Pleasanton Historical Real Estate, Homes for Sale

Welcome to 4463 Pleasanton Ave, a beautifully renovated 1907 Craftsman that blends historic character with modern living. Set on an 8,449 sq ft lot with two private driveways, a single car garage, and side yard access, in the heart of Downtown Pleasanton. This home features a remodeled kitchen with granite counters, quality cabinetry, and professional-grade appliances. The open-concept layout connects the kitchen, dining, and living areas, highlighted by coffered ceilings, recessed lighting, ceiling fans, and built-in speakers. Charming details include beadboard paneling, custom window treatments, a built-in Murphy bed, distressed wood flooring, and updated bathroom vanity. Outdoor living shines with a spacious front porch, covered back deck, vegetable garden, dedicated gas lines for a grill and firepit, and 12x40 side yard access. A versatile 250 sq ft outbuilding offers endless potential. A short stroll to shops, dining, and trails-this is a true Pleasanton treasure.

4463 Pleasanton Ave, Pleasanton

Listed by Jo Ann Luisi, (925) 321-6104 from Compass
(If provided) CoList: from

Sold listing courtesy of Shiloh Hagen from CCCOMP08

$1,600,000

3 Beds ⋅ 2 Baths ⋅ BE41106960 MLS

Charming, fully remodeled historic Craftsman just blocks from vibrant Downtown Pleasanton! This 3-bedroom, 2-bath home offers 1,425 sq. ft. of beautifully updated living space with timeless character and modern finishes. The brand-new kitchen features oak shaker cabinets, quartz countertops, stainless steel appliances, and two skylights that fills the space with natural light. Both bathrooms have been fully renovated with stylish, contemporary finishes. Additional updates include smooth interior wall texture, new engineered hardwood flooring throughout, fresh interior and exterior paint, and a new tankless water heater. The home also features newer central heating and A/C, providing year-round comfort. Skylights in both the kitchen and primary bath enhance the bright, airy feel. Enjoy freshly landscaped front and rear yards, perfect for relaxing or entertaining under the shady oak tree, and the long driveway with two car garage. All of this in an unbeatable location-just steps to downtown dining, shopping, Farmers Market, parks, and more. A rare opportunity to own a piece of Pleasanton's history with all the benefits of a modern Foreverhome.

4374 First Street, Pleasanton

Listed by Nikolas Thysell, (510) 907-0335 from Foreverhome Properties
(If provided) CoList: from

Sold listing courtesy of Perry Vittoria from SRRO02

$1,906,000

4 Beds ⋅ 3 Baths ⋅ BE41100364 MLS

COMPLETELY RENOVATED IN 2021 Down to the Studs & Floorboards Including 1,200 SqFt Addition, New Detached Garage, Plus Redesigned Landscaping. Unique Historic Home Located in the Heart of Pleasanton Fully Updated with Luxurious High-End Fixtures Throughout that Bridges the Gap Between Traditional & Modern Aesthetics. Large & Open Entertainer's Kitchen Including Custom Cabinets & Brass Hardware, Cascading Waterfall Edge Peninsula, Calcutta Quartz Countertops, Counter-to-Ceiling Subway Tile Backsplash, Floating Shelves with Lighting. Top-of-the-Line Thermador Stainless Steel Kitchen Appliances. Expansive Great Room Including White Oak Flooring, Custom Fireplace with Calcutta Marble Inlay, Designer Light Fixtures, & Views of the Carefully Manicured Yard. Deluxe Primary Suite Located on Main Level with White Quartz Chandelier, Crystal-Inspired Door Handles, & Walk-In Closet of Your Dreams. Primary Bath with Floor-to-Ceiling 12X24 Porcelain Tile, 12 Foot DaVinci Marble Accent Wall, Oversized Walk-In Shower with Double Shower Heads, & Freestanding Soaking Tub. Relaxing Upstairs Retreat with 2 Spacious Bedrooms, Full Bathroom, & Flexible Loft Space. All 4 Corners of Yard Redesigned with Private Vineyard, Stone Creek, 360 Degree Path & Uplighting.

