West of the Trail

An alluring bayside location is the hallmark of West of the Trail, one of the Sarasota's oldest and most beautiful neighborhoods, old trees, cobble stone roads and historic land marks. Once considered far from downtown Sarasota, the now prized 'West of the Trail' is a bustling community with convenient access to shopping, dining, cultural events and Siesta Key Beach. Although the neighborhood dates back to the ‘’20s, most of the homes were built in the boom after World War II. There are a variety of home styles, but most reflect traditional or Spanish styles and nearly every home has been impressively remodeled to preserve the special character of the lovely neighborhood. Many of the builders have purchased the old bungalows that were too far gone and have built beautiful new homes to compliment the architecture of years ago. For young professionals and families who appreciate the convenience of downtown living, West of the Trail is one of the most sought after places to call home. It is also a favorite neighborhood for doctors who work at nearby Sarasota Memorial Hospital, recognized as one of Florida's top 10 hospitals.

Found: 71
Avg: $1,499,577
Avg $ SqFt: $468
Search Area: Map Polygon
Price: $0 to $100,000,000
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$159,900
850 S TAMIAMI TRL #707, Sarasota FL 34236
1
BEDS
1
BATHS
576
SQFT
$278
$/SQFT
"Rarely available lakeview first floor condo! Sit out on your newly tiled lanai and enjoy the lake views of this sweet Central Park II condo. Light, bright, open one bedroom condo with updated kitchen cabinets, crown molding and tile flooring throughout. Central Park II is a unique downtown community with lush greenery and modern amenities for every taste. With over 9 acres and 100' of waterfrontage on the Hudson Bayou, it truly is an oasis in downtown Sarasota. Features include; a comfortable updated clubhouse for community activities, fitness room, heated pool and spa, tennis court, association dock with lift and kayak storage, walking paths and two lakes with lighted fountains. Fees also include water/sewer and basic cable. The location is key; Enjoy the Bayfront Marina, Main Street for restaurants, theater, and shops or stroll through one of Sarasota's numerous historic neighborhoods. Just a short drive away find the world famous Siesta Key Beach, Lido Beach, St. Armands Circle and a host of golf courses, parks and trails."
$199,900
850 S TAMIAMI TRL #327, Sarasota FL 34236
2
BEDS
3
BATHS
1,224
SQFT
$163
$/SQFT
"Looking for that perfect downtown Sarasota location without the million dollar price tag? Look no further, you found it. This complex is steps from downtown Sarasota Bayfront and Main Street Sarasota where you can stroll through the quaint neighborhoods, visit boutique shops and specialty restaurants along with the many cultural activities Sarasota has to offer. Stop by and make a visit today. This unit is looking for a new owner that has a vision for updating to make this unit your personal hide away in gorgeous Sarasota. This two bedroom, two and a half bath home would make a perfect fulltime/ vacation home or investment property. The open floor plan is ideal for entertaining and family gatherings, and there are two lanais to enjoy, both with lake views. Bonus: This complex has so much to offer-heated swimming pool and spa, clubhouse, fitness center, tennis & walking paths. Like to be out on the water, this fabulous location on the Hudson Bayou allows you to fish and kayak-kayak storage provided. A very short drive and you are at Siesta Key Beach-#1 beach in the U.S. A., St. Armands Circle and Lido and LongBoat Key. Now what are you waiting for? Call you favorite realtor and come take a peek!"
* PRICE LOWERED - $209,900 TO $199,900 
$219,000
850 S TAMIAMI TRL #704, Sarasota FL 34236
2
BEDS
2
BATHS
980
SQFT
$223
$/SQFT
"A great investment is to be had in this adorable 2 bedroom condo. Lovingly cared for by the current tenants, you know your investment is secure. This condo is on the bottom floor, has 2 lanais, and lots of lights through the end unit windows. Take a dip in the pool, workout in the fitness room, or take your kayak to the pier and head up Hudson Bayou. If you prefer, go out to the pier and drop in a fishing line for a peaceful way to spend a few hours. You are minutes to downtown, around the corner from Selby, and just a few minutes over the Ringling Causeway to head to St Armand s and the beach."
