Upper Forest, Shepherds Knoll, Ocean Pines Real Estate

Welcome to the enchanting neighborhoods of Upper Forest, Shepherds Knoll, and Ocean Pines, nestled in the picturesque Pebble Beach, California. This stunning coastal enclave in Monterey County is renowned for its breathtaking landscapes, luxurious homes, and a lifestyle that perfectly blends tranquility with sophistication.

Upper Forest is characterized by its lush, towering trees and serene atmosphere, making it a haven for nature lovers. Residents here enjoy the peace of mind that comes with living in a community where privacy and serenity reign supreme. The winding streets are lined with exquisite homes, many of which boast stunning views of the surrounding forest and ocean. It’s an ideal spot for those seeking a retreat from the hustle and bustle of everyday life.

Just a stone's throw away, Shepherds Knoll offers a unique charm with its elevated vantage points that provide panoramic views of the Pacific Ocean. This neighborhood is perfect for families and outdoor enthusiasts, with easy access to hiking trails and the iconic 17-Mile Drive. The sense of community here is palpable, with friendly neighbors and local gatherings that foster a welcoming atmosphere.

Ocean Pines, as the name suggests, is a coastal gem that offers residents the best of both worlds: proximity to the ocean and the tranquility of the pines. This area is perfect for those who appreciate a laid-back lifestyle, with beautiful beaches nearby and ample opportunities for outdoor activities like golfing, biking, and kayaking.

In Pebble Beach, you’ll find not just a home, but a lifestyle that celebrates the beauty of nature and the joys of community living. Embrace the charm of Upper Forest, Shepherds Knoll, and Ocean Pines—where luxury meets nature in perfect harmony.

Newest Listings in Upper Forest, Shepherds Knoll, Ocean Pines

$1,575,000

4 Beds ⋅ 2 Baths ⋅ ML82062840 MLS

Nestled in a serene forest setting, this move-in-ready 4-bedroom, 2-bath residence offers 1,800+ sq. ft. of living space on nearly half an acre. Floor-to-ceiling windows and French doors open to a private deck overlooking the forest, filling the home with natural light and tranquil woodland views. Soaring cathedral ceilings enhance the spacious living room, dining area, and kitchen. The primary suite enjoys peaceful forest views, while additional bedrooms offer garden and outdoor views. A self-contained lower-level guest unitwith kitchenette, bath, bedroom, separate entrance, and abundant storageprovides exceptional flexibility for guests, extended family, or a private workspace. Just two minutes from the CA-1 Gate, the property offers both privacy and convenient access to the Monterey Peninsula, with everyday amenities less than 15 minutes away. A peaceful retreat where privacy, nature, and comfortable living come together.

4176 Sunset LN, Pebble Beach

Listed by Lucie Campos, 831-596-6118 from Coldwell Banker Realty
(If provided) CoList: from

$1,450,000

3 Beds ⋅ 3 Baths ⋅ ML82062784 MLS ⋅ Shepherd's Knoll Association BLDG.

Perched at the top of a gated community, 27 Shepherds Knoll is a premier corner-unit condo offering a bright, airy sanctuary with vaulted ceilings and panoramic bay views. This residence has been completely reimagined, featuring a chefs kitchen with top-tier appliances and custom cabinetry that continues throughout the home. Relax by the fireplace in the living area or step onto the brand-new deck to take in the scenery. The primary suite serves as a true retreat, complemented by two additional bedrooms and an in-unit laundry. Practicality meets luxury with a dedicated single garage, carport, and elevator access. This is a rare opportunity to own a piece of the Pebble Beach lifestyle at an accessible price point, situated just moments from legendary golf courses and the best of the Monterey Peninsula.

