. Both units have been completely updated with new kitchens and bathrooms / granite counter tops, new appliances, tile floors and freshly painted. Each unit has an open floorplan and backyard 14 x 6 screened lanai facing the greenbelt with a 6 x 6 outdoor laundry space including the hot water heater dividing each porch. The one car garages are built between the units providing a quiet buffer between the living spaces. Vacation rentals are popular in the Rotonda community. Get creative and design a seasonal getaway destination in Paradise. This property presents an enticing income investment in a prime location. Call for a private showing and don’t miss a chance to capitalize on a unique opportunity!
Listing Agent: Tina Evans (315-408-8159)
22 OAKLAND HILLS CT, ROTONDA WEST, FL 33947
$234,99953 Days on yellowkey MLS ID: C7522427
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 1981Monthly Fee: $16 Tax: $3,031 (2025)Community: Rotonda WestSpa: NoSingle Family
Taxes:$3,031
Remarks: Enjoy peaceful mornings and beautiful fairway views in this well-maintained Florida home overlooking the Oakland Hills Golf Course, perfectly positioned along the 1st hole. This prime golf course home offers wide green views and a calm setting you will love coming home to every day. The chain-link fenced backyard provides both privacy and function, complete with two man gates and oversized access. It’s perfect for pets, outdoor projects, or extra storage needs. There is plenty of room to create the outdoor space you’ve always wanted while enjoying open golf course views right behind you. Inside, you’ll find new laminate flooring throughout the entire home, giving every room a fresh and modern look. The interior walls have been recently retextured and freshly painted, creating a clean and bright feel from the moment you walk in. Most rooms feature updated light fixtures and ceiling fans, adding style and comfort throughout the home. The primary bedroom stands out with a gorgeous barn door that opens to a thoughtfully designed split bathroom layout. The vanity and sink area offer great function and charm. Both bathrooms have been upgraded with new toilets and shower heads, adding value and peace of mind. The kitchen and bathroom remodels are ready for your inspiration, giving you the chance to design spaces that match your personal taste and style. A home warranty for the new buyer is included, offering extra confidence. There is also a comfortable enclosed area that is perfect for laundry, hobbies, or additional workspace. Major improvements bring lasting value to this Florida golf course property. The roof was replaced in 2022, overhead plumbing was re-piped in 2022, and the lanai was partially rescreened in 2022. Hurricane shutters and a hurricane impact front door installed in 2025 add strong storm protection. Located just 20 minutes from Boca Grande, with easy access to shopping, dining, and Englewood Beach, this move-in ready home combines golf course views, functional outdoor space, and key system upgrades in one great location. Don’t miss this opportunity to relax, entertain, and enjoy the view — this is Florida living done right. Call today to schedule a showing of this great home – it's ready and waiting for you!
Listing is courtesy of: KW PEACE RIVER PARTNERS (941-875-9060)
Listing Agent: Rhonda Gustitus (941-426-4394)
4 GOLFVIEW RD, ROTONDA WEST, FL 33947
$264,90088 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.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
76 ROTONDA CIR, ROTONDA WEST, FL 33947
$280,000180 Days on yellowkey MLS ID: D6144344
REDUCED by $10,000 (3.4%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1743 Built: 1972Monthly Fee: $16 Tax: $4,128 (2024)Community: Rotonda West Oakland HillsSpa: NoSingle Family
Taxes:$4,128
Remarks: Pool Home with Golf Course Views – Minutes to Beaches! Move right in and enjoy this beautifully maintained 3-bedroom, 2-bathroom pool home in Rotonda West, perfectly situated along the 8th and 9th holes of The Hills Golf Course. Highlights: • Newer Roof for peace of mind • New Pool Cage just completed • Heated Pool with golf course views • Fresh Interior Paint with bright, open living spaces • Turnkey Furnished – ready to enjoy or rent • Oversized Lot with room to garden or add landscaping Location: • Minutes to Boca Grande and Manasota Beaches • Close to five golf courses, boating, and marinas • Near shopping, dining, and medical facilities • Enjoy farmers markets, art festivals, and a low HOA community with walking paths and canals Whether you’re looking for a full-time Florida home or a vacation retreat, this property offers the perfect blend of comfort, convenience, and coastal living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Amy Gonzales (360-431-6910)
295 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$280,00026 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
$239,00018 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)
33 ANNAPOLIS LN, ROTONDA WEST, FL 33947
$234,00072 Days on yellowkey MLS ID: D6145987
REDUCED by $11,000 (4.5%) on 04/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1185 Built: 1975Monthly Fee: $16 Tax: $3,583 (2025)Community: Rotonda West Oakland HillsSingle Family
Taxes:$3,583
Remarks: Move in Ready Turnkey 2 car garage home in Rotonda West! Excellent location and opportunity for a full-time residence or an AIRBNB income producing property. Close to numerous local Tiki-Bars, Fine Dining, Golfing, Public Boat Ramps and Storage Marinas. Short car drive or boat ride to either Boca Grande or Manasota Key Beach. This home has the popular desired split bedroom floor plan. The primary bedroom and has lots of natural light and private sliding doors out to the enclosed screen lanai. There is another slider off the dining room into the lanai which features an amazing tranquil backyard view of the Preserve. The backyard is enclosed with a black cable vinyl fence with two gates for easy access. Updates include: 2023 Roof *2019 A/C *2026 Hot water heater *2019 Electric Panel and 2019 remodeled kitchen. Call for a Private Showing!
118 ROTONDA CIR, ROTONDA WEST, FL 33947
$254,00067 Days on yellowkey MLS ID: D6146103
Bed: 2 Bath: 2.0 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 Agent: Alisha Weaver (941-270-0389)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.