54 Edgewood Drive, Hilton Head Island
Crooked Pond Homes for Sale – Hilton Head Plantation
Wooded interior neighborhood with quality homes, larger lots, and excellent value in HHP's peaceful residential setting
Crooked Pond is a well-established interior neighborhood in Hilton Head Plantation featuring single-family homes on wooded lots with lagoon views. Homes range from $550,000 to $850,000+, offering more space per dollar than waterfront or golf-front positions while providing access to a neighborhood pool and all HHP amenities.
Deb Fielden
Russ Fielden
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HHP Neighborhoods
Hickory Forest
Private beach access and wooded settings
Oyster Reef
Golf community around Oyster Reef course
Dolphin Head
Near beach park and Port Royal Sound
Ribaut Island
Exclusive waterfront with Sound views
Spring Lake
Near rec center with lazy river pool
Explore HHP Property Types
HHP Condos
Villas and townhomes in HHP
Waterfront Homes
Sound, marsh, and lagoon-front properties
Waterfront Lots
Premium homesites with water views
Waterfront Condos
Villas with water views
All HHP Real Estate
Complete HHP guide
Quick Facts: Crooked Pond
Crooked Pond is a well-established interior neighborhood in Hilton Head Plantation known for quality construction, wooded settings, larger lots, and excellent value. The peaceful residential atmosphere appeals to buyers seeking more home for their dollar while enjoying full HHP amenities.
- Price Range: $550,000 to $850,000+ for single-family homes
- Home Sizes: 1,400 to 5,000+ square feet
- Year Built: 1983 to present (many updated/renovated)
- Home Styles: Classic Lowcountry architecture on wooded and lagoon-view lots
- Neighborhood Pool: Yes—Crooked Pond has its own pool and tennis
- Setting: Interior location with towering oaks, lagoons, and leisure trail connections
- Value: More space per dollar than waterfront or golf-front positions
- HHP Amenities: 2 miles of beach, pools, marina, tennis, 10+ miles leisure trails
Living in Crooked Pond
Crooked Pond is one of Hilton Head Plantation's most sought-after interior neighborhoods, offering the perfect balance of value, privacy, and community. Located in HHP's wooded interior, Crooked Pond attracts buyers who prioritize larger lots, quality construction, and a quieter residential atmosphere over waterfront or golf course premiums.
The neighborhood features a mix of original homes from the 1980s and 1990s alongside renovated properties with modern updates. Many buyers are drawn to Crooked Pond specifically because they can find larger, well-maintained homes at prices below what similar square footage would cost in waterfront or golf-front positions. This makes it particularly attractive to families, retirees, and remote professionals who want more living space and a private setting.
Neighborhood Character
Crooked Pond sits in HHP's interior where towering live oaks, mature pines, and scenic lagoons create a peaceful, residential feel. Many homes back to wooded preserves or lagoons, providing privacy and wildlife viewing without the premium of direct waterfront. The neighborhood's cul-de-sac streets and thoughtful layout contribute to a friendly atmosphere where neighbors walk morning routes and chat along the way.
Leisure trails connect Crooked Pond to other HHP neighborhoods and amenities, making it easy to bike or walk to the Spring Lake Recreation Center, the beach, or other destinations without using a car. This connectivity enhances the neighborhood's appeal for active residents.
Neighborhood Amenities
Crooked Pond features its own neighborhood pool and tennis courts, providing convenient recreation close to home. There's a small neighborhood association fee that covers these amenities. Residents also enjoy full access to all Hilton Head Plantation amenities: two miles of beach at Dolphin Head, the Spring Lake Recreation Center with lazy river pool, tennis and pickleball courts, Skull Creek Marina, and over 10 miles of leisure trails throughout the community.
Convenient Location
Crooked Pond's location near Main Street Village (just outside HHP's gates) provides quick access to shopping, dining, Publix, medical services, and other essentials. The neighborhood offers the best of both worlds: a peaceful interior setting with easy access to everything the island offers.
Crooked Pond – FAQs
What is the price range for homes in Crooked Pond?
Crooked Pond homes typically range from $550,000 to $850,000+, with pricing dependent on square footage, lot size, renovation status, and lagoon or preserve views. Updated homes with modern finishes command higher prices, while original-condition homes offer value opportunities for buyers willing to renovate.
Does Crooked Pond have its own pool?
Yes, Crooked Pond has its own neighborhood pool and tennis courts, covered by a small neighborhood association fee. Residents also have access to the main Spring Lake Recreation Center with its lazy river pool, tennis, and pickleball courts.
How does Crooked Pond compare to other HHP neighborhoods?
Crooked Pond is an interior neighborhood offering more home for your dollar compared to waterfront or golf-front sections. Similar interior neighborhoods include Big Woods, Hickory Forest, and Deerfield. Buyers prioritizing water views or golf course frontage would look to Ribaut Island, Skull Creek, Headlands, or Bear Lake areas instead.
Are short-term rentals allowed in Crooked Pond?
No, Hilton Head Plantation does not permit short-term vacation rentals (Airbnb, VRBO, etc.) in any of its neighborhoods, including Crooked Pond. This policy maintains the residential character that attracts full-time residents and second-home owners to HHP.
What condition are Crooked Pond homes in?
Homes in Crooked Pond range from original 1980s-1990s construction to fully renovated properties with modern updates (new roofs, HVAC, kitchens, flooring, etc.). Many homes have been tastefully updated over the years. We help buyers evaluate renovation quality and identify homes that match their preferences for move-in ready versus fixer-upper.
What are the fees for Crooked Pond?
Crooked Pond homes pay standard Hilton Head Plantation POA fees plus a small neighborhood association fee that covers the Crooked Pond pool and tennis courts. Contact us for current fee amounts.
Disclaimer
All property details, pricing, POA fees, and neighborhood association information are subject to change. Buyers should verify all information through HHP POA, Crooked Pond neighborhood association, and professional advisors. Page last reviewed: December 2025.
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