Rolling Woods Real Estate

Rolling Woods Real Estate

Welcome to Rolling Woods, a picturesque subdivision nestled in the charming town of Orange, Virginia, within the scenic Spotsylvania County. This idyllic community is a haven for those seeking a serene lifestyle while still being conveniently close to modern amenities.

Rolling Woods is characterized by its lush greenery, rolling hills, and beautifully landscaped properties that create a warm and inviting atmosphere. As you stroll through the neighborhood, you'll be greeted by friendly neighbors and a sense of community that makes this subdivision truly special. The spacious homes, designed with both comfort and style in mind, cater to a variety of tastes and lifestyles, making it the perfect place for families, retirees, and everyone in between.

One of the standout features of Rolling Woods is its proximity to nature. Residents can enjoy easy access to nearby parks and recreational areas, perfect for hiking, picnicking, or simply soaking in the natural beauty that Virginia has to offer. The region is also rich in history, with local attractions that showcase the rich heritage of Orange and Spotsylvania County.

In addition to its tranquil environment, Rolling Woods is conveniently located just a short drive from shopping, dining, and entertainment options in the heart of Orange. Whether you’re looking for a quaint café or a vibrant community event, you’ll find it all just minutes away.

Discover the charm of Rolling Woods, where a peaceful lifestyle meets the vibrancy of community living. Your dream home awaits in this delightful subdivision!

Newest Listings in Rolling Woods

15300 Drummers Ln, Orange
$649,000
5 Beds ⋅ 3 Baths
Welcome to Rolling Woods on the public side of Lake Anna! Built in 2023, this beautifully maintained 5-bedroom home offers over 3,000 square feet of living space, two boat slips, and the perfect combination of privacy, comfort, and lake living. Tucked away at the end of a quiet cul-de-sac on a private, wooded lot, this property has plenty to offer both inside and out! Step inside to find a bright, open floor plan with vaulted ceilings, skylights that fill the home with natural light, and a spacious living area featuring a cozy gas fireplace. The kitchen offers stainless steel appliances, ample cabinetry, and a large center island, flowing seamlessly into the dining and living spaces. Enjoy the convenience of main-level living with a spacious primary suite, laundry room, and direct access to the attached garage. The fully finished walkout basement provides even more room to spread out, featuring a second family/rec room, additional living space, and a dedicated storage/workshop room. Whether you're entertaining guests, hosting family gatherings, or simply looking for room to relax, there's space for everyone. Outside, enjoy peaceful mornings on the screened-in porch overlooking the wooded backyard, or spend your evenings gathered around the beautiful stone firepit patio. The property also features raised garden beds, mature landscaping, and a paved driveway. With two boat slips included, you'll have the opportunity to enjoy everything Lake Anna has to offer without the waterfront price tag! Whether you're searching for a full-time residence or a weekend lake retreat, this nearly new home in Rolling Woods is ready to welcome you!

15300 Drummers Ln, Orange

Listing courtesy of Lake Anna Island Realty. Contact:

7206 Castaway Beach Rd, Orange
$849,000
4 Beds ⋅ 4 Baths
Lake Anna days can end with an evening around your own fire pit. Welcome to Castaway Cove at 7206 Castaway Beach Road, a completed 2026 home on 2.14 wooded acres in the Rolling Woods community. With four bedrooms, three full baths, one half bath, and 2,918 finished square feet, the home offers private community access to Lake Anna through a boat ramp, docks, and picnic area. The layout features two private bedroom suites on separate levels. The main-level primary suite includes a built-in coffee and wine bar, two walk-in closets, and a bath with dual vanities, a freestanding tub, and a separate tiled shower. Upstairs, a second bedroom has its own en suite bath and walk-in closet. The arrangement offers flexibility for hosting guests, enjoying the home as a private retreat, or exploring its potential as a vacation rental. The large finished room over the garage is currently set up as an indoor playground and game room with a TV, offering a ready-made vision for this flexible space. Two additional bedrooms complete the upper level. A composite deck leads to an expansive stamped-concrete patio and firepit area with three-sided bench seating and integrated lighting. A living koi pond, putting green, and hot tub, (which convey) add even more ways to enjoy the property. The open main level also features a kitchen with quartz countertops, a center island, stainless steel appliances, a pot filler, and a walk-in pantry. The unfinished walk-out basement has plumbing rough-in for a future bathroom, while the two-car garage includes a sealed floor and utility sink. The indoor playground and game room setup, including the TV, is available for separate purchase. All other furnishings, electronics, the golf cart, and indoor and outdoor décor are also available for separate purchase. ** Some exterior photos were edited to present a fully grown lawn.

