Tuckahoe Springs Real Estate, Homes, Condos for Sale in Caroline, VA

3 Beds ⋅ 2 Baths ⋅ MDCM2007666 MLS

Eastern Shore living at its finest! Nestled in the desirable Tuckahoe Springs subdivision, this beautifully maintained home offers the perfect blend of comfort, style, and serene outdoor living. Step inside to an inviting foyer that leads to a dedicated laundry area and an expansive, well‑appointed kitchen featuring cabinetry galore, upgraded stainless‑steel appliances, and quartz countertops. The kitchen flows seamlessly into a bright dining area accented with custom shiplap, creating an ideal space for everyday meals or entertaining. The formal living room is a true showstopper—anchored by a whitewashed brick wood fireplace and bathed in natural light, it’s the perfect place to unwind. Down the hall, you’ll find a guest bathroom, two comfortable bedrooms, and the private primary suite. The full basement expands your living possibilities with additional recreational space, thoughtfully divided into a potential living area and a generous storage section. Off the dining room, the spacious sunroom provides year‑round enjoyment, offering peaceful views of the backyard oasis. Outdoors, tranquility awaits. The backyard has been thoughtfully transformed with multiple gathering spaces including a cozy fire pit area, dedicated grilling zones, garden beds, and a private yard that captures the true Eastern Shore peace and quiet. The neighborhood also provides a private community water access to the Tuckahoe Creek with a picnic area and dock. This is your chance to experience a home that offers comfort, character, and the lifestyle you’ve been searching for. Don’t miss the opportunity to make this incredible property yours. Roof, HVAC, Septic and multiple other upgrades completed since 2022, providing the peace of mind you want in your next home!

23118 Tuckahoe Springs Dr, Denton

$1,250,000

4 Beds ⋅ 3 Baths ⋅ MDCM2007476 MLS

New price improvement! 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

$348,000

3 Beds ⋅ 2 Baths ⋅ MDCM2007352 MLS

This charming ranch-style home, built in 1986, offers a perfect blend of comfort and functionality. Minutes to Tuckahoe Creek boat ramp! With 1,300 sq. ft. of well-designed space, it features three inviting bedrooms and two full bathrooms, including a primary suite with a walk-in closet and a tub/shower. The traditional floor plan is enhanced by built-ins and ceiling fans, creating a cozy atmosphere throughout. The kitchen is equipped with modern appliances, including a built-in microwave, dishwasher, and newer electric range, making meal prep a delight. There is a dining area just off the kitchen, with backyard and deck access, along with a breakfast bar. Enjoy gatherings and privacy in the fully fenced backyard, taking advantage of the brand new deck. There is also a apple tree and there may still be some blackberry, raspberry and blueberry bushes. The shed in the backyard, with electric, is an added plus. Additional highlights include durable flooring options such as hardwood, laminate and ceramic tile. Enjoy the convenience of town amenities, just about 10 minutes away (Easton or Denton). Located on a peaceful street, this home is a serene retreat, ready for you to create lasting memories. Don't miss the opportunity to make this inviting space your own!

8140 Haven St, Denton

$277,000

3 Beds ⋅ 1 Baths ⋅ MDCM2006512 MLS

This adorable 3-bedroom residence is located between Easton and Denton. Situated on a spacious one acre lot offering a perfect blend of comfort and low maintenance. Inside offers a lovely sunroom full of natural light, living room with newer flooring, kitchen has updated appliances and separate dining area and three cozy bedrooms with hall bath. Nice rear deck overlooking back yard. The expansive back yard provides a serene retreat, ideal for outdoor activities, gardening, or simply relaxing in nature. Within a half mile to public landing. Recent upgrades include: Some interior painting, new refrigerator 2025, encapsulated crawl space with dehumidifier 2020, front door and bay window replaced in 2022, storm door replaced in 2021, attic stairs replaced in 2025. Don’t miss out on this wonderful opportunity to own a well-maintained home with plenty of outdoor space. Perfect home for the retiree or first-time buyer. Schedule a viewing today! Owner can't move out until end of Dec.

8259 Haven Street, Denton

$375,000

3 Beds ⋅ 2 Baths ⋅ MDCM2005026 MLS

New and Improved! Welcome to Tuckahoe Springs, where easy living meets the Eastern Shore! This ranch style home has so much to offer. Step into the spacious living area open to the recently renovated kitchen/dining room featuring rustic cabinetry aplenty and granite countertops. Off the main living area, there is a smaller sitting room and laundry area. Down the hall you will find two bedrooms, a large guest bathroom and the primary bedroom/bathroom. New paint both interior and exterior! A spacious deck where you can unwind and relax in the tranquility. Need space for your toys or a shop? Outside you will find a detached oversized two car garage and separate one car garage/shop area. Neighborhood has a private water access to the Tuckahoe River; fish off the dock or launch your kayak! Conveniently located between Denton and Easton in a quiet development, all this home needs is its new owner! That could be YOU! Don't miss your opportunity to spend your summer in this beautiful home!

