Laurel Oak Estates Homes

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  $1,875,000

  • 4 Beds
  • 4 Baths
  • 4,125 Sq Ft

  3386 Charles MacDonald Dr, Sarasota, FL 34240

  One or more photo(s) has been virtually staged. Experience refined living in this stunning custom estate in Laurel Oak Country Club Estates, one of Sarasota’s most coveted gated communities. Set on a peaceful half-acre lot adorned with majestic oaks and swaying palms, this beautifully renovated 4-bedroom, 4-bathroom home offers over 4125 square feet of modern luxury, architectural charm, and

  Angela Adams MICHAEL SAUNDERS & COMPANY

  3386 Charles MacDonald Dr, Sarasota, FL 34240
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  /2

  $1,000,000 Sold Jul 07, 2025

  • 2,690 Sq Ft
  • $372/SF
  • 1 Day On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1990

  3362 Charles MacDonald Dr, Sarasota, FL 34240

  Welcome to the finest country club lifestyle in the private, gated community of Laurel Oak Estates. This thoughtfully designed custom home is filled with natural light thanks to an abundance of expansive windows and siding glass doors. This former model is positioned on a sprawling half acre homesite. Delight in the serene water view as you relax and entertain on the gorgeous patio around the

  Kelly Rosenberg COLDWELL BANKER REALTY

  3362 Charles MacDonald Dr, Sarasota, FL 34240
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  /48

  Est $1,606,021 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,902 Sq Ft

  7660 Donald Ross Rd W, Sarasota, FL 34240

  7660 Donald Ross Rd W, Sarasota, FL 34240
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  /53

  $879,000

  • 3 Beds
  • 2 Baths
  • 2,110 Sq Ft

  7860 Chick Evans Place, Sarasota, FL 34240

  Welcome to effortless elegance in the heart of Laurel Oak, one of Sarasota's most sought after gated golf communities. This beautifully remodeled 3 bedroom 2 bath home offers 2110 square feet of refined indoor living space, along with an oversized lanai, and large two car garage- all designed with sophisticated style and low maintenance luxury in mind. Perfectly positioned on the #3 tee box of

  Mary Jo Violett MICHAEL SAUNDERS & COMPANY

  7860 Chick Evans Place, Sarasota, FL 34240
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  /2

  $700,000 Sold Jun 12, 2025

  • 3,026 Sq Ft
  • $231/SF
  • 27 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1995

  7805 Allen Robertson Place, Sarasota, FL 34240

  One or more photo(s) has been virtually staged. Welcome to 7805 Allen Robertson Place - A beautiful retreat in the heart of the highly desirable community of Laurel Oak Estates, one of Sarasota's premier gated golf course communities. This exceptional 3 Bedroom, 3 Bathroom courtyard residence offers the perfect blend of comfort and privacy. Featuring a separate guest house which also offers the

  Jennifer Fogliano COLDWELL BANKER REALTY

  7805 Allen Robertson Place, Sarasota, FL 34240
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  /51

  Est $1,350,020 Not Listed For Sale

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

  3218 Charles MacDonald Dr, Sarasota, FL 34240

  3218 Charles MacDonald Dr, Sarasota, FL 34240
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  /49

  $899,000 Open Sun 12AM - 3PM

  • 2 Beds
  • 2 Baths
  • 2,581 Sq Ft

  7868 Chick Evans Place, Sarasota, FL 34240

  Open plan features modern lighting fixtures, tile, wood and luxury vinyl flooring. New top-of-the-line built-ins in bedrooms offer outstanding storage and numerous plantation shutters. Primary suite has a walk-in closet with custom cabinetry. Enjoy your new main bath with free-standing tub, walk-in shower, dual sinks, soft-closing cabinetry and separate toilet area. Guest suites close off for

  Linda Dooley PREMIER SOTHEBY'S INTERNATIONAL REALTY

  7868 Chick Evans Place, Sarasota, FL 34240
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  /2

  $1,725,000 Sold Jun 10, 2025

  • 5,075 Sq Ft
  • $340/SF
  • 101 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1997