7206 Castaway Beach Rd, Orange

Listing courtesy of Coldwell Banker Elite. Contact:

16533 Days Bridge Rd, Orange
$99,000
Your Lake Anna lifestyle starts here! This 0.96-acre water-access lot in Rolling Woods on the highly sought-after public side of Lake Anna is wooded and ready for you to bring your builder, your house plans, and your vision and create the Lake Anna retreat you've always wanted. Whether you're looking to build a full-time residence, weekend getaway, or investment property, this lot offers plenty of possibilities. One of the best parts? You'll have access to the Rolling Woods waterfront common area featuring a boat ramp, pier/dock, boat docks, mooring area, picnic area, and lake privileges. Launch the boat, head out for a day on the water, come back for a picnic by the lake, and enjoy everything that makes the Lake Anna lifestyle so special. The location is hard to beat, with popular Lake Anna destinations including Tim's at Lake Anna, Lake Anna Taphouse, Moo-Thru ice cream, marinas, restaurants, shopping, and more just a short drive away. Want even more space? Here's where this opportunity gets really exciting. The neighboring Lot 96 is also for sale, along with the home at 15304 Drummers Ln (Lot 95)! Purchase this lot individually or explore the rare opportunity to own multiple neighboring properties. Imagine the possibilities of extra space, a family compound, an investment opportunity, or your own expanded Lake Anna retreat. Water access, a great public-side location, and multiple purchasing possibilities.

16533 Days Bridge Rd, Orange

Listing courtesy of Lake Anna Island Realty. Contact:

15413 Drummers Ln, Orange
$119,000
This 2.5 acre wooded property a gem! Enjoy this water access lot in Rolling Woods, which is on the public side of Lake Anna. Great place to build your perfect lake home for those who enjoy lake life. Located at the end of the cul-de-sac means less traffic and peace & quiet. Perc test was done years ago by M&M Soil Consultants with a 3 bedroom gravity fed conventional perc. Plat in documents shows the proposed drainfield site. The gated common area is around the corner on Castaway Beach Rd, which has a boat ramp and picnic area. The lot comes with boat slip #73. This is a friendly neighborhood with quick access to Hwy 522 or Rt 208. Convenient to Culpeper, Fredericksburg and Orange. Lake Anna is a residential resort area with so much to offer. Water activities, trivia nights, watering holes, monthly Bingo at the Belmont Community Center, miniature golf, restaurants, book clubs, social clubs and more. The Lake Anna community is a great place to retire, raise a family or just enjoy weekend vacations.

15413 Drummers Ln, Orange

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

15400 Drummers Ln, Orange
$550,000
3 Beds ⋅ 3 Baths
Newly constructed home close to completion so you'll be able to move in for the holidays! Updated interior pictures coming soon. Beautiful corner lot in Rolling Woods subdivision on the public side of Lake Anna near the front entrance. This home is a spacious Cape Cod with approximately 2,000 sf. Primary bedroom and bathroom is on the main level with walk-in closet. Two bedrooms, bathroom and large storage room located on upper level. Modern kitchen with island and quartz countertops. Stove has air fryer. Separate dining room for entertaining has a beautiful light fixture. The home includes a first-floor laundry room and an attached two-car garage. Large front porch and gorgeous front door! Enjoy the privacy of sitting outside on your rear deck, which has rear spotlights. Custom homebuilder has created a home with unique charm. There's even a deeded boat slip in the community common area! Lake Anna is an awesome area to live with lake days, social activities, restaurants, miniature golf, golf course and more. Live your best life in this new home! Attractively priced for a new construction home.

15400 Drummers Ln, Orange

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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