27 Shepherds KNL, Pebble Beach

Listed by Angolee Bode, 831-236-5290 from Compass
(If provided) CoList: from

$2,325,000

3 Beds ⋅ 3 Baths ⋅ ML82062495 MLS

Cool, sophisticated and beautifully reimagined, this immaculate single-story home seamlessly blends modern luxury, thoughtful sustainability and smart-home technology. Remodeled in 2024, this home was taken down to the studs and rebuilt with high-quality materials, refined finishes and a fresh, contemporary palette. Flooded with natural light, the interiors feature smooth plaster walls, soaring ceilings, skylights, gorgeous floors, gas-log fireplace and contemporary lighting throughout. The gourmet kitchen is appointed with stainless steel appliances, breakfast bar and beautifully crafted custom wood cabinetry. Each bedroom opens to a private deck creating a seamless connection to the outdoors, and the fully fenced yard is thoughtfully designed with drought tolerant plants, multiple decks and inviting fire-pit area creating ideal settings for enjoying intimate gatherings with friends or reflective evenings under the stars. Additional highlights include a two-car garage and smart-home features designed for modern convenience and security. Ideally located just minutes from Pebble Beach Golf Links, beaches and the ocean, this is a rare opportunity to enjoy the style, comfort and ease of a completely renewed home in one of the Monterey Peninsula's most sought-after settings.

4158 El Bosque DR, Pebble Beach

Listed by Canning Properties, 831-595-0797 from Sotheby's International Realty
(If provided) CoList: from

$1,595,000

3 Beds ⋅ 3 Baths ⋅ ML82059375 MLS

Experience effortless coastal living in this beautifully remodeled, single-level home with Monterey Bay views. Offering approximately 2,241 square feet, this 3-bedroom, 3-full-bath residence has been thoughtfully updated throughout, with all work fully permitted. The interior showcases real hardwood floors, quartz countertops, quality finishes, and stylish high-end furnishings, creating a sophisticated yet comfortable atmosphere. With no stairs and a convenient single-level floor plan, the home offers easy everyday living and an excellent flow for entertaining. Enjoy the beauty of Monterey Bay from this exceptional coastal setting, complete with both a garage and carport for convenient parking and storage. Located approximately one mile from the Pebble Beach gate, the property provides easy access to the world-renowned Monterey Peninsula while remaining close to the restaurants, shopping, beaches, and attractions of Carmel-by-the-Sea and Monterey. Fully remodeled, beautifully furnished, and ideally located, this turnkey property offers a rare opportunity to enjoy the very best of Monterey Peninsula living.

41 Shepherd's KNL, Pebble Beach

Listed by Stephen LaVaute, 831-241-1434 from Carmel Realty Company
(If provided) CoList: from

$2,215,000

3 Beds ⋅ 2 Baths ⋅ ML82054627 MLS

Nestled behind a private gate in the heart of Pebble Beach, this custom built single-level residence offers an exceptional blend of space, comfort, and timeless design. The unique floor plan features a spacious main residence with two bedrooms and two bathrooms, plus a private guest suite with an additional bedroom and bath ideal for extended family, guests, a home office, or flexible living. Step inside to expansive living spaces highlighted by soaring wood clad vaulted ceilings and an impressive floor-to-ceiling brick fireplace with a stunning marble hearth. The formal dining room flows seamlessly into the well appointed kitchen featuring abundant light wood cabinetry, double ovens, a cooktop, oversized refrigerator, and breakfast area. The crown jewel is the spectacular enclosed sunroom, where walls of windows fill the space with natural light and create the perfect place to relax or entertain. Just beyond, an expansive deck extends the living space outdoors, ideal for barbecues, celebrations, or quiet evenings beneath the Monterey pines. The oversized primary suite offers dual vanities, a soaking tub, separate walk-in shower, and cedar lined walk-in closet. A spacious secondary bedroom, generous storage, and minimal interior stairs complete this thoughtfully designed home.

