Woodbury Homes under $500,000

Welcome to Woodbury, Tennessee—a charming town nestled in the heart of Cannon County! Known for its rich history and warm community spirit, Woodbury offers a delightful blend of small-town charm and modern conveniences. With its picturesque landscapes and friendly neighborhoods, it’s no wonder that families and individuals alike are drawn to this inviting locale.

Woodbury is a vibrant hub, featuring a variety of local shops, restaurants, and parks that create a welcoming atmosphere for residents and visitors. The town is surrounded by the breathtaking beauty of nature, with rolling hills and lush greenery that provide ample opportunities for outdoor activities, from hiking to picnicking. The community hosts several annual events and festivals, fostering a strong sense of belonging and camaraderie among its residents.

For those looking to call Woodbury home, the real estate market offers an array of options, particularly for homes priced under $500,000. Whether you're searching for a cozy cottage or a spacious family home, you'll find a diverse selection of properties that cater to a variety of tastes and budgets. Many homes in Woodbury boast charming architectural details, generous yards, and easy access to local amenities, making them perfect for anyone looking to settle down in this delightful town.

With its affordable housing options and a community that feels like family, Woodbury is not just a place to live—it's a place to thrive. Discover the beauty and warmth of Woodbury, Tennessee, and find your dream home today!

Newest Woodbury Homes under $500,000

$438,900

3 Beds ⋅ 2 Baths ⋅ 3610943 MLS ⋅ COMING SOON / HOLD Status ⋅ 0.47 Acres ⋅ 37190 Zip Code

SELLER is offering buyer assistance with closing. This well-maintained, all-brick home features 3 bedrooms, 2 bathrooms, and 1,590 square feet of living space on nearly half an acre. Key highlights include: - Interior Features: An open living room with large picture windows, a spacious kitchen equipped with new smart appliances (including a smart microwave and dishwasher), smart entry, a Google Home doorbell, and smart ceiling fans. - Exterior & Location: A large back deck overlooking a peaceful yard that backs up to a farm and offers views of a neighboring pond. As well you have a beautiful wrought iron fence allowing you to see nature at its best. Entrance gates at side and front for convenience.

102 Bradford Way, Woodbury

$280,000

4 Beds ⋅ 3 Baths ⋅ 3609875 MLS ⋅ ACTIVE Status ⋅ 0.14 Acres ⋅ 37190 Zip Code

Enjoy convenient one-level living at 103 Greenbriar Street in Woodbury. This single-family home offers 1,176 square feet per tax records, a practical floor plan, abundant natural light, and warm wood flooring throughout the main living areas. The kitchen and dining area provide generous dark-wood cabinetry, ample counter space, and comfortable room for everyday meals or gatherings. Outside, the level 64-by-100-foot lot features a paved driveway, attached covered carport, established lawn, and detached storage building for tools, lawn equipment, or seasonal storage. A metal roof, public utilities, and a convenient in-town location near Woodbury's everyday services complete the property. Buyer and buyer's agent to verify all information deemed important. Contact your real estate professional to schedule a private showing today. Private Remarks: Appointments must be confirmed before entry. Schedule through BrokerBay. If BrokerBay is unavailable, call or text the listing agent using the contact information in the MLS roster to request scheduling and confirmation. Supra electronic lockbox on site; active Supra eKEY access is required. Agents without Supra access must coordinate entry with the listing agent in advance. Water to the en suite bathroom is currently turned off. Please secure the property, turn off all lights, and provide feedback after showing. Submit offers as one complete package with current lender preapproval or proof of funds and all applicable disclosures and addenda. Any requested seller concessions must be clearly stated in the offer and are subject to seller approval. Information is believed reliable but not guaranteed; buyer and buyer's agent to independently verify all matters important to the purchase, including square footage, lot size, schools, taxes, utilities, measurements, included items, and property condition.

103 Greenbriar St, Woodbury

$399,900

3 Beds ⋅ 2 Baths ⋅ 3603611 MLS ⋅ ACTIVE Status ⋅ 0.66 Acres ⋅ 37190 Zip Code

Well maintained, all brick 3 bdrm, 2 bath, 1732 sqft one level home with a bonus room up (optional 4th bedroom - septic is for 3 bdrm) and a 2 car side entry garage on a 0.66 acre lot backing to tree lined woods. Conveniently located to Woodbury, McMinnville, Smithville and Center Hill Lake this home offers the peacefulness of living in the country without the inconvenience of it. Your new home awaits overlooking farmland in the front and thick woods in the back. Flat, usable yard perfect for pets and kids to play. 12x20 storage shed with electric, windows, gutter and loft storage. Covered back deck overlooking a gorgeous zoysia seeded yard, concrete driveway and beautiful, rock bed landscaping. Inside you'll find a double sided fireplace, vaulted living room, updated bathrooms and all appliances conveying including the kitchen refrigerator, washer & dryer. The bonus room has its own walk-in closet & separate HVAC that was recently replaced. Under cabinet lighting in the kitchen with backsplash and updated, deep sink. Updated LVP flooring throughout main living areas. Same owner for the past 19 years and this home has been loved and meticulously maintained. Come see for yourself... you will not be disappointed! Check out the walk through video here: https://listings.clearlensphotography.com/videos/01a0edd0-9cc8-7396-961f-be1bde7bde21