403 Saint Mary St, Pleasanton

Listed by Mike Carey, (925) 963-0569 from Investment Real Estate
(If provided) CoList: from

Sold listing courtesy of Mike Carey from SINM01

$1,183,000

3 Beds ⋅ 2 Baths ⋅ CC41098709 MLS

HURRY, this charming & spacious single story 3 bedroom, 2 bathroom Pleasanton home won't last on the market long! This home boasts an open floor plan, separate dining area and large backyard featuring a majestic foliage, it is the ultimate entertainer's dream home! Throughout the home you will find all the bells and whistles including; convenient in-unit laundry, and updated bathrooms. Close to K-12 public schools, restaurants, shopping, and so MUCH more; this unique home is truly a must see!

367 Rose Avenue, Pleasanton

Listed by Rebecca Loboschefsky, (512) 364-1649 from Keller Williams Realty
(If provided) CoList: from

Sold listing courtesy of Aubrie Avina from KWSV

$1,290,000

4 Beds ⋅ 3 Baths ⋅ CC41093748 MLS

4420 1st Street is an iconic victorian home in the heart of Down Town Pleasanton. This house is packed full of features you are going to love. Let us give you a few of the main reasons why we think you'll want to make this house your home. Victorian Classic: This home features the beautiful classic stylings that victorian homes are known for. From the beautiful custom stained glass to the claw foot tub this homes features the rich character of a home that was built with love and made too last. And the classic details are enhanced by the modern improvements, like a fully updated solar electrical system thru-ought the house and the beautiful pool in the backyard, this home is the perfect blend of classic beauty and modern convenience. Location: Situated right in the heart of downtown you are just a few minutes walk from amazing shopping and dining. Imagine sitting on your front porch on warm summer nights, enjoying the concerts in the park on the bandstand right across the street. Or walk downtown to enjoy Michelin star dining, or local favorites like the meadowlark dairy for soft serve cones. And you are conveniently located for commuting to silicon valley or the city. Quickly hop on 580, 680 or public transit like BART or the ACE train right around the corner.

4420 First, Pleasanton

Listed by Tony Santoro, (925) 209-9597 from Clarkson Santoro Inc.
(If provided) CoList: Bill Clarkson from Clarkson Santoro Inc.

Sold listing courtesy of Steve Ohlmeyer from CCCOLD19

$2,100,000

4 Beds ⋅ 3 Baths ⋅ BE41082621 MLS

A rare opportunity in coveted downtown Pleasanton, this 4BD/3BA Victorian beauty has been entirely renovated for a modern lifestyle steeped in history and brilliant architecture. The 2432 SQFT home has been thoughtfully reimagined for comfort and elegance providing a backdrop to an extraordinary life. From the neighborly picket fence and porch, step inside the sunny and spacious living/dining area with walls of mullioned and bay windows. Recessed lighting and hardwood floors span into the gorgeous kitchen and adjoining den. Cook with ease in the well-appointed kitchen while chatting with friends seated at the island, or relax in front of the den's fireplace. Two sets of French doors provide seamless indoor/outdoor living. Entertain at the outdoor kitchen, sit in the sun on the deck, dine under the pergola, or play ball on the maintenance-free turf. Upstairs find the stylish primary suite offering an en-suite bath and walk-in closet, with two more bedrooms sharing a full bath. The lower level is complete with a laundry room, full bath, and additional bedroom ideal for guests. The refurbished garage is ready as a playroom or office, while the long driveway provides plenty of parking. Ideally located, enjoy a small town feel with shops, restaurants, and weekly farmers market.

4568 FIRST STREET, Pleasanton

Listed by David Gunderman, (510) 205-4369 from KW Advisors East Bay
(If provided) CoList: Hans Struzyna from KW Advisors East Bay

Sold listing courtesy of Mike Carey from SINM01

$1,850,000

BE41073776 MLS

Downtown Pleasanton Prime Location. 5 Units with Separate Gas & Electric Meters. (4) 1 Bedroom / 1 Bath Units PLUS (1) Detached 2 Bedroom / 1 Bathroom Unit. Flat 14,000 SqFt Lot. On-Site Parking. Possible Development Potential to Add Up to (2) Additional Units Per State Guidelines. Large .32 Acre Lot. Detached Open 4 Car Garage with Bonus Storage Room at Rear of Property. Highly Desirable Location within Close Proximity to All Conveniences.