22965 Tuckahoe Springs Drive, Denton

$405,000

4 Beds ⋅ 2 Baths ⋅ MDCM2005282 MLS

Charming 4-Bedroom Home in Tuckahoe Springs - Ideal Location & Ample Space!! Located in the peaceful community of Tuckahoe Springs, this well-maintained 4-bedroom, 2-bathroom home sits on just over 1 acre of land, offering a perfect blend of tranquility and convenience. Ideally situated between Easton and Denton, it’s the perfect retreat with easy access to local amenities. The newly remodeled kitchen is a standout feature, boasting beautiful new cabinetry, a sleek granite countertop, and all-new stainless steel appliances (except for the dishwasher). The space is completed with fresh luxury vinyl plank flooring, making it both stylish and practical. The home offers plenty of room for the whole family with two spacious bedrooms on the main level and an additional two generously-sized bedrooms on the second floor. You’ll also enjoy the benefits of a new roof installed in 2023, as well as zoned heating and air conditioning for optimal comfort year-round. Step outside the kitchen to find a deck that overlooks the serene, wooded backyard—perfect for relaxing or entertaining guests. The oversized, detached 1-car garage provides ample storage space for tools and lawn equipment, while the floored second story offers easy access to additional storage. The garage is equipped with a garage door opener and a commercial-grade automatic side door opener for added convenience. Additionally, the voluntary HOA of Tuckahoe Springs grants easy access to community grounds along Tuckahoe Creek, where you can launch a canoe or kayak from the pier—ideal for outdoor enthusiasts. This home offers a fantastic opportunity to live in a peaceful, country-like setting without sacrificing accessibility to Easton and Denton.

23048 Tuckahoe Springs Drive, Denton

$650,000

3 Beds ⋅ 4 Baths ⋅ MDCM2003998 MLS

Under contract with a home sale contingency with a 72 hr kickout. Continue to show. The spacious open floor plan is designed to maximize comfort and convenience, with expansive windows that flood the interiors with natural light and offer stunning views of the river from every angle. The upper level consists of 3 bedrooms, kitchen and living area, with an enclosed porch and an open deck area. The kitchen features custom cabinetry for maximum storage, a center island perfect for culinary creations or casual dining, and a skylight to bring in sunlight. The master suite is a true retreat, boasting a spa-like ensuite bath with a skylight, deep jetted tub and walk in shower, views of the water and a sitting area, a large walk in closet, dressing area and another full bath. Additional bedrooms offer comfort and privacy for family members or guests. The lower level has a huge entertainment area with a 4 season sunroom, laundry area, bonus room and full bath, while a dedicated home office provides the ideal space for remote work or creative pursuits. Outside, the expansive deck is an entertainer's paradise, bring your imagination to make this backyard the private oasis for enjoying the tranquil views. The outside is plumbed with hot and cold waer for an easy addition of an outside shower or dog washing station. There is approximately 150 ft of shoreline on this expansive 1.16 acre lot with your own extended dock with electricity for all your water activities. The gunite in ground pool is in need of some love. The 2 car garage has room for a workshop. In addition there is an extra storage room for pool and boat accesories. Freshly painted with new carpet installed. Dual heating zones. Xfinity internet. With its prime location between Easton and Denton, this property offers easy access to shopping, dining, and recreational amenities, while still providing a peaceful retreat from the outside world. Don't miss your chance to experience waterfront living. Schedule your private tour today and start living the life you deserve.

23079 Tuckahoe Springs Drive, Denton

$405,000

3 Beds ⋅ 3 Baths ⋅ MDCM2003500 MLS

Welcome to your new home situated on a private 1.14 acre lot tucked back off of the main road providing a wonderful setting. This spacious rancher with a full basement boasts three bedrooms and two full and one half bath. All of the bathrooms as well as the kitchen have been recently updated and are magnificent. The home also has an oversized two car side entry garage as well as a full unfinished basement with a walk up that is ready to be turned into the basement of your dreams. Additionally, there is a screened in gazebo as well as a separate shed/workshop on the property.

23060 Tuckahoe Springs Drive, Denton

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