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$789,000
3 Beds ⋅ 3 Baths
Waterfront living doesn't get much better than this. Welcome to 280 Lake Caroline Drive—a beautifully updated lakefront retreat where every day feels like a vacation. Rare Deep-Water Lakefront Living—Turnkey, Updated, and Ready for Your Next Chapter at Lake Caroline.” Welcome to 280 Lake Caroline Drive, a private waterfront retreat where thoughtful updates, wide lake views, and true move-in readiness come together on one of Lake Caroline’s most desirable lots. Set on more than half an acre with breathtaking 180-degree lake views and deep-water access, this beautifully maintained home delivers the feel of a year-round resort with the comfort and practicality of everyday living. A long paved driveway leads to the attached two-car garage, with generous additional parking for guests, boats, and recreational vehicles. Professionally landscaped grounds, extensive irrigation, and a fully fenced backyard create a setting designed for privacy, ease, and outdoor enjoyment. Inside, the home has been extensively updated across both levels. Highlights include remodeled bathrooms, updated flooring, newer kitchen appliances, a 2024 HVAC system, 2022 water heater, and a whole-house water filtration system installed in 2025. Four large bay windows fill the home with natural light and frame spectacular water views from multiple rooms. The main level offers comfortable living spaces and direct access to an elevated three-season porch overlooking the lake. The primary suite includes its own private balcony, an ideal spot for morning coffee, sunrise views, and quiet evenings by the water. Two gas fireplaces add warmth and character on both levels. The finished lower level offers excellent flexibility for guests, extended stays, multigenerational living, remote work, hobbies, or entertaining. This level features a spacious family room, large bedroom, full bath, kitchenette, two bonus rooms, one currently used as a fourth bedroom, and additional storage space. Outdoor living is where this property truly shines. Enjoy an oversized lakeside deck, expansive lawn, attached storage shed, and private deep-water dock ready for boating, fishing, swimming, kayaking, paddleboarding, and quiet days on the water. Active lawn care and HVAC service contracts convey to the new owner, adding convenience from day one. Lake Caroline offers an outstanding waterfront lifestyle with a 277-acre full-service lake, two sandy beaches, swimming pool with lifeguards, clubhouse, playgrounds, tennis courts, pickleball courts, basketball courts, fishing, boating, water skiing, wakeboarding, jet skiing, kayaking, paddleboarding, and year-round community events. This is an exceptional fit for a full-time residence, relocation to the area, second home, weekend retreat, or move-up waterfront purchase. Located within a gated, amenity-rich community just minutes from I-95, shopping, dining, and schools, 280 Lake Caroline Drive is a rare opportunity to own one of Lake Caroline’s standout waterfront properties. Nothing left to do except move in and start enjoying lakefront living.

280 Lake Caroline Dr, Ruther Glen

Listing courtesy of Metro Premier Homes. Contact: 703606-4156
$379,999
5 Beds ⋅ 4 Baths
Welcome to this spacious and beautifully updated 5-bedroom, 4-bathroom home, perfectly situated on a large lot within walking distance of the lake. Offering an ideal blend of comfort, functionality, and charm, this property features a welcoming wraparound porch, a screened rear porch, and a fenced backyard that’s perfect for relaxing, entertaining, or enjoying the outdoors. Inside, you’ll find a freshly painted interior complemented by brand-new carpet throughout, creating a move-in-ready feel. The spacious kitchen offers plenty of room for cooking and gathering, while the oversized primary suite provides a true retreat with generous closet space. Large closets throughout the home ensure you’ll have abundant storage for every need. Additional highlights include a nearly new driveway, seasonal winter water views, and a layout designed to accommodate both everyday living and entertaining. With its combination of updates, space, and desirable location near the lake, this home is one you won’t want to miss!

408 Land Or Dr, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 8668257169
$439,999
3 Beds ⋅ 2 Baths
Experience lakefront living at its finest with this beautifully maintained waterfront home on the main lake in Lake Land’Or! Offering 3 bedrooms, 2 bathrooms, and a full-size unfinished basement with endless potential, this home combines comfort, updates, and breathtaking views. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating the perfect space for everyday living and entertaining. Cozy up by the wood-burning fire place during the cooler months, or step outside to the expansive rear deck overlooking the lake, where you can enjoy your morning coffee, evening sunsets, and peaceful waterfront views. Major updates provide peace of mind, including new carpet (2023), a new HVAC system (2025), water heater (2017), a recently painted exterior, and a 30-year roof installed in 2010. A private dock offers convenient access to the main lake, making boating, fishing, kayaking, and paddleboarding just steps from your back door. Located within the gated Lake Land’Or community, residents enjoy an incredible selection of amenities, including multiple lakes and beaches, boat ramps and docks, community pools, picnic areas, pavilions, playgrounds, basketball courts, pickleball courts, tennis courts, an archery range, skeet shooting range, community gym, clubhouse, and 24-hour gated security with patrol. Whether you’re looking for a full-time residence or the perfect waterfront retreat, this exceptional home offers the ideal blend of comfort, recreation, and lakefront living.

