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Highland Park Homes for Sale

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  • /45

    $479,900

    • 4 Beds
    • 3.5 Baths
    • 3,198 Sq Ft

    2000 Oak St, Chattanooga, TN 37404

    Calling all investors and savvy buyers! This home needs renovation, but with its location, layout, and character, it's a rare chance to bring new life to a piece of Chattanooga's history.This classic home sits on an elevated corner lot and was originally built and owned by the McCallie family. Offering 4 bedrooms, 2.5 bathrooms, and unlimited potential, this home boasts sunrise

    Agent Photo

    Cassie Hollis

    Better Homes and Gardens Real Estate Signature Brokers

    (423) 460-8575

    2000 Oak St, Chattanooga, TN 37404
  • /37

    $310,000

    • 3 Beds
    • 1 Bath
    • 1,129 Sq Ft

    1814 E 13th St, Chattanooga, TN 37404

    This beautifully updated 3-bedroom, 1-bath home is tucked away on a spacious corner lot and full of charm. Inside, you'll find gorgeous flooring throughout, large windows that fill the space with natural light, and a bright, modern feel from top to bottom.The kitchen features sleek stainless steel appliances, updated finishes, and a layout that flows seamlessly into the main living

    Judy Austin Redfin

    1814 E 13th St, Chattanooga, TN 37404
  • /19

    $599,900

    • 3 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    1600 Anderson Ave, Chattanooga, TN 37404

    Lovely 2019 Craftsman Style home just one mile from the most popular downtown district of Chattanooga! Located in beautiful Highland Park a new and upcoming neighborhood. This home has 3BR/3BA plus Bonus room and 2262 square ft of living space with a TWO-CAR GARAGE plus street parking! Hardwood floors, dream kitchen, wrap around porch, fenced yard on corner lot, sprinkler system, Ring video

    Susanne Flynn Flynn Realty

    1600 Anderson Ave, Chattanooga, TN 37404
  • /48

    $598,000

    • 4 Beds
    • 3 Baths
    • 3,188 Sq Ft

    1516 Union Ave, Chattanooga, TN 37404

    This beautifully reimagined 4-bedroom, 3-bath home sits on a corner lot on one of the best streets in Highland Park. Originally built in 1920, it was completely gutted and rebuilt in 2022. The renovation included all new framing, electrical, plumbing, HVAC, fixtures and foundation. With 12 foot ceilings and open concept, it offers the charm of a historic Chattanooga home with the peace of mind of

    Ralph Harvey ListWithFreedom.com

    1516 Union Ave, Chattanooga, TN 37404
  • /43

    $620,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,347 Sq Ft

    1501 Chamberlain Ave, Chattanooga, TN 37404

    Historic Charm Meets Modern Comfort in Highland Park | Step into the timeless elegance of 1905 at 1101 Chamberlain Ave - a beautifully restored 4 bedroom, 3 bathroom home in the heart of one of Chattanooga's most walkable and vibrant neighborhoods.Rich hardwood floors run throughout, complemented by stunning original beveled glass windows that fill the home with an abundance of light and

    Matthew Macaulay Real Broker

    1501 Chamberlain Ave, Chattanooga, TN 37404
  • /34

    $445,000

    • 4 Beds
    • 2 Baths
    • 2,627 Sq Ft

    1909 Vine St, Chattanooga, TN 37404

    Special financing available!! As low as 4.99% on a 7-year Balloon with No Mortgage Insurance up to 95% LTV credit qualifying. Contact Trust Federal Credit Union for detail at 423-870-7610.Welcome to 1909 Vine Street — a beautifully updated and spacious home in the vibrant Orchard Knob/Highland Park area. Perfectly positioned just minutes from Southside, Downtown Chattanooga, UTC, the Zoo,