4088 Los Altos DR, Pebble Beach

Listed by Ashley Wayland, 831-444-2262 from Wayland Properties, Inc.
(If provided) CoList: from

$925,000

2 Beds ⋅ 2 Baths ⋅ ML82054671 MLS ⋅ Ocean Pines BLDG.

Behind the gates of Pebble Beach, this top-floor residence offers an inviting blend of privacy, natural light, and the rare distinction of glimpses toward both the Pacific Ocean and Monterey Baya perspective shared by few Pebble Beach residences. A vaulted-ceiling living room creates an airy gathering space, while the adjoining dining area opens to a spacious private balcony overlooking the Monterey pines. The thoughtfully designed single-level floor plan offers 1,257 square feet with two bedrooms and two baths, including a spacious primary suite with a walk-in closet and ensuite bath. The kitchen flows seamlessly into the main living areas, offering timeless appeal and an opportunity to personalize to your own style. Set within a quiet, beautifully landscaped community with manicured courtyards, this peaceful retreat is just minutes from The Lodge at Pebble Beach, championship golf, scenic coastal trails, acclaimed dining, Carmel-by-the-Sea, and the spectacular Monterey coastline.

75 Ocean Pines LN, Pebble Beach

Listed by Courtney Brooksher, 209-768-9498 from Monterey Coast Realty
(If provided) CoList: Heinrich Brooksher from Carmel Realty Company

$924,000

2 Beds ⋅ 2 Baths ⋅ ML82048197 MLS ⋅ Ocean Pines BLDG.

Tucked within the gates of world-famous Pebble Beach, this ground-floor condo at Ocean Pines offers refined coastal living with effortless single-level convenience. Enter through a welcoming foyer, opening to an elegant interior with ash hardwood floors, crown molding, dual-pane windows and fresh paint throughout. The thoughtfully updated kitchen features white raised-panel cabinetry, granite counters, stainless appliances, recessed lighting and an eat-in bar. The spacious living and dining area flows seamlessly, anchored by a fireplace with marble tile surround and complemented by a wet bar, ideal for relaxed entertaining. Sliding glass doors extend the living space to a private patio overlooking tranquil forested views and sunsets filtering through trees -- a perfect setting to relax and unwind. The primary suite offers serene views, a walk-in closet and well-appointed ensuite with separate vanity and tile shower. A second guest bedroom and updated bath complete the comfortable layout. In-unit stacked laundry adds everyday convenience, while a dedicated garage space sits just across from the building. Steps from the beautifully manicured courtyard, and moments from world-class golf, pristine beaches and refined dining -- this is where coastal elegance meets everyday ease.

68 Ocean Pines Lane, Pebble Beach

Listed by Nate Randall, 831-869-6117 from Sotheby's International Realty
(If provided) CoList: from

$1,650,000

3 Beds ⋅ 3 Baths ⋅ ML82041953 MLS ⋅ 17 Mile Drive Pebble Beach BLDG.

You didn't know you needed a private forest retreat inside the Pebble Beach gates until right now. You're welcome. Inside this .3-acre modern contemporary home doesn't try to compete with its surroundings. It belongs to them. Clean lines and considered angles give way to something quieter, where every room leans into the forest and private decks invite the kind of stillness your life has been calling for. The primary suite rises above it all with sweeping canopy views, a private deck, and a closet situation your wardrobe has been waiting for. Out back, the hot tub rests tucked beneath the trees, where the day softens and time loosens its grip. Step beyond it and the trail carries you. Twenty minutes on the trails through the woods and you're in Carmel-by-the-Sea. Not a commute, a return. When the wider world calls, Pebble Beach Lodge is eight minutes away, Big Sur forty. Some homes are built to be seen, this one is meant to be felt.