4250 1st St, Pleasanton

Listed by Mike Carey, (925) 963-0569 from Investment Real Estate
(If provided) CoList: from

Sold listing courtesy of OUT OF AREA OUT from OBBOUT

$1,850,000

5 Beds ⋅ 6 Baths ⋅ BE41073775 MLS

Downtown Pleasanton Prime Location. 5 Units with Separate Gas & Electric Meters. (4) 1 Bedroom / 1 Bath Units PLUS (1) Detached 2 Bedroom / 1 Bath Unit. Flat 14,000 SqFt Lot. On-Site Parking. Possible Development Potential to Add Up to (2) Additional Units Per State Guidelines. Large .32 Acre Lot. Detached Open 4 Car Garage with Bonus Storage Room at Rear of Property. Highly Desirable Location within Close Proximity to All Conveniences.

4250 1st St, Pleasanton

Listed by Mike Carey, (925) 963-0569 from Investment Real Estate
(If provided) CoList: from

Sold listing courtesy of Mike Carey from SINM01

$1,146,000

2 Beds ⋅ 2 Baths ⋅ BE41061303 MLS

Retro Chic: Modern Craftsman Home in the Heart of Downtown Pleasanton. Welcome to this enchanting Craftsman-style home. This 2-bedroom, 2-bathroom, 2-car garage residence seamlessly blends modern upgrades with the timeless appeal of a period home, boasting original details and wood floors that exude character and warmth. You'll find yourself just a short stroll from various shopping options, restaurants, the vibrant Saturday farmer's market, the iconic Meadowlark Dairy, and the enjoyable summer Concerts in the Park. Nestled near desirable 2nd Street, this residence has retained its historic charm, making it a truly special find. The updated kitchen features sleek Quartz countertops, stainless appliances, and a walk-in pantry with elegant marble floors and charming bead board wainscoting. Completing the classic bungalow look is an inviting front porch, perfect for relaxing and enjoying the pleasant surroundings. Don't miss the opportunity to own in the heart of Pleasanton. Be part of the downtown scene just in time for summer. *Over garage ADU plans available if expansion is desired.

194 Kottinger Dr, Pleasanton

Listed by Peter McDowell, (925) 209-0343 from Compass
(If provided) CoList: Maricela Torres from Compass

Sold listing courtesy of Mike Carey from SINM01

$2,525,000

4 Beds ⋅ 4 Baths ⋅ BE41048246 MLS

Prime Downtown Pleasanton Location! Modern Victorian Home with high quality fixtures & finishes. 4 bedrooms plus office & basement bonus room with kitchenette & full bathroom. Gourmet kitchen with stainless steel appliances & solid surface counter tops. Eat-in kitchen with breakfast bar, walk-in pantry, island with gas cook-top, & wine fridge. Travertine tile throughout main level of home. Custom crown moulding & baseboard in every room. New interior paint. Updated light fixtures throughout. Owned solar system. Surround sound system with ceiling speakers throughout. Pella windows with built-in shades & French doors. Office with custom built-in cabinets. Primary suite with oversized sitting area, windows with views of the ridge, walk-in closet. Primary bathroom with jacuzzi tub, gas fireplace, heated floors, & large shower with rain/massage features. Traditional wrap-around porch with solar sun shades, lighting, & outdoor ceiling fans. Basement media room with movie projector, surround sound, perfect for entertaining or possible in-law or au-pair suite. Could possibly be converted to JADU with City approval. Secluded backyard with paving stone courtyard & redwood deck with trellis. Walk to Downtown farmers market, concerts in the park, fine dining, cafes, shopping, and more!