    Chris Porter Real Broker

    1909 Vine St, Chattanooga, TN 37404
  • /32

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,643 Sq Ft

    1003 S Willow St, Chattanooga, TN 37404

    Welcome to this beautifully renovated home in Highland Park! Just a few blocks from Bailey Ave and Main St, you'll enjoy easy access to all the best that Chattanooga has to offer, including BlueCross Healthy Place, the Chattanooga Zoo, Warner Park, and the University of Tennessee at Chattanooga.Step inside and be greeted by an inviting open floor plan, where brand-new energy-efficient

    Charles Jabaley Keller Williams Realty

    1003 S Willow St, Chattanooga, TN 37404
  • /51

    $555,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    1911 E 12th St, Chattanooga, TN 37404

    Welcome to your dream home in the heart of Chattanooga's coveted Highland Park neighborhood! This brand-new construction perfectly blends historic charm with modern luxury, offering 4 spacious bedrooms, 3 full bathrooms, and high-end finishes throughout.Perched on a prime corner lot, this home boasts incredible curb appeal with clean architectural lines and designer-selected materials.

    Brent Campbell Blackwell Realty and Auction

    1911 E 12th St, Chattanooga, TN 37404
  • /17

    $265,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    2025 Rawlings St, Chattanooga, TN 37406

    A fully rehabilitated single-family home built in 1930 and expanded to 1,754 sq ft of living space. Thoughtfuly refreshed to modern standards while preserving vintage charm. Nestled in Avondale, this property features spacious open living room, new flooring through out and updated cabinetry. This home has the ideal gardening, entertaining or expansion. Make your appointment today!

    Sabrina Hagood Norluxe Realty Chattanooga llc

    2025 Rawlings St, Chattanooga, TN 37406
  • /15

    $165,000

    • 1 Bed
    • 1 Bath
    • 564 Sq Ft

    1400 Duncan Ave, Chattanooga, TN 37404

    Welcome to Highland Park area of Chattanooga. Multiple units for sale by same owner, prices differ depending on size and layout (pictures are used to model multiple units). These units have character and charm. Monthly maintenance fee is $130. Includes building insurance. These units are with in walking distance of University of Tennessee. The complex had a major renovation done in 2006. This

    Tate Trentham Coldwell Banker Kinard Commercial

    1400 Duncan Ave, Chattanooga, TN 37404
  • /17

    $309,900

    • 2 Beds
    • 2 Baths
    • 1,187 Sq Ft

    1000 S Beech St, Chattanooga, TN 37404

    Discover charming, single-story living in a 2 bed, 2 bath, 1,187 sq ft home featuring an open-concept layout that seamlessly combines the kitchen, living, and dining areas—ideal for both daily life and entertaining.Outside, enjoy the convenience of off‑street parking and relax behind a private fenced yard, perfect for pets, plants, or peaceful evenings on the back deck or

    Crystal Armstrong Keller Williams Realty

    1000 S Beech St, Chattanooga, TN 37404
  • /46

    $309,999

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft

    1306 Top St, Chattanooga, TN 37408

    Modern Luxury Meets Urban Convenience - STVR-Approved Townhome Near Montague ParkWelcome to this stunning, newly constructed 3-bedroom, 2.5-bath townhome—officially approved for Short Term Vacation Rental (STVR) and ideally located in the heart of downtown Chattanooga. Featuring sleek luxury vinyl plank flooring throughout, this home combines comfort, durability, and modern style. The

    Ralph Harvey ListWithFreedom.com

    1306 Top St, Chattanooga, TN 37408
  • /45

    $294,999

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft

    1310 Top St, Chattanooga, TN 37408

    Modern Downtown Townhome - Ideal for Homeowners or Long-Term InvestorsWelcome to this beautifully constructed 3-bedroom, 2.5-bath townhome, offering modern finishes, a smart layout, and prime access to Chattanooga's growing Southside—all at an incredible value. Perfect for a first-time homebuyer or buy-and-hold investor, this townhome provides low-maintenance living with luxury vinyl

    Ralph Harvey ListWithFreedom.com

    1310 Top St, Chattanooga, TN 37408
  • /7

    $29,900

    • Land
    • 0.00 Acre

    0 Jackson St, Chattanooga, TN 37404

    Vacant flat lot located just minutes from downtown. This lot is a perfect opportunity for someone looking for a property to build their urban home or for a developer seeking future building plans. Located within minutes of downtown, the hospitals and University of Tennessee Chattanooga. Contact us today to schedule a showing and see the possibilities that await with this fantastic opportunity.