4192 Sunridge RD, Pebble Beach

Listed by Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: Michael Hornig from eXp Realty of California Inc

$1,099,000

2 Beds ⋅ 2 Baths ⋅ ML82042313 MLS ⋅ Ocean Pines BLDG.

Welcome to your dream coastal retreat in coveted Ocean Pines. This top-floor end-unit condo offers breathtaking whitewater ocean views and exceptional privacy. The expansive primary suite is a true sanctuary, featuring sitting area, dual closets including walk-in, updated ensuite bath and private balcony perfect for soaking in the scenery. Positioned on the opposite wing, the second bedroom provides flexibility and privacy with ensuite potential and its own ocean-view balcony. The open living and dining area boasts vaulted ceilings, a cozy gas fireplace, and walls of windows framing the stunning coastal landscape of pine forest and blue ocean. This beautiful home has been recently upgraded with new indoor laundry, new water heater, new kitchen appliances, and new modern smart home enhancements including smart lock, alarm system, WiFi-enabled systems, water monitoring, smart thermostats, and USB outlets. Additional highlights include both garage space and carport, elevator access, a beautifully maintained central courtyard with gardens and seating areas, and a private-feeling front porch walkway. Located within the gates of Pebble Beach, enjoy close proximity to world-class golf, dining, and pristine beaches. Experience the perfect blend of comfort, luxury, and coastal serenity.

4 Ocean Pines Lane, Pebble Beach

Listed by Nate Randall, 831-869-6117 from Sotheby's International Realty
(If provided) CoList: from

$1,200,000

3 Beds ⋅ 3 Baths ⋅ ML82036831 MLS ⋅ Ocean Pines BLDG.

Beautiful Pebble Beach condo with a peak of the ocean and situated in a forest setting. Single level 3 bed/3 bath unit with fireplace, garage and carport. Freshly remodeled and ready to be enjoyed. Close to Community Hospital of the Monterey Peninsula, shopping in Carmel, Monterey and world class golf of Pebble Beach. A peaceful and quiet development in the heart of Pebble Beach.

37 Ocean Pines LN, Pebble Beach

Listed by Steve Beutel, 831-277-1169 from Sotheby's International Realty
(If provided) CoList: from

$849,000

2 Beds ⋅ 2 Baths ⋅ ML82036487 MLS ⋅ Shepherd's Knoll BLDG.

Situated in one of Pebble Beachs most desirable gated communities, this beautifully updated street-level 2-bedroom, 2-bath residence offers an ideal blend of comfort and coastal elegance. Nestled in a peaceful forest setting, the home captures lovely views of the iconic Pebble Beach landscape with glimpses of the bay beyond. The light-filled open floor plan is designed for relaxed living and easy entertaining. A warm and inviting living room with fireplace and wet bar opens to a private deck, while the spacious primary suite features dual sinks and a shower-over-tub for a serene retreat. Enjoy convenient street-level entry and direct elevator access to the enclosed one-car garage below, providing security and additional storage. Just minutes from world-class golf, Highway 1, Carmel, Pacific Grove, and Monterey, 17 Shepherds Knoll offers the best of the Pebble Beach lifestyle.

17 Shepherd's KNL, Pebble Beach

Listed by Susan Clark, 831-320-6801 from Carmel Realty Company
(If provided) CoList: from

$885,000

2 Beds ⋅ 2 Baths ⋅ ML82031559 MLS ⋅ Shepherds Knoll HOA BLDG.

What if living in Pebble Beach didn't require a multi-million-dollar home? Set within the gated Shepherds Knoll community, this beautifully updated 2-bedroom, 2-bath residence offers approximately 1,492 square feet of effortless, lock-and-leave living surrounded by the natural beauty of Del Monte Forest. Peaceful forest views and glimpses of the bay create a tranquil backdrop, while the remodeled interior, elevator access, and included furnishings make it ready to enjoy from day one. Whether youre looking for a full-time residence, weekend retreat, or easy home base on the Monterey Peninsula, this is an exceptional opportunity to spend less time maintaining a home and more time enjoying the coast, golf, dining, and lifestyle that make Pebble Beach so special.

21 Shepherds Knoll DR, Pebble Beach

Listed by Angolee Bode, 831-236-5290 from Compass
(If provided) CoList: Ryan Sherman from Compass

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Bailey Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.