4681 3rd St, Pleasanton

Listed by Mike Carey, (925) 963-0569 from Investment Real Estate
(If provided) CoList: from

Sold listing courtesy of Mike Carey from SINM01

$1,700,111

4 Beds ⋅ 3 Baths ⋅ EB41047241 MLS

Completely renovated in 2022. Truly a spectacular home! Plus ADU! Walk to the Main Street! . Secluded home w/amazing curb appeal, 4 bedrooms, 3 bathrooms; extra room on a lower level (could be used as a study, playroom), 2072 sq ft, private 14,442 sq ft lot, ADU 900 sq ft., located between main &1st street. Home offers a security gate, private driveway & ADU 900 sq ft with a bedroom, kitchen & bath (permit unknown), storage. Top-rated Pleasanton schools. Bright living room, w/vaulted ceiling &lots of natural light is perfect for entertaining. Waterproof Vinal floor throughout. Modern white updated kitchen w/ abundant cabinetry, new cabinets, quartz countertops, stainless steel appliances, eat-in area. The luxurious master suite adjoins an elegant master bathroom. 2nd master bedroom w/updated full bathroom. There are 2 additional bedrooms w/full bathroom. Extra room-lower level (in the basement). Short walk to Main Street shopping, dining, &entertainment.

4017 Stanley Blvd, Pleasanton

Listed by Victoria Lukashevsky, (925) 548-5404 from THE WELCOME HOME REALTY
(If provided) CoList: from

Sold listing courtesy of Shawn Shokoor from SHGM18

$820,000

3 Beds ⋅ 2 Baths ⋅ BE41040386 MLS

Just two blocks from Pleasanton's historic downtown, in a bustling mixed-use historic district, stands a 132-year-old, one-story end-gable bungalow, ripe for rejuvenation. Situated on a generous 7800 SF corner lot, once belonging to the Kottinger family, this timeless home awaits its transformation. It boasts an inviting front porch, a glazed window wooden door, vintage double-hung wood windows, and rustic wood siding. Inside, you'll find three bedrooms with 10-foot wood paneled ceilings, a cozy parlor, a spacious kitchen/dining combo, two bathrooms (and a claw foot tub), as well as a utility room. An expansive unfinished 187 SF basement adds further potential, as does the spacious lot, perfect for an ADU or detached garage. For those who cherish classic homes and relish the restoration of history, this fixer-upper is your canvas. Revive its allure and make it uniquely yours.

4306 1St St, Pleasanton

Listed by Susan Schall, (925) 519-8226 from Park46 Real Estate
(If provided) CoList: Stephany Jenkins from Park46 Real Estate

Sold listing courtesy of Trang Dunlap from SBKS01

$1,175,000

5 Beds ⋅ BE41039892 MLS

Come and see this triplex located downtown Pleasanton and near the fairgrounds. The front unit offer 2 bedrooms/ 1 bath with a spacious living room and washer and dryer hook up. The 2nd unit has 1 bedroom/ 1 bath. The back detached unit has 2 bedrooms/ 1 bath, skylight with wash and dryer in the bathroom. The triplex offers a 2-car garage and covered parking along with 2 additional parking spaces and street parking. Don't miss the opportunity to own triplex in downtown Pleasanton.

450 Rose Ave, Pleasanton

Listed by Belia Martinez, (925) 518-7500 from eXp Realty of California
(If provided) CoList: from

Sold listing courtesy of Simon Ruelas from SEXO01

$1,422,000

4 Beds ⋅ 2 Baths ⋅ BE41035619 MLS

Unlimited Potential! Rare Downtown Pleasanton Historic Home on 1/4 Acre Lot. Early 1900's home with vintage details throughout. Large corner lot allows for home expansion, 4+ car garage and guest house/ADU. Original refinished hardwood floors, pocket doors, trim and built-ins plus vintage doors and hardware. Beautiful wood-burning fireplace, updated fixtures/finishes, fresh paint and new LVP flooring in kitchen/baths. Partial basement for wine room and storage. Side street access to detached garage and carport. Walk just 2 blocks to Downtown Pleasanton dining, shopping and entertainment as well as all 3 levels of school, parks, library, ACE train and more.

621 Saint Mary St, Pleasanton

Listed by Mike Carey, (925) 963-0569 from Investment Real Estate
(If provided) CoList: Courtney Johnson from Venture Sotheby's Intl Rlty

Sold listing courtesy of Mike Carey from SINM01

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