    Shawn Feagans Keller Williams Realty

    0 Jackson St, Chattanooga, TN 37404
  • /18

    $139,900

    • 2 Beds
    • 1 Bath
    • 973 Sq Ft

    2003 Jackson St, Chattanooga, TN 37404

    Welcome to this charming 2 bedroom, 1 bathroom fixer upper located just minutes from downtown. This home is a perfect opportunity for someone looking to put their personal touch on a property or for an investor looking for their next flip. Some improvements have already been done to the home and features a newer roof and a deck on the front porch, providing a great space for outdoor relaxation.

    Shawn Feagans Keller Williams Realty

    2003 Jackson St, Chattanooga, TN 37404
  • /30

    $299,000

    • 2 Beds
    • 1 Bath
    • 1,276 Sq Ft

    1306 Bailey Ave, Chattanooga, TN 37404

    Welcome to this beautifully remodeled bungalow in the heart of historic Highland Park, just minutes from downtown Chattanooga. This charming 100-year-old home blends classic character with modern updates throughout.Recent improvements include updated plumbing, electrical, HVAC, and fresh paint inside and out. The interior features freshly installed LVP flooring in the kitchen and timeless

    Jason Weathers Auben Realty

    1306 Bailey Ave, Chattanooga, TN 37404
  • /15

    $114,900

    • 2 Beds
    • 1 Bath
    • 1,305 Sq Ft

    2000 Sharp St, Chattanooga, TN 37404

    🏚️ Investor Special in a high-demand area! This 2 bed, 1 bath home with 1,305 sq ft is located in Chattanooga (37404) and is ready for renovation. It sits on a solid lot with a fenced backyard 🌳 and is surrounded by active rehabs and revitalization—perfect for your next flip or buy-and-hold! 💼💥 Tons of upside🛠️ Needs full

    Mike Burge Zach Taylor - Chattanooga

    2000 Sharp St, Chattanooga, TN 37404
  • /21

    $229,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    2001 Sharp St, Chattanooga, TN 37404

    Newly remodeled 3 bedroom 2 bath, in Orchard Knob. This home offers a newer roof, updated bathrooms and new countertops. Main Bedroom has a large walk-in closet, new ceiling fan and full bath. New flooring throughout the house, new windows, decks and a new hot water heater. New fence that surrounds the entire perimeter of the property. Detached garage with door opener and a extra gated

    Mark Landers Real Estate Partners Chattanooga LLC

    2001 Sharp St, Chattanooga, TN 37404
  • /54

    $219,900

    • 2 Beds
    • 2 Baths
    • 1,006 Sq Ft

    2006 Rawlings St, Chattanooga, TN 37406

    New Price!Step into your dream of modern, effortless living at 2006 Rawlings St, Chattanooga! This completely reimagined haven, practically brand new from the metal rooftop down to the stylish new patio, is not only stunning but also budget-friendly. Imagine sipping your morning coffee on the beautiful covered front porch, perfectly sized for rocking chairs, before whipping up culinary delights

    Laila Punjani United Real Estate Experts

    2006 Rawlings St, Chattanooga, TN 37406
  • /11

    $199,900

    • 4 Beds
    • 1 Bath
    • 2,460 Sq Ft

    1900 Garfield St, Chattanooga, TN 37404

    Investor Alert! Add this charming 4-bedroom, 1-bath property to your rental portfolio and start generating positive cash flow right away. Located just minutes from three major hospitals, this home offers convenience and accessibility for tenants and homeowners alike. Currently being used as a home stay.Situated on a corner lot with off-street parking, this property is directly across from a