  7419 Albert Tillinghast Dr, Sarasota, FL 34240

  Welcome to this exceptional five-bedroom, five-and-a-half-bath home located in Laurel Oak, one of Sarasota's premier gated golf course communities. With over 5,000 square feet of thoughtfully designed and updated living space - complete with a gym and dedicated office - this home seamlessly blends family, form and function. The feeling of spaciousness is evident from the moment you enter, with

  Monica Verinder COLDWELL BANKER REALTY

  7419 Albert Tillinghast Dr, Sarasota, FL 34240
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  /37

  Est $1,508,586 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,246 Sq Ft

  7784 Alister MacKenzie Dr, Sarasota, FL 34240

  7784 Alister MacKenzie Dr, Sarasota, FL 34240
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  /92

  $1,099,000

  • 3 Beds
  • 3 Baths
  • 3,023 Sq Ft

  2518 Dick Wilson Dr, Sarasota, FL 34240

  Spectacular Courtyard-Style Home with Casita in Laurel Oak Estates.Welcome to the Florida sanctuary you’ve been dreaming of. Nestled in the peaceful, guard-gated enclave of Laurel Oak Estates, this rare courtyard-style residence is more than just a home—it’s a lifestyle. From its tranquil private pool to the versatile detached casita, every detail invites comfort, connection, and ease.A

  Brett Keyser, Jr RE/MAX ALLIANCE GROUP

  2518 Dick Wilson Dr, Sarasota, FL 34240
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  /2

  $1,830,000 Sold May 23, 2025

  • 5,460 Sq Ft
  • $335/SF
  • 304 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1993

  7724 Alister MacKenzie Dr, Sarasota, FL 34240

  Welcome to the epitome of luxury living in Laurel Oak Estates! One of Sarasota's premier gated golf course communities! This meticulously crafted 5 Bedroom, 5 Bathroom residence, complemented by a bonus room, den/office and gym offers a lifestyle of unparalled comfort and sophistication. Step inside this beautifully renovated home to discover a seamless fusion of elegance and functionality. The

  Nicole Kroenig COLDWELL BANKER REALTY

  7724 Alister MacKenzie Dr, Sarasota, FL 34240
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  /37

  Est $1,459,217 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,259 Sq Ft

  3300 Alex Findlay Place, Sarasota, FL 34240

  3300 Alex Findlay Place, Sarasota, FL 34240
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  /86

  $1,574,000

  • 4 Beds
  • 4 Baths
  • 3,546 Sq Ft

  2914 Dick Wilson Dr, Sarasota, FL 34240

  Prepare to fall in love with this exquisite four-bedroom, four-bath, three-car garage, pool residence on a generous, almost-acre, lot in Sarasota’s Laurel Oak Estates. Entering the driveway, you will instantly appreciate the *Brand new* flat tile roof installed using the Hybrid system for attaching tiles involves 2 Muro Coated Tile Screws and Tilebond tile adhesive on the tile ensuring peace of

  carlos santos PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2914 Dick Wilson Dr, Sarasota, FL 34240
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  /2

  $1,650,000 Sold May 20, 2025

  • 3,795 Sq Ft
  • $435/SF
  • 0 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1995

  2570 Tom Morris Dr, Sarasota, FL 34240

  Laurel Oak Estates. Original owners and maintained beautifully. High ceilings, open plan, four-bedroom and four-bath and three-car garage. Large pool and spa for outdoor living. Property has golf course views in the back and front! Membership to Laurel Oak Country Club is optional for golf, tennis, pickleball ball and social. Come live the lifestyle.

