Monterey Real Estate

Monterey, Tennessee: A Charming City in the Heart of the Volunteer State

Nestled in the heart of Tennessee, Monterey is a charming city that offers a small-town feel with all the amenities of a larger city. Located in the picturesque Cumberland Plateau region, Monterey is surrounded by breathtaking natural beauty, making it an ideal place for outdoor enthusiasts and nature lovers.

One of the highlights of Monterey is its proximity to numerous state parks and recreational areas. Just a short drive away, you'll find the majestic Cumberland Mountain State Park, where you can enjoy hiking, fishing, camping, and even take a dip in the beautiful swimming pool. For those seeking more adventure, the nearby Fall Creek Falls State Park boasts stunning waterfalls and challenging hiking trails.

In addition to its natural beauty, Monterey also offers a rich history and vibrant community. The city is home to several historic sites, including the Monterey Depot Museum, which showcases the area's railroad history. Visitors can also explore the charming downtown area, with its quaint shops, restaurants, and friendly locals.

For families looking to settle down, Monterey provides excellent educational opportunities. The city is served by the Putnam County School District, which is known for its quality schools and dedicated teachers. And with its low crime rate and friendly atmosphere, Monterey is a safe and welcoming place to raise a family.

Whether you're looking for a peaceful retreat or a place to call home, Monterey, Tennessee has something to offer everyone. With its natural beauty, rich history, and tight-knit community, this charming city is a hidden gem in the Volunteer State.

Newest Listings in Monterey

$899,000

3547051 MLS ⋅ ACTIVE Status ⋅ 2.64 Acres ⋅ 38574 Zip Code

Prime Land Opportunity! This prime piece of land offers unbeatable visibility and accessibility, situated right at Exit 300 on I-40. With its strategic location, this property is perfect for a variety of business ventures. Potential uses for this land include multi-family development, restaurants or fast food chains, office spaces or corporate facilities, retail stores or shopping centers, hotels or motels, self-storage facilities, and automotive services such as car washes or repair shops. If you're looking to capitalize on the high visibility and foot traffic of this location, contact us today to learn more about this opportunity.

13520 Monterey Hwy, Monterey

$360,000

3 Beds ⋅ 2 Baths ⋅ 3547027 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 38574 Zip Code

Brand-new construction in the heart of Monterey! This beautifully designed 3-bedroom, 2-bath home offers 1,548 sq ft of thoughtfully designed living space with an open-concept layout, split-bedroom floor plan, and modern finishes throughout. Enjoy a spacious two-car garage, inviting covered front porch, and great curb appeal. Conveniently located near schools, shopping, parks, and I-40, this move-in-ready home offers the perfect blend of comfort, style, and convenience. Don't miss your opportunity to own a brand-new home in a growing community!

208 E Crawford Ave, Monterey

$449,000

3547029 MLS ⋅ ACTIVE Status ⋅ 1.1 Acres ⋅ 38574 Zip Code

Located at 920 S Holly St, Monterey, TN 38574, this prime piece of land is situated right at Exit 300, offering excellent visibility and accessibility. With its strategic location, this property is perfect for a variety of business ventures. Potential uses for this land include multi-family development, restaurants or fast food chains, office spaces or corporate facilities, retail stores or shopping centers, hotels or motels, and other commercial or mixed-use developments. Given the developmental restrictions, this land is ideal for businesses that cater to local residents, travelers, or office workers. If you're looking to capitalize on the visibility and accessibility of this location, contact us today to learn more about this opportunity. Our team at The Real Estate Collective is here to help you bring your business vision to life.