$219,000
850 S TAMIAMI TRL #127, Sarasota FL 34236
2
BEDS
3
BATHS
1,224
SQFT
$179
$/SQFT
"Spotless, bright, tastefully furnished 2 bedroom, 2 baths in prime downtown location. This spacious second floor unit is being offered turnkey including 5 appliances. New AC 2017. Features incl. walk in closet, open living area, 2 outdoor screened sitting areas and lots of storage. Both bedrooms function as two master suites with their own bathroom. Investors note comfortable furnishings were purchased within the last 6 months. Everything from the towels to the 3 TV s are included with this sale. Units garner in excess of $3100 in season due to the excellent amenities and to its location walking distance to downtown, Bayfront park and Marina Jacks with a Publix grocer literally across the street. Central Park II is a unique downtown urban oasis with over 9 acres of lush greenery, walking paths two lakes, fountains and modern amenities. There is 103' of frontage on the Hudson Bayou with an association dock with kayak lift and storage. Other amenities include; an updated clubhouse for community activities, library, fitness room, heated pool and spa, tennis/pickle ball court & BBQs. Fees include basic cable and wifi. With Sarasota beaches and downtown only minutes away and the resort-like amenities this is the lifestyle you ve been looking for at a great price. Pet s welcome."
* PRICE LOWERED - $229,000 TO $219,000 
$219,900
850 S TAMIAMI TRL #723, Sarasota FL 34236
2
BEDS
3
BATHS
1,224
SQFT
$180
$/SQFT
"All reasonable offers considered! This lovely townhouse style downtown condo is ready for you to enjoy! The open floor plan provides ample room for seasonal or year round living. The kitchen has many updates including cabinet facing, most appliances and stunning blue quartz countertops, also found in the power room. Additional updates include: new washer/dryer and hot water heater in 2013 and the AC was replaced in 2009. Central Park II is a unique downtown community with lush greenery and modern amenities for every taste. With over 9 acres and 103' of waterfrontage on the Hudson Bayou, it truly is an oasis in downtown Sarasota. Features include; a comfortable updated clubhouse for community activities, fitness room, heated pool and spa, tennis court, association dock with lift and kayak storage, walking paths and two lakes with lighted fountains. Fees also include water/sewer and basic cable. The location is key; Enjoy the Bayfront Marina, Main Street for restaurants, theater, and shops or stroll through one of Sarasota's numerous historic neighborhoods. Just a short drive away find the world famous Siesta Key Beach, Lido Beach, St. Armands Circle and a host of golf courses, parks and trails."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $225,900 TO $219,900 
$225,000
850 S TAMIAMI TRL #424, Sarasota FL 34236
2
BEDS
3
BATHS
1,224
SQFT
$184
$/SQFT
"Nothing to do but move in and start enjoying the downtown lifestyle! You ll love the open floor plan and tasteful updates in this 2 bedroom, 2.5 bath townhouse, style condo. Newly updated kitchen with granite countertops, updated cabinets and appliances and built-in buffet bar in dining area for additional storage. Living room opens to the screened lanai. Upstairs enjoy two spacious master suites with updated baths and second lanai. No worries as AC was replaced this summer 2017. Central Park II is a unique downtown community with lush greenery and modern amenities for every taste. With over 9 acres and 100' of waterfrontage on the Hudson Bayou, it truly is an oasis in downtown Sarasota. Features include; a comfortable updated clubhouse for community activities, fitness room, heated pool and spa, tennis court, association dock with lift and kayak storage, walking paths and two lakes with lighted fountains. Fees also include water/sewer and basic cable. The location is key; Enjoy the Bayfront Marina, Main Street for restaurants, theater, and shops or stroll through one of Sarasota's numerous historic neighborhoods. Just a short drive away find the world famous Siesta Key Beach, Lido Beach, St. Armands Circle and a host of golf courses, parks and trails."
