Caroline VA Federal Style Homes for Sale

4 Beds ⋅ 2 Baths ⋅ MDCM2006080 MLS

Welcome to this timeless 1880 Federal style House, where historic charm meets thoughtful modern updates. Situated on a serene and spacious lot dotted with beautiful mature fruit trees, this 4 bedroom, 2 bath home offers approximately 2800 sq ft of character-filled space. Many renovations have already been completed- preserving original architectural details while adding essential modern comforts. There's still room for personal vision, whether you want to expand, refresh, or simply enjoy the charm that's already here. Set in the quaint town of Preston yet remarkably convenient to Easton and about an Hour to MD & DE Beaches- this property is ideal. Enjoy wide-open skies, the scent of fruit blossoms in the air, and the enduring elegance of true Eastern Shore history. NOTE This house is being sold "As Is".

148 Main Street, Preston

$6,900,000

4 Beds ⋅ 5 Baths ⋅ VACV2008326 MLS ⋅ Rose Hill BLDG.

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

$285,000

5 Beds ⋅ 3 Baths ⋅ MDCM2004080 MLS

Home was an old Mill on a tributary of the Tuckahoe River. Over 1+ acres of land including a small stream and a pond. Close to the Tuckahoe River. Unique features include many built in cabinets and bookshelves. Tall ceilings and large wood burning fireplace. Oversized rear entry 2-car garage. This one-of-a-kind home is just waiting for you to bring back to its former glory.

9980 Tuckahoe Road, Hillsboro

$479,000

4 Beds ⋅ 2 Baths ⋅ MDCM2004152 MLS

This 38.45-acre property is an idyllic setting for a small farm or to just enjoy the peace and quiet of rural living. With two PERCs approved, and possibilities for subdivision, this could become your family compound or offer opportunities to generate income by selling one parcel. While the farmhouse on the property requires tlc to be livable, there are several other structures that can be customized to suit your needs including two barns, a greenhouse, a high tunnel, a meat house, two corn cribs, a historic style outhouse, and two trailers. There are 26 +/- tillable acres, a strawberry field is currently planted on the property; some of the best fruit you’ve ever tasted could be yours this early summer while you sit by your private pond and enjoy the pastoral views. Just over an hour to Ocean City, MD or BWI Airport, this property is in a great spot to give you country living with access to everywhere you need to go. Less than 15 minutes from the farm you can find yourself in downtown Easton enjoying all it offers including restaurants, shops, and tons of events like the Waterfowl Festival which features artists and sportsmen from around the world. This farm is a must see – the possibilities here are endless! Sentrilock on Front Entrance Gate, No key needed for house, barns, etc. Please do you own due diligence for desired use of the property.

21719 Dover Bridge Road, Preston

$449,999

3 Beds ⋅ 3 Baths ⋅ VACV2004784 MLS

ASK ABOUT SPECIAL FINANCING! Don’t miss this exclusive opportunity to own new construction located in the super convenient Pendleton community right off I95 & RT1 (EXIT #110)! Our popular Lapis plan sits on the most serene lot, surrounded by mature trees and sits on the 6th hole of the Pendleton golf course and it gets even better as this home is at the end of the cul-de-sac!! This home is currently under construction and we have input a beautiful curated design package with LVP throughout the main level and quartz counters with white cabinetry! The main level offers 9ft ceilings, a TON of natural light with the added windows, a large kitchen with a center island overlooking the family room ,making entertaining even more exciting! Rounding out the main level you’ll enjoy the rear composite deck where you can view the golf course! Upstairs this home features 2 large secondary bedrooms and the primary bedroom tucked away on the rear of the home with an en-suite bathroom and HUGE closet! Sales centers are OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment. Virtual appointments are available as well. Ask about warranty programs, special financing and limited-time incentives!!! Photos of similar home. Final price subject to change.