920 S Holly St, Monterey

$29,900

3547036 MLS ⋅ ACTIVE Status ⋅ 1.2 Acres ⋅ 38574 Zip Code

Mountain Ash Dr, Monterey

$29,900

3547037 MLS ⋅ ACTIVE Status ⋅ 1.3 Acres ⋅ 38574 Zip Code

Mountain Ash Dr, Monterey

$390,000

3 Beds ⋅ 3 Baths ⋅ 3546105 MLS ⋅ ACTIVE Status ⋅ 4 Acres ⋅ 38574 Zip Code

Tucked away on 4 beautifully wooded acres in the desirable Cumberland Cove community, this stunning two-story log home offers the perfect blend of rustic charm, privacy, and comfort. With 1,658 square feet, 3 bedrooms, and 2.5 baths, this home is full of warmth and character from the moment you step inside. Beautiful hardwood floors flow throughout the home, while a striking stone fireplace creates a cozy focal point in the main living area. The kitchen features "solid surface" countertops and plenty of space for gathering and entertaining. A spacious laundry room and dedicated workshop conveniently located between the kitchen and two-car garage add exceptional functionality and storage. Outside, the home is completely surrounded by mature trees, creating a peaceful, secluded setting where you can truly enjoy the beauty of the Cumberland Plateau. The fenced backyard provides a great space for pets, gardening, or relaxing outdoors. If you’ve been dreaming of a private log home in the woods without sacrificing convenience or comfort, 303 Oesterman Dr is a property you’ll want to experience in person!

303 Oesterman Dr, Monterey

$390,000

3 Beds ⋅ 3 Baths ⋅ 3546102 MLS ⋅ ACTIVE Status ⋅ 4 Acres ⋅ 38574 Zip Code

Tucked away on 4 beautifully wooded acres in the desirable Cumberland Cove community, this stunning two-story log home offers the perfect blend of rustic charm, privacy, and comfort. With 1,658 square feet, 3 bedrooms, and 2.5 baths, this home is full of warmth and character from the moment you step inside. Beautiful hardwood floors flow throughout the home, while a striking stone fireplace creates a cozy focal point in the main living area. The kitchen features 'solid surface' countertops and plenty of space for gathering and entertaining. A spacious laundry room and dedicated workshop conveniently located between the kitchen and two-car garage add exceptional functionality and storage. Outside, the home is completely surrounded by mature trees, creating a peaceful, secluded setting where you can truly enjoy the beauty of the Cumberland Plateau. The fenced backyard provides a great space for pets, gardening, or relaxing outdoors. If you've been dreaming of a private log home in the woods without sacrificing convenience or comfort, 303 Oesterman Dr is a property you'll want to experience in person!

303 Oesterman Drive, Monterey

$349,929

3543205 MLS ⋅ ACTIVE Status ⋅ 0.07 Acres ⋅ 38574 Zip Code

Located in the heart of Monterey’s charming Historic Downtown District, this beautifully renovated 2,550-square-foot commercial space offers a rare opportunity to establish your business in a growing community. Positioned in a high-traffic, high-visibility spot on W Commercial Ave, the property delivers excellent exposure with convenient public parking directly out front. Fully remodeled in 2023, the space features a new electrical panel, fresh paint, new walls, flooring, and lighting throughout, plus a new HVAC system installed in 2024. The move-in-ready interior includes two bathrooms, two storage rooms, and a kitchenette in the back — ideal for a range of commercial uses. Additional upgrades include a water filtration system and fiber internet already installed. Whether you’re opening a new business, expanding an existing operation, or investing in a standout downtown property, this space is ready for its next chapter. Come experience the character and opportunity of downtown Monterey!

107 W Commercial Ave, Monterey

$329,900

3 Beds ⋅ 3 Baths ⋅ 3531796 MLS ⋅ ACTIVE Status ⋅ 2.01 Acres ⋅ 38574 Zip Code

Welcome home to this spacious 1,756 square foot property offering the perfect combination of comfort, privacy, and room to enjoy quiet Tennessee living. Situated on a beautifully maintained 2-acre lot, this home has it all. Step inside to a large, welcoming entryway that sets the tone for the generous layout. The oversized bedrooms provide plenty of space to relax, and each features its own walk-in closet and private deck, creating the perfect retreat to enjoy your morning coffee or unwind in the evening. The oversized two-car garage offers abundant space for vehicles, storage, or hobbies. This home is on well water that has been properly maintained with pump and filter. Relax knowing that even on the coldest winter nights you will stay warm with the Wood stove as dependable backup heat during cooler months. Outside, you’ll fall in love with the park-like setting. The meticulously maintained yard is surrounded by mature shade trees that have been carefully cared for over the years, creating a peaceful, private oasis. Located in an established neighborhood with no HOA, you’ll enjoy the tranquility of country-style living without sacrificing convenience.