503 Short Mountain Rd, Woodbury

$440,000

3 Beds ⋅ 2 Baths ⋅ 3603605 MLS ⋅ ACTIVE Status ⋅ 0.39 Acres ⋅ 37190 Zip Code

Welcome to 95 Maple Dr, where "move-in ready" actually means move-in ready. *Full video tour available* Tucked away on a quiet cul-de-sac at the back of a walkable Woodbury neighborhood, this all-brick, single-story home offers 1,810 square feet of beautifully maintained living space. Step inside to find finished hardwood floors leading through a bright living room, featuring tall ceilings and fantastic natural light pouring in from two charming dormers. The recently renovated kitchen is the true centerpiece, boasting quartz countertops, new cabinetry, a farmhouse sink, and a sleek tile backsplash. Storage is a breeze thanks to the large pantry with custom built-ins and extra counter space. Even better? The full kitchen appliance package, plus the washer and dryer, remain with the home. Retreat to the primary suite, which features tall ceilings, recessed lighting, two large closets, and a freshly updated en-suite bathroom. Start your mornings at the dual vanities with quartz countertops, or enjoy the tiled tub/shower combo with a modern glass enclosure. You also won't have to worry about running out of hot water, courtesy of the tankless gas water heater installed in 2025. Sitting on a 0.39-acre lot, the property offers a spacious side yard, a 2-car side-entry garage, and a tiled back patio. Enjoy the tranquility of the Tennessee countryside while remaining just 30 minutes from downtown Murfreesboro and a short drive to outdoor adventures at Center Hill Lake and Rock Island. All information believed to be accurate, but not guaranteed. Buyer / Buyer agent to verify pertinent details.

95 Maple Dr, Woodbury

$345,000

3 Beds ⋅ 2 Baths ⋅ 3542466 MLS ⋅ ACTIVE Status ⋅ 0.72 Acres ⋅ 37190 Zip Code

Completely Remodeled Brick Home on 0.72 Acres with Detached Shop & Garage Welcome to 2039 Short Mountain Rd, a beautifully transformed all-brick home offering modern finishes, generous outdoor space, and an impressive collection of detached buildings. This completely gutted and remodeled home combines the character of a classic brick exterior with a modern, updated interior. Featuring 3 bedrooms, 1.5 bathrooms, and 1,222 square feet, the home has been thoughtfully renovated from the inside out and is ready for its next owner. The property sits on approximately 0.72 acres and offers an abundance of usable space, including a 30x30 detached shop and a detached 2-car garage — perfect for vehicles, hobbies, storage, equipment, or a workshop. The home also features a full drive-in basement, accessible from both inside the home and from the rear exterior. With the extensive remodel already completed, the basement and additional structures provide even more flexibility for storage and future use. Outside, enjoy the space and privacy of the large lot while still being conveniently located near Woodbury and the surrounding Cannon County community. Property Highlights: -Completely gutted & remodeled -Modern interior -3 Bedrooms -1.5 Bathrooms -1,222 Sq Ft -Approximately 0.72 Acres -All-brick exterior -Full drive-in basement -Detached 30x30 shop -Detached 2-car garage -Move-in ready -Offered at $345,000

2039 Short Mountain Rd, Woodbury

$459,900

3 Beds ⋅ 2 Baths ⋅ 3529504 MLS ⋅ ACTIVE Status ⋅ 0.38 Acres ⋅ 37190 Zip Code

Welcome to 40 Westfield Place! This is the one you've been waiting for. Location is everything here - sitting on a quiet cul-de-sac street, you are just moments away from shopping and restaurants in the heart of Woodbury, a short 20 minute drive to Murfreesboro, and 1hr from BNA! Walk through the front door to a stunning open concept floor plan with hardwood floors, tasteful finishes and tons of natural light! Kitchen has a large eat-in dining area, lots of cabinetry w/peninsula for extra storage and prep space, granite countertops and stainless steel appliances (incl. refrigerator). All 3 bedrooms downstairs! Primary bedroom has its own private bathroom with a double sink vanity, garden tub with separate shower, and walk-in closet. The additional 2 bedrooms are large and are separated by the 2nd bathroom. The stairs lead to an oversized bonus/rec room above the 2-car attached garage - perfect for a game room or to host watch parties for your favorite football team this upcoming season! Attic access off of the bonus room for extra storage. The back deck offers GORGEOUS views of the rolling hills of Cannon County. Don't miss your opportunity to see this one in person - schedule your showing today, you're going to love it!