  Linda Dooley PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2570 Tom Morris Dr, Sarasota, FL 34240
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  /83

  Est $1,593,729 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,099 Sq Ft

  2979 Dick Wilson Dr, Sarasota, FL 34240

  2979 Dick Wilson Dr, Sarasota, FL 34240
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  /57

  $898,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 2,110 Sq Ft

  7847 Chick Evans Place, Sarasota, FL 34240

  COMPLETELY UPDATED & TURN-KEY FURNISHED POOL HOME...located in the highly sought after community of Laurel Oak Estates! Enjoy modern comforts in this fully renovated 2-bedroom, 2-bathroom home plus den and an air-conditioned bonus room. Designed for both elegance and functionality, this move-in ready gem features a spacious gourmet kitchen with custom cabinetry, high-end stainless-steel

  Brandy Sheldon COLDWELL BANKER REALTY

  7847 Chick Evans Place, Sarasota, FL 34240
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  /2

  $1,375,000 Sold May 16, 2025

  • 3,318 Sq Ft
  • $414/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1996

  2960 Jeff Myers Cir, Sarasota, FL 34240

  This property boasts numerous recent upgrades and modern features. A new roof and air conditioner, both installed less than three years ago, ensure reliability and efficiency. The lanai area has been enhanced with new travertine decking and a PebbleTec surface in the pool, as well as a new pool heater. Additionally, the home is equipped with two new water heaters and a generator, adding

  Jerry Zaback PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2960 Jeff Myers Cir, Sarasota, FL 34240
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  /99

  Est $1,743,116 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,951 Sq Ft

  7563 Alister MacKenzie Dr, Sarasota, FL 34240

  7563 Alister MacKenzie Dr, Sarasota, FL 34240
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  /75

  $1,795,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,757 Sq Ft

  2936 Jeff Myers Cir, Sarasota, FL 34240

  Under contract-accepting backup offers. WELCOME TO LAUREL OAK ESTATES & COUNTRY CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This EXECUTIVE HOME BOASTS PANORAMIC VIEWS of a LARGE LAKE & GOLF COURSE * These are MUST SEE VIEWS * A very private setting that is perfectly positioned on OVER 1/2 ACRE * PRIDE OF OWNERSHIP SHOWS * Featuring 4 Bedrooms & 3.5 Full Baths * Formal

  Ryan Brown RE/MAX ALLIANCE GROUP

  2936 Jeff Myers Cir, Sarasota, FL 34240
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  /2

  $2,075,000 Sold May 08, 2025

  • 3,636 Sq Ft
  • $571/SF
  • 14 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1999

  2546 Tom Morris Dr, Sarasota, FL 34240

  Welcome to 2546 Tom Morris Drive, a retreat in the heart of Sarasota, FL. This elegant residence encompasses 3,636 square feet of meticulously designed living space, nestled on a generous .51 acre lot. Upon entering, you are greeted by freshly painted interiors that exude a sense of contemporary elegance. The open layout seamlessly connects the formal dining room to the expansive living areas,

  Chandler Marks COMPASS FLORIDA LLC

  2546 Tom Morris Dr, Sarasota, FL 34240
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  /37

  Est $1,543,555 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,228 Sq Ft

  2619 Dick Wilson Dr, Sarasota, FL 34240

  2619 Dick Wilson Dr, Sarasota, FL 34240
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  /51

  $1,549,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,911 Sq Ft

  3178 Dick Wilson Dr, Sarasota, FL 34240

  COMPLETELY RENOVATED and BETTER THAN NEW, this elegant executive home was taken down to the studs and rebuilt by Sarasota’s premier builder, Jonas Yoder Custom Homes (2021–2022). No expense was spared in this full-scale transformation. Situated on nearly ONE ACRE of lush private preserve with xeriscape gardens and native Florida hammock, this home is a rare sanctuary in a high-demand, gated

  Lenore Treiman MICHAEL SAUNDERS & COMPANY

  3178 Dick Wilson Dr, Sarasota, FL 34240
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  /2

  $1,300,000 Sold May 05, 2025

  • 3,174 Sq Ft
  • $410/SF
  • 8 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1992