8 Mahon Cir, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 8668257169
$71,000
Discover the perfect canvas for your dream home or weekend getaway on this 0.51-acre lot in the highly sought-after, gated resort community of Lake Land'Or. Tucked away on a quiet cul-de-sac, this parcel offers direct access to the lake right from the back of the property — a rare opportunity to own waterfront land at an attainable price point. The lot is confirmed perc approved for a conventional septic system, and municipal water is already available at the street, saving you significant time and money on infrastructure. No flood zone. R1 zoning. Ready to build. Lake Land'Or amenities are second to none: enjoy the 311-acre private lake, boating, fishing, swimming pools, sandy beaches, a clubhouse, fitness center, tennis courts, and 24/7 gated security. Whether you are looking to build a custom home, a weekend retreat, or secure a prime investment in a growing Caroline County corridor, this lot is ready to go. Located just minutes from I95, offering an easy commute to Fredericksburg (30 min) or Richmond (45 min). Builders in this subdivision are actively constructing homes that are selling between $316,000 and $644,000 — the upside is real. Do not miss this chance to own a piece of one of Virginia's premier private lake communities.

7 Eager Cir, Ruther Glen

Listing courtesy of The Greene Realty Group. Contact: 8882785840
$1,200,000
4 Beds ⋅ 4 Baths
Bayfront living with exceptional waterfront amenities! This home offers a rare opportunity to enjoy water views, a boat dock with slip, and a private beach area. The sunroom/sun porch provides the perfect space to relax, entertain, or simply take in the peaceful waterfront setting. The home features a desirable first-floor primary suite with its own private exterior entrance and generous closet space. A separate suite over the garage, also with its own private entry, adds wonderful flexibility for guests, extended living, a home office, studio, or private retreat. With a spacious and versatile layout, multiple private-entry living areas, and direct access to the water, this property is full of potential and ready for its next chapter.

30019 Goose Point Ct, Port Royal

Listing courtesy of 1st Choice Better Homes & Land, LC. Contact: (540) 786-0088
$799,900
3 Beds ⋅ 2 Baths
Welcome to 322 Lake Caroline Drive, where every day feels like a vacation. Perfectly positioned on approximately 95 feet of protected shoreline with deep water, a rebuilt private dock complete with an expanded sun deck, and panoramic lake views, this exceptional waterfront home offers the lifestyle so many buyers dream about but rarely find. Located within the gated community of Lake Caroline, just minutes from I-95 and conveniently situated between Richmond and Washington, D.C., this beautifully maintained home combines peaceful waterfront living with an easy commute and outstanding community amenities. Completely reimagined in 2003, this home underwent an extensive renovation and expansion, transforming nearly every aspect of the property. Taken down to the studs, it was thoughtfully redesigned with a new floor plan, two additions, new drywall, insulation, electrical, plumbing, HVAC, and quality finishes throughout. The result is a home that offers the charm of an established waterfront setting with the features and functionality buyers expect today. Every improvement was thoughtfully designed to maximize natural light, capture stunning lake views, and create comfortable spaces for everyday living and entertaining. Rich hardwood floors, soaring ceilings, custom architectural columns, recessed lighting, and five skylights flood the home with natural light, creating a bright, open atmosphere that immediately welcomes you inside. Additional features include Andersen 400 Series windows and doors, a high-efficiency two-stage Trane HVAC system with an air cleaner installed in 2018, a new water heater in 2024, whole-house surge protection, surround sound throughout the home and rear deck, a separate laundry room, handicap accessibility, and a well-maintained crawlspace. Designed for both everyday living and entertaining, the custom kitchen is sure to impress. Featuring beautiful custom cabinetry, abundant countertop space, a center island with a prep sink, double ovens, a new cooktop, and thoughtful storage throughout, it's a space that will make even the most discerning home chef feel right at home. The spacious living room flows seamlessly to the screened porch, where you can enjoy your morning coffee while taking in peaceful lake views. The primary suite also offers direct access to the porch, allowing you to wake each morning to the beauty of the water. The primary bath features a relaxing soaking tub, separate walk-in shower, and generous space to unwind. Outdoor living is truly the centerpiece of this property. Spend evenings on the expansive rear deck overlooking the lake or head down on your golf cart to the private dock, completely rebuilt and expanded in 2012 to include a large sun deck. Whether you enjoy boating, fishing, kayaking, paddleboarding, swimming, or simply relaxing by the water, this property is ready to support every lakefront adventure. With approximately 95 feet of rip-rapped shoreline and deep water, you'll enjoy both beauty and peace of mind for years to come. Life at Lake Caroline extends well beyond your own backyard. Residents enjoy a 277-acre recreational lake, two sandy beaches, a swimming pool, a clubhouse, tennis, pickleball, and basketball courts, playgrounds, boating, fishing, and other water activities, and an active community with multiple events throughout the year. Whether you're searching for your forever home, a weekend escape, or the waterfront lifestyle you've always imagined, 322 Lake Caroline Drive offers a rare opportunity to own one of the community's finest lakefront properties. The setting is extraordinary. The lifestyle is waiting. Simply move in and start making memories on the lake.