40 Westfield Pl, Woodbury

$249,900

4 Beds ⋅ 3 Baths ⋅ 3529356 MLS ⋅ ACTIVE Status ⋅ 2.2 Acres ⋅ 37190 Zip Code

A 4 BEDROOM, 3 BATH, 1.5 STORY HOME WITH A NICE SETTING, WITH MATURE TREES, 2 • ACRES. BARN W/4 STALLS, TACK ROOM & STORAGE. ALSO, INCLUDES DUTCH BARN. 30 MIN DRIVE TO MURFREESBORO. property is a VA Foreclosure, Addendums with contract, property selling AS IS with no warrantees or guarantee, this property may qualify for Seller Financing (Vendee). If property was built prior to 1978, lead based paint could potentially exist.

761 Carole Anne Dr, Woodbury

$269,900

2 Beds ⋅ 1 Baths ⋅ 3526870 MLS ⋅ ACTIVE Status ⋅ 1.3 Acres ⋅ 37190 Zip Code

Listing includes both 156 & 188 Eugene Reed Rd, Woodbury. These are two parcels adjoined and selling together. 188 Eugene Reed Rd includes a 784 sqft mobile home situated on 1.3 acres. Mobile Home is currently rented with a long-term tenant for $800 per month. 156 Eugene Reed Rd includes a 4800 sqft building situated on .69 of an acre. Total acreage for both parcels equals 1.99 acres. This property is currently zoned as A1 but has commercial potential.

188 Eugene Reed Rd, Woodbury

$315,000

4 Beds ⋅ 2 Baths ⋅ 3520879 MLS ⋅ ACTIVE Status ⋅ 0.3 Acres ⋅ 37190 Zip Code

This charming one-level, 4-bedroom, 2-bath home is currently receiving several updates and will be ready for its next owner soon. Fresh paint is being completed throughout the interior, with newer carpet in the bedrooms. The kitchen and dining room will also feature new laminate flooring. The kitchen offers newer cabinetry and beautiful quartz countertops, providing a fresh and functional space for everyday living and entertaining. Major exterior improvements include a new roof, new gutters, and newly painted exterior, giving buyers added peace of mind. The comfortable floor plan provides plenty of flexibility for family, guests, a home office, or hobby space. A paved driveway and manageable yard complete the property. Conveniently located near downtown Woodbury, local schools, shopping, dining, and everyday necessities. If you have been looking for a spacious, updated, one-level home in a convenient Woodbury location, keep an eye out for this one. Showings will begin once the Coming Soon period ends and the finishing touches are complete! https://my.showcaselistings.com/properties-nobranding/fs2609261

529 McFerrin St, Woodbury

$459,900

3 Beds ⋅ 2 Baths ⋅ 3515449 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 37190 Zip Code

Country Living with Space, Charm & Versatility Welcome to 3459 Short Mountain Road, a charming brick home situated on 5 beautiful acres in a peaceful country setting. Inside, the home features 3 bedrooms and 2 full baths, kitchen/dining combo, hardwood floors, a comfortable living room plus a separate den, and extra closets for storage. An attached garage adds everyday convenience. Outside, you'll find a 2-car detached garage, with insulation great for an at home gym, hobbies, a workshop, or additional flexible space, or just extra storage. The spacious backyard offers room for gatherings, outdoor play, gardening, animals, and entertaining. With 5 acres, mature landscaping, multiple garage spaces, and the tranquility of country living, this property offers plenty of space and flexibility.

3459 Short Mountain Rd, Woodbury

$239,900

3 Beds ⋅ 1 Baths ⋅ 3515335 MLS ⋅ ACTIVE Status ⋅ 0.16 Acres ⋅ 37190 Zip Code

Welcome home to this beautifully renovated 3-bedroom, 1-bath home in the heart of Woodbury! Thoughtfully updated with a fresh, modern feel, this move-in-ready home with all new appliances included features a stylish kitchen with contemporary finishes, fresh paint throughout, and updated flooring that creates a bright and inviting atmosphere. The functional floor plan offers comfortable living spaces and three versatile bedrooms, perfect for family, guests, or a home office. Conveniently located near downtown dining, schools, and everyday amenities of Woodbury, this charming home combines small-town living with modern updates.

109 Parker St, Woodbury

$325,000

3 Beds ⋅ 2 Baths ⋅ 3499762 MLS ⋅ ACTIVE Status ⋅ 1.01 Acres ⋅ 37190 Zip Code

Welcome home to this beautifully renovated 3-bedroom, 2-bath home situated on a peaceful 1-acre lot in a small rural neighborhood. This move-in-ready property has been thoughtfully updated with new flooring throughout, fresh interior paint, stylish light fixtures, new doors, updated landscaping, and so much more. Enjoy the privacy of the spacious backyard, which backs up to mature trees, creating a serene setting for relaxing, entertaining, or simply enjoying nature. With modern updates, plenty of outdoor space, and a quiet country atmosphere, this home offers the perfect blend of comfort, style, and privacy. Don’t miss your opportunity to own this beautifully refreshed home with room to spread out while still enjoying the charm of rural living.

424 Cannon Way, Woodbury

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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.