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$1,850,000

Step back into the timeless charm of Rehoboth Beach in the coveted, quiet Country Club Estates neighborhood, where treasured beach memories are made and downtown is just a leisurely stroll away. This charming 4-bedroom home offers the quintessential Rehoboth lifestyle—walk to the beach, wander down to the boardwalk, grab your morning coffee, browse the shops, and enjoy dinner downtown, all without getting in the car. Lovingly maintained and thoughtfully updated, this home beautifully blends the nostalgia and character of a classic Rehoboth Beach retreat with the comforts of today. The kitchen flows seamlessly into the open and inviting living room, creating a welcoming space for gathering with family and friends. The front screened porch, enhanced with EZ Breeze windows installed in 2024, is the perfect spot for morning coffee, an afternoon read, or unwinding after a day at the beach while enjoying the coastal breeze. Recent updates and features include new upstairs flooring in 2026, a tankless water heater, irrigation system, and two-zone heating and cooling for year-round comfort. Whether you're looking for a beloved family beach house, a full-time residence, a second home, or a proven income-producing property, this home delivers. It boasts an impressive rental history, averaging approximately $60,000 annually, and is being offered mostly furnished—making it easy to settle in and start enjoying the Rehoboth lifestyle from day one. There is something special about a home where you can leave the car in the driveway and walk to the places that make Rehoboth Beach so memorable. From beach days and boardwalk strolls to ice cream after dinner and evenings spent exploring downtown, this is the kind of location that evokes the best of Rehoboth's timeless appeal. Homes in Country Club Estates rarely come on the market—don't miss this opportunity to own your own piece of classic Rehoboth Beach.

4 Beds ⋅ 2 Baths

Step back into the timeless charm of Rehoboth Beach in the coveted, quiet Country Club Estates neighborhood, where treasured beach memories are made and downtown is just a leisurely stroll away. This charming 4-bedroom home offers the quintessential Rehoboth lifestyle—walk to the beach, wander down to the boardwalk, grab your morning coffee, browse the shops, and enjoy dinner downtown, all without getting in the car. Lovingly maintained and thoughtfully updated, this home beautifully blends the nostalgia and character of a classic Rehoboth Beach retreat with the comforts of today. The kitchen flows seamlessly into the open and inviting living room, creating a welcoming space for gathering with family and friends. The front screened porch, enhanced with EZ Breeze windows installed in 2024, is the perfect spot for morning coffee, an afternoon read, or unwinding after a day at the beach while enjoying the coastal breeze. Recent updates and features include new upstairs flooring in 2026, a tankless water heater, irrigation system, and two-zone heating and cooling for year-round comfort. Whether you're looking for a beloved family beach house, a full-time residence, a second home, or a proven income-producing property, this home delivers. It boasts an impressive rental history, averaging approximately $60,000 annually, and is being offered mostly furnished—making it easy to settle in and start enjoying the Rehoboth lifestyle from day one. There is something special about a home where you can leave the car in the driveway and walk to the places that make Rehoboth Beach so memorable. From beach days and boardwalk strolls to ice cream after dinner and evenings spent exploring downtown, this is the kind of location that evokes the best of Rehoboth's timeless appeal. Homes in Country Club Estates rarely come on the market—don't miss this opportunity to own your own piece of classic Rehoboth Beach.

345 Hickman St, Rehoboth Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883

$542,000

Welcome to single-level perfection in coveted Country Club Estates! Redesigned for modern living, this open-concept ranch pairs timeless charm with standout architectural upgrades. Main-Level Living & Sunlit Spaces At the center of the home, a vast great room features soaring vaulted ceilings, recessed lighting, and solar tubes that flood the layout with light. The centerpiece is a custom stone-mantel fireplace that anchors the open dining and living areas. Double sliding glass doors open directly into an expansive, year-round Florida Room—ideal for relaxing or entertaining in any season. Updated Kitchen & Flexible Bonus Room The open kitchen boasts newly painted cabinetry, sleek granite countertops, and stainless steel appliances. Beyond three spacious main-level bedrooms and two full baths, a private finished bonus room sits above the garage—ready to serve as a fourth bedroom, home office, or hobby room. Outdoor Retreat & Key Upgrades Step outside to a low-maintenance vinyl Trex deck overlooking a manicured, tree-lined backyard. Open-Concept Redesign: Wall removed to create seamless flow Interior Upgrades: New flooring/carpet, updated lighting & ceiling fans, new fireplace stonework & mantel Systems & Structure: Brand-new AC unit, finished garage floor, updated kitchen finishes Storage & Extras: Built-in closet organization throughout, low-maintenance exterior living Turn-key, bright, and completely refreshed. Schedule your private tour today!

4 Beds ⋅ 2 Baths

Welcome to single-level perfection in coveted Country Club Estates! Redesigned for modern living, this open-concept ranch pairs timeless charm with standout architectural upgrades. Main-Level Living & Sunlit Spaces At the center of the home, a vast great room features soaring vaulted ceilings, recessed lighting, and solar tubes that flood the layout with light. The centerpiece is a custom stone-mantel fireplace that anchors the open dining and living areas. Double sliding glass doors open directly into an expansive, year-round Florida Room—ideal for relaxing or entertaining in any season. Updated Kitchen & Flexible Bonus Room The open kitchen boasts newly painted cabinetry, sleek granite countertops, and stainless steel appliances. Beyond three spacious main-level bedrooms and two full baths, a private finished bonus room sits above the garage—ready to serve as a fourth bedroom, home office, or hobby room. Outdoor Retreat & Key Upgrades Step outside to a low-maintenance vinyl Trex deck overlooking a manicured, tree-lined backyard. Open-Concept Redesign: Wall removed to create seamless flow Interior Upgrades: New flooring/carpet, updated lighting & ceiling fans, new fireplace stonework & mantel Systems & Structure: Brand-new AC unit, finished garage floor, updated kitchen finishes Storage & Extras: Built-in closet organization throughout, low-maintenance exterior living Turn-key, bright, and completely refreshed. Schedule your private tour today!

