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Latest Active Woodruff Place Listings

$899,000
1721-1727 Woodruff Place Cross Dr! Incredible investment opportunity to own this 4-plex in prime Woodruff Place! Yes, 4 units in a row. Each unit is 900sq ft on the main level, 2 bed / 1 full bath, with an additional 900sq ft unfinished basement that can be used as additional living space. All the units have been updated over the years. Currently no HOA or party wall agreement but these units can be separated and sold off individually. Great outdoor space and location! Short distance to the Bottleworks District, Mass Ave, etc! A great property to add to an investment portfolio.

1721 Woodruff Place Cross Drive, Indianapolis

Listing courtesy of United Real Estate Indpls.

$299,999
5 Beds ⋅ 2 Baths
For more information please reach out to the listing agent directly if you are not currently represented by an agent. Nestled in the heart of historic Woodruff Place, this 3 story, 5 bedroom home offers the opportunity to be part of one of Indianapolis' most distinctive neighborhoods. Originally designed in the 1870s as an elegant streetcar suburb, Woodruff Place is known for its grand tree-lined boulevards, beautiful fountains, ornamental statues, and wide esplanades that create a picturesque setting unlike anywhere else in the city. Residents enjoy a strong sense of community with neighborhood events throughout the year, including the nationally recognized Woodruff Place Flea Market, seasonal celebrations, and neighborhood gatherings. The area's walkable streets are perfect for morning strolls, dog walks, and bike rides while showcasing an impressive collection of Victorian, Queen Anne, Craftsman, and Colonial Revival architecture.Woodruff Place is just minutes from downtown Indianapolis, Bottleworks District, Mass Ave, Highland Park, and an array of local restaurants, coffee shops, breweries, and entertainment venues. With easy access to major highways, hospitals, and cultural attractions, the neighborhood combines historic character with the convenience of urban living, making it one of Indianapolis' most sought-after historic communities. Whether you a looking for some sweat equity, a flip or to invest in a long term or short term rental then look no further. This home has so many historic features including but not limited to the beautiful woodwork, tiled fireplace, Grand staircase, hardwood floors, large rooms, high ceilings, windows from floor to ceiling and the back stairway from the kitchen. The seller has paperwork that dates this home far before the tax record indicates.

605 Woodruff Place East Drive, Indianapolis

Listing courtesy of Keller Williams Indy Metro NE.

$799,900
6 Beds ⋅ 6 Baths
Chance to own a unique Historic Home in Woodruff Place. This stunning 6 bedroom home offers the perfect blend of classic exterior charm and essentially everything new on the inside. From the moment you arrive, you'll appreciate the rare combination of historic architecture, modern efficiency, and an oversized downtown lot with private driveway parking and an untouched 3 car garage - with potential for a future carriage house or additional living space. Inside, the home has been fully rehabbed from top to bottom with all new electrical and plumbing systems, brand new drywall, cabinetry, flooring, fixtures, and finishes throughout. Comfort and efficiency take center stage with 3 brand new HVAC systems.The spacious floorplan features 6 bedrooms, including 3 private ensuite bedrooms, along with 4 full bathrooms and 2 half baths. Soaring 9' ceilings throughout the home create an open and airy feel while still maintaining the warmth and elegance expected in a historic property. Quartz countertops run throughout the home, elevating the kitchen, bath, and living spaces with a clean and luxurious finish.3 bedrooms have direct 2nd floor Covered Balconies. Both main level suites have direct access to front or back porch - AirBnB potential.The main floor office with French doors provides the perfect setup for working from home, a library, or flex space. TWO laundry rooms - one on each floor adding convenience for larger households or guests. The finished third floor attic space adds incredible versatility and character, making it ideal for a playroom, art studio, music room, theater area, fitness room, or additional lounge space. Every detail of this home has been carefully updated to provide modern functionality while honoring the charm and craftsmanship and repurposing doors/windows to keep as much history as possible. Opportunities like this rarely become available - Close to all that downtown has to offer. Ready for a quick close.