  2924 Jeff Myers Cir, Sarasota, FL 34240

  Welcome to a picturesque setting with a warm and inviting country club lifestyle, where luxury and leisure blend seamlessly in the private, gated community of Laurel Oak Estates. From the stunning curb appeal to the exceptional views, this custom designed Morton Brothers home is on .67 acres and positioned for tranquility. Delight in the tropical landscaping, serene pond and golf course views of

  Kelly Rosenberg COLDWELL BANKER REALTY

  2924 Jeff Myers Cir, Sarasota, FL 34240
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  /30

  Est $1,586,907 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,951 Sq Ft

  7458 Albert Tillinghast Dr, Sarasota, FL 34240

  7458 Albert Tillinghast Dr, Sarasota, FL 34240
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  /2

  $2,275,000 Sold May 01, 2025

  • 3,793 Sq Ft
  • $600/SF

  • 4 Beds
  • 3.5 Baths
  • Built 1995

  3010 Dick Wilson Dr, Sarasota, FL 34240

  A beautifully updated home where no detail has been overlooked. Featuring extensive high-end upgrades throughout, this lakefront residence offers modern elegance and comfort in every room. Sunset views over the water. Bordering a lush preserve affords exceptional privacy on a sprawling homesite. Sold furnished.

  Stellar Non-Member Agent Stellar Non-Member Office

  3010 Dick Wilson Dr, Sarasota, FL 34240
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  /57

  Est $1,294,696 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,643 Sq Ft

  2818 Dick Wilson Dr, Sarasota, FL 34240

  2818 Dick Wilson Dr, Sarasota, FL 34240
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  /2

  $980,000 Sold Apr 28, 2025

  • 2,847 Sq Ft
  • $344/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1992

  3063 Dick Wilson Dr, Sarasota, FL 34240

  In the gates of Laurel Oak Estates this stunning residence sits on a half-acre of lushly landscaped and manicured lot with gorgeous golf views of the 15th fairway. Step inside the living room to be greeted with high vaulted ceilings, beautiful floors and out to the view. Delightful architectural details can be found throughout the home. Great room, kitchen and breakfast nook are one cohesive

  Jerry Zaback PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3063 Dick Wilson Dr, Sarasota, FL 34240
• 

  

  /47

  Est $1,173,515 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,367 Sq Ft

  2919 Dick Wilson Dr, Sarasota, FL 34240

  2919 Dick Wilson Dr, Sarasota, FL 34240
• 

  /2

  $2,073,250 Sold Apr 15, 2025

  • 4,611 Sq Ft
  • $450/SF
  • 1 Day On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2002

  7563 Albert Tillinghast Dr, Sarasota, FL 34240

  This stunning 4 Bedroom, 4.5 bath meticulously crafted 2002 residence has been updated and modernized with Smart Home technology including Control 4, Sonos, Lutron, Tesla, ClareVision, Pentair, and MyQ. Experience unparallelled convenience by controlling nearly every aspect of your living environment from anywhere—whether you're cozied up on the couch, on the way home, or away on vacation. A new

  David Brown DOWNING FRYE REALTY, INC.

  7563 Albert Tillinghast Dr, Sarasota, FL 34240
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  /63

  Est $1,506,702 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,266 Sq Ft

  3225 Charles MacDonald Dr, Sarasota, FL 34240

  3225 Charles MacDonald Dr, Sarasota, FL 34240
• 

  /2

  $937,500 Sold Mar 31, 2025

  • 2,849 Sq Ft
  • $329/SF
  • 31 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1994

  7851 Allen Robertson Place, Sarasota, FL 34240

  Laurel Oak Estates, courtyard home with guest house! Fabulous .76 acres with privacy, lake and golf course views of the fourth fairway on the Ree Jones course. Enter the courtyard which features pool, spa and outdoor kitchen. Largest lot on cul-de-sac. Guest house features one bedroom and one bath, ideal for live-in or guests. Main house has living and family rooms, dining that could be converted