3291 Cumberland Lakes Dr, Monterey

$395,000

3 Beds ⋅ 3 Baths ⋅ 3530183 MLS ⋅ ACTIVE Status ⋅ 3.5 Acres ⋅ 38574 Zip Code

Lovely full 2 story home in Cumberland Cove. This home has living quarters upstairs and downstairs with a separate entrance. Downstairs contains a bedroom, full bathroom, large great room, office. separate entrance and lots of storage closets. Upstairs contains the owners suite and an additional bedroom. The home is a full 3 bedroom, 3 bathroom with an open floorplan. A massive stone fireplace is seen as soon as you enter the house. Large. Spacious, open rooms with vaulted ceilings, can lighting and many custom features. Large 2 car garage with reinforced wall system.

446 E Cove Rd, Monterey

$455,000

4 Beds ⋅ 2 Baths ⋅ 3529943 MLS ⋅ ACTIVE Status ⋅ 1.57 Acres ⋅ 38574 Zip Code

Escape the hustle and bustle of the big city and find your perfect slice of peace at 41 Jump Off Place! Nestled on a beautifully wooded, ultra-private lot in the highly desired Cumberland Cove community of Monterey, TN, this completely renovated home offers the ultimate retreat without sacrificing convenience. You are less than 30 minutes from the vibrant shopping, dining, and amenities of Cookeville! Step inside to discover a flawless, open-concept floor plan designed for effortless modern living. Boasting 4 spacious bedrooms, all featuring walk-in closets, and 2 pristine, fully remodeled bathrooms, there is more than enough space for a growing family, a dedicated home office, or hosting out-of-town guests. The master bath shines with a custom tiled shower and frameless glass door, while the heart of the home showcases new matching flooring, a cozy custom stone fireplace, and a gorgeous kitchen complete with new custom cabinets, granite countertops, under-cabinet lighting, and a walk-in pantry. No detail was spared, from the fresh Benjamin Moore paint, new interior doors, and updated fixtures, to practical upgrades like a new water heater and encapsulated under home storage. Outside, the extensive improvements continue with double-walled insulation, new vinyl siding with cedar shutters, new exterior doors, an insulated garage door, and premium Provia energy-efficient windows. Relax on the freshly stained front deck, or entertain guests by the new rear deck and firepit overlooking custom garden boxes. As part of Cumberland Cove, you will enjoy access to incredible neighborhood amenities, including private hiking trails, scenic parks, and a golf course. Don't miss your chance to own this turnkey haven where privacy meets community. Schedule your private showing today and start living the quiet Tennessee lifestyle you deserve!!

41 Jump Off Pl, Monterey

$65,000

3529421 MLS ⋅ ACTIVE Status ⋅ 4 Acres ⋅ 38574 Zip Code

If your looking for a private country retreat in the woods, this is an amazing 4 acre wooded property in Cumberland Cove. A rock bluff cuts through the property and leads to 2 private building sites. One is closer to the road before the bluff and for an amazing setting there is another site past the bluff hidden in the woods. This is a beautiful property in the private subdivision of ''The Cove''. City water, Fiber Internet, Natural Gas, and Electric are all available at the street.There are 3 private parks where residents enjoy Hiking Trails, Caves, Creeks, Waterfalls and Amazing Scenic Views. Located close to Cookeville and Crossville for all amenities and about 1 1/2 hours to Nashville, Knoxville or Chattanooga. It's a peaceful country setting and yet not isolated. Come visit and allow me to show you this property.

18 Laurel Way, Monterey

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.