Hudson Bayou Homes

• 

  

  

  /30

  $2,100,000

  • 3 Beds
  • 3 Baths
  • 2,719 Sq Ft

  1397 Harbor Dr, Sarasota, FL 34239

  Located in the coveted Harbor Acres, one of Sarasota’s most exclusive and established neighborhoods, this oversized lot (16,828 square feet) offers endless possibilities. Whether you’re looking to build your dream home or restore the charming ranch-style residence currently on the property, the options are plentiful.The spacious lot is perfect for new construction, allowing you to create a large,

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 239-1750

  1397 Harbor Dr, Sarasota, FL 34239
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /25

  $4,195 per month

  • 2 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • House for Rent

  Unlisted Address

  This is a rarely available, fully furnished (optional), West of the Trail, charming 2 bedroom 2 bath pool home located just blocks from Sarasota Memorial Hospital and Southside Village! This home features a sitting room with brick fireplace and built ins. The gorgeous hardwood flooring runs through the living areas and there is ceramic tile in bedrooms, kitchen and baths. The kitchen is open to

  Todd Roughton

  Unlisted Address
• 

  

  /2

  $3,000,000 Sold May 20, 2025

  • 2,944 Sq Ft
  • $1019/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2005

  1658 Hawthorne St, Sarasota, FL 34239

  Perched on a hill above Hawthorne Street in one of Sarasota's most coveted West of Trail enclaves, this three-bedroom residence is a modern love letter to the Sarasota School of Architecture, designed by renowned architect Guy Peterson. Celebrated in books and design publications, the home is a modern marvel crafted from polished concrete, steel, impact-rated glass, and stacked Ocala

  Nick Gard COLDWELL BANKER REALTY

  1658 Hawthorne St, Sarasota, FL 34239
• 

  

  

  /4

  Est $999,000 Not Listed For Sale

  1759 Arlington St, Sarasota, FL 34239

  1759 Arlington St, Sarasota, FL 34239
• 

  

  

  /37

  $2,100,000

  • Land
  • 0.39 Acre
  • $5,384,615 per Acre

  1397 Harbor Dr, Sarasota, FL 34239

  Located in the coveted Harbor Acres, one of Sarasota’s most exclusive and established neighborhoods, this oversized lot (16,828 square feet) offers endless possibilities. Whether you are looking to build your dream home or restore the charming ranch-style residence currently on the property, the options are plentiful.The spacious lot is perfect for new construction, allowing you to create a

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 294-3136

  1397 Harbor Dr, Sarasota, FL 34239
• 

  /2

  $1,695,000 Sold May 13, 2025

  • 2,339 Sq Ft
  • $725/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1950

  1764 Floyd St, Sarasota, FL 34239

  Step inside to see all recent upgrades, starting with newly renovated gourmet kitchen. You will love the extended island, Cucine Ricci Italian cabinets, the quartz and quartzite counters, along with the Liebherr fridge, induction cooktop and wine refrigerator. There is ample space for cooking and entertaining, in addition to everyday family living. The spacious living room is complete with the

  Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1764 Floyd St, Sarasota, FL 34239
• 

  

  /9

  Est $3,034,783 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,270 Sq Ft

  1739 S Orange Ave, Sarasota, FL 34239

  1739 S Orange Ave, Sarasota, FL 34239
• 

  

  /45

  $2,195,000

  • 3 Beds
  • 3.5 Baths
  • 2,551 Sq Ft

  1538 S Orange Ave, Sarasota, FL 34239

  Dramatic Price Reduction – Move-In Ready Furnished Home in Harbor Acres. Don’t miss this rare opportunity in one of Sarasota’s most sought-after neighborhoods. This beautifully revitalized, single-level 3BR/4BA home offers 2,551 sq. ft. of fully furnished living space and is priced to sell. Highlights include a 750 sq. ft. primary suite addition (2016) built to Miami-Dade hurricane code, with

  Nancy MacKenzie MICHAEL SAUNDERS & COMPANY

  1538 S Orange Ave, Sarasota, FL 34239
• 

  /2

  $1,735,000 Sold Apr 24, 2025

  • 2,122 Sq Ft
  • $818/SF
  • 53 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1926

  1720 Bahia Vista St, Sarasota, FL 34239

  Accepting offers on this tastefully restored 1926 home, located in the highly desirable Hudson Bayou neighborhood. This home offers 3 bedrooms plus den and 3.5 bathrooms, offering 2,122 sf of spacious indoor living space. Out front you are greeted by iconic columns of the oversized brick porch, perfect for relaxing and enjoying the outdoor living space. The heart of the homes main living area

  Barbara May MICHAEL SAUNDERS & COMPANY

  1720 Bahia Vista St, Sarasota, FL 34239
• 

  

