Middletown Homes with Trees/Woods View

Welcome to Middletown, California, a hidden gem nestled in the heart of Lake County. Surrounded by stunning landscapes, this charming town offers a harmonious blend of natural beauty and small-town charm, making it an ideal place for those seeking tranquility and connection with nature. With its rich history and vibrant community, Middletown is more than just a place to live; it’s a lifestyle.

One of the most captivating features of Middletown is the abundance of homes that boast breathtaking views of lush trees and serene woodlands. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature just outside your window. These homes provide a perfect sanctuary for those who appreciate the outdoors, offering ample opportunities for hiking, biking, and enjoying the picturesque scenery that surrounds you.

The real estate market in Middletown is diverse, catering to a variety of tastes and budgets. From cozy cottages to spacious family homes, there’s something for everyone. Many properties feature expansive decks and large windows designed to maximize the stunning views of the towering trees and verdant hills, allowing you to immerse yourself in the beauty of your natural surroundings.

Middletown is not just about beautiful homes; it’s a community that values connection and quality of life. With local shops, farmers' markets, and community events, you’ll find plenty of opportunities to engage with neighbors and make lasting memories. Whether you’re looking for a peaceful retreat or a place to raise a family, Middletown is the perfect destination to call home. Embrace the tranquility of tree-lined streets and the warmth of a close-knit community—your dream home awaits!

Newest Middletown Homes with Trees/Woods View

$349,000

2 Beds ⋅ 2 Baths ⋅ LC26210910 MLS ⋅ Active Status

Classic Cobb Mountain charm with exceptional views and modern craftsmanship! Nestled on just under an acre, this beautifully maintained 2-bedroom, 2-bath mountain home offers the perfect blend of country elegance, comfort, and serene mountain living. Warm and inviting throughout, the home features authentic wide-plank fir flooring, vaulted cathedral ceilings, an open-concept floor plan, stylish sliding barn doors, and beautifully updated bathrooms. The custom kitchen includes countertops milled from a Douglas fir originally grown in Napa Valley. Adding to the property's character, both the interior and exterior trim were milled from sugar pine harvested right here on the property. Enjoy panoramic views from throughout the property, with especially impressive views from the kitchen and dining area. Cozy up by the wood-burning stove or use the central propane heating for year-round comfort. Outside, the gated driveway provides ample parking, while the large fenced garden area offers plenty of room to grow your own vegetables, flowers, and more. Additional features include a whole-home generator for peace of mind, community spring-fed water, septic, and a convenient workshop/storage basement area beneath the home. Just a short drive from town and shopping, yet tucked away in a peaceful and private setting, this special Cobb Mountain property offers all the tranquility of mountain living!

17390 Parnassus Road, Middletown

$339,000

1 Beds ⋅ 1 Baths ⋅ LC26202416 MLS ⋅ Active Status

Welcome to your own park like setting in south Middletown! This wonderful ranchette has over 2 acres of flat, usable land with ample sunny areas, and mature oak trees sprinkled throughout the parcel providing a mosaic of shade. Never pay another water bill. You will have plenty of water for all your agricultural needs from this high-producing, private well with a newer pump. The entire parcel is fenced and ready for your animals, and a seasonal creek enhances this beautiful setting in the winter/spring months. The house is an adorable 600sf bungalow that you can cozy up into when you are not romping around outside. This vintage home had the electrical, septic, and foundation established in 2006 when the house was moved from its original downtown Middletown location. The roof, flooring, and well pump were all replaced within the last five years, making it move-in ready. A 220 RV hookup is also established on the east side of the house. In addition, a second updated septic system and electrical pole on the property currently services an old mobile home that could be upgraded to make a studio or guest quarters. Additional outbuildings are located on this lot for potential storage and/or animal pens. The possibilities and potential are truly endless on this lovely land. Come check it out, and feel all the benefits this amazing property has to offer!