$250,000
800 HUDSON AVE #107, Sarasota FL 34236
2
BEDS
2
BATHS
1,313
SQFT
$190
$/SQFT
"WHAT A GREAT LOCATION! SO CLOSE TO SELBY GARDENS, SARASOTA BAY, MARINA JACK WATERFRONT RESTAURANT AND PARK, THE ARTS AND ENTERTAINMENT, SHOPPING AND THE EXCITEMENT OF JUST BEING ABLE TO BE A PART OF EVERYTHING DOWNTOWN SARASOTA HAS TO OFFER! This first floor condo has 2 bedrooms, 2 baths plus a den and over 1300 sq ft of living space. Cabinets have been updated in the kitchen and master bath. Large great room, breakfast bar, built-ins in the second bedroom and separate laundry room. As you open the sliding doors from your living area onto your screened in patio, the beautiful views of the garden and pool can be appreciated. Don't miss out on this wonderful opportunity to purchase in a very popular area!"
* PRICE INCREASED - $245,000 TO $250,000 
$255,600
850 S TAMIAMI TRL #421, Sarasota FL 34236
2
BEDS
3
BATHS
1,224
SQFT
$209
$/SQFT
"Owning in Central Park will give you piece of mind and confidence that you have made a practical and logical decision to invest in a home in the City of Sarasota. You will have the comfort of a home with personal touches like crown molding, granite breakfast bar and built in buffet. Warm your heart at the fireplace while bathed in sunlight from the many windows in the Great Room. Escape to the Master Suite with balcony, walk-in closet and new tiled bath. Store your many treasures in the extra closets on the two Lanai s, two linen closets and under stair storage. Kayak too big? Rest it right outside the window and keep an eye on it. Steps away is the electric Kayak launch go explore the Hudson Bayou, travel under the Osprey Bridge and paddle past Shelby Gardens and when you return relax under a umbrella table while dinner cooks on the grill. Save the tennis game and hot tub for after work this week and remember you can get in a few laps and quick workout before breakfast too. aturday night $5 Uber to Downtown. Sunday Funday take your pick between Lido & Siesta Beach your right in the middle."
$294,000
835 S OSPREY AVE #306, Sarasota FL 34236
2
BEDS
2
BATHS
1,320
SQFT
$223
$/SQFT
"Central Park is located on the edge of everything, downtown, Selby Gardens, Marina Jacks, Siesta Key, St. Armands Circle, shopping, restaurants and medical facilities. Yet, this peaceful condominium is nestled among the Banyan Trees on the Hudson Bayou. This two-bed, two-bath, 1,320-square-foot home offers an open floor plan with neutral colors and double French doors out to the lanai. Short distance to practically anywhere. Community boat dock, kayaking, canoeing and pool. Under building parking and close to the elevator. Tankless water heater too. A must see! Bring your offer."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $299,000 TO $294,000 
$300,000
800 HUDSON AVE #105, Sarasota FL 34236
2
BEDS
3
BATHS
1,252
SQFT
$240
$/SQFT
"Sarasota Downtown/Marina opportunity! This two-bedroom, two-and-a-half-bath condominium at Hudson Harbour is a rare find at this price point. Located near the heart of downtown Sarasota and a short distance from Marina Jack waterfront park and Burns Court. This home is a ground level, multi-story condominium which features an open floor plan with the potential of two master suites. Come and enjoy the dual-screened patios on the first and second level which overlook the lush green landscaped grounds, fountain and the community pool. This home is turnkey furnished and is ready for your personal touch. Click on Virtual Tour for more photos. Make your offer now!"