  /61

  Est $7,647,614 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 8,433 Sq Ft

  1486 Hillview Dr, Sarasota, FL 34239

  1486 Hillview Dr, Sarasota, FL 34239
• 

  

  /70

  $2,750,000 New Construction

  • 5 Beds
  • 3 Baths
  • 2,963 Sq Ft

  1642 Arlington St, Sarasota, FL 34239

  Modern Elegance Meets Prime Location – Custom 2024 New Build.Welcome to this stunning 2024 custom-designed residence by renowned Lear Studio, offering nearly 3,000 square feet of refined living space on a generous lot with ample room to add a pool. Perfectly situated on one of the few charming, sidewalk-lined streets West of the Trail, this home combines timeless architecture with modern comfort,

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  1642 Arlington St, Sarasota, FL 34239
• 

  /2

  $4,400,000 Sold Apr 22, 2025

  • 6,322 Sq Ft
  • $696/SF
  • 50 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1949

  1344 Harbor Dr, Sarasota, FL 34239

  Step into a world of waterfront luxury with this furnished five-bedroom Harbor Acres estate, perfectly positioned along a yacht basin with unobstructed access to Sarasota Bay. A travertine walkway, accompanied by a charming fountain, newer roof, and double-door entry, sets the stage for a grand welcome. Inside, architectural craftsmanship is evident in every detail, from crown molding and tray

  Roger Pettingell COLDWELL BANKER REALTY

  1344 Harbor Dr, Sarasota, FL 34239
• 

  

  /92

  Est $5,841,051 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,262 Sq Ft

  1622 Prospect St, Sarasota, FL 34239

  1622 Prospect St, Sarasota, FL 34239
• 

  

  /92

  $5,100,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,970 Sq Ft

  1519 Harbor Dr, Sarasota, FL 34239

  Pre-Construction. To be built. Harbor Acres, Sarasota's ultimate neighborhood in downtown living. The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb

  Karen Greco GRECO REAL ESTATE

  1519 Harbor Dr, Sarasota, FL 34239
• 

  

  /100

  $7,648,000 Sold Mar 19, 2025

  • 7,049 Sq Ft
  • $1085/SF
  • 69 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2002

  1430 Harbor Dr, Sarasota, FL 34239

  Harbor House, located at 1430 Harbor Drive, stands as the crown jewel of Harbor Acres, Sarasota’s most coveted mainland neighborhood known for record-breaking sales year after year. This extraordinary waterfront estate, spanning over 12,000 total sq. ft., exemplifies impeccable craftsmanship and design. Completed in 2023, the home was reimagined to offer over 7,000 air conditioned sq. ft. of

  Ryan Ackerman COLDWELL BANKER REALTY

  1430 Harbor Dr, Sarasota, FL 34239
• 

  

  /46

  Est $1,969,225 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,723 Sq Ft

  1740 Prospect St, Sarasota, FL 34239

  1740 Prospect St, Sarasota, FL 34239
• 

  

  /92

  $4,875,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,224 Sq Ft

  1516 S Orange Ave, Sarasota, FL 34239

  Under Construction. The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living.

  Karen Greco GRECO REAL ESTATE

  1516 S Orange Ave, Sarasota, FL 34239
• 

  

  /9

  $14,800,000 Sold Mar 10, 2025

  • 6,587 Sq Ft
  • $2247/SF
  • 269 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2025

  1490 Hillview Dr, Sarasota, FL 34239

  Under Construction. Completion date is end of 2025. New construction in the highly desirable Harbor Acres Estate section. Situated on a ½ acre with 100 ft of waterfront and southern facing open bay views. Beautifully designed by acclaimed MHK Architects and built by premier waterfront builder Voigt Brothers, this 6,587 square-foot home has all the bells and whistles you would want. The residence

  Barbara May MICHAEL SAUNDERS & COMPANY

  1490 Hillview Dr, Sarasota, FL 34239
• 

  

  /12

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,067 Sq Ft

  1765 Floyd St, Sarasota, FL 34239

  1765 Floyd St, Sarasota, FL 34239
• 

  

  /60

  $4,425,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,873 Sq Ft

  1637 Hyde Park St, Sarasota, FL 34239

  Under Construction. 1637 Hyde Park ensures a luxurious experience and is one of Allegra Homes’ finest accomplishments in new home construction. The premier West of Trail setting is just a block from Morton’s Market and the vibrant shops and venues of Southside Village, where you can stroll and soak in the quaint atmosphere of this fascinating community. The newly-built 3,873 sq. ft. “St. Joseph”

  Karen Greco GRECO REAL ESTATE

  1637 Hyde Park St, Sarasota, FL 34239
• 

  /2

  $3,300,000 Sold Mar 07, 2025

  • 3,220 Sq Ft
  • $1025/SF
  • 39 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2014