23800 West Road, Middletown

$779,000

3 Beds ⋅ 2 Baths ⋅ LC26200542 MLS ⋅ Active Status

Welcome to your dream custom-built mini-homestead! Perfectly situated on 1 acre, this immaculate 1880-square foot home offers total privacy with the ultimate blend of modern comfort and living, all within a short walking distance to town. The thoughtful floor plan layout (all level) boasts 3 bedrooms and 2 bathrooms. Energy efficiency is built right in with fully owned solar panels to keep your utility costs low. This fully fenced backyard oasis is an entertainer's paradise and a gardener's dream. Massive covered back patio, a relaxing hot tub and a large above-ground swimming pool. Embrace the good life with your own putting green, raised garden beds, fruit trees & lawn area with your very own custom chicken coop! For the hobbyist, mechanic, or small business owner, the property includes an immaculate fully insulated 30 x 50 Mega shop equipped with 12 x 12 roll up doors. A private gate for separate access to shop/shed and property sits between house and shop. This Middletown property is a must see.

15255 Timm Way, Middletown

$250,000

LC26174293 MLS ⋅ Active Status

Nearly 40 Acres Just Minutes From Middletown! Discover the perfect blend of privacy, usability, and natural beauty on this exceptional ~40-acre parcel located only five minutes outside of Middletown. With rolling terrain, expansive vistas, and two building sites already equipped with well, septic, and power, this property is ready for your vision. Gently level areas provide ideal spots for building, recreation, or cultivating your dream homestead, while the steeper terrain showcases seasonal waterfalls and captivating landscape features that make this land feel truly special. Whether you're imagining a private estate, an agricultural venture, ranching opportunities, or simply a peaceful escape with room to roam, the versatility here is unmatched. Take in beautiful, sweeping views in every direction—sunrises, sunsets, and star-filled nights. With its combination of accessibility, utility, and natural beauty, this is a rare opportunity to create something extraordinary. Come explore the potential of this remarkable Middletown acreage—your canvas awaits!

19576 State Highway 175, Middletown

$279,900

LC26161208 MLS ⋅ Active Status

Create an exceptional Wine Country estate on approximately 17 acres in Rim Rock Ranch Vineyard Estates, one of South Lake County’s most desirable gated communities. Known for its high-end custom homes, spacious parcels, and private settings, this premier subdivision offers a peaceful rural atmosphere with sweeping panoramic views of Hidden Valley Lake, the surrounding hills, and Mt. St. Helena. The acreage provides an outstanding setting for a luxury residence, private vineyard, olive grove, or combination estate. The area’s favorable climate and soils offer excellent agricultural potential, while nearby vineyards demonstrate the possibilities for quality grape production. An existing well is already in place, with electricity available nearby. Although peaceful and private, Rim Rock Ranch is just minutes from Hidden Valley Lake’s golf course, restaurants, shops, and everyday conveniences. Napa Valley, Sonoma County and other popular Wine Country destinations are also within easy reach. Offering exceptional value for nearly 17 acres in a prestigious gated subdivision, this is a rare opportunity to secure premier acreage and create a distinctive country estate. Seller financing may be available.