875 Woodruff Place Middle Drive, Indianapolis

Listing courtesy of Real Broker, LLC.

$525,000
Investor opportunity in the beautiful historic Woodruff Place! This 4-unit multifamily property is being offered for sale individually or as part of a rare portfolio opportunity that includes four additional nearby buildings, all in Woodruff. This allows investors the chance to acquire multiple assets within one of Indianapolis' most desirable historic neighborhoods. All units are currently leased, providing immediate income and stable cash flow. The property has seen several recent improvements, including new sewer, 3 of the 4 units have had remodeled bathrooms, 2 of the units have had the Kitchens remodeled, new AC in Unit 3, Roof was replaced in 2021 and value-add potential. Located just minutes from downtown Indianapolis, this property benefits from the charm, walkability, and strong rental demand that Woodruff Place is known for. Whether purchased individually or as part of the larger portfolio, this is a rare opportunity to invest in a historic neighborhood with consistent rental demand and long-term upside.

640 Woodruff Place Middle Drive, Indianapolis

Listing courtesy of F.C. Tucker Company.

$520,000
Investor opportunity in the beautiful historic Woodruff Place! This 4-unit multifamily property is being offered for sale individually or as part of a rare portfolio opportunity that includes four additional nearby buildings, all in Woodruff. This allows investors the chance to acquire multiple assets within one of Indianapolis' most desirable historic neighborhoods. All units are currently leased, providing immediate income and stable cash flow. The property has seen several recent improvements, including remodels to all 4 units, new mini split in Unit 4, new forced AC in Unit 3, new kitchens, bathrooms, new water heater, new sump pump and value-add potential. Located just minutes from downtown Indianapolis, this property benefits from the charm, walkability, and strong rental demand that Woodruff Place is known for. Whether purchased individually or as part of the larger portfolio, this is a rare opportunity to invest in a historic neighborhood with consistent rental demand and long-term upside.

625 Woodruff Place Middle Drive, Indianapolis

Listing courtesy of F.C. Tucker Company.

$465,000
Welcome to this amazing duplex in sought after Woodruff Place! Unit 520 vacant and ready for its new owner to house hack! The property is full of charming details including arched doorways, thoughtful built-ins, and original hardwoods. The covered front porch is perfect for relaxing on hot summer days. Through the front door you are welcomed into the living room, through the archway you make your way to the formal dining room and kitchen. Upstairs are three spacious bedrooms and a full bath. The back yard is large and shaded by mature trees with a 3-car garage. Unit 518 is leased at $1900/m through 2026. New roof in 2023.

518 Woodruff Pl E Drive, Indianapolis

Listing courtesy of Epique Inc.

$525,000
5 Beds ⋅ 3 Baths
Welcome to Woodruff Place-the first platted subdivision in Indianapolis and one of the city's most beloved neighborhoods! Statuary, magnificent fountains, landscaped esplanades, and towering trees create a timeless setting less than 10 blocks from downtown. This charming residence on a rare double lot blends historic character with thoughtful updates. A glass-enclosed front porch invites you to savor morning coffee or evening wine while taking in the beauty of the neighborhood. Inside, original hardwood floors and period details set the stage. The formal living room is anchored by a striking fireplace flanked by built-in bookshelves, creating a warm, inviting centerpiece. The updated eat-in kitchen is the heart of the home, ideal for everyday living or entertaining. It flows seamlessly to a spacious covered patio overlooking the beautifully landscaped rear and side yards. The main-floor primary suite-a sought-after feature-includes a full bath and a Rookwood tile fireplace for added charm. Upstairs, you'll find three generous bedrooms and a second full bath, along with two staircases for added character and convenience. The third level offers another bedroom plus a versatile family room, studio, or creative space, along with ample storage. The lower level provides even more storage, laundry hook-ups, and a half bath. Completing this exceptional property is a two-car detached garage. As part of a designated historic district under the Indianapolis Historic Preservation Commission, this home offers not only style and space but also a place in one of the city's most treasured neighborhoods.

675 Woodruff Place West Drive, Indianapolis

Listing courtesy of F.C. Tucker Company.

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