  1718 Hillview St, Sarasota, FL 34239

  Rarely available in this coveted neighborhood, this exquisite property offers the best of Sarasota living with over 3,200 square feet of living space, sited on a third of an acre of lush landscape and seamless indoor-outdoor spaces, perfect for entertaining. Located in the heart of Southside Village, West of the Trail, this custom-built Todd Johnston home, completed in 2014, features luxurious

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  1718 Hillview St, Sarasota, FL 34239
• 

  

  /99

  Est $11,824,415 Not Listed For Sale

  • 8 Beds
  • 12 Baths
  • 11,275 Sq Ft

  1233 Hillview Dr, Sarasota, FL 34239

  1233 Hillview Dr, Sarasota, FL 34239
• 

  

  /84

  $3,950,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,471 Sq Ft

  1682 Hawthorne St, Sarasota, FL 34239

  Under contract-accepting backup offers. This stunning, newly renovated 4 bedroom, 4 and a half bath Mediterranean Revival estate, designed by Sarasota's renowned first architect, Alex Browning, seamlessly blends timeless elegance with modern luxury. Nestled on a lush, oversized lot of just under 20,000 square feet, this home offers privacy, tranquility, and exceptional craftsmanship. Boasting

  Janet Coughlin COLDWELL BANKER REALTY

  1682 Hawthorne St, Sarasota, FL 34239
• 

  /2

  $900,000 Sold Jan 30, 2025

  • 1,385 Sq Ft
  • $650/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  1310 Pomelo Ave, Sarasota, FL 34239

  **BEST VALUE West of the Trail!** Located in the highly sought-after Hudson Bayou neighborhood, this charming 1950s bungalow sits on a quiet street, the neighborhood park is 2 blocks away and the home is just a short walk from downtown Sarasota’s bayfront and the vibrant shops and restaurants of Southside Village. This one level home offers 3 bedrooms and 2 bathrooms, including a spacious primary

  Barbara May MICHAEL SAUNDERS & COMPANY

  1310 Pomelo Ave, Sarasota, FL 34239
• 

  

  /9

  Est $894,603 Not Listed For Sale

  • 1 Bed

  1642 Bahia Vista St, Sarasota, FL 34239

  1642 Bahia Vista St, Sarasota, FL 34239
• 

  

  /59

  $3,749,500 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,282 Sq Ft

  1718 Prospect St, Sarasota, FL 34239

  Under contract-accepting backup offers. West of the Trail, West of Osprey, sits this exquisite Majestik Homes-built estate, perfectly positioned within one of Sarasota’s most desired neighborhoods. A seamless blend of design and function awaits as you enter the home, where the open-concept floor plan creates an inviting atmosphere. Rich wood-grain tile floors, contemporary wall treatments and

  Tom Hedge, Jr PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1718 Prospect St, Sarasota, FL 34239
• 

  /2

  $2,300,000 Sold Jan 30, 2025

  • 2,930 Sq Ft
  • $785/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  1727 Waldemere St, Sarasota, FL 34239

  Nestled in the coveted West of Trail neighborhood, this elegant home is perfectly positioned in the heart of Southside Village. Set on a beautifully landscaped oversized lot, the home features high ceilings, French doors, and quality engineered hardwood floors, creating a bright and inviting atmosphere. The open kitchen is ideal for entertaining or effortless daily living. Steps away, you'll find

  Jonathan Fox MICHAEL SAUNDERS & COMPANY

  1727 Waldemere St, Sarasota, FL 34239
• 

  

  /38

  Est $1,526,866 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,988 Sq Ft

  1694 Floyd St, Sarasota, FL 34239

  1694 Floyd St, Sarasota, FL 34239
• 

  

  /34

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  1677 Hyde Park St, Sarasota, FL 34239

  Offered for the first time in decades, the iconic Warriner Home presents a rare opportunity to own a piece of Sarasota’s architectural legacy. Designed in 1960 by renowned husband-and-wife architects Joan and Ken Warriner, this exceptional mid-century modern residence was nationally recognized in Architectural Record Magazine’s prestigious annual feature, "Record Houses of 1961". The home was

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  1677 Hyde Park St, Sarasota, FL 34239
• 

  /2

  $765,000 Sold Jan 15, 2025

  • 1,156 Sq Ft
  • $662/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1929

  1839 Prospect St, Sarasota, FL 34239

  Welcome to 1839 Prospect Street, a captivating historic gem in Sarasota's highly desirable Southside Village. Built in 1929, this 1,156-square-foot home features three bedrooms and one and a half bathrooms, showcasing a perfect blend of Old Florida style and modern conveniences. Set on a spacious lot, this property offers both privacy and easy access to the best of Sarasota living. As you