18050 Ranch Road, Middletown

$995,000

3 Beds ⋅ 4 Baths ⋅ LC26157185 MLS ⋅ Active Status

10.66 GRAND MIDDLETOWN ESTATE! This custom-built, single-owner property features a 2,814 sq ft home with attached 3-car garage and office, PLUS an exceptional detached 5-bay shop with ADU potential, all on 10.66 level, fenced acres just minutes from town. Set behind a gated entrance at the end of a long private driveway, the property enjoys peaceful pastoral surroundings with sweeping meadow and mountain views. The stucco home is designed for comfortable, elegant living and entertaining. A grand entry welcomes you with an impressive 8-foot front door, transom window, and chandelier. The spacious living room features a gas fireplace, built-in wet bar, surround sound, and expansive views. The kitchen offers granite slab countertops, oak cabinetry, filtered water, double ovens, a KitchenAid 5-burner cooktop with custom hood, breakfast bar, walk-in pantry, breakfast nook with patio access, plus a formal dining room with built-in cabinetry and a two-way gas fireplace. Large-format tile flooring, oversized picture windows framing the surrounding views, wraparound covered porches, a central vacuum system, and three-zone HVAC reflect the home's thoughtful design and quality construction. The privacy-oriented floor plan places the primary suite in its own wing with a large walk-in closet and spacious bath featuring dual sinks, granite counters, soaking tub, separate shower, vanity area, and private water closet. Two additional bedrooms, a full bath, and half bath are on the opposite side of the home. The laundry room includes a utility sink and stall shower, ideal for cleaning up after outdoor projects or as a convenient dog washing station. Additional features include a dedicated office with picture windows built into the attached garage and a large fenced dog yard. The detached five-bay shop is a standout, offering dedicated workshop space, oversized pull-through RV bays with front and rear roll-up doors, full RV hookups outside, and a bonus room with a half bath that offers excellent ADU, guest quarters, home business, or hobby space potential (buyer to verify). Excellent well of over 25+ gpm! Neighboring 1+ acre parcels may also be available for purchase, creating a rare opportunity to expand this already exceptional estate. Schedule your private showing today!

20805 Napa Avenue, Middletown

$399,000

4 Beds ⋅ 2 Baths ⋅ LC26154690 MLS ⋅ Active Status

Welcome to your own slice of country living south of Middletown offering easy access to Napa and Sonoma counties. Tucked among the trees in a peaceful rural setting on a large 0.61 parcel, this beautifully remodeled 4-bedroom, 2-bath home offers space to breathe, room to roam, and the quiet lifestyle Lake County is known for. Inside, you'll find a bright and comfortable, newly upgraded stylish interior. The great room includes a spacious new kitchen featuring abundant cabinetry, ample granite counter space, new appliances, and a large island that naturally brings everyone together. The open living area with striking luxury flooring throughout, flows out to enjoy one of the property's best features—a large full length 900 sf covered deck overlooking the surrounding trees and a nearby pond. It's the perfect spot to enjoy your morning coffee, watch the deer wander by, or unwind at the end of the day while taking in the peaceful surroundings. The spacious master suite has twin walk-in wood-lined closets and twin sinks with room for a desk if needed. The generous property offers a sense of privacy and openness that's hard to find, while still being conveniently located just minutes from downtown Middletown. With easy access to Highway 29, commuting over Mt. St. Helena is a breeze, making this an ideal location for those seeking a balance between country living and everyday convenience. Additional features include a new long-life TPO roof, low-maintenance vinyl siding and lots of parking as well as a private spring water source serving the home that provides water all year round without cost. If you're looking for a completely upgraded turnkey property, without any maintenance concerns for a good long while, where nature, privacy, and comfort come together, this Middletown retreat is ready to welcome you home. Be sure to check out the virtual tour.

15305 Western Mine Road, Middletown

$335,000

LC26140725 MLS ⋅ Active Status

Welcome to 21187 Buckeye Court, situated in the beautiful Rim Rock Ranch Estates! This property features over 24 acres of diverse land with breathtaking views. The peak rises to an elevation of almost 1650 feet, offering panoramic views of Jerusalem and Coyote Valleys, as well as the stunning Rim Rock cliffs. The property already has a well, making it ideal for building your dream home site. When you are the top of this property you'll feel like you are away from everything... you can breathe and just soak in the wonderful clean air and stunning vistas...Yet, you are close to everything - it is truly a very special place... Bordered by the eastern boundary of the development and connected to a wildlife corridor, this property offers a variety of potential home sites, including space for a vineyard or olive orchard. Just minutes away from amazing wineries, outdoor activities, Lake, and wonderful restaurants, this community is sure to impress. Come and take a tour of this wonderful place!