* LISTED OVER 120 DAYS  * PRICE INCREASED - $275,000 TO $300,000 
$349,000
1975 WISTERIA ST, Sarasota FL 34239
2
BEDS
2
BATHS
1,130
SQFT
$309
$/SQFT
0.14
ACRES
"This is the one! West of the Trail! *Split plan*2bed/2bath Stainless steel appliances, new kitchen, bathrooms and flooring."
* PRICE LOWERED - $359,000 TO $349,000 
$682,999
2331 MCCLELLAN PKWY, Sarasota FL 34239
3
BEDS
3
BATHS
2,025
SQFT
$337
$/SQFT
0.26
ACRES
"This west of trail property holds true to its 1940's character, with touches of modern living. Many updates throughout this home have been done, including a new roof, complete exterior siding, new pool and travertine patio in 2016, electrical panel, front and back porch, carport, air conditioner in 2013 and much more. The master bedroom and bathroom are a new addition that was finished in 2016 with dual closets, dual vanities, large walk-in shower, French doors to the new pool, LED lighting and vaulted ceiling. The attic was sprayed with Isenene and a tankless hot water system was installed in 2016. Being in Mcclellan Park, you are close to hospitals, downtown Sarasota, Southside Village, Marina Jacks, Southside Elementary, beaches and much more. Zoned RSF2, the sellers already have plans for a second structure to be built in the backyard, if clients are interested. Please submit all offers, as sellers are motivated. Seller Financing Available. $10,000 Credit to Buyer for general updates.''"
* PRICE LOWERED - $683,500 TO $682,999 
$695,000
1640 WALDEMERE ST, Sarasota FL 34239
3
BEDS
2
BATHS
1,826
SQFT
$381
$/SQFT
0.25
ACRES
"Prime West of Trail location, 1 block to Sarasota Memorial Hospital, 3 blocks to Southside Village shops and restaurants, in Southside Elementary School zone. This home is a blend of old and new, with the original part dating from 1950 with hardwood floors throughout, fireplace, walls of paned windows and a front porch, bedroom and bath and a renovated kitchen. The newer and remodeled sections consist of an additional 2 bedrooms and bath and a large family room with wood-clad vaulted ceiling. An oversized rear screened porch has vaulted ceilings that will make you feel like you are in a park. Top it off with beautiful landscaping and a 2 car garage with workbench, and ..WELCOME HOME!"
$699,000
1319 S ORANGE AVE, Sarasota FL 34239
7
BEDS
7
BATHS
4,866
SQFT
$144
$/SQFT
0.19
ACRES
"Pre-Foreclosure. Not many opportunities left to buy land West of the Trail! Perfect lot to build your dream home or remodel the existing structures. Main house consists of 4 bedrooms and 3.5 baths, outbuilding has 3 bedrooms and 3 bathrooms. PLEASE DO NOT WALK THE PROPERTY. LISTER MUST ACCOMPANY. Listing Price may not be sufficient to pay the total of all liens and costs of sale. Sale of Property at full listing price may require approval of seller's lender(s). Such approval may be conditioned upon the gross commission being reduced."
* PRICE LOWERED - $785,000 TO $699,000 
$749,900
1926 GOLDENROD ST, Sarasota FL 34239
3
BEDS
3
BATHS
2,022
SQFT
$371
$/SQFT
0.20
ACRES
"WEST OF THE TRAIL!! Completely remodeled with master bedroom addition ~ making this a new home with 3 bedrooms & 3 baths in a contemporary transitional style. Great opportunity to live West of Trail, on one of the best flower streets, in sarasota ~ perfect location to walk to Southside Village; Southside Elementary or drive minutes to Siesta Key Beach and Downtown Sarasota. This home has a new roof, plumbing, electrical, cabinets, flooring, air conditioning & heat, landscaping & irrigation, exterior stucco, interior & exterior paint, drywall, lighting, fixtures, etc.. Plenty of room for a pool and a garage as well!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $799,990 TO $749,900 
$750,000
1820 S ORANGE AVE, Sarasota FL 34239
2
BEDS
2
BATHS
1,581
SQFT
$474
$/SQFT
0.34
ACRES
"Located West of the trail, this Harbor Acres home sits on a beautiful, serene lot. Perfect for a remodel or plans are available to build your custom dream home. Located in a desirable neighborhood, home is close to shopping, dining, downtown, and all the cultural amenities Sarasota has to offer."