1012 Golf Dr, Culpeper

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$799,000

Welcome to this spacious brick rancher located in the desirable Country Club Estates neighborhood, offering over 2,800 square feet of beautifully updated living space in a peaceful, park-like setting. Designed for both comfort and elegance, this home features expansive, light-filled interiors and timeless architectural details throughout. The heart of the home is a large, luxurious living room showcasing vaulted, beamed ceilings, a fireplace, and sweeping views of the expansive rear yard. Rich hickory hardwood flooring runs throughout the kitchen, breakfast area, living room, office, and formal dining room, creating a warm and cohesive flow across the main living spaces. The formal dining room is enhanced with elegant crown molding, offering a refined setting ideal for both everyday living and entertaining. The updated gourmet kitchen features granite countertops, abundant cabinetry, and a seamless connection to the breakfast area and main living spaces, making it both functional and inviting. The private primary suite is generously sized and offers two walk-in closets along with a beautifully appointed en-suite bath featuring a luxury soaking tub, double vanity, travertine tile flooring, and a tiled walk-in shower. Two additional bedrooms provide ample closet space and share a well-appointed full bath, also finished with travertine tile flooring and a tiled shower. Outdoor living is equally impressive with extensive mature landscaping that enhances privacy and natural beauty. A stone patio and a combination of brick and Trex decks provide multiple spaces for relaxing or entertaining while enjoying the serene surroundings. Additional features include an attached two-car garage as well as a detached one-car garage, offering exceptional storage and flexibility. Ideally located just minutes from historic Chestertown and only a golf cart ride to the Chester River Yacht and Country Club and the Chester River, this exceptional home blends privacy, convenience, and luxury Eastern Shore living at its finest.

3 Beds ⋅ 3 Baths

Welcome to this spacious brick rancher located in the desirable Country Club Estates neighborhood, offering over 2,800 square feet of beautifully updated living space in a peaceful, park-like setting. Designed for both comfort and elegance, this home features expansive, light-filled interiors and timeless architectural details throughout. The heart of the home is a large, luxurious living room showcasing vaulted, beamed ceilings, a fireplace, and sweeping views of the expansive rear yard. Rich hickory hardwood flooring runs throughout the kitchen, breakfast area, living room, office, and formal dining room, creating a warm and cohesive flow across the main living spaces. The formal dining room is enhanced with elegant crown molding, offering a refined setting ideal for both everyday living and entertaining. The updated gourmet kitchen features granite countertops, abundant cabinetry, and a seamless connection to the breakfast area and main living spaces, making it both functional and inviting. The private primary suite is generously sized and offers two walk-in closets along with a beautifully appointed en-suite bath featuring a luxury soaking tub, double vanity, travertine tile flooring, and a tiled walk-in shower. Two additional bedrooms provide ample closet space and share a well-appointed full bath, also finished with travertine tile flooring and a tiled shower. Outdoor living is equally impressive with extensive mature landscaping that enhances privacy and natural beauty. A stone patio and a combination of brick and Trex decks provide multiple spaces for relaxing or entertaining while enjoying the serene surroundings. Additional features include an attached two-car garage as well as a detached one-car garage, offering exceptional storage and flexibility. Ideally located just minutes from historic Chestertown and only a golf cart ride to the Chester River Yacht and Country Club and the Chester River, this exceptional home blends privacy, convenience, and luxury Eastern Shore living at its finest.

7828 Country Club Ln, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

$555,000

Well maintained home in sought after neighborhood of Country Club Estates. Located on a quiet street and set back off the road, with nice landscaping . The home has 3BR and 2BA split floor plan with gas fireplace and built in accent shelves. The set up is perfect for those looking to move to Town with all of the conveniences it provides. Brick front, new roof, totally updated with new kitchen, quartz countertops, new light fixtures, stainless appliances, hardwood floors, tankless hot water heater, composite deck with vinyl rails, renovated primary bath, and insulated crawl space. Two car garage offers shelving and cabinet storage plus people door access. In addition, it is easy access to walk over to the Culpeper Country Club or Powell Wellness plus it's close to the hospital and downtown amenities.

3 Beds ⋅ 2 Baths

Well maintained home in sought after neighborhood of Country Club Estates. Located on a quiet street and set back off the road, with nice landscaping . The home has 3BR and 2BA split floor plan with gas fireplace and built in accent shelves. The set up is perfect for those looking to move to Town with all of the conveniences it provides. Brick front, new roof, totally updated with new kitchen, quartz countertops, new light fixtures, stainless appliances, hardwood floors, tankless hot water heater, composite deck with vinyl rails, renovated primary bath, and insulated crawl space. Two car garage offers shelving and cabinet storage plus people door access. In addition, it is easy access to walk over to the Culpeper Country Club or Powell Wellness plus it's close to the hospital and downtown amenities.

1808 Stoneybrook Ln, Culpeper

Listing courtesy of CENTURY 21 New Millennium. Contact: (540) 825-1613