322 Lake Caroline Dr, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact: 5403730100
$1,500,000
4 Beds ⋅ 3 Baths
Beautifully positioned along the deep protected waters of the Tuckahoe, this exceptional residence has been transformed through an extensive renovation that blends timeless design with comfortable waterfront living. Every improvement was carefully planned, resulting in a home that feels as inviting as it is impressive. The heart of the home is the custom kitchen, where blue marble countertops, handcrafted cabinetry, a Wolf gas cooktop, Sub-Zero refrigerator, beverage refrigerators, and a generous island create a space that's equally suited for everyday living and entertaining. Rich hardwood flooring, designer lighting, custom window treatments, and beautifully renovated baths continue throughout the home, while the primary suite offers a peaceful retreat complete with heated bathroom floors and access to a private Juliet balcony. The outdoor spaces are every bit as remarkable as the interior. Step outside to an expansive Balau hardwood deck overlooking the heated saltwater pool, surrounded by travertine, luxury stone, and professionally designed landscaping. Whether you're preparing dinner in the outdoor kitchen, relaxing beside the fire table, enjoying the tranquil fountain, or unwinding in the enclosed four-season sunroom, every space was designed to embrace the waterfront setting. A private pier is just steps away, making it easy to spend the day on the water before returning home to watch the sunset. The home was professionally redesigned with the help of Barclay Designs and interiors by Sanctuary Interiors. The home also features extensive upgrades throughout, including Everlast Advanced Composite Siding, updated HVAC 2023, modernized electrical, a custom bunk room, and countless custom finishes that simply must be seen in person. Located just minutes from Routes 50 and 404, you'll enjoy easy access to Annapolis, Easton, Delaware beaches, and the Chesapeake Bay region while still enjoying the privacy and tranquility of waterfront living. As an added bonus, the home is not located within the floodplain—a rare advantage for a property of this caliber.

23071 Tuckahoe Springs Dr, Denton

Listing courtesy of Sharon Real Estate P.C.. Contact:

$625,000
2 Beds ⋅ 2 Baths
Always dreamed of living in a tree house on a Lake? Here's your opportunity....lovely A-frame home on Lake Caroline with Lake views from Living, dining room and Loft/Bedroom! This charming, updated home has a large, stone fireplace and large deck off the living room; for cozy nights and morning coffee. Well equipped kitchen with stove, microwave, dishwasher, stove top and refrigerator; open to expansive dining area. Main floor bedroom with ample closet space and adjacent bath; that has been updated w/large walk-in shower. Upstairs you find an open, loft/bedroom with vaulted, beamed ceiling and attached, updated bath w/walk-in shower; along with a mini-split to control your room temp. Covered lower patio leads into the basement & crawl space which is climate controlled; perfect for storing your Kayaks and water toys. Follow the paved steps/walkway down to the large yard and dock. Dock has diving platform and steps for ease into the water. The large garage (26 feet long) has room for cars, as well as a shop! Newer Roof. Come enjoy all the amenities that lovely, Lake Caroline has to offer! Close to Highways, shopping, restaurants and the new Kalahari Resort (12/26); making this perfect for a week-end getaway or a primary home!