  Linda Dooley PREMIER SOTHEBY'S INTERNATIONAL REALTY

  7851 Allen Robertson Place, Sarasota, FL 34240
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  /34

  Est $881,874 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,243 Sq Ft

  7850 Chick Evans Place, Sarasota, FL 34240

  7850 Chick Evans Place, Sarasota, FL 34240
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  /2

  $950,000 Sold Mar 21, 2025

  • 2,579 Sq Ft
  • $368/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1994

  7822 Allen Robertson Place, Sarasota, FL 34240

  PRICE IMPROVED on this beautifully updated 3-bedroom, 3-bathroom pool home in the maintenance-free Lakeside enclave of Laurel Oak Estates. Don't miss this opportunity - best value in the neighborhood! This nearly 2,600 square foot residence features a newer metal roof and freshly painted exterior, complemented by new landscaping and landscape lighting surrounding the home. Step inside to discover

  Kelly Rosenberg COLDWELL BANKER REALTY

  7822 Allen Robertson Place, Sarasota, FL 34240
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  /69

  Est $3,164,123 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,805 Sq Ft

  7691 Donald Ross Rd W, Sarasota, FL 34240

  7691 Donald Ross Rd W, Sarasota, FL 34240
• 

  

  /83

  $1,750,000 Sold Mar 14, 2025

  • 3,531 Sq Ft
  • $496/SF
  • 0 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2000

  3142 Dick Wilson Dr, Sarasota, FL 34240

  Nestled on 1.3 acres of lush, private grounds in the highly coveted, gated community of Laurel Oak Estates, this stunning residence offers the perfect blend of sophistication, comfort, and modern amenities. With over an acre of seclusion and meticulously landscaped gardens, including vibrant fruit trees such as tangerines, papaya, and passionfruit, this home creates an oasis worth coming home to.

  Alison Stottlemyer COLDWELL BANKER REALTY

  3142 Dick Wilson Dr, Sarasota, FL 34240
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  /30

  Est $1,796,150 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,072 Sq Ft

  7707 Alister MacKenzie Dr, Sarasota, FL 34240

  7707 Alister MacKenzie Dr, Sarasota, FL 34240
• 

  

  /49

  $800,000 Sold Mar 11, 2025

  • 3,051 Sq Ft
  • $262/SF
  • 27 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1998

  2482 Dick Wilson Dr, Sarasota, FL 34240

  Welcome to the finest Sarasota Country Club lifestyle in Laurel Oak Estates, a premier guard-gated community. Built with superb craftsmanship, this Gary Stewart custom home was designed for total privacy, comfort and entertaining. The formal and informal living spaces separate the 3 distinct bedroom wings while the Office/Study is private and could serve as a 4th bedroom for overflow company. The

  Kelly Rosenberg COLDWELL BANKER REALTY

  2482 Dick Wilson Dr, Sarasota, FL 34240
• 

  

  /65

  Est $2,072,275 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,674 Sq Ft

  7635 Alister MacKenzie Dr, Sarasota, FL 34240

  7635 Alister MacKenzie Dr, Sarasota, FL 34240
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  /2

  $1,650,000 Sold Mar 07, 2025

  • 3,363 Sq Ft
  • $491/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  3105 Charles MacDonald Dr, Sarasota, FL 34240

  Welcome to the finest country club lifestyle in a private guard-gated community. Beautiful curb appeal and exquisite views abound in this updated Rutenberg custom-built home with a classic design poised on a half-acre adjoining the seventh hole of the famed Jones course. Delight in the lake and golf course views as you relax and entertain on the gorgeous patio with sparkling resurfaced pool, spa,

  Kelly Rosenberg COLDWELL BANKER REALTY

  3105 Charles MacDonald Dr, Sarasota, FL 34240
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  /89

  Est $1,793,878 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,442 Sq Ft

  8230 Hugh Alison Place, Sarasota, FL 34240

  8230 Hugh Alison Place, Sarasota, FL 34240

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