21187 Buckeye Court, Middletown

$175,000

2 Beds ⋅ 2 Baths ⋅ LC26144589 MLS ⋅ Active Status

Bring your vision and create the country property you've been dreaming of. Tucked away down a quiet country lane just south of Middletown, this level one-acre parcel offers a peaceful setting surrounded by mature trees and plenty of room to start fresh. The existing single-wide mobile home with a stick-built addition sustained significant damage when a tree fell through the structure and is considered beyond repair. The improvements will need to be removed, creating an ideal opportunity for a new home or manufactured home. Since the existing home is not on a permanent 433A foundation, the removal process may be more straightforward. The property does not have a well, but a 2,500-gallon water storage tank and water transport trailer are included, providing a practical water solution while you plan your next steps. If you're looking for a quiet rural location with the chance to build new rather than remodel, this one-acre property offers a great starting point in a desirable area just minutes from Middletown.

22830 Shady Grove Road, Middletown

$5,900

LC26140482 MLS ⋅ Active Status

Where once stood a small family cabin and though currently over-grown, hidden beneath the brush are concrete stairs and a dirt driveway to the original building pad. The lot is adjacent to over a 55 acre property in the rear. Great location just behind Loch Lomond Pool and restaurant, and only a few minutes drive to the grocery store, coffee shop and Cobb Mtn Pizza. Loch Lomond is approx. a 2 hour drive to both San Francisco and Sacramento, perfect for a weekend retreat or for full time living. Priced to sell. Make an offer today.

12548 Observation Road, Middletown

$975,000

3 Beds ⋅ 3 Baths ⋅ LC26084294 MLS ⋅ Active Status

Texas Style Ranch meets Northern California luxury, this exceptional 10± acre Gentleman’s Ranch offers a rare blend of refined living, thoughtful design, with horse amenities featuring an arena and open grazing pastures. ONLY 1 hour 10 minutes to Napa or Santa Rosa. Encompassing a custom-built 2,950± sq ft, 3 bedrooms, 3 bathrooms, and a versatile open loft/office, thoughtfully designed to capture sophistication in a peaceful small-town setting. Architecturally striking, this home showcases soaring natural wood ceilings with exposed beams, grand custom hardwood entry doors, a durable metal roof, expansive stamped concrete patios that seamlessly blend indoor and outdoor living. Inside has stained concrete floors with radiant heat complemented by custom cabinetry and distinctive metalwork throughout from the handcrafted range hood to the stair railings and hammered copper farmhouse sink. The chef’s kitchen features an oversized single slab granite island and premium stainless steel KitchenAid appliances. The great room is both warm and inviting, centered around a gas fireplace and framed by large windows that fill the space with natural light. Main-level primary suite offers a private retreat with a soaking tub, walk-in tiled shower, and elevated finishes. Designed for both equestrian lifestyle and everyday enjoyment, the property is fully equipped with a horse arena, dog kennels, and cross-fenced pastures. A high-producing spring provides abundant water for lush lawns, irrigated pasture, for year-round greenery. Additional improvements include a 20x30 shop, two PG&E meters (residential and agricultural). The grounds are equally impressive, featuring mature olive trees and century-old oaks that create a park-like setting, complemented by manicured lawns and an automatic entrance gate entrance. Whether envisioned as a family homestead, equestrian retreat, this property offers a rare combination of luxury, functionality, and timeless Gentleman Ranch Appeal.

19676 State Highway 175, Middletown

$29,000

LC26081377 MLS ⋅ Active Status

You will feel like you have arrived in the mountains above Lake Tahoe when you see this fantastic land that includes 2 separate parcels totaling nearly 3/4 of an acre! It is part of the last residential area below the undeveloped forests of Cobb Mountain and the headwaters of Kelsey Creek and Putah Creek. Total privacy and seclusion at the end of the road while still just a few minutes drive into town. The town area of Cobb, Ca offers shopping, dining, and the beautiful Belmont Pines golf course. The property provides a wonderful forest ambiance with massive old growth lodgepole pine trees, firs, and huge boulders while still enjoying filtered views and sunlight. Gently sloping with several ideal homesites.

17325 Fernbrook, Middletown

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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.