18254 Cornerstone Drive, Ruther Glen

$399,999

4 Beds ⋅ 3 Baths ⋅ VACV2004778 MLS

ASK ABOUT SPECIAL FINANCING! GOLF COURSE LIVING AT IT’S FINEST HERE AT PENDLETON!! This brand new Pearl floor plan is ready for move-in by the end of the year! This home sits on the prestigious Pendleton golf course with STELLAR views as the rear yard overlooks the 6th hole! The main floor offers a bedroom and a full bathroom - great for guests or multi-generational living! As you continue through you’ll enjoy the inviting great room and an open dining room that flows into a large kitchen with a HUGE center island! We have chosen curated designer finishes throughout this home such as LVP throughout the main level, quartz counters. Upstairs, enjoy a large loft, a convenient laundry and a luxurious owner's suite along with two large secondary bedrooms which all have large walk-in closets. Pendleton is conveniently located between Fredericksburg and Richmond and ONLY one mile from I-95. Sales centers are OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment. Virtual appointments are available as well.

18230 Cornerstone Drive, Ruther Glen

$459,999

4 Beds ⋅ 3 Baths ⋅ VACV2004190 MLS

The Pearl plan by Richmond American Homes has your name on it! This home offers two stories of thoughtful living space. A spacious kitchen provides a panoramic view of the main floor—overlooking an elegant dining room, and a large great room featuring an eye-catching electric fireplace with an ABUNDANCE of natural light! You'll also enjoy a convenient powder room and private study located by the entryway. Upstairs, you’ll enjoy an easily accessible laundry room and 4 spacious bedrooms, including an owner's suite with a roomy walk-in closet and attached bath. 7109 Iron Gall Lane sits on a private lot that backs to mature trees and is conveniently located within the prestigious Pendleton golf community, within easy reach of I95 to Fredericksburg or Richmond. We’ve added top tier design selections into this home such as luxury vinyl plank across the entire main level, custom pendants hanging from the island and upgraded carpet on the upper level - this takes out all of the guess work in selection making! Sales centers are OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment. Virtual appointments are available as well. Final price subject to change.

7109 Iron Gall Lane, Ruther Glen

$445,000

4 Beds ⋅ 3 Baths ⋅ VACV2004192 MLS

Don’t miss this exclusive opportunity to own new construction without the stress of having to choose interior selections. We’ve LOADED this home up with a curated design package with all the latest styles including: upgraded quartz, luxury vinyl plank across the entire main level, upgraded matte black fixtures throughout the home and timeless white cabinetry! This home is located in the super convenient Pendleton community right off I95 & RT1 (EXIT #110)! Our popular Pearl plan sits on the most serene lot, surrounded by mature trees for privacy and is the largest lot available! This home will be ready for an October move-in and features an abundance of space for the whole family. The main level offers 9ft ceilings, a TON of natural light with the added windows, a large kitchen with a center island overlooking the family room , making entertaining even more exciting! Rounding out the main level is a private office - perfect for working from home! Upstairs this home features 3 large secondary bedrooms and the primary bedroom tucked away on the rear of the home with an en-suite bathroom and HUGE closet! There is still a limited time to choose your interior finishes at our design center! Sales centers are OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment. Virtual appointments are available as well. Ask about warranty programs, special financing and limited-time incentives!!! Photos of similar home. Final price subject to change.

18244 Penman Drive, Ruther Glen

$449,999

3 Beds ⋅ 3 Baths ⋅ VACV2003718 MLS

**IMMEDIATE MOVE-IN OPPORTUNITY AT PENDLETON ** Enjoy the benefit of new construction without the wait - you’ll enjoy extreme convenience to I95 which is only 2 miles from the community! This Lapis has an inviting front porch and sits on a corner lot! Entering the home you’ll notice the tall 9ft ceilings which open up the living space. Off of the entry there is a versatile flex space - perfect for a home office, an inviting great room and an open dining room that flows into a corner kitchen with a center island and walk-in pantry. Upstairs, enjoy a large loft which has views of the golf course! There is a convenient laundry and a luxurious owner's suite featuring a massive walk-in closet. This home features an eye catching curated design package with upgrades throughout! The home remains cohesive and timeless with white cabinets and matte black fixtures and best of all LVP across the ENTIRE MAIN LEVEL! Sales centers are OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment. Virtual appointments are available as well. Ask about warranty programs, special financing and limited-time incentives!!!

7124 State Way, Ruther Glen

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Caroline Federal Style Real Estate & Homes