$760,000
2516 S OSPREY AVE, Sarasota FL 34239
3
BEDS
2
BATHS
1,437
SQFT
$529
$/SQFT
0.25
ACRES
"McClellan Park-Unique West of the Trail single-family home in the Southside School District, 5 blocks from Sarasota Memorial Hospital and the Hillview area. 5 minute drive to Siesta Key, the #1 Beach in the U.S. Study/sunroom, plus enclosed entertainment lanai with vaulted ceilings and a stunning fireplace. Indoor laundry with high end equipment. Private brick patio with spa, attached two-car carport, separate utility shed with roof to match the house, and fenced rear yard. Great renovations with top of the line appliances including Sub Zero fridge, wine bar and fridge, cork and bamboo floors, granite kitchen tops, Key West shutters, all wood cabinet and built-in closet systems, hurricane-proof windows, complete surveillance system, new A/C and metal roof. This is an amazing home surrounded by an exceptional garden which includes two fountains, outdoor lighting, paver brick drive, landscaping, pathways, al fresco seating area under many flowering shrubs and mature trees: red flamboyant, purple jacaranda, grapefruit tree, gumbo limbo, magnolia, Norfolk pine, Florida gold tree, traveler's palms, coconut palms, and crepe myrtles. Come check out this one of a kind opportunity today! Furniture is available for purchase."
$769,000
862 HUDSON AVE #862, Sarasota FL 34236
3
BEDS
2
BATHS
1,362
SQFT
$565
$/SQFT
"Location,,, Location,,, Location!!!! Spectacular downtown waterfront bottom floor location on Hudson Bayou. 3 bedroom, 2 bath with new finishes and stunning waterfront views. Dock for boat and garage. Walking distance to downtown and marina jacks. If your dream is to live on the water this is a must see.... Priced to sell!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $799,000 TO $769,000 
$799,000
1618 LOMA LINDA ST, Sarasota FL 34239
4
BEDS
3
BATHS
2,495
SQFT
$320
$/SQFT
0.10
ACRES
"Everybody s dream location West of the Trail, just off Orange Ave and a minute to downtown. This home is in model condition and is perfect for the busy urbanite who prizes a feel-good home with a lock it and leave with low maintenance grounds scenario. With preferred Southern exposure, the home is open and airy with lots of French doors and windows allowing natural sunlight. Desirable finishes including crown moldings, plantation shutters along with newer fixtures and hardware throughout. First level features include a recently updated deluxe kitchen with a gas cooktop and enormous pantry, living room and dining room and an office/4th bedroom and full bath. Newly installed Espresso tone wood floors, three bedrooms plus a well outfitted laundry room are on the second level. The master suite is highlighted by every woman s Sex in the City dream of forget the diamond, just give me a closet style 12 x12 closet/ boudoir complete with chandelier, built-ins with granite countertops, and customized spaces for the ultimate experience! A garden tub, large walk-in shower, dual sinks and 2 additional walk-in closets punctuate the oversized master bath. Generous sized guest bedrooms. Double car garage and immaculately landscaped. This property should fly off the shelf."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $819,900 TO $799,000 
$849,990
1850 MAGNOLIA ST, Sarasota FL 34239
4
BEDS
4
BATHS
3,057
SQFT
$278
$/SQFT
0.13
ACRES
"Location, Location, Location! West of the Trail and minutes to the #1 beach and incredible downtown scene! New Ponte Vedra home plan featuring 4BR, 4 BA plus Den and Bonus Room! Perfectly appointed pool home in one of the most sought after locations in Sarasota. As you enter the foyer you are greeted with a grand staircase with iron spindles and rich dark stained oak stairs. As you enter this open concept home you have a fully plank-tiled great room that boast 10 ceilings with island kitchen and dining room. You also have a private office/flex room right off the great room and full bath. The large