206 Lake Caroline Dr, Ruther Glen

Listing courtesy of Hometown Realty Services, Inc.. Contact:

$1,550,000
5 Beds ⋅ 5 Baths
Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built in 2006 and extensively renovated in 2016, this 5-bed, 4.5-bath home has been meticulously maintained — nothing to do but move in. Two private primary suites on the main level each offer a serene river view retreat, ideal for multi-generational living or hosting guests in style. Three additional bedrooms upstairs provide room to spread out. Soaring 9-ft ceilings, hardwood floors with a dark walnut finish, maple paneling, and a custom Hagerstown Kitchens kitchen set the tone for quality throughout. Entertain on the brand-new Trex deck (2025) or unwind on the screened porch with spectacular western sunsets — and those views are yours forever. The land across the river is a protected Resource Conservation Area. All major systems are in excellent condition and maintained on yearly service contracts: three Carrier variable-speed HVAC units, dual Rinnai tankless water heaters, closed-cell foam insulation, and Hardie Board siding. The private dock features 8 ft MLW, a boat lift, and dedicated kayak dock with water, 240V power, and security cameras — accessed via hand-laid stone steps. Ospreys, Eagles, Herons, and Owls are regular visitors. A dedicated wellness room with river view includes a voice-command sauna, cold plunge, full shower, and workout space. The 3-bay epoxy-floored garage with LED lighting offers abundant storage for all your gear. A short walk to historic downtown Denton — an Eastern Shore best-kept secret with Eden Town Brewery, award-winning Caroline's Restaurant, Clayton Farms, and Shore Gourmet and the Chesapeake Culinary Center. Easton, St. Michaels, and Oxford are less than 30 minutes away, while Annapolis, Ocean City, Rehoboth Beach, Assateague, and Chincoteague are all within roughly an hour. You're already in the heart of it all.

322 S 2nd St, Denton

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$6,900,000
4 Beds ⋅ 5 Baths
ROSE HILL ESTATE — 352 ACRES OF HISTORIC ELEGANCE AND AN ELEVATED COUNTRY LIFESTYLE Featured in Architectural Digest, this Amelia T. Handegan–designed residence anchors one of Virginia’s most distinguished country estates. Encompassing 352.24 acres, the property offers timeless elegance, masterful restoration, and unparalleled privacy. Designed for those who value both heritage and luxury, every detail reflects refined craftsmanship and enduring beauty. The estate’s remarkable grounds and gardens were further recognized with the 2016 ASLA Virginia Chapter Merit Award, honoring the property’s exceptional landscape architecture and stewardship. Protected under conservation easement, the estate’s rolling landscape unfolds through two gated entrances across open fields, century-old hardwoods, formal gardens, and a stocked pond—offering a rare balance of seclusion, scale, and natural beauty. Originally built in 1799, the residence was comprehensively restored in 2011 by Tidewater Preservation, Inc., under the direction of acclaimed Charleston designer Amelia T. Handegan. The result is a seamless blend of historic integrity and modern sophistication, enhanced by geothermal climate control and radiant floor heating. The 5,431-square-foot main residence features 4 bedrooms, each with an ensuite bath, and a collection of gracious living spaces defined by hardwood floors, intricate crown molding, chair railing, and custom French wallpaper. Formal rooms include a dining room with fireplace, an elegant living room with built-ins, and a distinctive octagonal music room with English windows and hand-painted geometric floors. The chef’s eat-in kitchen pairs historic character with professional-grade function, offering custom wood cabinetry, a wood-burning fireplace, marble-topped island, Wolf range, paneled appliances, wine refrigerator, and ice machine. A well-appointed mudroom with built-ins and laundry provides convenient access to the gardens. The main-level primary suite is a private retreat, featuring a fireplace, sitting room with built-ins, walk-in closet, and direct access to the outdoors, along with a marble-clad bath complete with dual vanities, soaking tub, and walk-in shower. Additional bedroom suites offer fireplaces, built-ins, and beautifully appointed baths, each capturing sweeping views of the rolling countryside, pond, or historic gardens. Beyond the main residence, a guest cottage with exposed beams, marble finishes, and a fireplace offers refined accommodations for visitors. A Pennsylvania bank barn, relocated in 2009, has been thoughtfully reimagined to include a gym, office with full bath, and loft. Distinctive architectural elements include a Thomas Jefferson–inspired dovecote with Birmingham Rollers and a newly constructed folly overlooking the pond. Outdoor amenities are equally exceptional, featuring a tennis court with pavilion, croquet lawn, riding trails, and formal gardens that have been showcased in Garden Club tours, filled with hydrangeas, peonies, fruit trees, and rose of Sharon. A working barn supports a herd of Belted Galloway cattle, further enhancing the estate’s pastoral character. Utilities include well water, septic, geothermal HVAC, propane heat (two owned tanks: 500 and 1,000 gallons), radiant floor heating, and four hot water tanks. A rare and significant offering, Rose Hill Estate embodies a legacy property—where history, land, and lifestyle converge in extraordinary form.

23348 Tidewater Trl, Rappahannock Academy

Listing courtesy of Coldwell Banker Elite. Contact: