Oakland Hills is one of the established sections of Rotonda West, featuring residential streets and homes near the area's golf courses, canals and neighborhood recreation. This neighborhood is part of Rotonda West in Charlotte County, Florida, near Englewood, Placida, Boca Grande and Gulf Coast beaches.
Rotonda West is known for its distinctive circular layout, freshwater canals, golf courses and deed-restricted neighborhoods. Oakland Hills is one of seven principal Rotonda West sections, alongside Broadmoor, Long Meadow, Oakland Hills, Pebble Beach, Pine Valley, Pinehurst and White Marsh. Buyers should compare lot sizes, home ages, flood zones and property-specific features rather than assume every home has a canal or golf-course view.
| Community | Annual HOA | CDD |
|---|---|---|
| Rotonda West - Oakland Hills | $180-$190 | $0 |
HOA fees and included services may vary by property and are subject to change. Figures are based on available real estate listing data as of October 2026 and are believed reliable but not guaranteed. Buyers should verify fees, assessments, deed restrictions and included services directly with the association before purchasing.
Residents enjoy access to the greater Rotonda West area's parks and recreation, while golfers can explore nearby public and membership-based courses. Golf memberships and greens fees are separate from homeowners association dues. Englewood beaches, Boca Grande, boating, fishing, shopping and dining are accessible by car.
Visit the Rotonda area guide for an overview and HOA comparison, or explore Rotonda Lakes, Rotonda Heights, Rotonda Meadows and Rotonda Sands.
Browse available Oakland Hills homes and lots below. Contact Jason Ester with RE/MAX to compare properties and arrange a showing.
Brand-New Construction Triplex located in the Oakland Hills section of Rotonda West, offering a versatile opportunity for a variety of living and investment goals. This n...
Brand-New Construction Triplex located in the Oakland Hills section of Rotonda West, offering a versatile opportunity for a variety of living and investment goals. This n...
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 f...
Exceptional and fully updated modern duplex property located on Boundary Boulevard in Rotonda West, offering a turn-key layout designed for maximum appeal and effortless ...
Welcome To your Golf Course Facing Dream Home with an Oversized Pool. This 4 Bedroom 2 Bath Rotonda West Home is Perfect for any Golf enthusiast. The home is located on a...
This 2018 built 4 bed 2 bath home with a heated pool is amazing. on the water canal. It boasts over 2100 sq ft of living space under air. With easy access to golf course...
Fully leased and generating immediate income, this beautifully remodeled duplex is a turnkey investment in one of Southwest Florida's fastest-growing yet still quiet and ...
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, ...
Under Construction. Step into luxury with this brand-new BEAUTIFUL GOLF COURSE 4-bedroom, 3-bath, 3-car garage home with the CR elevation, designed with an exceptional op...
Under Construction. New Construction Nearly Finished in Rotonda Heights! Welcome to your new dream home, spacious open layout with 4 bedrooms, 2.5 bathrooms, enjoy a 3 ca...
FULLY RENTED WATERFRONT DUPLEX IN ROTONDA WEST! Add a turnkey income-producing property to your portfolio with this beautifully renovated duplex overlooking the water, pa...
Exceptional development opportunity in the Oakland Hills subdivision of Rotonda West. This approximately 3.43-acre parcel offers nearly 149,500 square feet of land, subst...
Move-In Ready GOLF COURSE POOL HOME with NO REAR NEIGHBORS! Welcome to this beautifully maintained 3-bedroom, 2-bath ranch home overlooking the golf course in the heart ...
Fully leased and generating immediate income! This well-maintained duplex features two 2-bedroom, 2-bath units, each with a 1-car garage, making it a turnkey addition to ...
Welcome to this spacious 4-BEDROOM GOLF COURSE HOME situated on a RARE DOUBLE LOT in the desirable Oakland Hills section of Rotonda West. Offering 2,520 square feet of li...
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....
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...
Start your morning with coffee on the inviting front patio, then step through to a home built around Florida waterfront living. This move-in ready 3-bedroom, 2-bath home ...
Welcome to your dream Florida oasis in the highly sought-after community of Rotonda West. This turnkey furnished beautifully updated 3-bedroom, 2-bathroom pool home sits ...
Space to Live. Room to Relax. A Florida Lifestyle Ready to Enjoy. Welcome to 90 Oakland Hills Court, where the hard work is already done, and the laid-back Florida lifest...
Welcome to your effortless Florida getaway or lucrative investment opportunity! This beautifully updated 3-bedroom, 2-bathroom, 2-car garage home in Rotonda West’s desire...
WATERFRONT • HEATED POOL • 4 BEDROOMS • TURNKEY OPTION Welcome to your Florida waterfront escape! This spacious 4-bedroom, 2-bath home combines relaxed indoor-outdoor ...
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. ...
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 ...
If you're searching for a full-time residence, seasonal getaway, or investment opportunity, this move-in-ready home deserves a spot at the top of your list. Located in th...
165...167...169...171 Rotonda Blvd W are all included in listing price. 1.55 acre +/- parcel in highly desirable Rotonda West. Multi-Family zoning RMF 15 (up to 15 units ...
BRAND NEW 2026 ROOF!!! ** WATERFRONT HAVEN WITH CURB APPEAL IN ROTONDA WEST ** DO NOT MISS!!! From the moment you pull up the sweeping, expansive driveway, this property ...
Welcome to this beautifully reimagined 3-bedroom, 2-bath home, where nearly every detail has been thoughtfully updated to provide a fresh, modern living experience. From ...
Updated finishes, beautiful water views, and inviting outdoor space—258 Annapolis Lane is ready for your Florida lifestyle! Being sold furnished, this Rotonda West home m...
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 ...
Live your best life at this WATERFRONT home in the highly sought after ROTONDA WEST community! This 2-BEDROOM, 2 BATH home is a true hidden gem, nestled along the tranqui...
Enjoy peaceful waterfront living at this beautifully updated canal-front home in Rotonda West. This move-in-ready 2-bedroom, 2-bath residence features tile flooring throu...
Welcome to Rotonda West Oakland Hills, where this turnkey furnished 3 bedroom, 2 bath home sits on a quiet street with a tranquil nature preserve just beyond the backyard...
Virtually Staged. BEAUTIFULLY RENOVATED and MOVE-IN READY! Enjoy a fantastic GOLF COURSE VIEW from this spacious 2-bedroom, 2-bath home in desirable Rotonda West. This ho...
Full of charm and character in the Oakland Hills section of Rotonda West, this 2 bedroom, 1 bathroom home combines colorful coastal style with valuable updates including ...
Short Sale. SHORT SALE – ACTIVE BANK APPROVED PRICE! Fantastic Opportunity to Own a Golf Course Home in Rotonda West! If you've been dreaming of affordable Florida golf...
A beautiful multi-family lot. Central water, central sewer, electric, cable. These 3 waterfront lots were originally zoned for 2 condo buildings and a pool.
Rare opportunity to own an oversized 1.02-acre homesite in Rotonda West, offering a level of space and flexibility not often found within this highly desirable Gulf Coast...
TWO ADJOINED BUILDABLE VACANT LOTS in popular and growing Rotonda West. Each lot has a parcel ID, and RMF15 zoning allows you to use them for multifamily construction pro...
A beautiful multi-family lot. Central water, central sewer, electric, cable.