open kitchen offers gorgeous granite counters, large center island, and cabinets that offer the latest in convenience and accessories. Fully upgraded appliance package, including a brand new refrigerator. The homes Southern Exposure provides a plethora of light and warmth as you step onto the covered lanai and enter your private fenced backyard and hot tub and mature lush landscape. The Owners' Suite features double door entry, tray ceiling, and spacious bathroom with split his and her vanities, dual showers heads, deep soaker tub and his and her walk-in closets. Three additional bedrooms with two baths are also located on the second floor along with a large upstairs bonus/game room and upstairs laundry. Photos are of model home only. Additional color schemes and features are available."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $839,990 TO $849,990 
$869,900
1942 WISTERIA ST, Sarasota FL 34239
3
BEDS
2
BATHS
2,195
SQFT
$396
$/SQFT
0.20
ACRES
"Exceptional West of the Trail home custom built in 2007 with great attention to detail. The floor plan offers a beautiful custom kitchen with walk-in pantry, a large living and dining room and expansive master suite with vaulted ceilings, master bath with claw-foot tub and two walk-in closets. The house has a split floor plan with the two guest bedrooms separated from the master suite. There is also an office/den with French doors and hard wood flooring. The living/dining room and master suite open to a beautiful lanai and pool area. The backyard offers total privacy. There is also a two car garage. With this convenient location and immaculate luxury design, it's the perfect home for your tropical lifestyle. Close to Southside Village, downtown, Sarasota Memorial Hospital, shopping and the beaches."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $880,000 TO $869,900 
$880,000
2133 ORIOLE DR, Sarasota FL 34239
4
BEDS
4
BATHS
2,862
SQFT
$307
$/SQFT
0.42
ACRES
"Wonderful West of the Trail family home, in Southside School District! Over 2800 square feet under air, with 4 bedrooms, split plan, 3.5 baths, large kitchen, family room with wood burning fireplace and built-ins; serene living room, screened porch, overlooking a huge fenced backyard with loads of fruit trees and room for a pool. Separate master suite, with large walk in closet, and huge luxurious bath. Of the other bedrooms, one is on-suite so could be a second master. The home has plantation shutters, loads of storage, and lots of natural light. There are hard wood floors through-out the main part of the home, with brick floors in the utility and screened porch. Conveniently located in Southside Village, close to shopping, hospital, and downtown."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $895,000 TO $880,000 
$895,000
2138 MCCLELLAN PKWY, Sarasota FL 34239
4
BEDS
4
BATHS
3,042
SQFT
$294
$/SQFT
0.47
ACRES
"PRICE REDUCED $100,000. EXCITING UNIQUE OPPORTUNITY! 1925 Colonial home with great bones, beautiful wood flooring throughout, 12 ceilings, master on the ground floor and in need of updates and restoration OR build your own masterpiece on over 20,000 sq ft of land in the heart of West of the Trail and Southside Village. 2nd floor has 3 bedrooms and 2 full baths."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $995,000 TO $895,000 
$899,000
3250 OLD OAK DR, Sarasota FL 34239
4
BEDS
3
BATHS
2,832
SQFT
$317
$/SQFT
2.68
ACRES
"Discover this premier West of the Trail location close to Downtown Sarasota, Siesta Key beach and Southside Village. On over a half of acre, this renovated 4 BR home features a brick entry front porch and generous windows and sliders overlooking the magnificent grounds. With stainless steel appliances and granite counter tops, the kitchen opens to the dining room and the family room. There s a fire place inside and a fire pit outside for evening gatherings. A very special place to call home."
 
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