    Nikoel Smith Keller Williams Realty

    1900 Garfield St, Chattanooga, TN 37404
  • /24

    $258,000

    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    1445 Fagan St, Chattanooga, TN 37408

    Welcome to unit 305 at Fagan Flats! An extremely convenient one-bedroom apartment in the heart of downtown Chattanooga. Walking distance to shops/restaurants on Main Street and across the street from popular Montague Park. This lightly lived in, top floor, newly painted condominium was just built in 2022. Private balcony looking out into green space, quartz countertops, stainless steel

    Stephen O'Neil Keller Williams Realty

    1445 Fagan St, Chattanooga, TN 37408
  • /25

    $449,000

    • 3,258 Sq Ft

    1908 McCallie Ave, Chattanooga, TN 37404

    This property could be converted into a single family residence or renovated back into the 4 2-bedroom, 1-bath units that previously existed.Owner/agent

    Nathan Brown Keller Williams Realty

    1908 McCallie Ave, Chattanooga, TN 37404
  • /41

    $249,000

    • 1,952 Sq Ft

    2011 Milne St, Chattanooga, TN 37406

    ''All-brick duplex featuring two units, each with 3 bedrooms and 1 bathroom. Unit B is fully updated with new cabinets and granite countertops, offering a modern and move-in ready space. Unit A needs some TLC, providing a great opportunity for customization or added value. Excellent investment potential!'' ''Showings of Unit B are only permitted once under contract. Please do not disturb the

    Lucy Patterson Crye-Leike, REALTORS

    2011 Milne St, Chattanooga, TN 37406
  • /26

    $299,000

    • 1,608 Sq Ft

    1812 E 13th St, Chattanooga, TN 37404

    Looking for an excellent house-hack opportunity in highly sought after Highland Park? Here is your chance to live in one side and rent the other! This property has been tastefully updated and has room for additional value add. 100% financing available for qualified owner-occupant buyers. A short walk or drive to Southside's popular E Main St with various restaurants, attractions, the Chattanooga

    Heidi Rau Zach Taylor - Chattanooga

    1812 E 13th St, Chattanooga, TN 37404
  • /52

    $599,999

    • 4 Beds
    • 3.5 Baths
    • 2,945 Sq Ft

    1608 Bailey Ave, Chattanooga, TN 37404

    Modern Urban Farmhouse in the Heart of Downtown ChattanoogaWelcome to your dream home where timeless character meets contemporary luxury. This stunning 4-bedroom modern urban farmhouse, built in 2022, is perfectly situated on a tree-lined street in downtown Chattanooga, directly across from a charming neighborhood park and green space. With fantastic curb appeal, wood-clad porch ceilings,

    Jasmine Robinson Tyler York Real Estate Brokers

    1608 Bailey Ave, Chattanooga, TN 37404
  • /29

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,108 Sq Ft

    1445 Fagan St, Chattanooga, TN 37408

    Welcome home to 1445 Fagan St, Unit 312! This stunning 2-bedroom, 2-bathroom condo is part of the newer Fagan Flats development, located in the desirable Park District on Chattanooga's Southside. Enjoy the convenience of being within walking distance of some of the best Southside restaurants, bars, shopping, and music venues as well as the nearby Montague Park, the Sculpture Fields, and Jefferson

    Sarah Brogdon Real Estate Partners Chattanooga LLC

    1445 Fagan St, Chattanooga, TN 37408
  • /13

    $299,900

    • 1 Bed
    • 1 Bath
    • 985 Sq Ft

    1619 E 12th St, Chattanooga, TN 37404

    Downtown living couldn't possibly get easier!!Beautiful townhome in historic Highland Park—just three blocks from Main Street and six minutes to downtown Chattanooga. Enjoy a quiet neighborhood setting with easy access to the Southside's dining, shopping, and entertainment.This light-filled home features large windows with roll-down sun shades, real hardwood floors, brand-new