  Georgia Salaverri COLDWELL BANKER REALTY

  1839 Prospect St, Sarasota, FL 34239
• 

  

  /29

  Est $944,925 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  1702 Hillview St, Sarasota, FL 34239

  1702 Hillview St, Sarasota, FL 34239
• 

  

  /88

  $6,950,000

  • 4 Beds
  • 4.5 Baths
  • 4,815 Sq Ft

  1365 Harbor Dr, Sarasota, FL 34239

  Enjoy the prestige of Harbor Acres, Sarasota’s premier neighborhood, just minutes from downtown and its vibrant Bayfront. This like-new, contemporary estate is more than a home—it’s a statement of intent. Designed for those who value clean lines, modern architecture, and exceptional design, this three-story residence delivers an uncompromising standard of luxury. Step through a dramatic glass

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  1365 Harbor Dr, Sarasota, FL 34239
• 

  /2

  $2,050,000 Sold Dec 20, 2024

  • 2,965 Sq Ft
  • $691/SF
  • 52 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2004

  1690 Arlington St, Sarasota, FL 34239

  NOT TO BE MISSED CHARMING WEST OF TRAIL, WEST OF OSPREY on ARLINGTON STREET! 3 bedroom, 3 bath MAIN HOUSE and 1 bedroom, 1 bath oversized GUEST APARTMENT with full kitchen and laundry!! NEWLY RENOVATED! This home has had no shortage of upgrades. NEW French Oak wood flooring throughout, RENOVATED kitchen with 6 burner gas range, HUGE NEW PRIMARY BEDROOM CUSTOM CLOSET, newly painted exterior and

  Janet Coughlin COLDWELL BANKER REALTY

  1690 Arlington St, Sarasota, FL 34239
• 

  

  /45

  Est $3,166,220 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,142 Sq Ft

  1653 Prospect St, Sarasota, FL 34239

  1653 Prospect St, Sarasota, FL 34239
• 

  

  /55

  $1,115,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,953 Sq Ft

  1871 Prospect St, Sarasota, FL 34239

  Charming 1924 cottage in sought-after West of Trail neighborhood. In the desirable West of Trail area, this beautifully preserved 1924 cottage blends timeless character with modern updates. The main residence offers approximately 1,460 square feet of living space, featuring original hardwood floors, a cozy wood-burning fireplace, complete with picture molding and soaring 9-plus-foot ceilings in

  Barbara Mei, PA PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1871 Prospect St, Sarasota, FL 34239
• 

  /2

  $1,765,000 Sold Dec 16, 2024

  • 2,562 Sq Ft
  • $689/SF
  • 5 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2015

  1831 Prospect St, Sarasota, FL 34239

  This modern Craftsman style home is simply stunning. Built in 2015, it's located in the highly desirable West of the Trail neighborhood, just steps away from Southside Village with easy access to downtown. The meticulously designed living space features three bedrooms, two full bathrooms, and two half bathrooms. Enjoy the seamless blend of indoor and outdoor living with a screened pool and spa.

  Georgia Salaverri COLDWELL BANKER REALTY

  1831 Prospect St, Sarasota, FL 34239
• 

  

  /25

  Est $988,274 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft

  1526 S Osprey Ave, Sarasota, FL 34239

  1526 S Osprey Ave, Sarasota, FL 34239
• 

  

  /40

  $895,000

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft

  1679 Arlington St, Sarasota, FL 34239

  Step into Sarasota’s storied past with this 1925 Florida bungalow + Guest House, West of Trail, west of Osprey, in the heart of historic Southside Village. This home welcomes you with a whimsical mosaic pathway, under a canopy of trees, onto a large breezy screened front porch. Inside, refinished original heart pine floors, high ceilings, a shell-adorned wood-burning fireplace and river rock bath

  Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1679 Arlington St, Sarasota, FL 34239
• 

  /2

  $3,725,000 Sold Dec 03, 2024

  • 4,670 Sq Ft
  • $798/SF
  • 167 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2017

  1639 S Orange Ave, Sarasota, FL 34239

  Welcome to an unparalleled lifestyle of luxury and comfort in this stunning 5-bedroom, 6.5-bathroom home located in the prestigious West of Trail neighborhood spanning 4,442 square feet. Downstairs offers a private primary bedroom suite, an office, and an additional guest suite, while pocketing sliding glass doors seamlessly blend indoor and outdoor spaces for entertaining. Upstairs features

  Sara Ferguson COMPASS FLORIDA LLC

  1639 S Orange Ave, Sarasota, FL 34239
• 

  

  /45

  Est $7,110,597 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,424 Sq Ft

  1515 Hillview Dr, Sarasota, FL 34239

  1515 Hillview Dr, Sarasota, FL 34239

Showing Results 1 - 40, Page 1 of 13