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5 Luxury Estates with Panoramic Views from Kentucky to Napa

By Awais Manzoor

1 min read

legacy living shaped by privacy, views, and a sense of place. Gated acreage, prominent lots, and open-space settings create retreat-like atmospheres, while architecture ranges from bespoke craftsmanship to Spanish Mediterranean character and a restored mid-century campus. Each home treats entertaining as essential, pairing showpiece interiors with terraces, porches, patios, and seamless indoor-outdoor flow.

Beauty And Privacy In The Heart Of The Bluegrass State | $3,800,000

960 Jack Rakes Road Bradfordsville KY 40009
960 Jack Rakes Road, Bradfordsville, KY 40009
Justice Real Estate
LISTING AGENT:
Listing agents: Billy Van Pelt & Allen Kershaw

Surrounded by lush Kentucky farmland in Bradfordsville, this private Bluegrass estate pairs top-quality construction with a Dallas architect’s thoughtful design and sweeping panoramic views. Created for indoor/outdoor living, the residence is finished with custom stonework, exquisite light fixtures, elegant window treatments, and professional decor. A gourmet kitchen anchors daily life with Sub-Zero/Wolf appliances, while a butler’s pantry, office/laundry room, and mudroom keep routines polished and practical. The spacious great room, complete with a wet bar and built-in sound system, sets an easy rhythm for gatherings that spill onto the expansive 1,356-square-foot wrap-around porch. Modern infrastructure includes high-speed fiber internet, a propane back-up generator, and a 1,000-gallon buried propane tank. Beyond the main house, a 4-stall Morton horse barn and a restored mule barn with a studio apartment invite long weekends spent entirely at home.

Price:
$3,800,000
Size:
4,137 sq ft
Contact:
Billy Van Pelt & Allen Kershaw, Justice Real Estate, 859.983.8118 , 859.333.2901
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Gated Santa Rosa Estate | $3,500,000

3758 Skyfarm Drive Santa Rosa CA 95403
3758 Skyfarm Drive, Santa Rosa, CA 95403
Ben LeBerthon
LISTING AGENT:
Ben LeBerthon

Beyond a private gate in Santa Rosa, this custom estate balances refined design with true indoor-outdoor living. Inside, soaring vaulted wood-beamed ceilings, rich white oak flooring, and a grand statement fireplace shape light-filled gathering spaces. Fleetwood retractable sliding doors open to a covered patio with a full outdoor kitchen and TV, setting an easy rhythm for relaxed entertaining. The gourmet kitchen is impeccably appointed with a 6-burner stove, oversized refrigerator, beverage fridge, warming drawer, waterfall quartzite countertops, and a walk-in pantry with a built-in coffee bar, joined by a dramatic temperature-controlled wine wall. The primary suite feels like a retreat, with a private deck and spa-inspired bath featuring heated floors, soaking tub, custom-tiled walk-in shower, double vanities, and a bespoke glass-front closet with center island. Downstairs, a full bar, pool table, great room, and home theater extend the experience outdoors to expansive patios, a Baja beach pool, spa, and raised garden beds, all backing to open space.

Price:
$3,500,000
Size:
4,348 sq ft
Contact:
Ben LeBerthon, Coldwell Banker Realty, 707.280.6110
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Best View In The Valley | $3,500,000

3393 Saint Helena Highway N St. Helena CA 94574
3393 Saint Helena Highway N, St. Helena, CA 94574
sothebys international 9
LISTING AGENT:
Listing agents: Cody Warren Avetoom & Jeffrey Earl Warren

Perched on nine private acres in the heart of Napa Valley, this St. Helena estate opens to a sweeping, unobstructed down-valley panorama—an outlook that quietly defines daily life here. The property pairs a four-bedroom, three-bathroom main residence with a guest house and a swimming pool, creating a setting that can comfortably host extended stays and easy weekends alike. Just as compelling is the land itself: spread across three legal parcels, it offers potential—pending county approval—of a lot line adjustment that could result in one or perhaps two additional building sites. The flexibility lends itself naturally to the idea of a family compound, while still feeling rooted in the valley’s wide-open sense of space. It’s the kind of place that invites long dinners, unhurried mornings, and years of return.

Size: 9.00 acres

Price:
$3,500,000
Contact:
Cody Warren Avetoom & Jeffrey Earl Warren, Sotheby’s International Realty, 707.815.0814 , 707.486.1025

2 Rosewood Dr | $3,495,000

2 Rosewood Dr San Francisco CA 94127
2 Rosewood Dr, San Francisco, CA 94127
Andrew Herrera
LISTING AGENT:
Andrew Herrera

Along the water’s edge in San Francisco’s 94127, this Spanish Mediterranean Pacific Ocean view home sits on an impressive corner lot in the heart of the neighborhood, close to public transportation. A lush garden entrance and inviting terrazzo staircase rise to a terrace landing framed by an arched portico and notable front door. Inside, a lobby-like foyer sets the tone with a vaulted ceiling, stunning turret, dramatic open-banister staircase, columned arcade, telephone alcove, and a convenient coat closet. The grand sunken formal living room takes in spectacular Pacific Ocean views beneath an open-beam ceiling, anchored by a fireplace with raised hearth, built-in flat-screen TV, arched picture windows, and gleaming parquet hardwood floors. Entertain in a banquet-sized dining room, then linger in the remodeled gourmet kitchen and breakfast room. Outdoors, a landscaped backyard and walk-out deck extend the day.

Price:
$3,495,000
Size:
3,387 sq ft
Contact:
Andrew Herrera, Berkshire Hathaway-Franciscan Properties, 415.564.9777

Former Arrowhead School. Endless Development Opportunites | $3,200,000

1680 Los Carneros Ave Napa CA 94559
1680 Los Carneros Ave, Napa, CA 94559
sothebys international 9
LISTING AGENT:
Listing agents: Cody Warren Avetoom & Jeffrey Earl Warren

Set on 10.1 acres in Napa’s fabled Carneros appellation, this gated former school site offers a rare canvas in wine country. Located within an agricultural watershed zone, the property pairs sweeping views with a sense of history and possibility. Three meticulously maintained and restored mid-century modern structures provide 12,500+ square feet of flexible building space—adaptable for a boutique winery, a private retreat, or a distinctive multi-use destination. Outside, three acres of premium Chardonnay vines bring an authentic agricultural rhythm to daily life, complemented by mature and new landscaping. Extensive infrastructure supports the next chapter, whether that’s thoughtful preservation, careful expansion, or a complete reimagining. Here, Napa Valley living feels both grounded and expansive—rooted in the land, yet open to a truly individual vision.

Size: 10.00 acres

Price:
$3,200,000
Contact:
Cody Warren Avetoom & Jeffrey Earl Warren, Sotheby’s International Realty, 707.815.0814 , 707.486.1025