    Christian Beairsto Porchlight Real Estate LLC

    1619 E 12th St, Chattanooga, TN 37404
  • /10

    $267,000

    • 3 Beds
    • 2 Baths
    • 1,066 Sq Ft

    1903 Sharp St, Chattanooga, TN 37404

    Welcome home to 1903 Sharp Street, a beautifully remodeled 3-bedroom residence in the heart of Chattanooga! Step inside to discover a stunning transformation featuring modern finishes, fresh interiors, and an abundance of natural light. The spacious living area offers comfort and elegance, ideal for relaxing or entertaining. An updated kitchen awaits, complete with sleek cabinetry, stylish

    Dustin Sherlin Realty ONE Group Experts

    1903 Sharp St, Chattanooga, TN 37404
  • /51

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 2,874 Sq Ft

    1610 Chamberlain Ave, Chattanooga, TN 37404

    Gorgeous Victorian home in Highland Park! Located on one of the best blocks in the neighborhood, this 4-bedroom, 2.5-bathroom house has been lovingly restored as a classic example of the Art and Crafts style. It has the character and soul often missing in newer builds. Enjoy the old-world charm of high ceilings, large windows, dual staircases, a cozy front porch, and a flat, fenced backyard with

    Daniel Staub Keller Williams Realty

    1610 Chamberlain Ave, Chattanooga, TN 37404
  • /33

    $253,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    1815 Newell Ave, Chattanooga, TN 37404

    HERE IT IS, EXACTLY WHAT YOU HAVE BEEN LOOKING FOR!! Everything Is New!! Basically NEW Construction..... All you want!! Quality, Quality! Perfectly located close to Downtown Chattanooga and all the boutiques, eateries, museums, that downtown living has to offer without the huge price tag.Surrounded by the best hospitals, close to UTC and all the revitalization in this community. Buy now

    Sandy Kirk Real Estate Brokers

    1815 Newell Ave, Chattanooga, TN 37404
  • /5

    $250,000

    • Land
    • 0.22 Acre
    • $1,136,364 per Acre

    1115 E 14th St, Chattanooga, TN 37408

    Builder/Investment opportunity in Chattanooga's popular Southside! Purchase 1115 E 14th Street (90x107.5 approx.) separately or with adjacent lots (0 E 14th, 1117 E 14th) for a total of .45 acres. This property is currently zoned TRN-3 for townhomes or multi-family homes. This area offers the convenience of being within walking distance to many popular restaurants, businesses, and attractions

    Derek English The Agency Chattanooga

    1115 E 14th St, Chattanooga, TN 37408
  • /4

    $125,000

    • Land
    • 0.11 Acre
    • $1,136,364 per Acre

    0 E 14th St, Chattanooga, TN 37404

    Builder/Investment opportunity in Chattanooga's popular Southside! Purchase 0 E 14th Street (45x107 approx.) separately or with adjacent lots (1115 E 14th, 1117 E 14th) for a total of .45 acres. This property is currently zoned TRN-3 for townhomes or multi-family homes. This area offers the convenience of being within walking distance to many popular restaurants, businesses, and attractions while

    Derek English The Agency Chattanooga

    0 E 14th St, Chattanooga, TN 37404
  • /5

    $125,000

    • Land
    • 0.11 Acre
    • $1,136,364 per Acre

    1117 E 14th St, Chattanooga, TN 37408

    Builder/Investment opportunity in Chattanooga's popular Southside! Purchase 1117 E 14th Street (45x107 approx.) separately or with adjacent lots (1115 E 14th, 0 E 14th) for a total of .45 acres. This property is currently zoned TRN-3 for townhomes or multi-family homes. This area offers the convenience of being within walking distance to many popular restaurants, businesses, and attractions while

    Derek English The Agency Chattanooga

    1117 E 14th St, Chattanooga, TN 37408
  • /5

    $250,000

    • Land
    • 0.22 Acre
    • $1,136,364 per Acre

    1115 E 14th St, Chattanooga, TN 37408

    Builder/Investment opportunity in Chattanooga's popular Southside! Purchase 1115 E 14th Street (90x107.5 approx.) separately or with adjacent lots (0 E 14th, 1117 E 14th) for a total of .45 acres. This property is currently zoned TRN-3 for townhomes or multi-family homes. This area offers the convenience of being within walking distance to many popular restaurants, businesses, and attractions

    Derek English The Agency Chattanooga

    1115 E 14th St, Chattanooga, TN 37408
  • /19

    $199,000

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    2011 Robbins St, Chattanooga, TN 37404

    All brick home on level lot occupied by one owner for over 40 years. The home has two bedrooms and small bonus room, living room, kitchen, and dining area with brick fireplace. Home has original hardwood floors in bedrooms. There is one full bath and half bath off the master bedroom. The half bath needs TLC. The carport, available for off street parking, is attached to the house. There is

    Joyce Smith Keller Williams Realty

    2011 Robbins St, Chattanooga, TN 37404
  • /4

    $249,000

    • 2,002 Sq Ft

    1308 Duncan Ave, Chattanooga, TN 37404

    This property can be converted back into a single family residence or renovated back into the three, 2-bedroom, 1-bath units it had previously.Owner/agent

    Nathan Brown Keller Williams Realty

    1308 Duncan Ave, Chattanooga, TN 37404
  • /55

    $798,900

    • 4 Beds
    • 3 Baths
    • 2,706 Sq Ft

    707 S Greenwood Ave, Chattanooga, TN 37404

    Welcome to your dream home! This meticulously renovated 4-bedroom, 3-full-bath residence offers a perfect blend of modern luxury and historic charm. Spanning 2,706 square feet, this property boasts all-new electrical, plumbing, HVAC, and roof, ensuring peace of mind for years to come. As you step inside, you'll be greeted by beautiful white oak wood flooring that flows throughout the open-concept

    Danielle Volz Real Estate Partners Chattanooga LLC

    707 S Greenwood Ave, Chattanooga, TN 37404
  • /54

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 3,336 Sq Ft

    709 S Greenwood Ave, Chattanooga, TN 37404

    Back on Market. Buyer had personal problems and refused to close because of them. Inspection was completerd with no issues being discovered. Seller has moved out. Go ahead and show. This Stately Home was built in 1886 as a 4 Square Craftsman with Three Stack Brick Construction. It belonged to Girls Inc from 1963 until this owner purchased it in 2018. All 3336 Square Feet was fully gut renovated

    John Martin Fletcher Bright Realty

    709 S Greenwood Ave, Chattanooga, TN 37404
  • /15

    $165,000

    • 1 Bed
    • 1 Bath
    • 564 Sq Ft

    1400 Duncan Ave Unit 9, Chattanooga, TN 37404

    Welcome to Highland Park area of Chattanooga. Multiple units for sale by same owner, prices differ depending on size and layout (pictures are used to model multiple units). These units have character and charm. Monthly maintenance fee is $130. Includes building insurance. These units are with in walking distance of University of Tennessee. The complex had a major renovation done in 2006. This

    1400 Duncan Ave Unit 9, Chattanooga, TN 37404
  • /19

    $165,000

    • 1 Bed
    • 1 Bath
    • 564 Sq Ft

    1400 Duncan Ave Unit 6, Chattanooga, TN 37404

    Welcome to Highland Park area of Chattanooga. Multiple units for sale by same owner, prices differ depending on size and layout. These units have character and charm. Monthly maintenance fee is $130. Includes building insurance. These units are with in walking distance of University of Tennessee. The complex had a major renovation done in 2006. This complex is steps from the Chattanooga Zoo and

    1400 Duncan Ave Unit 6, Chattanooga, TN 37404

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